MLS Listings for Sale in Winchester, VA

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NEW 1 HR AGO

ABOUT THIS HOME
MLS Listings for Sale in Winchester, VA
Completely renovated and move-in ready, this charming 3 bedroom, 1 bath home is ideally located just minutes from downtown Winchester's shops, dining, and entertainment. Inside, you'll find beautiful hardwood floors throughout and a brand new kitchen and fully renovated bathroom. Major updates to the home include a new roof, new windows, new HVAC system, new hot water heater and new electric all installed in 2025. Outside there is an oversized garage with ample storage and a spacious backyard with privacy. A rare opportunity to own a turnkey home in a prime location - schedule your showing today!

$320,000

3 beds1 bath1,134 sq ft

27 Jackson Ave, Winchester, VA 22601

New kitchen • New hot water heater • New roof

(540) 665-0360

ABOUT THIS HOME
MLS Listings for Sale in Winchester, VA
Spacious 5BR/3BA with Primary BR on main floor. This Cape Cod is located on 5 level acres with mountain views along historic Apple Pie Ridge Road. Built in 2001, this property offers a comfortable layout filled with natural light and peaceful rural surroundings just minutes from Winchester. Enjoy open space, privacy, and scenic Shenandoah Valley vistas while remaining conveniently close to shopping, dining, schools, and major commuter routes. A perfect blend of country living and everyday convenience with no HOA!

$715,000

5 beds3 baths2,354 sq ft

3915 Apple Pie Ridge Rd, Winchester, VA 22603

Level acres • Open space • Natural light

(540) 773-8475

ABOUT THIS HOME
MLS Listings for Sale in Winchester, VA
Exceptional opportunity to enjoy one-level, low maintenance living in this all-brick rancher nestled in beautifully maintained neighborhood across from the Medical Center. Finished basement provides additional bedroom and full bath for guests or family. One-owner home with recently updated HVAC and tankless water heater. Level basement walkout opens to back yard backed by trees.

$569,900

4 beds3 baths2,644 sq ft

436 Westside Station Dr, Winchester, VA 22601

2 garage spots • Built 1996 • Listed 3 days

(540) 348-4911

ABOUT THIS HOME
MLS Listings for Sale in Winchester, VA
Welcome home to this solid all-brick rancher offering timeless charm and endless potential. Featuring 3 spacious bedrooms and 2.5 baths, this home blends comfort with opportunity. The updated kitchen provides a great foundation for everyday living and entertaining, while the full walkout basement expands your living space with a large recreation room highlighted by an in-wall gas fireplace—perfect for cozy nights or hosting guests. With generous square footage and a flexible layout, this home offers so much and invites future homeowners to bring their own design vision to life. Whether you’re looking to personalize finishes, expand living areas, or create the ultimate retreat, t

$434,900

3 beds2.5 baths2,547 sq ft

113 Williamson Rd, Winchester, VA 22602

All brick rancher • Updated kitchen • 0.33 acre lot

(540) 686-7362

ABOUT THIS HOME
MLS Listings for Sale in Winchester, VA
* * * VA assumable loan at an incredible 3.375%! * * * Welcome to this stunning 4-bedroom, 3-bath luxury residence offering over 4,000 square feet of thoughtfully designed living space, including 586 square feet of customizable unfinished area. From the moment you step inside, the grand entryway impresses, leading either upstairs to a bright, expansive loft or downstairs to a spacious family room. The main level features an open-concept design that seamlessly connects the living room—highlighted by a sleek recessed in-wall electric fireplace—to the chef’s kitchen, complete with quartz countertops, a natural gas range, a large island with sink, and a walk-in pantry. Th

$684,900

4 beds2.5 baths4,092 sq ft

128 Raven Oaks Dr, Winchester, VA 22602

Open-concept design • Quartz countertops • Grand entryway

(540) 662-3484

Property at 2116 Stoneleigh Dr, Winchester, VA 22601, 3 beds, 2.5 baths

$375,900

3 beds2.5 baths1,728 sq ft

2116 Stoneleigh Dr, Winchester, VA 22601

(540) 662-0323

Property at 403 Tudor Dr, Winchester, VA 22603, 2 beds, 1.5 baths

$269,900

2 beds1.5 baths1,200 sq ft

403 Tudor Dr, Winchester, VA 22603

(540) 722-0477

Property at 521 Hidden Valley Ln, Winchester, VA 22603, 3 beds, 3 baths

$659,000

3 beds3 baths2,973 sq ft

521 Hidden Valley Ln, Winchester, VA 22603

(540) 686-7362

Property at 229 Soldiers Rest Ln, Winchester, VA 22602, 6 beds, 4.5 baths

$925,000

6 beds4.5 baths3,725 sq ft

229 Soldiers Rest Ln, Winchester, VA 22602

(540) 227-4416

Property at 123 Old Bethel Ln, Winchester, VA 22603, 3 beds, 2.5 baths

$175,000

3 beds2.5 baths2,090 sq ft

123 Old Bethel Ln, Winchester, VA 22603

(540) 341-1000

Property at 534 N Kent St, Winchester, VA 22601, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,152 sq ft

534 N Kent St, Winchester, VA 22601

(540) 348-4911

Property at 218 Flanagan Dr, Winchester, VA 22602, 4 beds, 4.5 baths

$655,000

4 beds4.5 baths4,354 sq ft

218 Flanagan Dr, Winchester, VA 22602

(681) 252-3002

Property at 313 Beaver Trl, Winchester, VA 22602, 3 beds, 2.5 baths

$379,000

3 beds2.5 baths1,631 sq ft

313 Beaver Trl, Winchester, VA 22602

(703) 818-0111

Property at 115 Alpine Meadow Rd, Winchester, VA 22602, 3 beds, 3.5 baths

$450,000

3 beds3.5 baths2,486 sq ft

115 Alpine Meadow Rd, Winchester, VA 22602

(540) 450-2747

Property at 199 Meeting House Dr, Winchester, VA 22602, 5 beds, 4.5 baths

$849,900

5 beds4.5 baths3,767 sq ft

199 Meeting House Dr, Winchester, VA 22602

(540) 259-4090

Property at 309 W Tevis St, Winchester, VA 22601, 3 beds, 2 baths

$349,900

3 beds2 baths1,419 sq ft

309 W Tevis St, Winchester, VA 22601

(877) 328-4400

Property at 126 N Euclid Ave, Winchester, VA 22601, 4 beds, 3 baths

$370,000

4 beds3 baths1,868 sq ft

126 N Euclid Ave, Winchester, VA 22601

(855) 450-0442

Property at 420 Russelcroft Rd, Winchester, VA 22601, 3 beds, 2 baths

$399,900

3 beds2 baths1,580 sq ft

420 Russelcroft Rd, Winchester, VA 22601

(540) 773-8475

Property at 461 Skylar Lanes Way, Winchester, VA 22603, 6 beds, 4.5 baths

$699,900

6 beds4.5 baths4,124 sq ft

461 Skylar Lanes Way, Winchester, VA 22603

(540) 348-4911

Property at 133 Meade Dr, Winchester, VA 22602, 3 beds, 3 baths

$400,000

3 beds3 baths2,550 sq ft

133 Meade Dr, Winchester, VA 22602

(540) 686-7362

Property at 415 Quail Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$359,000

3 beds2.5 baths1,719 sq ft

415 Quail Dr, Winchester, VA 22602

(540) 686-7362

Property at 17 E Leicester St, Winchester, VA 22601, 4 beds, 2 baths

$430,000

4 beds2 baths2,100 sq ft

17 E Leicester St, Winchester, VA 22601

(540) 450-2747

Property at 3339 N Frederick Pike, Winchester, VA 22603, 5 beds, 2 baths

$329,000

5 beds2 baths3,378 sq ft

3339 N Frederick Pike, Winchester, VA 22603

(540) 635-8000

Property at 236 Bentley Ave, Winchester, VA 22602, 3 beds, 2 baths

$449,000

3 beds2 baths1,791 sq ft

236 Bentley Ave, Winchester, VA 22602

(540) 662-0323

Property at 407 Jefferson St, Winchester, VA 22601, 3 beds, 2 baths

$476,500

3 beds2 baths2,568 sq ft

407 Jefferson St, Winchester, VA 22601

(540) 662-9937

Property at 405 1/2 Elm St, Winchester, VA 22601, 3 beds, 2 baths

$299,990

3 beds2 baths1,152 sq ft

405 1/2 Elm St, Winchester, VA 22601

(703) 787-7903

Property at 204 Shenandoah Ave, Winchester, VA 22601, 2 beds, 1 bath

$265,000

2 beds1 bath882 sq ft

204 Shenandoah Ave, Winchester, VA 22601

(703) 669-0099

Property at 687 Woodland Ave, Winchester, VA 22601, 4 beds, 4 baths

$564,900

4 beds4 baths2,489 sq ft

687 Woodland Ave, Winchester, VA 22601

(703) 533-8660

Property at 127 Shirley St, Winchester, VA 22601, 4 beds, 2 baths

$365,000

4 beds2 baths1,780 sq ft

127 Shirley St, Winchester, VA 22601

(540) 665-0360

Property at 681 Hillman Dr, Winchester, VA 22601, 5 beds, 4 baths

$600,000

5 beds4 baths3,550 sq ft

681 Hillman Dr, Winchester, VA 22601

(703) 679-1700

Property at 711 E Cork St, Winchester, VA 22601, 2 beds, 1.5 baths

$384,900

2 beds1.5 baths1,186 sq ft

711 E Cork St, Winchester, VA 22601

(703) 891-4520

Property at 318 E Piccadilly St, Winchester, VA 22601, 4 beds, 1.5 baths

$399,000

4 beds1.5 baths1,953 sq ft

318 E Piccadilly St, Winchester, VA 22601

(540) 662-0323

Property at 111 Meadowview Ct, Winchester, VA 22602, 3 beds, 1.5 baths

$356,000

3 beds1.5 baths1,164 sq ft

111 Meadowview Ct, Winchester, VA 22602

(540) 665-0360

Property at 121 Poe Dr, Winchester, VA 22602, 4 beds, 2.5 baths

$649,900

4 beds2.5 baths3,514 sq ft

121 Poe Dr, Winchester, VA 22602

Property at 126 Plainfield Dr, Winchester, VA 22602, 4 beds, 1.5 baths

$335,000

4 beds1.5 baths1,456 sq ft

126 Plainfield Dr, Winchester, VA 22602

(540) 686-7362

Property at 166 Graywolf Trl, Winchester, VA 22602, 4 beds, 3 baths

$374,900

4 beds3 baths1,840 sq ft

166 Graywolf Trl, Winchester, VA 22602

(866) 825-7169

Property at 108 Martin Dr, Winchester, VA 22602, 2 beds, 1 bath

$285,000

2 beds1 bath997 sq ft

108 Martin Dr, Winchester, VA 22602

(540) 348-4911

Property at 312 Shawnee Ave, Winchester, VA 22601, 3 beds, 1 bath

$295,000

3 beds1 bath1,325 sq ft

312 Shawnee Ave, Winchester, VA 22601

(703) 669-0099

Property at 203 Crestwood Ln, Winchester, VA 22602, 2 beds, 2 baths

$379,000

2 beds2 baths1,590 sq ft

203 Crestwood Ln, Winchester, VA 22602

(540) 450-2747

Property at 162 Janes Way, Winchester, VA 22602, 4 beds, 3.5 baths

$799,999

4 beds3.5 baths4,461 sq ft

162 Janes Way, Winchester, VA 22602

(540) 686-7362

Property at 163 Denny Ln, Winchester, VA 22603, 3 beds, 2 baths

$339,990

3 beds2 baths1,152 sq ft

163 Denny Ln, Winchester, VA 22603

(866) 825-7169

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MLS Listings for Sale in Winchester

There are currently 204 mls listings for sale in Winchester at a median listing price of $399K. 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 51 days and receive 3 offers. Popular neighborhoods include Historic District, and Kernstown. This map is refreshed with the newest listings in Winchester every 15 minutes.

In the past month, 26 homes have been sold in Winchester. In addition to houses in Winchester, there was also 1 condo, 16 townhouses, and 5 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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