Middletown Real Estate | Middletown Single Family Homes for Sale

Here’s your chance! They don’t come on the market often in the Village of Foxfield 55+ neighborhood. Beautifully maintained with many recent updates including brand new main level hardwood floors, updated kitchen featuring granite countertop, tiled backsplash, stainless steel appliances and custom cabinetry. Situated on a corner lot with no home directly behind. Bright and open main level with a formal living and dining area. Main level also features a primary bedroom with updated bathroom granite counters and a bright 4 season sunroom. Upper level hosts 2 additional bedrooms, loft area and bath. Wonderful back yard with 2 patios and great for a gardener that features a misting. Very close to parks, schools, shopping, golf courses and restaurants.

2 Lauber Ct, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

$650,000

4 Beds ⋅ 4 Baths ⋅ COMING SOON Status

A HOME THAT MAKES EVERYDAY LIFE FEEL GOOD! Some homes impress you with features. 303 Cone Branch wins you over with the way it lives. Warm, comfortable, and just steps from Middletown Park and walking trails, this custom-built Admar home offers 3,274 finished square feet, four bedrooms, three full and one half baths, a large, flat .35-acre lot in Foxfield, and sought-after Middletown schools. A STATELY WELCOME. Step inside and you’ll find something increasingly hard to find in newer construction—a true formal foyer with a beautiful oak staircase, giving this classic Colonial a gracious sense of arrival. Oak hardwood floors continue through the foyer, living room, and large dining room, while a private first-floor office with doors just off the entry gives you dedicated work-from-home space without sacrificing a bedroom. THE HEART OF THE HOME. Move toward the back of the home, and everything opens up. This is where the house really comes to life. The kitchen and sunken family room create one warm, light-filled gathering space—the kind of place where someone is cooking at the island, someone else is curled up by the fire, and everyone can still be together. Tall windows bring in beautiful natural light, while hickory hardwood floors add warmth through both spaces. The kitchen features granite countertops, a tile backsplash, a center island, and KitchenAid appliances, including the dishwasher, microwave, and range replaced in 2020. Just a step down, the family room invites you to settle in with a floor-to-ceiling wood-burning fireplace, custom Roman blinds, and built-ins on either side. From quiet nights by the fire to a house full of family and friends, it’s easy to imagine life happening here. SPACE FOR REAL LIFE. With 2,444 finished square feet above grade, there is plenty of room to spread out. All four bedrooms are generously sized, including the spacious primary with its private en-suite bath, while the main-level laundry room adds everyday convenience. A LOWER-LEVEL IN-LAW SUITE. The finished lower level adds another 830 square feet and tremendous flexibility. Designed as an in-law suite, it offers its own kitchen, full bath, private side entrance, living space, and workshop, plus an impressive amount of storage—wonderful for extended family, guests, hobbies, or simply another comfortable living area. OUTDOOR SPACES THAT FEEL LIKE EXTRA ROOMS. The sellers’ favorite spot is the large, deep front porch. Shaded and welcoming, it feels like another room—a place for rocking chairs, morning coffee, a good book, or an evening glass of wine as neighbors stroll by. A wooded area across the street adds a peaceful view while still keeping you connected to the neighborhood. Out back, mature landscaping creates a wonderful sense of privacy. The large, flat, aluminum-fenced yard is highlighted by a beautiful red leaf maple, while the rear deck with a Sunsetter power retractable awning creates another outdoor room for dining, entertaining, or relaxing in the shade. A long driveway provides plenty of parking. MIDDLETOWN PARK IS JUST STEPS AWAY. This is one of those locations where the community becomes an extension of home. Middletown Park and the walking trails are literally just steps away, making morning walks, afternoons at the park, and time outdoors an easy part of everyday life. Set on a non-through street near the cul-de-sac, you’ll enjoy a quieter neighborhood feel while staying connected to the heart of Middletown. Walk toward Main Street for local restaurants, shops, and community events, with Safeway and CVS also nearby. A 2018 roof, 2015 HVAC, 400-amp electrical service, and updated KitchenAid appliances add practical value behind the scenes. 303 Cone Branch gives you the best of both worlds—the stately character and defined spaces of a classic Colonial paired with the warm, light-filled gathering spaces buyers love today.

303 Cone Branch Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

$659,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Sunset Views, Small-Town Charm & Modern Living. Imagine walking to Historic Main Street for dinner, greeting neighbors along the way, and returning home to your covered front porch just in time to watch the sun set over South Mountain. At 12 Dean Lane, those simple pleasures become part of everyday life. Here, the comfort of newer construction meets the charm, character, and walkability that make Middletown such a wonderful place to call home. A Front Porch Worth Coming Home To. From the covered front porch, enjoy colorful sunsets over South Mountain, with the rooftops and church steeple of Historic Middletown creating a picturesque backdrop. Directly across the street from the Middletown Library, this corner-lot home in Middletown Glen places you just steps from Main Street restaurants, parks, schools, and the heart of town. Nearly New Construction with Timeless Appeal. Built in 2019 by Ryan Homes, this beautifully maintained Columbia model offers more than 3,100 finished square feet across three finished levels, four bedrooms, three full and one half baths, and a two-car garage. Fresh interior paint and new carpeting create a crisp, move-in-ready feel, while the thoughtful floor plan offers comfort and flexibility for everyday living. Welcoming Spaces That Feel Like Home. Inside, engineered hardwood floors, high ceilings, and abundant natural light create an inviting atmosphere. A private home office with French doors provides dedicated workspace, while the open family room, centered around a cozy gas fireplace, invites you to settle in and stay awhile. Whether enjoying a quiet evening or entertaining friends, these spaces feel warm, comfortable, and connected. The Heart of the Home. The kitchen brings everyone together with a spacious center island, quartz countertops, classic white cabinetry, stainless steel appliances, gas cooking, a wall oven, and generous pantry storage. A charming breakfast nook provides a comfortable dining space for morning coffee and everyday meals. Sliding doors open to the covered, maintenance-free rear deck, offering another inviting place to dine, entertain, or unwind outdoors. Comfortable Retreats & Everyday Convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a private en-suite bath and walk-in closet. Three additional bedrooms, a full hall bath, and convenient upper-level laundry complete the second floor. Room to Gather, Relax & Grow. The finished walkout lower level adds approximately 650 square feet of living space, featuring a spacious recreation room, full bathroom, windows, and direct backyard access. Perfect for movie nights, games, exercise, or additional gathering space, this level offers wonderful flexibility. A large unfinished storage area provides valuable storage today, with potential for future finished space, subject to applicable requirements. Modern Comfort & Peace of Mind. Built in 2019, the home features relatively young systems and modern conveniences, including a tankless water heater, in-home fire sprinkler system, energy-efficient features, natural gas, public water and sewer, and underground utilities. Fresh paint and new carpeting add to its move-in-ready appeal. Experience the Best of Middletown. Walk to Main Street restaurants for dinner, cross the street to the library, explore nearby parks and trails, or enjoy Friday-night football, hometown parades, concerts, and community celebrations. Here, familiar faces, mountain views, and small-town traditions are part of everyday life. More Than a Home—A Wonderful Way to Live. At 12 Dean Lane, you’re coming home to sunset views from the front porch, evenings spent walking to dinner, comfortable spaces to make memories, and a community you’ll love being part of. It’s the best of Middletown living, wrapped into one beautiful place to call your own.

12 Dean Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

$775,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

MOUNTAIN VIEWS, POOLSIDE LIVING & PRIVACY IN MIDDLETOWN. There’s something special about a home that gives you room to breathe, beautiful views, and a backyard that makes staying home feel like a getaway. Set high on a .46-acre corner lot in Foxfield at Middletown, this spacious Admar-built home offers approximately 3,252 square feet above grade, a full unfinished walkout lower level, beautiful views toward Braddock Mountain, and an outdoor setting designed to be enjoyed. LIGHT-FILLED LIVING & ROOM TO GATHER. Step inside to a light-filled floor plan where a dramatic two-story family room creates an impressive gathering space. The main level also offers separate living and dining rooms, a private home office, and a kitchen designed for everyday living and entertaining with quartz countertops, stainless-steel appliances, a center island, and butler’s pantry. Hardwood floors and the staircase were refinished in 2019, wrought-iron pickets add character, and remote-controlled Hunter Douglas blinds bring convenience to the living space. FOUR BEDROOMS & A PRIVATE PRIMARY RETREAT. Upstairs are four spacious bedrooms, including a generous primary suite with a private en-suite bath, soaking tub, and two walk-in closets. Two York HVAC systems separately serve the main and upper levels, while a gas fireplace, main-level laundry, and side-load two-car garage with added overhead storage provide additional comfort and function. YOUR OWN BACKYARD ESCAPE. But it may be outside where this home becomes truly unforgettable. The large composite deck overlooks the fenced backyard and approximately 16’ x 34’ heated gunite saltwater pool, installed by Browning Pools & Spas in 2020. Built-in steps, underwater lighting, and a loveseat tucked into the deep end create your own private place to spend long summer afternoons. SUNSETS, SUMMER NIGHTS & EVEN FIREWORKS. As evening arrives, settle onto the deck and enjoy gorgeous sunsets over the surrounding landscape. And in the fall, there’s an unexpected bonus—you can even catch the nearby pumpkin patch fireworks right from the pool and deck. It’s a backyard designed not simply to look beautiful, but to be lived in and enjoyed. ROOM TO GROW. There’s plenty of room to grow, too. The full unfinished walkout lower level features high ceilings, three full-size windows overlooking the backyard, and a bathroom rough-in, offering tremendous potential for future living space while providing abundant storage today. THOUGHTFULLY MAINTAINED. A new roof was installed in 2021 with a transferable warranty, and the home has been thoughtfully maintained throughout the sellers’ ownership. THE MIDDLETOWN LIFESTYLE. Nearly half an acre, no HOA, Middletown schools, mountain views, gorgeous sunsets, and your own backyard pool—this is the kind of home that makes you want to stay awhile.

212 Layla Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

$699,900

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status

Welcome to 2419 Quebec School Road, a truly one-of-a-kind property offering nearly 3 acres, multiple living spaces, and incredible versatility in beautiful Middletown, Maryland. Situated on 2.98 acres with scenic mountain views and a brand-new roof on the main house, this property offers an incredibly rare setup for multigenerational living, extended family, guests, or anyone looking for additional space and flexibility. The main home features a split-level layout with beautiful hardwood floors, three bedrooms, and three full bathrooms. The main living level offers a spacious family room, dining room, and kitchen, creating a comfortable and functional space for everyday living. Step outside to the screened-in, covered rear deck overlooking the property. Upstairs, you'll find three bedrooms and two full bathrooms, along with an additional room currently configured as a laundry room with an adjoining full bathroom. This flexible space offers the potential to be converted back into a fourth bedroom, if desired, while providing the convenience of upper-level laundry in its current configuration. The lower level adds even more versatility with a second family room, kitchenette, laundry room, and den/flex room, providing a great setup for an in-law suite, home office, guest space, or additional living area. Continue down another level to find a finished recreation room offering even more room to spread out. But what truly sets this property apart is the detached accessory dwelling unit offering more than 2,100 square feet of additional living space. The ADU features two bedrooms, two full bathrooms, a full kitchen, dining area, multiple family/living spaces, and a dressing room that provides additional flexibility as an office, hobby room, or bonus space. A private deck off the rear of the ADU provides another outdoor space to enjoy the surrounding property. Outside, the professionally landscaped 2.98-acre level lot offers plenty of room to spread out while enjoying beautiful views of the surrounding Middletown landscape and mountains. The property provides even more possibilities for its next owner. Additional improvements include a well pump replaced in 2022 and a well pressure tank replaced in 2018. Between the main residence, lower-level in-law setup, and detached ADU, this property offers three kitchen or kitchenette areas, multiple gathering spaces, five established bedrooms, and an abundance of additional flex space. Whether you're searching for a true multigenerational property, space for extended family, or simply a home that can evolve alongside your needs, 2419 Quebec School Road offers a combination of space, versatility, and setting that is incredibly hard to replicate. Schedule your showing today!

2419 Quebec School Rd, Middletown

Listing courtesy of Charis Realty Group. Contact:

$429,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome to your dream home in the highly desirable community of Middletown! This beautifully updated Colonial offers 3 bedrooms, 2.5 bathrooms, and approximately 1,276 square feet of finished living space. Step inside through the front porch and discover a fully renovated classic home. The heart of the home is the renovated kitchen, featuring brand-new appliances, new cabinetry, a stylish backsplash, and a spacious peninsula that provides the perfect gathering space - The main level features a generously sized primary bedroom with ample closet space, a comfortable living room, and a convenient half bathroom for guests. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. Throughout the home, recessed lighting, custom tile work, modern fixtures, luxury laminate flooring, and newly installed carpet create a fresh, contemporary feel. Brand-new interior doors and trim complete the modern updates. - Major improvements provide peace of mind, including a new HVAC system, new water heater, new roof, and brand-new windows. Step outside to enjoy the large backyard and new concrete patio, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. The newly installed driveway offers parking for approximately 4–6 vehicles, while the garage features new garage doors and remote controls. Near shopping centers, restaurants, parks, and highly rated schools, this home combines modern updates with convenient Middletown living. Don’t miss your opportunity to make this beautifully renovated Colonial your new home!

9440 Hollow Rd, Middletown

Listing courtesy of Deausen Realty. Contact:

$649,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Car guys and gals Alert!!! RARE OPPORTUNITY — DISTINCTIVE BRICK TUDOR WITH AN INCREDIBLE SEPARATE 1700+ sq ft GARAGE/WORKSHOP ON ITS OWN DEEDED PARCEL! Owner left the option to reinstall the 2nd garage door back in. To be used for residential purposes only per Frederick County. Welcome to 3213 Old National Pike, a truly unique Middletown property offering classic architectural character, spacious one-level living, a private pool, pool house and an extraordinary detached garage/workshop that sits on its own separately deeded parcel and is included in the sale! THE GARAGE/WORKSHOP IS A STANDOUT! **Professional grade air compressor conveys**For the auto enthusiast, motorcycle collector, hobbyist, craftsman, contractor, or small business owner, the separately deeded garage/workshop offers an exceptional opportunity rarely found with a residential property. The substantial additional structure provides tremendous workspace, storage, and flexibility, featuring 400-amp three-phase electrical service and a 4,000-pound jib crane, bathroom and more. Whether you're looking for a serious automotive workspace, a place for equipment and projects, a contractor's workshop, or simply an incredible amount of additional storage, this building delivers possibilities that go far beyond a typical detached garage. The charming 1937 Brick Tudor Revival home offers 3 bedrooms, 2.5 baths and generous living spaces filled with character. The expansive private primary suite features custom wood-beams, an oversized bay window, abundant closet space, and a private ensuite bath. The kitchen offers eat in nook, custom cabinetry, granite countertops, stainless steel appliances, and a new cooktop, while the formal dining room features built-ins and an oversized bay window. The inviting living room centers around a classic wood-burning fireplace. The home was taken off the market to be refreshed and improved, including fresh interior painting, new carpeting, landscape improvements, awnings removed along with additional improvements that enhance its comfort and appeal. The finished walk-out lower level provides even more flexible space with a recreation room, partial kitchen, office, laundry area with shower, and half bath. Step outside to enjoy the private, fully fenced backyard with an in-ground pool, brick pool house, patio, and storage shed. The pool liner was replaced in 2022, creating a wonderful outdoor setting for summer entertaining and relaxing. Pool house has carport that can be used as a covered patio for cookouts, relaxing or possibly closed in to add to the pool house. The home and garage/workshop are being sold together as two separately deeded parcels, each with its own Tax ID. The parcels currently share a well and septic system. The additional parcel is zoned for residential use by Frederick County. With its timeless Tudor architecture, refreshed interior, private pool, generous outdoor space, finished lower level, and rare separately deeded garage/workshop with exceptional electrical capacity and a jib crane, 3213 Old National Pike offers a combination of home, property, and specialized workspace that is truly hard to find. Come see the possibilities!

3213 Old National Pike, Middletown

Listing courtesy of RE/MAX Results. Contact:

$535,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Perfect time to settle in before the holiday season! Start your mornings with coffee on the deck, surrounded by peaceful, pasture-like views and a gentle breeze. This well-built all-brick 3-bedroom rancher sits on a beautiful 2.08-acre lot and offers easy one-level living, an attached two-car garage, and exceptional storage throughout. Wood floors on the main level, gas fireplace in living room and wood fireplace in lower level, French doors with built in shades in dining room allows for generous natural sunlight to filter through. The owners have thoughtfully completed numerous upgrades over the years while fully enjoying everything this special property has to offer. The full bathroom offers a double vanity with generous counter space, a deep linen closet with shelving and a laundry chute that drops next to the laundry area in the lower-level making that task a bit easier. The lower level provides additional flexibility, currently arranged with a comfortable living area featuring a wood stove, along with a separate storage area with auto-fan for ventilation. 2 mini split units to heat and cool the space .With its generous layout and exterior access through a French door with built-in shades and extra-wide steps to the backyard, this space can be easily reimagined to suit your needs. Outside, the setting truly shines. Meander through the lovely garden, where seasonal color, beautiful plantings, a charming potting shed, and a stepping-stone path create a serene place to relax and explore. Continue a bit farther to discover the 56x36 pole barn with electricity and water, once used for horses, offering even more possibilities for hobbies, plenty of storage for your tractor, lawn equipment, etc) or whatever suits your needs.

8922 Mount Tabor Rd, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$629,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Welcome to 7312 Countryside Circle, set on 2.54 acres in Middletown. This 4-bedroom, 3.5-bath home offers approximately 2,116 square feet above grade plus a finished lower level, creating plenty of flexibility for everyday living. The main level features comfortable gathering areas, while four bedrooms provide room for family, guests, or a home office. Downstairs, the finished lower level offers even more possibilities for a family room, gym, playroom, hobbies, or entertaining. Outside, the yard gives you room to garden, play, entertain, or simply enjoy the property and its peaceful surroundings. Served by well and septic, this home offers a more private setting while still being convenient to everyday necessities. Enjoy all that Middletown has to offer, including local restaurants, shops, parks, and schools, with Downtown Frederick just a short drive away. Easy access to Route 40A, Route 17, I-70, I-270, and Route 15 makes getting around Frederick County and commuting toward Montgomery County and the D.C. area convenient. If you’re looking for acreage, a versatile floor plan, and a Middletown location that keeps you connected without sacrificing breathing room, this one is worth a look.

7312 Countryside Cir, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$650,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status

PRICE REDUCTION!!! Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Beautifully cared for and maintained, built in 1900, this residence boasts and shows a life of owners who loved it and those who appreciated its unique architectural features. Beautiful hardwood floors throughout the entire home, including in the updated and modernized kitchen! Upgraded countertops and stainless steel appliances, including a dishwasher, 40" dual-fuel range and refrigerator. An extra refrigerator/freezer in the basement provide ample storage for all your culinary needs. The main floor laundry acts as a separator and tie between the rest of the house and the "in-law" suite which was once the summer kitchen. Retreat to one of the five generously sized bedrooms, each offering a peaceful haven for rest and relaxation. The home boasts 3 fireplaces, one fully flued for log burning, and though the other two are sealed off, the one in the kitchen has a wood-style, ventless propane stove installed. The bathrooms are thoughtfully designed, featuring walk-in showers, glass doors and electric, radiant-heat tile floors. The "in-law suite" bathroom has even had accessibility in mind making it a "wet room" for those with mobility issues. Outside you will find no detail missed, as even the exterior shingles were hand scalloped to properly match the original victorian look and design. A Flagstone patio, stone wall and 2 car garage are perfect inclusions for relaxation and convenience. The front porch is inviting and relaxing to watch traffic drive by on their way through Middletown, and the sleeper porch allows you to have some peace and quiet while enjoying nature. With nearly a third acre lot, there's plenty of room for outdoor activities or gardening. This Victorian gem is not just a house; it's a place where memories are made, and stories are shared. Experience the perfect blend of classic elegance and contemporary comfort. Your dream home awaits! *Home is currently occupied and some photos may not reflect the current lived in state. No major changes were made to the structure, design or layout of the home!*

21 E Main St, Middletown

Listing courtesy of Maryland Real Estate Group. Contact:

$399,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

NEW PRICE — $399,900! Move-in ready 3-bedroom, 1.5-bath split-foyer on a quiet cul-de-sac in Fountaindale! Features major big-ticket updates completed within the last 5 years: new roof, HVAC, sewer main, fresh paint, and updated flooring. Enjoy a finished walkout lower level with a cozy den and home office/flex space, a spacious 0.38-acre lot, and a unique attached 4-car garage with convenient front and rear access. Zoned for top-rated Middletown schools and just 8 minutes to Golden Mile shopping and dining.

7101 Flint Ct, Middletown

Listing courtesy of Homecoin.com. Contact:

$1,100,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status

Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-after Glenbrook community of Middletown. Polished elegance, sophisticated details, and design-inspired finishes distinguish every level, including classic moldings, wainscoting, stately columns, gleaming hardwood floors, soaring ceilings, and expansive windows. The open-concept main level is filled with natural light and offers an inviting, versatile layout ideal for everyday living and entertaining. At the heart of the home, the gourmet eat-in kitchen is beautifully appointed with granite countertops, stainless steel appliances, a center island, breakfast bar, decorative backsplash, display cabinetry, and a convenient planning station. A sun-filled breakfast room and adjoining sitting area provide direct access to the custom deck and patio. Just beyond, the impressive two-story great room takes center stage with coffered ceilings, dramatic Palladian windows, and a stacked-ledgestone fireplace and hearth. Formal living and dining rooms offer elegant settings for special occasions, while a private office with French doors, powder room, and thoughtfully designed arrival center with a laundry room and Kohler cast-iron sink complete the main level. Upstairs, the luxurious primary suite provides a private retreat featuring a spacious sitting room, expansive walk-in closet, and spa-inspired en-suite bath with separate vanities, a soaking tub, private water closet, and glass-enclosed shower. Three additional bedrooms, each with a private en-suite full bath, and rich Lifescapes Hevea distressed solid hardwood flooring throughout the second level complete the upper-level accommodations. Superior craftsmanship continues into the expansive finished lower level, offering an impressive game room, exercise room, hobby room with built-in shelving, versatile bonus room, fifth bedroom, full bath, and abundant storage. Additional storage is available through numerous closets and custom garage cabinetry. Outside, professionally landscaped grounds are enhanced by mature plantings, fencing, a deck, custom hardscaping, and spectacular Middletown Valley sunsets. A heated three-car garage and generous driveway parking complete this exceptional property. The home has been thoughtfully enhanced with significant updates, including two new high-efficiency variable-capacity HVAC systems and a new 75-gallon natural gas water heater in 2026. The HVAC improvements include Ecobee smart thermostats, indoor and outdoor surge protection, germicidal UV-light protection for both systems, and a large-capacity Aprilaire humidifier. Exterior improvements completed in 2025 include a CertainTeed Landmark Pro roof, six-inch gutters and downspouts, and replacement window screens. Additional enhancements include a whole-house water-softening system, updated lighting and ceiling fans, luxury carpeting and padding, added trim and crown moldings, replaced and recently resealed driveway, along with a Nutone Central Vac System that serves all three levels of the home. Enjoy a tranquil community setting with the convenience of public water and sewer and access to the amenities of Middletown. Nearby destinations include Richland Golf Club, the Middletown Branch Library, Remsberg Park, the renovated Middletown Community Park, grocery stores, restaurants, pharmacies, and everyday services. The home is served by Middletown schools, with a new co-located elementary and middle school campus currently under construction and anticipated for completion in 2027. Convenient access to I-70, I-270, US-340, US-15, and US-40 provides connections to Frederick, Hagerstown, and surrounding areas.

1 Wagon Shed Ln, Middletown

Listing courtesy of Northrop Realty. Contact:

$635,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

301 Cone Branch Dr, Middletown

Listing courtesy of Samson Properties. Contact:

$335,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966

7008 Mountain Church Rd, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

$584,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown

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

$1,249,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3130 Bidle Rd, Middletown

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

$1,349,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown

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

$1,719,900

5 Beds ⋅ 8 Baths ⋅ ACTIVE Status

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3150 Bidle Rd, Middletown

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

$699,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status

This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large, beautifully landscaped and manicured, corner lot of .64 acres in Middletown's Historic District. You will fall in love with all of the historic charm and craftsmanship that blends seamlessly with modern upgrades such as vinyl siding and replacement windows. There are several bonus areas that provide added charm to this already captivating home. There is a family room that was crafted from a former garage, a second floor sunroom area for relaxing, a bonus room that could be a home office and a sitting area off of the formal dining room. This is a true gem and you will be amazed at the incredible condition.

200 Prospect St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$489,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

718 E Main St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$499,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

*One or more photos in this listing have been virtually staged using AI* Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious backyard, offering endless possibilities for outdoor gatherings, recreation, gardening, or simply relaxing while taking in the peaceful surroundings. Enjoy the tranquility of country living while remaining just minutes from downtown Middletown, Frederick, shopping, dining, schools, parks, and major commuter routes. Whether you're looking for your forever home or a quiet retreat with modern comforts, this exceptional property is ready for its new owner. Don't miss this rare opportunity!

9001 Hollow Rd, Middletown

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$799,999

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status

**MAJOR PRICE REDUCTION! Welcome to 5 Dean Lane!** Discover this stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community, now offered at a significantly reduced price of **$799,999!** Ideally situated within walking distance of schools, parks, and the library, this exceptional property overlooks the neighborhood’s beautiful open common area, creating a welcoming and spacious setting. Enjoy the convenience of being just minutes from local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer with a private home office, elegant formal dining room, and spacious living room that flows seamlessly into the bright, eat-in kitchen—perfect for everyday living and entertaining. The main level also features a thoughtfully designed mudroom with built-in storage, an oversized pantry, a convenient powder room, and an attached two-car garage. Upstairs, you'll find a versatile loft-style lounge, along with a luxurious primary suite tucked into its own private wing. Enjoy a relaxing sitting area, two walk-in closets, and a spa-like ensuite bath. Two additional bedrooms share a full hall bath, while a fourth bedroom offers its own ensuite bathroom. A conveniently located laundry room completes the upper level. The finished walkout basement provides even more living and entertaining space, featuring a large recreation area, wet bar, full bathroom, and ample storage. Outside, the beautifully hardscaped backyard offers a low-maintenance setting ideal for relaxing or hosting gatherings. **Meticulously maintained and truly move-in ready, this exceptional home offers generous living spaces, thoughtful upgrades, and an unbeatable location. With a major price reduction to $799,999, now is the perfect time to make 5 Dean Lane your own!**

5 Dean Ln, Middletown

Listing courtesy of Real Estate Innovations. Contact:

$1,999,999

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status

Five private acres above the Middletown Valley, with South Mountain on the horizon and protected conservation land on two sides. This is a home built around how you want to spend your days: coffee in a kitchen with two 12-foot walnut islands and an 18-foot NanaWall that opens straight to the deck, afternoons at the heated saltwater pool, evenings by the Kentucky sandstone fireplace with the whole valley in the windows. When the day is done, the detached barn holds a Scandinavian sauna and a lounge for year-round unwinding. The layout works for daily life and for hosting. Three bedrooms are on the main level, including a primary suite with two walk-in closets (one cedar-lined) and a terrazzo bath. Two en-suite bedrooms were renovated in December 2025. A sunlit library with custom maple shelving sits above the main living space. Downstairs, a second great room with its own fireplace opens to the pool. Two flex rooms suit guests or a home office, and a bright studio is ready for art, writing, or design work. The main-level laundry and mudroom open directly to the deck and yard. It's built to last: geothermal heating and cooling, a brand-new roof with a 50-year warranty 2026, multi-stage water softening, hand-built Mennonite cabinetry, polished concrete surfaces, and a two-car attached garage. A long, lighted drive leads to complete privacy, yet 3 minutes to Middletown, 10 to Frederick, and 5 to [I-70/major commuter route].

9237 Frostown Rd, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,148,990

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

HOME TO BE BUILT! - Don't miss the final opportunity to build your new custom home! Experience the breathtaking mountain views and modern luxury in your new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.

5901 Cloudberry Ct, Middletown

Listing courtesy of Charis Realty Group. Contact:

$924,500

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the peaceful, natural setting with mature trees and scenic surroundings while still having the opportunity to personalize your new home. This featured plan can be built as-is, tweaked to your preferences, or you can choose a completely different custom plan to fit this homesite. Don’t miss this chance to build your dream home in a truly serene location.

Mountain Church Road, Middletown

Listing courtesy of Real Estate Teams, LLC. Contact:

$949,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.

8939 Hawbottom Rd, Middletown

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$499,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

NO HOA!! 4 BEDROOMS / 2.5 BATHROOMS / 2023 FRESH RENOVATION!! This beautiful 2 level home offers OVER 2300 Sq. Ft of finished living space and is located right in the heart of the highly sought after Middletown community! Updates include a fully equipped GOURMET KITCHEN, GRANITE COUNTERS, STAINLESS APPLIANCES, and HVAC was replaced in 2022! This is the perfect country setting, but with excellent access to all of the modern conveniences!! CALL AND SCHEDULE YOUR APPOINTMENT TODAY!!

4610 Pinewood Trl, Middletown

Listing courtesy of Cardinal Realty Group Inc.. Contact:

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