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Winchester, VA - single-family homes for sale
94 of 94 results displayed
- Coming Soon
$850,000Coming Soon4 beds 5 baths3,213 sq. ft.637 Treys Dr, WINCHESTER, VA 22601
MLS# VAWI2011744Listed by: CENTURY 21 REDWOOD REALTY - Coming Soon
$429,900Coming Soon5 beds 2 baths1,971 sq. ft.337 George St, WINCHESTER, VA 22601
MLS# VAWI2011688Listed by: SAMSON PROPERTIES - Coming Soon
$295,000Coming Soon3 beds 1 baths913 sq. ft.405 Shenandoah Ave, WINCHESTER, VA 22601
MLS# VAWI2010992Listed by: SAMSON PROPERTIES - New
$699,000Active4 beds 3 baths2,802 sq. ft.432 N Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2011776Listed by: THE GREENE REALTY GROUP - New
$559,000Active4 beds 3 baths2,600 sq. ft.2820 Saratoga Dr, WINCHESTER, VA 22601
MLS# VAWI2011760Listed by: COLDWELL BANKER ELITE - Open Sat, 1 to 3pmNew
$535,000Active5 beds 3 baths2,540 sq. ft.306 Longview Ave, WINCHESTER, VA 22601
MLS# VAWI2011720Listed by: CHARIS REALTY GROUP - New
$749,000Active4 beds 4 baths3,809 sq. ft.220 Amherst St, WINCHESTER, VA 22601
MLS# VAWI2011726Listed by: COLONY REALTY - New
$289,900Active4 beds 3 baths1,484 sq. ft.322 Highland Ave, WINCHESTER, VA 22601
MLS# VAWI2011462Listed by: EXP REALTY, LLC - New
$299,900Active3 beds 1 baths2,228 sq. ft.1308 Commerce, WINCHESTER, VA 22601
MLS# VAWI2011716Listed by: COLONY REALTY - New
$719,000Active5 beds 5 baths4,539 sq. ft.961 Meadow Ct, WINCHESTER, VA 22601
MLS# VAWI2011706Listed by: COLONY REALTY - Open Sat, 12 to 2pmNew
$298,900Active2 beds 2 baths1,079 sq. ft.828 Woodland Ave, WINCHESTER, VA 22601
MLS# VAWI2011708Listed by: SAMSON PROPERTIES - Open Sat, 1 to 3pm
$670,000Active3 beds 2 baths2,450 sq. ft.1400 Gordon Pl, WINCHESTER, VA 22601
MLS# VAWI2011674Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY 
$305,500Active3 beds 2 baths1,350 sq. ft.3 S Euclid Ave, WINCHESTER, VA 22601
MLS# VAWI2011690Listed by: MAIN STREET REALTY
$357,000Active4 beds 3 baths2,050 sq. ft.621 Patterson Ave, WINCHESTER, VA 22601
MLS# VAWI2011680Listed by: LONG & FOSTER REAL ESTATE, INC.
$839,000Active4 beds 5 baths4,697 sq. ft.922 Armistead St, WINCHESTER, VA 22601
MLS# VAWI2011672Listed by: COTTAGE STREET REALTY LLC
$555,000Active4 beds 4 baths3,069 sq. ft.Address Withheld By Seller, WINCHESTER, VA 22601
MLS# VAWI2011660Listed by: PEARSON SMITH REALTY, LLC
$325,000Active3 beds 2 baths1,248 sq. ft.2817 Papermill Rd, WINCHESTER, VA 22601
MLS# VAWI2011634Listed by: WEICHERT, REALTORS
$629,000Pending4 beds 3 baths2,810 sq. ft.507 S Stewart St, WINCHESTER, VA 22601
MLS# VAWI2011638Listed by: MARKETPLACE REALTY
$300,000Active2 beds 1 baths1,097 sq. ft.310 Bellview Ave, WINCHESTER, VA 22601
MLS# VAWI2011644Listed by: KELLER WILLIAMS REALTY- Open Sat, 11am to 2pm
$735,000Active3 beds 3 baths2,572 sq. ft.1748 Handley Ave, WINCHESTER, VA 22601
MLS# VAWI2011296Listed by: RE/MAX REAL ESTATE CONNECTIONS 
$748,900Active5 beds 3 baths5,430 sq. ft.416 Briarmont Dr, WINCHESTER, VA 22601
MLS# VAWI2011626Listed by: COLONY REALTY
$499,900Active3 beds 3 baths1,564 sq. ft.510 S Cameron St, WINCHESTER, VA 22601
MLS# VAWI2011602Listed by: SAMSON PROPERTIES
$471,000Active3 beds 3 baths2,260 sq. ft.421 Longview Ave, WINCHESTER, VA 22601
MLS# VAWI2011610Listed by: SAMSON PROPERTIES
$292,500Active3 beds 2 baths1,138 sq. ft.621 Watson Ave, WINCHESTER, VA 22601
MLS# VAWI2011582Listed by: SAMSON PROPERTIES
$325,000Active4 beds 2 baths1,592 sq. ft.805 S Kent St, WINCHESTER, VA 22601
MLS# VAWI2011592Listed by: WEICHERT, REALTORS- Open Sat, 1 to 3pm
$359,000Active3 beds 2 baths1,710 sq. ft.812 Appleseed Ct, WINCHESTER, VA 22601
MLS# VAWI2011584Listed by: REALTY FC 
$339,900Active2 beds 2 baths1,234 sq. ft.1847 Melvor Ln, WINCHESTER, VA 22601
MLS# VAWI2011574Listed by: CENTURY 21 REDWOOD REALTY- Open Sat, 10:30am to 12:30pm
$409,000Active4 beds 1 baths1,768 sq. ft.322 E Piccadilly, WINCHESTER, VA 22601
MLS# VAWI2011520Listed by: LONG & FOSTER REAL ESTATE, INC. 
$699,000Active7 beds 5 baths4,736 sq. ft.2700 Loyalty Ct, WINCHESTER, VA 22601
MLS# VAWI2011542Listed by: COLONY REALTY
$335,000Active3 beds 2 baths1,507 sq. ft.1048 Woodland Ave, WINCHESTER, VA 22601
MLS# VAWI2010942Listed by: RE/MAX ROOTS
$419,000Active3 beds 2 baths1,544 sq. ft.1412 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2011442Listed by: LONG & FOSTER REAL ESTATE, INC.
$299,900Active2 beds 2 baths800 sq. ft.2519 Hockman Ave, WINCHESTER, VA 22601
MLS# VAWI2011408Listed by: LINK REALTY SERVICES LLC- Open Sun, 11am to 1pm
$349,900Active2 beds 2 baths1,578 sq. ft.1414 S Braddock St, WINCHESTER, VA 22601
MLS# VAWI2011510Listed by: LONG & FOSTER REAL ESTATE, INC. 
$325,000Pending3 beds 2 baths1,368 sq. ft.2159 Harvest Dr, WINCHESTER, VA 22601
MLS# VAWI2011498Listed by: ERA OAKCREST REALTY, INC.
$250,000Active2 beds 1 baths870 sq. ft.1125 Conway St, WINCHESTER, VA 22601
MLS# VAWI2011448Listed by: NEXTHOME REALTY SELECT
$359,000Pending3 beds 2 baths1,344 sq. ft.700 Green St, WINCHESTER, VA 22601
MLS# VAWI2011450Listed by: COLONY REALTY
$394,900Pending3 beds 2 baths2,326 sq. ft.63 Riflemen Ln, WINCHESTER, VA 22601
MLS# VAWI2011452Listed by: RE/MAX ROOTS
$561,000Active2 beds 2 baths2,205 sq. ft.123 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2044336Listed by: REALTY ONE GROUP OLD TOWNE
$615,000Active5 beds 4 baths3,626 sq. ft.922 Wayne Dr, WINCHESTER, VA 22601
MLS# VAWI2011344Listed by: SAMSON PROPERTIES
$425,000Active3 beds 3 baths2,277 sq. ft.422 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2011380Listed by: REALTY ONE GROUP OLD TOWNE
$1,100,000Active6 beds 6 baths6,789 sq. ft.1030 Breckinridge Ln, WINCHESTER, VA 22601
MLS# VAWI2011388Listed by: SAMSON PROPERTIES
$274,000Active3 beds 2 baths1,161 sq. ft.519 Virginia Ave, WINCHESTER, VA 22601
MLS# VAWI2011358Listed by: COLONY REALTY
$340,000Active3 beds 2 baths1,387 sq. ft.2919 S Pleasant Valley Rd, WINCHESTER, VA 22601
MLS# VAWI2011384Listed by: KELLER WILLIAMS REALTY DULLES
$499,999Active4 beds 4 baths2,524 sq. ft.2643 Middle Rd, WINCHESTER, VA 22601
MLS# VAWI2011386Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY- Open Sat, 12 to 2pm
$515,000Active5 beds 4 baths2,417 sq. ft.1605 Fort Braddock Ct, WINCHESTER, VA 22601
MLS# VAWI2011346Listed by: LONG & FOSTER REAL ESTATE, INC. - Open Sat, 11am to 1pm
$450,000Active4 beds 2 baths2,493 sq. ft.501 Fox Dr, WINCHESTER, VA 22601
MLS# VAWI2011324Listed by: COLDWELL BANKER PREMIER 
$425,000Active3 beds 2 baths2,030 sq. ft.413 Superior Ave, WINCHESTER, VA 22601
MLS# VAWI2011370Listed by: SAMSON PROPERTIES
$299,900Active3 beds 1 baths1,050 sq. ft.12 N Purcell Ave, WINCHESTER, VA 22601
MLS# VAWI2011354Listed by: COLONY REALTY
$350,000Active4 beds 2 baths1,588 sq. ft.1008 S Cameron St, WINCHESTER, VA 22601
MLS# VAWI2011300Listed by: REDFIN CORPORATION
$700,000Active5 beds 5 baths4,438 sq. ft.769 Seldon Dr, WINCHESTER, VA 22601
MLS# VAWI2011348Listed by: KELLER WILLIAMS REALTY
$439,900Active3 beds 2 baths1,307 sq. ft.153 Fox Dr, WINCHESTER, VA 22601
MLS# VAWI2011326Listed by: CENTURY 21 REDWOOD REALTY
$389,000Active3 beds 2 baths1,725 sq. ft.633 Pennsylvania Ave, WINCHESTER, VA 22601
MLS# VAWI2011128Listed by: COLONY REALTY
$325,000Pending3 beds 1 baths1,474 sq. ft.805 Pennsylvania Ave, WINCHESTER, VA 22601
MLS# VAWI2011328Listed by: HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
$385,000Active2 beds 2 baths1,186 sq. ft.1853 Rosser Ln, WINCHESTER, VA 22601
MLS# VAWI2011294Listed by: REALTY FC
$625,000Active4 beds 4 baths4,179 sq. ft.1529 Dalton Pl, WINCHESTER, VA 22601
MLS# VAWI2011266Listed by: RE/MAX ROOTS
$400,000Active4 beds 2 baths1,844 sq. ft.1310 Whittier Ave, WINCHESTER, VA 22601
MLS# VAWI2011230Listed by: REALTY ONE GROUP OLD TOWNE
$500,900Active4 beds 3 baths2,312 sq. ft.609 Quartzite Cir, WINCHESTER, VA 22601
MLS# VAWI2011158Listed by: SAMSON PROPERTIES
$350,000Active3 beds 3 baths1,230 sq. ft.117 E Pall Mall St, WINCHESTER, VA 22601
MLS# VAWI2011164Listed by: PEARSON SMITH REALTY, LLC
$304,900Active3 beds 3 baths1,728 sq. ft.913 Orchard Hill Dr, WINCHESTER, VA 22601
MLS# VAWI2011156Listed by: SAMSON PROPERTIES
$270,000Active3 beds 1 baths960 sq. ft.1314 S Braddock St, WINCHESTER, VA 22601
MLS# VAWI2011214Listed by: OPEN DOOR BROKERAGE, LLC
$600,000Active3 beds 2 baths3,483 sq. ft.1311 Handley Ave, WINCHESTER, VA 22601
MLS# VAWI2011162Listed by: MARKETPLACE REALTY- Open Sat, 10am to 12pm
$395,000Active2 beds 2 baths1,431 sq. ft.1826 Kershaw Ln, WINCHESTER, VA 22601
MLS# VAWI2011142Listed by: RE/MAX ROOTS 
$3,175,000Active6 beds 7 baths8,593 sq. ft.730 Merrimans Ln, WINCHESTER, VA 22601
MLS# VAWI2011110Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$569,000Active4 beds 4 baths2,489 sq. ft.687 Woodland Ave, WINCHESTER, VA 22601
MLS# VAWI2011132Listed by: KELLER WILLIAMS REALTY
$479,000Active3 beds 2 baths1,505 sq. ft.108 Morgan St, WINCHESTER, VA 22601
MLS# VAWI2011122Listed by: REAL BROKER LLC- WINCHESTER
$1,239,000Active4 beds 8 baths5,662 sq. ft.1022 Heth Pl, WINCHESTER, VA 22601
MLS# VAWI2011006Listed by: SAMSON PROPERTIES
$899,000Active3 beds 4 baths3,497 sq. ft.466 Merrimans Ln, WINCHESTER, VA 22601
MLS# VAWI2011022Listed by: COLONY REALTY
$320,000Active4 beds 2 baths2,034 sq. ft.410 S Cameron St, WINCHESTER, VA 22601
MLS# VAWI2010994Listed by: SAMSON PROPERTIES
$499,900Active4 beds 3 baths2,068 sq. ft.110 Russellcroft Rd, WINCHESTER, VA 22601
MLS# VAWI2011004Listed by: COLDWELL BANKER PREMIER
$324,900Active3 beds 2 baths1,242 sq. ft.936 Allen Dr, WINCHESTER, VA 22601
MLS# VAWI2010986Listed by: DREAM REAL ESTATE
$348,000Active3 beds 2 baths1,554 sq. ft.302 Wentworth Dr, WINCHESTER, VA 22601
MLS# VAWI2010990Listed by: SAMSON PROPERTIES
$359,900Active3 beds 2 baths1,743 sq. ft.601 Gray Ave, WINCHESTER, VA 22601
MLS# VAWI2010900Listed by: SAMSON PROPERTIES
$459,000Pending3 beds 2 baths2,025 sq. ft.654 Treys Dr, WINCHESTER, VA 22601
MLS# VAWI2010802Listed by: VIRGINIA PROPERTY GROUP, INC.
$425,000Pending3 beds 3 baths1,992 sq. ft.703 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010922Listed by: SAMSON PROPERTIES
$265,000Active2 beds 1 baths1,734 sq. ft.11 W Germain St, WINCHESTER, VA 22601
MLS# VAWI2010746Listed by: ERA OAKCREST REALTY, INC.
$385,000Active3 beds 1 baths1,280 sq. ft.540 Bellview Ave, WINCHESTER, VA 22601
MLS# VAWI2010804Listed by: SAMSON PROPERTIES
$449,999Active5 beds 3 baths1,887 sq. ft.419 Summit Ave, WINCHESTER, VA 22601
MLS# VAWI2010632Listed by: LIFESTYLE REALTY, LLC.
$369,000Active2 beds 2 baths1,799 sq. ft.437 Beechcroft Rd, WINCHESTER, VA 22601
MLS# VAWI2010738Listed by: ERA OAKCREST REALTY, INC.
$349,900Active2 beds 2 baths1,219 sq. ft.1856 Melvor Ln, WINCHESTER, VA 22601
MLS# VAWI2010706Listed by: REALTY ONE GROUP OLD TOWNE
$262,000Pending3 beds 2 baths1,280 sq. ft.321 N Kent St, WINCHESTER, VA 22601
MLS# VAWI2010702Listed by: MARKETPLACE REALTY
$519,900Pending5 beds 4 baths3,300 sq. ft.660 Beehive Way, WINCHESTER, VA 22601
MLS# VAWI2010694Listed by: SAMSON PROPERTIES
$329,000Active3 beds 2 baths1,600 sq. ft.307-1/2 E Piccadilly St, WINCHESTER, VA 22601
MLS# VAWI2010682Listed by: HONEYWAY
$374,900Active2 beds 2 baths1,186 sq. ft.711 E Cork St, WINCHESTER, VA 22601
MLS# VAWI2010626Listed by: SPRING HILL REAL ESTATE, LLC.
$599,950Active5 beds 2 baths1,948 sq. ft.446 N Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010472Listed by: HOMES BY OWNER, INC.
$295,000Active3 beds 1 baths1,008 sq. ft.608 Dunlap St, WINCHESTER, VA 22601
MLS# VAWI2010458Listed by: COLDWELL BANKER PREMIER
$280,000Active3 beds 3 baths1,281 sq. ft.115 S Purcell Ave, WINCHESTER, VA 22601
MLS# VAWI2010436Listed by: MARKETPLACE REALTY
$195,000Pending2 beds 1 baths1,855 sq. ft.7 E Bond St, WINCHESTER, VA 22601
MLS# VAWI2010422Listed by: REALTY ONE GROUP CAPITAL
$185,000Pending3 beds 3 baths2,354 sq. ft.2700 Saratoga Dr, WINCHESTER, VA 22601
MLS# VAWI2010432Listed by: COLONY REALTY
$675,000Active3 beds 3 baths1,650 sq. ft.112 W Germain St, WINCHESTER, VA 22601
MLS# VAWI2010276Listed by: RE/MAX ROOTS
$400,000Active4 beds 2 baths1,432 sq. ft.115 E Monmouth St, WINCHESTER, VA 22601
MLS# VAWI2010138Listed by: INMOBILIARIA DE LAS CASAS LLC
$472,000Active3 beds 2 baths1,974 sq. ft.832 Winder Ct, WINCHESTER, VA 22601
MLS# VAWI2009800Listed by: REALTY ONE GROUP OLD TOWNE
$559,900Pending4 beds 3 baths2,644 sq. ft.436 Westside Station Dr, WINCHESTER, VA 22601
MLS# VAFV2038424Listed by: SAMSON PROPERTIES
$300,000Pending3 beds 2 baths1,072 sq. ft.112 Star Fort Dr, WINCHESTER, VA 22601
MLS# VAFV2037188Listed by: LONG & FOSTER REAL ESTATE, INC.
$225,000Pending3 beds 2 baths1,526 sq. ft.369 Charles St, WINCHESTER, VA 22601
MLS# VAWI2008716Listed by: ERA OAKCREST REALTY, INC.
Local realty services provided by:CENTURY 21 Home Team Realty
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.