Winchester, VA homes for sale & real estate

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FLOOR PLAN

ABOUT THIS HOME
Winchester, VA Homes for Sale
Quiet Brick Cape Cod in the heart of Winchester, VA with over 4 thousand sqft and 6 bedrooms, there is plenty of space for everyone - growing family or combining house holds. 3 fireplaces - colonial style gas in the living room, brick gas in the kitchen, and brick wood burning in the basement. A concrete in-ground pool with built-in entry stairs in the 3 ft shallow end and a built-in sitting shelf in the 9ft deep end. A jumping stone makes for a interesting natural feature that just blends into the landscaping of the backyard oasis. The laundry room is ready to be converted into a kitchenette to further help with combined households. Even with all the finished space in the basement there is

$673,000

6 beds3.5 baths4,472 sq ft

718 Academy Cir, Winchester, VA 22601

Enormous kitchen • Front porch • In ground pool

(540) 773-8475

NEW 21 HRS AGO

ABOUT THIS HOME
Winchester, VA Homes for Sale
Quick move-in Juniper available at Old Town Green, where you can walk to everything you love in Old Town Winchester - just steps from shops, dining and recreation. Priced at $334,990 and with finishes just like the model home! 3 beds, 2.5 baths, white cabinets, stainless steel appliances, quartz countertops, 10x14 maintenance free deck, finished rec rom, washer and dryer and more! Enjoy all closing costs paid with the use of NVR Mortgage * . Schedule your visit today!

$334,990

3 beds2.5 baths1,576 sq ft

330 Smalts Cir, Winchester, VA 22601

Steps from shops • Walk to everything • Quick move-in

Listing provided by Zillow

FLOOR PLAN

ABOUT THIS HOME
Winchester, VA Homes for Sale
SINGLE-FAMILY LIVING IN WINCHESTER WITHOUT THE BIG PRICE TAG! Welcome to 322 Highland Ave, an opportunity to get the space of a 4-bedroom detached home at an approachable price point. With four bedrooms and 2.5 baths, there’s room to spread out, work from home, create a guest room, or simply enjoy the flexibility that extra bedrooms provide. This home is a great option for buyers who have been searching for more space without stretching into the price range of many larger single-family homes in the area. More house. More bedrooms. More possibilities. Come see the value for yourself!

$289,900

4 beds2.5 baths1,484 sq ft

322 Highland Ave, Winchester, VA 22601

4,490 sq ft lot • 4 parking spots • Built 1909

(866) 825-7169

ABOUT THIS HOME
Winchester, VA Homes for Sale
Welcome home to this charming all-brick rancher, offering timeless appeal, beautiful hardwood floors throughout, and wonderful potential to make it your own! The inviting living room features a wood-burning fireplace, while the dining area provides a comfortable space for everyday meals and entertaining. The updated kitchen boasts granite countertops, and the remodeled bathroom adds a fresh, modern touch. Enjoy relaxing in the sun porch or entertaining outdoors on the stamped concrete patio, surrounded by gorgeous mature trees in the backyard. Replacement windows and architectural shingles, approximately nine years old, provide additional peace of mind. The walk-up attic offers exciting pos

$439,900

3 beds1 bath1,247 sq ft

411 Mosby St, Winchester, VA 22601

Remodeled bathroom • Sun porch • Granite countertops

(540) 665-0360

ABOUT THIS HOME
Winchester, VA Homes for Sale
Welcome to this charming brick home located in the heart of Winchester! Filled with historic character, this home features beautiful hardwood floors throughout, spacious living areas, and oversized bedrooms. Enjoy relaxing on the covered front porch or entertaining on the covered back porch overlooking the large backyard. The home's timeless charm and generous room sizes offer a wonderful opportunity to make it your own. Location is a highlight! Situated right next to Ruth Jackson Memorial Park, within walking distance of Patsy Cline Memorial Park, and directly across the street from the Green Circle Trail, you'll have easy access to walking, biking, and outdoor recreation. Plus, you're jus

$399,000

4 beds1.5 baths1,800 sq ft

317 S Kent St, Winchester, VA 22601

Covered front porch • Large backyard • Brick home

(540) 773-8475

Property at 432 N Loudoun St, Winchester, VA 22601, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,802 sq ft

432 N Loudoun St, Winchester, VA 22601

(888) 278-5840

Property at 2660 Daniel Ter, Winchester, VA 22601, 2 beds, 1.5 baths

$335,000

2 beds1.5 baths1,352 sq ft

2660 Daniel Ter, Winchester, VA 22601

(540) 450-2747

Property at 23 Jigsaw Pl, Winchester, VA 22601, 2 beds, 1.5 baths

$229,000

2 beds1.5 baths1,160 sq ft

23 Jigsaw Pl, Winchester, VA 22601

(703) 445-9100

Property at 116 E Cork St, Winchester, VA 22601, 2 beds, 1 bath

$389,000

2 beds1 bath1,216 sq ft

116 E Cork St, Winchester, VA 22601

(703) 669-0099

Property at 2820 Saratoga Dr, Winchester, VA 22601, 4 beds, 2.5 baths

$559,000

4 beds2.5 baths2,600 sq ft

2820 Saratoga Dr, Winchester, VA 22601

(703) 445-9100

Property at 220 Amherst St, Winchester, VA 22601, 4 beds, 4 baths

$749,000

4 beds4 baths3,809 sq ft

220 Amherst St, Winchester, VA 22601

(540) 662-0323

Property at 621 Patterson Ave, Winchester, VA 22601, 4 beds, 2.5 baths

$349,900

4 beds2.5 baths2,050 sq ft

621 Patterson Ave, Winchester, VA 22601

(540) 662-3484

Property at 1308 Commerce, Winchester, VA 22601, 3 beds, 1 bath

$299,900

3 beds1 bath2,228 sq ft

1308 Commerce, Winchester, VA 22601

(540) 662-0323

Property at 828 Woodland Ave, Winchester, VA 22601, 2 beds, 1.5 baths

$298,900

2 beds1.5 baths1,079 sq ft

828 Woodland Ave, Winchester, VA 22601

(540) 348-4911

Property at 1013 Orchard Hill Dr, Winchester, VA 22601, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,648 sq ft

1013 Orchard Hill Dr, Winchester, VA 22601

(540) 773-8475

Property at 1400 Gordon Pl, Winchester, VA 22601, 3 beds, 2 baths

$670,000

3 beds2 baths2,450 sq ft

1400 Gordon Pl, Winchester, VA 22601

(703) 281-8500

Property at 306 Longview Ave, Winchester, VA 22601, 5 beds, 3 baths

$535,000

5 beds3 baths2,540 sq ft

306 Longview Ave, Winchester, VA 22601

(301) 831-5099

Property at 329 Fairview Ave, Winchester, VA 22601, 3 beds, 2 baths

$255,000

3 beds2 baths1,386 sq ft

329 Fairview Ave, Winchester, VA 22601

(480) 462-5392

Property at 922 Armistead St, Winchester, VA 22601, 4 beds, 4.5 baths

$839,000

4 beds4.5 baths4,697 sq ft

922 Armistead St, Winchester, VA 22601

(703) 242-0005

Property at 3 S Euclid Ave, Winchester, VA 22601, 3 beds, 2 baths

$305,500

3 beds2 baths1,350 sq ft

3 S Euclid Ave, Winchester, VA 22601

(703) 625-4269

Property at 416 Briarmont Dr, Winchester, VA 22601, 5 beds, 3 baths

$748,900

5 beds3 baths5,430 sq ft

416 Briarmont Dr, Winchester, VA 22601

(540) 662-0323

Property at 961 Meadow Ct, Winchester, VA 22601, 5 beds, 4.5 baths

$719,000

5 beds4.5 baths4,539 sq ft

961 Meadow Ct, Winchester, VA 22601

(540) 662-0323

Property at 1 E Hart St, Winchester, VA 22601, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths1,680 sq ft

1 E Hart St, Winchester, VA 22601

(540) 773-8475

Property at Undisclosed address, Winchester, VA 22601, 4 beds, 3.5 baths

$555,000

4 beds3.5 baths3,069 sq ft

Undisclosed address, Winchester, VA 22601

(571) 386-1075

Property at 510 S Cameron St, Winchester, VA 22601, 3 beds, 3 baths

$499,900

3 beds3 baths1,564 sq ft

510 S Cameron St, Winchester, VA 22601

(540) 348-4911

Property at 322 E Piccadilly, Winchester, VA 22601, 4 beds, 1 bath

$409,000

4 beds1 bath1,768 sq ft

322 E Piccadilly, Winchester, VA 22601

(540) 662-3484

Property at 637 Treys Dr, Winchester, VA 22601, 4 beds, 4.5 baths

$850,000

4 beds4.5 baths3,213 sq ft

637 Treys Dr, Winchester, VA 22601

(540) 259-4090

Property at 501 Fox Dr, Winchester, VA 22601, 4 beds, 2 baths

$450,000

4 beds2 baths2,493 sq ft

501 Fox Dr, Winchester, VA 22601

(540) 662-9937

Property at 103 E Germain St, Winchester, VA 22601, 2 beds, 1.5 baths

$245,000

2 beds1.5 baths1,068 sq ft

103 E Germain St, Winchester, VA 22601

(540) 686-7362

Property at 1748 Handley Ave, Winchester, VA 22601, 3 beds, 2.5 baths

$735,000

3 beds2.5 baths2,572 sq ft

1748 Handley Ave, Winchester, VA 22601

(703) 754-4341

Property at 2817 Papermill Rd, Winchester, VA 22601, 3 beds, 1.5 baths

$325,000

3 beds1.5 baths1,248 sq ft

2817 Papermill Rd, Winchester, VA 22601

(703) 726-3909

Property at 621 Watson Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$292,500

3 beds1.5 baths1,138 sq ft

621 Watson Ave, Winchester, VA 22601

(703) 378-8810

Property at 1847 Melvor Ln, Winchester, VA 22601, 2 beds, 2 baths

$339,900

2 beds2 baths1,234 sq ft

1847 Melvor Ln, Winchester, VA 22601

(540) 259-4090

Property at 805 S Kent St, Winchester, VA 22601, 4 beds, 2 baths

$325,000

4 beds2 baths1,592 sq ft

805 S Kent St, Winchester, VA 22601

(703) 264-0000

Property at 422 S Loudoun St, Winchester, VA 22601, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths2,277 sq ft

422 S Loudoun St, Winchester, VA 22601

(540) 773-8475

Property at 633 Pennsylvania Ave, Winchester, VA 22601, 3 beds, 1.5 baths

$389,000

3 beds1.5 baths1,725 sq ft

633 Pennsylvania Ave, Winchester, VA 22601

(540) 662-0323

Property at 310 Bellview Ave, Winchester, VA 22601, 2 beds, 1 bath

$300,000

2 beds1 bath1,097 sq ft

310 Bellview Ave, Winchester, VA 22601

(703) 669-0099

Property at 337 George St, Winchester, VA 22601, 5 beds, 2 baths

$429,900

5 beds2 baths1,971 sq ft

337 George St, Winchester, VA 22601

(540) 348-4911

Property at 2919 S Pleasant Valley Rd, Winchester, VA 22601, 3 beds, 2 baths

$340,000

3 beds2 baths1,387 sq ft

2919 S Pleasant Valley Rd, Winchester, VA 22601

(571) 313-5831

Property at 812 Appleseed Ct, Winchester, VA 22601, 3 beds, 1.5 baths

$359,000

3 beds1.5 baths1,710 sq ft

812 Appleseed Ct, Winchester, VA 22601

(540) 931-0144

Property at 2643 Middle Rd, Winchester, VA 22601, 4 beds, 3.5 baths

$499,999

4 beds3.5 baths2,524 sq ft

2643 Middle Rd, Winchester, VA 22601

(703) 281-8500

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Average home prices near Winchester, VA

Cities

Winchester homes for sale
$380,990

Counties

Fauquier County homes for sale
$719,500
Jefferson County homes for sale
$430,000
Loudoun County homes for sale
$792,495

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)

$360,000

-7.7% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Winchester, VA

$360,000

-7.7%

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5 Redfin agents serving Winchester

139

Deals*

4.8

Satisfaction

617

Homes closed*

* Data from the last year

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