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Hillsboro, VA Houses for Sale

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  • /55

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 3,112 Sq Ft

    38045 Dawson Gap Ln, Hillsboro, VA 20132

    *Contact listing agent for the property video* Experience refined country living at its finest with this exceptional 4-bedroom Cape Cod-style estate, gracefully positioned on 10 manicured acres with breathtaking views of Daley Pond. Combining timeless charm with thoughtful updates and luxurious amenities, this one-of-a-kind property offers tranquility, space, and sophistication—just minutes from

    Hannah Prendergast TTR Sothebys International Realty

    38045 Dawson Gap Ln, Hillsboro, VA 20132
  • /55

    $1,650,000

    • 2 Beds
    • 2 Baths
    • 1,488 Sq Ft

    14607 Summit View Ln, Hillsboro, VA 20132

    Welcome to this little slice of heaven! This 40.12 acre property consists of two lots being sold as one. The first is a 13.2 acre lot with carriage house and option to build another home. The 2nd is a 26.92 acre wooded and pasture lot that can accommodate 2 additional structures. With sweeping views of the mountains, pastures and Breaux Vineyards, you will see why this is an amazing and unique

    Kevin LaRue Century 21 Redwood Realty

    14607 Summit View Ln, Hillsboro, VA 20132
  • /63

    $1,995,000

    • 4 Beds
    • 6.5 Baths
    • 7,361 Sq Ft

    16182 Hillsboro Rd, Hillsboro, VA 20132

    Set amidst the rolling fields of western Loudoun County and framed by the majestic Short Hill Mountains near Hillsboro, Virginia, this property captures the heart of horse country living at its finest. A gorgeous piece of countryside graced by a solid, custom-built white brick home and a front yard that simply oozes curb appeal. Dramatically sited with a circular driveway, the handsome brick

    Sam Fisher On The Market Properties

    16182 Hillsboro Rd, Hillsboro, VA 20132
  • /80

    $1,265,000

    • 5 Beds
    • 4.5 Baths
    • 5,025 Sq Ft

    14311 Pinot Noir Ln, Hillsboro, VA 20132

    Welcome to this exceptional 5.36-acre estate, with breathtaking views of the Blue Ridge Mountains as you approach the neighborhood. Discover the perfect blend of privacy, comfort, and convenience in this meticulously maintained 5 bedroom, 4.5 bath, 3 finished level home. Nestled in a tranquil enclave of just 26 homes, this property offers an idyllic retreat while still being just a short drive

    Jennifer Young Keller Williams Realty

    14311 Pinot Noir Ln, Hillsboro, VA 20132
  • /30

    $9,999,000

    • 6 Beds
    • 6 Baths
    • 7,727 Sq Ft

    15158 Berlin Turnpike, Hillsboro, VA 20132

    Seller financing and lease options available. Wheatland Farm is a premier equestrian property sited on approximately 43 acres of beautiful landscapes in Loudoun County. The farm has been distinguished by the United States Equestrian Federation as a Center of Excellence, one of only nine in the United States. As home to the U.S. Para Dressage Team’s Selection Trials for the 2018 World Equestrian

    Jeremy Dalpiaz Douglas Elliman of Metro DC, LLC - Arlington

    15158 Berlin Turnpike, Hillsboro, VA 20132
  • /56

    $749,000

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft

    36930 Charles Town Pike, Hillsboro, VA 20132

    Everyone has dreamed of owning a stone home at some point in their life. Now is your opportunity to make that dream a reality. An incredible all stone home built in 1850 on a half-acre lot with tons of history and charm. Original wood floors and three stone fireplaces: living room, kitchen & primary. Large living room leads to relaxing front porch. Upgraded kitchen with cathedral ceilings

    Kathy Shipley RE/MAX Distinctive Real Estate, Inc.

    36930 Charles Town Pike, Hillsboro, VA 20132
  • /103

    $930,000

    • 2 Beds
    • 2 Baths
    • 2,320 Sq Ft

    12915 Shady Ln, Hillsboro, VA 20132

    Welcome to 12915 Shady Lane, a beautifully remodeled 2-bedroom, 2-bath mountain retreat offering 2,320 sq ft of living space on 10.05 serene, wooded acres. This home offers a wide variety of expansion options. This property is the perfect blend of seclusion, charm, and rustic modern updates, ideal for peaceful full-time living or a weekend escape. Enjoy evenings around the bonfire, mornings on

    Colleen Lopez Samson Properties

    12915 Shady Ln, Hillsboro, VA 20132
  • /95

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 3,240 Sq Ft

    36170 Creamer Ln, Hillsboro, VA 20132

    Tucked into the rolling landscape of Purcellville, Virginia, Hill Top Farm is a c 1790 Colonial homestead, lovingly preserved and thoughtfully updated. From the moment you arrive, you’re greeted with open pastures, mature landscaping, and a serene pond. There’s a sense of history here, from original wavy glass windows and heart pine floors throughout to antique hardware and the home's original

    Morgan Boyer Hunt Country Sotheby's International Realty

    36170 Creamer Ln, Hillsboro, VA 20132
  • /33

    $1,163,000

    • 3 Beds
    • 2.5 Baths
    • 2,071 Sq Ft

    37275 Charles Town Pike, Hillsboro, VA 20132

    Nestled along the scenic Charles Town Pike in Hillsboro, The Mann House offers a rare opportunity to own one of Loudoun County’s oldest surviving homes — a timeless 1740 estate rich in history, privacy, and natural beauty.Lovingly preserved across centuries and thoughtfully upgraded in recent years, this 3-bedroom, 2.5-bath log and stone home sits on over 12 acres of gently rolling pasture,

    Marc Piard Pearson Smith Realty, LLC

    37275 Charles Town Pike, Hillsboro, VA 20132
  • /4

    $6,900,000

    • 7 Beds
    • 7 Baths
    • 4,690 Sq Ft

    14727 Mountain Rd, Hillsboro, VA 20132

    Discover an unparalleled opportunity to own a prestigious vineyard and winery estate nestled in theheart of Virginia's renowned wine country. This exceptional 318-acre* property offers a captivating andserene lifestyle, combining the beauty of nature with the promise of a thriving business. Currently featuring 23 acres of meticulously cultivated vines, this estate presents the potential

    Sydney Smith-Marlowe Pearson Smith Realty, LLC

    14727 Mountain Rd, Hillsboro, VA 20132
  • /72

    $950,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4 Baths
    • 3,200 Sq Ft

    37075 Gaver Mill Rd, Purcellville, VA 20132

    Welcome to this beautiful Colonial, set amidst a serene 4-acre lot. Enjoy a beverage on the charming front porch and take in the views of the beautifully landscaped grounds. As you step inside, you are greeted by a spacious foyer which is flanked by a formal living room and formal dining room. Both spaces feature beautiful crown molding and chair rail, adding to the room's elegance. Just up

    Amanda Slate Keller Williams Realty

    37075 Gaver Mill Rd, Purcellville, VA 20132
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