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1787 Light Horse Ln, Delaplane
$4,950,000
4 Beds ⋅ 5 Baths
Seaton Place Farm | Ideally situated between Upperville and Delaplane, Seaton Place Farm encompasses approximately 55 acres of rolling pastures, mature trees, and sweeping lawns in the heart of Virginia’s Hunt Country. At the center of the property, the circa-1840 brick residence offers approximately 5,800 square feet of living space, blending historic character with refined modern living. Original architectural details, including exposed brick, antique floors, hand-blown glass, and vintage mantels, are complemented by beautifully renovated baths and a light-filled primary suite and balcony overlooking the grounds. The main residence features four bedrooms, three full bathrooms, two half bathrooms, nine fireplaces, and an attached two-car garage. The recently reimagined chef’s kitchen and great room wing serves as the heart of the home. Custom cabinetry, an imported Lacanche range, premium appliances, and a soaring cathedral ceiling with stone fireplace create an exceptional space for everyday living. Curated outdoor space around the residence includes stone courtyards, a koi pond, a marble and wrought-iron rotunda, an expansive entertaining terrace with stone hearth, and a Gunite, saltwater pool. A separate carriage house offers an independent three-bedroom, two-bath residence with full kitchen, generous porches, and detached garage. Currently operated as a successful short-term rental, it offers flexibility guests or income potential. Recreational and equestrian amenities include a professionally designed, low-maintenance private golf course featuring three greens and 11 tee boxes for a nine-hole playing experience. The expansive barn complex offers six stalls with individual paddock access, a wash stall, two tack rooms, loft storage, and additional space for farm equipment. A large pond with dock further enhances the setting. Multiple run-in sheds, fenced pastures, a creek-fed lower field, chicken houses, a greenhouse, and fenced garden complete the property. Combining historic architecture, thoughtful design, and exceptional amenities, Seaton Place Farm offers a distinctive Hunt Country lifestyle with opportunities for horseback riding, golf, fishing, entertaining, and enjoying the privacy and beauty of the Virginia countryside.

1787 Light Horse Ln, Delaplane

Listing courtesy of TTR Sotheby's International Realty. Contact:

262 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.

262 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:

3545 Cobbler Mountain Rd, Delaplane
$749,000
3 Beds ⋅ 2 Baths
Owned by the same family since the 1950s, this Home has been thoughtfully renovated over the years and from top-to-bottom between 2023–2026. Beautifully maintained and remodeled, this 3-bedroom, 2-bath brick ranch sits on a highly sought-after 3.7-acre lot in Delaplane. Offering convenient main-level living with modern updates and timeless charm this Home has an excellent price per square foot for the quality of upgrades conveyed. Recent upgrades include new windows, roof, gutters, soffits, HVAC, kitchen and coffee nook, bathrooms, laundry room, full basement, generator, water filtration system, vinyl siding, porch addition, gas log fireplace, garage doors, interior doors, lighting, switches, and more! Compare location, generous parcel size and price to new construction- this Home is a steal! Nestled on a lush, 3.7 acre landscaped lot surrounded by mature trees, the property combines privacy, convenience, and exceptional curb appeal. Inside, the bright and open floor plan showcases beautiful (renewed) oak hardwood floors, spacious living areas, abundant natural light, and large new windows throughout. Designed for both everyday living and entertaining, the home offers comfortable gathering spaces on both the main and lower levels and exterior. Relax on the inviting covered front porch or host guests on the private screened-in backyard patio. With its classic brick exterior, beautifully maintained grounds, and prime location near Delaplane, Marshall, and Front Royal — with easy access to I-66 — this charming property truly has it all. 40 mins to Dulles Airport and Fairfax. 45 to Reston and Tysons. 1 hour to DC. Schedule your private showing today!

3545 Cobbler Mountain Rd, Delaplane

Listing courtesy of TTR Sotheby's International Realty. Contact:

9078 Maidstone Rd, Delaplane
$4,995,000
2 Beds ⋅ 1 Baths
Set on 120 pristine acres in the heart of Virginia’s hunt country, this exquisitely restored 1860s Victorian farmhouse offers a rare opportunity to own a private estate with sweeping 360° Blue Ridge Mountain views. Overlooking Goose Creek and framed by spectacular sunsets, the property blends timeless elegance with modern comforts, featuring thoughtfully designed interiors, a spa-inspired bath, and inviting indoor-outdoor living with expansive porches and firepit entertaining areas. Perfectly positioned just minutes from route 66, Upperville, Middleburg, and some of the region’s most prestigious wineries and equestrian events, this estate is ideally suited for the discerning buyer seeking both tranquility and proximity to the country’s premier horse community. With ample acreage for riding, recreation, or future equestrian pursuits, this is a truly exceptional offering in one of Virginia’s most coveted settings in Orange County Hunt territory. Also available as 50 acres including the house, pending boundary line adjustment. Contact seller agent for more details. Agent related to seller. Professional interior shots coming soon

9078 Maidstone Rd, Delaplane

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

11066 Moreland Rd, Delaplane
$875,000
3 Beds ⋅ 2 Baths
Price Reduction! Full restoration. Step back in time—without sacrificing modern comfort—in this beautifully restored circa 1875 farmhouse, a rare offering that has remained in the same family for generations until this year. Crafted in stucco-over-frame construction, the home is undergoing a thoughtful, top-to-bottom restoration that preserves its rich history while elevating its livability for today. Inside, you’ll find 3 charming bedrooms, 2 full baths, and a welcoming fireplace, all blending period character with refreshed style and comfort. (See attachments for the full list of improvements.) Set on 9.50 acres of gently rolling, mostly open land, the property enjoys bold, unobstructed mountain views and is surrounded by large conservation-easement farms, ensuring enduring privacy and rural beauty. A natural spring on the land offers potential for a future pond. Additional historic features include an old frame-and-stone barn and a family cemetery, adding to the unique story of the property. One family member was even a soldier in Mosby’s Rangers during the Civil War, deepening the home’s historical connection. A truly special opportunity to own a piece of Virginia’s past—revived for the next century.

11066 Moreland Rd, Delaplane

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

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