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Homes Under $500K Price For Sale in Winchester, VA | Page 2

395 Homes
 
131 Country Club Cir, Winchester, VA 22602
  • $450,000
  • 3Bd
  • 2Ba
  • 2,327 Sq Ft
New 2 Days
102 Buckwood Ln, Winchester, VA 22602
  • $368,000
  • 2Bd
  • 2Ba
  • 1,424 Sq Ft
New 3 Days
802 Appleseed Ct, Winchester, VA 22601
  • $364,900
  • 3Bd
  • 3Ba
  • 2,064 Sq Ft
lot75 Lacosta Ct, Winchester, VA 22602
  • $345,000
  • 2.06 Acre
126 Monteith Drive, Winchester, VA 22601
  • $384,990
  • 3Bd
  • 4Ba
  • 1,756 Sq Ft
510 S Cameron St, Winchester, VA 22601
  • $499,900
  • 3Bd
  • 3Ba
  • 1,564 Sq Ft
421 Longview Ave, Winchester, VA 22601
  • $471,000
  • 3Bd
  • 3Ba
  • 2,260 Sq Ft
109 Julee Dr, Winchester, VA 22602
  • $479,900
  • 5Bd
  • 3Ba
  • 3,276 Sq Ft
148 Doe Trl, Winchester, VA 22602
  • $317,265
  • 3Bd
  • 2Ba
  • 1,550 Sq Ft
132 Dogwood Trl, Winchester, VA 22602
  • $275,000
  • 3Bd
  • 1Ba
  • 1,296 Sq Ft
144 Apple Valley Rd, Winchester, VA 22602
  • $350,000
  • 3Bd
  • 2Ba
  • 1,317 Sq Ft
621 Watson Ave, Winchester, VA 22601
  • $299,500
  • 3Bd
  • 2Ba
  • 1,138 Sq Ft
805 S Kent St, Winchester, VA 22601
  • $325,000
  • 4Bd
  • 2Ba
  • 1,592 Sq Ft
178 Payne Rd, Winchester, VA 22603
  • $385,000
  • 4Bd
  • 2Ba
  • 1,860 Sq Ft
$10.6K
812 Appleseed Ct, Winchester, VA 22601
  • $359,000
  • 3Bd
  • 2Ba
  • 1,710 Sq Ft
1847 Melvor Ln, Winchester, VA 22601
  • $339,900
  • 2Bd
  • 2Ba
  • 1,234 Sq Ft
$15.1K
265 Mcdonald Rd, Winchester, VA 22602
  • $375,000
  • 3Bd
  • 2Ba
  • 1,452 Sq Ft
322 E Piccadilly, Winchester, VA 22601
  • $409,000
  • 4Bd
  • 1Ba
  • 1,768 Sq Ft
300 Pembridge Dr, Winchester, VA 22602
  • $439,000
  • 5Bd
  • 3Ba
  • 2,508 Sq Ft
Open SAT 12-2
323 Copperfield Ln, Winchester, VA 22602
  • $277,000
  • 2Bd
  • 3Ba
  • 1,868 Sq Ft
$13K
1957 Cidermill Ln, Winchester, VA 22601
  • $374,900
  • 3Bd
  • 3Ba
  • 1,696 Sq Ft
Off Of Mount Olive Road, Winchester, VA 22603
  • $210,000
  • 5 Acre
111 Haven Ter, Winchester, VA 22602
  • $300,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
900 Enfield Dr, Winchester, VA 22602
  • $370,000
  • 4Bd
  • 3Ba
  • 2,243 Sq Ft
$10K
1048 Woodland Ave, Winchester, VA 22601
  • $335,000
  • 3Bd
  • 2Ba
  • 1,507 Sq Ft
$15K
1412 S Loudoun St, Winchester, VA 22601
  • $419,000
  • 3Bd
  • 2Ba
  • 1,544 Sq Ft
$10K
Dominion Road, Winchester, VA 22603
  • $350,000
  • 19.58 Acre
305 Raccoon Dr, Winchester, VA 22602
  • $175,000
  • 1Bd
  • 1Ba
  • 384 Sq Ft
159 Aspen Trl Trl, Winchester, VA 22602
  • $295,000
  • 2Bd
  • 3Ba
  • 2,148 Sq Ft
$20K
700 Tomahawk Trl, Winchester, VA 22602
  • $287,000
  • 3Bd
  • 1Ba
  • 1,104 Sq Ft
108 Williamson Rd, Winchester, VA 22602
  • $385,000
  • 3Bd
  • 2Ba
  • 1,440 Sq Ft
308 Fawn Dr, Winchester, VA 22602
  • $334,000
  • 3Bd
  • 3Ba
  • 1,680 Sq Ft
2519 Hockman Ave, Winchester, VA 22601
  • $308,000
  • 2Bd
  • 2Ba
  • 800 Sq Ft
142 Sequoia Dr, Winchester, VA 22602
  • $434,900
  • 3Bd
  • 4Ba
  • 2,239 Sq Ft
Open SAT 12-2
1414 S Braddock St, Winchester, VA 22601
  • $349,900
  • 2Bd
  • 2Ba
  • 1,578 Sq Ft
Open SAT 11-1
109 Marlow Ct, Winchester, VA 22602
  • $415,000
  • 4Bd
  • 4Ba
  • 2,004 Sq Ft
$5K
187 Valley Mill Rd, Winchester, VA 22602
  • $220,000
  • 2Bd
  • 1Ba
  • 997 Sq Ft
$20K
1125 Conway St, Winchester, VA 22601
  • $250,000
  • 2Bd
  • 1Ba
  • 870 Sq Ft
1077 Carpers Dr, Winchester, VA 22603
  • $354,900
  • 3Bd
  • 2Ba
  • 1,791 Sq Ft
$10K
103 E Germain St, Winchester, VA 22601
  • $245,000
  • 2Bd
  • 2Ba
  • 1,068 Sq Ft
$15K
114 Meadow Way, Winchester, VA 22602
  • $439,000
  • 3Bd
  • 3Ba
  • 1,711 Sq Ft
Open SUN 11-1
182 Mason St, Winchester, VA 22602
  • $349,990
  • 3Bd
  • 2Ba
  • 1,024 Sq Ft
100 Stribling Way, Winchester, VA 22602
  • $364,999
  • 3Bd
  • 3Ba
  • 1,772 Sq Ft
$5K
229 Monteith Dr, Winchester, VA 22601
  • $369,990
  • 3Bd
  • 4Ba
  • 1,756 Sq Ft
237 Monteith Dr, Winchester, VA 22601
  • $359,990
  • 3Bd
  • 4Ba
  • 1,756 Sq Ft
440 Mountain Fls, Winchester, VA 22602
  • $30,000
  • 1.03 Acre
108 Monticello Sq, Winchester, VA 22602
  • $339,000
  • 3Bd
  • 4Ba
  • 1,740 Sq Ft
$5K
660 Arden Ct, Winchester, VA 22601
  • $385,690
  • 4Bd
  • 4Ba
  • 1,889 Sq Ft
652 Arden Ct, Winchester, VA 22601
  • $381,690
  • 4Bd
  • 4Ba
  • 1,889 Sq Ft
648 Arden Ct, Winchester, VA 22601
  • $385,490
  • 4Bd
  • 4Ba
  • 1,889 Sq Ft
$7.5K
51 - 100 of 395 Homes for sale in Winchester, VA
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Winchester, VA real estate market trends

Statistics as of September 2026
$449K
Avg. list price
$217/Sqft
Avg. price/sqft
576
Homes for sale
2,000 Sqft
Avg. home size
74 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, VA. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, VA?
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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Movoto participates, and is provided by BRIGHT through a licensing agreement.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: 9/29/2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closedor are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHTMLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually solddue to reporting errors.
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