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Foxfield at its Finest! Beautiful home on one of the best lots Foxfield has to offer. With over 3100 finished SF and just shy of a half acre...this home has it all! The main floor was designed for entertaining! Designated rooms that easily flow into one another. This Admar built model was customized with a special office/reading room on the main level. Built-ins and French Doors make this area a wonderful flexible space! Upper level has 4 bedrooms and two full baths. The large primary bedroom allows for a grand sleeping area and a bonus retreat space. 3 additional bedrooms are generous in size! Upper level has a perfect area for a homework nook! Lower level is unfinished and ready for your imagination! Back yard is the crown jewel! Fully Fenced and backed by a treeline, the yard is ideal! Seller has taken pride in the flower beds! Just a bevy of color year round. The yard is enhanced by a Paver patio, Fruit Trees, adorable shed and playset! Located in close proximity to Middletown Park, Middletown Schools, shopping and historic downtown Middletown...You don't ever have to leave the Valley! Set up your showing today!

117 Mina Dr, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: RE/MAX Realty Centre, Inc..

$461,000

Built in 1958 and tucked into the heart of historic Middletown, this distinctive all-brick rancher has a story all its own. Offering approximately 2,580 finished square feet—1,440 above grade and 1,140 finished below grade—on a .73-acre corner lot, the home was custom built by its original owners and reflects craftsmanship, character, and thoughtful design throughout. Tall ceilings and custom built-ins immediately set this home apart. The main level offers three spacious bedrooms, a full bath, and the comfort of radiant floor heating. The dining room features a built-in hutch and a clever pass-through connecting the kitchen and dining room with original rotating doors that close when not in use—a charming detail that speaks to the thoughtful design of the home. Main-level laundry is conveniently located in the kitchen. Just off the dining room, a screened porch creates a natural extension of the living space for dining and entertaining, while a rear covered porch offers another place to enjoy the outdoors. At the heart of the home is a dramatic masonry fireplace, centrally positioned and extending through both the main and lower levels. On the main level, it anchors a remarkable family room where a vaulted, beamed ceiling adds distinctive mid-century character with hints of Frank Lloyd Wright-inspired design. The fireplace continues into the lower-level family room, creating an architectural connection between the two living spaces. A tall, narrow vertical window beside the main-level entrance further complements the home’s design. One of the home’s most interesting features is the way its 1,440-square-foot main level and 1,140-square-foot finished lower level each have their own private exterior entrance. The lower level substantially expands the living space with a large second family room, full bath, and multiple finished flex rooms, several featuring high-set windows that bring in natural light. These versatile spaces offer options for guest accommodations, home offices, hobbies, or other uses. One was originally used as a photography darkroom for developing film—a unique detail that adds another layer to the home’s story. With its separate exterior entrance, full bath, and generous finished space, the lower level provides an opportunity to create a more private, independent living area depending on the next owner’s needs and applicable requirements. An extra-long attached one-car garage provides room for parking, storage, hobbies, or projects. A fold-away wall-mounted ironing board is another clever feature tucked into the home. Radiant heating within the main-level flooring provides warmth underfoot while also allowing heat to radiate into portions of the spaces below, including the garage beneath the dining room. Outside, the .73-acre corner lot offers off-street parking with access from more than one side, a large storage shed, and a private recreational court complete with a basketball hoop and markings for tennis and pickleball. Basketball and tennis have been enjoyed here through four generations, adding another chapter to the property’s history. All of this is within walking distance of schools, downtown Main Street, shops, restaurants, community amenities, and much of what makes historic Middletown special. This isn’t a cookie-cutter rancher. It was never intended to be. It’s a custom-built home with architectural personality, flexible living spaces, and details that tell a story. Perhaps the most meaningful part of that story is the land itself. The home was built on a portion of the original family farm—land that once extended across what is now home to Middletown Primary School, the Middletown Volunteer Fire Company, and Remsberg Park. Today, this property remains a tangible piece of that history. For the first time, it’s ready for its next chapter.

Built in 1958 and tucked into the heart of historic Middletown, this distinctive all-brick rancher has a story all its own. Offering approximately 2,580 finished square feet—1,440 above grade and 1,140 finished below grade—on a .73-acre corner lot, the home was custom built by its original owners and reflects craftsmanship, character, and thoughtful design throughout. Tall ceilings and custom built-ins immediately set this home apart. The main level offers three spacious bedrooms, a full bath, and the comfort of radiant floor heating. The dining room features a built-in hutch and a clever pass-through connecting the kitchen and dining room with original rotating doors that close when not in use—a charming detail that speaks to the thoughtful design of the home. Main-level laundry is conveniently located in the kitchen. Just off the dining room, a screened porch creates a natural extension of the living space for dining and entertaining, while a rear covered porch offers another place to enjoy the outdoors. At the heart of the home is a dramatic masonry fireplace, centrally positioned and extending through both the main and lower levels. On the main level, it anchors a remarkable family room where a vaulted, beamed ceiling adds distinctive mid-century character with hints of Frank Lloyd Wright-inspired design. The fireplace continues into the lower-level family room, creating an architectural connection between the two living spaces. A tall, narrow vertical window beside the main-level entrance further complements the home’s design. One of the home’s most interesting features is the way its 1,440-square-foot main level and 1,140-square-foot finished lower level each have their own private exterior entrance. The lower level substantially expands the living space with a large second family room, full bath, and multiple finished flex rooms, several featuring high-set windows that bring in natural light. These versatile spaces offer options for guest accommodations, home offices, hobbies, or other uses. One was originally used as a photography darkroom for developing film—a unique detail that adds another layer to the home’s story. With its separate exterior entrance, full bath, and generous finished space, the lower level provides an opportunity to create a more private, independent living area depending on the next owner’s needs and applicable requirements. An extra-long attached one-car garage provides room for parking, storage, hobbies, or projects. A fold-away wall-mounted ironing board is another clever feature tucked into the home. Radiant heating within the main-level flooring provides warmth underfoot while also allowing heat to radiate into portions of the spaces below, including the garage beneath the dining room. Outside, the .73-acre corner lot offers off-street parking with access from more than one side, a large storage shed, and a private recreational court complete with a basketball hoop and markings for tennis and pickleball. Basketball and tennis have been enjoyed here through four generations, adding another chapter to the property’s history. All of this is within walking distance of schools, downtown Main Street, shops, restaurants, community amenities, and much of what makes historic Middletown special. This isn’t a cookie-cutter rancher. It was never intended to be. It’s a custom-built home with architectural personality, flexible living spaces, and details that tell a story. Perhaps the most meaningful part of that story is the land itself. The home was built on a portion of the original family farm—land that once extended across what is now home to Middletown Primary School, the Middletown Volunteer Fire Company, and Remsberg Park. Today, this property remains a tangible piece of that history. For the first time, it’s ready for its next chapter.

205 Franklin St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Welcome to 4613 Granite Drive, a beautiful 3-bedroom, 3.5-bath Colonial in Crest Manor Estates with 2,583 finished square feet and the kind of space that makes it easy to feel at home. Step inside to hardwood floors and a main level with plenty of room for everyday living and entertaining. The kitchen is spacious and bright, with stainless steel appliances, plenty of room to gather, and a sliding glass door that takes you right out to the deck. A separate dining room is ready for holiday dinners and gatherings with family and friends, while the sunroom offers a quiet spot to sit with a cup of coffee, read a book, or simply enjoy the natural light. The hardwood floors continue upstairs, where you’ll find three bedrooms, including a spacious primary suite with a walk-in closet and private bath. Two additional bedrooms and a second full bath offer plenty of room for family, guests, or whatever life brings. The finished lower level adds even more room to make your own. The main living area can easily become a family room, rec room, or movie space, while a separate hobby room gives you a dedicated place for crafts, projects, or a home office. A full bathroom and separate laundry room complete this level. Outside, the beautifully maintained yard gives you plenty of ways to enjoy time at home. Start your morning on the front porch, have dinner on the four-year-old deck, or gather with friends on the concrete patio below. A circular driveway and 2-car garage provide plenty of parking and storage. Located in the Middletown school district, close to local shops, restaurants, and parks, and only about 15 minutes from Downtown Frederick. Easy access to I-70, I-270, and US-15 keeps you connected throughout the area. With no HOA and no town property taxes, you get the benefits of the Middletown location without the added fees.

$495,000

3 Beds ⋅ 4 Baths ⋅ CLOSED Status

Welcome to 4613 Granite Drive, a beautiful 3-bedroom, 3.5-bath Colonial in Crest Manor Estates with 2,583 finished square feet and the kind of space that makes it easy to feel at home. Step inside to hardwood floors and a main level with plenty of room for everyday living and entertaining. The kitchen is spacious and bright, with stainless steel appliances, plenty of room to gather, and a sliding glass door that takes you right out to the deck. A separate dining room is ready for holiday dinners and gatherings with family and friends, while the sunroom offers a quiet spot to sit with a cup of coffee, read a book, or simply enjoy the natural light. The hardwood floors continue upstairs, where you’ll find three bedrooms, including a spacious primary suite with a walk-in closet and private bath. Two additional bedrooms and a second full bath offer plenty of room for family, guests, or whatever life brings. The finished lower level adds even more room to make your own. The main living area can easily become a family room, rec room, or movie space, while a separate hobby room gives you a dedicated place for crafts, projects, or a home office. A full bathroom and separate laundry room complete this level. Outside, the beautifully maintained yard gives you plenty of ways to enjoy time at home. Start your morning on the front porch, have dinner on the four-year-old deck, or gather with friends on the concrete patio below. A circular driveway and 2-car garage provide plenty of parking and storage. Located in the Middletown school district, close to local shops, restaurants, and parks, and only about 15 minutes from Downtown Frederick. Easy access to I-70, I-270, and US-15 keeps you connected throughout the area. With no HOA and no town property taxes, you get the benefits of the Middletown location without the added fees.

4613 Granite Dr, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: Hagan Realty.

$622,000

A little bit of country feel, a lot of usable space, and a location that is increasingly hard to find. Tucked at the end of a cul-de-sac on more than half an acre, this charming 4-bedroom, 2.5-bath cape cod offers a private, tree-lined setting in the sought-after Middletown school district. Inside, the home has been thoughtfully refreshed while retaining the warmth and character that make this style of home so inviting. The updated kitchen features warm wood cabinetry, stainless steel appliances, a farmhouse-style sink, generous storage, and an easy connection to the adjoining living spaces. Fresh paint, carpet, and lighting add to the home’s comfortable, move-in-ready feel. The flexible floor plan includes a bedroom and full bath on the main level, which is ideal for guests, a home office, or those looking for the convenience of main-level living, along with three additional bedrooms and another full bath upstairs. Downstairs, the finished walkout lower level provides valuable additional living space with plenty of flexibility for a recreation room, media space, gym, playroom, or home office, while unfinished space offers additional storage. Outside is where this property really sets itself apart. The large deck overlooks a wooded backdrop and offers a peaceful place to entertain, dine outdoors, or simply enjoy the privacy of the setting. The spacious .52-acre lot provides plenty of room to spread out, while mature trees give the property an established, tucked-away feel. An oversized detached two-car garage with additional storage, along with a generous driveway, provides exceptional parking and versatility. With four bedrooms, multiple living spaces, a finished walkout lower level, detached garage, more than half an acre, and a cul-de-sac setting backing to woods, this is a rare opportunity to enjoy space and privacy without giving up the convenience of Middletown. This one-of-a-kind property is located within close distance to Middletown Park, downtown shopping and dining, grocery stores, and all of Middletown’s charm on Main Street.

A little bit of country feel, a lot of usable space, and a location that is increasingly hard to find. Tucked at the end of a cul-de-sac on more than half an acre, this charming 4-bedroom, 2.5-bath cape cod offers a private, tree-lined setting in the sought-after Middletown school district. Inside, the home has been thoughtfully refreshed while retaining the warmth and character that make this style of home so inviting. The updated kitchen features warm wood cabinetry, stainless steel appliances, a farmhouse-style sink, generous storage, and an easy connection to the adjoining living spaces. Fresh paint, carpet, and lighting add to the home’s comfortable, move-in-ready feel. The flexible floor plan includes a bedroom and full bath on the main level, which is ideal for guests, a home office, or those looking for the convenience of main-level living, along with three additional bedrooms and another full bath upstairs. Downstairs, the finished walkout lower level provides valuable additional living space with plenty of flexibility for a recreation room, media space, gym, playroom, or home office, while unfinished space offers additional storage. Outside is where this property really sets itself apart. The large deck overlooks a wooded backdrop and offers a peaceful place to entertain, dine outdoors, or simply enjoy the privacy of the setting. The spacious .52-acre lot provides plenty of room to spread out, while mature trees give the property an established, tucked-away feel. An oversized detached two-car garage with additional storage, along with a generous driveway, provides exceptional parking and versatility. With four bedrooms, multiple living spaces, a finished walkout lower level, detached garage, more than half an acre, and a cul-de-sac setting backing to woods, this is a rare opportunity to enjoy space and privacy without giving up the convenience of Middletown. This one-of-a-kind property is located within close distance to Middletown Park, downtown shopping and dining, grocery stores, and all of Middletown’s charm on Main Street.

7 Eastern Cir, Middletown

Listing courtesy of Compass. Contact:

Welcome to 4209 Garnet Drive, where quiet streets, a spacious backyard, and plenty of room to grow create a wonderful place to call home. Located in the South Fountaindale community, this four-bedroom, three-bath Colonial sits on a beautifully landscaped .34-acre lot. Inside, spacious rooms offer plenty of room for both everyday living and time spent together. Step outside to the deck and fenced-in backyard, where there’s space for everything from playing catch and backyard football to summer cookouts and evenings spent entertaining family and friends. The unfinished basement adds even more possibilities. Whether you envision a recreation room, home gym, office, additional living space, or simply a place for the kids to play, there’s plenty of room to make it your own. With a quiet neighborhood setting, a beautiful fenced-in yard, and room to grow, play, gather, and make memories, this beautiful home is ready to welcome its next owners home. You’ll also enjoy all that the Middletown community has to offer, including Middletown schools, restaurant's, parks and History while living just outside town limits and without Middletown town taxes. Just 15 minutes from Downtown Frederick, with easy access to I-70, I-270, and Route 15, the location makes getting around Frederick County and beyond convenient

$555,000

Welcome to 4209 Garnet Drive, where quiet streets, a spacious backyard, and plenty of room to grow create a wonderful place to call home. Located in the South Fountaindale community, this four-bedroom, three-bath Colonial sits on a beautifully landscaped .34-acre lot. Inside, spacious rooms offer plenty of room for both everyday living and time spent together. Step outside to the deck and fenced-in backyard, where there’s space for everything from playing catch and backyard football to summer cookouts and evenings spent entertaining family and friends. The unfinished basement adds even more possibilities. Whether you envision a recreation room, home gym, office, additional living space, or simply a place for the kids to play, there’s plenty of room to make it your own. With a quiet neighborhood setting, a beautiful fenced-in yard, and room to grow, play, gather, and make memories, this beautiful home is ready to welcome its next owners home. You’ll also enjoy all that the Middletown community has to offer, including Middletown schools, restaurant's, parks and History while living just outside town limits and without Middletown town taxes. Just 15 minutes from Downtown Frederick, with easy access to I-70, I-270, and Route 15, the location makes getting around Frederick County and beyond convenient

4209 Garnet Dr, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Step into timeless charm without leaving behind today's comforts. This distinctive Painted Lady captures the character, craftsmanship, and gracious proportions that make a home truly memorable, right in the heart of Middletown. Set well back from historic Main Street behind an expansive front lawn, the home has an impressive presence, with a wide wraparound porch inviting you to sit awhile and enjoy the rhythm of small-town living. Located within the sought-after Middletown school district, this is a home that feels a part of the town’s story. Offering over 3,000 finished square feet above grade, the home has been lovingly cared for by the same owners since 1997. Natural light and tall ceilings on every level create a remarkably open and airy feel, while fresh paint complements the beautiful architectural details throughout. An impressive entry foyer sets the tone with original millwork and wood floors, fireplace mantels, pocket doors, a built-in bookcase, and a distinctive split staircase. Stacked bay windows on separate levels feature diamond-pattern divided-light upper sashes and clear glass below—one of the many details that makes this home so special. The spacious front living room features custom built-ins, a fireplace, and pocket doors connecting both the foyer and dining room. The large dining room is ready for holidays, celebrations, and everyday dinners, with a side door opening directly onto the wraparound porch. The updated kitchen blends classic character with modern function, featuring a large center island, wall oven, cooktop, built-in cabinetry, and a charming original pass-through cupboard. A mudroom provides a practical everyday entrance and access to the covered rear porch, while a main-level half bath adds convenience. Upstairs are three generously sized bedrooms, including a spacious primary suite with a private full bath, plus an additional hall bath. An open loft area provides flexible space for an office, study, reading nook, or sitting area. The completely remodeled finished third floor adds another exceptional level of living space, with tall ceilings, abundant natural light, a large recreation room, separate den, and laundry area. Use it as an office, studio, exercise space, media room, hobby room, or private retreat. A unique glass-floor feature allows light to pass through and adds an unexpected architectural element. Outside, there is room to breathe—something increasingly difficult to find right in the heart of town. The large, level property stretches from Main Street to Green Street with access from both streets, offering an expansive front lawn and spacious backyard. A detached one-car garage adds convenience, while eligibility for future subdivision through the Town of Middletown adds another unique dimension. Additional features include air conditioning, radiator heat, updated electrical, a clean unfinished basement for utility and storage, and eligibility for a one-year home warranty. Perhaps what makes this home most memorable is simply the feeling of it—the sunlight, tall ceilings, warmth of the wood floors, beautiful architectural details, and the ability to step onto that wonderful wraparound porch and watch Main Street go by. Filled with charm and personality, yet offering the light, space, and functionality for the way we live today, this gracious Painted Lady is ready for its next chapter.

$695,000

3 Beds ⋅ 3 Baths ⋅ CLOSED Status

Step into timeless charm without leaving behind today's comforts. This distinctive Painted Lady captures the character, craftsmanship, and gracious proportions that make a home truly memorable, right in the heart of Middletown. Set well back from historic Main Street behind an expansive front lawn, the home has an impressive presence, with a wide wraparound porch inviting you to sit awhile and enjoy the rhythm of small-town living. Located within the sought-after Middletown school district, this is a home that feels a part of the town’s story. Offering over 3,000 finished square feet above grade, the home has been lovingly cared for by the same owners since 1997. Natural light and tall ceilings on every level create a remarkably open and airy feel, while fresh paint complements the beautiful architectural details throughout. An impressive entry foyer sets the tone with original millwork and wood floors, fireplace mantels, pocket doors, a built-in bookcase, and a distinctive split staircase. Stacked bay windows on separate levels feature diamond-pattern divided-light upper sashes and clear glass below—one of the many details that makes this home so special. The spacious front living room features custom built-ins, a fireplace, and pocket doors connecting both the foyer and dining room. The large dining room is ready for holidays, celebrations, and everyday dinners, with a side door opening directly onto the wraparound porch. The updated kitchen blends classic character with modern function, featuring a large center island, wall oven, cooktop, built-in cabinetry, and a charming original pass-through cupboard. A mudroom provides a practical everyday entrance and access to the covered rear porch, while a main-level half bath adds convenience. Upstairs are three generously sized bedrooms, including a spacious primary suite with a private full bath, plus an additional hall bath. An open loft area provides flexible space for an office, study, reading nook, or sitting area. The completely remodeled finished third floor adds another exceptional level of living space, with tall ceilings, abundant natural light, a large recreation room, separate den, and laundry area. Use it as an office, studio, exercise space, media room, hobby room, or private retreat. A unique glass-floor feature allows light to pass through and adds an unexpected architectural element. Outside, there is room to breathe—something increasingly difficult to find right in the heart of town. The large, level property stretches from Main Street to Green Street with access from both streets, offering an expansive front lawn and spacious backyard. A detached one-car garage adds convenience, while eligibility for future subdivision through the Town of Middletown adds another unique dimension. Additional features include air conditioning, radiator heat, updated electrical, a clean unfinished basement for utility and storage, and eligibility for a one-year home warranty. Perhaps what makes this home most memorable is simply the feeling of it—the sunlight, tall ceilings, warmth of the wood floors, beautiful architectural details, and the ability to step onto that wonderful wraparound porch and watch Main Street go by. Filled with charm and personality, yet offering the light, space, and functionality for the way we live today, this gracious Painted Lady is ready for its next chapter.

305 E Main St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the level-access ramp from the two-car garage provides added ease and accessibility. Inside, you’ll find 1,359 finished square feet on the main level featuring two spacious bedrooms, each with its own private ensuite bath, plus main-level laundry for true one-level living. The heart of the home is the beautifully remodeled kitchen, complete with new cabinetry, countertops, and propane-fueled gas cooking. The inviting living room offers a cozy propane-fueled gas fireplace, creating the perfect space to relax or gather with friends and family. Recent updates throughout include a new roof, new HVAC system, refinished hardwood floors, updated bathrooms, fresh paint, and a low-maintenance exterior, allowing you to simply move in and enjoy. Step outside to discover a fenced backyard with two rear decks, providing wonderful spaces for morning coffee, outdoor dining, gardening, or enjoying the peaceful surroundings. An unfinished basement with windows offers abundant storage and endless possibilities for future expansion. Rarely does a home in Foxfield combine this level of updating, accessibility, outdoor living space, and prime location. This is the kind of home that allows you to spend less time maintaining and more time enjoying everything the Middletown Valley has to offer.

$476,200

2 Beds ⋅ 2 Baths ⋅ CLOSED Status

Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the level-access ramp from the two-car garage provides added ease and accessibility. Inside, you’ll find 1,359 finished square feet on the main level featuring two spacious bedrooms, each with its own private ensuite bath, plus main-level laundry for true one-level living. The heart of the home is the beautifully remodeled kitchen, complete with new cabinetry, countertops, and propane-fueled gas cooking. The inviting living room offers a cozy propane-fueled gas fireplace, creating the perfect space to relax or gather with friends and family. Recent updates throughout include a new roof, new HVAC system, refinished hardwood floors, updated bathrooms, fresh paint, and a low-maintenance exterior, allowing you to simply move in and enjoy. Step outside to discover a fenced backyard with two rear decks, providing wonderful spaces for morning coffee, outdoor dining, gardening, or enjoying the peaceful surroundings. An unfinished basement with windows offers abundant storage and endless possibilities for future expansion. Rarely does a home in Foxfield combine this level of updating, accessibility, outdoor living space, and prime location. This is the kind of home that allows you to spend less time maintaining and more time enjoying everything the Middletown Valley has to offer.

4 Lamar Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Keller Williams Realty Centre.

$710,000

Where timeless architecture meets the lifestyle you’ve been searching for. Perfectly positioned on a premium homesite backing to mature trees and the Middletown Walking Trail System, this exceptional Waverly model offers an extraordinary combination of space, comfort, and location just moments from historic downtown Middletown, award-winning schools, Wiles Branch Park, the dog park, the creek, and miles of scenic walking trails. Combining timeless design, exceptional living space, and an unbeatable location, this is the home where lasting memories are made. With 3,274 finished square feet above grade, approximately 1,000 additional finished square feet in the bright walk-out lower level, and 646 square feet of unfinished storage, this thoughtfully designed home offers the perfect balance of generous living space, everyday functionality, and room to grow. The highly sought-after Waverly model is celebrated for its exceptional floor plan, featuring 9-foot ceilings throughout the main level, a grand two-story foyer, a dramatic two-story family room, dual staircases, expansive room sizes, and an abundance of natural light streaming through oversized windows and elegant transom windows. Enhanced by desirable two-foot extensions in both the kitchen and family room, the home’s open design offers even more space for everyday living and entertaining. A breathtaking floor-to-ceiling stone gas fireplace serves as the dramatic focal point of the soaring family room, creating the warmth and timeless character the current owners have cherished most about this inviting gathering space. Upgraded hardwood staircases with elegant wrought-iron balusters add architectural beauty and craftsmanship throughout the home. Rich hardwood flooring extends throughout the foyer, formal living room, dining room, private main-level office, and family room, adding warmth and sophistication. The dedicated office offers the ideal work-from-home space while remaining privately tucked away from the main living areas. At the heart of the home, the beautifully appointed kitchen blends style and function with granite countertops, a center island, stainless steel appliances, electric cooking, a pantry, a striking stone backsplash, and a distinctive stainless farmhouse sink. The expanded kitchen provides even more room for gathering and entertaining while flowing seamlessly into the equally expanded family room, creating the perfect setting for everything from casual family dinners to holiday celebrations. Just off the kitchen, the spacious main-level laundry and mudroom adds exceptional everyday convenience. One of the home’s most unforgettable features is its incredible connection to the outdoors. Expansive rear windows frame peaceful views of mature trees, while the abundance of transom windows fills the home with natural light and showcases spectacular sunsets that never grow old. It’s easy to understand why the screened porch became the current owners’ favorite place to begin the day with a cup of coffee and end it relaxing in the peaceful wooded setting. The adjoining rear deck expands your outdoor living space, while the generous side yard provides additional room for recreation, gardening, pets, or play. Upstairs, you’ll find four generously sized bedrooms, including an expansive owner’s retreat designed as a true private sanctuary. The luxurious primary suite features an oversized walk-in closet and a spacious en-suite bath complete with dual vanities, a soaking tub, and a separate shower. The bright walk-out lower level feels like a natural extension of the home rather than a traditional basement, thanks to full-size windows and a sliding glass door that flood the space with natural light. A dedicated media room provides the perfect setting for movie nights, while the expansive recreation areas offer endless possibilities for a game room, fitness studio, hobby space, guest accommodations, or multigenerational living. Extensive unfinished

Where timeless architecture meets the lifestyle you’ve been searching for. Perfectly positioned on a premium homesite backing to mature trees and the Middletown Walking Trail System, this exceptional Waverly model offers an extraordinary combination of space, comfort, and location just moments from historic downtown Middletown, award-winning schools, Wiles Branch Park, the dog park, the creek, and miles of scenic walking trails. Combining timeless design, exceptional living space, and an unbeatable location, this is the home where lasting memories are made. With 3,274 finished square feet above grade, approximately 1,000 additional finished square feet in the bright walk-out lower level, and 646 square feet of unfinished storage, this thoughtfully designed home offers the perfect balance of generous living space, everyday functionality, and room to grow. The highly sought-after Waverly model is celebrated for its exceptional floor plan, featuring 9-foot ceilings throughout the main level, a grand two-story foyer, a dramatic two-story family room, dual staircases, expansive room sizes, and an abundance of natural light streaming through oversized windows and elegant transom windows. Enhanced by desirable two-foot extensions in both the kitchen and family room, the home’s open design offers even more space for everyday living and entertaining. A breathtaking floor-to-ceiling stone gas fireplace serves as the dramatic focal point of the soaring family room, creating the warmth and timeless character the current owners have cherished most about this inviting gathering space. Upgraded hardwood staircases with elegant wrought-iron balusters add architectural beauty and craftsmanship throughout the home. Rich hardwood flooring extends throughout the foyer, formal living room, dining room, private main-level office, and family room, adding warmth and sophistication. The dedicated office offers the ideal work-from-home space while remaining privately tucked away from the main living areas. At the heart of the home, the beautifully appointed kitchen blends style and function with granite countertops, a center island, stainless steel appliances, electric cooking, a pantry, a striking stone backsplash, and a distinctive stainless farmhouse sink. The expanded kitchen provides even more room for gathering and entertaining while flowing seamlessly into the equally expanded family room, creating the perfect setting for everything from casual family dinners to holiday celebrations. Just off the kitchen, the spacious main-level laundry and mudroom adds exceptional everyday convenience. One of the home’s most unforgettable features is its incredible connection to the outdoors. Expansive rear windows frame peaceful views of mature trees, while the abundance of transom windows fills the home with natural light and showcases spectacular sunsets that never grow old. It’s easy to understand why the screened porch became the current owners’ favorite place to begin the day with a cup of coffee and end it relaxing in the peaceful wooded setting. The adjoining rear deck expands your outdoor living space, while the generous side yard provides additional room for recreation, gardening, pets, or play. Upstairs, you’ll find four generously sized bedrooms, including an expansive owner’s retreat designed as a true private sanctuary. The luxurious primary suite features an oversized walk-in closet and a spacious en-suite bath complete with dual vanities, a soaking tub, and a separate shower. The bright walk-out lower level feels like a natural extension of the home rather than a traditional basement, thanks to full-size windows and a sliding glass door that flood the space with natural light. A dedicated media room provides the perfect setting for movie nights, while the expansive recreation areas offer endless possibilities for a game room, fitness studio, hobby space, guest accommodations, or multigenerational living. Extensive unfinished

8 N Pointe Ter, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$375,000

Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no sign on the property, please call LA to set up showing. This lot and the one next to it are the "cream of the crop" and will be gone before Spring build! Hurry today to inspect. Please do not drive on the property without accompaniment of the listing agent.

CLOSED Status

Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no sign on the property, please call LA to set up showing. This lot and the one next to it are the "cream of the crop" and will be gone before Spring build! Hurry today to inspect. Please do not drive on the property without accompaniment of the listing agent.

9702 Mount Tabor, Middletown

Listing courtesy of Kelley Real Estate Professionals. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,300,000

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind! Property sold as is.

5 Beds ⋅ 2 Baths ⋅ CLOSED Status

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind! Property sold as is.

2730 Marker Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Verdant Realty Group LLC.

$1,300,000

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind! Property sold as is.

5 Beds ⋅ 2 Baths ⋅ CLOSED Status

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind! Property sold as is.

2730 Marker Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Verdant Realty Group LLC.

$360,000

Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.

6 Beds ⋅ 4 Baths ⋅ CLOSED Status

Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.

33 E Main St, Middletown

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: Keller Williams Realty Centre.

$663,000

This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan with hardwood floors, a sitting room to relax by the gas fireplace open to the family room which includes a second gas fireplace, both with wooden mantles with detailed Cornice molding and stone surrounds. This room includes a double door to the deck and is open to the eating area, complete with a second double door for maximum deck access. The kitchen offers 42-inch cabinetry, Corian countertops, an island with pendant lighting and seating for two. For ease of preparing meals you’ll have the double oven/range and recently renovated pantry with built-in drawers. The formal dining room includes custom boxed trim, chair rail and crown moldings that continue throughout the main level, completed by the full laundry room, powder room and access to the attached 2-car garage. With 5 true bedrooms upstairs, there is no lack of room for a growing family or guests! The primary bedroom includes its own en-suite bathroom with soaking tub, separate shower with Subway tile, dual sinks and a large walk-in closet. The 4 secondary bedrooms include lighted ceiling fans and access to the shared full bathroom in the hallway. The lower level game room with ample seating and entertaining area includes a pool/ping pong table, kitchenette with fridge/freezer combo, microwave and wet bar and a built-in desk with cabinets and access to the covered patio for afternoon shade. If that weren’t enough, you also get a 6th bedroom with a brand new egress window and huge walk-in closet, 3rd full bathroom and oversized storage room. The outdoor living space at 24 Young Branch Drive is unmatched with a vinyl, low-maintenance deck with 6 brand new support posts, lighted steps to the paver patio below and a comfortable screened porch where you can enjoy that peaceful view, even on a rainy day. Recessed lighting, custom window coverings and shutters, built-in shelving, central VAC… even a park that borders the neighborhood! Water heater (2026), gas fireplace log sets (2026), air purifier system and lower level egress window (2025), roof (2016), NO HOA! ONE YEAR HOME WARRANTY included!

6 Beds ⋅ 4 Baths ⋅ CLOSED Status

This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan with hardwood floors, a sitting room to relax by the gas fireplace open to the family room which includes a second gas fireplace, both with wooden mantles with detailed Cornice molding and stone surrounds. This room includes a double door to the deck and is open to the eating area, complete with a second double door for maximum deck access. The kitchen offers 42-inch cabinetry, Corian countertops, an island with pendant lighting and seating for two. For ease of preparing meals you’ll have the double oven/range and recently renovated pantry with built-in drawers. The formal dining room includes custom boxed trim, chair rail and crown moldings that continue throughout the main level, completed by the full laundry room, powder room and access to the attached 2-car garage. With 5 true bedrooms upstairs, there is no lack of room for a growing family or guests! The primary bedroom includes its own en-suite bathroom with soaking tub, separate shower with Subway tile, dual sinks and a large walk-in closet. The 4 secondary bedrooms include lighted ceiling fans and access to the shared full bathroom in the hallway. The lower level game room with ample seating and entertaining area includes a pool/ping pong table, kitchenette with fridge/freezer combo, microwave and wet bar and a built-in desk with cabinets and access to the covered patio for afternoon shade. If that weren’t enough, you also get a 6th bedroom with a brand new egress window and huge walk-in closet, 3rd full bathroom and oversized storage room. The outdoor living space at 24 Young Branch Drive is unmatched with a vinyl, low-maintenance deck with 6 brand new support posts, lighted steps to the paver patio below and a comfortable screened porch where you can enjoy that peaceful view, even on a rainy day. Recessed lighting, custom window coverings and shutters, built-in shelving, central VAC… even a park that borders the neighborhood! Water heater (2026), gas fireplace log sets (2026), air purifier system and lower level egress window (2025), roof (2016), NO HOA! ONE YEAR HOME WARRANTY included!

24 Young Branch Dr, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Redfin Corp.

$650,000

Escape to your own private mountain retreat just minutes from Middletown and downtown Frederick. Nestled on nearly one acre and bordered by protected conservation land, this beautifully updated authentic log home offers the perfect blend of privacy, natural beauty, and modern comfort. Enjoy easy access to Gambrill State Park, the Appalachian Trail, shopping, dining, and highly rated Middletown schools while coming home to sweeping views of South Mountain and Harpers Ferry Gap, where breathtaking sunsets become part of your everyday routine. Inside, you’ll find three spacious bedrooms, three full bathrooms, and warm, inviting living spaces rich with authentic log home character. Extensive updates throughout the home include the kitchen, bathrooms, bedrooms, family room, and beautifully refinished oak hardwood floors. The thoughtfully designed kitchen features granite countertops, a farmhouse sink, and quality finishes that perfectly complement the home’s rustic elegance. The HVAC system was replaced in 2016, and spray foam insulation provides enhanced comfort and energy efficiency year-round. The inviting living room is centered around a beautiful stone fireplace with a classic stone surround, while the home’s striking full-height exterior stone chimney showcases the timeless craftsmanship and enduring character of this exceptional log home. The walk-out lower level offers outstanding flexibility with abundant natural light, a private entrance, full bath, closet, and a cozy wood stove—making it ideal as a guest suite, recreation room, home office, or private living space. Outdoor living is every bit as impressive. Relax on the expansive two-level covered porches while enjoying your morning coffee, watching hummingbirds and butterflies, or simply taking in the peaceful mountain setting. Thoughtfully landscaped gardens and mature plantings create a private outdoor sanctuary that offers beauty throughout every season. The impressive two-story detached log garage is a remarkable extension of the property. Both the home and garage have been meticulously maintained, with the logs professionally sanded and re-stained to preserve their beauty and integrity. The expansive 28’ x 22’ lower level, complete with a private entrance and a large picture window overlooking the property, provides exceptional flex space for a music studio, art studio, home theater, fitness room, workshop, private office, hobby space, or future guest accommodations. Bright, inviting, and remarkably versatile, it’s a space that easily adapts to your lifestyle. A beautifully crafted entrance welcomes you with impressive natural stone steps, extensive low-maintenance stone landscaping, elegant stone walkways, and inviting patio spaces that blend seamlessly with the surrounding landscape. The oversized two-car detached log garage features a convenient side-door entrance, while its lower level offers a separate private entrance, adding even greater functionality and versatility. Every detail has been thoughtfully designed to enhance the property’s timeless mountain-lodge appeal. With no city taxes and no HOA, this extraordinary property offers the rare opportunity to enjoy the serenity of country living without sacrificing convenience. Whether you’re searching for a full-time residence, a peaceful weekend escape, or a one-of-a-kind mountain retreat, this exceptional home delivers timeless craftsmanship, modern updates, breathtaking scenery, and an unforgettable lifestyle that is rarely available.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status

Escape to your own private mountain retreat just minutes from Middletown and downtown Frederick. Nestled on nearly one acre and bordered by protected conservation land, this beautifully updated authentic log home offers the perfect blend of privacy, natural beauty, and modern comfort. Enjoy easy access to Gambrill State Park, the Appalachian Trail, shopping, dining, and highly rated Middletown schools while coming home to sweeping views of South Mountain and Harpers Ferry Gap, where breathtaking sunsets become part of your everyday routine. Inside, you’ll find three spacious bedrooms, three full bathrooms, and warm, inviting living spaces rich with authentic log home character. Extensive updates throughout the home include the kitchen, bathrooms, bedrooms, family room, and beautifully refinished oak hardwood floors. The thoughtfully designed kitchen features granite countertops, a farmhouse sink, and quality finishes that perfectly complement the home’s rustic elegance. The HVAC system was replaced in 2016, and spray foam insulation provides enhanced comfort and energy efficiency year-round. The inviting living room is centered around a beautiful stone fireplace with a classic stone surround, while the home’s striking full-height exterior stone chimney showcases the timeless craftsmanship and enduring character of this exceptional log home. The walk-out lower level offers outstanding flexibility with abundant natural light, a private entrance, full bath, closet, and a cozy wood stove—making it ideal as a guest suite, recreation room, home office, or private living space. Outdoor living is every bit as impressive. Relax on the expansive two-level covered porches while enjoying your morning coffee, watching hummingbirds and butterflies, or simply taking in the peaceful mountain setting. Thoughtfully landscaped gardens and mature plantings create a private outdoor sanctuary that offers beauty throughout every season. The impressive two-story detached log garage is a remarkable extension of the property. Both the home and garage have been meticulously maintained, with the logs professionally sanded and re-stained to preserve their beauty and integrity. The expansive 28’ x 22’ lower level, complete with a private entrance and a large picture window overlooking the property, provides exceptional flex space for a music studio, art studio, home theater, fitness room, workshop, private office, hobby space, or future guest accommodations. Bright, inviting, and remarkably versatile, it’s a space that easily adapts to your lifestyle. A beautifully crafted entrance welcomes you with impressive natural stone steps, extensive low-maintenance stone landscaping, elegant stone walkways, and inviting patio spaces that blend seamlessly with the surrounding landscape. The oversized two-car detached log garage features a convenient side-door entrance, while its lower level offers a separate private entrance, adding even greater functionality and versatility. Every detail has been thoughtfully designed to enhance the property’s timeless mountain-lodge appeal. With no city taxes and no HOA, this extraordinary property offers the rare opportunity to enjoy the serenity of country living without sacrificing convenience. Whether you’re searching for a full-time residence, a peaceful weekend escape, or a one-of-a-kind mountain retreat, this exceptional home delivers timeless craftsmanship, modern updates, breathtaking scenery, and an unforgettable lifestyle that is rarely available.

9124 Hawbottom Rd, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Coldwell Banker Realty.

$421,000

Beautiful Townhouse in sought after Glenbrook backing to the putting green on Richmond Golf Course with 4 bedrooms, 3.5 baths & a no-maintenance deck. This is the largest model offered, with a full 3 level bump out. Step into a bright and open main level featuring an eat-in kitchen which is located between the two large living spaces ideal for everyday living and entertaining. There is a generous Trex deck overlooking the golf course. Upstairs, the huge primary suite offers a vaulted ceiling, a sitting area, huge walk-in closet, a private ensuite bath and beautiful distant views over the surrounding mountains. There are two addition bedrooms and another full bath on this floor. The lower level offers a fourth bedroom with a fully opening true egress window, another full bath, and an enormous rec room. *** Recent updates * 2026 brand new range and microwave (never used), new carpeting throughout, the entire home freshly painted * 2025 new hot water heater * 2023 new furnace and dishwasher * 2022 new refrigerator *** The deck has steps to a flat back yard with common ground separated from the golf course by a tasteful fence and a tree line. An added bonus is that the community mows both the front and back yards and does snow removal with just the exception of the front steps. Beautiful community and great location. Make this home yours today!!

Beautiful Townhouse in sought after Glenbrook backing to the putting green on Richmond Golf Course with 4 bedrooms, 3.5 baths & a no-maintenance deck. This is the largest model offered, with a full 3 level bump out. Step into a bright and open main level featuring an eat-in kitchen which is located between the two large living spaces ideal for everyday living and entertaining. There is a generous Trex deck overlooking the golf course. Upstairs, the huge primary suite offers a vaulted ceiling, a sitting area, huge walk-in closet, a private ensuite bath and beautiful distant views over the surrounding mountains. There are two addition bedrooms and another full bath on this floor. The lower level offers a fourth bedroom with a fully opening true egress window, another full bath, and an enormous rec room. *** Recent updates * 2026 brand new range and microwave (never used), new carpeting throughout, the entire home freshly painted * 2025 new hot water heater * 2023 new furnace and dishwasher * 2022 new refrigerator *** The deck has steps to a flat back yard with common ground separated from the golf course by a tasteful fence and a tree line. An added bonus is that the community mows both the front and back yards and does snow removal with just the exception of the front steps. Beautiful community and great location. Make this home yours today!!

408 Stone Springs Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. This listing is for The Lexington, a masterpiece of luxury living, boasting 4 bedrooms, 4.5 bathrooms, and over 4,300 square feet of exquisitely crafted space. This exceptional residence features a welcoming covered front porch, three beautifully finished levels, a convenient side-load garage, and a coveted first floor owners suite. The upscale flooring, craftsman-style trim package, designer lighting and hardware add to the home's refined elegance. Energy-efficient construction throughout ensures a sustainable and comfortable living experience. Additional floor plans and homesites are available. Photos are representative.

$1,218,776

4 Beds ⋅ 6 Baths ⋅ CLOSED Status

PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. This listing is for The Lexington, a masterpiece of luxury living, boasting 4 bedrooms, 4.5 bathrooms, and over 4,300 square feet of exquisitely crafted space. This exceptional residence features a welcoming covered front porch, three beautifully finished levels, a convenient side-load garage, and a coveted first floor owners suite. The upscale flooring, craftsman-style trim package, designer lighting and hardware add to the home's refined elegance. Energy-efficient construction throughout ensures a sustainable and comfortable living experience. Additional floor plans and homesites are available. Photos are representative.

3281 Sumantown Rd, Middletown

Listing courtesy of Verdant Realty Group LLC. Contact:

Selling Office: LPT Realty, LLC.

$369,000

This 3/4 Bedroom home has 2 Full Baths and sits in a country setting. It has been completely remodeled inside and out. New siding, new roof, new windows and landscaping on the outside. The inside has been freshly painted, all new flooring, kitchen has new stainless steel appliances and new cabinets. The eat-in kitchen also has new counter tops, beautiful backsplash and top of the line kitchen sink. The basement family room has built in book shelves and a full bath off of it. The office/ 4th bedroom has built in book shelves as well. There is plenty of storage and the laundry room in the basement too. Large rear yard! Convenient to shopping, schools, travel and historic sites.

This 3/4 Bedroom home has 2 Full Baths and sits in a country setting. It has been completely remodeled inside and out. New siding, new roof, new windows and landscaping on the outside. The inside has been freshly painted, all new flooring, kitchen has new stainless steel appliances and new cabinets. The eat-in kitchen also has new counter tops, beautiful backsplash and top of the line kitchen sink. The basement family room has built in book shelves and a full bath off of it. The office/ 4th bedroom has built in book shelves as well. There is plenty of storage and the laundry room in the basement too. Large rear yard! Convenient to shopping, schools, travel and historic sites.

323 S Jefferson St S, Middletown

Listing courtesy of Mackintosh , Inc.. Contact:

Selling Office: Kelley Real Estate Professionals.

$499,900

Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss! All new Siding, New Gutters, New Roof, Freshly painted interior of Garage, New Well Pump and SO MUCH MORE!!

5 Beds ⋅ 3 Baths ⋅ CLOSED Status

Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss! All new Siding, New Gutters, New Roof, Freshly painted interior of Garage, New Well Pump and SO MUCH MORE!!

8209 Old Hagerstown Rd, Middletown

Listing courtesy of Alberti Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$949,127

You have to see this home to believe it! A truly exceptional custom-built equestrian estate set on just over 10 acres, offering breathtaking views, privacy, and extraordinary craftsmanship throughout. Tucked at the end of a long paved drive, this one-of-a-kind residence blends luxury, function, and artistry in a truly remarkable setting. The open-concept floor plan showcases red oak flooring, rich mahogany trim, a marble foyer, floor-to-ceiling brick fireplace, vaulted wood ceilings, and expansive picture windows that frame the surrounding landscape. Thoughtful architectural details are found throughout, including a dramatic entry feature wall, handcrafted railings, solid-core doors, custom millwork, and refined finishes at every turn. The kitchen features high-end stainless steel appliances, a walk-in pantry, and sweeping views down the lane, creating a space that is both functional and elegant. The primary suite offers dual en suites, private patio access, and a serene sitting area overlooking the solarium, with convenient access to the laundry room. The finished lower level includes three additional bedrooms, a full bath, and an exceptional entertainment space complete with custom fireplaces, wet bar, beverage center, dart closet, and full-size refrigerator, with direct access to the two-story solarium—ideal as a greenhouse or year-round retreat. Designed for both beauty and utility, the grounds were originally configured as an equestrian estate and include a three-stall barn, run-in shed, mostly fenced acreage, and multiple outbuildings including a spacious garage and workshop suited for hobbies, storage, or equipment. The land is currently tenant farmed for hay, providing agricultural tax advantages. Offering rare versatility, privacy, and panoramic views, this estate is ideal for equestrian pursuits, hobby farming, or those seeking a distinctive property with space to live, create, and thrive. Showings are limited — please contact Cassandra to schedule.

You have to see this home to believe it! A truly exceptional custom-built equestrian estate set on just over 10 acres, offering breathtaking views, privacy, and extraordinary craftsmanship throughout. Tucked at the end of a long paved drive, this one-of-a-kind residence blends luxury, function, and artistry in a truly remarkable setting. The open-concept floor plan showcases red oak flooring, rich mahogany trim, a marble foyer, floor-to-ceiling brick fireplace, vaulted wood ceilings, and expansive picture windows that frame the surrounding landscape. Thoughtful architectural details are found throughout, including a dramatic entry feature wall, handcrafted railings, solid-core doors, custom millwork, and refined finishes at every turn. The kitchen features high-end stainless steel appliances, a walk-in pantry, and sweeping views down the lane, creating a space that is both functional and elegant. The primary suite offers dual en suites, private patio access, and a serene sitting area overlooking the solarium, with convenient access to the laundry room. The finished lower level includes three additional bedrooms, a full bath, and an exceptional entertainment space complete with custom fireplaces, wet bar, beverage center, dart closet, and full-size refrigerator, with direct access to the two-story solarium—ideal as a greenhouse or year-round retreat. Designed for both beauty and utility, the grounds were originally configured as an equestrian estate and include a three-stall barn, run-in shed, mostly fenced acreage, and multiple outbuildings including a spacious garage and workshop suited for hobbies, storage, or equipment. The land is currently tenant farmed for hay, providing agricultural tax advantages. Offering rare versatility, privacy, and panoramic views, this estate is ideal for equestrian pursuits, hobby farming, or those seeking a distinctive property with space to live, create, and thrive. Showings are limited — please contact Cassandra to schedule.

3160 Sumantown Rd, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

Selling Office: Argent Realty,LLC.

$1,395,000

Some homes come on the market every few years. Others almost never do. 7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced. Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking the beauty of Middletown Valley. From the moment you arrive, there is a different feeling here. A sense of privacy. A sense of arrival. A sense that this is not just another luxury home, but a property created with intention, permanence, and pride. This is the kind of setting buyers hope to find but almost never can. A private estate feel. Valley views. Mature surroundings. Space to breathe. No cookie-cutter neighborhood energy. No manufactured luxury. Just a substantial, custom-built home in a location that feels quietly removed from everything — while still being connected to everything Middletown and Frederick County have to offer. And then the backyard changes the entire conversation. Inspired by the feel of a private Italian villa, the outdoor living space is simply unforgettable. The pool, extensive stonework, outdoor kitchen, outdoor fireplace, covered lounge areas, terraces, and red umbrella-lined setting create a resort-like atmosphere that feels more like a destination than a backyard. This is where summer afternoons become poolside escapes, where dinner moves outside, where evenings stretch longer, and where the view reminds you exactly why this property is different. Inside, the home delivers the scale and substance expected at this level, with 5 bedrooms, 3 full baths, 2 half baths, generous gathering spaces, a beautiful kitchen, formal and casual living areas, finished lower-level space, and timeless architectural character throughout. But the real story of 7430 Dogwood Lane is not just what it has. It is what it represents. A first-time offering. A custom all-brick Dale Ausherman home. Five private acres. A dead-end street setting. A resort-caliber backyard. And one of the most exclusive opportunities Middletown Valley has seen. Offered at $1,395,000, 7430 Dogwood Lane is not for the buyer looking for ordinary. It is for the buyer who understands how rare it is to find something that cannot simply be duplicated. For Additional Photos, Video Tour, Interactive Floor Plan check out the Tour!

5 Beds ⋅ 5 Baths ⋅ CLOSED Status

Some homes come on the market every few years. Others almost never do. 7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced. Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking the beauty of Middletown Valley. From the moment you arrive, there is a different feeling here. A sense of privacy. A sense of arrival. A sense that this is not just another luxury home, but a property created with intention, permanence, and pride. This is the kind of setting buyers hope to find but almost never can. A private estate feel. Valley views. Mature surroundings. Space to breathe. No cookie-cutter neighborhood energy. No manufactured luxury. Just a substantial, custom-built home in a location that feels quietly removed from everything — while still being connected to everything Middletown and Frederick County have to offer. And then the backyard changes the entire conversation. Inspired by the feel of a private Italian villa, the outdoor living space is simply unforgettable. The pool, extensive stonework, outdoor kitchen, outdoor fireplace, covered lounge areas, terraces, and red umbrella-lined setting create a resort-like atmosphere that feels more like a destination than a backyard. This is where summer afternoons become poolside escapes, where dinner moves outside, where evenings stretch longer, and where the view reminds you exactly why this property is different. Inside, the home delivers the scale and substance expected at this level, with 5 bedrooms, 3 full baths, 2 half baths, generous gathering spaces, a beautiful kitchen, formal and casual living areas, finished lower-level space, and timeless architectural character throughout. But the real story of 7430 Dogwood Lane is not just what it has. It is what it represents. A first-time offering. A custom all-brick Dale Ausherman home. Five private acres. A dead-end street setting. A resort-caliber backyard. And one of the most exclusive opportunities Middletown Valley has seen. Offered at $1,395,000, 7430 Dogwood Lane is not for the buyer looking for ordinary. It is for the buyer who understands how rare it is to find something that cannot simply be duplicated. For Additional Photos, Video Tour, Interactive Floor Plan check out the Tour!

7430 Dogwood Ln, Middletown

Listing courtesy of IMPACT Maryland Real Estate. Contact:

Selling Office: Monument Sotheby's International Realty.

$250,000

*** Multiple offers received. Offer deadline- Friday 8/7 at 5pm*** Don’t miss this opportunity to own a home in the heart of Middletown! This livable fixer-upper is the perfect canvas for an investor, first-time buyer, or anyone looking to create their dream home while building valuable sweat equity. Enjoy a charming front porch, a fully fenced backyard, and LVP flooring already installed throughout much of the home. Whether you’re planning light cosmetic updates or a full renovation over time, this property offers incredible potential in a convenient location close to local shops, restaurants, and everyday amenities.

*** Multiple offers received. Offer deadline- Friday 8/7 at 5pm*** Don’t miss this opportunity to own a home in the heart of Middletown! This livable fixer-upper is the perfect canvas for an investor, first-time buyer, or anyone looking to create their dream home while building valuable sweat equity. Enjoy a charming front porch, a fully fenced backyard, and LVP flooring already installed throughout much of the home. Whether you’re planning light cosmetic updates or a full renovation over time, this property offers incredible potential in a convenient location close to local shops, restaurants, and everyday amenities.

108 S Jefferson St, Middletown

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Real Estate Innovations.

$540,000

Welcome to 2 Derr Lane. This beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. offers 2,279 square feet of thoughtfully designed living space on a desirable corner lot. This exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners, this meticulously cared-for residence reflects exceptional pride of ownership throughout. Recent improvements include a new roof, new carpet, fresh paint in select rooms, and all new stainless steel appliances, making this home truly move-in ready. Designed with both everyday living and entertaining in mind, the spacious floor plan features three generously sized bedrooms and three full bathrooms, including a main-level primary suite and a second main-level bedroom, offering the ease of one-level living without sacrificing space for family and guests. Soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, while the dramatic two-story living room and open loft above add architectural character and flexible living space perfect for a home office, hobby room, reading area, or guest retreat. The inviting living room opens to a covered patio complete with a ceiling fan, creating a seamless indoor-outdoor connection. Whether you're enjoying your morning coffee, dining outdoors, or relaxing at the end of the day, this peaceful outdoor space is sure to become a favorite. Beyond the patio, the private backyard offers a quiet setting with room to garden, enjoy nature, or simply unwind. Ideally located within walking distance of Middletown Park and just minutes from local shopping, dining, and the charm of historic downtown Middletown, this home offers the perfect balance of privacy and convenience. Rarely does a home become available that offers this combination of generous living space, thoughtful updates, exceptional care, and a prime location within Foxfield. If you've been waiting for a move-in ready home that truly checks all the boxes, this is one you won't want to miss. Some photos have been virtually staged.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status

Welcome to 2 Derr Lane. This beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. offers 2,279 square feet of thoughtfully designed living space on a desirable corner lot. This exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners, this meticulously cared-for residence reflects exceptional pride of ownership throughout. Recent improvements include a new roof, new carpet, fresh paint in select rooms, and all new stainless steel appliances, making this home truly move-in ready. Designed with both everyday living and entertaining in mind, the spacious floor plan features three generously sized bedrooms and three full bathrooms, including a main-level primary suite and a second main-level bedroom, offering the ease of one-level living without sacrificing space for family and guests. Soaring vaulted ceilings and abundant natural light create an open, airy atmosphere, while the dramatic two-story living room and open loft above add architectural character and flexible living space perfect for a home office, hobby room, reading area, or guest retreat. The inviting living room opens to a covered patio complete with a ceiling fan, creating a seamless indoor-outdoor connection. Whether you're enjoying your morning coffee, dining outdoors, or relaxing at the end of the day, this peaceful outdoor space is sure to become a favorite. Beyond the patio, the private backyard offers a quiet setting with room to garden, enjoy nature, or simply unwind. Ideally located within walking distance of Middletown Park and just minutes from local shopping, dining, and the charm of historic downtown Middletown, this home offers the perfect balance of privacy and convenience. Rarely does a home become available that offers this combination of generous living space, thoughtful updates, exceptional care, and a prime location within Foxfield. If you've been waiting for a move-in ready home that truly checks all the boxes, this is one you won't want to miss. Some photos have been virtually staged.

2 Derr Ln, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: RE/MAX Town Center.

$1,200,000

Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Freshly painted throughout and spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step inside to discover a grand foyer that sets the tone for the entire home, featuring rich Brazilian Cherry floors that flow seamlessly throughout the formal living and dining rooms on either side of the foyer. As you walk from the foyer straight to the two story family room you’ll be inspired by an expansive wall of windows, that is the centerpiece of the home. The views of the grounds are beautiful any time of year, bright and airy in the summer, and warm and welcoming in the winter with a gas fireplace to enjoy. The family room is open and flanks a wide hallway also with Brazilian Cherry. The expansive kitchen, with granite countertops and beautiful cabinetry, an island, gathering area for the table, another fireplace, and dual entrances leading to the patio. Beyond the open family room you pass a home office with sophisticated built-ins and enter into the sunroom, which also leads you back to the living room and grand foyer to access the wide staircase to the upper level which features four bedrooms, each with walk-in closets. The primary suite is truly a private retreat, with an entryway accessing a coffee bar leading into a sitting area, complete with another gas fireplace and a lovely balcony on one side and the primary bedroom on the other side. The private bath is adorned with luxury finishes, a large jetted tub, separate shower and separate vanities. It also accesses walk-in closet number two, through another additional finished space, not present in other homes in the community, and provides a wonderful location for a yoga, meditation or craft room. The second bedroom has a private entry suite backstairs of the kitchen and bedroom three and four each of which have access to the recently remodeled huge rooftop balcony. The upper-level laundry room adds convenience to daily life. The massive basement, with rough-ins for a bath and wet bar, along with the wide walk-up stairwell, is an open canvas for your vision. Situated in the back of the community on 3.19 lush acres, it will be quick to slip into relaxation mode, enjoying the sounds of nature or warm get-togethers where everyone feels at home. Experience refined living in a neighborhood and community that is truly desirable.

Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Freshly painted throughout and spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step inside to discover a grand foyer that sets the tone for the entire home, featuring rich Brazilian Cherry floors that flow seamlessly throughout the formal living and dining rooms on either side of the foyer. As you walk from the foyer straight to the two story family room you’ll be inspired by an expansive wall of windows, that is the centerpiece of the home. The views of the grounds are beautiful any time of year, bright and airy in the summer, and warm and welcoming in the winter with a gas fireplace to enjoy. The family room is open and flanks a wide hallway also with Brazilian Cherry. The expansive kitchen, with granite countertops and beautiful cabinetry, an island, gathering area for the table, another fireplace, and dual entrances leading to the patio. Beyond the open family room you pass a home office with sophisticated built-ins and enter into the sunroom, which also leads you back to the living room and grand foyer to access the wide staircase to the upper level which features four bedrooms, each with walk-in closets. The primary suite is truly a private retreat, with an entryway accessing a coffee bar leading into a sitting area, complete with another gas fireplace and a lovely balcony on one side and the primary bedroom on the other side. The private bath is adorned with luxury finishes, a large jetted tub, separate shower and separate vanities. It also accesses walk-in closet number two, through another additional finished space, not present in other homes in the community, and provides a wonderful location for a yoga, meditation or craft room. The second bedroom has a private entry suite backstairs of the kitchen and bedroom three and four each of which have access to the recently remodeled huge rooftop balcony. The upper-level laundry room adds convenience to daily life. The massive basement, with rough-ins for a bath and wet bar, along with the wide walk-up stairwell, is an open canvas for your vision. Situated in the back of the community on 3.19 lush acres, it will be quick to slip into relaxation mode, enjoying the sounds of nature or warm get-togethers where everyone feels at home. Experience refined living in a neighborhood and community that is truly desirable.

4311 Saratoga Springs Ct, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Some homes simply have a soul—and this beautifully preserved 1920's Craftsman bungalow is one of them. Situated on a rare lot and a half in the heart of historic Middletown, this contributing home to both the National and Frederick Historic Registers has been lovingly cared for by just two families throughout its history. From the moment you arrive, you’ll notice the timeless character that sets this home apart. Tall original windows frame mature trees, gardens, and changing seasonal views from nearly every room, filling the home with natural light and creating a peaceful connection to the outdoors. Original wood floors, handcrafted trim work, pocket doors, custom storm windows, and historic architectural details blend seamlessly with thoughtful modern updates. The sellers have always appreciated the home’s solid clay block construction, which provides a remarkably quiet, comfortable feel and exceptional insulation rarely found in homes of this era. At the heart of the home is a beautifully renovated kitchen that has served as the gathering place for everything from weeknight dinners to holiday celebrations. A spacious island welcomes family and friends, while the thoughtful layout offers the perfect balance of openness and functionality. Upstairs, generously sized bedrooms, second-floor laundry, and an updated bath provide modern convenience while honoring the home’s historic roots. Outside, the property unfolds into a collection of extraordinary outdoor living spaces. Enjoy sunrise views from the backyard, summer sunsets from the welcoming front porch, abundant gardens, mature trees, a kitchen garden, and a private backyard retreat complete with a pergola and gas firepit. Every outdoor space offers its own unique experience, creating a rare sense of privacy and connection to nature in the heart of town. Major improvements include a renovated kitchen and baths, NTI combi-boiler, roof, insulation, updated electrical, propane installation, custom storm windows, and asbestos remediation. Perhaps most special of all are the home’s original handcrafted windows and custom-built storm windows—an increasingly rare treasure that has been lovingly maintained and thoughtfully restored. Throughout their stewardship, the sellers viewed themselves less as owners and more as caretakers of something truly special, dedicated to preserving the integrity and craftsmanship the original builders intended. The result is a home that honors its past while offering the comfort, beauty, and functionality today’s buyers desire. A rare opportunity to own a piece of Middletown history—where historic craftsmanship, thoughtful updates, beautiful gardens, and small-town charm come together to create something truly exceptional. Showings to begin August 1st, not before.

$651,000

Some homes simply have a soul—and this beautifully preserved 1920's Craftsman bungalow is one of them. Situated on a rare lot and a half in the heart of historic Middletown, this contributing home to both the National and Frederick Historic Registers has been lovingly cared for by just two families throughout its history. From the moment you arrive, you’ll notice the timeless character that sets this home apart. Tall original windows frame mature trees, gardens, and changing seasonal views from nearly every room, filling the home with natural light and creating a peaceful connection to the outdoors. Original wood floors, handcrafted trim work, pocket doors, custom storm windows, and historic architectural details blend seamlessly with thoughtful modern updates. The sellers have always appreciated the home’s solid clay block construction, which provides a remarkably quiet, comfortable feel and exceptional insulation rarely found in homes of this era. At the heart of the home is a beautifully renovated kitchen that has served as the gathering place for everything from weeknight dinners to holiday celebrations. A spacious island welcomes family and friends, while the thoughtful layout offers the perfect balance of openness and functionality. Upstairs, generously sized bedrooms, second-floor laundry, and an updated bath provide modern convenience while honoring the home’s historic roots. Outside, the property unfolds into a collection of extraordinary outdoor living spaces. Enjoy sunrise views from the backyard, summer sunsets from the welcoming front porch, abundant gardens, mature trees, a kitchen garden, and a private backyard retreat complete with a pergola and gas firepit. Every outdoor space offers its own unique experience, creating a rare sense of privacy and connection to nature in the heart of town. Major improvements include a renovated kitchen and baths, NTI combi-boiler, roof, insulation, updated electrical, propane installation, custom storm windows, and asbestos remediation. Perhaps most special of all are the home’s original handcrafted windows and custom-built storm windows—an increasingly rare treasure that has been lovingly maintained and thoughtfully restored. Throughout their stewardship, the sellers viewed themselves less as owners and more as caretakers of something truly special, dedicated to preserving the integrity and craftsmanship the original builders intended. The result is a home that honors its past while offering the comfort, beauty, and functionality today’s buyers desire. A rare opportunity to own a piece of Middletown history—where historic craftsmanship, thoughtful updates, beautiful gardens, and small-town charm come together to create something truly exceptional. Showings to begin August 1st, not before.

106 Prospect St, Middletown

Listing courtesy of RE/MAX Results. Contact:

Selling Office: Redfin Corp.

$530,000

Welcome home to this beautifully maintained custom-built 3-bedroom duplex in the heart of highly sought-after Middletown, Maryland. Designed with quality and efficiency in mind, this exceptional home features durable 2x6 exterior wall construction, higher R-value insulation, a 2025 installed heat pump and air conditioning system, and a long-lasting 40-year roof. Enjoy the charm of small-town living from the inviting covered front porch or relax on the rear patio complete with a sunshade awning—perfect for entertaining or enjoying quiet evenings outdoors. Inside, you’ll find thoughtful upgrades throughout, including custom cherry kitchen cabinetry, hardwood flooring, tile-surround showers, recessed lighting, ceiling fans, crown molding, and an elegant tray ceiling. Bay windows fill the home with natural light, while entry-level bedrooms and laundry provide convenient one-level living options. The location is truly unmatched. Situated within walking distance of Middletown Elementary, Middle, and High Schools, Middletown Park, the brand-new public library, and the shops and restaurants of downtown Middletown, you’ll enjoy easy access to everything the community has to offer. Leave the parking worries behind and stroll to Heritage Days celebrations, holiday parades, local events, and evenings out on the town. Combining quality construction, modern efficiency, and an unbeatable walkable location, this home offers the perfect blend of comfort, convenience, and timeless appeal.

Welcome home to this beautifully maintained custom-built 3-bedroom duplex in the heart of highly sought-after Middletown, Maryland. Designed with quality and efficiency in mind, this exceptional home features durable 2x6 exterior wall construction, higher R-value insulation, a 2025 installed heat pump and air conditioning system, and a long-lasting 40-year roof. Enjoy the charm of small-town living from the inviting covered front porch or relax on the rear patio complete with a sunshade awning—perfect for entertaining or enjoying quiet evenings outdoors. Inside, you’ll find thoughtful upgrades throughout, including custom cherry kitchen cabinetry, hardwood flooring, tile-surround showers, recessed lighting, ceiling fans, crown molding, and an elegant tray ceiling. Bay windows fill the home with natural light, while entry-level bedrooms and laundry provide convenient one-level living options. The location is truly unmatched. Situated within walking distance of Middletown Elementary, Middle, and High Schools, Middletown Park, the brand-new public library, and the shops and restaurants of downtown Middletown, you’ll enjoy easy access to everything the community has to offer. Leave the parking worries behind and stroll to Heritage Days celebrations, holiday parades, local events, and evenings out on the town. Combining quality construction, modern efficiency, and an unbeatable walkable location, this home offers the perfect blend of comfort, convenience, and timeless appeal.

22 E Green St, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$961,000

Overlooking Remsberg Park and set on 0.95 acres, this lovingly maintained, extensively expanded and renovated Middletown home offers 5,661 finished square feet, two private primary suites, exceptional gathering spaces, and a lifestyle centered around comfort, flexibility, and outdoor living.. The eat-in kitchen was renovated in 2016 and features hand-painted, all-wood custom cabinetry by Reaver’s Cabinetry, soft-close doors, granite countertops, an oversized island with extra-long storage drawers, and a custom butcher-block bar. Bamboo flooring extends through the kitchen and foyer, while a comfortable sitting area just off the kitchen features a propane fireplace and custom built-in cabinetry. The connected dining area is framed by a bay window overlooking Remsberg Park, creating an inviting space for everyday meals and larger gatherings. A substantial two-story addition completed in 2019 dramatically expanded the home. The newer family room is anchored by a stone propane fireplace and provides generous space for everyday living and larger gatherings. A pantry and mudroom create a practical transition from the approximately 1,000-square-foot garage, which provides ample room for vehicles, storage, equipment, and comfortably opening car doors. Two primary suites are positioned on opposite sides of the home, offering privacy and flexibility for multigenerational living, extended guests, or separate work-from-home needs. The newer primary suite includes a walk-in closet, private office or nursery, and a spacious bathroom with a soaking tub, large separate shower, private water closet, and dedicated local hot-water source. The second primary suite was also expanded to include a larger bathroom with heated flooring, a substantial walk-in shower, and a walk-in closet. Each primary suite opens to its own private balcony. Additional upper-level space includes a sunroom reached by a wide hardwood staircase, a loft, flexible multipurpose space, an additional laundry area, and extensive storage. The finished lower level offers multiple recreation and hobby spaces, including a recreation area with a stone propane fireplace and room for a pool table, an additional propane fireplace, and an adaptable room previously used as both a playroom and exercise room. Outdoor spaces include a small front porch, a larger rear porch, two private balconies, a pergola positioned for sunset views, mature trees, extensive landscaping, a partially fenced backyard, and a peaceful ornamental pond. Gardeners will appreciate the greenhouse and approximately 25-by-18-foot gardening shed, which may also offer potential for conversion into an office, studio, or creative workspace. An additional large shed provides generous equipment storage, while a covered hot tub is positioned close to the home for convenient year-round enjoyment. In addition to the 2016 kitchen renovation, major improvements completed in 2019 include the two-story addition, the approximately 1,000-square-foot garage, a new roof across the original home and addition, LP siding with stone-look accents, Pella windows and patio doors, an upgraded electrical service, a new driveway, and retaining walls. The water heater was replaced in 2023. Property is improved with four bedrooms; however, the existing septic system/percolation approval is rated for three bedrooms. Buyers should independently verify septic capacity, permitted bedroom count, and any future expansion potential with the appropriate county authorities. Enjoy the setting and convenience of Middletown, with Remsberg Park walking trails and its creekside path nearby. Middletown Primary School and the local library are within walking distance, while Safeway, restaurants, shops, and everyday services are just minutes away.

4 Beds ⋅ 5 Baths ⋅ CLOSED Status

Overlooking Remsberg Park and set on 0.95 acres, this lovingly maintained, extensively expanded and renovated Middletown home offers 5,661 finished square feet, two private primary suites, exceptional gathering spaces, and a lifestyle centered around comfort, flexibility, and outdoor living.. The eat-in kitchen was renovated in 2016 and features hand-painted, all-wood custom cabinetry by Reaver’s Cabinetry, soft-close doors, granite countertops, an oversized island with extra-long storage drawers, and a custom butcher-block bar. Bamboo flooring extends through the kitchen and foyer, while a comfortable sitting area just off the kitchen features a propane fireplace and custom built-in cabinetry. The connected dining area is framed by a bay window overlooking Remsberg Park, creating an inviting space for everyday meals and larger gatherings. A substantial two-story addition completed in 2019 dramatically expanded the home. The newer family room is anchored by a stone propane fireplace and provides generous space for everyday living and larger gatherings. A pantry and mudroom create a practical transition from the approximately 1,000-square-foot garage, which provides ample room for vehicles, storage, equipment, and comfortably opening car doors. Two primary suites are positioned on opposite sides of the home, offering privacy and flexibility for multigenerational living, extended guests, or separate work-from-home needs. The newer primary suite includes a walk-in closet, private office or nursery, and a spacious bathroom with a soaking tub, large separate shower, private water closet, and dedicated local hot-water source. The second primary suite was also expanded to include a larger bathroom with heated flooring, a substantial walk-in shower, and a walk-in closet. Each primary suite opens to its own private balcony. Additional upper-level space includes a sunroom reached by a wide hardwood staircase, a loft, flexible multipurpose space, an additional laundry area, and extensive storage. The finished lower level offers multiple recreation and hobby spaces, including a recreation area with a stone propane fireplace and room for a pool table, an additional propane fireplace, and an adaptable room previously used as both a playroom and exercise room. Outdoor spaces include a small front porch, a larger rear porch, two private balconies, a pergola positioned for sunset views, mature trees, extensive landscaping, a partially fenced backyard, and a peaceful ornamental pond. Gardeners will appreciate the greenhouse and approximately 25-by-18-foot gardening shed, which may also offer potential for conversion into an office, studio, or creative workspace. An additional large shed provides generous equipment storage, while a covered hot tub is positioned close to the home for convenient year-round enjoyment. In addition to the 2016 kitchen renovation, major improvements completed in 2019 include the two-story addition, the approximately 1,000-square-foot garage, a new roof across the original home and addition, LP siding with stone-look accents, Pella windows and patio doors, an upgraded electrical service, a new driveway, and retaining walls. The water heater was replaced in 2023. Property is improved with four bedrooms; however, the existing septic system/percolation approval is rated for three bedrooms. Buyers should independently verify septic capacity, permitted bedroom count, and any future expansion potential with the appropriate county authorities. Enjoy the setting and convenience of Middletown, with Remsberg Park walking trails and its creekside path nearby. Middletown Primary School and the local library are within walking distance, while Safeway, restaurants, shops, and everyday services are just minutes away.

7331 Holter Rd, Middletown

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Charis Realty Group.

$1,200,000

Custom built by Ausherman Builders, this stately all-brick estate offers the perfect blend of quality craftsmanship, generous living spaces and features, all with a sense of privacy. From the moment you step into the foyer, you'll appreciate the home's thoughtful design, impressive scale, and inviting atmosphere. The main level features expansive rooms throughout, including a formal family room, elegant dining room, and a spacious living room centered around a cozy fireplace. A convenient main-level bedroom and full bath provide flexibility for guests. Filled with natural light, the beautifully updated kitchen serves as the heart of the home, featuring new flooring, backsplash, and an open-concept layout that flows seamlessly into the breakfast area, where a pellet stove creates the perfect setting for relaxed mornings and intimate gatherings. Designed for everyday convenience, the home also offers a mudroom with abundant storage, an oversized laundry room with custom cabinetry, and a main-level powder room. Upstairs, you'll find 5 additional spacious bedrooms and 3 bathrooms. The owners' suite includes a newly remodeled bathroom. The fully finished walkout lower level expands your living and entertaining options with an additional family room featuring a pellet stove, a bonus room, full bath, workshop, and extensive storage space. Step outside to your own private resort-style retreat. The backyard showcases a beautiful Gunite pool, a fountain, greenhouse, thriving vegetable garden, potting station, spacious patio, and additional storage beneath the porch—creating an outdoor oasis ideal for entertaining, gardening, or simply enjoying the peaceful surroundings. Beyond its impressive living spaces and resort-style outdoor amenities, this home has been meticulously maintained and thoughtfully updated. Recent improvements include a new water heater in 2024, replacement well pump in 2018, 23 upgraded windows and a repaved driveway in 2013, as well as HVAC systems replaced in 2022 and 2014 with continuous maintenance contracts. The fireplaces, HVAC systems, and water treatment equipment have received consistent annual maintenance, while the septic system has been recently serviced. A 12.5 kW Generac whole-house generator with transfer switch further enhances the home's comfort, reliability, and peace of mind. Offering remarkable space, enduring quality, and an unparalleled outdoor setting, this distinguished estate presents a rare opportunity to enjoy luxury living in a truly spectacular location. No HOA and Middletown Schools! Timeless Elegance, Exceptional Space & Breathtaking Views!

6 Beds ⋅ 6 Baths ⋅ CLOSED Status

Custom built by Ausherman Builders, this stately all-brick estate offers the perfect blend of quality craftsmanship, generous living spaces and features, all with a sense of privacy. From the moment you step into the foyer, you'll appreciate the home's thoughtful design, impressive scale, and inviting atmosphere. The main level features expansive rooms throughout, including a formal family room, elegant dining room, and a spacious living room centered around a cozy fireplace. A convenient main-level bedroom and full bath provide flexibility for guests. Filled with natural light, the beautifully updated kitchen serves as the heart of the home, featuring new flooring, backsplash, and an open-concept layout that flows seamlessly into the breakfast area, where a pellet stove creates the perfect setting for relaxed mornings and intimate gatherings. Designed for everyday convenience, the home also offers a mudroom with abundant storage, an oversized laundry room with custom cabinetry, and a main-level powder room. Upstairs, you'll find 5 additional spacious bedrooms and 3 bathrooms. The owners' suite includes a newly remodeled bathroom. The fully finished walkout lower level expands your living and entertaining options with an additional family room featuring a pellet stove, a bonus room, full bath, workshop, and extensive storage space. Step outside to your own private resort-style retreat. The backyard showcases a beautiful Gunite pool, a fountain, greenhouse, thriving vegetable garden, potting station, spacious patio, and additional storage beneath the porch—creating an outdoor oasis ideal for entertaining, gardening, or simply enjoying the peaceful surroundings. Beyond its impressive living spaces and resort-style outdoor amenities, this home has been meticulously maintained and thoughtfully updated. Recent improvements include a new water heater in 2024, replacement well pump in 2018, 23 upgraded windows and a repaved driveway in 2013, as well as HVAC systems replaced in 2022 and 2014 with continuous maintenance contracts. The fireplaces, HVAC systems, and water treatment equipment have received consistent annual maintenance, while the septic system has been recently serviced. A 12.5 kW Generac whole-house generator with transfer switch further enhances the home's comfort, reliability, and peace of mind. Offering remarkable space, enduring quality, and an unparalleled outdoor setting, this distinguished estate presents a rare opportunity to enjoy luxury living in a truly spectacular location. No HOA and Middletown Schools! Timeless Elegance, Exceptional Space & Breathtaking Views!

6742 Deer Spring Ln, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Corner House Realty.

$435,000

Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient laundry area. Upstairs offers three bedrooms, one full bath, and one-half bath, including a bedroom with exposed brick that adds warmth and character. The top floor features a large fourth bedroom with exposed beams and skylights, creating a bright and inviting retreat. Outdoor living is just as appealing with a fenced backyard and new deck, perfect for relaxing or entertaining. Adding even more versatility, the property is zoned Town Commercial with numerous approved commercial uses. Enjoy a walkable lifestyle close to local restaurants, shops, parks, schools, and the brand-new library. Nearby favorites include Fratelli's Italian & Seafood, The Main Cup, and Dempsey's Grille, along with other popular local spots just minutes away. Grocery stores, golf courses, additional dining, and shopping along the Middletown Parkway corridor are also conveniently nearby. Throughout the year, the town hosts community events that further enhance the appeal of this charming historic community. Don’t miss your opportunity to own a piece of Middletown history offering space, character, versatility, and an unbeatable location. Schedule your tour today!

Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient laundry area. Upstairs offers three bedrooms, one full bath, and one-half bath, including a bedroom with exposed brick that adds warmth and character. The top floor features a large fourth bedroom with exposed beams and skylights, creating a bright and inviting retreat. Outdoor living is just as appealing with a fenced backyard and new deck, perfect for relaxing or entertaining. Adding even more versatility, the property is zoned Town Commercial with numerous approved commercial uses. Enjoy a walkable lifestyle close to local restaurants, shops, parks, schools, and the brand-new library. Nearby favorites include Fratelli's Italian & Seafood, The Main Cup, and Dempsey's Grille, along with other popular local spots just minutes away. Grocery stores, golf courses, additional dining, and shopping along the Middletown Parkway corridor are also conveniently nearby. Throughout the year, the town hosts community events that further enhance the appeal of this charming historic community. Don’t miss your opportunity to own a piece of Middletown history offering space, character, versatility, and an unbeatable location. Schedule your tour today!

213 W Main St, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Radcliffe Realty Group, LLC.

$860,000

Welcome to this beautifully upgraded colonial nestled in the sought after Glenbrook golf community- backing to the 15th fairway. Relax, entertain and unwind in your resort style backyard with a stunning inground salt water pool, beautifully landscaped private back yard and new paver walkways. This light filled beauty is loaded with desirable features and upgrades offering nearly 5400 square feet of exceptional living space designed for both everyday comfort and elegant entertaining. This stunning home features brand new luxury vinyl flooring across two levels, creating a modern and cohesive feel from the moment you enter. The spacious gourmet kitchen is the heart of the home complete with granite counter tops and abundant cabinetry, and an inviting morning room filled with natural light and overlooking the private pool and yard- the perfect setting for morning coffee or evening gatherings. The impressive family room showcases a cozy fireplace and soaring ceilings for an open and airy layout, while the dual staircases add timeless architectural charm and functionality. Upstairs the expansive primary suite offers a peaceful retreat with a separate sitting room and a spa-like primary bathroom designed for relaxation. The finished walk up basement provides incredible versatility with an extensive built-in storage space making it ideal for recreation, hobbies, a home gym or additional entertaining space. There is also a EV charger in the garage and the roof and gutters have both been replaced! This home combines elegant updates, generous living spaces and exceptional outdoor living which lends itself to the perfect blend of luxury, warmth and lifestyle all while located in a desirable school district, nearby dining, shopping, parks and convenient commuter routes! Welcome home!

Welcome to this beautifully upgraded colonial nestled in the sought after Glenbrook golf community- backing to the 15th fairway. Relax, entertain and unwind in your resort style backyard with a stunning inground salt water pool, beautifully landscaped private back yard and new paver walkways. This light filled beauty is loaded with desirable features and upgrades offering nearly 5400 square feet of exceptional living space designed for both everyday comfort and elegant entertaining. This stunning home features brand new luxury vinyl flooring across two levels, creating a modern and cohesive feel from the moment you enter. The spacious gourmet kitchen is the heart of the home complete with granite counter tops and abundant cabinetry, and an inviting morning room filled with natural light and overlooking the private pool and yard- the perfect setting for morning coffee or evening gatherings. The impressive family room showcases a cozy fireplace and soaring ceilings for an open and airy layout, while the dual staircases add timeless architectural charm and functionality. Upstairs the expansive primary suite offers a peaceful retreat with a separate sitting room and a spa-like primary bathroom designed for relaxation. The finished walk up basement provides incredible versatility with an extensive built-in storage space making it ideal for recreation, hobbies, a home gym or additional entertaining space. There is also a EV charger in the garage and the roof and gutters have both been replaced! This home combines elegant updates, generous living spaces and exceptional outdoor living which lends itself to the perfect blend of luxury, warmth and lifestyle all while located in a desirable school district, nearby dining, shopping, parks and convenient commuter routes! Welcome home!

503 Glenbrook Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Frederick Land & Home, LLC..

$585,000

Charming Victorian Home offers the perfect blend of historic character and modern upgrades in the heart of Middletown. Vehicle access from both Beautiful Main Street and Convenient Broad Street, this home provides excellent accessibility and curb appeal. Beautiful Hard Wood Floors, Wainscoting, Crown Molding throughout. Main Level Features Separate Living Room, Dining Room w/Pocket Doors, Family Room, Kitchen, Updated Full Bath. Kitchen includes Center Island w/Seating, Gas Cook-top, and Pantry. (2024: New Refrigerator, New Gas Cooktop, New Kitchen Disposal). Upper Level Features 3 Nice Size Bedrooms. Updated Full Bath with Heated Floor, Large Glass Front Shower, Custom Cabinets, Makeup Vanity, and Jetted Claw Foot Tub. An Oversized 2nd Floor Laundry Room with a Pocket Door features a second kitchenette area including upper and lower cabinets and countertop space. New Washer and Dryer in 2022. Access to Attic and a Small room with view overlooking back yard. Property also includes a Large/Tall Detached 2 Car Garage w/Tesla EV Charger. Attached to the Garage is a Large Shop/General Use Space. Home includes a Large Rear Deck off the Kitchen. A Whole-House Backup Power Generator w/New Battery in 2026. 2 Whole-House Surge Protectors, 2 Outdoor A/C unit Surge Protectors installed 2025. 4 Propane Tanks. This Listing also includes an Attached Additional Lot of Record w/Temp Restrictions. Conveniently located near schools, shopping, dining, parks, and easy access to major highways. This well-cared-for Victorian on Main Street is truly special.