Leesburg Real Estate Search

Leesburg Historical Properties for Sale

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Newest Leesburg Historical Properties for Sale

4 Beds ⋅ 3 Baths

CHARMING FARMHOUSE ON 20 PRIVATE ACRES WITH BARNS, POND & VIEWS! Nestled at the end of a long private gravel driveway lined with towering pines, this charming two-level Colonial farmhouse is tucked away on a breathtaking 20-acre rural property in the sought-after Chestnut Hill farming community. Offering privacy, tranquility, and endless possibilities for farming, horses, hobbies, or simply enjoying country living, this exceptional property combines comfortable living with ultimate privacy. Recently refreshed with neutral paint throughout and new luxury vinyl plank flooring on the main level, the home features over 2,300 square feet of living space. A welcoming full front porch provides the perfect place to relax and take in the pastoral surroundings, including views of the neighboring historic Chestnut Hill Mansion! Inside, a two-story foyer welcomes you into the home. The main level offers a convenient bedroom and/or office and full bath, a spacious living room, and a large country kitchen that opens seamlessly to both the screened porch and expansive rear deck. The front porch connects to a side porch, creating multiple outdoor spaces to enjoy the peaceful setting and sweeping pasture views in every direction. The upper level features a spacious primary suite with vaulted ceilings, a walk-in closet, and a private bath with separate shower and soaking tub. Two additional bedrooms, a secondary full bath, and an upper-level laundry room provide added convenience. The property is truly a rare rural retreat! A private pond sits beyond the home, while several outbuildings provide incredible flexibility for agricultural, equestrian, storage, workshop, or recreational uses. Highlights include a picturesque bank barn offering 2,280 square feet with unforgettable panoramic farm views, a 2,000-square-foot common stable, and a 1,680-square-foot three-wall storage shed, and two additional storage sheds. With no HOA and abundant open space, the opportunities are endless. Farm, fish, raise animals, cultivate gardens, pursue your hobbies, or simply enjoy the serenity and beauty of Loudoun County's countryside. House and property sold strictly as-is. Ideally located just off James Monroe Highway, the property offers convenient access to major commuter routes while remaining worlds away from the hustle and bustle. Enjoy nearby farmers markets, roadside farm stands, and the charm of Lucketts Village. Historic downtown Leesburg, with its vibrant dining, shopping, and entertainment scene, is just minutes away. Easy access to Maryland makes this an exceptional location for commuters seeking the best of rural living without sacrificing convenience. A rare opportunity to own a private farmstead in one of Loudoun County's most picturesque settings. Property sold in As-Is condition, Seller prefers Entitle First Title in Leesburg.

42277 Chestnut Hill Ln, Leesburg

Listing courtesy of Real Broker, LLC. Contact: 8504500442

4 Beds ⋅ 2 Baths

Tucked into an ideal in-town Leesburg location, this charming property offers the rare combination of convenience, privacy, and freedom with no HOA. Imagine starting your mornings on the long, welcoming front porch, surrounded by the beauty of the shaded front yard, or unwinding there in the evening as the neighborhood settles into a peaceful rhythm. Inside, the spacious layout is designed for both everyday comfort and effortless entertaining, with an oversized kitchen that serves as the heart of the home and a generously sized living room where family and friends can gather with ease. Outside, the detached two-car garage provides exceptional flexibility for hobbyists, car enthusiasts, or those in need of workshop space, while ample parking ensures plenty of room for guests. Just moments from the shops, restaurants, events, and historic charm of downtown Leesburg, this home offers the perfect balance of accessibility, character, and the privacy that's increasingly hard to find.

606 Edwards Ferry Rd Ne, Leesburg

Listing courtesy of Redfin Corporation. Contact:

6 Beds ⋅ 5 Baths

At the end of a gently winding country road, where Loudoun County’s storied landscape unfolds in quiet beauty, there lies a place where history lingers and new memories are waiting to be written—37961 Forest Mills Road. This remarkable estate tells a story nearly two centuries in the making. Dating to approximately 1830, the main residence stands as a living piece of Virginia’s heritage—gracefully preserved and thoughtfully partially renovated in 2026 to honor its historic character while enhancing comfort for modern living. With six bedrooms, three full baths, and two half baths, the home offers both scale and intimacy. Set within a natural hollow and embraced by rolling hills and mature trees, the residence enjoys a rare sense of shelter and serenity—protected from the outside world, yet open to the beauty of the surrounding landscape. Here, sunlight filters softly through the canopy, and every season unfolds like a painting beyond your windows. Wide-plank floors, period details, and timeworn textures echo its past, while carefully updated spaces provide ease for today’s lifestyle. Each room feels deeply connected to the land, offering peaceful, private views in every direction. The story extends well beyond the main home. Across the property, a beautifully reimagined carriage house, fully renovated in 2026, offers two bedrooms and one bath—perfect for guests, extended stays, or income potential. A second residence, a charming colonial-style home with three bedrooms and two baths, adds further flexibility for multi-generational living or rental opportunities. The land itself invites possibility. Two barns—one large and one medium-sized—stand ready for equestrian use, storage, or creative adaptation. A picturesque pond reflects the surrounding greenery, while a swimming pool provides a tranquil setting for relaxation and entertaining during warmer months. And everywhere you look, there is history. During the Civil War, the property served as a vital local supply post—its grounds quietly witnessing a defining chapter in the nation’s past. In later years, a noted National Geographic cartographer called this land home, drawn by its perspective and natural beauty. Even earlier, a natural water spring on the property served as an important watering site for the nearby village of Lincoln, making this land a place of gathering and sustenance for the community. Even the trees here tell a story. Identified by a local arborist, the property is home to several rare and noteworthy tree specimens, adding both distinction and natural significance to the landscape. Today, 37961 Forest Mills Road offers a rare blend of heritage and opportunity. The estate supports a range of uses, including private residential living, income-producing rentals with two additional homes, or hospitality ventures such as a bed and breakfast, vacation rental, or wedding and event venue. All of this is protected within a conservation easement, preserving the land’s beauty and ensuring its legacy endures. Here, life unfolds differently. Mornings begin with mist rising through the hollow, afternoons stretch across open fields and shaded paths, and evenings settle gently beneath a canopy of stars. It is a place of quiet refuge, rich history, and endless potential. More than an address, this is a legacy— a story rooted in the land, waiting for its next chapter to be written.

37961 Forest Mills Rd, Leesburg

Listing courtesy of Realty World Homes & Castles. Contact:

3 Beds ⋅ 1 Baths

A Century of Character in Downtown Leesburg Leesburg Historic District, Leesburg, VA 3 BD | 1 BA | 1/3 Acre Lot | Built 1910 | Detached 2-Car Garage | Sold As-Is Steeped in history and full of original charm, this 1910 craftsman-era home sits proudly in the heart of Leesburg's beloved Historic District — lovingly cared for by the same family for over 50 years. Offered for sale as-is, this is a rare chance to own a piece of Leesburg history and make it your own. Step up onto the welcoming covered front porch — the perfect spot for a morning coffee — and into a home that has been cherished across generations. Inside, warm and cozy bedrooms invite rest, while the bathroom retains its original claw-foot tub, a true hallmark of the era. Original hardwood floors are believed to lie beneath the current flooring, waiting to be uncovered and restored to their former glory. The property sits on an exceptional 1/3-acre lot — a genuinely rare find in downtown Leesburg — offering space, privacy, and possibilities that simply don't come along often in this location. A detached two-car garage adds even more practical value. Whether you're a preservation enthusiast, an investor, or a buyer dreaming of restoring a classic home to its original splendor, this property delivers unmatched potential in one of Northern Virginia's most sought-after historic neighborhoods. Properties like this — with this much soul — rarely come to market. HISTORIC DISTRICT NOTICE: This property lies within the Town of Leesburg Historic District. Future exterior renovations and alterations are subject to review and approval by the Leesburg Board of Architectural Review (BAR). Prospective buyers are encouraged to familiarize themselves with applicable guidelines prior to making an offer. ADDITIONAL NOTICE: The home is currently occupied and furnished. AI-assisted editing was used to remove furnishings from interior listing photos. Property is being sold strictly as-is.

245 W Market St, Leesburg

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

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