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$750,000
4 Beds 3 Baths VALO2120774 MLS CLOSED Status
Tucked into the rolling countryside of Western Loudoun, 20919 Watermill Road feels like something out of a storybook—where winding roads lead to hidden gems and every season paints a new masterpiece across the landscape. Set on nearly four picturesque acres, this enchanting property offers the rare blend of charm, privacy, and convenience, perfectly positioned between downtown Purcellville and historic Middleburg—bringing the best of both worlds right to your doorstep. From the moment you arrive, the setting captures your imagination. Panoramic views stretch across the countryside, while a gentle creek winds its way through the property, creating a peaceful backdrop for everyday living. The land itself is a dream—complete with a fenced backyard, a charming shed, and flourishing cherry and apple trees that offer both beauty and bounty throughout the seasons. Just down the road, you’ll find the beloved Philomont General Store and the heart of the community at the Philomont Community Center, adding to the sense of connection and small-town charm that makes this location so special. Inside, the home has been completely updated and is truly move-in ready, blending modern comfort with timeless character. With 4 bedrooms and 2.5 baths, the layout offers both functionality and warmth. There’s a quiet elegance here—reminiscent of a European countryside retreat—where cozy moments and effortless living come naturally. Whether you envision it as a full-time residence, a dreamy weekend escape near Middleburg’s vineyards and horse country, a charming Airbnb, or a smart long-term rental investment, the possibilities are as expansive as the views. And with a price point comparable to a townhouse, this property presents a rare opportunity to own a slice of Loudoun County’s most idyllic landscape. 20919 Watermill Road isn’t just a home—it’s a lifestyle, a retreat, and a place where everyday life feels just a little more magical. For those dreaming of turning this property into a short-term rental, the opportunity here is compelling. With its sought-after location, inviting layout, and strong regional demand, this home is well-positioned to perform. Third-party data suggests potential gross annual revenue between $45,000 and $85,000, depending on seasonality, occupancy, and management style. While performance is not guaranteed, the numbers paint an exciting picture for buyers looking to blend lifestyle and income. Buyers should verify local regulations, permitting, and financials. RECENT UPDATES INCLUDE: Interior Painting (2025), Stair Carpet (2025), Exterior Painting (2024), First Floor Flooring (2023), HVAC Condenser, Coil Unit and Blower (2022), Water Heater (2022), Dishwasher & Oven (2022), Windows (2020), 50 Year Life Roof (2008), & more!

20919 Watermill Road, Purcellville

$775,000
4 Beds 3 Baths VALO2107546 MLS CLOSED Status
Welcome to your very own slice of Hunt Country heaven—4 bedrooms, 2.5 baths, and 3.81 acres of “I can’t believe I live here” views. Set along the historic Snickersville Turnpike, where Civil war era soldiers once skirmished, you’ll now find battles of a more modern variety: who gets the corner bedroom and who’s on lawn-mowing duty.<br><br> Over 2800sf on 3 finished levels awaits. SS appliances and granite counters in the kitchen, main level laundry, and a pellet stove in the basement keeps everyone toasty. Upstairs the mini-split system assures year-round comfort.<br><br> Inside, the home shows off its freshly painted upper levels and hardwood floors so shiny you may need sunglasses indoors. The kitchen flows to a Trex deck out back—because country living is best enjoyed with sweet tea in hand while you watch the sun go down. Or if you are more of the "adirondack front porch type", well, that works pretty well here too.<br><br> The fenced rear yard is ready for kids, dogs, or chickens with big dreams. And with three oversized sheds, you’ll have storage for everything: tools, tractors, or that riding mower you swore you needed but only use as a parade float. Two creeks, a perfect sledding hill, and space to roam.<br><br> Best of all, the property backs to peaceful woods, which means no neighbors peeking in—unless you count the deer, who have zero respect for personal space.<br><br> So pack your bags (and maybe a horse or two). This isn’t just a house—it’s a lifestyle.

37770 Snickersville Turnpike, Purcellville

$1,230,000
6 Beds 5 Baths VALO2106340 MLS CLOSED Status
Tucked into the rolling hills of Western Loudoun, 37070 Elaine Place offers a rare blend of country living and convenience, perfectly situated equidistant between the charm of Purcellville and the sophistication of Middleburg. Whether you’re craving the small-town warmth of Purcellville’s restaurants, shops, and breweries, or the equestrian heritage and boutique allure of Middleburg, this address places you right in the heart of both worlds, while still only 25 minutes to Downtown Leesburg and The Leesburg Outlet Mall, 15 minutes to Cornerstone Christian Academy, 40 minutes to Reston and IAD, and 60 minutes to DCA and Washington DC. Enjoy DC's wine country to its fullest at Elaine Place! Set on nearly six acres with no HOA, the property invites freedom and possibility. The home itself is generous in every sense—six bedrooms and five full baths provide space for family, guests, and multi-generational living. A thoughtful floorplan includes the option for a main-level in-law suite, while large windows and sun-kissed rooms capture views of the surrounding countryside. Hardwood floors, elegant trim, and a chef’s kitchen with an oversized island and abundant cabinetry create an atmosphere that’s equal parts comfortable and refined. For those who dream of a place to keep horses, chickens, goats or simply enjoy wide-open land and gardening, the grounds deliver beautifully. A two-stall barn with tack room stands ready, while open pastures and neighboring trails make it easy to step into the equestrian lifestyle. Ride out directly into your own private acreage and enjoy local bridle paths, or make use of the nearby W&OD Trail for longer, scenic outings on gravel—whether for pleasure rides, trail schooling, or exploring the region. Life at Elaine Place isn’t just about the house, though—it’s about the lifestyle it affords. Mornings can begin with coffee on the covered porch overlooking the kids playing, afternoons with a trail ride or a trip into town, and evenings gathered with family and friends on the deck under a canopy of stars. It’s a home that balances elegance with practicality, privacy with accessibility, and everyday living with a touch of country magic. Recent updates include a finished lower level with heated flooring, a wet bar, spa-like full bath, repainting of whole house and front porch, refinished main level hardwoods, new carpet in upper level, new flooring in upper level hall and "game room"/bedroom, new carpet on lower level stairs, both HVAC units, water softener, well pump, above ground pool and surrounding deck, front porch stairs, custom primary bedroom closet, and more!

37070 Elaine Place, Purcellville

$1,375,000
4 Beds 5 Baths VALO2094858 MLS CLOSED Status
Southern Charm Meets Elegance in the Heart of DC’s Wine Country! Welcome to 36946 Elaine Place, a breathtaking rural retreat nestled on 3.22 peaceful acres in the coveted village of Philomont—ideally located just 10 minutes from the historic towns of Middleburg and Purcellville. A rare blend of refined luxury and country serenity, this fully renovated estate offers a lifestyle of comfort, elegance, and natural beauty, all in the heart of Western Loudoun’s rolling hills and vineyards. As you arrive, a charming southern-style front porch greets you with warmth and hospitality, setting the tone for what awaits inside. Step through the two-story foyer, where updated hardwood floors flow throughout the home, and light pours in through floor-to-ceiling windows, showcasing the pristine surroundings and elevating every corner of the interior. Designed for both entertaining and everyday enjoyment, the main level offers a stunning family room highlighted by a dramatic stone fireplace and custom bar—ideal for gatherings and quiet evenings alike. The gourmet kitchen is a culinary showpiece, featuring crisp white cabinetry, an oversized center island, stainless steel appliances including a gas range and dual wall ovens, a walk-in pantry, and an inviting breakfast nook. For more formal occasions, enjoy elegant meals in the sunlit dining and living rooms, seamlessly connected to the opulent sunroom with soaring cathedral ceilings. Upstairs, the expansive primary suite offers a true sanctuary, complete with two walk-in closets and a spa-inspired bath with separate vanities, a soaking tub, and a frameless glass walk-in shower. Three additional bedrooms—two sharing a dual-entry bath and one with its own en-suite—offer space, comfort, and privacy for family and guests alike. The fully finished lower level is a dream for multi-generational living or ultimate entertaining. It includes a spacious den with barn door closet, a sleek full bath, a kitchenette, a playroom, fitness room, and a versatile flex/storage room—all with walk-out access to the backyard sanctuary. Step outside and experience outdoor living at its finest: a covered patio complete with ambient lighting for enchanting evenings, a mudroom kitchen ideal for kids, a playground area, a garden shed, and an outdoor theater, with swinging benches and a firepit, for the whole family to enjoy! With mature willow trees, heirloom rose bushes, and raised garden beds adorning the front of the home, and functional features such as a hook up for a hot tub, outdoor kitchen and Generac, this home is ready to go! Perfectly situated in the heart of DC’s Wine Country, this home offers effortless access to world-class vineyards, equestrian estates, and local farm markets. You’re just 20 minutes from Leesburg, 35 minutes from Dulles International Airport, and under an hour from Washington, D.C.—giving you the rare opportunity to live a tranquil country lifestyle without sacrificing convenience. This is more than just a home—it’s a place where memories are made, nature is savored, and life is lived beautifully. Please see full list of updates and years in the document section, but just to name a few: Flooring throughout the house, garage doors, Hardiplank siding, all exterior amenities, kitchen remodel, lower level remodel, roof, water heater, 2 out of the 3 HVACs, all appliances including washer and dryer, and much more!

36946 Elaine Place, Purcellville

$1,195,000
4 Beds 4 Baths VALO2080484 MLS CLOSED Status
Only listing with a pool under $1.4M in Western Loudoun! Over 4.5 acres in desirable Philomont with No HOA and POOL! XFinity internet is here. Very private lot, mature trees & landscaping. Horses/animals/chickens allowed, ample room for a barn, pastures... Spacious estate home with 3 car side-load garage, 3,875 sq ft above grade, main-level office, formal living and dining rooms (or turn into an additional office). Kitchen with maple cabinets (could be easily painted if desired), double wall oven, gas cooktop. Large mudroom/laundry off the garage with custom barn door. Hardwoods on the main level, two-story entry, hardwood stairs. Light-filled two story family room with gas fireplace overlooks the private pool and backyard. 4 bedrooms, 3 full baths upstairs with the coveted third bath en suite. Spacious secondary bedrooms. Primary bedroom with sitting area and large primary bath with new seamless glass shower, two separate walk-in closets. Pool built by Blue Haven Pools (2011) 8' 6" deep with diving rock. Small enclave of homes on larger lots less than a mile to Snickersville Tpke for an easy commute. Quiet country life awaits but only 10 minutes to Purcellville for shopping/restaurants, famed Philomont Store & Community Center just a short walk away. Updates include well pump (2013), HVAC upstairs (2019), Main-level HVAC (2021), Hot water heater (2022), well pressure tank (2022).

37008 Elaine Place, Purcellville

$1,160,000
4 Beds 4 Baths VALO2067536 MLS CLOSED Status
Experience Serene Country Living Along Historic Snickersville Turnpike. Welcome to your dream farmette nestled along the picturesque Snickersville Turnpike, the oldest turnpike in the United States. This charming property spans 5.37 acres of rolling farmland in Loudoun County, perfectly situated between Purcellville and Middleburg hunt country, offering breathtaking sunsets and lush pastures. Your new farmette comes fully equipped for the discerning gentleman or gentlelady farmer. The property features a 2-stall barn with a tack room complete with water and electricity, as well as two loafing sheds and a convenient chicken coop. A tranquil creek meanders through the back of the property, enhancing the idyllic setting. The entire perimeter is secured with sturdy 3-board fencing, with three separate pastures, ensuring safety for your livestock and pets. The charming updated farmhouse boasts 4 expansive bedrooms and 3.5 bathrooms, including a finished basement with a walk-out entrance, perfect for use as an in-law suite or additional living space. Recent updates include a remodeled kitchen with quartz countertops, new flooring throughout the main level, all new Andeson windows and doors (2019-2021) and whole house fresh paint and upstairs carpeting in 2024. Relax and entertain in the spacious family room adjacent to the kitchen, Anchored by a cozy gas fireplace, it is ideal for hosting gatherings with loved ones. This property is a haven for those with a passion for farming and self-sustainability. Bring your horses, cattle, chickens, llamas, and more, and enjoy the opportunity to live off the land. The fields are meticulously maintained and ready for grazing, with ample space for gardening and agricultural pursuits. Take advantage of the included farm equipment (see pictures) starting you off with a turn-key farm operation, including a Kubota 4X4 Tractor, Kawasaki 4X4 Mule farm vehicle, and various farm tools and implements to get you started, and keep you farming! Savor the tranquility of country living on the back deck off the kitchen, complete with a pergola for enjoying morning coffee or evening beverages while watching the local flora and fauna. With its abundance of amenities and unparalleled natural beauty, this property truly offers the quintessential farm lifestyle. Don't let this unique opportunity slip away. Whether you're seeking a peaceful retreat or a profitable farm operation, this property has it all. Schedule a viewing today and start living the farm life of your dreams! See MLS Docs for a ful list of updates and farm equipment to convey. Call listing agent for more details. See the Video, and our Walkthru for more views.

37236 Philomont Road, Purcellville

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