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Hillsboro, VA Homes for Sale with Acreage

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  • /77

    $1,049,000 Open House 9/28

    • 2 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    36697 Heskett Ln, Hillsboro, VA 20132

    This charming cottage-style home, built in 1700 and fully renovated in 2022, offers a perfect blend of historic character and modern amenities. Spanning 2,156 sq. ft. , the interior features two spacious bedrooms and two full bathrooms, including a luxurious soaking tub and a walk-in shower. The traditional floor plan boasts an eat-in kitchen with an island, complemented by recessed lighting and

    Joshua Jenkins Samson Properties

    36697 Heskett Ln, Hillsboro, VA 20132
  • /93

    $1,195,000

    • 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

    $1,299,000

    • 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
  • /59

    $1,099,900

    • 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
  • /55

    $1,498,000

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

    14607 Summit View Ln, Hillsboro, VA 20132

    Welcome to this hidden gem in Western Loudoun County! Two contiguous lots totaling 40.12 acres at the end of a half mile long private lane. With sweeping views of the Blue Ridge Mountains, vast open pastures, and views of Loudoun County vineyards, you will see why this is a breathtaking and unique property.The first lot consists of 13.2 acres and a well-appointed carriage house, with the

    Kevin LaRue Century 21 Redwood Realty

    14607 Summit View Ln, Hillsboro, VA 20132
  • /33

    $1,150,000

    • 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

    Marc Piard Pearson Smith Realty, LLC

    37275 Charles Town Pike, Hillsboro, VA 20132
  • /29

    $340,945

    • Land
    • 8.53 Acres
    • $39,970 per Acre

    0 Piney Run Ln, Hillsboro, VA 20132

    PRIME 8.53-ACRE WOODED RETREAT WITH POND Discover your private sanctuary on the scenic west side of Short Hill Mountain. This exceptional 8.53-acre parcel offers the perfect blend of mature trees, open pasture, and water features, creating an ideal canvas for your custom dream home.This diverse property encompasses 8.53 acres of established trees and open spaces with an attractive

    Jonathan Kennedy LandReady Real Estate

    0 Piney Run Ln, Hillsboro, VA 20132
  • /16

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    15543 Edgegrove Rd, Hillsboro, VA 20132

    Beautifully renovated 3 bedroom 2 bath home on 3 acres located in the sought-after Hillsboro neighborhood. This fully updated home offers the perfect blend of charm, comfort, and privacy. Recent renovations include updates to the entire home and the addition of a new HVAC system. The main level features a living room, kitchen, and family room, providing plenty of room to relax or entertain. Ample

    Peggie Tyree Belmont Realty

    15543 Edgegrove Rd, Hillsboro, VA 20132
  • /110

    $895,000

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

    12915 Shady Ln, Hillsboro, VA 20132

    IMPROVED PRICE!! 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

    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
  • /2

    $179,990

    • Land
    • 2.47 Acres
    • $72,870 per Acre

    15375 Ashbury Overlook Ln, Hillsboro, VA 20132

    "Welcome to this stunning 2.5-acre lot with breathtaking mountain views! Perfectly situated and prepared for your dream build, this property offers the ideal canvas for your custom home. Bring your builder and start turning your vision into reality!""Buyers Please do your own research" If you have any questions or concerns about the property, please contact the relevant county authorities,

    Arif Khan Smart Realty, LLC

    15375 Ashbury Overlook Ln, Hillsboro, VA 20132
  • /2

    $725,000 Coming Soon

    • Land
    • 21.06 Acres
    • $34,425 per Acre

    0 Charles Town Pike Unit VALO2106728, Hillsboro, VA 20132

    Set along scenic Charles Town Pike, just west of the charming town of Hillsboro, this 21.06-acre property offers NO HOA, zoned AR-1 and a rare opportunity to own a substantial piece of Loudoun County countryside. Heavily wooded and surrounded by nature, the land provides a private, tranquil setting while keeping you close to Hillsboro’s historic village and commuter routes.With its

    Celeste Linthicum Real Broker, LLC

    0 Charles Town Pike Unit VALO2106728, Hillsboro, VA 20132
  • /6

    $698,000 Coming Soon

    • 2 Beds
    • 1 Bath
    • 1,136 Sq Ft

    13829 Mountain Rd, Hillsboro, VA 20132

    Welcome to this charming log cabin nestled in a serene 5+ acre wooded lot. The cozy living room is just the place to relax after a long day. With two bedrooms and one bath, tucked into the base of Short Hill Mountain, it provides a quiet refuge from the madding crowd. Cook and eat in an historic, but up-to-date kitchen, then enjoy sunset over Short Hill Mountain from your porch, while soaking in

    Timothy Murphy RE/MAX Distinctive Real Estate, Inc.

    13829 Mountain Rd, Hillsboro, VA 20132
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