Delaplane Real Estate

Delaplane Real Estate

Nestled in the scenic foothills of the Blue Ridge Mountains, Delaplane, Virginia, is a hidden gem that perfectly embodies the charm of rural living while offering a taste of the vibrant culture found in nearby towns. Located in Fauquier County, this quaint community is a haven for those seeking tranquility and natural beauty, making it an ideal spot for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Delaplane is renowned for its picturesque landscapes, featuring rolling hills, lush vineyards, and sprawling farms that create a serene backdrop for everyday life. The area is steeped in history, with a rich heritage that dates back to the 18th century. Visitors and residents alike can explore the historic sites, including the iconic Delaplane Train Depot, which serves as a reminder of the town's storied past.

For outdoor enthusiasts, Delaplane offers ample opportunities for hiking, horseback riding, and wine tasting at local vineyards. The nearby Virginia Wine Country boasts some of the finest wineries in the region, making it a popular destination for weekend getaways and special events.

Community spirit thrives in Delaplane, with local events and farmer's markets that foster connections among residents. Whether you're strolling through the charming streets, enjoying a leisurely afternoon at a local café, or attending a seasonal festival, Delaplane invites you to experience the warmth and hospitality that make it truly special.

Discover the enchanting lifestyle that awaits you in Delaplane, where every day feels like a breath of fresh air. Embrace the beauty, savor the culture, and find your perfect home in this idyllic Virginia community.

Newest Listings in Delaplane

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:

2697 Rokeby Rd, Delaplane
$2,225,000
Along the gravel stretch of Rokeby Road, approximately 85 acres of Brookside Farm unfold in rolling hayfields, mature woods, and the winding waters of Gap Run. An 1840s log cabin stands within this breathtaking landscape, while some 30 acres of woods shelter old trails and secluded stretches of stream. The property’s elevated ground offers the possibility of a new homesite amid the enduring beauty of Piedmont Hunt Country. The old log cabin retains its early character, with a large living room, fireplace, and stairs to a second floor. Beside the kitchen entrance, a spring still runs clear and cold, its edges thick with watercress. Behind the cabin, a tractor path climbs through the hayfield, with stunning views across the farm below. Large stands of oaks rise along the hilltop, and the ground levels to a shaded corridor along the woodland edge. Here, an opening leads into mature woods identified on early surveys as “Jacob’s Ladder.” Well-worn trails are maintained throughout by the Piedmont Hunt, preserving the old network of travel through this extraordinary forest. The wooded ground falls away to the south and east toward the deep water and wide bends of Gap Run, while to the north and west it rises along a ridge behind the vast hayfield beside the cabin. Here, at Brookside’s highest elevation, the land commands sweeping views across the countryside to the Cobbler and the Blue Ridge Mountains. The land is conscientiously protected under a conservation easement held by the Virginia Outdoors Foundation.

2697 Rokeby Rd, Delaplane

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

10257 Stillhouse Rd, Delaplane
$1,300,000
3 Beds ⋅ 3 Baths
Nestled on a secluded cul-de-sac in the rolling hills of Fauquier County, this property has been transformed over two decades into a one-of-a-kind mountain retreat. With over 3,000 square feet of living space, breathtaking mountain views, a picturesque creek, a resort-style pool and basketball court, and hundreds of thousands of dollars in hardscaping, this is truly a property unlike any other. Step through the custom 36-inch front doors into a family room with soaring 14-foot ceilings, a stone fireplace with gas insert, and stone veneer pillars and accent walls. The entire interior has been freshly painted. A few steps up leads to the expansive kitchen with hickory cabinetry, granite countertops, a gas stove, and custom oak crown molding with inlays. Recent appliance upgrades include a new dishwasher (2023), microwave (2023), refrigerator (2025), and washer and dryer (2026). Ascending the custom oak staircase with curved railing and oak trim, you enter the upper level where soaring 12-foot vaulted cathedral ceilings with knotty pine tongue-and-groove boards flow above premium 6-inch hickory hardwood floors. Four dramatic doghouse dormers add tremendous living space and natural light throughout. Three bedrooms, a bonus room off the primary serving as a sitting room or home office, and a spa-like primary bathroom featuring a 65-inch soaking tub, Ariel Cambridge 72-inch dual-sink marble vanity, marble wall tile, and LED lighted mirror complete the upper level. All bathrooms feature new Kohler toilets installed in 2025. Step outside to a resort-style complex where a second-story deck overlooks a 20x40 foot, 10-foot-deep saltwater pool with diving board, outdoor shower, and 24-foot waterfall fountain. A concrete basketball court with commercial-grade hoop, bluestone hardscaping, multiple retaining walls, and low-voltage landscape lighting complete the outdoor experience. Major infrastructure upgrades include a new 275-foot well with pump, pressure tank, and whole house filtration (2025), a Fauquier County permitted septic system with 1,500-gallon holding tank (2026), a whole house 16kW generator, new A coil (2023), new ejector pump with alarm (2023), radon mitigation system, whole house propane manifold, and an extensive underground drainage system. The detached two-car garage is fully wired and received a brand new roof in 2025. This is a legacy property, expertly crafted, endlessly upgraded, and ready for its next chapter.

10257 Stillhouse Rd, Delaplane

Listing courtesy of Samson Properties. 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:

3475 Fenny Hill Rd, Delaplane
$699,900
4 Beds ⋅ 3 Baths
HUGE PRICE ADJUSTMENT!! Don't miss out on this one! Welcome to your own private retreat in Delaplane, VA! Set on 3.8 secluded acres, this 4-bedroom, 2.5-bath home offers a great blend of comfortable living, outdoor space, and unique features. The primary suite includes a full bath, walk-in closet, and secondary closet. The partially finished walk-out basement adds a family room, bedroom, and rough-in for a full bathroom, providing plenty of flexibility for guests, hobbies, or additional living space. Step outside onto the impressive 16' x 40' composite deck, perfect for relaxing or entertaining. The oversized 3 car garage features 16' ceilings and is ready for a car lift. Additional highlights include shooting range, chicken coop, and garden area. New well pump and pressure tank installed in 2023. If you're looking for privacy, space, and the freedom to enjoy the outdoors, this Delaplane property is worth a look!

3475 Fenny Hill Rd, Delaplane

Listing courtesy of Berkshire Hathaway HomeServices PenFed 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:

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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