1,115

Hillsboro, VA Homes

Section Image
  • /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
  • /42

    $825,000 Sold Apr 29, 2025

    • 1,974 Sq Ft
    • $418/SF
    • 17 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    15439 Berlin Turnpike, Hillsboro, VA 20132

    Nestled on a picturesque seven-acre lot in Purcellville, VA, 15439 Berlin Turnpike offers the perfect blend of modern comfort and peaceful country living. This beautifully maintained four-bedroom, three-and-a-half-bathroom ranch-style home features a thoughtfully designed layout with spacious living areas, a fully finished lower level, and stunning outdoor spaces. Luxury vinyl plank flooring

    Carolyn Young Samson Properties

    15439 Berlin Turnpike, Hillsboro, VA 20132
    • /36

      Est $863,948 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,920 Sq Ft

      16161 Purcellville Rd, Hillsboro, VA 20132

      16161 Purcellville Rd, Hillsboro, VA 20132
  • /75

    $2,240,000

    • 4 Beds
    • 3.5 Baths
    • 5,385 Sq Ft

    14812 Manor View Ln, Hillsboro, VA 20132

    ENCHANTING FRENCH MANOR ESTATE: A LOUDOUN COUNTY TREASURENestled among rolling vineyards and artisanal breweries, this extraordinary French Manor estate commands attention with its timeless elegance and unrivaled panoramic views. Set gracefully upon 10 pristine acres, the property captures the quintessential beauty of Loudoun County from every vantage point. Rising majestically above the

    Colleen Gustavson Hunt Country Sotheby's International Realty

    14812 Manor View Ln, Hillsboro, VA 20132
  • /68

    $1,065,000 Sold Apr 23, 2025

    • 3,445 Sq Ft
    • $309/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    36704 Vineyard View Place, Hillsboro, VA 20132

    Welcome to this level and picturesque 4.87-acre lot, this stunning three-level brick home offers an unparalleled blend of tranquility, and convenience. With the majestic Blue Ridge Mountains providing a breathtaking backdrop, every sunrise and sunset becomes a heartwarming experience . And just a stone’s throw away, you’ll find a few charming wineries, perfectly situated—close enough to enjoy,

    Susan Ford Pearson Smith Realty, LLC

    36704 Vineyard View Place, Hillsboro, VA 20132
    • /56

      Est $1,369,128 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 5,533 Sq Ft

      13291 Appalachian Ln, Hillsboro, VA 20132

      13291 Appalachian Ln, Hillsboro, VA 20132
  • /42

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,791 Sq Ft

    38020 Charles Town Pike, Hillsboro, VA 20132

    Great opportunity to create sweat equity! Priced for the value of the lot only. 4.4 beautiful acres with a pond, two car detached garage and storage barn. The home needs some TLC to bring it back to it's glory. Being sold as-is. No sign on the property.

    Dennis Virts RE/MAX Distinctive Real Estate, Inc.

    38020 Charles Town Pike, Hillsboro, VA 20132
  • /47

    $895,000 Sold Apr 18, 2025

    • 1,180 Sq Ft
    • $758/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    13426 Harpers Ferry Rd, Hillsboro, VA 20132

    Welcome to your serene escape at 13426 Harpers Ferry Road in Purcellville, VA! NON HOA. First offering in 40 years. This charming home is nestled on a rare 30-acre property, zoned AR1, offering a unique blend of privacy and potential. Whether you're looking for a peaceful retreat or a new home site, this mostly treed lot provides a picturesque backdrop. Just up the road from Breaux

    Leslie Carpenter Compass

    13426 Harpers Ferry Rd, Hillsboro, VA 20132
    • /60

      Est $694,071 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,374 Sq Ft

      12664 Shady Ln, Hillsboro, VA 20132

      12664 Shady Ln, Hillsboro, VA 20132
  • /95

    $1,395,000 Open Sun 1PM - 3PM

    • 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
  • /51

    $849,000 Sold Apr 10, 2025

    • 2,184 Sq Ft
    • $389/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    35900 Birch Hollow Ln, Hillsboro, VA 20132

    Think Virginia Hunt Country meets Colonial New England. Think quaint Cape Cod architecture meets historic Williamsburg. Step back in time to a property like no other, designed and built by the current owners. You won’t want to leave. Think best lot in the neighborhood. Private. Backing to common area and vineyards. 1.5 acres of serenity. Stone walls. Framed by woods yet dotted with open

    Rod Appleton CENTURY 21 New Millennium

    35900 Birch Hollow Ln, Hillsboro, VA 20132
    • /69

      Est $1,134,496 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,425 Sq Ft

      38093 Millstone Dr, Hillsboro, VA 20132

      38093 Millstone Dr, Hillsboro, VA 20132
  • /33

    $1,200,000

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

    37275 Charles Town Pike, Hillsboro, VA 20132

    Tucked along the historic Charles Town Pike in Hillsboro, The Mann House offers a rare opportunity to own one of Loudoun County’s oldest surviving homes — a living piece of Virginia history dating back to 1740.Lovingly preserved over nearly three centuries, this 3-bedroom, 2.5-bath log and stone estate rests on 12.08 acres of rolling pasture, wooded trails, and flowing creeks — including frontage

    Marc Piard Pearson Smith Realty, LLC

    37275 Charles Town Pike, Hillsboro, VA 20132
  • /84

    $1,465,000 Sold Apr 03, 2025

    • 4,742 Sq Ft
    • $309/SF
    • 5 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1985

    15685 Edgegrove Rd, Hillsboro, VA 20132

    Discover your dream equestrian estate on 10 pristine acres with breathtaking mountain views! No HOA. Over $250k in upgrades. This meticulously maintained property offers everything a horse enthusiast could desire, including a 6-stall barn with tack room, wash stall with hot and cold water, 2 run-in sheds and fenced pastures ready for your horses. After a day of riding, unwind by the sparkling

    Kelly Gaitten Berkshire Hathaway HomeServices PenFed Realty

    15685 Edgegrove Rd, Hillsboro, VA 20132
    • /31

      Est $1,024,225 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,230 Sq Ft

      14313 Bookcliff Ct, Hillsboro, VA 20132

      14313 Bookcliff Ct, Hillsboro, VA 20132
  • /2

    $1,500,000

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

    36170 Creamer Ln, Hillsboro, VA 20132

    Romance in the Countryside: Historic 1790 Farmhouse Estate-Located at 36170 Creamer Lane in the heart of Hillsboro, Virginia, this beautifully preserved 1790 Colonial estate offers a rare blend of history, charm, and modern comfort. Set on 26 acres of rolling countryside, this property is perfect for those seeking a private retreat with equestrian or farming potential.The main

    Jennette Taylor Keller Williams Realty

    36170 Creamer Ln, Hillsboro, VA 20132
  • /38

    $525,000 Sold Apr 02, 2025

    • 1,661 Sq Ft
    • $316/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1890

    10966 Harpers Ferry Rd, Hillsboro, VA 20132

    Nestled near historic Hillsboro, VA, this charming Cape Cod, originally built in 1890, has been thoughtfully expanded and updated over the years. The most significant transformation occurred between 2008 and 2012, when the home underwent a comprehensive renovation, including the addition of two upper-level bedrooms and a full bath. During this time, all major systems—well, septic, and more—were

    Sherry Stokes Weichert, REALTORS

    10966 Harpers Ferry Rd, Hillsboro, VA 20132
    • /40

      Est $716,086 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,728 Sq Ft

      12845 Shady Ln, Hillsboro, VA 20132

      12845 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
  • /84

    $780,000 Sold Mar 21, 2025

    • 2,688 Sq Ft
    • $290/SF
    • 6 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1994

    34969 Charles Town Pike, Hillsboro, VA 20132

    Welcome to Your Great Escape! Love your life and new lifestyle living in Hillsboro, VA! A magical home and property to call your own!Welcome to your own private country oasis and serene retreat nestled in the heart of Hillsboro/Purcellville, VA! This exquisite custom post & beam home harmoniously blends with its natural surroundings, offering a seamless fusion of modern luxury and

    Sue Smith Compass

    34969 Charles Town Pike, Hillsboro, VA 20132
    • /41

      Est $1,127,298 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,025 Sq Ft

      14393 Richards Run Ln, Hillsboro, VA 20132

      14393 Richards Run Ln, Hillsboro, VA 20132
  • /30

    $9,999,000

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

    15158 Berlin Turnpike, Hillsboro, VA 20132

    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 Games, the equestrian facilities of this

    Jeremy Dalpiaz Douglas Elliman of Metro DC, LLC - Arlington

    15158 Berlin Turnpike, Hillsboro, VA 20132
  • /52

    $1,225,000 Sold Mar 14, 2025

    • 5,589 Sq Ft
    • $219/SF
    • 88 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2018

    14863 Creek Point Ct, Hillsboro, VA 20132

    Discover this stunning stone-front home, perfectly situated in a serene cul-de-sac just 10 minutes from the heart of town. This residence offers a harmonious blend of elegance and functionality, designed for modern living. As you enter, you’ll immediately appreciate the comfort and control provided by the sophisticated three-zone heating and cooling system. The main level features a spacious

    Alisa Valdes Samson Properties

    14863 Creek Point Ct, Hillsboro, VA 20132
    • /11

      Est $480,866 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft

      12850 Shady Ln, Hillsboro, VA 20132

      12850 Shady Ln, Hillsboro, VA 20132
  • /30

    $9,999,000

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

    15158 Berlin Turnpike, Hillsboro, VA 20132

    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 Games, the equestrian facilities of this

    Jeremy Dalpiaz Douglas Elliman of Metro DC, LLC - Arlington

    15158 Berlin Turnpike, Hillsboro, VA 20132
  • /15

    $770,000 Sold Mar 10, 2025

    • 3,679 Sq Ft
    • $209/SF
    • 98 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2023

    13545 Sagle Rd, Hillsboro, VA 20132

    **Custom build NO HOA **! Welcome to 13545 Sagle Rd. This charming single-family farm house offers the perfect blend of rustic charm, with modern conveniences. Over 3,200 SQF With 4 bedrooms, 3 full bathrooms, and one-half bath, this spacious residence promises an ideal setting for comfortable family living. Situated on just over a 1 acre corner lot, this home boasts a picturesque

    Milagros Severic Samson Properties

    13545 Sagle Rd, Hillsboro, VA 20132
    • /79

      Est $779,572 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,851 Sq Ft

      37028 Gaver Mill Rd, Hillsboro, VA 20132

      37028 Gaver Mill Rd, Hillsboro, VA 20132
  • /2

    $320,000

    • Land
    • 6 Acres
    • $52,632 per Acre

    0 Stony Point Rd, Hillsboro, VA 20132

    Build your dream home here!! Enjoy beautiful views from this private 6-acre wooded residential lot. Zoned AR-1. Per county, an assesory dwelling, ie in-law cottage or pool house can also be built!15 minutes to Charlestown, WV, 11 minutes to the town of Purcellville, and a 22 minute drive to Leesburg. Enjoy peaceful country living but not far from everything!For GPS Navigation use

    Mario Alfaro Town & Country Elite Realty, LLC.

    0 Stony Point Rd, Hillsboro, VA 20132
  • /48

    $800,000 Sold Feb 28, 2025

    • 3,952 Sq Ft
    • $202/SF
    • 555 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1850

    36995 Gaver Mill Rd, Hillsboro, VA 20132

    Historic Gaver Mill, unique , for those not looking for a cookie cutter home, located in the town of Hillsboro, but off the main road with less traffic, Mature landscaping provides privacy. 5 BR , 3 story stone home 3700+ sq Ft, 4 fireplaces, original heart of pine hardwood floors ,wood trim, 3 porches , double porches one screened on 4 park like acres, guest house with electric, public

    mary kakouras Corcoran McEnearney

    36995 Gaver Mill Rd, Hillsboro, VA 20132
    • /91

      Est $1,728,104 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 6,497 Sq Ft

      16189 Shilohs Run Ln, Hillsboro, VA 20132

      16189 Shilohs Run Ln, Hillsboro, VA 20132
  • /20

    $1,790,000

    • Land
    • 75 Acres
    • $23,734 per Acre

    0 Charles Town Pike Unit VALO2084326, Hillsboro, VA 20132

    Fabulous 75 acre land parcel just west of the Town of Hillsboro, Virginia in Conservation Easement. The property includes 14 acres of grapevines consisting of Cabernet Franc, Petit Verdot, Chardonnay, Sauvignon Blanc and Viognier. Additionally, 15 more acres have been fenced off with 11 acres of trellis ready for planting. The conservation easement makes the property ideal for a winery/tasting

    Peter Leonard-Morgan Hunt Country Sotheby's International Realty

    0 Charles Town Pike Unit VALO2084326, Hillsboro, VA 20132
  • /15

    $355,000 Sold Feb 14, 2025

    • Land
    • 15 Acres
    • $23,667 per Acre
    • 273 Days On Market

    0 Pinehill Ln, Hillsboro, VA 20132

    This parcel is it, it’s got everything you’ve been yearning for. A water view, a water feature, mature trees and rolling hills. If you’re looking for a “signature Virginia lot”, this is the one you need to come see. Easy to find off Harper’s Ferry road down pine hill lane. Sweet Run State park is right next door, along with wineries galore, and plenty of hiking nearby too. Build your custom dream

    Hanah Desherow Pearson Smith Realty, LLC

    0 Pinehill Ln, Hillsboro, VA 20132
    • /40

      Est $1,098,535 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,036 Sq Ft

      36695 Vineyard View Place, Hillsboro, VA 20132

      36695 Vineyard View Place, Hillsboro, VA 20132
  • /27

    $539,900

    • 4 Beds
    • 1 Bath
    • 1,192 Sq Ft

    36933 Gaver Mill Rd, Hillsboro, VA 20132

    Welcome to 36933 Gaver Mill Road, a hidden gem nestled in the picturesque and historic town of Hillsboro, VA, 20132. This single-family detached home, built in 1900, exudes timeless character and offers a serene retreat on a spacious 0.68-acre lot. Being sold "As-Is," this property presents a unique opportunity for those with a vision to restore and enhance its well-deserved

    Mark Laing Keller Williams Realty

    36933 Gaver Mill Rd, Hillsboro, VA 20132
  • /88

    $1,151,000 Sold Feb 13, 2025

    • 2,882 Sq Ft
    • $399/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    14387 Richards Run Ln, Hillsboro, VA 20132

    See the video for an inside tour or come in person to the open house Sunday 1-26-24 from 1-3pm. ****Highest and best offer due by Monday 1/27/25 at 10am****This home is a rare find in Western Loudoun County. An exceptional main-level living custom built home perfectly situated on a private lot of 5.6 acres with stunning panoramic views of the countryside. Not only do you get views of

    Diana Geremia Long & Foster Real Estate, Inc.

    14387 Richards Run Ln, Hillsboro, VA 20132
    • /84

      Est $1,244,013 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,332 Sq Ft

      15334 Hillsboro Rd, Hillsboro, VA 20132

      15334 Hillsboro Rd, Hillsboro, VA 20132
  • /62

    $999,900 Pending

    • 3 Beds
    • 2 Baths
    • 2,887 Sq Ft

    35180 Charles Town Pike, Hillsboro, VA 20132

    Welcome to Derry's Tavern. The main house was constructed in 1812 as a traveler's way-station between Leesburg and Charles Town while Mr Derry and his family resided in the attached log cabin. Featuring high ceilings, ample sized rooms, and abundant natural lighting this historic treasure sits on a 10 acre parcel. Many original features are prominent throughout the home including wood plank

    Becky Hanrahan Coldwell Banker Realty

    35180 Charles Town Pike, Hillsboro, VA 20132
  • /36

    $800,000 Sold Jan 31, 2025

    • 2,742 Sq Ft
    • $292/SF
    • 31 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1963

    35141 Charles Town Pike, Hillsboro, VA 20132

    Discover the perfect blend of modern luxury and serene living with this beautifully renovated rambler in Hillsboro, Virginia. Spanning 2,742 square feet, this stunning home features 3 bedrooms and 3.5 bathrooms, all meticulously remodeled by Hartley Homebuilding in 2020 - ensuring a completely move-in ready experience. Work from home - **high speed fiber internet** Enjoy stylish interiors adorned

    Colleen Gustavson Hunt Country Sotheby's International Realty

    35141 Charles Town Pike, Hillsboro, VA 20132
    • /8

      Est $471,689 Not Listed For Sale

      • 3 Beds

      35842 Milligans Run Ln, Hillsboro, VA 20132

      35842 Milligans Run Ln, Hillsboro, VA 20132
  • /49

    $974,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,631 Sq Ft

    16470 Freemont Ln, Hillsboro, VA 20132

    Traditional 4 Bedroom Colonial nestled on 5 acres of rolling hills situated amid wine country, conveniently located between the town of Purcellville and Hillsboro. The quaint community of 7 homes creates a communal aspect where neighbors lend a helping hand with mowing, re-grading potholes, or any other maintenance the community needs (no HOA). Driving up the long-paved driveway, this colonial

    Pouya Safa Century 21 Redwood Realty

    16470 Freemont Ln, Hillsboro, VA 20132

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home