Leesburg Real Estate | Leesburg Historical Properties for Sale

Built in 1910 and set on 0.95 acre, this Cape Cod farmhouse keeps its character where it counts: exposed beams, exposed brick column upstairs, original trim and wide-plank floors. The main level carries the primary bedroom and both full baths, a living room and separate sitting room, and a white kitchen with a butcher-block island. Just off the kitchen and back door, the sunroom catches the most stunning morning light. Out front, a covered porch runs the width of the house. Two upper bedrooms sit under the beams. Outside you'll find a detached outbuilding, a coop, garden beds, a fire pit and room to spread out. Private well, newer septic, oil hot-water heat and central air.

23320 Watson Rd, Leesburg

Listing courtesy of Compass. Contact:

$650,000

3 Beds ⋅ 3 Baths

Located in the heart of Leesburg, this 1932 Victorian offers 3 bedrooms, 2.5 baths, and approximately 2,242 square feet of living space. The home features original architectural details, recently refinished hardwood floors, fresh interior paint, a large covered front porch, a rear sunroom, and beautiful natural light in every room. Large walkthrough closets with built-in shelving lead to each full bathroom upstairs; the additional bedroom closets plus linen closet provide plentiful storage space. The land has been organically tended by a certified Master Gardener since 1999. Situated on a quarter-acre lot in an established neighborhood, the property is conveniently and centrally situated: it is less than a mile from historic downtown Leesburg's shops and restaurants, within half a mile of two grocery stores and Catoctin Elementary School, less than a mile from Loudoun County High School and the W&OD Trail, and with easy access to Route 7, Route 15, and Route 267. The home retains much of its original character but requires additional improvements. The bathrooms need renovation, the roof requires repair, and the basement has experienced water intrusion. The seller is aware of the property's condition and has priced it accordingly. The 2026 tax-assessed value is $807,020, compared with the asking price of $650,000 — a difference of more than $157,000, or approximately 19.5% below the assessed value. The property is being sold strictly AS-IS, presenting an opportunity for a buyer to make improvements while preserving the character of this historic Leesburg home.

724 Valley View Ave Sw, Leesburg

Listing courtesy of Realty ONE Group Capital. Contact:

$1,875,000

4 Beds ⋅ 2 Baths

SAVE APPROXIMATELY $1,118.19/MONTH ON YOUR MORTGAGE FOR THE FIRST YEAR! Take advantage of an exclusive 1% temporary interest rate buydown, paid for by EmpowerHome Mortgage! That’s approximately $13,418.27 in first-year savings! No cost to the buyer or seller for the buydown. PLUS, ask about our complimentary refinance opportunity! Available to qualified buyers financing through EmpowerHome Mortgage, LLC NMLS# 2018277. Terms and conditions apply. Buyers are free to use any lender. Welcome to a remarkable 227-acre property in the Lucketts area of Leesburg, offering a rare combination of country living, existing improvements, agricultural possibilities, and room to explore a thoughtful vision for the land. Natural light fills the residence, creating bright, inviting spaces for relaxing and gathering. The welcoming front porch offers a place to enjoy morning coffee and the surrounding countryside, while the kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Comfortable bedrooms provide space to unwind, and the basement offers additional flexibility for recreation, hobbies, storage, or working from home. Beyond the residence, the property's conservation framework preserves a range of possibilities, subject to applicable easements, approvals, and county requirements. Potential uses may include agricultural activities such as growing grapes, operating the existing residence as a short-term rental, constructing one additional residence within the designated area, and certain temporary or seasonal gatherings. An existing permitted barn or outbuilding may offer opportunities for compatible activities conducted within the structure without material exterior changes. Events involving 100 or more guests may be considered through the Land Trust's written approval process. The property is not currently approved as a full winery or permanent wedding venue. Buyers interested in pursuing a vineyard, short-term rental experience, private gatherings, or other compatible concepts should review the governing conservation documents and consult the Land Trust and Loudoun County regarding permitted uses and required approvals. The surrounding Lucketts area offers access to distinctive northern Loudoun destinations, including Red Rock Wilderness Overlook Regional Park, Temple Hall Farm Regional Park, the Potomac River corridor, local wineries, The Old Lucketts Store, and the dining, shopping, and services of downtown Leesburg. With 227 acres, an existing residence, additional dwelling potential, and agricultural possibilities within its conservation framework, this property presents an opportunity to explore a distinctive vision for land and lifestyle in northern Loudoun County. Photos may be virtually staged

43086 Lucketts Rd, Leesburg

Listing courtesy of Keller Williams Realty. Contact:

$950,000

4 Beds ⋅ 2 Baths

This charming Cape Cod-style home, built in 1950, offers 1,638 sq. ft. of living space on a generous 0.99-acre corner lot in the desirable Leesburg neighborhood. The interior features a cozy kitchen with table space, perfect for casual dining, and a welcoming living area highlighted by a wood-burning fireplace. With four bedrooms and two full bathrooms, this home provides ample space for relaxation and comfort. Enjoy outdoor living with a wrap-around porch and deck, ideal for entertaining or unwinding. Additional exterior features include secure storage options and outbuildings, enhancing functionality. The property is conveniently located near public transportation, commuter lots, and an airport, ensuring easy access to the surrounding area Local amenities, including parks and shopping, are just a short drive away, making this home a perfect blend of tranquility and convenience. Off-street parking is available for added convenience. For investors and developers, this property is Zoned R-6 (Moderate Density Residential) within the Town of Leesburg. R-6 zoning permits single-family detached homes, duplexes and cluster development by right, subject to applicable Town requirements. Approximately 0.99-acre parcel offers potential redevelopment opportunities given its size and Leesburg location. Buyers and developers should independently verify allowable density, subdivision potential, rezoning opportunities and intended use with the Town of Leesburg. Property is being marketed for its existing residential use as well as its potential redevelopment opportunities.

130 Ne Fort Evans Rd Ne, Leesburg

Listing courtesy of Keller Williams Realty. Contact:

$1,092,500

5 Beds ⋅ 3 Baths

PRICE IMPROVEMENT! Welcome to Hiddenhollow! This incredible Folk Victorian Farmhouse retreat nestled away at the quiet end of Hiddenhollow Lane. Masterfully restored and meticulously updated over recent years this historic estate pairs timeless charm with contemporary refinement. Detailed with dedication to old and new craftsmanship that promises to captivate! The Estate & Grounds- Secluded on 11.3 private acres of Virginia countryside, the property is a true sanctuary. The expansive grounds feature a private, Bluegill-stocked pond, winding woodland trails, a vegetable garden, a chicken coop, a shed and a secure fenced space within. Zoned AR-1 with no HOA, covenants, or restrictive bylaws, the acreage offers uncompromised freedom. It can be suited for equestrian use, hobby farming, and/or adding custom ancillary structures. To note, exterior electrical for E/V charging, camper, a yurt, guest utility, the options are open! The Residence- Originally constructed in 1870, a restored Civil War era farmhouse boasting nearly 3,000 square feet of warm and welcoming space! This generous 5-bedroom (including a versatile main level suite bedroom) and 2.5 baths. Unbeatable charm such as the stunning staircase and banister, custom walnut bookcases in the library and original (refinished) rustic heart-pine wood floors! While the home proudly preserves its romantic heritage, a comprehensive overhaul of structural elements, mechanical systems, and aesthetic finishes and furnishings ensures absolute modern comfort mixed with the interiors balance of mid-century with vintage accents. Location & Lifestyle- Positioned in the heart of Loudoun County's renowned wine country, the estate sits just 15 minutes from historic downtown Leesburg, 5 miles from the commuter-friendly MARC train, and under an hour from the Washington, D.C. line. Surrounded by premier wineries, artisanal craft breweries, cideries, and championship golf courses, Walnut Hill is more than a home—it is a lifestyle ready to be inherited. Simply pack your bags and step into your next chapter. Offered completely turnkey! Walnut Hill currently operates as a highly successful luxury Airbnb with an exceptional income stream and glowing guest reviews. No start-up capital, proven, earning and ramping!

13722 Hiddenhollow Ln, Leesburg

Listing courtesy of Compass. Contact:

$999,000

4 Beds ⋅ 2 Baths

INCREDIBLE opportunity to own a beautifully renovated historic Colonial in downtown Leesburg’s Historic District, offering 1.106 acres, four bedrooms, distinctive historic outbuildings, and walkable access to downtown shops, restaurants, and community amenities! Combining timeless architectural character with modern updates, this exceptional property features an original restored carriage barn and historic kitchen house, creating a unique estate-like setting rarely found in an in-town location. Inside, original pine hardwood floors throughout reflect the home’s historic charm. The inviting living room features a wood-burning stove, while the dining area offers an ideal setting for entertaining. The updated galley kitchen blends everyday functionality with the home’s classic character. The main-level primary suite provides a private retreat, with potential for a screened porch overlooking the grounds. The beautifully renovated bath combines historic elegance and modern comfort with a classic clawfoot tub, oversized walk-in shower, and heated tile flooring. Three additional bedrooms upstairs offer flexible space for family, guests, or home offices. An enclosed, window-lined sleeping porch has been converted into an updated laundry area with built-in storage. Major improvements include 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), custom storm windows, and a new asphalt driveway (September 2026). The professionally waterproofed basement offers valuable storage and potential for a wine cellar, hobby space, or future finishing. Additional improvements include professional underpinning at the rear of the property, a professionally releveled detached shed, and low-voltage pipe warmers for added protection during freezing temperatures.The expansive grounds feature mature landscaping, gardens, a stone terrace, and mature sour cherry, apple, and nut trees, providing space for outdoor entertaining, gardening, recreation, and relaxation. The beautifully restored original carriage barn preserves an important piece of the property’s history, while its finished, weatherproofed upper loft provides versatile attic-style storage. The historic kitchen house, once the property's separate cooking space, remains a remarkable architectural feature and is currently used as a playhouse. With more than an acre in the heart of Leesburg, the property may offer potential for an accessory dwelling unit (ADU), subject to Loudoun County zoning, permitting, and other applicable approvals. Explore possibilities for multigenerational living, a private home office, or additional living space, subject to feasibility and approval. This is truly an exceptional home in an exceptional location!

431 S King St, Leesburg

Listing courtesy of Momentum Realty LLC. Contact:

$582,000

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! NO HOA! 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:

$698,000

3 Beds ⋅ 2 Baths

RATE BUYDOWN & COMPLIMENTARY BUYER HOME WARRANTY! Seller and preferred lender are willing to cover temporary rate buydown costs for a qualified buyer, offering savings of tens of thousands of dollars in mortgage payments over the first few years. Contact the listing agent for lender details, eligibility requirements, and full program terms. Enjoy 1920s charm on 3.25 peaceful acres with beautiful views and room to spread out, just minutes from downtown Leesburg, Hamilton, the Outlets, and the Greenway. Fresh paint, a cozy wood stove, and charming built-ins make this farmhouse feel like home. A new septic system installed in 2026 and a complimentary buyer’s home warranty provide added peace of mind.

39014 Hughesville Rd, Leesburg

Listing courtesy of Samson Properties. Contact:

$919,900

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:

$3,495,000

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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