View All Darnestown MD Homes with Guest House Listings

13611 Deakins Ln, Darnestown
$3,979,000
4 Beds ⋅ 8 Baths
A truly extraordinary estate set on over 20 acres, featuring an impressive stone manor, a remarkable circa-1817 historic guest house, and a substantial detached garage and event building. Beautifully landscaped grounds, a picturesque front pond and fountain, and exceptional outdoor spaces create a private setting for gracious living, entertaining, and an equestrian-inspired lifestyle. The stone manor offers gracious, light-filled living spaces and exceptional architectural detail. The residence features formal living and dining rooms, an elegant library with custom built-ins, a sophisticated gourmet kitchen with a large island and abundant cabinetry, and a welcoming morning room overlooking the grounds. The main-level owner's suite offers a private sitting area, dual baths, and walk-in closets. Multiple fireplaces, custom millwork, and thoughtfully designed spaces provide an exceptional setting for both everyday living and entertaining. The upper level provides three additional bedrooms and a comfortable salon/seating area, while the lower level offers a wellness area, guest accommodations and generous storage. A dedicated pet-washing and grooming room within the main residence features a built-in bathing tub and is separate from the laundry room. The remarkable circa-1817 guest house adds a rare layer of history and versatility to the estate. Currently configured as two independent apartments, it offers four bedrooms, original wood floors and wood-burning fireplaces, dual kitchens, separate well and septic systems, and a generator—an exceptional opportunity for guest accommodations, extended family or other flexible uses. The substantial detached barn-style building has been transformed into a versatile garage and event space, offering tremendous flexibility for entertaining, gatherings, vehicles, hobbies, equipment and storage. For the equestrian enthusiast, the property retains a meaningful connection to its horse-country heritage, with a large fenced sand arena and enclosed round pen. The expansive grounds offer an exceptional foundation for those who envision further developing or enhancing an equestrian lifestyle, subject to applicable requirements. Outdoor living is equally impressive, with mature trees, gardens, terraces, lawns, the scenic pond, and numerous spaces for relaxing and entertaining. The property consists of three tax IDs/parcels totaling over 20 acres. Boundary changes are planned for fall 2027, including Kingsview Middle and Poolesville High School. Buyers should verify assignments with MCPS. A rare opportunity to own a distinctive Montgomery County estate combining a magnificent stone residence, historic guest house, extraordinary entertaining spaces, equestrian appeal, and beautifully curated grounds.

13611 Deakins Ln, Darnestown

Listing courtesy of KW Metro Center. Contact:

14239 Seneca Rd, Darnestown
$1,355,000
5 Beds ⋅ 7 Baths
Welcome to 14239 Seneca Road in Darnestown, a 1.09-acre sanctuary that brings together refined living, quiet natural charm, and effortless comfort. It's the kind of property that immediately feels welcoming, spacious, tranquil, and beautifully in tune with the landscape around it. Part of the Spring Meadows subdivision and free from HOA restrictions, this one-of-a-kind custom home offers a rare sense of privacy and the freedom to shape the lifestyle you want. A sweeping forty-six-foot covered brick front porch creates a warm, gracious welcome and hints at the thoughtful design carried throughout the home, built with care by the original owners. Inside, natural light fills each room, lifted by 9-foot ceilings and a floor plan designed for both easy gathering and comfortable retreat. The updated gourmet kitchen is a true centerpiece, featuring custom cabinetry, new quartz countertops, premium appliances, and an inviting breakfast area that opens through French doors to peaceful backyard views. The breakfast area and the formal dining room make the main level ideal for everything from casual mornings to elegant dinner parties. Nearby, the light-filled great room, anchored by a cozy natural gas fireplace, opens to a secluded 17' x 17' screened-in porch, the perfect spot to enjoy quiet mornings and relaxing evenings as you take in your peaceful surroundings. The private backyard attracts a variety of wildlife year-round giving you a front row seat to nature. The main level also features a spacious first-floor primary suite with generous walk-in closets and a spa-like bath. Completing this level are a mudroom, pantry, powder room, laundry room, the convenience of both front and rear staircases, and an over-sized 3-car garage, thoughtfully placed to make daily living feel seamless. Upstairs, four large bedrooms, each with its own private ensuite bath, offer comfort and privacy for family and guests. The upper-level family room is an unexpected showpiece: a vast, sunlit gathering space with skylights, a natural gas fireplace, and a full wet bar with sink, dishwasher, and beverage cooler. Together with a second laundry room steps away, this level functions almost like a self-contained wing, perfect for family game nights, movie marathons, or a private oasis for overnight guests. The expansive lower level adds more than 2,600 square feet of possibility, offering an open layout with high ceilings, a finished full bath, and a walk-up exterior entrance. Whether you envision a home gym, theater, guest suite, or creative studio, the space is ready to evolve with your needs while still providing abundant storage. Throughout the home, every detail reflects quality craftsmanship and long-term care—from the hardwood floors and ceramic-tiled baths to the HardiPlank siding, fire sprinkler system, central vacuum, and whole-house water filtration. A Generac natural gas generator, a newly installed tankless hot water heater, updated HVAC systems, and recently replaced appliances further enhance comfort and efficiency. Ideally located between Germantown, Gaithersburg, and Potomac, the property offers quick access to shopping, dining, parks, and major commuter routes, including River Road, I-270, Route 28, and Great Seneca Highway. The surrounding area is known for strong long-term property appreciation, making this home not only a peaceful retreat but also a smart investment. Beautifully maintained, thoughtfully updated, and perfectly situated, this is a rare opportunity to enjoy privacy, space, and luxury in one exceptional setting. This is more than a home, it's a lifestyle.

14239 Seneca Rd, Darnestown

Listing courtesy of The Agency DC. Contact:

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

13309 Chestnut Oak Dr, Darnestown
$1,310,000
7 Beds ⋅ 5 Baths
Welcome to 13309 Chestnut Oak Drive—an extraordinary 7-bedroom 4.5 bathroom brick colonial estate nestled on 2 private acres in Darnestown. Impeccably renovated down to the studs, this residence showcases the pinnacle of quality and attention to detail across its 5,738 square feet of thoughtfully designed living space. The main house features six bedrooms and 3.5 baths, including two en-suite bedrooms—one on each level—plus two dedicated offices. An open-concept gourmet kitchen anchors the home, perfect for entertaining, while the light-filled four-seasons room with elegant Waterford Irish stove and wet bar kitchen forms a sophisticated hub for gatherings. No detail has been overlooked in the extensive upgrades including new roof (2013), a complete replumb, advanced well water treatment (2024), upgraded 400-amp electrical service, multi-zone HVAC with heat pumps (2014, 2022), hardwired gigabit internet throughout entire property, and regularly serviced septic and well systems. Outdoor amenities deliver year-round enjoyment for nature lovers with a beautiful low-maintenance in-ground pool (2001) featuring multiple updates including tech-enhanced main pump (2012), sand filter and auto-cover (2016), hot tub (2021), professionally landscaped grounds, a 1,000-gallon propane system, and electrical to the gazebo and custom Amish-built shed (32'x14'). The charming two-level, 992-square-foot guest house provides privacy and flexibility for visitors or multi-generational living, complete with its own kitchen and Waterford Irish Stove. This turnkey estate reflects over two decades of meticulous investment, blending luxury, functionality, and serene natural beauty. For discerning buyers seeking the very finest, this is the signature property in the area—an opportunity not to be missed. *Do not miss 3D Walkthrough Videos for both Main and Guest House and floor plans!*

13309 Chestnut Oak Dr, Darnestown

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Northrop Realty.

10 Hartley Hall Ct, Darnestown
$1,550,000
5 Beds ⋅ 6 Baths
Nestled quietly at the end of a private drive, this four sided brick, Custom Colonial offers all the classic luxury you could desire. A serene and peaceful setting with five pristine, wooded acres provides a tranquil escape from the hustle and bustle of daily life. This masterfully crafted, solidly constructed home is filled with exceptional moldings, high ceilings and walls of windows. Nature embraces you inside and out! Walk through the elegant, glass front doors and into the welcoming and dramatic Entry Foyer. The thoughtfully designed floor plan blends the traditional with the more airy, open modern concept. The sense of space in this house is an incredible feeling! Do you enjoy large scale entertaining? This home can host very large parties yet offers a warm and intimate atmosphere for more personal gatherings. The Formal Living Room with a bay window and gorgeous custom moldings offers space for a baby grand piano. Set quietly off the Living Room is the Conservatory with a high custom ceiling and walls of windows providing spectacular views of the natural beauty outdoors. Also tucked away is the wood paneled Library with walls of built-ins- perfect for those working from home. The large Formal Dining Room has a big bay window and exquisite moldings. The piece de resistance is the stunning Two-Story Great Room/Family Room with a Persian tea rose marble and Alabaster gas fireplace, Palladian windows and exceptional moldings. Glass doors offer access to the spacious rear deck overlooking the backyard and further back, the woodlands. Inside, the Family Room/Great Room opens to the wonderful, updated Chef's Kitchen with a center island, six burner gas cooktop, stainless steel appliances, a wet bar and pantry. Off the kitchen, you'll find the coveted, practical and useful Laundry/Mud Room and a spacious Three Car Garage. The Upper Level is comprised of four generously proportioned bedrooms and three full bathrooms. A "bridge" connecting the bedroom spaces provides great views into the Foyer, the Great Room and outdoors. The sumptuous Primary Suite features an expansive Bedroom with a vaulted ceiling plus a cozy and comfortable sitting room nook. The exquisite marble primary bathroom offers double vanities, a large marble stall shower, Jacuzzi tub and separate commode room. The Bonus Room off the Primary Suite is flexible space for a second home office, a yoga/exercise room, a meditation sanctuary or a baby nursery. The daylight, walk-out Lower Level is the entertainer's dream with a huge recreation room with a brick fireplace, two full custom built bars, game space and a music/media room. A walkout Au Pair/Guest Room with an en suite full bath rounds out the finished space. The lower level provides easy access out to the level backyard with room for touch football games, kicking a soccer ball or just gazing off into the trees. After seeing the main house, don't miss the custom built six car (tandem) garage, the ideal offering for the car enthusiast! Along with the attached three car garage, this six car garage gives you a total of 9 secure garage parking spaces. If cars are not your passion, use your imagination. Would you love to have a woodworking shop, an art studio, Pilates studio--you name it. Newer architectural shingle roof (2021) and driveway within the last couple years. Make your dreams come true! This house truly leaves nothing to be desired! Ideally located in Darnestown, this home offers the best of everything - easy access to the I-270 BioTech Corridor, Potomac Village and onwards into town. Darnestown is loved for it's bucolic feel, community spirit, numerous parks with miles of hiking trails plus the Maryland Soccer Plex for sports activities. It's a wonderful way of life. Won't you make this your home today?

10 Hartley Hall Ct, Darnestown

Listing courtesy of Washington Fine Properties, LLC. Contact:

Selling Office: CENTURY 21 New Millennium.

14001 Berryville Rd, Darnestown
$1,250,000
7 Beds ⋅ 5 Baths
Discover a truly unique opportunity at 14001 Berryville Road, where your dreams of spacious outdoor living come to life on this stunning 5-acre parcel of land. This exceptional property offers a perfect blend of green space, wooded acreage, entertainment facilities (horse stable, tennis court and indoor/outdoor pool) and livable square footage providing a serene environment for those looking to embrace an off-the-grid lifestyle or have always imagined their very own homestead only 30 minutes from Wasington, DC. Whether you envision stabling horses, creating an exquisite garden, or starting your own farmette, this property is the perfect canvas for your aspirations. The main house is an inviting five bedroom, four full bath residence, thoughtfully renovated to provide an open floor plan that promotes seamless flow and connectivity. Spacious rooms are flooded with natural light, creating a warm and welcoming atmosphere throughout. Enjoy breathtaking vistas of the surrounding landscape from your family room, renovated kitchen and breakfast area while you fire up the wood burning stove. Or, head out to the expansive trex deck for your morning coffee and possibly catch a soaring bald Eagle or a sloothing fox. The upper level offers 4 spacious bedrooms and two full bathrooms with a primary suite that overlooks the rolling countryside with en suite renovated bathroom and a coffee bar station. In addition, the lower level au paire suite can also be utilized as a rental unit creating another potential income stream. In addition, the terrace level features a massive recreation room overlooking the indoor/outdoor pool house. The pool house and hot tub are thoughtfully designed overlooking the rolling hillside with nearly 365 degress views with floor to ceiling windows and doors along with oversized skylights that accompish the unique effect of swimming in nature. The size of this home is deceptive as the split level design offers four levels of living and the lowest floor could be converted into a spectacular gym or theater room for a truly one of a kind residence. Additionally, the property features a detached 1,438 square foot two car garage with workshop and guest house, presenting an exciting rental opportunity. This two bedroom, one full bath separate residence is perfect for out of town guests or can serve as an Airbnb (current owners will convey the website and glowing reviews), providing the potential for supplemental income while offering visitors a taste of peaceful countryside living. Don’t miss out on this amazing opportunity to own a versatile property that balances tranquility, potential, and modern comforts. Schedule a showing today and explore the endless possibilities that await! Welcome Home!

14001 Berryville Rd, Darnestown

Listing courtesy of Compass. Contact:

Selling Office: HomeSmart.

13525 Straw Bale Ln, Darnestown
$980,000
5 Beds ⋅ 4 Baths
This magnificent home is filled with brightness and cheer and is perfectly perched on almost an acre of land. The aspect of the house is ideal and captures maximum sunlight throughout the day. The lot is completely divine and is perfect for adding a pool, tennis court, pickle ball court, or any of your favorite toys. The Highlands of Darnestown is the site of fine homes and rolling landscapes, and the location feels bucolic. Yet, you are minutes to fabulous shopping, grocery stores, schools, barns and stables, equestrian facilities, places of worship, and major commuting arteries. The home features three finished levels and a sunlit lower-level walkout that is perfect for hosting guests, as the 5th bedroom is ensuite and very private. A vast recreation/game room and a large storage room are also found on this level of the home. The main level features a welcoming center hall with a large gracious living room off to the left and a family room off to the right, all showcasing gleaming hardwood floors. This wonderful family room boasts many custom built-ins and a woodburning fireplace with a Mount Vernon mantle. A reading nook or study area is located at the rear of the family room and is the perfect spot to soak up the afternoon sun. The remodeled kitchen features stainless steel appliances and granite counters, and don’t miss the large pantry, which is perfect for those Costco runs. The formal dining room and vast breakfast room provide enough seating for all your guests for holiday dinners. Just off the breakfast room, via a sliding glass door, is a fabulous sun porch where you can enjoy the sights and sounds of nature and watch the birdies. This is also a wonderful space to curl up with a good book and sip your favorite brew. The sun porch opens to a large deck, which is perfect for grilling, al fresco dining, nighttime star gazing, or soaking up some vitamin D. The upper level features a sumptuous owner retreat with a sitting room, a large walk-in closet, and a completely remodeled spa-like bathroom with top of the line finishes. Three additional guest bedrooms and a hall full bathroom, and a linen closet are also found on the upper level. Other outstanding amenities include an oversized two-car garage, a highly functional and large mudroom with a laundry tub, newly remodeled bathrooms, freshly painted, recent flooring, and in turnkey mint condition!

13525 Straw Bale Ln, Darnestown

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

Selling Office: Fairfax Realty Premier.

15815 Germantown Rd, Darnestown
$735,000
3 Beds ⋅ 2 Baths
Welcome to this charming farmhouse in the heart of Darnestown, a piece of history built in 1900 and thoughtfully renovated to blend modern comforts with timeless elegance. Nestled on nearly 2 acres and backing to lush trees, this property features beautiful porches and patios overlooking the grounds, a large great room addition and a lovely carriage house and spacious barn, perfect for hobbies, storage, or potential guest accommodations. As soon as you drive up the circular driveway and step inside, you will be greeted by an inviting atmosphere where original architectural details harmoniously coexist with contemporary upgrades. The refinished hardwood floors, custom pine wood ceilings and wood beams highlight the classic beauty of this home. The modern open kitchen features new stainless steel appliances and ample counter space, making it perfect for family gatherings and entertainment. The large great room addition is located off of the kitchen and features an open-concept living area boasting walls of windows with ample natural light. Gather family and friends to dine around the farmhouse tables in the kitchen or the separate dining area that opens to the charming living room. The main level is complete with a private study, a full bathroom, a wood burning fireplace and a mud room. Upstairs you will find three well appointed bedrooms and an additional renovated full bathroom. Outside, the expansive private lot backs up to a wooded area, providing a serene backdrop for outdoor activities, gardening, or simply enjoying the beauty of nature. The cozy studio carriage house is located on the back of the property and features an open layout maximizing space and offering a warm and inviting atmosphere and a charming front porch perfect for enjoying morning coffee or relaxing with a good book. The old barn, with its weathered wooden beams and rustic charm, stands as an testament to the property’s agricultural roots, offering ample space for storage and potential renovation, and the large storage shed provides practical solutions for tools and equipment, ensuring that all your outdoor needs are met. Freshly painted Exterior (2024), New Hot Water Heater (2022), New HVAC (2022), Refinished Flooring (2021), New Roof (2015). This property is a rare find, combining the charm of a historic farmhouse with modern amenities in a picturesque setting. Don’t miss your chance to own a slice of paradise!

15815 Germantown Rd, Darnestown

Listing courtesy of RLAH @properties. Contact:

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

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Darnestown, MD · Curated MLS Search

Homes with Guest House in Darnestown, MD

An editorially curated view of every active homes with guest house listing in Darnestown, MD. Updated in real time from the local MLS, presented without the noise.

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