Leesburg Real Estate | Leesburg Historical Properties for Sale

TIMELESS HISTORIC CHARACTER. REFINED MODERN LIVING. EXCEPTIONAL IN-TOWN ACREAGE. A truly rare offering on King St. in the heart of Leesburg’s Historic District, this beautifully renovated Colonial combines timeless architectural character with thoughtful modern updates, extraordinary historic outbuildings, and an exceptional one-acre lot within walking distance of downtown! Adding to the property's distinction are an original restored carriage barn and historic kitchen house, creating a remarkable sense of place and offering possibilities rarely found in an in-town residence. Rich in history yet designed for today’s lifestyle, the home offers four bedrooms, including a spacious main-level primary suite, plus three bedrooms upstairs. Original pine hardwood flooring throughout the home beautifully reflects its historic character, while the inviting living room provides a warm and welcoming gathering space centered around a charming wood-burning stove. The elegant dining area is perfectly suited for entertaining, with a natural flow toward the updated galley kitchen. The main-level primary suite provides a private retreat with the potential to add a screened porch overlooking the beautifully landscaped grounds. The beautifully redesigned original bath blends historic charm with modern luxury, featuring a classic clawfoot tub, oversized walk-in shower, and heated tile flooring. Upstairs, the additional bedrooms offer flexibility for family, guests, offices, or creative spaces. An enclosed sleeping porch lined with windows now serves as an updated laundry area with built-in storage. A thoughtful list of improvements provides modern comfort and peace of mind, including NEW HVAC (2026), updated electrical and plumbing (2015), conversion from oil to natural gas heating (2015), central air conditioning and spray-foam attic insulation (2017), a new asphalt driveway (9/2026), and custom storm windows. The professionally waterproofed basement offers excellent storage and the potential for a wine cellar, hobby area, or future finished space. The rear portion of the property has been professionally underpinned, the detached shed was releveled by licensed professionals, and low-voltage pipe warmers provide added protection during freezing temperatures. The one-acre grounds are an extraordinary amenity for a property so close to the center of town, offering privacy, mature landscaping, gardens, entertaining areas, and abundant space for outdoor living. The original carriage barn has been beautifully restored, preserving an important piece of the property's history while providing versatile additional space. Its finished and weatherproofed upper loft offers excellent attic-style storage. The historic kitchen house, once the property's dedicated cooking space, remains as another remarkable reminder of the home's heritage and is currently used as a playhouse. Together, these preserved structures create a distinctive compound-like setting rarely available in downtown Leesburg. The grounds also feature a stone terrace and mature sour cherry, apple, and nut trees. The generous acreage may also offer potential for an accessory dwelling unit (ADU), subject to Loudoun County approvals and applicable regulations, creating exciting possibilities, multigenerational living, a private office, or future additional living space. Beyond the property, enjoy the unparalleled convenience of downtown Leesburg, with acclaimed restaurants, boutique shopping, farmers markets, parks, community events, and the W&OD Trail all nearby. Easy access to the Greenway, Route 7, and commuter bus service make this exceptional combination of in-town lifestyle and private estate-like setting. An exceptional property in an exceptional location!

431 S King St, Leesburg

Listing courtesy of Momentum Realty LLC. Contact:

$600,000

2 Beds ⋅ 2 Baths

Welcome Home to this 1920 Classic Colonial in the heart of Downtown Leesburg! A rare opportunity to own a piece of history. Location, Location, Location! This charming home has 2 bedrooms, 2 full baths and original Hardwood Pine Floors in the living room and freshly painted!! The back yard is fully fenced with a deck and spacious patio providing outdoor space for al-fresco dining and entertaining as you unwind & relax well into the evening! The deep lot allows room for expansion! The unbeatable location is just steps away from Leesburg’s vibrant historic downtown, you’re moments from award-winning restaurants, local shops, coffee spots, entertainment, W&OD trail, libraries and more! Outdoor enthusiasts will appreciate being just minutes from Ida Lee Park, offering miles of walking trails, athletic fields, tennis courts, a recreation center, pools, and year-round community activities. Shopping is just around the corner at the Leesburg Premium Outlets, while commuters will enjoy quick access to Route 7 and the Dulles Greenway, making travel throughout Northern Virginia a breeze. You're also only a short drive from One Loudoun, featuring premier shopping, dining, entertainment, and nightlife. And if you love Virginia wine country, you're in the heart of it all. Some of Loudoun County's most celebrated wineries, breweries, cideries, and farm breweries are just minutes away! It’s not just a home, it’s a lifestyle! Opportunities like this don’t come often. Own a piece of Historic Leesburg and make it your own!

221 South St Se, Leesburg

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$1,290,000

4 Beds ⋅ 3 Baths

Turn of the century renovated farmhouse on 33 acres with 1/2 mile of Catoctin Creek frontage. This is an exceptional parcel partially wooded and open with a possible extraordinary building site overlooking the Catoctin Creek and countryside. The Farmhouse has been completely renovated top to bottom with finished attic and stone basement. There are 4 BR and 2.5 baths., hardwood floors throughout. The kitchen and baths are beautiful. A renowned designer/stager with their skillful art has made this home a showplace. The Farmhouse is frame built clad with aluminum siding and is a three story home, side gabled with a centered steep pitch front gable and a fantastic rubble stone basement. The exterior has important embellishments with period detailing including scale shingles within the gables, turned porch spindles and flat jig saw cut trim. The covered full width front porch has round porch posts and the decorative balustrades and brackets. There are two additional covered side porches. There is a symmetrical facade and a standing metal seamed roof. This home has four finished levels including the basement and the walk-up attic. The updated interior is complete top to bottom job with current baths and kitchen. The full home renovation kept important architectural details including the original banister with turned balustrades, wood doors and window trim. This home has a large bright and airy rooms, porches to relax on, and separate cozy and inviting living spaces. This property is unique and the possibilities are endless. Possible two parcel subdivision, brewery, winery, other agriculture opportunities are available.

13049 Loyalty Rd, Leesburg

Listing courtesy of RE/MAX Executives. Contact: 7033180067

$720,000

3 Beds ⋅ 2 Baths

BACK ON THE MARKET WITH A FRESH NEW LOOK! This charming 1923 farmhouse sits on 3.25 acres just minutes from downtown Hamilton and Leesburg. Recent updates include fresh paint, new front porch flooring, and a brand-new septic system. Full of classic farmhouse character, the home features charming details including a wood stove and original-style built-ins, along with plenty of outdoor space for entertaining, gardening, animals, or simply enjoying the acreage. The property feels private and secluded, while shopping, dining, and major commuter routes are still just minutes away - the best of country living without feeling far from civilization.

39014 Hughesville Rd, Leesburg

Listing courtesy of Samson Properties. Contact: 7033788810

$975,000

2 Beds ⋅ 3 Baths

Built in 1795 and just a few blocks from the heart of downtown Leesburg, 222 West Market gives you something that is genuinely hard to find: a historic home with real character, a completely rebuilt interior, private outdoor space, and a two-story garage, all in a location where you can walk out the door and enjoy downtown. The interior was gutted and rebuilt in 1998 by Randy and Deloris DeHart, with the work later recognized with a 2000 Architectural Excellence Award. Their daughter, a landscape architect, designed the grounds, and that attention to how the house and outdoor spaces work together is still obvious today. The BRICK COURTYARD is one of the places that makes this house memorable. It is tucked behind the home, with planting beds, an arbor, and a water feature filled with fish, lily pads, and water plants. There is even a resident frog who has apparently decided he lives here too. Sit outside with coffee, dinner, or a glass of wine and the sound of the water makes it easy to forget you are right in the middle of town. Inside, you get the character of a historic home without giving up comfortable room sizes. The FAMILY ROOM is nearly 23 feet long with a fireplace and radiant heat underfoot. The large front STUDY has another fireplace and enough room to work from home, read, or create a separate sitting space. The KITCHEN sits between the two with rich wood cabinetry, double wall ovens, a pantry, and direct access to the courtyard, so indoor and outdoor living connect naturally. Upstairs, the floor plan gives you TWO GENEROUS BEDROOMS instead of a collection of smaller rooms. The PRIMARY SUITE is more than 20 feet deep with its own fireplace, multiple closets, and a private bath with a skylight that brings in natural light. The second bedroom is also spacious, with another full bath nearby. LAUNDRY ON THE BEDROOM LEVEL makes everyday life easier. A long driveway runs to the back of the property, where the oversized TWO-STORY STUCCO GARAGE sits tucked away from the street. You get real off-street garage parking in downtown Leesburg, plus unfinished space above for storage or future possibilities. And then there is the LOCATION. King Street, downtown restaurants, shops, coffee, events, and the W&OD Trail are all close by. Dinner does not have to involve getting in the car. Neither does a morning walk, a bike ride, or an afternoon downtown. 222 West Market is considered one of the buildings that helps give the Leesburg Old & Historic District its historic character and charm. With its history, architecture, private courtyard, garage, and walkable downtown location, it offers a way of living that is very hard to recreate anywhere else. This one is very special.

222 W Market St W, Leesburg

Listing courtesy of Samson Properties. Contact: 7033788810

$2,000,000

4 Beds ⋅ 2 Baths

Welcome to a home where the quieter side of Leesburg meets everyday comfort and convenience. Natural light fills the interior, creating bright, inviting spaces for relaxing, gathering, and daily living. The welcoming front porch creates a comfortable place to enjoy morning coffee, fresh air, or a quiet moment outdoors. At the heart of the home, the kitchen combines function and style with granite countertops, stainless steel appliances, and ample cabinetry for cooking, storage, and entertaining. Comfortable bedrooms offer dedicated spaces to unwind and recharge, while the basement provides added flexibility for recreation, hobbies, storage, working from home, or additional everyday living needs. The Lucketts location brings some of northern Loudoun County's distinctive destinations within reach. Enjoy outdoor recreation at Red Rock Wilderness Overlook Regional Park and Temple Hall Farm Regional Park, explore the nearby Potomac River corridor, or visit local wineries including Fabbioli Cellars, Droumavalla Farms Winery, Eagletree Farm Winery & Restaurant, and Bleu Frog Vineyards & Ole Bleu Brewery. The Old Lucketts Store and Lucketts Community Center add to the area's local character, while downtown Leesburg offers additional dining, shopping, services, and entertainment. From light-filled interiors and comfortable bedrooms to the inviting front porch, flexible living space, countryside surroundings, and nearby recreation, this property offers an opportunity to enjoy the distinctive lifestyle of northern Loudoun while keeping Leesburg conveniences within reach. Photos may be virtually staged

43086 Lucketts Rd, Leesburg

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$3,795,000

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:

$695,000

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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