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Homes for Sale in 20144

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  • /101

    $6,400,000

    • 4 Beds
    • 7 Baths
    • 7,789 Sq Ft

    3252 Winchester Rd, Delaplane, VA 20144

    The stunning and historic estate of Ashleigh, ca. 1840 is rich in history, and beautifully sited to enjoy the magnificent gardens as well as grand views of the Delaplane countryside. These 98 acres were once part of Oak Hill, Chief Justice John Marshall’s estate, and the stone and stucco Greek Revival Manor house was designed and built for his granddaughter, Margaret Marshall Smith and her

    Will Driskill Thomas and Talbot Estate Properties, Inc.

    3252 Winchester Rd, Delaplane, VA 20144
  • /72

    $829,999

    • 3 Beds
    • 2.5 Baths
    • 2,636 Sq Ft

    3513 Cobbler Mountain Rd, Delaplane, VA 20144

    Welcome to Bird's-Eye View, an exquisite log cabin retreat nestled on nearly 5 acres of pristine woodland, offering unparalleled privacy and serenity. This property is designed for those who seek both elegance and comfort in a tranquil setting. As you approach the cabin, you are greeted by ample porch spaces—four thoughtfully designed porches perfect for entertaining or simply enjoying nature's

    Kristin Dillon-Johnson Thomas and Talbot Estate Properties, Inc.

    3513 Cobbler Mountain Rd, Delaplane, VA 20144
  • /81

    $1,800,000

    • 5 Beds
    • 3.5 Baths
    • 5,699 Sq Ft

    3924 Cobbler Mountain Rd, Delaplane, VA 20144

    Nestled within northern Virginia's renowned wine country, this 11-acre estate offers a harmonious blend of modern luxuries, peacefulness and natural beauty. The property includes a separate residential lot (6040-73-6595), providing opportunities for expansion or the creation of a family compound.Set back from the road amongst lush landscaping and a 50-year-old Japanese Maple, this post & beam

    Mandy Mills Compass

    3924 Cobbler Mountain Rd, Delaplane, VA 20144
  • /50

    $2,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,838 Sq Ft

    3959 Cobbler Mountain Rd, Delaplane, VA 20144

    Welcome to Arbormont Farm, a stunning Frank Lloyd Wright inspired property nestled in the beautiful rural Delaplane countryside. This amazing horse property is situated on 52.86 acres of pristine land, offering a truly enchanting lifestyle. Custom-built in 2003 by a local Warrenton builder using plans by a noted Nokesville architect, this Lloyd Wright Prairie design home is a true masterpiece.

    Peter Leonard-Morgan Hunt Country Sotheby's International Realty

    3959 Cobbler Mountain Rd, Delaplane, VA 20144
  • /51

    $2,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,412 Sq Ft

    4050 Carrington Rd, Delaplane, VA 20144

    This beautiful 96-acre property, nestled in Cobbler Mountain Valley at the intersection of Moreland and Carrington Roads, offers an unparalleled setting for those seeking tranquility and privacy in the heart of the Virginia countryside. The vast expanse of land is preserved under a VOF conservation easement, held by Fauquier County, along with the adjacent property and another property within the

    James Lemon Washington Fine Properties, LLC

    4050 Carrington Rd, Delaplane, VA 20144
  • /17

    $535,000

    • 2 Beds
    • 1 Bath
    • 1,824 Sq Ft

    2723 Winchester Rd, Delaplane, VA 20144

    Situated in the heart of Delaplane's wine country, this late 19th Century farmhouse is radiating with charm. Hardwood floors & exposed ceilings adorn both levels. A quaint stone fireplace w/wooden mantel is the focal point of the main level while the kitchen is spacious & light filled. Two bedrooms & one bath complete the 2nd level. Deck was built in 2021. HVAC system installed in 2024. The

    Dana Phillips Samson Properties

    2723 Winchester Rd, Delaplane, VA 20144
  • /18

    $1,200,000

    • Land
    • 17 Acres
    • $70,381 per Acre

    0 Winchester Rd Unit VAFQ2012956, Delaplane, VA 20144

    Divisible Land Located at the foot hills of the Blue Ridge Mountains in the Crooked Run Valley district this historic piece of land is proudly offered for sale . The 17 acres was part of the historic Yew Hill, this land is divisable into 2 parcels and approved by Fauquier County. Yew Hill was originally 98 acres and is a part of American history starting with George Washington, the French

    Shannon Casey Corcoran McEnearney

    0 Winchester Rd Unit VAFQ2012956, Delaplane, VA 20144
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