The five highest-priced home sales reported in Greater Piedmont, Virginia for the week ending November 8, 2026, came from the region’s hunt and horse country, and together they totaled $10.955 million.
Three of the five are in Fauquier County, with the others in Madison and Rappahannock counties. Every one sits on at least five acres, and the group spans more than two centuries of building, from a historic farm in Orange to a Craftsman home in Warrenton that was finished two years ago.
No. 1 — $3,665,000 · 3730 Milestone Rd, The Plains, Virginia
Foalsfield, a stone-and-stucco country home on 12.32 acres in The Plains, sold for $3.665 million, the top price of the week. Farms surround the property, and it is convenient to both The Plains and Middleburg.
Built in 2006, the three-story home has 7,053 square feet, the most living area among the five sales, with four bedrooms and four full and two half baths. Each bedroom has its own bath, and the primary suite is on the main level. The floors are reclaimed antique pine, and there are four wood-burning fireplaces; the ones in the formal living and dining rooms have new hand-carved stone mantels.
A curved staircase rises from the foyer. The living room is entered through a library lined with custom bookcases, and the formal dining room has French doors to the terrace. The kitchen has a five-burner La Cornue range and a custom sink carved from a single block of marble. It opens to a family room with a fireplace and a built-in dining banquette, and those rooms lead out to a covered stone terrace and porch. Upstairs, a sitting room adjoins one of the bedrooms, and there is also a loft. The lower level has a media room.
Outside are a heated saltwater pool, a pool cabana and an outdoor stone fireplace. About two acres are enclosed with four-board fencing, with a dog door in the mudroom for access. Stone walls, mature landscaping and a two-bay equipment shed round out the grounds. The property last sold for $1.67 million in 2013.
The home went under contract 18 days after it was listed. John Coles and Natascha T Folens of Thomas and Talbot Estate Properties, Inc. were the listing agents, and Natascha Folens of Thomas and Talbot Estate Properties, Inc. represented the buyer.
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No. 2 — $2,285,000 · 4623 Tatums School Rd, Orange, Virginia
Hilton Farm in Orange dates to 1812, making it the oldest home among the week’s sales, and its 149.19 acres are the largest spread of the group. The brick residence, which is featured in Vee Dove’s Madison County Homes, sold for $2.285 million.
The two-story home has five bedrooms, four full and one half baths and 6,678 square feet. An open country kitchen anchors the daily rooms, while a library offers a quieter place to sit, and the dining room is large. The primary bedroom is on the main floor. The home has several masonry wood-burning fireplaces, along with front, side and rear porches.
The farm itself includes an 11-stall stable and numerous agricultural outbuildings, plus a four-car garage. The land is a mix of open fields and mature trees, with fencing for both cattle and horses. The town of Orange is five minutes away.
The home went under contract seven days after it was listed. BRIDGET ARCHER and PAMELA STORY DENT of MCLEAN FAULCONER INC., REALTOR were the listing agents.
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No. 3 — $2,100,000 · 8640 Holtzclaw Rd, Warrenton, Virginia
The newest home in the group, a Modern Craftsman completed in 2024, sits on 14.61 acres of rolling pasture in Warrenton with views of the mountains. It sold for $2.1 million.
The one-story home has 5,020 square feet, five bedrooms, and four full and two half baths, plus a finished walkout lower level. Ceilings are tall throughout the main floor, and the kitchen has a butler’s pantry and a wet bar. A screened porch and an expansive deck take in the surrounding landscape. The primary suite has two walk-in closets and a bath with a copper soaking tub that looks out on the pasture, and two more bedrooms and an office share the main level. Downstairs are a separate entrance, a fireplace, a media room, a kitchenette and space for billiards.
Besides the three-car garage attached to the home, a detached, heated six-car garage has a permitted one-bedroom apartment of 864 square feet above it. The acreage is cross-fenced. The property last sold for $253,500 in 2015, before the current house was built.
Listed by Eric Diello and Elizaveta Calester of TTR Sotheby’s International Realty, the home went under contract six days after it came on the market and sold for $100,000 above its $2 million asking price. Jeddie Busch of Compass represented the buyer.
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No. 4 — $1,900,000 · 1325 Rokeby Rd, Upperville, Virginia
On Rokeby Road in Upperville, with the Blue Ridge foothills as a backdrop, a Cape Cod-style brick home on 5 acres sold for $1.9 million. Built in 1973, it is surrounded by large estate properties and Fauquier County’s protected agricultural land.
The two-story home has four bedrooms, four full and one half baths and 3,653 square feet. Inside are beamed ceilings, paneled and plaster walls, a kitchen island and two fireplaces. Outside, a private pool has views of the mountains, and the grounds include landscaped gardens and extensive hardscape. The property last sold for $630,000 in 1998.
The home went under contract six days after it was listed. Will Driskill of Thomas and Talbot Estate Properties, Inc. was the listing agent, and John Coles of the same brokerage represented the buyer. It was one of two listings in this Top 5 for Thomas and Talbot Estate Properties, Inc., which also listed the week’s top sale.
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No. 5 — $1,005,000 · 65 Dennis Rd, Castleton, Virginia
Willow Pond Farm in Castleton, a restored 1915 farmhouse on 14.52 acres in Rappahannock County, sold for $1.005 million. At 2,148 square feet, it is the smallest home of the five, with three bedrooms and three baths on two stories, and it has been fully remodeled, with hardwood floors throughout.
The large screened front porch opens to the living and dining area, one open room with a cast-iron fireplace. A butcher-block island is the center of the kitchen, and a mudroom off the kitchen has a deep stainless-steel sink. One bedroom and a full bath are on the first floor. Upstairs, the primary bedroom has a walk-in closet with a sliding barn door and a bath with a walk-in shower.
The land is set up as a working farmette. For horses there are multiple fenced pastures and a lighted riding arena measuring 50 by 150 feet, and the barns and outbuildings have been updated with electricity. Run-in sheds for livestock and a chicken coop are also on the property, and a fenced garden has raised vegetable beds. The spring-fed pond, stocked with bass and bluegill, has a floating dock and is big enough to swim in. The property last sold for $424,000 in 2017.
Ashleigh Cannon of Cheri Woodard Realty was the listing agent, and Tanya A Paull, also of Cheri Woodard Realty, represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 8, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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