20185, VA homes for sale & real estate

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ABOUT THIS HOME
20185, VA Homes for Sale
Peace and Plenty at Bollingbrook, circa 1809, is a remarkable Virginia estate with breathtaking sunset views and a history reaching back to the earliest years of the Commonwealth. The property was originally part of a 9,600-acre land patent granted by Lord Fairfax in 1731. In 1809, 790 acres were given as a wedding present, upon which the original one-story Federal brick house was constructed. In 1830, Robert Bolling expanded the residence to 21 rooms, creating the handsome Jeffersonian house that remains today, distinguished by 14-foot ceilings, finely carved fireplace mantels, intricate cornices and columns, a graceful staircase, hand-blown glass walk-through windows, original decorative

$10,950,000

4 beds3.5 baths8,613 sq ft

1610 Delaplane Grade Rd, Upperville, VA 20184

Historic structures • 365.6 acre lot • 3 garage spots

(540) 687-8500

ABOUT THIS HOME
20185, VA Homes for Sale
European-Inspired Architectural Gem in Virginia Horse Country! Just eight miles from Middleburg and approximately one hour from Washington, DC, this exceptional 3,800-square-foot residence is a rare architectural gem, blending European-inspired elegance, exceptional craftsmanship, and modern luxury in the heart of Virginia Horse Country. Ideally located along John S. Mosby Highway just off Route 50, with the Blue Ridge Mountains as a scenic backdrop, the property is steps from Hunters Head Tavern and minutes from some of Virginia's most celebrated horse-country destinations, wineries, farm-to-table restaurants, and charming country inns. The location offers an extraordinary rural lifestyle

$1,550,000

3 beds2 baths3,801 sq ft

9016 John S Mosby Hwy, Upperville, VA 20184

0.47 acre lot • Garage • Built 1918

(703) 378-8810

ABOUT THIS HOME
20185, VA Homes for Sale
The simple pleasures of farmhouse living, in the heart of Upperville. There is something wonderfully comforting about an old farmhouse—the wide-plank feel of hardwood floors beneath your feet, rooms that feel connected rather than formal, sunlight moving through the windows, and the sense that generations have lived, gathered, cooked, and celebrated here. 1150 Poplar Row Lane captures that feeling beautifully, tucked along a quiet private street in the historic village of Upperville. Set on a full acre, this charming antique farmhouse offers three bedrooms and two full baths, with an easy, inviting floor plan designed for the way people actually live. The main level includes a livin

$875,000

3 beds2 baths2,384 sq ft

1150 Poplar Row Ln, Upperville, VA 20184

Screened gazebo • Private street • One acre

(703) 430-9008

FLOOR PLAN

ABOUT THIS HOME
20185, VA Homes for Sale
Nestled in the heart of historic Upperville, this charming farmhouse offers timeless character on a picturesque 1-acre lot. Featuring 3 bedrooms, 2.5 bathrooms, and over 2,400 square feet of living space, the home welcomes you with a classic covered front porch, metal roof, and mature landscaping. A standout feature is the CV (Commercial Village) zoning, presenting a unique opportunity for buyers seeking a live/work lifestyle, boutique business potential, or future flexibility (buyers should verify permitted uses with Fauquier County). Enjoy the charm of village living while remaining just minutes from wineries, equestrian facilities, local shops, and commuter routes. Whether you're searchi

$849,000

3 beds2.5 baths2,432 sq ft

9027 John S Mosby Hwy, Upperville, VA 20185

Covered front porch • Metal roof • 1 acre lot

(540) 687-6321

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ABOUT THIS HOME
20185, VA Homes for Sale
New price - a significant price repositioning! Small Spring Farm is being offered for the first time in over 50 years. Nestled on 27 scenic acres just north of Upperville, this charming horse property enjoys beautiful Blue Ridge Mountain views and offers a rare combination of history, character, and equine amenities in the heart of Virginia's hunt country. At the center of the farm is a unique residence created by linking two historic stone cottages, one dating back to 1812. The result is a warm and inviting home that can function as a single residence or as two connected living spaces, each with its own kitchen, making it ideal for extended family, guests, or a variety of living arrangemen

$2,125,000

4 beds4 baths3,324 sq ft

33195 Millville Rd, Upperville, VA 20184

Covered front porch • Equine amenities • Spacious rear deck

(540) 687-6500

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