13

Homes for Sale in 20144

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  • /37

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    11066 Moreland Rd, Delaplane, VA 20144

    COMING SOON — Showings Begin 12/18/25Full restoration nearing completion; projected finish date 1/15/26. Photos represent the finished vision. 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

    Agent Photo

    Paul MacMahon

    Sheridan-MacMahon Ltd.

    (540) 401-8870

    11066 Moreland Rd, Delaplane, VA 20144
  • /74

    $5,000,000

    • 4 Beds
    • 7 Baths
    • 11,145 Sq Ft

    3252 Winchester Rd, Delaplane, VA 20144

    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

    3252 Winchester Rd, Delaplane, VA 20144
  • /51

    $2,099,900 New Construction

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

    4050 Carrington Rd, Delaplane, VA 20144

    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

    Jonathan Minerick Homecoin.com

    4050 Carrington Rd, Delaplane, VA 20144
  • /3

    $245,000

    • Land
    • 2.09 Acres
    • $117,225 per Acre

    0 Winchester Rd Unit VAFQ2019696, Delaplane, VA 20144

    This stunning land boasts breathtaking views and is perfectly situated just off the main road, ensuing both convenience and privacy. Spanning an impressive 2.09 acres, this property offers ample space to create your dream home and enjoy the tranquility of nature. With its ideal location, you'll have easy access to local amenities while still being able to retreat to your own serene oasis.

    Monique Rodriguez CENTURY 21 New Millennium

    0 Winchester Rd Unit VAFQ2019696, Delaplane, VA 20144
  • /34

    $1,295,000

    • Land
    • 20 Acres
    • $64,750 per Acre

    3383 & 3393 Lost Corner Rd, Delaplane, VA 20144

    “Chattin” — 20 Acres on Lost Corner Road. Nestled above Rectortown along scenic Lost Corner Road, “Chattin” comprises 20 acres recorded in two parcels. The land is predominantly open pasture with two ponds, generous frontage along Chattin Run, and sweeping pastoral and mountain views.Improvements include a main residence (circa 1989), currently in need of major repair but offering substantial

    Agent Photo

    Paul MacMahon

    Sheridan-MacMahon Ltd.

    (540) 299-1916

    3383 & 3393 Lost Corner Rd, Delaplane, VA 20144
  • /13

    $799,000

    • Land
    • 17.28 Acres
    • $46,238 per Acre

    3383 Lost Corner Rd, Delaplane, VA 20144

    Peaceful 17.28-acre property offering endless potential in a beautiful country setting. The land features wide-open pastures, two ponds, and frontage along picturesque Chattins Run, creating an ideal retreat for horse lovers, nature enthusiasts, or those dreaming of building their own country estate.The property includes a 1989 home ready for renovation, along with a 4-stall barn and excellent

    Agent Photo

    Paul MacMahon

    Sheridan-MacMahon Ltd.

    (540) 426-3345

    3383 Lost Corner Rd, Delaplane, VA 20144
  • /6

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,009 Sq Ft

    3393 Lost Corner Rd, Delaplane, VA 20144

    A rare opportunity to own 2.32 acres in a highly desirable Fauquier County setting, perched above Rectortown along picturesque Lost Corner Road. The property features a charming cottage dating back to around 1880, thoughtfully expanded in 1989. The home offers 3 bedrooms, 2 baths, and a classic stucco exterior, blending historic character with later updates. Additional structures include an

    Agent Photo

    Paul MacMahon

    Sheridan-MacMahon Ltd.

    (540) 870-0330

    3393 Lost Corner Rd, Delaplane, VA 20144
  • /98

    $4,950,000

    • Land
    • 122.65 Acres
    • $40,359 per Acre

    9425 Blackpond Rd, Delaplane, VA 20144

    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

    Judy Allen National Land Realty

    9425 Blackpond Rd, Delaplane, VA 20144
  • /69

    $5,650,000

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

    1787 Light Horse Ln, Delaplane, VA 20144

    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

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

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 2,397 Sq Ft

    3225 Sage Rd, Markham, VA 22643

    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

    3225 Sage Rd, Markham, VA 22643
  • /71

    $1,885,000

    • 4 Beds
    • 5 Baths
    • 4,630 Sq Ft

    9565 Briar Ln, Delaplane, VA 20144

    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.

    9565 Briar Ln, Delaplane, VA 20144
  • /109

    $1,849,999

    • 3 Beds
    • 2.5 Baths
    • 4,207 Sq Ft

    3959 Cobbler Mountain Rd, Delaplane, VA 20144

    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

    3959 Cobbler Mountain Rd, Delaplane, VA 20144
  • /117

    $4,950,000

    • 5 Beds
    • 5.5 Baths
    • 7,314 Sq Ft

    9425 Blackpond Ln, Delaplane, VA 20144

    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.

    9425 Blackpond Ln, Delaplane, VA 20144
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