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The stunning and historic estate of Ashleigh, ca. 1840 is rich in history, and beautifully sited to enjoy the magnificent gardens as well as grand views of the Delaplane countryside. These 98 acres were once part of Oak Hill, Chief Justice John Marshall’s estate, and the stone and stucco Greek Revival Manor house was designed and built for his granddaughter, Margaret Marshall Smith and her husband. Ashleigh is listed on both the National Register of Historic Places and Virginia Historic Landmarks. To further protect the estate, the current owners put Ashleigh into a conservation easement with The Land Trust of Virginia.
Wide stairs ascend to the columned front portico, from there one enters the grand front hall. Some exquisite details of the hall include beautiful heart pine flooring and wide moldings, large, deep-set windows, and a ceiling height of over 12’. Through deep set, heart pine doorways, one then enters the elegant double drawing room adorned with a fireplace at each end of the room, a wet bar, and floor to ceiling triple sash windows which open onto decorative iron balconies. From the windows one overlooks the lower-level stone terrace with fountain, gardens, and lawn.
The upper level of the east wing, in addition to bedrooms and baths, features an impressive octagonal library, built in 2001 to house an extensive collection of books and art. The wide hallway leading to the library features a wood-paneled elevator and a full bath.
The upper level of the west wing features the very private and elegant owner’s suite. The foyer of the suite offers a wall of closets and a powder room. The lovely bedroom features a 10’ ceiling height, heart pine flooring, a fireplace and stately deep-set windows. From the bedroom one then enters the spacious walk-in closet, and adjacent marble bath.
The ground level, light filled gallery is the entrance most used and features a tile mural by local artist Joan Gardiner. The gallery opens into a gracious sitting room from which one has access to the formal dining room and study. The study’s handsome pine paneling was removed from the White House during the Hoover Administration and installed at Ashleigh by then owner Dr. Edmund Horgan. The very inviting formal dining room features French doors which open out to a large stone terrace, perfect for al fresco dining and entertaining. From the dining room one passes through the butler’s pantry to the recently remodeled kitchen equipped with beautiful white cabinetry and marble countertops.
GARDENS, FOUNTAINS AND POOL: Featured in several Garden Tours, and most recently in 2021, the three garden rooms, invite and encourage one to relax and breathe. When the current owners purchased Ashleigh, the gardens had been established and maintained; however, they took them to a new level. In 2019 they installed an impressive 100’ long fountain, within an existing garden room, and added a new pergola to support the established wisteria. The gardens are beautiful year-round, but it is the springtime when they come alive with thousands of perennials including a gorgeous allee of peonies. Adjacent to the gardens is the heated pool and stunning pool/guest house with gathering room, full kitchen and 2 bedrooms. The gardens of Ashleigh are further enhanced by massive boxwoods trimmed bi-annually by the Boxwood Society and by sculpture which remain from when Sandra Whitney Payson owned Ashleigh.
HORSE FACILITIES AND DEPENDENCIES: Three stables: 10-stall, 4-stall, and 3-stall, run-in sheds and a large machine shed. Attached to the10-stall stable are two separate living quarters designed for farm managers. Close to the main home is a 2 bedroom, 2 bath guest cottage.
Ashleigh is a beautiful and historically significant property, which provides the most perfect setting for an elegant lifestyle and for grand entertaining. Located at the SW intersection of Winchester Road, (Rt. 17) and Rt. 55, it is very convenient to I-66.
$5,750,000


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A storybook estate of timeless sophistication and country elegance.
Located halfway between Upperville and Delaplane on the fringe of coveted Mellon land and Piedmont Hunt Country, Seaton Place Farm is set on 55+/- verdant acres of rolling lawns, mature trees, and wide-open pastures. The estate captures the beauty of every season — a true Currier & Ives setting.
The stately 5,800-square-foot 1840’s brick residence is perfectly sited amid stone courtyards, a koi pond, a graceful marble-and-wrought-iron rotunda, outdoor entertaining space with stone hearth, and in-ground pool. An expansive barn complex, additional private residence, large pond with dock, and a personal golf course compete the offering— all impeccably maintained.
Inside, the main house masterfully blends historic character with modern comfort. Exposed exterior brick walls, antique floors, vintage mantels and hand blown windowpanes are married with an expansive grand hallway, elegantly renovated baths and light filled, glass and window encompassed primary suite with private balcony and a bird’s eye vista of the grounds. The piece de resistance is the newly remodeled, published chef’s kitchen and great room wing, complete with an imported Lacanache stove, luxury appliances and custom cabinets balanced by a stone hearth and cathedral ceiling with exposed beams. The house has a total of four bedrooms, 3 full baths, 7 fireplaces, 2 car attached garage and views out of every window.
The charming carriage house adds a bright, open three-bedroom/2 bathroom private residence with full kitchen, multiple porches for entertaining, and detached garage. The carriage house is currently airbnb’d with all 5 star ratings, multiple re-visits and booked calendar.
The property has a Par 3 golf course with three professionally designed greens and 11 tee boxes. The greens and tee boxes use artificial turf for a low maintenance golf experience.
The barn complex includes 6 stalls with individual walk outs, hot and cold wash stall, two tack rooms, ample storage above, and adjoining space for carriages, equipment, or a gym. There is a chicken “chalet” overlooking the creek for feathered friends, and fenced in barn designed for housing small ruminants. Cattle have been grazed on the lower pasture with creek access while horses enjoy the upper pastures with two run-in sheds. An additional chicken house and fenced garden with greenhouse and raised beds complete the gentleman’s farm.
This property lives like a world-class resort, offering endless recreation: horseback riding, golfing, fishing, hunting, kayaking, skeet shooting, swimming, sledding, carriage rides, or simply relaxing in an Adirondack chair with a view.
Every inch of this estate tells a story — one of beauty, heritage, and an extraordinary way of life.
$5,650,000


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Sited high overlooking its 122 rolling acres, this impressive home features high ceilings, large windows, and spectacular views from all the main rooms. With over 7,300 sq. ft. of beautiful living space, the interior seamlessly blends rustic with elegance.
The owners commissioned Architect Tim Clites, and Contractor Chris Carey to design, engineer and carry out the project. The house was masterly completed in August 2004 with new foundations, systems and materials with exception of a vintage post & beam timber structure relocated from Vermont.
A light filled front hall beautifully connects the two sections of the home. The three-level section to the southwest is the classic post & beam structure which provides grand living areas. The structure’s hand-hewn beams were originally numbered, dismantled in Vermont and reconstructed on a stone foundation measuring 49’ x 32’. The northeast section has four levels, which house four of the five bedrooms. Beautiful stonework, divided light windows and copper roofing tie the architecture together perfectly across the two sections.
As one enters the home, the materials and attention to detail are evident. Throughout the main and upper level is handsome random width oak flooring, milled locally. The lowest level flooring is a combination of limestone and wool carpeting. Gaston and Wyatt in Charlottesville provided the fine millwork and cabinetry throughout the house, the soapstone kitchen countertops also came from Charlottesville. Most of the high-end plumbing fixtures are from Water Works and Barber Wilson. The windows are double-paned Kolbe & Kolbe French casements with large panes framed by beautiful molding. Ceilings are varied and include vaulted with rustic exposed beams, as well as a beautifully finished mahogany coffered ceiling in the dining room. The stunning home has large windows, and French doors throughout with balconies, porches and terraces on three levels.There are gorgeous views in all directions.
Located within the Piedmont Hunt Territory, this estate offers two charming barns. One center aisle with two large stalls and attached paddocks, the other with a tack room, feed room and two oversized wash stalls. There are an additional five run-in stalls each with attached paddocks, a riding arena (100’ x 200’), miles of trails on the farm and potential ride out beyond.
The park-like rolling hills of Heartland’s 122 acres enjoy a beautiful southern exposure and a nice mix of cleared and wooded land with over eight miles of well-maintained trails and two tributaries of Goose Creek. Elevations range between 420’-550’ with the land sloping down towards Goose Creek. This property shares its southern boundary with the B-Line of the Norfolk-Southern. It is currently enrolled in the Upperville Agricultural District until 2029 offering excellent land use flexibility.
Heartland’s location is ideal providing tremendous privacy while being just minutes from the historic villages of Middleburg and Upperville. Being in Delaplane, one has easy access to I-66 with Washington, D.C. to the east and the Shenandoah Valley to the west. Truly an exceptional combination of home, land, and location!
$4,950,000


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This beautiful 96-acre property, nestled in Cobbler Mountain Valley at the intersection of Moreland and Carrington Roads, offers an unparalleled setting for those seeking tranquility and privacy in the heart of the Virginia countryside. The vast expanse of land is preserved under a VOF conservation easement, held by Fauquier County, along with the adjacent property and another property within the location's viewshed, ensuring its natural beauty will remain untouched for generations to come. The owners have worked tirelessly, clearing trees and enhancing the landscape to create this special, secluded haven. It is suitable for a main dwelling, barn, horses, cattle, vineyard, or crops. The easement allows up to a 6,000 square foot larger residence, with the current home remaining as a secondary dwelling. The home is not only spacious and thoughtfully designed, but also handicapped accessible, making it a welcoming space for all. Built in 2023, it features four large bedrooms, two and a half baths, hardwood and marble flooring, and vaulted/cathedral ceilings. The covered back porch overlooks a stunning two lap lane pool with ramp entry perfect for enjoying the warmer months. You’ll have the perfect place to unwind and take in the breathtaking views of your private, serene surroundings. The home also has an architectural roof, a 100-gallon-per-minute well, and a 5-bedroom conventional septic system. Furniture/decorations/wall mounted TV and Starlink internet are all included as well. The easement also allows for outbuildings such as a garage, pool house and barns. The unique combination of seclusion, accessibility, and natural beauty creates an ideal retreat for those looking to escape the hustle and bustle of everyday life while still being close to the charm of Fauquier County. Whether you're looking for a permanent residence or a tranquil weekend getaway, this property offers endless possibilities. Just minutes from Rt 66 and an hour’s drive to Washington, DC, it’s truly a one-of-a-kind gem!
$2,150,000


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Fox Hill Manor
Tucked within a peaceful private enclave in the heart of Virginia hunt country, 9565 Briar Lane is a classic brick estate that blends timeless architecture with modern comfort—all framed by uninterrupted views of the Blue Ridge Mountains. Surrounded by rolling farmland, thoughtfully designed gardens, and classic old boxwoods, this refined country home blends peaceful seclusion with timeless comfort and livability.
A columned front porch welcomes you through French doors into a grand foyer, where natural light fills the beautiful space. Immediately off the grand foyer, the formal living room sits to one side, featuring a fireplace and connecting seamlessly to a second, more casual living space with custom built ins. This relaxed gathering room opens onto the back deck and pool terrace, creating an ideal flow for indoor-outdoor entertaining. On the opposite side of the foyer, the formal dining room—adorned with elegant wallpaper and its own fireplace offers a sophisticated setting for entertaining.
The recently renovated kitchen offers panoramic views of the backyard and mountains beyond, complete with modern appliances, generous cabinet space, and abundant natural light. Adjacent is a custom mudroom with built-in bench seating and direct access to the two-car garage. A bar area and full bathroom complete the main level, while French doors throughout the home create seamless indoor-outdoor flow.
Upstairs, four generously sized bedrooms each offer private or semi-private porches, en-suite baths, and walk-in closets. The primary suite faces the mountains and features a covered porch, a spa-like bathroom with double vanities, a waterfall shower, a soaking tub, and an expansive walk-in closet. A full laundry room with washer and dryer is also located on the upper level for convenience.
The finished basement includes a fireplace and plenty of storage—perfect for hosting, recreation, or additional living space.
Grounds and Amenities
Outdoors, the home is surrounded by curated gardens, boxwood hedges, and thoughtful landscaping. A fenced backyard offers space for pets or play, while the rear deck and pool area provide a scenic backdrop for gatherings. Additional features include a pea gravel drive, a whole-house generator, and expansive views in every direction.
For the equestrian enthusiast or small-scale farming, the property includes a three-stall shed row barn, a large machine shed, and two additional storage sheds. The tennis court is privately tucked within the estate grounds.
This is a rare opportunity to own a turn-key country estate with both charm and timelessness, ideally situated within minutes of Delaplane wineries, trailheads, and Piedmont Hunt Country.
Please note the tennis court and pool are being offered "As-is".
$1,885,000


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PRICE REDUCTION! LOOKING for a 53 ac Horse Farm in Delaplane, Virginia? Welcome home!
This gorgeous custom built contemporary home features an OPEN floorplan concept, 4200+sq ft, 3 bedrooms, 2.5 baths, cherry hardwood floors, gourmet kitchen complete w/amazing cabinetry, top of the line appliances & a massive butlers pantry! As you enter the home via the double front doors you will find a grand foyer that leads straight to the light filled living/dining room (with deck) that boasts an impressive 22-ton "double-sided", stone wood-burning fireplace. The other side of the fireplace leads you to your home office/family room w/views of the front pasture & featuring high-speed Starlink® internet for telework! To the right of the foyer you will find the huge laundry room & the massive first floor primary owner suite, w/sitting area & outside access to an amazing porch overlooking all the splender of Virginia's local wildlife Fox, Deer, wild Turkey, & a bird watchers dream!). The indoor/walkout level offers 10-foot ceilings, two spacious bedrooms, a full bath, tile flooring & amazing light filled rooms. There is an attached oversized 3 car garage with a must have DOG shower, automatic garage doors, central vacuum, & vast storage.
FARM details - 52.86 acres of useable land/lush grass pastures, a 10 stall center aisle concrete barn w/dutch doors & overhangs (right side stalls have run outs), hot/ cold water, heated tack room w/washer and dryer, hayloft, electricity to each stall, JUMP field (front of farm), seven HUGE three board fenced grass pastures all include auto-waterers, 2 loafing sheds/run ins, round pen w/footing, 2 large storage buildings, trails on and off farm, separate meter/septic, & several creeks. Perfect for any equestrian operation, has been used as an Equine Quarantine facility due to close proximity to airports, sustainable AG enthusiast, or Vineyard (underground River/Creeks), or private Estate. Currently not in a conservation easement & an additional dwelling could be built on the farm (per county approval). Farm is currently operating as a 501C with huge tax benefits.
LOCATION LOCATION- Easy access for DC commuters via 66, Local wineries, medical services, THREE local Foxhunting Clubs nearby, Middleburg 20 min, 15 min to downtown Marshall w/fine dining/farm to table butcher/farmer market/Piedmont Equine/Tri County Feed, Upperville Horse Show 10min, Morven Park & Leesburg 40 min.
OWNER FINANCING IS AVAILABLE to approved buyers.
$1,850,000


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Price reduced to $770,000!! Seller is completing roadwork on the right of way and clearing of trails!!!Your perfect secluded location ! Beautiful rolling land; approximately 50% wooded. Approximately 1 mile to the hamlet of Delaplane. Property includes a tiny house with solar power and air conditioning. 24 HOUR NOTICE REQUIRED. LISTER MUST BE PRESENT!
Location is ideal for camping, hunting, hiking and enjoying Goose Creek. Minutes from I66, and near The Plains, Marshall and Middleburg. This property is under Conservation Easement with the Virginia Outdoors Foundation. Property is located between the Piedmont and Orange County Hunts.
Nestled among 50 +/- wooded and open acre estates. Close to schools, shopping and wineries. Real estate sale sign is on the right on Rokeby Road. CALL AGENT for appointment for access and to see parcel.
Additional pictures will be up loaded in a week.
$770,000


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Elegant rental home set on 21 private acres in the heart of Virginia’s wine country, offering privacy, mountain views, and direct access to one of the region’s premier vineyards. This custom-built residence features soaring ceilings, radiant floor heating, a gourmet kitchen with granite countertops and stainless steel appliances, and a welcoming living room with a stone fireplace. The spacious primary suite includes dual closets, a marble bath, and a private mountain-view setting, while additional bedrooms provide comfort for family or guests. Thoughtful details include a backup generator for peace of mind and high-quality finishes throughout. Perfectly located just minutes from Middleburg, Marshall, and I-66, this home combines the best of convenience and seclusion, making it an ideal retreat. Available December 1, with furniture optional, and currently operated as an Airbnb—showings must be scheduled around guest reservations.
$4,400




