Town Of Hillsboro Real Estate

Town Of Hillsboro Real Estate

Welcome to the charming Town of Hillsboro, a hidden gem nestled in the heart of Loudoun County, Virginia. This quaint subdivision offers a unique blend of historic charm and modern convenience, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Hillsboro is steeped in history, with roots dating back to the 18th century. This picturesque town is characterized by its well-preserved historic buildings, including the iconic St. John's Church and several charming homes that reflect the architectural styles of yesteryear. Strolling through the tree-lined streets, you’ll find a warm sense of community and a slower pace of life that invites you to relax and unwind.

Nature enthusiasts will appreciate the surrounding scenic landscapes, with the majestic Blue Ridge Mountains providing a stunning backdrop. The area's lush vineyards and rolling hills offer ample opportunities for outdoor activities, from hiking and biking to wine tasting at local wineries. The nearby Catoctin Creek also presents a perfect spot for fishing and kayaking, ensuring that adventure is always just around the corner.

Residents of Hillsboro enjoy a tight-knit community atmosphere, with local events and gatherings that foster connections among neighbors. The town is conveniently located near major highways, providing easy access to the vibrant cities of Leesburg and Winchester, where shopping, dining, and entertainment await.

Whether you’re looking for a serene place to call home or a weekend getaway, Hillsboro offers an idyllic setting that captures the essence of Virginia's rich heritage and natural beauty. Discover your dream home in this enchanting town, where history and community come together harmoniously.

Newest Listings in Town Of Hillsboro

$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:

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