Recently Sold Homes in Winchester, VA

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SOLD AUG 25, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, VA:
CHARMING HOME LOCATED CLOSE TO I-81 AND RT. 7 HOME HAS 3 BEDROOMS WITH FULL BATH ON SECOND FLOOR AND HALF BATH ON FIRST. ADD YOUR PERSONAL TOUCHES AND MAKE THIS A CUTE AND INVITING HOME. FRONT PORCH HAS BEEN GLASSED IN. PERFECT SPOT FOR YOUR MORNING COFFEE. * * HOME BEING SOLD AS IS * *

$258,000 Last sold price

3 beds1.5 baths1,360 sq ft

221 Boyd Ave, Winchester, VA 22601

(540) 722-0477

SOLD SEP 24, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, 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 Winchester, 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 9, 2025

ABOUT THIS HOME
Recently Sold Home in Winchester, VA:
Built in 1928 and fully renovated inside and out, this 4-level home blends historic charm with modern updates in one of Winchester’s most desirable downtown locations. Step inside to discover a thoughtfully redesigned interior featuring refinished hardwood floors, fresh paint throughout, and an all-new kitchen with granite counters, a farm sink, quality plywood cabinetry, and new appliances. The home offers 3 bedrooms upstairs, 2 fully updated bathrooms, and a versatile main-level room that can serve as an office or guest bedroom. The walk-up attic, complete with wood flooring, adds bonus space for storage or future finishing. Recent upgrades include: New vinyl siding, roof, gutters,

$400,000 Last sold price

4 beds2 baths2,256 sq ft

225 Parkway St, Winchester, VA 22601

(540) 348-4911

SOLD AUG 7, 2025

$357,000 Last sold price

3 beds2.5 baths1,008 sq ft

205 Parkway St, Winchester, VA 22601

(703) 891-4514

Property at 815 Woodland Ave, Winchester, VA 22601, 5 beds

$420,000 Last sold price

5 beds— baths1,298 sq ft

815 Woodland Ave, Winchester, VA 22601

(540) 686-7362

Property at 601 Grove St, Winchester, VA 22601, 5 beds, 2 baths

$302,500 Last sold price

5 beds2 baths1,152 sq ft

601 Grove St, Winchester, VA 22601

(540) 662-0323

Property at 116 S Pleasant Valley Rd, Winchester, VA 22601, 5 beds, 2 baths

$460,000 Last sold price

5 beds2 baths1,956 sq ft

116 S Pleasant Valley Rd, Winchester, VA 22601

(540) 662-0323

Property at 208 Kimberly Way, Winchester, VA 22601, 2 beds, 2.5 baths

$242,500 Last sold price

2 beds2.5 baths1,080 sq ft

208 Kimberly Way, Winchester, VA 22601

(540) 667-9097

Property at 946 Franklin St, Winchester, VA 22601, 3 beds, 1 bath

$287,000 Last sold price

3 beds1 bath1,440 sq ft

946 Franklin St, Winchester, VA 22601

(703) 753-9600

Property at 700 S Stewart St, Winchester, VA 22601, 4 beds, 3.5 baths

$819,900 Last sold price

4 beds3.5 baths3,063 sq ft

700 S Stewart St, Winchester, VA 22601

(540) 665-0360

Property at 315 W Whitlock Ave, Winchester, VA 22601, 5 beds, 3 baths

$600,000 Last sold price

5 beds3 baths2,898 sq ft

315 W Whitlock Ave, Winchester, VA 22601

(540) 662-0323

Property at 1321 Vanceright Cir, Winchester, VA 22601, 3 beds, 3.5 baths

$860,000 Last sold price

3 beds3.5 baths3,793 sq ft

1321 Vanceright Cir, Winchester, VA 22601

(540) 662-0323

Property at 1509 Stone House Ct, Winchester, VA 22601, 4 beds, 4.5 baths

$920,000 Last sold price

4 beds4.5 baths6,566 sq ft

1509 Stone House Ct, Winchester, VA 22601

(540) 665-0360

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 121 E James St, Winchester, VA 22601, 4 beds, 2 baths

$400,000 Last sold price

4 beds2 baths2,200 sq ft

121 E James St, Winchester, VA 22601

(540) 665-0360

Property at 1826 Kershaw Ln, Winchester, VA 22601, 2 beds, 2 baths

$380,000 Last sold price

2 beds2 baths1,431 sq ft

1826 Kershaw Ln, Winchester, VA 22601

(540) 662-3484

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

Property at 12 Montague Cir, Winchester, VA 22601, 3 beds, 1.5 baths

$355,000 Last sold price

3 beds1.5 baths1,530 sq ft

12 Montague Cir, Winchester, VA 22601

(540) 635-8000

Property at 718 Chelsea Dr, Winchester, VA 22601, 3 beds, 2 baths

$594,000 Last sold price

3 beds2 baths2,271 sq ft

718 Chelsea Dr, Winchester, VA 22601

(540) 662-0400

Property at 537 Hillman Dr, Winchester, VA 22601, 1 bed, 1 bath

$219,000 Last sold price

1 bed1 bath496 sq ft

537 Hillman Dr, Winchester, VA 22601

(540) 348-4911

Property at 2301 Tower Ave, Winchester, VA 22601, 3 beds, 1 bath

$265,000 Last sold price

3 beds1 bath960 sq ft

2301 Tower Ave, Winchester, VA 22601

(540) 667-9097

Property at 806 Appleseed Ct, Winchester, VA 22601, 3 beds, 1.5 baths

$295,000 Last sold price

3 beds1.5 baths2,052 sq ft

806 Appleseed Ct, Winchester, VA 22601

(540) 450-2747

Property at 921 Kennedy Dr, Winchester, VA 22601, 5 beds, 4.5 baths

$739,000 Last sold price

5 beds4.5 baths4,625 sq ft

921 Kennedy Dr, Winchester, VA 22601

(703) 771-8888

Property at 2531 Hockman Ave, Winchester, VA 22601, 2 beds, 1.5 baths

$200,000 Last sold price

2 beds1.5 baths1,142 sq ft

2531 Hockman Ave, Winchester, VA 22601

(540) 687-6321

Property at 423 Crescent Dr, Winchester, VA 22601, 3 beds, 2 baths

$400,000 Last sold price

3 beds2 baths1,548 sq ft

423 Crescent Dr, Winchester, VA 22601

(540) 773-8475

Property at 319 Beechcroft Rd, Winchester, VA 22601, 3 beds, 2 baths

$400,000 Last sold price

3 beds2 baths2,538 sq ft

319 Beechcroft Rd, Winchester, VA 22601

(540) 662-4500

Property at 425 Beechcroft Rd, Winchester, VA 22601, 4 beds, 2.5 baths

$300,000 Last sold price

4 beds2.5 baths2,056 sq ft

425 Beechcroft Rd, Winchester, VA 22601

(571) 386-1075

Property at 567 York Ave, Winchester, VA 22601, 3 beds, 2.5 baths

$420,000 Last sold price

3 beds2.5 baths1,324 sq ft

567 York Ave, Winchester, VA 22601

(866) 825-7169

Property at 2824 Broadview St, Winchester, VA 22601, 3 beds, 2 baths

$430,000 Last sold price

3 beds2 baths— sq ft

2824 Broadview St, Winchester, VA 22601

(703) 669-0099

Property at 2923 S Pleasant Valley Rd, Winchester, VA 22601, 3 beds, 1 bath

$304,900 Last sold price

3 beds1 bath858 sq ft

2923 S Pleasant Valley Rd, Winchester, VA 22601

(540) 667-9097

Property at 2876 Packer St, Winchester, VA 22601, 4 beds, 2.5 baths

$465,000 Last sold price

4 beds2.5 baths2,523 sq ft

2876 Packer St, Winchester, VA 22601

(540) 635-8000

Property at 109 Cranberry Ct, Winchester, VA 22602, 2 beds, 2 baths

$380,000 Last sold price

2 beds2 baths1,686 sq ft

109 Cranberry Ct, Winchester, VA 22602

(540) 773-8475

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 419 Westside Station Dr, Winchester, VA 22601, 4 beds, 3 baths

$525,000 Last sold price

4 beds3 baths3,998 sq ft

419 Westside Station Dr, Winchester, VA 22601

(540) 686-7239

Property at 115 Tanglewood Ln, Winchester, VA 22602, 2 beds, 2 baths

$380,000 Last sold price

2 beds2 baths1,584 sq ft

115 Tanglewood Ln, Winchester, VA 22602

(540) 665-0360

Property at 756 Brookneil Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$805,000 Last sold price

4 beds3.5 baths3,942 sq ft

756 Brookneil Dr, Winchester, VA 22602

(855) 450-0442

Property at 222 Monticello Sq, Winchester, VA 22602, 3 beds, 3 baths

$359,900 Last sold price

3 beds3 baths1,740 sq ft

222 Monticello Sq, Winchester, VA 22602

(540) 686-7362

Property at 109 Senseny Glen Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$450,000 Last sold price

3 beds2.5 baths2,047 sq ft

109 Senseny Glen Dr, Winchester, VA 22602

(703) 582-1321

Property at 326 Banbury Ter, Winchester, VA 22601, 3 beds, 1.5 baths

$285,000 Last sold price

3 beds1.5 baths1,212 sq ft

326 Banbury Ter, Winchester, VA 22601

(540) 662-0323

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Recently Sold Homes in Winchester

There are currently 322 recently sold homes for sale in Winchester at a median listing price of $400K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winchester stay on the market for 47 days and receive 3 offers. Popular neighborhoods include Historic District, Harvest Ridge, and Kernstown. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 35 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 13 townhouses, and 4 multi-family units for sale in Winchester last month. Winchester is a moderately walkable city in Frederick County with a Walk Score of 51. Winchester is home to approximately 25,909 people and 22,642 jobs. Find your dream home in Winchester 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 Winchester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winchester. Our Winchester real estate stats and trends will give you more information about home buying and selling trends in Winchester. If you're looking to sell your home in the Winchester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winchester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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