Delaplane, VA Homes for Sale with Acreage

Gracious Country Living Meets Modern Luxury at Aquinnah. Welcome to this extraordinary 1860 estate nestled in the heart of Orange County Hunt territory minutes from both Middleburg and route 66 access. Thoughtfully restored and seamlessly expanded, this 7-bedroom, 8 full and 2 half-bathroom residence is a rare blend of historic charm and sophisticated amenities. Spectacular views all the

Isabella Wolf Thomas and Talbot Estate Properties, Inc.

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

Carolyn Young Samson Properties

A storybook estate of timeless sophistication and country elegance. Located halfway between Upperville and Delaplane on the fringe of coveted Mellon land and Piedmont Hunt Country, Seaton Place Farm is set on 55+/- verdant acres of rolling lawns, mature trees, and wide-open pastures. The estate captures the beauty of every season — a true Currier & Ives setting. The stately 5,800-square-foot

Brandy Greenwell Compass

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

John Coles Thomas and Talbot Estate Properties, Inc.

Red Oak Mountain presents a remarkable opportunity for a private, luxurious country retreat. This expansive 518-acre estate, predominantly wooded, is strategically positioned just 60 miles from Washington, D.C., and 45 miles from Dulles International Airport, offering both seclusion and accessibility. The property is a haven for outdoor enthusiasts, featuring extensive trails suitable for

Barrington Hall TTR Sotheby's International Realty

Beautiful 5 bedroom home situated on over 5 acres with a beautiful mature orchard! This home has been extremely well cared for with updates throughout! Updates to the home include (2025): New washer/dryer, Water neutralizer, French drain. Front walk way and landscaping, Updated kitchen cabinets (2024): Water pressure tank, Rear patio, Bosch dishwasher. (2018-2023): New roof, New driveway, Heat

Tracy Chandler Berkshire Hathaway HomeServices PenFed Realty

DARK HOLLOW | Unique offering on almost 34 acres in Fauquier County. This charming c.1850 home was built with material from the property including stones from the ridges for the foundation, chimney, and patio and hand-hewn Chestnut trees for all the braces. The property has had only 4 owners, and the original cabin has had additions over the decades, but the original charm remains along with

Laura Farrell TTR Sotheby's International Realty

Fox Hill Manor Tucked within a peaceful private enclave in the heart of Virginia hunt country, 9565 Briar Lane is a classic brick estate that blends timeless architecture with modern comfort—all framed by uninterrupted views of the Blue Ridge Mountains. Surrounded by rolling farmland, thoughtfully designed gardens, and classic old boxwoods, this refined country home blends peaceful seclusion

Will Driskill Thomas and Talbot Estate Properties, Inc.

PRICE REDUCTION! LOOKING for a 53 ac Horse Farm in Delaplane, Virginia? Welcome home! This gorgeous custom built contemporary home features an OPEN floorplan concept, 4200+sq ft, 3 bedrooms, 2.5 baths, cherry hardwood floors, gourmet kitchen complete w/amazing cabinetry, top of the line appliances & a massive butlers pantry! As you enter the home via the double front doors you will find a grand

Kimberly Rupp Corcoran McEnearney

Offering 240.1 acres in 4 lots, tax id's 6949-61-2697, 6948-79-6872, 6948-79-2784, & 6949-40-8707. The property is in a Virginia Outdoor Foundation Conservation Easement and may be subject to one division. Stunning views, 120+ acres of highly productive farm land. The remaining acreage is pasture-fenced for cattle or horses. 6-bay equipment building, feed storage, and workshop. A barn

Lynn Wiley Sheridan-MacMahon Ltd.