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$2,500,000
5 Beds 5 Baths
Perched atop Lost Mountain with sweeping views across the Virginia Piedmont, Greencrest is a private 25-acre retreat where European-inspired simplicity meets the romance of Virginia Hunt and Wine Country. Secluded but never isolated, it is a property that makes leaving Washington on Friday afternoon—and perhaps not going back on Sunday—very tempting. A quiet private road winds upward through mature woodland before arriving at the three-level residence, seemingly tucked above the world below. Yet I-66 is just minutes away and Washington, D.C., approximately 50 miles from the property. It is a rare juxtaposition: privacy without remoteness, country life without compromise. Designed as beautifully for a weekend escape as it is for a full-time homestead, Greencrest offers five bedrooms and four-and-one-half baths with interiors that feel relaxed, sophisticated and wonderfully livable. Clean lines are softened by warm, inviting spaces, while windows throughout the home continually draw the eye back outside. At the heart of the house, the expansive Great Room is anchored by a handsome stone fireplace—a natural gathering place after a day spent outdoors. The sleek, redesigned kitchen is both efficient and luxurious, with the landscape providing perhaps its best feature: a view that turns even morning coffee into an occasion. Multiple sitting areas, a charming breakfast nook and a second fireplace create an easy flow between gathering and retreating, entertaining and simply being home. Three upper-level bedrooms enjoy ensuite baths, while additional bedrooms on the lower level create a comfortable sense of separation for family and guests. But at Greencrest, the house is only the beginning. Expansive front and rear decks and a screened porch blur the boundaries between indoors and out, each offering another place from which to experience the mountain. In summer, life gravitates toward the private pool and its dramatic diving stone. As temperatures fall, the six-person hot tub becomes the place to watch the sun disappear, the stars emerge and the valley settle into darkness below. The 25 acres are a thoughtful balance of open ground, mature woods, and a carefully planted orchard, with fruit trees woven throughout the property. There is room to wander, garden, explore and disappear for a while, with abundant wildlife as frequent company. And then there is the view. It changes by the hour and by the season—morning mist settling into the valley, summer greens stretching toward the horizon, brilliant fall color and winter skies and 360 degree vistas seem to go on forever. At Greencrest, the landscape isn't simply something you look at. It becomes part of the way you live. Beyond the property lies one of Virginia's most treasured landscapes. Middleburg and Upperville, celebrated for their equestrian traditions, historic villages and protected countryside, are within easy reach. Vineyards and tasting rooms dot the surrounding hills, while Sky Meadows State Park and the Appalachian Trail offer miles of hiking nearby. Horseback riding, cycling, wineries, farm markets and the Blue Ridge are all part of life here. And for all its away-from-it-all appeal, Greencrest is thoroughly connected. Strong Wi-Fi, a dedicated workspace, smart-home technology and Tesla charging make working—and living—in the country remarkably easy. There is a lovely rhythm to life at Greencrest: pick fruit from your own trees, disappear into the woods for a morning walk, spend a summer afternoon by the pool, gather for dinner on the screened porch and watch the last light fall across the Piedmont. Private without being isolated. Sophisticated without being precious. Close enough to Washington for a spontaneous escape—and special enough that you may find yourself staying.

10210 Possum Hollow Dr, Delaplane

Listing courtesy of Compass. Contact: (703) 310-6111

$1,699,000
4 Beds 5 Baths
A Distinguished Virginia Hunt Country Estate: 4 Bedrooms | 5 Baths | 4,000+ Sq. Ft. | Classic Brick Colonial | Built 2001 Set amid the rolling hills and sweeping vistas of Delaplane, Virginia, this distinguished brick Colonial embodies the timeless beauty and refined country lifestyle of Virginia’s renowned Hunt Country. Surrounded by pastoral views and a collection of equestrian and recreational amenities, the estate offers privacy, elegance, and a remarkable connection to the land, all while remaining convenient to the region’s finest destinations. Located in the heart of Fauquier County, Delaplane is celebrated for its rolling countryside, picturesque horse farms, vineyards, craft breweries, and relaxed sophistication. Nearby Middleburg and Marshall offer acclaimed restaurants, boutique shopping, galleries, equestrian events, and charming local gathering places. The nearby Shenandoah Region provides opportunities for hiking, fishing, kayaking, canoeing, and outdoor recreation. Washington, D.C. is approximately one hour away, with Dulles International Airport just 45 minutes from the property. Classic brick architecture creates an elegant first impression, complemented by thoughtful updates and exceptional craftsmanship throughout. Gracious interiors feature custom floor-to-ceiling built-ins, including beautifully crafted bookshelves and an entertainment center in the main living room, hardwood floors, Pella windows and doors. A striking marble foyer and crystal chandelier welcome you, while Swarovski crystal chandeliers and coordinating sconces add glamour and sophistication to the principal rooms. The kitchen was completely gutted and renovated in 2021 with refined finishes and KitchenAid appliances. Bathrooms have been thoughtfully updated, including the luxurious primary bath renovated in 2020 with a new tub and shower, tile, vanities, shadowboxing, custom closet shelving, a spectacular Swarovski crystal chandelier and stunning Mountain views. A remarkable list of improvements includes a new roof (2017), Pella windows (2018), Pella rear entry and storm doors (2019), two Lennox Elite heat pump systems (2020), updated plumbing and electrical components, a water softener and whole-house filtration system, new septic pump and hatch, custom garage doors and openers, and new ceramic tile flooring in the finished basement. Beyond the residence, the property truly distinguishes itself as a private Hunt Country retreat. Equestrian amenities include horse paddocks, small barn with three stalls, shed (as-is) and heated water feeders. A private tennis court (as-is) and fenced rear yard provide exceptional opportunities for recreation, entertaining, and relaxation. From its beautiful Hunt Country setting and classic architecture to its elegant interiors, equestrian amenities, tennis court, and extensive improvements, this exceptional estate captures the enduring appeal of Delaplane living at its finest. Sophisticated yet welcoming, it is a remarkable country estate designed to be enjoyed for generations.

9565 Briar Ln, Delaplane

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 714-9030

$7,900,000
4 Beds 5 Baths
Piccola Toscana | Elegantly designed Italian Tuscan villa where rustic charm meets refined country estate living. Defined by earthy tones, natural materials, and seamless indoor-outdoor connections, this extraordinary residence was thoughtfully created to exist in harmony with its surrounding landscape. Set amidst the breathtaking rolling countryside of Delaplane, the property embraces its natural setting through extensive landscaping, gardens, hardscaping, and carefully designed outdoor living spaces. Authentic materials are featured throughout, including terracotta tiles, stone walls, wrought iron accents, exposed timber beams, and richly textured plaster finishes, creating a timeless sense of warmth and character. The main residence offers exceptional architectural detail at every turn, highlighted by five gas fireplaces, a gracious formal dining room, a wine room, an enclosed porch, and a luxurious primary suite conveniently located on the main level. Expansive windows frame picturesque views of the surrounding gardens and rolling hills, while outdoor patios, fire pits, and walking paths extend the living experience into nature. Complementing the main residence is a separate guest house, a welcoming heated pool, and an outdoor lounge designed for relaxation and entertainment. At the lower end of the property, an additional detached garage has been creatively transformed into a nostalgic retro diner, providing a unique gathering space for family and friends. Property is surrounded by the scenic Virginia countryside and enrolled in land use, seller not responsible for roll-back taxes.

2525 Gibson Ct, Delaplane

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 714-9030

$1,450,000
4 Beds 4 Baths
MUST SEE THIS BEAUTY!! Welcome to an extraordinary private estate set on over 25 acres of scenic countryside, where refined living meets the beauty of open farmland. A picturesque, tree-lined drive and gravel approach create a grand sense of arrival, offering both privacy and timeless elegance. Inside, a stunning foyer welcomes you with rich wood flooring, setting the stage for the sophisticated interiors that follow. Designed with both luxury and comfort in mind, the home offers expansive living spaces ideal for entertaining and everyday living alike. The kitchen features stainless steel appliances, granite countertops and wood cabinetry, with windows that highlight the plush landscape, perfect for gathering and hosting with ease. Thoughtfully designed spaces flow seamlessly throughout the home, including a dedicated media room—perfect for cinematic experiences in the comfort of your own residence. Each bedroom serves as a private sanctuary, enhanced by distinctive features such as cozy fireplaces, serene balconies, and spacious walk-in closets, delivering a true retreat-like experience. The owner's suite has a custom California Closet System in the oversized closet. The fully finished basement introduces a private, self-contained living area complete with its own kitchen and laundry room, along with custom flagstone flooring sourced from the property itself, and a steam shower. This versatile space is ideal for extended family, guests, or potential income-producing opportunities, all while maintaining a high level of comfort and privacy. Step outside to discover resort-style living at its finest. An expansive deck overlooks the beautifully maintained grounds, while the recently serviced pool and charming gazebo provide the perfect backdrop for elegant outdoor entertaining or quiet relaxation. Additional amenities include a detached two-car garage and a state-of-the-art 25KW in-ground solar system, valued at approximately $100,000 and fully conveying with the property—offering both sustainability and impressively low electric costs. --- Easy and private access to Goose Creek for the water, fishing, or boating enthusiasts. With over 25 acres of versatile farmland, this estate presents a rare opportunity to embrace a lifestyle of luxury, privacy, and possibility—whether for equestrian pursuits, agriculture, or simply enjoying the tranquility of your own expansive retreat. Most recent updates: Summer 2026 - brand new full HVAC system replaced and upgraded. This is more than a home—it is a legacy property.

9393 Briar Ln, Delaplane

Listing courtesy of Redfin Corp. Contact: 3016586186

$4,999,000
4 Beds 5 Baths
Seaton Place Farm — A legacy estate of scale, privacy, and distinction in the heart of Hunt Country. Back on market through no fault of the property or sellers. Originally under contract as a secondary country retreat, the buyers' circumstances and timing changed. Inspections were completed successfully, and the reports are available upon request. Set between Upperville and Delaplane, on the edge of coveted Mellon land and within Piedmont Hunt territory, this 55± acre estate represents a category of ownership rarely available—and increasingly impossible to recreate. Defined by land, location, and architectural presence, it offers a level of privacy and permanence that distinguishes it from typical offerings. The circa-1840 brick residence—spanning approximately 5,800 square feet—has been carefully evolved to meet modern expectations while preserving its historic integrity. Positioned to command the landscape, the home is surrounded by curated outdoor environments including formal stone courtyards, a koi pond, a marble and wrought-iron rotunda, and a pool designed for both entertaining and retreat. Interiors are grounded in authenticity yet executed with refinement. Original materials—exposed brick, antique flooring, hand-blown glass, and period mantels—are complemented by elevated updates and a cohesive design approach. The primary suite offers privacy, natural light, and elevated views across the property, reinforcing a sense of quiet separation from the everyday. A newly reimagined kitchen and great room anchor the residence with a distinctly modern luxury sensibility. Featuring an imported Lacanche range, bespoke cabinetry, premium appliances, and a cathedral ceiling framed by a substantial stone fireplace, the space delivers both visual impact and functional excellence. Published and thoughtfully designed, it is the true center of the home. A separate carriage house introduces flexibility without compromise. Fully independent, with three bedrooms, two baths, and a complete kitchen, it functions equally well as a guest residence, staff quarters, or income-producing asset. Its established record as a highly rated luxury rental underscores both its quality and appeal. The estate’s amenities extend beyond expectation. A private Par 3 golf course—with three professionally designed greens and eleven tee boxes—offers a rare, low-maintenance recreational asset. A substantial pond with dock, an established barn complex, and extensive supporting infrastructure position the property for equestrian use or broader lifestyle pursuits. The barn includes six stalls with individual run outs, a wash stall, dual tack rooms, loft storage, and flexible auxiliary space suitable for modern adaptations—fitness, storage, or collection use. Additional features include fenced pastures, run-in sheds, a creek-fed field, greenhouse, garden, and supporting agricultural structures—creating a fully realized estate environment. This is a property that operates at a different level. Private, complete, and inherently limited by geography and legacy land constraints, Seaton Place Farm offers a compelling opportunity for the buyer seeking scale, discretion, and long-term value in one of Virginia’s most established and tightly held regions. A refined Hunt Country estate—offered for those who understand the difference.

1787 Light Horse Ln, Delaplane

Listing courtesy of Compass. Contact: (703) 310-6111

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