Keedysville Real Estate | Keedysville Homes and Condos for Sale

Discover the perfect blend of historic charm, equestrian amenities, and extensive property improvements on this exceptional 11-acre equestrian farm. Built at the beginning of the 20th century, this distinctive residence showcases classic architectural details, timeless character, and picturesque views of rolling hills, green meadows, and surrounding pastures. The brick and wood siding welcomes you to a home rich in history, complemented by improvements throughout the residence and grounds. Enter through the inviting front porch into a charming mudroom featuring ceramic tile flooring and updated lighting. The family room offers a warm and inviting atmosphere with exposed beams, exposed brick, crown molding, chair rail accents, and gorgeous original flooring, complemented by convenient access to a powder room and a rear mudroom leading to the back deck and fenced yard. The living room is highlighted by stunning windows, plantation shutters, and continued hardwood flooring that flows seamlessly into the dining room, where updated lighting and additional storage enhance the space. The dining room also provides access to the expansive front porch, complete with distinctive architectural accents and plenty of room to relax and enjoy the tranquil surroundings. The spacious kitchen is well suited for everyday dining and entertaining, featuring solid-surface countertops, stainless steel appliances, display cabinetry, a planning station, and a beautiful marble backsplash accented by a decorative mural. The upper-level primary suite offers a private, peaceful retreat with hardwood flooring and an en-suite bath featuring ceramic tile flooring, an updated vanity, and a walk-in shower. Three additional bedrooms, each with hardwood flooring, capture beautiful views of the surrounding pastures and barn. Additional residential improvements include HVAC and air-conditioning systems, electrical and plumbing updates, surge protection, wood flooring, and bathroom improvements, including a downstairs bathroom and attic bathroom with a shower. The lower level offers excellent potential for future expansion, with possibilities for additional living space, a guest suite, or a recreation area. Exterior improvements and infrastructure enhancements include driveway work, fencing and gates, and additional utility installations to support the property's residential and equestrian uses. Beyond the residence, pass the two-car garage and discover the property's impressive equestrian facilities. While the barn was originally built in the 1800's, it just underwent a significant renovation in 2025-26. The two-story barn now features four matted stalls, each with a European stall front and direct access to pasture, along with a dedicated bedding storage area, a climate-controlled tack room with pine walls as well as a sink and custom cabinetry and countertops and additional storage. Adjacent to the stalls is a convenient matted wash stall with hot water. The barn also has fully upgraded electrical including LED lighting throughout. The property also features a 215x105 foot outdoor riding arena with TruTex footing and electric line with water pump for irrigation of the footing. Additional improvements include four pastures each with automatic waterers and oversized loafing sheds wired for fans with associated stonework and established fencing and gates to complete this exceptional equestrian setting. Surrounding each field are 10 foot hacking paths perfect for conditioning your horses. The expansive upper level of the barn provides abundant storage for hay and machinery, with potential to be converted into a caretaker's cottage or apartment, subject to applicable approvals. Surrounded by the sights and sounds of nature, this remarkable property offers a rare opportunity to secure a masterfully redesigned equestrian property with close proximity to the Brunswick Marc Station, an hour to Dulles and BWI, and several commuter routes.

20230 Dogstreet Rd, Keedysville

Listing courtesy of Northrop Realty. Contact:

$1,100,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Discover the perfect blend of historic charm, equestrian amenities, and extensive property improvements on this exceptional 11-acre equestrian farm. Built at the beginning of the 20th century, this distinctive residence showcases classic architectural details, timeless character, and picturesque views of rolling hills, green meadows, and surrounding pastures. The brick and wood siding welcomes you to a home rich in history, complemented by improvements throughout the residence and grounds. Enter through the inviting front porch into a charming mudroom featuring ceramic tile flooring and updated lighting. The family room offers a warm and inviting atmosphere with exposed beams, exposed brick, crown molding, chair rail accents, and gorgeous original flooring, complemented by convenient access to a powder room and a rear mudroom leading to the back deck and fenced yard. The living room is highlighted by stunning windows, plantation shutters, and continued hardwood flooring that flows seamlessly into the dining room, where updated lighting and additional storage enhance the space. The dining room also provides access to the expansive front porch, complete with distinctive architectural accents and plenty of room to relax and enjoy the tranquil surroundings. The spacious kitchen is well suited for everyday dining and entertaining, featuring solid-surface countertops, stainless steel appliances, display cabinetry, a planning station, and a beautiful marble backsplash accented by a decorative mural. The upper-level primary suite offers a private, peaceful retreat with hardwood flooring and an en-suite bath featuring ceramic tile flooring, an updated vanity, and a walk-in shower. Three additional bedrooms, each with hardwood flooring, capture beautiful views of the surrounding pastures and barn. Additional residential improvements include HVAC and air-conditioning systems, electrical and plumbing updates, surge protection, wood flooring, and bathroom improvements, including a downstairs bathroom and attic bathroom with a shower. The lower level offers excellent potential for future expansion, with possibilities for additional living space, a guest suite, or a recreation area. Exterior improvements and infrastructure enhancements include driveway work, fencing and gates, and additional utility installations to support the property's residential and equestrian uses. Beyond the residence, pass the two-car garage and discover the property's impressive equestrian facilities. While the barn was originally built in the 1800's, it just underwent a significant renovation in 2025-26. The two-story barn now features four matted stalls, each with a European stall front and direct access to pasture, along with a dedicated bedding storage area, a climate-controlled tack room with pine walls as well as a sink and custom cabinetry and countertops and additional storage. Adjacent to the stalls is a convenient matted wash stall with hot water. The barn also has fully upgraded electrical including LED lighting throughout. The property also features a 215x105 foot outdoor riding arena with TruTex footing and electric line with water pump for irrigation of the footing. Additional improvements include four pastures each with automatic waterers and oversized loafing sheds wired for fans with associated stonework and established fencing and gates to complete this exceptional equestrian setting. Surrounding each field are 10 foot hacking paths perfect for conditioning your horses. The expansive upper level of the barn provides abundant storage for hay and machinery, with potential to be converted into a caretaker's cottage or apartment, subject to applicable approvals. Surrounded by the sights and sounds of nature, this remarkable property offers a rare opportunity to secure a masterfully redesigned equestrian property with close proximity to the Brunswick Marc Station, an hour to Dulles and BWI, and several commuter routes.

20230 Dogstreet Rd, Keedysville

Listing courtesy of Northrop Realty. Contact:

$375,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

Discover the tranquility of country living in this charming ranch-style home situated on a serene 3.22-acre wooded lot near the C&O Canal. This well-maintained property features fresh paint, new LVP flooring, three comfortable bedrooms, and a spacious living room with a bay window.The inviting kitchen offers brand-new stainless steel appliances, ample table space, and a sliding glass door leading directly to the 16-by-20-foot covered deck—perfect for outdoor dining, entertaining, or relaxing.The primary bedroom includes two closets and direct access to the full Jack-and-Jill bathroom. The partially finished basement provides additional living space with a large family room, storage, and convenient outside access.The property also includes three storage sheds—two with electricity, including one with heating, and another with cable and phone service. Surrounded by mature trees and natural beauty, this private retreat offers comfort, space, and peaceful rural living while remaining conveniently located near the highway. Schedule your tour today!

19201 Nick Rd, Keedysville

Listing courtesy of Monument Sotheby's International Realty. Contact:

$329,999

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome to 51 N Main Street, a meticulously updated 3-bedroom, 2.5-bathroom home nestled in the quaint, quiet, and romantic small town of Keedysville. Blending historic 1890s Federal-style charm with true turn-key modern convenience, this property is completely move-in ready. Start your mornings sipping coffee on the classic front porch, taking in the welcoming community feel that Keedysville is known for. The exterior has been thoughtfully upgraded for low maintenance and longevity, boasting fresh vinyl siding and a durable metal roof. Inside, enjoy year-round, energy-efficient comfort with an updated dual-zoned central A/C system. Step out back to discover your own private oasis on this generous third-of-an-acre lot. The expansive, fully fenced rear yard offers plenty of room for pets, play, or gardening, perfectly complemented by a covered patio that begs for weekend cookouts and evening relaxation. Forget the stress of tight neighborhood parking—this home features a massive private off-street parking area in the rear with ample space for multiple vehicles(+4). With over 1,600 square feet of beautifully updated living space, this home truly has it all. Experience small-town perfection with modern peace of mind—schedule your showing today!

51 N Main St, Keedysville

Listing courtesy of Welcome Home Realty Group. Contact:

$525,000

5 Beds ⋅ 3 Baths ⋅ COMING SOON Status

There’s something inviting about coming home to a quiet cul-de-sac, where the backyard is framed by trees and there’s space to slow down and enjoy being home. Inside, natural light pours through the bay windows, while the vaulted ceiling gives the living space an open, airy feel. Recessed lighting adds a warm touch, and the mix of hardwood and carpet flooring creates comfortable spaces for both everyday living and relaxing at the end of the day. Step outside and the backyard feels like an extension of the home. It’s fenced, backs to trees, and includes a patio ready for morning coffee, dinner outside, or an easy evening surrounded by the natural setting. Living in Keedysville also means having some of Western Maryland’s most memorable places close by. Spend a weekend exploring Antietam National Battlefield, head toward the South Mountain and Appalachian Trail area for time outdoors, or make the short trip to nearby Boonsboro for shopping, dining, and everyday essentials. It’s a home that offers a little more breathing room, inside and out, with a setting that makes it easy to settle in and stay awhile. Come see 15 Farragut Drive and experience it for yourself. **Photos may be virtually staged**

15 Farragut Dr, Keedysville

Listing courtesy of Keller Williams Realty. Contact:

$619,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

7+ Wooded Acres. Two Lots. One Incredible Escape. The sense of escape begins before you even arrive. The country and mountain drive leading to Potomac Vistas winds through the beautiful scenery of southern Washington County, setting the tone for what awaits at 3416 Hawks Hill Lane. Tucked into the woods on two separate lots totaling approximately 7.15 acres, the property feels like a retreat from the moment you turn onto the wooded lane. Walk the grounds beneath the mature trees and there is an almost immediate sense of calm—a private wooded oasis with room to wander, breathe, and simply enjoy the surroundings. A paved circular driveway welcomes you to this spacious stone-and-vinyl Colonial offering 3,034 finished square feet above grade, four generously sized bedrooms, two full and one half baths, an attached side-entry garage, and an additional 1,152-square-foot unfinished walkout lower level. A two-story foyer introduces a floor plan with plenty of room to gather while still providing defined spaces when a little separation is appreciated. A dedicated first-floor office with French doors makes working from home easy, while the formal living and dining rooms provide additional space for entertaining. At the heart of the home, the kitchen features Mission-style cherry cabinetry, granite countertops, abundant cabinet and prep space, a breakfast bar, and a recently added Samsung Bespoke appliance package. Just off the kitchen, a large step-down family room offers impressive ceiling height and a wonderful sense of volume. Generous windows bring the wooded surroundings into the room, while the fireplace—enhanced by the current owners with a Hampton wood-burning insert with blower, liner, and cast-iron surround—creates an inviting place to settle in as the seasons change. Upstairs, the large primary bedroom feels like a true retreat, with a cathedral ceiling, walk-in closet, and private en-suite bath featuring a double vanity, soaking tub, separate shower, and updated flooring. The three additional bedrooms are also genuinely spacious, offering flexibility for family, guests, hobbies, or additional workspace. A second full bath completes the upper level. There is still plenty of room to grow. The 1,152-square-foot unfinished lower level is a full walkout, providing substantial storage today along with possibilities for future finished space. Direct access to the backyard adds functionality, and additional storage is accessible from the rear of the home. Outside is where the setting truly takes over. A large wraparound deck provides a natural place for morning coffee, outdoor dining, or simply taking in the woods surrounding you. The property consists of Lot 37 at approximately 3.38 acres and Lot 38 at approximately 3.77 acres, for approximately 7.15 acres combined. Mature trees and the two-lot configuration create wonderful separation and privacy, while the wooded lane and acreage invite you to step outside and enjoy the property rather than simply look at it.

3416 Hawks Ln, Keedysville

Listing courtesy of RE/MAX Results. Contact:

110+/- ACRES 110/- Acres Mt Carmel Church Rd, Keedysville

$999,000

ACTIVE Status

PRIME 110+/- ACRE FARM IN KEEDYSVILLE, MD – APPROXIMATELY 95 ACRES TILLABLE! This excellent farm offers approximately 95 acres of tillable land with large, open fields, a nice level layout, and productive soils including Ryder-Duffield silt loams. The property provides an outstanding opportunity for farming and agricultural use. The farm also features a 30' x 48' steel-frame building and a 40' x 60' Morton building, offering plenty of space for equipment, storage, and other uses. Located just one minute from Rohrersville Road and minutes to Route 40, the farm offers convenient access to Keedysville, Boonsboro, and surrounding areas while still providing a peaceful country setting. With its productive farmland, open layout, and convenient location, the property offers many possibilities for farming, livestock, a family compound, investment, or a country home. The property also offers potential for future development. There is an active agricultural lease through the end of 2026. This property will be offered at auction on Friday, October 30, 2026, at 1:00 PM. The List price in no way represents a minimum, starting, or acceptable bid.

110+/- ACRES 110/- Acres Mt Carmel Church Rd, Keedysville

Listing courtesy of Hurley Real Estate & Auctions. Contact:

$599,999

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Welcome to 18640 Outpost Road, a beautiful Colonial nestled on 3.59 acres offering space, privacy, and plenty of room to enjoy the outdoors. The main level features a spacious and inviting layout with an open kitchen and living room, creating a wonderful space for everyday living and entertaining. The kitchen offers an island with cooktop, stainless steel appliances, and an easy flow into the living room, which is highlighted by a large fireplace. A bright sunroom just off the kitchen and living areas provides another inviting space to relax and enjoy the views. With 4 bedrooms and 3.5 baths, there is plenty of room throughout the home for everyday living and entertaining. The huge finished basement adds even more flexible living space for a recreation room, home office, guests, or whatever your needs may be. Outside, the expansive deck overlooks the beautiful property and provides a wonderful setting for relaxing or entertaining while enjoying the peaceful surroundings. With generous living spaces, a private 3.59-acre setting, and plenty of room both inside and out, 18640 Outpost Road offers a special opportunity to enjoy the space and tranquility of country living.

18640 Outpost Rd, Keedysville

Listing courtesy of RE/MAX Realty Group. Contact:

$599,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Privacy, seclusion and 5+ acres of natural beauty! That's what this beautiful property has to offer. Enjoy one-level living in this Oliver Homes rancher where you can view wildlife right outside your door, with deer and birds often in view from the covered front porch, the composite deck off the Primary Suite, or the huge screened-in porch just off the dining room. In fact, this property is a HUNTERS DREAM! There are an overabundance of deer on the property. Step inside where vaulted ceilings and skylights fill the main living area with natural light, while the open floor plan creates an inviting space where you can stay connected with guests. The kitchen features convenient table space and an oversized window overlooking the beautiful property—perfect for enjoying your morning coffee while taking in the sights of nature. From the dining room, step through the slider into the expansive screened-in side porch. It’s an ideal spot for relaxing, dining, or enjoying the outdoors bug-free. The main level offers three bedrooms, including a spacious Primary Suite with its own ensuite bath, walk-in closet, and private deck with hot tub. A full, updated hall bath serves the additional bedrooms. The fully finished lower level offers plenty of room for entertaining. Here you’ll also find a fourth room that can be used as an office or bedroom with its own half bath, a workshop, storage space, and a huge game/family room with a slider leading directly to the fenced backyard. A wood stove adds warmth and cozy ambiance on chilly winter evenings. The circular driveway provides more than ample parking for guests! The roof is only 3-4 years old and a brand new HVAC system and water heater were just installed for added peace of mind. For the outdoor enthusiast, this property is truly special. Nearly every window frames a beautiful view of the surrounding woods and wildlife, making nature feel like an extension of your home. It’s the rare combination of a peaceful, private setting that feels wonderfully remote while still being conveniently located near major commuter routes. Properties like this are hard to find! If you’ve been dreaming of space, privacy, nature, and a home where you can truly unwind, this one deserves a closer look. Schedule your private tour today and experience it for yourself!

18664 Rivergate Rd, Keedysville

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

$394,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home nestled on a private 1.7-acre lot in a peaceful country setting with no HOA! Step inside to an inviting interior featuring new waterproof laminate flooring and fresh paint throughout. The remodeled kitchen offers new cabinets, countertops, and appliances, creating a fresh and functional space for everyday living and entertaining. The living room features a wood-burning fireplace, providing a warm and inviting setting for relaxing and enjoying time with family and friends. Additional updates include a new A/C unit for year-round comfort. With four bedrooms, a finished basement, spacious living areas, and a generous 1.7-acre lot offering privacy and room to enjoy the outdoors, this home offers a wonderful combination of comfort, updates, and country living.

4217 Chestnut Grove Rd, Keedysville

Listing courtesy of EXP Realty, LLC. Contact:

$99,000

ACTIVE Status

Discover the perfect setting for your dream home on this beautiful 3.15-acre wooded homesite on Hawks Hill Lane in Keedysville. Offering privacy, natural beauty, and a peaceful rural atmosphere, this property provides the ideal balance of seclusion and convenience. The lot is perc approved, making it ready for your future home plans. Mature trees create a picturesque landscape with plenty of opportunities to design your own private retreat while preserving the beauty of the surrounding woods. Whether you're envisioning a custom home, a weekend getaway, or a quiet place to enjoy nature, this property offers endless possibilities. With easy access to major commuter routes, shopping, dining, and outdoor recreation, this is a rare opportunity to own a buildable wooded parcel in scenic Washington County. Bring your builder and start planning your future today!

Hawks Hill Ln, Keedysville

Listing courtesy of Samson Properties. Contact:

$695,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status

Imagine waking up to more than 5 acres of peaceful countryside, abundant wildlife, and the gentle sounds of Little Antietam Creek just steps from home. Welcome to 19058 Keedysville Road—a one-of-a-kind property where space, versatility, and natural beauty come together to create your own private retreat. Set on 5.319 picturesque acres with more than 460 feet of creek frontage, this custom-built brick home offers an impressive amount of living space both indoors and out. The 2,640-square-foot main living area features 3 bedrooms, 2.5 bathrooms, a warm and inviting wood-burning fireplace, and a thoughtfully designed layout with plenty of room to gather, relax, and make yourself at home. One of the home's highlights is the 10' x 20' sunroom—a peaceful spot to enjoy your morning coffee, settle in with a good book, watch the wildlife, or simply take in the surrounding scenery. A spacious 10' x 30' side deck extends the living space outdoors and creates an ideal setting for entertaining, dining outside, or unwinding at the end of the day. The finished walkout lower level adds another 1,320 square feet and offers exceptional flexibility. Complete with 2 additional bedrooms, 2 full bathrooms, a full kitchen, dining area, family room, private entrance, and a 10' x 30' covered patio, this level functions as an entire second living area. It's a wonderful option for extended family, guests, multi-generational living, hobbies, entertaining, small business or simply having additional space that can adapt as your needs change. Outside is where this property truly becomes something special. Follow the property down to Little Antietam Creek, cast a fishing line, spend an afternoon by the water, or gather on the creekside deck tucked behind the detached garage. With more than 460 feet of creek frontage, there's room to explore, relax, entertain, and enjoy a setting that feels worlds away from the everyday. For the car enthusiast, hobbyist, collector, or anyone who simply wants serious workspace, the impressive 30' x 50' detached garage with electric is an incredible bonus. The loft above provides even more potential for future finished space such as a home office, studio, recreation room, or other permitted uses. Maintaining the acreage can be made even easier with the optional purchase of a John Deere 3120 Series tractor with 300CX loader, grooming mower, attachable forks, and rear 3-point hitch snow blade. With 5 bedrooms, 4.5 bathrooms, expansive and flexible living areas, a substantial detached garage, multiple outdoor living spaces, over 5 acres, and rare Little Antietam Creek frontage, this is more than a home—it's a property designed to be experienced. Enjoy the privacy and beauty of country living while remaining conveniently located to commuter routes, shopping, dining, and recreation. Come explore 19058 Keedysville Road and discover just how many possibilities are waiting here.

19058 Keedysville Rd, Keedysville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$299,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status

New Adjusted Price! Come see this newly and fully renovated ranch-style home, built in 1964, offering a perfect blend of comfort and functionality. With 1,429 sq ft of well thought out living space, it features 2 inviting bedrooms upstairs and a spacious full bathroom equipped with a tub shower for relaxation. The lower level can be used as an additional bedroom or storage with an outside entry door. Second bathroom possible to install downstairs. Some upgrade highlights you will expect to see are a newly installed Zoned Comfort System for summer cooling and winter heating throughout the home. Additional upgrades include new deck, double hung windows, metal roof, durable flooring throughout the main living space, bedroom carpeting, water heater and other upgrades updating this charming home. In the heart of the home is the spacious kitchen, complete with stainless steel appliances, including a self-cleaning oven and a convenient pantry, ideal for busy families or culinary enthusiasts. Step outside to enjoy the expansive 0.6-acre lot, featuring a private rear yard and side yard, perfect for children to play, pets to roam and outdoor gatherings amid peacefulness surrounded by trees. A charming, historic barn brimming with much potential awakes a creative touch. Off-street parking for four vehicles on the recent asphalt coated driveway ensures convenience. With its recent renovated condition and thoughtful design, this home is move-in ready for you to begin making new memories. Near shopping, restaurants and the I-81, experience the tranquility and charm that awaits at 6340 Coffman Farms RD!

6340 Coffman Farms Rd, Keedysville

Listing courtesy of The KW Collective. Contact:

$473,600

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status

To Be Built Listing By Oliver Homes, Inc. The List Price includes: lot, site cost estimate, permits, excise tax, and house plan (Hamilton) with standard features. Oliver Homes can build this plan or any of their other plans as well as customize a plan for your wants/desires. Oliver Homes can also help with financing alleviating the need for a typical construction loan. Agents please register your client by emailing listing agent.

Chestnut Grove Road, Keedysville

Listing courtesy of Oliver Homes,Inc.. Contact:

$339,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status

PRICE CHANGE! This should peak your curiosity! Step back in time PRESERVATION Zoning. Historic era property offers a total of 3 bd, 2 full baths includes the guest house space. Nestled on just over 4 beautiful acres, possibly a great space for a mini farmette. Charming post-civil war home, built in 1878, has so much character! Entering the traditional floor plan which seamlessly connects cozy living spaces will heighten curiosity. ALL AS IS. Original house plans and addition plans along with other documentation of very interesting facts about this home which provides a perfect retreat-like experience. The main bathroom has a sauna closet. The private peaceful outdoor space can be an especially relaxing atmosphere. Parking is a breeze with a horseshoe driveway, ensuring easy access for you and your guests. Updates in the 80's and 2008-2010. This is a must see! Call agent with any questions....

3020 Chestnut Grove Rd, Keedysville

Listing courtesy of Century 21 Redwood Realty. Contact:

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