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$835,000

Space, flexibility, privacy, and meaningful updates in the heart of Delaplane. Set on 1.76 acres with peaceful views and a highly adaptable layout, 3608 N Red Oak Ln offers the kind of room and versatility that is hard to find at this price point. Inside, the home features 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 creates excellent flexibility for guests, extended stays, work-from-home needs, recreation space, multigenerational living, or simply spreading out with more privacy. Recent improvements add real value and peace of mind. The bathrooms have been renovated, and major system updates include a new HVAC system, 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. The outdoor setup is another standout feature. The property includes multiple fenced sections, creating separate outdoor areas for entertaining, pets, gardening, play, or quiet relaxation. With nearly two acres, pasture and wooded views, and room to enjoy the outdoors, the home offers a true country-living feel without giving up access to Northern Virginia, wineries, Sky Meadows State Park, Marshall, Middleburg, and major commuter routes. 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. If you have been looking for an updated Delaplane home with privacy, space, two kitchens, flexible living areas, and room to live, work, host, and unwind, 3608 N Red Oak Ln deserves a closer look.

4 Beds ⋅ 5 Baths

Space, flexibility, privacy, and meaningful updates in the heart of Delaplane. Set on 1.76 acres with peaceful views and a highly adaptable layout, 3608 N Red Oak Ln offers the kind of room and versatility that is hard to find at this price point. Inside, the home features 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 creates excellent flexibility for guests, extended stays, work-from-home needs, recreation space, multigenerational living, or simply spreading out with more privacy. Recent improvements add real value and peace of mind. The bathrooms have been renovated, and major system updates include a new HVAC system, 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. The outdoor setup is another standout feature. The property includes multiple fenced sections, creating separate outdoor areas for entertaining, pets, gardening, play, or quiet relaxation. With nearly two acres, pasture and wooded views, and room to enjoy the outdoors, the home offers a true country-living feel without giving up access to Northern Virginia, wineries, Sky Meadows State Park, Marshall, Middleburg, and major commuter routes. 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. If you have been looking for an updated Delaplane home with privacy, space, two kitchens, flexible living areas, and room to live, work, host, and unwind, 3608 N Red Oak Ln deserves a closer look.

3608 N Red Oak Ln, Delaplane

Listing courtesy of Signature Move Real Estate. Contact: 2028581101

$875,000

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.

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:

$4,999,000

Seaton Place Farm — A legacy estate of scale, privacy, and distinction in the heart of Hunt Country. Back on market through no fault of the property or sellers. Originally under contract as a secondary country retreat, the buyers' circumstances and timing changed. Inspections were completed successfully, and the reports are available upon request. Set between Upperville and Delaplane, on the edge of coveted Mellon land and within Piedmont Hunt territory, this 55± acre estate represents a category of ownership rarely available—and increasingly impossible to recreate. Defined by land, location, and architectural presence, it offers a level of privacy and permanence that distinguishes it from typical offerings. The circa-1840 brick residence—spanning approximately 5,800 square feet—has been carefully evolved to meet modern expectations while preserving its historic integrity. Positioned to command the landscape, the home is surrounded by curated outdoor environments including formal stone courtyards, a koi pond, a marble and wrought-iron rotunda, and a pool designed for both entertaining and retreat. Interiors are grounded in authenticity yet executed with refinement. Original materials—exposed brick, antique flooring, hand-blown glass, and period mantels—are complemented by elevated updates and a cohesive design approach. The primary suite offers privacy, natural light, and elevated views across the property, reinforcing a sense of quiet separation from the everyday. A newly reimagined kitchen and great room anchor the residence with a distinctly modern luxury sensibility. Featuring an imported Lacanche range, bespoke cabinetry, premium appliances, and a cathedral ceiling framed by a substantial stone fireplace, the space delivers both visual impact and functional excellence. Published and thoughtfully designed, it is the true center of the home. A separate carriage house introduces flexibility without compromise. Fully independent, with three bedrooms, two baths, and a complete kitchen, it functions equally well as a guest residence, staff quarters, or income-producing asset. Its established record as a highly rated luxury rental underscores both its quality and appeal. The estate’s amenities extend beyond expectation. A private Par 3 golf course—with three professionally designed greens and eleven tee boxes—offers a rare, low-maintenance recreational asset. A substantial pond with dock, an established barn complex, and extensive supporting infrastructure position the property for equestrian use or broader lifestyle pursuits. The barn includes six stalls with individual run outs, a wash stall, dual tack rooms, loft storage, and flexible auxiliary space suitable for modern adaptations—fitness, storage, or collection use. Additional features include fenced pastures, run-in sheds, a creek-fed field, greenhouse, garden, and supporting agricultural structures—creating a fully realized estate environment. This is a property that operates at a different level. Private, complete, and inherently limited by geography and legacy land constraints, Seaton Place Farm offers a compelling opportunity for the buyer seeking scale, discretion, and long-term value in one of Virginia’s most established and tightly held regions. A refined Hunt Country estate—offered for those who understand the difference.

4 Beds ⋅ 5 Baths

Seaton Place Farm — A legacy estate of scale, privacy, and distinction in the heart of Hunt Country. Back on market through no fault of the property or sellers. Originally under contract as a secondary country retreat, the buyers' circumstances and timing changed. Inspections were completed successfully, and the reports are available upon request. Set between Upperville and Delaplane, on the edge of coveted Mellon land and within Piedmont Hunt territory, this 55± acre estate represents a category of ownership rarely available—and increasingly impossible to recreate. Defined by land, location, and architectural presence, it offers a level of privacy and permanence that distinguishes it from typical offerings. The circa-1840 brick residence—spanning approximately 5,800 square feet—has been carefully evolved to meet modern expectations while preserving its historic integrity. Positioned to command the landscape, the home is surrounded by curated outdoor environments including formal stone courtyards, a koi pond, a marble and wrought-iron rotunda, and a pool designed for both entertaining and retreat. Interiors are grounded in authenticity yet executed with refinement. Original materials—exposed brick, antique flooring, hand-blown glass, and period mantels—are complemented by elevated updates and a cohesive design approach. The primary suite offers privacy, natural light, and elevated views across the property, reinforcing a sense of quiet separation from the everyday. A newly reimagined kitchen and great room anchor the residence with a distinctly modern luxury sensibility. Featuring an imported Lacanche range, bespoke cabinetry, premium appliances, and a cathedral ceiling framed by a substantial stone fireplace, the space delivers both visual impact and functional excellence. Published and thoughtfully designed, it is the true center of the home. A separate carriage house introduces flexibility without compromise. Fully independent, with three bedrooms, two baths, and a complete kitchen, it functions equally well as a guest residence, staff quarters, or income-producing asset. Its established record as a highly rated luxury rental underscores both its quality and appeal. The estate’s amenities extend beyond expectation. A private Par 3 golf course—with three professionally designed greens and eleven tee boxes—offers a rare, low-maintenance recreational asset. A substantial pond with dock, an established barn complex, and extensive supporting infrastructure position the property for equestrian use or broader lifestyle pursuits. The barn includes six stalls with individual run outs, a wash stall, dual tack rooms, loft storage, and flexible auxiliary space suitable for modern adaptations—fitness, storage, or collection use. Additional features include fenced pastures, run-in sheds, a creek-fed field, greenhouse, garden, and supporting agricultural structures—creating a fully realized estate environment. This is a property that operates at a different level. Private, complete, and inherently limited by geography and legacy land constraints, Seaton Place Farm offers a compelling opportunity for the buyer seeking scale, discretion, and long-term value in one of Virginia’s most established and tightly held regions. A refined Hunt Country estate—offered for those who understand the difference.

1787 Light Horse Ln, Delaplane

Listing courtesy of Compass. Contact: (703) 310-6111