8

Homes for Sale in 20144

Section Image
  • /38

    $835,000

    $15K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,722 Sq Ft

    3608 N Red Oak Ln, Delaplane, VA 20144

    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

    Brian G Mason Signature Move Real Estate

    3608 N Red Oak Ln, Delaplane, VA 20144
  • /79

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    9393 Briar Ln, Delaplane, VA 20144

    MUST SEE THIS BEAUTY!! 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

    Shelby Colette Weaver Redfin Corp

    9393 Briar Ln, Delaplane, VA 20144
  • /14

    $3,150,000

    $150K PRICE DROP
    • Land
    • 187.39 Acres
    • $16,810 per Acre

    2065 Leeds Manor Rd, Delaplane, VA 20144

    GORGEOUS VIEWS!!! 187 Acres in 7 parcels. The largest parcel of 144.9 acres has a newly installed driveway from Leeds Manor, which winds its way up to a ridge of the Blue Ridge Mountains. Sited with expansive views to the East and North and more protected views to the South and West; this beautiful land is a mixture of approx. 75 acres in open pasture and the remainder in woods.In addition to

    John Coles Thomas and Talbot Estate Properties, Inc.

    2065 Leeds Manor Rd, Delaplane, VA 20144
  • /87

    $875,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    11066 Moreland Rd, Delaplane, VA 20144

    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

    Paul MacMahon Sheridan-MacMahon Ltd.

    11066 Moreland Rd, Delaplane, VA 20144
  • /37

    $749,000

    $180K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,194 Sq Ft

    3545 Cobbler Mountain Rd, Delaplane, VA 20144

    Owned by the same family since the 1950s, this Home has been thoughtfully renovated over the years and from top-to-bottom between 2023–2026. Beautifully maintained and remodeled, this 3-bedroom, 2-bath brick ranch sits on a highly sought-after 3.7-acre lot in Delaplane. Offering convenient main-level living with modern updates and timeless charm this Home has an excellent price per square foot

    Eric Diello TTR Sotheby's International Realty

    3545 Cobbler Mountain Rd, Delaplane, VA 20144
  • /74

    $3,999,000

    Open House 8/23
    • 4 Beds
    • 7 Baths
    • 11,145 Sq Ft

    3252 Winchester Rd, Delaplane, VA 20144

    VISIT OUR OPEN HOU 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

    Carolyn Young Samson Properties

    3252 Winchester Rd, Delaplane, VA 20144
  • /83

    $4,999,000

    • 4 Beds
    • 5 Baths
    • 5,702 Sq Ft

    1787 Light Horse Ln, Delaplane, VA 20144

    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

    Brandy Greenwell Compass

    1787 Light Horse Ln, Delaplane, VA 20144
  • /48

    $7,900,000

    • 4 Beds
    • 5 Baths
    • 6,952 Sq Ft

    2525 Gibson Ct, Delaplane, VA 20144

    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

    Laura Farrell TTR Sotheby's International Realty

    2525 Gibson Ct, Delaplane, VA 20144
How to Buy a Home How to Finance a Home How to Sell a Home