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Winchester city County, VA - single-family homes for sale
101 of 101 results displayed
- Coming Soon
$359,900Coming Soon3 beds 2 baths307-1/2 E Piccadilly St, WINCHESTER, VA 22601
MLS# VAWI2010682Listed by: HONEYWAY - Coming Soon
$1,179,000Coming Soon4 beds 5 baths1004 Heth Pl, WINCHESTER, VA 22601
MLS# VAWI2010484Listed by: LONG & FOSTER REAL ESTATE, INC. - New
$329,000Active3 beds 1 baths960 sq. ft.2952 Grace St, WINCHESTER, VA 22601
MLS# VAWI2010596Listed by: WEICHERT, REALTORS - New
$399,900Active3 beds 3 baths2,180 sq. ft.706 S Cameron St, WINCHESTER, VA 22601
MLS# VAWI2010640Listed by: COLONY REALTY - Coming Soon
$389,000Coming Soon2 beds 2 baths328 Longview Ave, WINCHESTER, VA 22601
MLS# VAWI2010488Listed by: COLDWELL BANKER PREMIER - New
$298,000Active3 beds 2 baths1,168 sq. ft.609 Ewell St, WINCHESTER, VA 22601
MLS# VAWI2010612Listed by: SAGER REAL ESTATE - New
$379,900Active2 beds 2 baths1,186 sq. ft.711 E Cork St, WINCHESTER, VA 22601
MLS# VAWI2010626Listed by: SPRING HILL REAL ESTATE, LLC. - Coming Soon
$375,000Coming Soon4 beds 3 baths317 N Kent St, WINCHESTER, VA 22601
MLS# VAWI2010496Listed by: SAMSON PROPERTIES - New
$349,000Active4 beds 2 baths1,996 sq. ft.802 E Cork St, WINCHESTER, VA 22601
MLS# VAWI2010600Listed by: SAMSON PROPERTIES - Coming Soon
$915,000Coming Soon4 beds 4 baths510-512 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010598Listed by: COLDWELL BANKER REALTY - Coming Soon
$400,000Coming Soon5 beds 4 baths103 Cambridge Pl, WINCHESTER, VA 22601
MLS# VAFV2041212Listed by: RE/MAX ROOTS 
$624,900Pending3 beds 2 baths2,153 sq. ft.1416 Gordon Pl, WINCHESTER, VA 22601
MLS# VAWI2010566Listed by: SAMSON PROPERTIES- New
$425,000Active4 beds 2 baths1,800 sq. ft.823 Woodland Ave, WINCHESTER, VA 22601
MLS# VAWI2010592Listed by: COLDWELL BANKER REALTY - Coming Soon
$349,900Coming Soon2 beds 2 baths420 E Pall Mall St, WINCHESTER, VA 22601
MLS# VAWI2010584Listed by: SAMSON PROPERTIES 
$425,000Pending3 beds 3 baths1,800 sq. ft.202 Russelcroft Rd, WINCHESTER, VA 22601
MLS# VAWI2010416Listed by: ERA OAKCREST REALTY, INC.- Open Sat, 1 to 3pmNew
$310,500Active3 beds 2 baths1,474 sq. ft.406 Highland Ave, WINCHESTER, VA 22601
MLS# VAWI2010554Listed by: CENTURY 21 REDWOOD REALTY - Coming Soon
$519,900Coming Soon3 beds 3 baths315 Walker St, WINCHESTER, VA 22601
MLS# VAWI2009948Listed by: ERA OAKCREST REALTY, INC. - New
$549,900Active3 beds 3 baths3,083 sq. ft.3013 Saratoga Dr, WINCHESTER, VA 22601
MLS# VAWI2010522Listed by: LONG & FOSTER REAL ESTATE, INC. - New
$799,000Active5 beds 5 baths4,438 sq. ft.769 Seldon Dr, WINCHESTER, VA 22601
MLS# VAWI2010526Listed by: KELLER WILLIAMS REALTY - Open Sat, 1 to 3pm
$625,000Active3 beds 2 baths2,444 sq. ft.152 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2041054Listed by: ERA OAKCREST REALTY, INC. 
$188,500Pending3 beds 1 baths1,266 sq. ft.253 Opequon Ave, WINCHESTER, VA 22601
MLS# VAWI2010504Listed by: ERA OAKCREST REALTY, INC.
$569,900Active3 beds 3 baths2,450 sq. ft.1930 Harvest Dr, WINCHESTER, VA 22601
MLS# VAWI2010468Listed by: COLONY REALTY
$369,900Active3 beds 2 baths1,366 sq. ft.517 Dunlap St, WINCHESTER, VA 22601
MLS# VAWI2010486Listed by: SAMSON PROPERTIES- Coming Soon
$549,900Coming Soon4 beds 3 baths938 Wayne Dr, WINCHESTER, VA 22601
MLS# VAWI2010474Listed by: REALTY ONE GROUP OLD TOWNE 
$625,000Active5 beds 2 baths1,948 sq. ft.446 N Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010472Listed by: HOMES BY OWNER, INC.
$749,500Active6 beds 4 baths4,672 sq. ft.817 Chelsea Dr, WINCHESTER, VA 22601
MLS# VAWI2010040Listed by: RE/MAX ROOTS
$421,000Active3 beds 3 baths2,277 sq. ft.422 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010442Listed by: REALTY ONE GROUP OLD TOWNE- Open Sat, 2 to 4pm
$319,000Pending2 beds 2 baths1,382 sq. ft.31 E Germain St, WINCHESTER, VA 22601
MLS# VAWI2010272Listed by: COMPASS 
$249,990Pending3 beds 1 baths985 sq. ft.212 Shawnee Ave, WINCHESTER, VA 22601
MLS# VAWI2010462Listed by: REAL BROKER, LLC
$349,000Active3 beds 1 baths1,008 sq. ft.608 Dunlap St, WINCHESTER, VA 22601
MLS# VAWI2010458Listed by: COLDWELL BANKER PREMIER
$1,250,000Active4 beds 5 baths4,188 sq. ft.1015 Redbud, WINCHESTER, VA 22603
MLS# VAFV2040996Listed by: KELLER WILLIAMS CAPITAL PROPERTIES- Open Fri, 5:30 to 7:30pm
$630,000Active4 beds 4 baths4,188 sq. ft.930 Wayne Dr, WINCHESTER, VA 22601
MLS# VAWI2010456Listed by: KELLER WILLIAMS REALTY 
$257,500Active3 beds 1 baths1,404 sq. ft.332 Opequon Ave, WINCHESTER, VA 22601
MLS# VAWI2010454Listed by: SAMSON PROPERTIES
$1,200,000Active3 beds 4 baths3,497 sq. ft.466 Merrimans Ln, WINCHESTER, VA 22601
MLS# VAWI2010304Listed by: ERA OAKCREST REALTY, INC.
$320,000Active3 beds 3 baths1,281 sq. ft.115 S Purcell Ave, WINCHESTER, VA 22601
MLS# VAWI2010436Listed by: MARKETPLACE REALTY
$364,900Pending3 beds 3 baths1,680 sq. ft.707 E Cork St, WINCHESTER, VA 22601
MLS# VAWI2010438Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$379,000Pending4 beds 2 baths1,328 sq. ft.433 Beechcroft Rd, WINCHESTER, VA 22601
MLS# VAWI2010448Listed by: UNITED REAL ESTATE PREMIER
$449,000Active4 beds 5 baths1,913 sq. ft.315 National Ave, WINCHESTER, VA 22601
MLS# VAWI2010446Listed by: SAMSON PROPERTIES
$325,000Pending3 beds 2 baths1,053 sq. ft.624 Butler Ave, WINCHESTER, VA 22601
MLS# VAWI2010386Listed by: RE/MAX ROOTS
$489,000Pending3 beds 2 baths1,698 sq. ft.312 W Cecil St, WINCHESTER, VA 22601
MLS# VAWI2010440Listed by: COLONY REALTY
$195,000Pending2 beds 1 baths1,855 sq. ft.7 E Bond St, WINCHESTER, VA 22601
MLS# VAWI2010422Listed by: REALTY ONE GROUP CAPITAL
$549,000Active4 beds 4 baths2,989 sq. ft.1300 Caroline St, WINCHESTER, VA 22601
MLS# VAWI2010302Listed by: HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
$185,000Pending3 beds 3 baths2,354 sq. ft.2700 Saratoga Dr, WINCHESTER, VA 22601
MLS# VAWI2010432Listed by: COLONY REALTY
$599,900Active6 beds 4 baths3,511 sq. ft.1400 Valley Ave, WINCHESTER, VA 22601
MLS# VAWI2010408Listed by: SAMSON PROPERTIES
$510,000Active4 beds 3 baths1,798 sq. ft.720 S Kent St, WINCHESTER, VA 22601
MLS# VAWI2010052Listed by: PEARSON SMITH REALTY, LLC
$399,000Active3 beds 2 baths1,601 sq. ft.13 E Leicester St, WINCHESTER, VA 22601
MLS# VAWI2010308Listed by: RE/MAX ROOTS
$424,900Active3 beds 3 baths2,100 sq. ft.1025 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2010388Listed by: SAMSON PROPERTIES
$279,000Pending4 beds 2 baths1,449 sq. ft.301 Shawnee Ave, WINCHESTER, VA 22601
MLS# VAWI2010306Listed by: REALTY ONE GROUP OLD TOWNE
$629,900Pending4 beds -- baths2,834 sq. ft.126 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2040774Listed by: LONG & FOSTER REAL ESTATE, INC.
$355,000Pending4 beds 3 baths2,804 sq. ft.513 Van Fossen St, WINCHESTER, VA 22601
MLS# VAWI2010278Listed by: RE/MAX ROOTS
$299,900Active2 beds 2 baths1,227 sq. ft.510 N Pleasant Valley Rd, WINCHESTER, VA 22601
MLS# VAWI2010298Listed by: RE/MAX ROOTS
$435,000Active6 beds 3 baths1,917 sq. ft.623 Smithfield Ave, WINCHESTER, VA 22601
MLS# VAWI2010296Listed by: SAMSON PROPERTIES
$329,000Active2 beds 1 baths1,132 sq. ft.419 Stone Meadow Ct, WINCHESTER, VA 22601
MLS# VAWI2010244Listed by: SAMSON PROPERTIES
$675,000Active3 beds 3 baths1,650 sq. ft.112 W Germain St, WINCHESTER, VA 22601
MLS# VAWI2010276Listed by: RE/MAX ROOTS
$445,000Pending3 beds 3 baths1,938 sq. ft.413 George St, WINCHESTER, VA 22601
MLS# VAWI2010236Listed by: PEARSON SMITH REALTY, LLC
$240,000Pending3 beds 2 baths1,072 sq. ft.112 Star Fort Dr, WINCHESTER, VA 22601
MLS# VAFV2040626Listed by: LONG & FOSTER REAL ESTATE, INC.
$320,000Pending3 beds 1 baths1,008 sq. ft.2912 2nd St, WINCHESTER, VA 22601
MLS# VAWI2010242Listed by: PRESLEE REAL ESTATE
$400,000Active5 beds 2 baths1,011 sq. ft.605 Dunlap St, WINCHESTER, VA 22601
MLS# VAWI2010260Listed by: SPRING HILL REAL ESTATE, LLC.
$545,000Active3 beds 3 baths3,000 sq. ft.308 Ridge Ave, WINCHESTER, VA 22601
MLS# VAWI2010158Listed by: COLONY REALTY
$349,900Pending3 beds 2 baths1,890 sq. ft.113 Christopher Dr, WINCHESTER, VA 22601
MLS# VAWI2010188Listed by: ERA OAKCREST REALTY, INC.
$360,000Active3 beds 3 baths1,600 sq. ft.16 S Pleasant Valley Rd, WINCHESTER, VA 22601
MLS# VAWI2010240Listed by: SAMSON PROPERTIES
$250,000Active3 beds 2 baths1,008 sq. ft.514 Cather Ave, WINCHESTER, VA 22601
MLS# VAWI2010238Listed by: EXP REALTY, LLC- Open Sat, 12 to 2pm
$382,500Active3 beds 2 baths1,450 sq. ft.540 Eagle Pl, WINCHESTER, VA 22601
MLS# VAWI2010212Listed by: NEXTHOME REALTY SELECT 
$365,000Pending3 beds 2 baths1,999 sq. ft.520 N Braddock St, WINCHESTER, VA 22601
MLS# VAWI2010142Listed by: MARKETPLACE REALTY
$319,900Pending3 beds 1 baths1,699 sq. ft.2956 Grace St, WINCHESTER, VA 22601
MLS# VAWI2010184Listed by: SAMSON PROPERTIES
$424,500Pending4 beds 3 baths1,805 sq. ft.21 W Pall Mall St, WINCHESTER, VA 22601
MLS# VAWI2010202Listed by: COMPASS
$285,000Active2 beds 2 baths864 sq. ft.704 Watson Ave, WINCHESTER, VA 22601
MLS# VAWI2010194Listed by: SAMSON PROPERTIES
$415,000Pending3 beds 3 baths1,528 sq. ft.209 Wood Ave, WINCHESTER, VA 22601
MLS# VAWI2010178Listed by: COLONY REALTY
$1,150,000Active6 beds 5 baths6,682 sq. ft.217 W Boscawen St, WINCHESTER, VA 22601
MLS# VAWI2010180Listed by: COLDWELL BANKER PREMIER
$389,990Active4 beds 3 baths1,536 sq. ft.317 Gray Ave, WINCHESTER, VA 22601
MLS# VAWI2008962Listed by: KELLER WILLIAMS REALTY
$280,000Pending3 beds 2 baths1,020 sq. ft.320 Opequon Ave, WINCHESTER, VA 22601
MLS# VAWI2010088Listed by: RE/MAX ROOTS
$539,900Active4 beds 2 baths2,837 sq. ft.1317 Caroline St, WINCHESTER, VA 22601
MLS# VAWI2010126Listed by: COLONY REALTY
$389,900Active2 beds 2 baths1,405 sq. ft.1851 Melvor Ln, WINCHESTER, VA 22601
MLS# VAWI2010102Listed by: RE/MAX ROOTS
$499,000Pending4 beds 3 baths2,068 sq. ft.2510 Windwood Dr, WINCHESTER, VA 22601
MLS# VAWI2010122Listed by: REALTY ONE GROUP OLD TOWNE
$409,000Active4 beds 2 baths1,432 sq. ft.115 E Monmouth St, WINCHESTER, VA 22601
MLS# VAWI2010138Listed by: INMOBILIARIA DE LAS CASAS LLC
$639,900Active4 beds 3 baths3,157 sq. ft.153 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2040020Listed by: HOMECOIN.COM
$299,900Active3 beds 1 baths1,086 sq. ft.126 S Euclid Ave, WINCHESTER, VA 22601
MLS# VAWI2010132Listed by: SAMSON PROPERTIES
$299,900Pending3 beds 1 baths1,204 sq. ft.625 Watson Ave, WINCHESTER, VA 22601
MLS# VAWI2010098Listed by: RE/MAX ROOTS
$220,000Active2 beds 2 baths1,064 sq. ft.523 Monticello St, WINCHESTER, VA 22601
MLS# VAWI2010120Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$274,900Active2 beds 1 baths720 sq. ft.719 Smithfield Ave, WINCHESTER, VA 22601
MLS# VAFV2039748Listed by: NEXTHOME REALTY SELECT
$424,000Active4 beds 2 baths1,400 sq. ft.743 Berryville Ave, WINCHESTER, VA 22601
MLS# VAWI2010062Listed by: PEARSON SMITH REALTY, LLC
$445,000Active6 beds 3 baths1,552 sq. ft.2250 Roosevelt Blvd, WINCHESTER, VA 22601
MLS# VAWI2010064Listed by: SAMSON PROPERTIES
$469,900Active4 beds 3 baths2,100 sq. ft.620 Crystal Ct, WINCHESTER, VA 22601
MLS# VAWI2010000Listed by: REALTY FC
$265,000Active3 beds 2 baths1,144 sq. ft.106 W Southwerk St, WINCHESTER, VA 22601
MLS# VAWI2009996Listed by: ERA OAKCREST REALTY, INC.
$435,000Active3 beds 3 baths1,904 sq. ft.25 W Southwerk St, WINCHESTER, VA 22601
MLS# VAWI2009902Listed by: COLONY REALTY
$889,000Pending5 beds 5 baths4,957 sq. ft.1540 Meadow Branch Ave, WINCHESTER, VA 22601
MLS# VAWI2009860Listed by: COLONY REALTY
$650,000Active4 beds 4 baths3,474 sq. ft.132 Amherst St, WINCHESTER, VA 22601
MLS# VAWI2009872Listed by: COLONY REALTY- Open Sun, 1 to 3pm
$479,900Active3 beds 3 baths1,992 sq. ft.703 S Loudoun St, WINCHESTER, VA 22601
MLS# VAWI2009838Listed by: SAMSON PROPERTIES - Open Sat, 1 to 4pm
$539,900Active3 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
$420,000Active4 beds 2 baths2,100 sq. ft.17 E Leicester St, WINCHESTER, VA 22601
MLS# VAWI2009350Listed by: MARKETPLACE REALTY
$259,900Active2 beds 1 baths870 sq. ft.1125 Conway St, WINCHESTER, VA 22601
MLS# VAWI2009200Listed by: ERA OAKCREST REALTY, INC.
$399,900Pending3 beds 3 baths1,251 sq. ft.709 Ross St, WINCHESTER, VA 22601
MLS# VAFV2037236Listed by: SAMSON PROPERTIES
$399,900Pending3 beds 3 baths1,251 sq. ft.713 Ross St, WINCHESTER, VA 22601
MLS# VAFV2037240Listed by: SAMSON PROPERTIES
$319,000Active3 beds 2 baths1,362 sq. ft.553 Highland Ave, WINCHESTER, VA 22601
MLS# VAWI2009182Listed by: YOUR HOME SOLD GUARANTEED REALTY - EAST LLC
$300,000Pending3 beds 2 baths1,072 sq. ft.112 Star Fort Dr, WINCHESTER, VA 22601
MLS# VAFV2037188Listed by: LONG & FOSTER REAL ESTATE, INC.
$358,000Active4 beds 2 baths1,534 sq. ft.323 Russelcroft Rd, WINCHESTER, VA 22601
MLS# VAWI2009662Listed by: SPRING HILL REAL ESTATE, LLC.
$225,000Pending3 beds 2 baths1,526 sq. ft.369 Charles St, WINCHESTER, VA 22601
MLS# VAWI2008716Listed by: ERA OAKCREST REALTY, INC.
$335,000Pending3 beds 3 baths1,536 sq. ft.1004 S Cameron St, WINCHESTER, VA 22601
MLS# VAWI2007970Listed by: METAS REALTY GROUP, LLC
$985,000Pending7 beds 6 baths6,540 sq. ft.1020 Breckinridge Ln, WINCHESTER, VA 22601
MLS# VAWI2007912Listed by: RE/MAX ROOTS
$689,000Active4 beds 3 baths3,108 sq. ft.1950 Melvor Ln, WINCHESTER, VA 22601
MLS# VAWI2007932Listed by: WASHINGTON DULLES REAL ESTATE GROUP
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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.