Town Of Hillsboro Homes for Sale

Welcome to the charming Town of Hillsboro, Virginia, a hidden gem nestled in the heart of Loudoun County. With its picturesque landscapes, rich history, and a close-knit community, Hillsboro offers a serene escape from the hustle and bustle of city life while still providing easy access to modern conveniences.

Hillsboro is known for its quaint, historic architecture and stunning countryside views. The town exudes a small-town charm, with friendly neighbors and a welcoming atmosphere that makes it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle. As you stroll through the streets, you’ll be captivated by the beautifully preserved buildings that tell the story of this vibrant community.

For those looking to make Hillsboro their home, there are a variety of homes for sale that cater to different tastes and budgets. Whether you’re in the market for a cozy cottage, a spacious family home, or a charming farmhouse, you’ll find properties that showcase the unique character of the area. Many homes feature lush gardens, scenic views, and modern amenities, ensuring a perfect blend of comfort and style.

Living in Hillsboro means embracing a lifestyle enriched by nature, community events, and local culture. Enjoy hiking trails, nearby vineyards, and the tranquility of rural life, all while being just a short drive away from the bustling towns of Leesburg and Purcellville.

Discover the beauty and charm of the Town of Hillsboro, where your dream home awaits! Explore the available homes for sale and take the first step towards a new chapter in this enchanting community.

$674,900

3 Beds ⋅ 2 Baths

Tucked into the heart of historic Hillsboro, this 1885 farmhouse blends post–Civil War architecture with modern comfort in one of Loudoun County’s most charming villages. The era saw both farmhouse‑style and Victorian homes built here, and this clapboard farmhouse stands out with higher ceilings, original hardwood floors, and a warm, inviting layout. Inside, you’ll find a living room with wood‑burning stove, an updated kitchen with gas cooking, clever storage, and generous light, plus a dining room with built‑ins and a cozy family room that nods to the old “sleeping porch” tradition with its distinctive windows and porch access. Upstairs, the ensuite primary bedroom is unusually generous for a historic home, offering two walk‑in closets and a renovated bath with custom shower, rain shower head, and clawfoot tub overlooking the backyard. Two additional bedrooms provide comfortable space for guests, family, or a home office, and a renovated main‑level full bath doubles as a laundry room with hex tile, subway‑tiled shower, and stackable washer/dryer. Outside, the home sits on nearly three‑quarters of an acre with a large backyard, garden shed, and valuable off‑street parking—ideal for relaxing, gardening, or entertaining while enjoying the quiet village setting. This historic home has too many upgrades and improvements to list here, including new or newer roof, windows and furnace, see listing documents for a complete list. Beyond the property itself, Hillsboro offers a preserved streetscape, artisan and community events, and convenient access to popular destinations. Wineries and breweries in Loudoun County are close by, and West Virginia attractions such as Harpers Ferry and the Charles Town racetrack & casino are within easy reach. Whether you’re seeking a character‑rich primary residence or exploring the home’s potential for short‑term rental or weekend‑getaway use, this farmhouse captures a timeless village lifestyle with strong regional appeal.

36944 Charles Town Pike, Hillsboro

Listing courtesy of Washington Fine Properties, LLC. Contact:

Town Of Hillsboro Homes for Sale

Newest Town Of Hillsboro Homes for Sale