Delaplane, VA Homes for Sale with Acreage

Multigenerational living at its finest with exceptional flexibility for extended family or income potential. This unique property features a spacious main residence complemented by a large fully equipped private apartment—ideal for in-laws, adult children, guests, or rental use.Set on over 5 scenic rolling acres with pastoral mountain views, this home is located in the quiet, equine-friendly

R. Mark Parowski Samson Properties

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.

Shelby Colette Weaver Redfin Corp

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

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,

Isabella Wolf Thomas and Talbot Estate Properties, Inc.

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

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 masterly

John Coles Thomas and Talbot Estate Properties, Inc.

MAJOR PRICE REDUCTION AS SELLER FOUND HOME OF CHOICE. Private 5-Acre Retreat with Mountain Views – Move-In Ready! Countryside commuters dream, located just 5 minutes to I66, 5 minutes to Marshall, 12 minutes to Warrenton, and 20 minutes to Middleburg! Discover this beautifully maintained 4-bedroom, 3.5-bath home set on five serene, wooded acres with stunning mountain views. Thoughtfully updated,

Michele Noel Pearson Smith Realty, LLC

A Rare Nature Lover’s Retreat on 6.83 Private Acres!Welcome home to this beautifully remodeled 3-bedroom, 2-bath rambler with covered front porch where modern updates meet peaceful surroundings. Nestled on nearly 7 acres, this property offers the perfect blend of comfort, style, and space. The stunning gourmet kitchen is the heart of the home, featuring a massive center island, new

Karen Miller Keller Williams Realty

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

Brian G Mason Signature Move Real Estate

Surrounded by rolling landscapes and open skies, this property provides a rare opportunity to enjoy privacy, space, and a slower pace of life while remaining conveniently located near major commuter routes. The home on the property is sold as-is. Adjacent land is listed as well. VAFQ2020324. 3847 will be granting a right of way to the adjacent property.

Wanda Himes Keller Williams Realty/Lee Beaver & Assoc.

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 with an

Lynn Wiley Sheridan-MacMahon Ltd.