14

Hillsboro, VA Homes for Sale

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  • /89

    $1,265,000

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

    14311 Pinot Noir Ln, Hillsboro, VA 20132

    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 from the charm of

    Jennifer Young Keller Williams Realty

    14311 Pinot Noir Ln, Hillsboro, VA 20132
  • /76

    $1,350,000

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

    38045 Dawson Gap Ln, Hillsboro, VA 20132

    Water and Mountain Views! Just finished exterior paint! 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

    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 among the rolling fields of western Loudoun County and framed by the majestic Short Hill Mountains near Hillsboro, Virginia, this property perfectly embodies the essence of country living. A stunning piece of countryside, it’s graced by a custom-built white brick home and a front yard that radiates curb appeal. Dramatically positioned at the end of a circular drive, the stately residence

    Sam Fisher On The Market Properties

    16182 Hillsboro Rd, 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
  • /69

    $775,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft

    34942 Charles Town Pike, Hillsboro, VA 20132

    OPEN HOUSE: Saturday, July 26, 2:00PM – 4:00PMTucked away on 10 private, wooded acres just minutes from Harpers Ferry, this one-of-a-kind 3-bedroom, 2.5-bath home offers an estimated 2,471 square feet of living space and a rare blend of seclusion, natural beauty, and thoughtful updates.As soon as you arrive, you'll feel like you're on vacation. The property sits just off a paved road,

    Andreas Leindecker Keller Williams Capital Properties

    34942 Charles Town Pike, Hillsboro, VA 20132
  • /35

    $544,000

    • Land
    • 18 Acres
    • $30,273 per Acre

    13036 Sagle Rd, Hillsboro, VA 20132

    Remarkable opportunity to own 18+/- pastoral acres in the heart of the Loudoun Heights wine cluster! The partially wooded lot with a pond and natural spring offer a gentle terrain perfect for crops or vines, small agricultural or the four-footed ones. The possibilities here are endless. Careful restoration of the old spring house will create a stunning and historic entrance to your country

    Lisa Cromwell Corcoran McEnearney

    13036 Sagle Rd, 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
  • /15

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 1,430 Sq Ft

    36952 Charles Town Pike, Purcellville, VA 20132

    Step into timeless charm at 36952 Charles Town Pike in the heart of historic Hillsboro. This beautifully restored 2-bedroom, 1.5-bath stone-front home blends the character of a bygone era with the comfort of modern living. Thoughtfully renovated down to the studs, it retains its historic warmth while offering updated systems and finishes throughout. The original stone facade speaks to its

    Dan Wiechart Innovation Properties, LLC

    36952 Charles Town Pike, Purcellville, VA 20132
  • /59

    $1,150,000

    • 4 Beds
    • 3 Baths
    • 3,310 Sq Ft

    16205 Mountain Ridge Ln, Hillsboro, VA 20132

    Breathtakingly beautiful custom estate home on over 10 stunning open and wooded mixed acres. Incredible ATV trails through woods! Brand New $45k hip roof. Inviting portico elevation with architectural flair and detail everywhere. Simply spectacular. Shaker siding and stucco exterior. Grand and open foyer leading to sunken living room with gas fireplace, tall windows and architectural details.

    Charles Witt Nova Home Hunters Realty

    16205 Mountain Ridge Ln, Hillsboro, VA 20132
  • /56

    $725,000

    • 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
  • /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
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