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2626 Rokeby Rd, Delaplane
$2,400,000
4 Beds ⋅ 5 Baths
Along the gravel stretch of Rokeby Road, across the bridge at Gap Run, Brookside Farm unfolds as it has for nearly two centuries—a timeless property in the heart of Piedmont Hunt Country. Its historic 1840s residence, outbuildings, and approximately 100 acres belong to a landscape that feels not arranged, but inherited—shaped over generations and remarkably intact. Hayfields rise toward long views of the Blue Ridge Mountains, streams flow beneath mature trees, and the house and outbuildings rest naturally within the countryside. At the heart of the property stands the stately yet unpretentious 1840s residence, built of stone and stuccoed brick. It has been thoughtfully updated over the years while retaining its historic character. Originally two separate structures—a main house and stone cook house—the two were joined in the 1960s by a fieldstone kitchen. A broad screened porch provides entry into the kitchen’s breakfast area. From there, one step rises into the old cook house, now an informal den, while an original swinging service door leads into the spacious dining room with a fireplace. Beyond the dining room, the back hall serves as the home’s informal crossroads. Stairs lead to the rooms above and the basement below. A main door provides additional entry from outside, while another opens onto a rear terrace beside the brook. Two steps descend into the library, a favorite gathering place, with its fireplace and floor-to-ceiling bookcases framing the entrance to the front hall. The original formal entrance, framed by sidelights and a transom, opens onto a stone landing flanked by mature boxwood and lawn. A broad doorway leads into the generously proportioned living room, with tall windows, original woodwork, and a fireplace. From the front hall, the staircase rises gracefully to the second floor, with its walnut handrail and turned balusters. At the top of the front staircase, the spacious primary bedroom, one of three with fireplaces, overlooks the grounds through tall windows. It allows ample room for both sleeping and sitting. The upper hall leads past two full bathrooms to another bedroom overlooking the brook. At the top of the back staircase are a sitting room and an adjoining bedroom, currently used as an office. This bedroom, as well as the hall landing, gives access to a large second-story screened “sleeping porch.” Built directly above the porch below, with exposed rafters and wood floors, it remains a wonderfully intact expression of an earlier way of summer living. Behind the house, a footbridge crosses the brook to the swimming pool. Across the gravel drive, beneath old persimmon, dogwood, and cherry trees, the carriage house remains part of the working fabric of the farm. Three large bays provide storage, while a fourth serves as a run-in shed for the adjoining paddock. An expansive hayloft above offers further possibilities. Approaching the barn, the history of Holland’s Mill becomes tangible. Its foundation incorporates surviving stonework from the former woolen factory, destroyed by fire in 1864. Built into the hillside, the barn’s immense hayloft remains accessible at grade through large double doors. West of the barn, behind the silo and partly concealed by vines, stands a largely intact, imposing dry-laid stone structure. It remains a remarkable surviving feature thought to have served the mill’s operations. The approximately 100 acres surrounding the historic house and outbuildings rise and fall through hayfields, pasture, wooded slopes, and winding streams. A hayfield near the house climbs alongside Gap Run, offering views over its wide bends below, while pastures above the barn look unimpeded toward the Blue Ridge Mountains. The land is protected under a conservation easement.

2626 Rokeby Rd, Delaplane

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

2626 Rokeby Rd, Delaplane
$4,625,000
4 Beds ⋅ 5 Baths
Along the gravel stretch of Rokeby Road, across the bridge at Gap Run, Brookside Farm unfolds as it has for nearly two centuries—a timeless property in the heart of Piedmont Hunt Country. Its 1840s house, historic outbuildings, and 185 acres form a remarkably intact landscape shaped over generations. Hayfields rise toward sweeping views of the Blue Ridge Mountains, streams wind beneath mature trees, and historic structures rest naturally within the countryside. At the heart of the farm stands the stately yet unpretentious 1840s residence, built of stone and stuccoed brick. Originally two structures—a main house and stone cook house—they were joined in the 1960s by a fieldstone kitchen. Thoughtfully updated over time, the house retains its original character. A broad screened porch welcomes visitors, while the former cook house now serves as an informal den. An original swinging service door opens to the spacious dining room, and the back hall connects the upper rooms, basement, front landing, and rear stone terrace beside the brook. The library features a fireplace and floor-to-ceiling bookcases framing the front hall. The original formal entrance retains its sidelights and transom, and a graceful staircase features a walnut handrail and turned balusters. The generous living room offers tall windows, original woodwork, and a fireplace. Upstairs, the spacious primary bedroom, one of three bedrooms with fireplaces, overlooks the grounds and accommodates both sleeping and sitting areas. The upper hall leads past two full bathrooms to another bedroom overlooking the brook. A second staircase opens to a sitting room and adjoining bedroom, currently used as an office. Both access a large second-story screened sleeping porch, with exposed rafters and wood floors—a wonderfully preserved reminder of an earlier era of summer living. Across the gravel drive, beneath mature persimmon, dogwood, and cherry trees, the carriage house offers three large storage bays and a fourth bay serving as a paddock run-in shed. An expansive hayloft above offers further possibilities. The barn incorporates stonework from Holland’s Mill, a former woolen factory destroyed by fire in 1864. Its immense hayloft, built into the hillside, remains accessible at grade through large double doors. West of the barn, behind the silo and partly concealed by vines, stands a largely intact, imposing dry-laid stone structure believed to have served the mill’s operations. Across the road, an 1840s log cabin retains its early character, with a large living room, fireplace, and stairs to the second floor. A spring beside the kitchen entrance still runs clear and cold, bordered by watercress. Behind the cabin, a tractor path climbs through the fields to expansive views across the farm. Mature oaks line the hilltop, where the land transitions into a shaded woodland corridor. Some 35 acres of mature forest, historically identified on early surveys as “Jacob’s Ladder,” preserve a network of worn trails. The woods descend toward the broad bends of Gap Run and rise along a ridge behind the hayfield. At Brookside’s highest elevation, the ridge commands sweeping views of the countryside, the Cobbler, and the Blue Ridge Mountains. The land is protected by a conservation easement held by the Virginia Outdoors Foundation.

2626 Rokeby Rd, Delaplane

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

9565 Briar Ln, Delaplane
$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:

3608 N Red Oak Ln, Delaplane
$789,999
4 Beds ⋅ 5 Baths
This home solves unique problems for homebuyers. Looking to bring in family or friends but worry about space. Well, this home has the solution for that with the distinct living spaces. Have pets that cannot get a long, with the 3 "separated" privacy fenced backyards solves this problem. Want to avoid having an HOA telling you what you can and cannot do, then this home solves this issue. Space to spread out. Privacy to unwind. Virginia wine country to explore. Set on 1.76 acres with peaceful views, meaningful updates, and a highly adaptable layout, 3608 N Red Oak Ln brings together country living and everyday flexibility in the heart of Delaplane. This home as a 5.5% assumable loan and feautures 4 bedrooms, 4 full bathrooms, 1 half bath, multiple living areas, two full kitchens, and a finished lower level with its own rear entrance. The layout offers excellent flexibility for guests, extended stays, work-from-home needs, recreation, multigenerational living, or simply enjoying more space and privacy. Recent improvements add value and peace of mind. The bathrooms have been renovated, and major system updates include new water heater, and new water filtration system. Hardwood floors, generous gathering spaces, walk-in closets, recessed lighting, a pantry, and a stone fireplace add warmth and function throughout the home. Outside, multiple fenced sections create separate areas for entertaining, pets, gardening, play, or quiet relaxation. Pasture and wooded views provide a peaceful backdrop for morning coffee, outdoor gatherings, and evenings spent unwinding at home. The lifestyle extends well beyond the property. Spend an afternoon exploring six nearby wineries and vineyards—Delaplane Cellars, Barrel Oak Winery & Brewery, Three Fox Vineyards & Brewery, Arterra Wines, Lost Mountain Vineyards, and Naked Mountain Winery. Pair a weekend tasting with a hike at Sky Meadows State Park or an outing to Marshall or Middleburg, then return to your own private retreat. Access to major commuter routes keeps Northern Virginia within reach while home feels a world away. For buyers seeking additional flexibility, the home’s layout may also support income-producing potential. A third-party short-term rental analysis is available for review; buyers should independently verify all use, permitting, occupancy, tax, and zoning requirements. With renovated bathrooms, two full kitchens, flexible living areas, and nearly two acres to enjoy, 3608 N Red Oak Ln offers room to live, work, host, and embrace the Delaplane lifestyle.

3608 N Red Oak Ln, Delaplane

Listing courtesy of Signature Move Real Estate. Contact:

2525 Gibson Ct, Delaplane
$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:

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