Winchester, VA homes for sale & real estate

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ABOUT THIS HOME
Winchester, VA Homes for Sale
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
Winchester, VA Homes for Sale
Located in Winchester’s Historic District, 414 S Cameron Street offers a thoughtful blend of character, modern improvements, and a spacious outdoor setting just blocks from Old Town. Inside, the main level features beautifully refinished hardwood floors, fresh interior and exterior paint, and unique architectural touches including exposed brick, built-ins, and exposed log details in select rooms that highlight the home’s charm. The kitchen is equipped with all new 2024 appliances and includes a distinctive piece of its history: the “Fill Up Station Ahead” sign discovered during a past renovation, which has remained with the home at the request of previous owners. Mod

$405,000

3 beds2 baths1,802 sq ft

414 S Cameron St, Winchester, VA 22601

6,534 sq ft lot • Built 1835 • Listed 2 days

(540) 773-8475

COMING SOON

ABOUT THIS HOME
Winchester, VA Homes for Sale
Investors Dream - 7.4%CAP, low maintenance, great tenants.

$360,000

4 beds2 baths1,249 sq ft

45 Race St, Winchester, VA 22601

2,614 sq ft lot • Community pool • Built 1931

(540) 687-6321

ABOUT THIS HOME
Winchester, VA Homes for Sale
Just minutes from the downtown walking mall, this single family home offers three bedrooms, stainless steel appliances and granite countertops, a great yard, off street parking, and a front porch. The home comes with an electric car charger usable for all brands.

$300,000

3 beds1.5 baths1,152 sq ft

534 N Kent St, Winchester, VA 22601

5,140 sq ft lot • Built 2006 • Listed 12 days

(540) 348-4911

ABOUT THIS HOME
Winchester, VA Homes for Sale
Discover this Charming One-Level Rambler Featuring an Attached Two-Car Garage and a Thoughtful Layout Designed for Comfortable Living. Enjoy Spacious Bedrooms, Walk-In Closets, and a Warm Gas Fireplace that Anchors the Inviting Living Area. The Home Offers a Spacious Eat-In Kitchen, Providing Ample Room for Cooking, Dining, and Daily Gatherings. Step Outside to a Screened-In Deck, Perfect for Relaxing or Entertaining while Overlooking the Backyard. A Large Driveway Ensures Convenient Parking for Residents and Guests Alike. The Home Needs Cosmetics to Make Shine, Presenting a Fantastic Opportunity to Add Your Personal Touches and Unlock it's Full Potential. Don’t Miss this Exceptional

$349,900

3 beds2 baths1,419 sq ft

309 W Tevis St, Winchester, VA 22601

Large driveway • Screened in deck • One level rambler

(877) 328-4400

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 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 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 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 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 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 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 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 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 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 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 518 Yorktowne Pl, Winchester, VA 22601, 2 beds, 1.5 baths

$269,000

2 beds1.5 baths1,116 sq ft

518 Yorktowne Pl, Winchester, VA 22601

(540) 542-1670

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 208 Shenandoah Ave, Winchester, VA 22601, 3 beds, 1 bath

$279,000

3 beds1 bath907 sq ft

208 Shenandoah Ave, Winchester, VA 22601

(540) 662-0323

Property at 236 Miller St, Winchester, VA 22601, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths1,978 sq ft

236 Miller St, Winchester, VA 22601

(540) 686-7362

Property at 1504 Brookdale Ct, Winchester, VA 22601, 5 beds, 4.5 baths

$849,990

5 beds4.5 baths5,254 sq ft

1504 Brookdale Ct, Winchester, VA 22601

(703) 771-8888

Property at 1006 S Cameron St, Winchester, VA 22601, 4 beds, 1 bath

$289,500

4 beds1 bath1,732 sq ft

1006 S Cameron St, Winchester, VA 22601

(540) 665-0360

Property at 216 Fairmont Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$519,900

3 beds1.5 baths2,177 sq ft

216 Fairmont Ave, Winchester, VA 22601

(540) 686-7362

Property at 1829 Harvest Dr, Winchester, VA 22601, 4 beds, 3.5 baths

$479,990

4 beds3.5 baths1,920 sq ft

1829 Harvest Dr, Winchester, VA 22601

(804) 510-9139

Property at 227 Miller St, Winchester, VA 22601, 3 beds, 4 baths

$479,900

3 beds4 baths3,359 sq ft

227 Miller St, Winchester, VA 22601

(540) 773-8475

Property at 627 Watson Ave, Winchester, VA 22601, 3 beds, 1 bath

$299,990

3 beds1 bath1,205 sq ft

627 Watson Ave, Winchester, VA 22601

(540) 348-4911

Property at 2901 Sorrell Ct, Winchester, VA 22601, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,332 sq ft

2901 Sorrell Ct, Winchester, VA 22601

(540) 259-4090

Property at 230 Monteith Dr, Winchester, VA 22601, 3 beds, 3.5 baths

$379,990

3 beds3.5 baths1,784 sq ft

230 Monteith Dr, Winchester, VA 22601

(240) 457-9391

Property at 132 Amherst St, Winchester, VA 22601, 4 beds, 3.5 baths

$699,900

4 beds3.5 baths3,475 sq ft

132 Amherst St, Winchester, VA 22601

(540) 665-0360

Property at 222 Monteith Dr, Winchester, VA 22601, 3 beds, 3.5 baths

$369,990

3 beds3.5 baths1,784 sq ft

222 Monteith Dr, Winchester, VA 22601

(240) 457-9391

Property at TBB Monteith Dr Unit DEEP CREEK II, Winchester, VA 22601, 3 beds, 2.5 baths

$409,990

3 beds2.5 baths2,060 sq ft

TBB Monteith Dr Unit DEEP CREEK II, Winchester, VA 22601

(240) 457-9391

Property at 21 E Germain St, Winchester, VA 22601, 3 beds, 2 baths

$263,900

3 beds2 baths1,682 sq ft

21 E Germain St, Winchester, VA 22601

(240) 232-7005

Property at 239 Chestnut St, Winchester, VA 22601, 2 beds, 1 bath

$290,000

2 beds1 bath1,176 sq ft

239 Chestnut St, Winchester, VA 22601

(540) 662-0211

Property at 1805 Harvest Dr, Winchester, VA 22601, 4 beds, 3.5 baths

$459,990

4 beds3.5 baths1,920 sq ft

1805 Harvest Dr, Winchester, VA 22601

(804) 510-9139

Property at 1004 S Cameron St, Winchester, VA 22601, 3 beds, 2.5 baths

$344,500

3 beds2.5 baths1,536 sq ft

1004 S Cameron St, Winchester, VA 22601

(703) 677-5889

Property at 930 Wayne Dr, Winchester, VA 22601, 4 beds, 3.5 baths

$635,000

4 beds3.5 baths4,632 sq ft

930 Wayne Dr, Winchester, VA 22601

(703) 669-0099

Property at 1400 Valley Ave, Winchester, VA 22601, 6 beds, 3 baths

$654,000

6 beds3 baths3,511 sq ft

1400 Valley Ave, Winchester, VA 22601

(844) 551-7325

Property at 117 W Oates Ave, Winchester, VA 22601, 3 beds, 1 bath

$330,000

3 beds1 bath1,237 sq ft

117 W Oates Ave, Winchester, VA 22601

(540) 773-8475

Property at 540 Monticello St, Winchester, VA 22601, 9 beds, 4 baths

$605,000

9 beds4 baths4,396 sq ft

540 Monticello St, Winchester, VA 22601

(540) 450-2747

Property at 209 Monteith Dr, Winchester, VA 22601, 3 beds, 3.5 baths

$379,990

3 beds3.5 baths1,784 sq ft

209 Monteith Dr, Winchester, VA 22601

(240) 457-9391

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Average home prices near Winchester, VA

Cities

Winchester homes for sale
$382,445

Counties

Washington County homes for sale
$350,000
Fauquier County homes for sale
$749,856
Loudoun County homes for sale
$747,450

Winchester, VA real estate trends

All Home Types trends in Winchester, VA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$370,000

+2.8% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

Winchester, VA

$370,000

+2.8%

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