Winchester, VA homes for sale & real estate

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NEW 1 HR AGO

111 Comanche Trl, Winchester, VA 22602
ABOUT THIS HOME
Winchester, VA Homes for Sale
Well-built home in a quiet, private neighborhood on a 40,000 square foot lot. Split-level with a partially finished basement. Electric baseboard heat. Wooded area with small deck on rear.

$346,900

3 beds2 baths1,128 sq ft

111 Comanche Trl, Winchester, VA 22602

1 acre lot • 2 garage spots • Car-dependent

(540) 662-5058

COMING SOON

1153 Merrimans Ln, Winchester, VA 22602
1153 Merrimans Ln, Winchester, VA 22602
1153 Merrimans Ln, Winchester, VA 22602
ABOUT THIS HOME
Winchester, VA Homes for Sale
Nice Cape Cod coming soon - custom built - one owner home. Over 2 acres next to Roscommons. Great location. Full unfinished basement. 3 bedrooms, 2.5 baths - bonus room. Selling As Is. Over 2 acres - 5 minutes to Winchester Med Center. Professional photos coming soon.

$679,900

3 beds2.5 baths2,333 sq ft

1153 Merrimans Ln, Winchester, VA 22602

2.06 acre lot • 2 garage spots • Car-dependent

(540) 686-7362

COMING SOON

108 Katie Ln, Winchester, VA 22602
ABOUT THIS HOME
Winchester, VA Homes for Sale
Welcome to 108 Katie Lane in beautiful Stonebrook Farms. This classic brick home has space, charm, and a setting that feels like home the moment you pull up. With five large bedrooms, including a comfortable primary suite, there is room for everyone. The main level features an open floor plan with hardwood floors throughout, creating a warm and welcoming feel. A gas fireplace adds a cozy touch to the main living area. Step outside to the large deck and take in the view of the gorgeous gardens that back to a serene tree line on the one acre lot. The fully finished basement offers even more living space with another bedroom, a full bath, a wet bar, and the second gas fireplace that makes the

$750,000

5 beds3.5 baths4,144 sq ft

108 Katie Ln, Winchester, VA 22602

1 acre lot • 2 garage spots • Community pool

(540) 773-8475

COMING SOON

109 Arrowhead Trl, Winchester, VA 22602
109 Arrowhead Trl, Winchester, VA 22602
109 Arrowhead Trl, Winchester, VA 22602
ABOUT THIS HOME
Winchester, VA Homes for Sale
PROFESSIONAL PHOTOS COMING SOON! Have you been waiting for the perfect home in Shawneeland? Look no further. This fantastic split-foyer has been recently renovated and is ready for you! Upgrades include a brand new asphalt shingle roof, new vinyl plank flooring throughout, fresh paint, and a total overhaul of the laundry room. The home boasts three spacious bedrooms, a large family room, an enormous basement rec room, and two bonus rooms (one upstairs and one down) thanks to a bump-out in the back. The primary bedroom features a practical three-piece en-suite, while another full bathroom awaits on the lower level for ultimate flexibility. You'll love the huge two-car garage with plenty of s

$355,000

3 beds3 baths2,668 sq ft

109 Arrowhead Trl, Winchester, VA 22602

0.68 acre lot • 2 garage spots • Car-dependent

(540) 348-4911

254 Whistlewood Ln, Winchester, VA 22602
254 Whistlewood Ln, Winchester, VA 22602
254 Whistlewood Ln, Winchester, VA 22602
ABOUT THIS HOME
Winchester, VA Homes for Sale
Situated in the picturesque countryside of Winchester Virginia boasting a modern aesthetic and elevation. Welcome home to 254 Whistlewood Ln! The home is beautifully positioned within the Royal Oaks community on a private 5 acre lot! It benefits from the serenity one would expect from a countryside home and the convenience of a short distance to town, commuter routes and just 15 minutes to Valley Health Winchester Medical Center! Built in 2023, this newer, luxurious Cleveland Model by Maronda Homes encompasses so much, surrounded by mature trees and shrubs with a feeling of seclusion and privacy. Visitors are greeted with a bright, open foyer, beautiful hardwood floors extending through to

$939,950

5 beds6.5 baths4,301 sq ft

254 Whistlewood Ln, Winchester, VA 22602

5 acre lot • 3 garage spots • Car-dependent

(571) 386-1075

Property at 208 Opossum Trl, Winchester, VA 22602, 3 beds, 1 bath

$255,000

3 beds1 bath946 sq ft

208 Opossum Trl, Winchester, VA 22602

(540) 722-9300

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

$589,900

3 beds2 baths2,271 sq ft

718 Chelsea Dr, Winchester, VA 22601

(540) 662-0400

Property at 1399 Chestnut Grove Rd, Winchester, VA 22603, 3 beds, 2 baths

$395,000

3 beds2 baths1,680 sq ft

1399 Chestnut Grove Rd, Winchester, VA 22603

(540) 450-2747

Property at 102 Maloy Dr, Winchester, VA 22602, 2 beds, 2 baths

$310,000

2 beds2 baths1,008 sq ft

102 Maloy Dr, Winchester, VA 22602

(540) 662-0323

Property at 106 Homer Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$590,000

4 beds3.5 baths4,326 sq ft

106 Homer Dr, Winchester, VA 22602

(540) 686-7362

Property at 108 Meadowbrooke Pl, Winchester, VA 22602, 4 beds, 2 baths

$379,900

4 beds2 baths1,942 sq ft

108 Meadowbrooke Pl, Winchester, VA 22602

(540) 722-9300

Property at 100 Lloyds Rd, Winchester, VA 22602, 4 beds, 2 baths

$412,000

4 beds2 baths1,664 sq ft

100 Lloyds Rd, Winchester, VA 22602

(540) 348-4911

Property at 505 Green St, Winchester, VA 22601, 5 beds, 2 baths

$349,999

5 beds2 baths1,584 sq ft

505 Green St, Winchester, VA 22601

(866) 457-0829

Property at 1205 Caroline St, Winchester, VA 22601, 3 beds, 3.5 baths

$749,000

3 beds3.5 baths5,802 sq ft

1205 Caroline St, Winchester, VA 22601

(703) 771-8888

Property at 201 Winchester Dr, Winchester, VA 22602, 3 beds, 2 baths

$345,000

3 beds2 baths2,072 sq ft

201 Winchester Dr, Winchester, VA 22602

(540) 686-7362

Property at 644 Seldon Dr, Winchester, VA 22601, 5 beds, 4 baths

$795,000

5 beds4 baths4,405 sq ft

644 Seldon Dr, Winchester, VA 22601

(540) 338-7770

Property at 110 Hill Valley Dr, Winchester, VA 22602, 3 beds, 2.5 baths

$409,000

3 beds2.5 baths1,489 sq ft

110 Hill Valley Dr, Winchester, VA 22602

(540) 686-7362

Property at 2623 Middle Rd, Winchester, VA 22601, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths1,984 sq ft

2623 Middle Rd, Winchester, VA 22601

(540) 662-4500

Property at 303 Fox Trl, Winchester, VA 22601, 2 beds, 1 bath

$270,000

2 beds1 bath960 sq ft

303 Fox Trl, Winchester, VA 22601

(540) 459-9650

Property at 112 Magpie Ln, Winchester, VA 22603, 3 beds, 3 baths

$674,959

3 beds3 baths3,200 sq ft

112 Magpie Ln, Winchester, VA 22603

Listing provided by Zillow

Property at 1301 Front Royal Pike, Winchester, VA 22602, 6 beds, 3 baths

$650,000

6 beds3 baths2,568 sq ft

1301 Front Royal Pike, Winchester, VA 22602

(540) 665-0360

Property at 525 Bluebird Trl, Winchester, VA 22602, 3 beds, 2 baths

$319,900

3 beds2 baths1,680 sq ft

525 Bluebird Trl, Winchester, VA 22602

(540) 686-7362

Property at 114 Nassau Dr, Winchester, VA 22602, 4 beds, 3.5 baths

$629,900

4 beds3.5 baths3,829 sq ft

114 Nassau Dr, Winchester, VA 22602

(540) 686-7362

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

$425,000

5 beds— baths1,298 sq ft

815 Woodland Ave, Winchester, VA 22601

(540) 686-7362

Property at 629 Laurelwood Cir, Winchester, VA 22601, 3 beds, 2.5 baths

$342,995

3 beds2.5 baths1,442 sq ft

629 Laurelwood Cir, Winchester, VA 22601

Listing provided by Zillow

Property at 101 Etnam St, Winchester, VA 22602, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,870 sq ft

101 Etnam St, Winchester, VA 22602

(703) 754-1770

Property at 566 N Loudoun St, Winchester, VA 22601, 4 beds, 2 baths

$299,000

4 beds2 baths2,058 sq ft

566 N Loudoun St, Winchester, VA 22601

(540) 662-0323

Property at 101 Dutton Pl, Winchester, VA 22601, 3 beds, 2 baths

$565,000

3 beds2 baths2,517 sq ft

101 Dutton Pl, Winchester, VA 22601

(540) 662-9937

Property at 325 Windsor Ln, Winchester, VA 22602, 5 beds, 4.5 baths

$1,300,000

5 beds4.5 baths5,117 sq ft

325 Windsor Ln, Winchester, VA 22602

(540) 635-8000

Property at 110 Webster Ct, Winchester, VA 22603, 3 beds, 2.5 baths

$556,464

3 beds2.5 baths2,263 sq ft

110 Webster Ct, Winchester, VA 22603

Listing provided by Zillow

Property at 108 Webster Ct, Winchester, VA 22603, 3 beds, 2.5 baths

$551,724

3 beds2.5 baths2,263 sq ft

108 Webster Ct, Winchester, VA 22603

Listing provided by Zillow

Property at 122 Deer Trl, Winchester, VA 22602, 3 beds, 3 baths

$389,900

3 beds3 baths1,910 sq ft

122 Deer Trl, Winchester, VA 22602

(540) 773-8475

Property at 341 Warm Springs Rd, Winchester, VA 22603, 4 beds, 2.5 baths

$537,900

4 beds2.5 baths1,958 sq ft

341 Warm Springs Rd, Winchester, VA 22603

(703) 522-0500

Property at 143 Harvest Ridge Dr, Winchester, VA 22601, 3 beds, 2 baths

$575,000

3 beds2 baths2,233 sq ft

143 Harvest Ridge Dr, Winchester, VA 22601

(540) 450-2747

Property at 115 Etnam St, Winchester, VA 22602, 4 beds, 2.5 baths

$410,000

4 beds2.5 baths1,800 sq ft

115 Etnam St, Winchester, VA 22602

(540) 686-7362

Property at 601 Fall Run Ln, Winchester, VA 22602, 3 beds, 2 baths

$870,000

3 beds2 baths2,175 sq ft

601 Fall Run Ln, Winchester, VA 22602

(703) 595-2100

Property at 114 Scented Rose Way, Winchester, VA 22601, 4 beds, 3 baths

$616,990

4 beds3 baths2,712 sq ft

114 Scented Rose Way, Winchester, VA 22601

(804) 510-9139

Property at 111 Scented Rose Way, Winchester, VA 22601, 4 beds, 3 baths

$636,990

4 beds3 baths2,865 sq ft

111 Scented Rose Way, Winchester, VA 22601

(804) 510-9139

Property at 115 Scented Rose Way, Winchester, VA 22601, 4 beds, 3 baths

$626,990

4 beds3 baths2,818 sq ft

115 Scented Rose Way, Winchester, VA 22601

(804) 510-9139

Property at 242 Footstone Ln, Winchester, VA 22603, 1 bed, 1 bath

$350,000

1 bed1 bath1,348 sq ft

242 Footstone Ln, Winchester, VA 22603

(540) 635-8000

Property at 216 Monticello Sq, Winchester, VA 22602, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths2,436 sq ft

216 Monticello Sq, Winchester, VA 22602

(540) 662-3484

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Average home prices near Winchester, VA

Cities

Ranson homes for sale
$326,395
Shawneeland homes for sale
$389,900
Lake Holiday homes for sale
$470,000
Charles Town homes for sale
$421,495
Strasburg homes for sale
$350,000
Gore homes for sale
$357,350
Martinsburg homes for sale
$299,950
Front Royal homes for sale
$416,000
Berryville homes for sale
$525,000
Boyce homes for sale
$782,450
Capon Bridge homes for sale
$285,000
Apple Mountain Lake homes for sale
$525,000
Stephens City homes for sale
$427,450
Middletown homes for sale
$482,499
Inwood homes for sale
$329,500

Neighborhoods
Zip Codes

Historic District homes for sale
$409,450
Old Town homes for sale
$349,500
Kernstown homes for sale
$450,000

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)

$399,000

-0.5% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Winchester, VA

$399,000

-0.5%

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