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$474,000
4 Beds ⋅ 3 Baths
Opportunity. Value. Momentum. This beautifully updated 4-bedroom, 2.5-bath townhome is the kind of property that makes sense whether you’re looking for a place to call home or a smart long-term investment. Step inside and you’ll find warm wood flooring, fresh neutral carpeting throughout the upper level, and thoughtful upgrades that create a move-in ready experience. The spacious kitchen features stainless steel appliances and opens to a bright eat-in area and sunroom, complete with a dedicated office nook that’s perfect for today’s flexible lifestyle. Entertain with ease in the separate dining room highlighted by a stylish new chandelier, or unwind in the comfort of four generously sized bedrooms, each equipped with ceiling fans for year-round comfort. The primary suite has been transformed with a new stall shower, sink and cabinetry, creating a clean and modern retreat. The hall bath has also been refreshed with a new sink, cabinetry and toilet, while retaining the convenience of a tub-shower combination. Rear yard is fully fenced with a patio for outdoor family fun and storage shed for tools and mower. Behind the scenes, the big-ticket improvements are already done for you. Enjoy peace of mind with a brand-new HVAC system installed in June 2026 and a completely new electrical system installed in June 2026 also. Location is everything, and this home delivers. Just minutes from the charm, restaurants, shops and events of historic Leesburg, with convenient access to major commuter routes, beautiful parks and some of Virginia’s most celebrated wineries. A rare combination of updates, location, and value. Move in, build equity, and enjoy everything that makes Leesburg one of Northern Virginia’s most desirable places to live.

204 Shenandoah St Se, 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
$475,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated three-level home in a fantastic Leesburg location, offering an impressive list of updates and a wonderful blend of comfort, functionality, and outdoor living. The remodeled kitchen (2020) features quartz countertops, stainless steel appliances, an eat-in dining area with table space, and a convenient breakfast bar. The kitchen opens directly to the deck, creating an ideal setup for everyday living and entertaining. LVP flooring runs throughout the main level, complemented by new ceiling fans in every room. Major recent improvements provide peace of mind and energy efficiency, including a new energy-efficient HVAC system with whole-house dehumidifier (2026) and a 10-year warranty, new attic insulation (2026), new deck support and joists (2026), new plumbing from the house intake to the street (2025), a new washer (2023), new electrical panel (2021), new roof (2021), and new windows and sliding glass doors (2020). The water heater was replaced in 2015, and exterior lighting was updated in 2015. The upper level features a spacious primary bedroom with walk-in closet and an updated full bathroom. The lower level offers a versatile bonus room that can easily serve as a fourth bedroom, guest room, home office, or flex space, along with a comfortable recreation room that walks out to the patio and fenced backyard. Enjoy the outdoors from the deck, which features new deck boards installed in 2023 and newly replaced structural supports and joists in 2026. The fenced backyard includes a storage shed and backs to open space, providing privacy and a peaceful setting. Ideally located in Leesburg with convenient access to Dulles International Airport, Metro, area vineyards, Leesburg Premium Outlets, restaurants, shopping, entertainment, and Washington, DC. With numerous major systems and features already updated, this home offers an exceptional opportunity to enjoy Leesburg living with comfort and confidence.

309 Shenandoah St Se, Leesburg

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$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
$150,000
4 Beds ⋅ 1 Baths
This spacious 2 story home with a full front covered porch is located in the historic area of Leesburg. The living room has an open staircase and large picture window, the formal dining room also has a large picture window and brick fireplace, the kitchen features white cabinets, a lot of cabinet space and double bowl sink. Off the kitchen is the laundry room with utilities. Also on the main floor is an office, family room and bedroom. Upstairs has 3 bedrooms and a full bathroom. There is a back staircase too. Located close to the Delaware River, shore points and Rt 55 for traveling.

628 Main, Leesburg

Listing courtesy of S. Kelly Real Estate LLC. Contact: 8564558820
$1,495,000
4 Beds ⋅ 4 Baths
Historic Sleepy Hollow Farm: A Timeless Loudoun County Quaker Stone House. Listed on the National Register of Historic Places, this 11.45-acre farm offers total privacy and a breathtaking sense of arrival. As you come around the bend at the bottom of the long driveway, the gorgeous 1769 stone house suddenly comes into view against a backdrop of mature woods and rolling land. Welcoming you to the home is a classic covered front porch that spans the original section of the house, looking out over the historic stone spring house that still stands proudly in front of the residence. The main home totals approximately 3,600 square feet of finished space. It is anchored by the original 2-over-2 Quaker stone core featuring its visible 250-year timeline cornerstone, wavy glass windows, original plaster walls and ceilings, and intact wood floors that are likely original heart of pine. An 1867 expansion introduced a formal dining room and a lower chamber, which features a cozy, finished 400-square-foot walk-out den showcasing exposed stone walls and an authentic brick floor. A thoughtful two-story frame addition, added in1985 on the back of the house, expands the home for practical country living, adding a large country kitchen, which could be used as a comfortable dining or sitting area, a powder room, and a spacious laundry room. The second level features a primary suite with walk-in closets, a full bath, plus an additional bedroom, another full bath, and a powder room in the hallway of the original core house. Underneath this addition, a generous unfinished lower-level space provides excellent room for utility and storage. Remarkably, the residence relied directly on water from the historic spring house for centuries, right up until 2010 when a new well was added to fully modernize the home's water system. The house and pool area are nestled in front of the trees, beautifully framed by boxwood plantings. Outside, the rolling acreage is fully set up for a functional hobby farm or equestrian life, complete with a natural pond, two 4-stall barns, two run-in sheds, and an in-ground pool with several possibilities. This is a rare opportunity to own a beautifully preserved, classic piece of history on highly desired Thomas Mill Road. Fios is here. Seller's specific instructions: Listing agent must be present at showings. 24 hour notice to show. Buyers must be accompanied by their buyer agent and have a current lender pre-approval.

39902 Thomas Mill Rd, Leesburg

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$950,000
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
$419,900
3 Beds ⋅ 2 Baths
Refreshed and back on the market! Welcome to this charming townhome in the established Virginia Knolls community, just moments from the heart of historic downtown Leesburg. Thoughtfully maintained and updated over the years, this home offers a blend of character and everyday convenience.<br> </br> The kitchen was refreshed in 2018 with new countertops, sink, backsplash, flooring, stove, and microwave, creating a bright and functional space for daily living. More recent improvements include the garbage disposal (2024), and dishwasher (2026). Heating system was replaced in 2020. Solar panels were installed in 2022, a great way to subsidize your energy bill!<br> </br> The sunroom off the kitchen provides flexible living space, perfect for a home office, playroom, or cozy sitting area overlooking the backyard. Upstairs, you'll find three comfortable bedrooms and a full bath. Primary bedroom includes a HUGE walk-in-closet! Outside, enjoy a private outdoor space, low HOA, and an unbeatable location. Easy parking with lots in the rear, across the street, and ample street parking. Close to parks, shopping, dining, the W&OD Trail, and all the boutiques, restaurants, and year-round events that make downtown Leesburg such a special place to call home.

326 Shenandoah St Se, Leesburg

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$975,000
5 Beds ⋅ 3 Baths
Discover the perfect blend of modern updates and peaceful surroundings in this beautifully renovated rancher, nestled on a private lot surrounded by mature trees and lush landscaping. Gorgeous hardwood floors flow throughout the main level, where a spacious living room welcomes you with soaring vaulted ceilings, a striking fireplace with built-ins, and a stunning wall of windows that frames picturesque outdoor views. The beautifully updated gourmet kitchen features stainless steel appliances, modern finishes, abundant cabinetry, and generous counter space, creating the perfect space for everyday living and entertaining. Three comfortable bedrooms complete the main level. The fully finished lower level offers exceptional flexibility with a spacious primary suite featuring an updated en suite bath and walk-in closet. A convenient kitchenette and beautiful LVP flooring make this level ideal for guests, multi-generational living, or potential rental opportunities. Outside, enjoy the tranquility of nature from the deck or patio overlooking the private backyard with plenty of room for gardening, outdoor entertaining, and recreation. A large storage shed provides additional space for tools and equipment. The oversized two-car garage offers ample storage, while the extended driveway provides abundant additional parking. The home is serviced by Verizon FiOS internet, providing reliable high-speed connectivity. Move-in ready and thoughtfully updated throughout, this exceptional home also enjoys convenient access to local wineries, offering the perfect balance of privacy and nearby amenities.

39030 Mount Gilead Rd, Leesburg

Listing courtesy of Redfin Corporation. Contact:

$574,900
5 Beds ⋅ 4 Baths
Welcome to 109 Mayfair Drive NE, a beautifully maintained 5-bedroom, 3.5-bath home in one of Leesburg's most established neighborhoods. Thoughtfully updated and filled with inviting living spaces, this home offers the perfect balance of comfort, style, and functionality. The updated kitchen serves as the heart of the home, featuring modern finishes and ample space for both everyday living and entertaining. Bright, spacious living areas provide a warm and welcoming atmosphere, while the flexible floor plan offers room to grow, work from home, or host guests with ease. Step outside to enjoy the private backyard—an ideal setting for relaxing, gardening, or gathering with family and friends throughout the year. Located just minutes from historic downtown Leesburg, you'll enjoy convenient access to local shops, restaurants, parks, wineries, and major commuter routes, all while being part of a charming, established community. Offering five spacious bedrooms, three and a half baths, an updated kitchen, no HOA, and an exceptional location, 109 Mayfair Drive NE is a wonderful place to call home.

109 Mayfair Dr Ne, Leesburg

Listing courtesy of EXP Realty, LLC. Contact: 8668257169
$667,000
3 Beds ⋅ 3 Baths
Looking for that affordable gem near historic downtown Leesburg, look no further and come see why the homes in this community are rarely for sale. This cute little community around the corner from King St. is nestled between downtown and Ida Lee Recreation Park. Bring your BEST OFFER! It's a great opportunity and move in ready. Solidly built, all brick home, on a quarter acre corner lot with NO HOA. Short and easy walk to the heart of downtown Leesburg with local shops, dining, community events, plus easy access to numerous commuter routes. The welcoming front porch invites you into a spacious, freshly painted home with gorgeous hardwood floors flowing throughout the main level with 3 bedrooms and 2 full bathrooms. The living room has a huge picture window for natural light and built-in shelves surrounding the gas fireplace. The dining room, also with a huge picture window with custom blinds, has chair molding, built-in cabinets and a ceiling fan. The kitchen, with new LVP flooring, includes double sinks, side by side fridge with ice/water dispenser, built in microwave, compact dishwasher and a gas stove. On the same level, the home boasts 3 generously sized bedrooms, all with cedar lined closets and ceiling fans, with an en-suite bathroom for the primary bedroom. The lower level has a huge family room with a cozy wood burning fireplace and brand new carpeting, plus 2 bonus rooms with lots of potential to use as you see fit, with an abundance of storage room, a half bath, and also a utility sink. Outside you'll find a tastefully landscaped yard and plenty of parking for your family and friends, with the driveway descending behind the home with a lower level parking area and garage. Home has been updated with a new HVAC installed in 2022. The detached outdoor shed has an exterior electric charging station for your car or RV. Don’t miss this opportunity to own this solid home in good condition and in a wonderful community and location!

204 Ayr St Nw, Leesburg

Listing courtesy of Tunell Realty, LLC. Contact: (571) 276-6198
$1,000,000
***AUCTION***List price is STARTING BID only. Price TBD at Live Auction on September 11, 2026 at 11:00 am, Eastern. ***Property Tours: August 7, 19, and 28, 2026, at 11:00 a.m. SHARP. Please contact showing contact in listing for more information. Due to the parking lot design and shared heating systems, these 3 attached commercial buildings are being sold as a single offering (0.16 +/- acres) 3 E Market St. 1st Floor: On the main level, there is a half bathroom, and nice staircase to the upper level. The tenant rents the large display room, small accessory room and commercial kitchen space. 2nd Floor: The tenant has several party rooms they are leasing. There are 4 rooms total upstairs with a shared half bathroom. Roof: Metal (1990s) Exterior: Brick Basement: Partially concrete and partially gravel; holds the utilities.Utilities: Gas boiler (Washington Gas). This unit also supplies heat to Unit #5. There is central air conditioning in this unit.Parking: (4) parking spaces in the rear parking lot go with this building. Tenant: Mocatinas has several trade fixtures and kitchen equipment that will be retained by the tenant after the sale is completed. Landlord has paid the gas bill on this unit. Tenant pays water, sewer, and electric. Only one tenant is in this building.Current rent: $5,000/month and lease expires 11/30/29 $9,535.86: annual real estate taxes; 4,822 +/- sf.; Built in 1890/1993 5 E Market St.1st Floor: The main floor could very easily serve as an overnight residence for a corporate attorney doing business in Leesburg from out-of-town. It has three rooms, a half bath in the hallway, and a full kitchen. The kitchen stove is fueled by natural gas. Living room has a bricked-up fireplace that is not functional. There is front and rear entry from the main level.2nd Floor: The upstairs has 4 bedrooms and (1) full bathroom in the hallway. From two of the bedrooms there is a beautiful view of the Loudoun Courthouse grounds. There is attic access through a scuttle hole. No exterior ingress/egress on this level Exterior: Metal siding with a metal roof (age of roof is unknown). Basement: Partial basement with crawl space. Interior access and exterior cellar door access. Thaccess. The basement has an antique motor from an elevator shaft that went through the center of the building. The shaft was removed many years ago.Utilities: Natural gas boiler from Unit #3 supplies heat to this building. Landlord has paid the gas bill on this property. Parking: 2 spaceTenant: Currently vacant, but in the past, the tenants have paid water and electric bills, and the landlord has covered heat.$6,365.86: annual real estate taxes; 2,484 +/- sf.; Built in 1850 7 E Market St.​​​Main Level: One rental unit has three offices with three doors to a shared Second rental unit is currently rented, and has two offices. There is a shared half bath on the main level hallway. 2nd Level: Similar layout to the main level--one rental unit with three offices, and a 2nd rental unit with two offices across the hall. There is a shared half bath and supply closet in the hallway. ​​​​​​3rd Level: Full attic that is ideal for storage or a future build-out.Exterior: Brick with metal roof (less than 10 years old)Basement: Full basement w/gravel floor. Accessible from inside stairs or exterior cellar door. Utilities: Gas boiler radiators, and Heat Pump for electric air conditioning. Tenant info: Landlord has paid all utilities for this unit due to multiple businesses occupying the building. $9,298.22: annual real estate taxes; 6,840 +/- sf.; Built in 1890/1993 Additional 0.03 +/- acre parking PLEASE CONTACT LISTING CONTACT. SO MUCH MORE INFORMATION ON AUCTION WEBSITE

7 E Market St, Leesburg

Listing courtesy of RE/MAX Supercenter. Contact:

$349,900
HURRY, HURRY, HURRY Big cash flow potential! Great value add Large 5 unit apartment building with 4 one bedroom units and 1 two bedroom unit in Historical Mansion with lots of charm and character. Needs work and currently vacant ready for rehab. Some improvements already made (roof, separate electric, concrete work, stone driveway, some flooring, etc). Owners are highly motivated to sell and looking for offers. Make your best deal for a really great buy! Estimated cost to complete renovations $125-150K 1 Bedroom units in the area rent from $1000-1400/month 2 Bedroom units in the area rent from $1300-1800/month.

4 Ward Ave, Leesburg

Listing courtesy of M Riccardi Agency Inc. Contact: 2157524200
$265,000
3 Beds ⋅ 1 Baths
Step into a one-of-a-kind home filled with character, charm, and timeless craftsmanship! Situated on a spacious lot, this inviting 3-bedroom, 1-bath property offers plenty of room to enjoy both indoor and outdoor living. The partially fenced yard provides a great space for pets, gardening, entertaining, or simply relaxing in your own private retreat. Inside, you’ll immediately appreciate the beautiful woodwork that adds warmth and personality throughout the home, showcasing the kind of detail that’s hard to find today. The functional layout offers comfortable living spaces, while all appliances are included, making your move even easier. Whether you’re a first-time homebuyer, looking to downsize, or searching for a property with distinctive character, this home delivers charm, space, and endless potential. Don’t miss your opportunity to own a truly special property that stands out from the rest! Property being sold in as is condition; seller will negotiate septic repairs if needed; sale contingent upon seller finding suitable housing; -- ask agent for details.

8 Ward Ave, Leesburg

Listing courtesy of Tealestate LLC. Contact: 8567122670
$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:

$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:

$115,000
3 Beds ⋅ 1 Baths
INVESTOR ALERT! YOUR NEXT FIX-N-FLIP IS HERE! 619 Main St is ready to be renovated, with comprable sales in the high 200s in the area. This home has room to add a 4th bedroom and another 1.5 bathrooms. The bones seem good, the lot is good size, and the shed in the back is huge and should be able to be kept and renovated for your next buyer. At 2112 square feet, this property has tons of resale potential. Come take a look and make an offer!

619 Main St, Leesburg

Listing courtesy of DePalma Realty. Contact:

$359,000
Set on an expansive 43-acre parcel, this exceptional property offers a rare combination of open space, infrastructure, and ready-to-build potential—all within a convenient location just 30 minutes from the Jersey Shore points and approximately one hour from Philadelphia. Partially cleared and thoughtfully prepared, all major due diligence has already been completed—saving you time, cost, and uncertainty. DEP studies, perc testing, engineered septic plans, and a full survey are all finalized and available for transfer to the new owner for a minimal cost. Equestrian or agricultural use is well supported with four fenced pastures, a 20x16 run-in shed, and an existing barn that previously operated as an antique store—offering flexibility for storage, business use, or hobby space. For those ready to build, there is an incredible opportunity to take over the purchase and construction of a fully designed 3-bedroom, 3-bath barndominium. The plans feature a spacious layout complemented by a 30x30 covered patio and an additional 20x8 porch—perfect for enjoying the surrounding landscape. All architectural plans have been professionally stamped and approved, streamlining your path to construction. Whether you’re looking to build your dream home, establish a farm, or invest in a property with significant groundwork already completed, this offering delivers unmatched value, flexibility, and potential. Land is financeable through Farm East Credit. Please note-no farm equipment, trailers or animals included in the sale. Two 40 ft Cargo containers available for additional cost.

4196 Route, Leesburg

Listing courtesy of Swink Realty. Contact: 8567653999
$950,000
4 Beds ⋅ 3 Baths
🌟 RARE OPPORTUNITY under $1M! 🌟 Enjoy the perfect blend of peaceful country living and modern convenience on this spectacular, flat 3-acre cleared lot just minutes from Brambleton and downtown Leesburg! 🌳 This sun-drenched detached home features all main-level living with gorgeous hardwoods, 3 bedrooms, and 3 full baths. 🛏️✨ The primary suite is a true retreat with a walk-in closet, double vanities, and a soaking tub. 🛁 Unwind on the rear deck or start your morning in the front gazebo overlooking scenic views. ☕ Major big-ticket updates are already done: Windows/Siding (2018), Refrigerator (2020), Roof (2021), and Water Heater (2025). 🛠️ Incredible location just 8 mins to Hanson Park, 10 mins to premium shopping/dining, and easy access to the Ashburn Metro and Dulles Airport. 🚗✈️ Top-rated school pyramid! 🎓 A 3-acre property with this location and price point will not last—schedule your private tour today and bring your offer before it's gone! ⏳🏃💨

23439 Watson Rd, Leesburg

Listing courtesy of Long & Foster Real Estate, Inc.. 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:

$1,375,000
Position your business at the center of it all with this exceptional opportunity at 17 Loudoun Street SE, located in the heart of historic downtown Leesburg. This is a chance to be part of a destination, where locals and visitors gather to enjoy the area’s restaurants, boutiques, events, and vibrant street life. - With outstanding visibility along one of the town’s most charming and well-traveled corridors, this location offers character and commercial potential. The walkability is unmatched with extensive foot traffic and repeat exposure—an invaluable advantage for retail, restaurant, or office users alike. A standout feature of the property is the inclusion of 10 deeded parking spaces—a rare amenity in the downtown district—offering convenience for both customers and staff. Additionally, this property is located within a HUBZone, offering a unique advantage for qualified businesses seeking access to federal contracting opportunities. The HUBZone program is designed to fuel small business growth in designated areas, with a goal of awarding at least 3% of federal contract dollars to certified HUBZone companies each year. Flexible downtown zoning supports a wide range of retail, restaurant, office, and service-based uses—further strengthened by the HUBZone designation, creating a unique opportunity to attract both consumer-facing businesses and federally-backed tenants. Whether you’re expanding, relocating, or launching something new, this is a premier opportunity to establish your presence in one of Northern Virginia’s most sought-after and highly visited downtown settings.

17 Loudoun St Se, Leesburg

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$2,500,000
3 Beds ⋅ 3 Baths
Just north of the Town of Leesburg, this renovated Craftsman sits on more than 40 acres across two parcels, surrounded by open pasture, seasonal mountain views, and easy access to Loudoun County’s well-known wineries, breweries, and gathering spots. Thoughtfully expanded for true one-level living, the main floor is filled with character-rich details, including salvaged architectural doors, paneling, and trim. The gourmet kitchen features warm wood floors, a six-burner gas stove, and a custom island crafted from wood taken from the property’s original log cabin. A substantial addition created a private main-level primary suite with a beautifully finished bath, walk-in closet, and its own laundry. Two additional bedrooms—one with an en-suite bath—offer comfortable accommodations, and a dedicated office with a large closet could easily serve as a fourth bedroom. The family room and adjoining dining area both feature heated stone floors, walls of windows, and French doors that open directly to outdoor living spaces. The property also includes a historic log house that was original to the land. Relocated to its current site, it now offers two bedrooms, a full bath, and its own kitchen—ideal for guests, extended family, or possible rental use—while still showcasing vaulted ceilings, a stone fireplace, and beautiful floors. Equestrian amenities include an 11-stall barn with an extra-wide center aisle, a spacious tack room with a powder room, a dog wash station, and a heated and cooled gathering room. Approximately 15 acres are fenced and complemented by run-in sheds and a pond. Zoned AR-1 with no easements, this is a rare opportunity to own a versatile country property that blends history, comfort, and wide-open space just minutes from Leesburg.

43470 Evans Pond Rd, Leesburg

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

$348,996
3 Beds ⋅ 1 Baths
Welcome to this charming and fully updated home located right in the heart of Maurice River Township. Offering 3 bedrooms and 1 baths, this home has been thoughtfully renovated from top to bottom, blending comfort, craftsmanship, and modern convenience. Step inside to a warm, inviting layout featuring a custom sliding barn door, live edge wall feature, and handcrafted stair railings that add a touch of rustic elegance. The custom kitchen is a true standout and designed with ceiling-height cabinetry, slow-close cabinets, beautiful granite countertops, and included appliances. The home has seen major updates throughout, including updated electric, a new furnace, new air-conditioning unit, and a new partial roof, giving you peace of mind for years to come. A main-floor bedroom offers flexibility, while the second floor features additional bedrooms and a convenient second-floor laundry room located near the majority of sleeping spaces. The bathroom includes a relaxing soaking bathtub. The finished attic adds even more functionality with a spacious walk-in storage room. Step outside to a large back deck overlooking a fully fenced-in backyard, ideal for entertaining, pets, or play. The fancy fire pit and cabana are included and built in! A driveway conveniently provides off-street parking. With its modern upgrades, custom touches, this home is truly move-in ready and easy to love. Don’t miss the chance to make it yours!

14 Ward Ave, Leesburg

Listing courtesy of Swink Realty. Contact: 8567653999