Recently Sold Homes in Historic District, VA

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SOLD SEP 8, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Step into the past with this beautifully preserved home, believed to be built in the 1840s, located in the heart of downtown, complete with a historical plaque. Full of timeless charm, this 3-bedroom, 1-bath residence features original hand-hewn log beams, wide-plank wood floors, and authentic period details throughout. Enjoy a warm, inviting living space with exposed wood beams that highlight the home's rich history, plus two fireplaces on the main floor. The kitchen offers rustic touches while providing the modern conveniences you need. Upstairs, you'll find two cozy bedrooms filled with natural light and character. A bonus room that could be used as a third bedroom, office, or playroom.

$399,999 Last sold price

2 beds1.5 baths1,630 sq ft

125 E Clifford St, Winchester, VA 22601

(540) 450-2747

SOLD OCT 23, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Just blocks from Old Town Winchester, this 4BR/3BA home blends historic character with thoughtful updates. With a new roof, fresh exterior paint, and inviting curb appeal, it’s ready to welcome you in. Inside, hardwood floors and a wide foyer lead into a spacious living room where widened doorways create an airy, open feel. The dining room, complete with a built-in corner cabinet and abundant natural light, flows seamlessly into the updated kitchen. Here you’ll find stainless steel appliances, plenty of prep space, and a stylish coffee bar/butler’s pantry. At the back of the home, a generous family room, full bath, and walk-out access to a private hardscaped patio make ent

$460,000 Last sold price

4 beds3 baths2,262 sq ft

519 N Braddock St, Winchester, VA 22601

(540) 662-0323

SOLD SEP 24, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Opportunity is knocking! Here's your chance to purchase a unique home in the beautiful Winchester Historic district. Freshly painted interior is light and bright-Step inside to hardwood flooring on your left is the formal living room featuring a decorative brick fireplace with a mantel to display your treasures, on the main level you will find a full bath, laundry, and kitchen with Tiled Floors- off the kitchen is a door that leads to a patio and your backyard ready to design to your taste, imagine the possibilities! New hot water heater just installed. Upstairs you will find 2 bedrooms- One of the Bedrooms has an exposed stone wall, and a door leading to a landing. The Primary Bedroom has

$270,000 Last sold price

2 beds2 baths1,446 sq ft

209 S Braddock St, Winchester, VA 22601

(540) 349-1400

SOLD SEP 30, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Apple Blossom Parade Route! Opportunities like this don’t come around often— A beautifully maintained home right on the parade route is ready for you, and it can be fully furnished - turnkey, ready to go! Calling all investors: short- and long-term rent rolls are available from this successful Airbnb. All furnishings can be purchased as well. If you’ve been searching for a primary or part-time residence just blocks from Old Town Winchester’s Walking Mall, this is it! Celebrate Apple Blossom from your own front yard, with shopping, dining, and entertainment just a short stroll away. You’re also only a few blocks from John Handley High School. Enjoy your morning

$599,900 Last sold price

4 beds1.5 baths2,011 sq ft

408 S Washington St, Winchester, VA 22601

(540) 722-9300

SOLD OCT 15, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Professional photos coming soon! , Best location in the city ! Nestled on a prime corner of the Apple blossom parade route, in a charming close-knit neighborhood , this exquisite Colonial-style residence, built in 1920, seamlessly blends timeless elegance with modern comforts. The exterior, crafted from durable brick, exudes a warm and inviting presence. The meticulously maintained grounds feature lush greenery, while the inviting patio offers a perfect setting under the new pavilion (just added in 2025) for al fresco dining or quiet evenings under the stars. Step inside to discover a thoughtfully designed interior that radiates comfort and style. The home boasts four spacious bedrooms and

$819,900 Last sold price

4 beds3.5 baths3,063 sq ft

700 S Stewart St, Winchester, VA 22601

(540) 665-0360

Property at 107 E Monmouth St, Winchester, VA 22601, 3 beds, 1.5 baths

$324,500 Last sold price

3 beds1.5 baths1,178 sq ft

107 E Monmouth St, Winchester, VA 22601

(540) 662-0323

Property at 711 S Braddock St, Winchester, VA 22601, 3 beds, 3.5 baths

$450,000 Last sold price

3 beds3.5 baths2,052 sq ft

711 S Braddock St, Winchester, VA 22601

(540) 686-7362

Property at 230 W Boscawen St, Winchester, VA 22601

$580,000 Last sold price

— beds— baths7,650 sq ft

230 W Boscawen St, Winchester, VA 22601

(540) 662-9937

Property at 411 N Loudoun St #203, Winchester, VA 22601, 2 beds, 2 baths

$525,000 Last sold price

2 beds2 baths1,674 sq ft

411 N Loudoun St #203, Winchester, VA 22601

(540) 773-8475

$685,000

4 beds4 baths3,040 sq ft

301 S Braddock St, Winchester, VA 22601

Property at 116-118 W Leicester St, Winchester, VA 22601

$110,000 Last sold price

— beds— baths— sq ft

116-118 W Leicester St, Winchester, VA 22601

(540) 450-2747

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SOLD SEP 17, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Welcome to 566 N Loudoun Street, a spacious 4-bedroom, 2-full-bath home offering a fantastic blend of historic appeal and modern potential in Winchester, VA. This property boasts classic hardwood floors throughout and valuable off-street parking, a significant benefit in this area. Enjoy the outdoors with a large covered front porch perfect for relaxing, and a private patio in the rear, all situated on a nice-sized lot. Nestled in a prime location, you'll be just steps away from historic downtown Winchester and its vibrant amenities, including popular craft breweries, gourmet coffee shops, diverse restaurants, boutique shopping, and cultural attractions like the pedestrian mall. With its ge

$277,000 Last sold price

4 beds2 baths2,058 sq ft

566 N Loudoun St, Winchester, VA 22601

(540) 662-0323

SOLD SEP 12, 2025

$500,000 Last sold price

3 beds2 baths2,285 sq ft

257 Jefferson St, Winchester, VA 22601

(703) 669-0099

SOLD NOV 6, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Welcome to this centrally located home in the heart of Winchester. With easy access to I-81, this home is in a great commuter's location. Just a quick walk or drive away are the charming shops and restaurants of Historic Old Town Winchester. The main level features hardwood floors, a living room with wood-burning brick fireplace and a formal dining room, featuring a charming a built in China cabinet. Upstairs are 3 bedrooms with double closets. and a full bathroom. Enjoy the convenience of a first floor full bathroom as well. This home offers a spacious backyard and plenty of parking space for your family and friends.

$266,000 Last sold price

3 beds2 baths1,313 sq ft

320 Highland Ave, Winchester, VA 22601

(540) 348-4911

SOLD NOV 19, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
This charming home, beautifully renovated in 2018, offers a perfect blend of classic elegance and modern comfort. With four spacious bedrooms and four well-appointed bathrooms, this residence features stunning hardwood flooring throughout. The gourmet kitchen, complete with stainless steel appliances and a generous island, is perfect for culinary enthusiasts. Enjoy cozy evenings by one of the four fireplaces, or bask in natural light from the bay window. Nestled in a welcoming community, this home is conveniently located near parks, schools, and the walking mall, making it an ideal spot for those seeking a vibrant neighborhood. The traditional floor plan includes built-ins and crown molding

$635,500 Last sold price

4 beds3 baths3,100 sq ft

315 W Leicester St, Winchester, VA 22601

(540) 450-2747

SOLD SEP 25, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Welcome to 230 Allison Avenue, a recently renovated 3-bedroom, 1-bath home on a spacious 0.23-acre lot in Winchester. Ideally located just 1 mile from Winchester Medical Center and only minutes to Walmart Supercenter, shops, restaurants, and vibrant downtown Winchester, this home offers both convenience and charm. Step inside to discover a thoughtfully updated interior featuring luxury vinyl plank flooring throughout, a stunning modern kitchen with quartz countertops, stainless steel appliances, and crisp cabinetry perfect for everyday living or entertaining. The newly tiled bathroom shower adds a fresh, spa-like feel. Enjoy the outdoors from your back deck, which overlooks the backyard, id

$320,000 Last sold price

3 beds1 bath1,376 sq ft

230 Allison Ave, Winchester, VA 22601

(540) 635-8000

SOLD NOV 21, 2025

ABOUT THIS HOME
Recently Sold Home in Historic District, VA:
Welcome to 301 Liberty Ave, FALL IN LOVE with this charming all brick colonial residence situated in the heart of downtown Winchester. Just blocks away from the scenic walking mall you’ll discover an array of quaint shops, restaurants and the renowned Apple Blossom Parade route. This meticulously fully remodeled home boasts three spacious bedrooms and two luxurious bathrooms and is ready for a new family to create memories in. In 2025 this beauty has a new roof, new windows and gutters. It has all new mechanicals (100% new electrical, plumbing; including the sewer line out to the road, new HVAC, and the list goes on. The main living area features a warm living room; with a farmhouse-s

$340,000 Last sold price

3 beds2 baths1,293 sq ft

301 Liberty Ave, Winchester, VA 22601

(540) 338-2040

Property at 107 Roszel Rd, Winchester, VA 22601, 4 beds, 2.5 baths

$578,000 Last sold price

4 beds2.5 baths3,232 sq ft

107 Roszel Rd, Winchester, VA 22601

(540) 662-0323

Property at 311 National Ave, Winchester, VA 22601, 2 beds, 2 baths

$176,000 Last sold price

2 beds2 baths1,536 sq ft

311 National Ave, Winchester, VA 22601

(540) 686-7362

Property at 436 W Leicester St, Winchester, VA 22601, 3 beds, 1.5 baths

$500,000 Last sold price

3 beds1.5 baths1,592 sq ft

436 W Leicester St, Winchester, VA 22601

(540) 662-0323

Property at 509 W Cork St, Winchester, VA 22601, 3 beds, 1 bath

$333,000 Last sold price

3 beds1 bath1,024 sq ft

509 W Cork St, Winchester, VA 22601

(540) 662-0323

Property at 225 Parkway St, Winchester, VA 22601, 4 beds, 2 baths

$400,000 Last sold price

4 beds2 baths2,256 sq ft

225 Parkway St, Winchester, VA 22601

(540) 348-4911

Property at 237 Miller St, Winchester, VA 22601, 3 beds, 2 baths

$449,900 Last sold price

3 beds2 baths1,293 sq ft

237 Miller St, Winchester, VA 22601

(540) 773-8475

Property at 25 E Hart St, Winchester, VA 22601, 5 beds, 3 baths

$450,000 Last sold price

5 beds3 baths2,680 sq ft

25 E Hart St, Winchester, VA 22601

(540) 686-7362

Property at 387 E Pall Mall St, Winchester, VA 22601, 3 beds, 1 bath

$340,000 Last sold price

3 beds1 bath1,210 sq ft

387 E Pall Mall St, Winchester, VA 22601

(540) 665-0360

Property at 341 Opequon Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$310,000 Last sold price

3 beds1.5 baths1,299 sq ft

341 Opequon Ave, Winchester, VA 22601

(540) 686-7362

$559,000

3 beds3.5 baths3,533 sq ft

315 Wood Ave, Winchester, VA 22601

$250,000

4 beds2 baths1,349 sq ft

232 Myrtle Ave, Winchester, VA 22601

$290,000

2 beds1 bath1,024 sq ft

513 W Cork St, Winchester, VA 22601

$649,000

3 beds3 baths4,000 sq ft

432 Briarmont Dr, Winchester, VA 22601

$295,000

2 beds1.5 baths1,152 sq ft

212 W Whitlock Ave, Winchester, VA 22601

Recently Sold Homes in Historic District

There are currently 11 recently sold homes for sale in Historic District at a median listing price of $519K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Historic District stay on the market for 50 days and receive 4 offers. Popular neighborhoods include Kernstown. This map is refreshed with the newest listings in Historic District every 15 minutes.

In the past month, 5 homes have been sold in Historic District. In addition to houses in Historic District, there was also 1 condo, 1 townhouse, and 2 multi-family units for sale in Historic District last month. Find your dream home in Historic District using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Historic District are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Historic District. If you're looking to sell your home in the Historic District area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Historic District with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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