Delaplane VA Real Estate & Homes for Sale

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

4 Bedrooms, 4.5 Baths, Almost 2 Acres, 3 Distinct Living Spaces, 3 Enclosed Back Yards, and recently renovated....welcome to 3608 N. Red Oak Ln. A Multigenerational Home, or Investment Opportunity that rarely is available. this Home Features 3 Distinct living Spaces that offers a plethora of opportunities or solves multiple unique issues. It allows for multiple people to live under one roof, but with 3 different, private, self sustaining living areas with their own Private Entrance and Exit and with their own fenced off portion of the yard that is still connected to each other through a gate. In 2023, the home went through bathroom renovations, flooring replacement, and interior repaint. The fence was added in 2023 along with a New Water Softener System. There is No HOA, plenty of parking space, and unlimited possibilities with this home. Come to this home and see how this home can be right for you.

Welcome to an extraordinary private estate set on over 25 acres of scenic countryside, where refined living meets the beauty of open farmland. A picturesque, tree-lined drive and gravel approach create a grand sense of arrival, offering both privacy and timeless elegance. Inside, a stunning foyer welcomes you with rich wood flooring, setting the stage for the sophisticated interiors that follow. Designed with both luxury and comfort in mind, the home offers expansive living spaces ideal for entertaining and everyday living alike. The kitchen features stainless steel appliances, granite countertops and wood cabinetry, with windows that highlight the plush landscape, perfect for gathering and hosting with ease. Thoughtfully designed spaces flow seamlessly throughout the home, including a dedicated media room - perfect for cinematic experiences in the comfort of your own residence. Each bedroom serves as a private sanctuary, enhanced by distinctive features such as cozy fireplaces, serene balconies, and spacious walk-in closets, delivering a true retreat-like experience. The owner's suite has a custom California Closet System in the oversized closet. The fully finished basement introduces a private, self-contained living area complete with its own kitchen and laundry room, along with custom flagstone flooring sourced from the property itself. and a steam shower. This versatile space is ideal for extended family, guests, or potential income-producing opportunities, all while maintaining a high level of comfort and privacy. Step outside to discover resort-style living at its finest. An expansive deck overlooks the beautifully maintained grounds, while the recently serviced pool and charming gazebo provide the perfect backdrop for elegant outdoor entertaining or quiet relaxation. Additional amenities include a detached two-car garage and a state-of-the-art 25KW in-ground solar system, valued at approximately $100,000 and fully conveying with the property - offering both sustainability and impressively low electric costs. With over 25 acres of versatile farmland, this estate presents a rare opportunity to embrace a lifestyle of luxury, privacy, and possibility - whether for equestrian pursuits, agriculture, or simply enjoying the tranquility of your own expansive retreat. This is more than a home - it is a legacy property.

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.

Discover Pohick's Corner - a stunning 96-acre country retreat in the heart of Virginia's horse and wine country, just one hour from Washington, D.C. Set amid rolling hills and preserved landscapes, this exceptional property offers both serenity and opportunity. Protected by a Fauquier County conservation easement, Pohick's Corner and its neighboring property will forever maintain their breathtaking views and rural charm. The easement allows for the construction of an additional 6,000 sq. ft. home and multiple outbuildings - imagine your dream estate with space for a garage, barn, sheds, or pool house - all while enjoying the existing cozy cottage pool house and low taxes. Built in 2023, the four-bedroom home combines comfort, accessibility, and craftsmanship. Designed for one-level living, it features ramps, wide doorways, and open spaces ideal for easy movement. Inside, you'll find vaulted and 9ft ceilings, hardwood floors throughout, and marble floors in the kitchen, half bath, and laundry room. A constant-pressure, variable-speed pump delivers water from the 100-gallon-per-minute well, and the five-bedroom septic system allows for future expansion. Step outside to the two-lane lap pool with a zero-entry ramp, perfect for relaxing or daily exercise. The land itself is a rare find - 96 acres of rich, diverse soils, ideal for pasture, grazing, or crops, bordered by two creeks and containing a natural spring. Whether you're looking to create a private compound, a luxury farm retreat, or simply enjoy country living with modern comfort, Pohick's Corner offers it all - unmatched privacy, natural beauty, and endless potential.

Introducing Ashleigh, a storied 98-acre estate with sweeping views of the Delaplane countryside. Originally part of Chief Justice John Marshall's Oak Hill holdings, this Greek Revival manor was built for his granddaughter and remains one of Virginia's most admired historic properties. Ashleigh is listed on both the National Register of Historic Places and the Virginia Landmarks Register, and is further protected by a conservation easement with The Land Trust of Virginia. The main residence showcases grand proportions, 12' ceilings, heart pine floors, triple-sash windows, and elegant entertaining spaces including a double drawing room, formal dining room, paneled study, and a sun-filled gallery entry. The east wing features an extraordinary octagonal library added in 2001, while the west wing hosts a private and refined owner's suite. The grounds are truly exceptional - renowned gardens with three outdoor garden rooms, curated plantings, wisteria-draped pergola, massive boxwoods, sculptures, a 100' fountain, heated pool, and a pool/guest house with full kitchen and two bedrooms. Additional structures include three stables (17 stalls combined), run-in sheds, machine shed, farm manager apartments, and a charming 2-bedroom guest cottage near the main house. Perfectly positioned at the intersection of Route 17 and Route 55, with quick access to I-66, Ashleigh offers unmatched beauty, privacy, and historic pedigree - an extraordinary Delaplane opportunity rarely available.

A timeless Hunt Country estate where elegance meets ease. Ideally positioned between Upperville and Delaplane, on the edge of coveted Mellon land and within Piedmont Hunt territory, Seaton Place Farm unfolds across 55 acres of rolling pasture, mature trees, and sweeping lawns. It is the kind of setting that feels cinematic in every season - classic, composed, and unmistakably Middleburg. At its heart, the circa-1840 brick residence - spanning approximately 5,800 square feet - sits gracefully within a series of curated outdoor spaces: stone courtyards, a koi pond, a marble and wrought-iron rotunda, an outdoor entertaining terrace with stone hearth, and a pool designed for long summer afternoons. Inside, historic character and modern livability are seamlessly intertwined. Original elements - exposed brick, antique floors, hand-blown glass, and vintage mantels - are balanced by refined updates, including beautifully renovated baths and a light-filled primary suite with private balcony overlooking the grounds. The standout is the newly reimagined chef's kitchen and great room wing - published and thoughtfully designed - featuring an imported Lacanche range, custom cabinetry, premium appliances, and a soaring cathedral ceiling anchored by a stone fireplace. It's both showpiece and gathering space. The main residence offers four bedrooms, three full baths, seven fireplaces, a two-car attached garage, and views in every direction. A separate carriage house provides a fully independent three-bedroom, two-bath residence with full kitchen, generous porches, and detached garage. Currently operating as a highly successful Airbnb with consistent five-star reviews and repeat guests, it offers both flexibility and income potential. The grounds are equally compelling. A private Par 3 golf course - with three professionally designed greens and 11 tee boxes - delivers a low-maintenance, year-round playing experience. A large pond with dock, expansive barn complex, and thoughtfully designed outbuildings support both equestrian and country pursuits. The barn includes six stalls with individual paddock access, a hot and cold wash stall, dual tack rooms, loft storage, and additional space suited for carriages, equipment, or a gym. Additional features include multiple run-in sheds, fenced pastures, a creek-fed lower field, chicken houses, a greenhouse, and a fully fenced garden - creating a complete and functional gentleman's farm. This is a property that lives like a private resort - offering space for riding, golfing, fishing, entertaining, or simply unwinding in total privacy. Seaton Place Farm is more than a home. It is a legacy setting - one that captures the essence of Hunt Country living at its most refined.

Sited high overlooking its 122 rolling acres, this impressive home features high ceilings, large windows, and spectacular views from all the main rooms. With over 7,300 sq. ft. of beautiful living space, the interior seamlessly blends rustic with elegance. The owners commissioned Architect Tim Clites, and Contractor Chris Carey to design, engineer and carry out the project. The house was masterly completed in August 2004 with new foundations, systems and materials with exception of a vintage post & beam timber structure relocated from Vermont. A light filled front hall beautifully connects the two sections of the home. The three-level section to the southwest is the classic post & beam structure which provides grand living areas. The structure's hand-hewn beams were originally numbered, dismantled in Vermont and reconstructed on a stone foundation measuring 49' x 32'. The northeast section has four levels, which house four of the five bedrooms. Beautiful stonework, divided light windows and copper roofing tie the architecture together perfectly across the two sections. As one enters the home, the materials and attention to detail are evident. Throughout the main and upper level is handsome random width oak flooring, milled locally. The lowest level flooring is a combination of limestone and wool carpeting. Gaston and Wyatt in Charlottesville provided the fine millwork and cabinetry throughout the house, the soapstone kitchen countertops also came from Charlottesville. Most of the high-end plumbing fixtures are from Water Works and Barber Wilson. The windows are double-paned Kolbe & Kolbe French casements with large panes framed by beautiful molding. Ceilings are varied and include vaulted with rustic exposed beams, as well as a beautifully finished mahogany coffered ceiling in the dining room. The stunning home has large windows, and French doors throughout with balconies, porches and terraces on three levels.There are gorgeous views in all directions. Located within the Piedmont Hunt Territory, this estate offers two charming barns. One center aisle with two large stalls and attached paddocks, the other with a tack room, feed room and two oversized wash stalls. There are an additional five run-in stalls each with attached paddocks, a riding arena (100' x 200'), miles of trails on the farm and potential ride out beyond. The park-like rolling hills of Heartland's 122 acres enjoy a beautiful southern exposure and a nice mix of cleared and wooded land with over eight miles of well-maintained trails and two tributaries of Goose Creek. Elevations range between 420'-550' with the land sloping down towards Goose Creek. This property shares its southern boundary with the B-Line of the Norfolk-Southern. It is currently enrolled in the Upperville Agricultural District until 2029 offering excellent land use flexibility. Heartland's location is ideal providing tremendous privacy while being just minutes from the historic villages of Middleburg and Upperville. Being in Delaplane, one has easy access to I-66 with Washington, D.C. to the east and the Shenandoah Valley to the west. Truly an exceptional combination of home, land, and location!