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Gainesboro, VA - single-family homes for sale
97 of 97 results displayed
- Coming Soon
$449,900Coming Soon4 beds 4 baths2,566 sq. ft.1058 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044692Listed by: COLONY REALTY - New
$480,000Active4 beds 3 baths3,245 sq. ft.303 Overlook Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044542Listed by: WEICHERT REALTORS - BLUE RIBBON - New
$509,900Active4 beds 4 baths2,994 sq. ft.413 Masters Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044730Listed by: COLONY REALTY - New
$499,999Active3 beds 4 baths3,255 sq. ft.274 Three Oaks Dr, GORE, VA 22637
MLS# VAFV2044774Listed by: PEARSON SMITH REALTY, LLC 
$529,900Pending5 beds 4 baths2,059 sq. ft.935 Bloomery Pike, CROSS JUNCTION, VA 22625
MLS# VAFV2044684Listed by: WEICHERT REALTORS - BLUE RIBBON
$649,900Active6 beds 4 baths4,182 sq. ft.111 Waterside Ln, CROSS JUNCTION, VA 22625
MLS# VAFV2044560Listed by: SAMSON PROPERTIES
$389,900Pending3 beds 2 baths1,870 sq. ft.1314 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044608Listed by: COLONY REALTY
$499,900Active3 beds 2 baths1,479 sq. ft.1960 Siler Rd, WINCHESTER, VA 22603
MLS# VAFV2044524Listed by: REALTY ONE GROUP OLD TOWNE- Open Sat, 1 to 3pm
$549,900Active4 beds 3 baths2,208 sq. ft.127 Mountain View Rd, WINCHESTER, VA 22603
MLS# VAFV2044624Listed by: REALTY ONE GROUP OLD TOWNE 
$419,900Pending3 beds 3 baths2,073 sq. ft.228 Fairway Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2044556Listed by: COLONY REALTY
$649,900Active4 beds 3 baths4,116 sq. ft.510 Harry Hiett Ln, GORE, VA 22637
MLS# VAFV2044550Listed by: CORCORAN MCENEARNEY
$675,000Active2 beds 1 baths1,540 sq. ft.531 Cedar Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2044338Listed by: VIRGINIA REAL ESTATE
$589,000Active3 beds 3 baths2,050 sq. ft.247-lot 206 Fairway Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2017716Listed by: LONG & FOSTER REAL ESTATE, INC.
$475,000Pending3 beds 3 baths1,524 sq. ft.180 Duskwood Ln, GORE, VA 22637
MLS# VAFV2044474Listed by: RE/MAX ROOTS
$395,000Active4 beds 3 baths1,974 sq. ft.216 Sunset Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2044496Listed by: RE/MAX ROOTS
$849,000Active5 beds 5 baths4,582 sq. ft.886 Middle Fork Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2044514Listed by: RE/MAX ROOTS
$420,000Active4 beds 3 baths1,960 sq. ft.1003 W Masters Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044486Listed by: ERA OAKCREST REALTY, INC.
$625,000Active4 beds 4 baths2,768 sq. ft.394 Old Baltimore Rd, WINCHESTER, VA 22603
MLS# VAFV2044040Listed by: ERA OAKCREST REALTY, INC.
$499,900Active4 beds 4 baths3,029 sq. ft.303 Northwood Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2044430Listed by: JIM BARB REALTY, INC.
$525,000Active3 beds 2 baths3,700 sq. ft.150 E Four Seasons Dr, GORE, VA 22637
MLS# VAFV2044438Listed by: COLDWELL BANKER PREMIER- Open Sat, 2 to 4:30pm
$565,000Active4 beds 3 baths1,536 sq. ft.1590 Whitacre Rd, GORE, VA 22637
MLS# VAFV2044378Listed by: COLDWELL BANKER PREMIER 
$330,000Active3 beds 1 baths1,210 sq. ft.849 Redland Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2043394Listed by: LONG & FOSTER REAL ESTATE, INC.
$575,000Active3 beds 2 baths2,205 sq. ft.123 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2044336Listed by: REALTY ONE GROUP OLD TOWNE
$649,500Pending4 beds 4 baths3,556 sq. ft.185 Hannah Ct, WINCHESTER, VA 22603
MLS# VAFV2043912Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$379,900Pending3 beds 2 baths1,702 sq. ft.109 Par Ct, CROSS JUNCTION, VA 22625
MLS# VAFV2044186Listed by: ERA OAKCREST REALTY, INC.
$954,900Active5 beds 5 baths3,594 sq. ft.517 Northwood Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2044188Listed by: LONG & FOSTER REAL ESTATE, INC.
$699,900Pending5 beds 3 baths2,882 sq. ft.1003 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2044114Listed by: COLONY REALTY
$349,900Pending3 beds 1 baths1,256 sq. ft.201 Marple Rd, WINCHESTER, VA 22603
MLS# VAFV2043994Listed by: CENTURY 21 REDWOOD REALTY
$725,000Active4 beds 4 baths4,636 sq. ft.217 Ashland Dr, WINCHESTER, VA 22603
MLS# VAFV2044030Listed by: COLDWELL BANKER PREMIER
$935,000Pending5 beds 3 baths3,278 sq. ft.218 Babbs Mountain Rd, WINCHESTER, VA 22603
MLS# VAFV2043990Listed by: SAMSON PROPERTIES
$849,900Active5 beds 3 baths3,057 sq. ft.Lot 10 Desant Cir, WINCHESTER, VA 22603
MLS# VAFV2038442Listed by: REALTY ONE GROUP OLD TOWNE
$399,900Active2 beds 2 baths1,200 sq. ft.211 Marple Rd, WINCHESTER, VA 22603
MLS# VAFV2043896Listed by: CENTURY 21 REDWOOD REALTY
$849,900Active3 beds 2 baths2,512 sq. ft.Lot 12 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2043972Listed by: REALTY ONE GROUP OLD TOWNE
$950,000Active3 beds 3 baths3,100 sq. ft.Lot 13 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038446Listed by: REALTY ONE GROUP OLD TOWNE
$400,000Active3 beds 2 baths1,764 sq. ft.107 Sunset Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2043876Listed by: SAMSON PROPERTIES
$280,000Active3 beds 1 baths1,058 sq. ft.2810 N Frederick Pike, WINCHESTER, VA 22603
MLS# VAFV2043774Listed by: WEICHERT REALTORS - BLUE RIBBON- Open Sat, 11am to 1pm
$969,000Active5 beds 4 baths3,932 sq. ft.485 Lake Serene Dr, WINCHESTER, VA 22603
MLS# VAFV2043184Listed by: MARKETPLACE REALTY 
$699,000Active5 beds 4 baths3,087 sq. ft.125 Lake Holliday, CROSS JUNCTION, VA 22625
MLS# VAFV2043752Listed by: ROBERTS REALTY GROUP, LLC
$379,000Active3 beds 2 baths2,198 sq. ft.820 Cedar Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2043114Listed by: COLDWELL BANKER PREMIER
$900,000Pending3 beds 5 baths2,475 sq. ft.2630 Hunting Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2043746Listed by: REALTY ONE GROUP OLD TOWNE
$375,000Pending3 beds 1 baths1,225 sq. ft.1480 Chestnut Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2043688Listed by: RE/MAX ROOTS
$355,000Active5 beds 3 baths1,970 sq. ft.1226 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2043662Listed by: SAMSON PROPERTIES
$524,900Active4 beds 4 baths4,022 sq. ft.210 Woods Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2043462Listed by: DANDRIDGE REALTY GROUP, LLC
$3,500,000Active3 beds 4 baths4,421 sq. ft.450 Green Spring Rd, WINCHESTER, VA 22603
MLS# VAFV2043614Listed by: KELLER WILLIAMS REALTY
$595,000Pending2 beds 3 baths3,080 sq. ft.1415 S Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2043508Listed by: SAMSON PROPERTIES
$715,000Pending4 beds 3 baths3,096 sq. ft.3764 Northwestern Pike, WINCHESTER, VA 22603
MLS# VAFV2043290Listed by: TOUCHSTONE REALTY, LLC
$729,900Active3 beds 2 baths1,855 sq. ft.1309 Redland Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2042990Listed by: COLONY REALTY
$699,000Active4 beds 4 baths2,160 sq. ft.233 Sunset Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2043164Listed by: REAL BROKER, LLC
$629,000Active4 beds 3 baths2,967 sq. ft.115 Marion Dr, WINCHESTER, VA 22603
MLS# VAFV2043136Listed by: PRESLEE REAL ESTATE
$298,000Pending3 beds 3 baths2,122 sq. ft.1317 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2043132Listed by: RE/MAX ROOTS
$785,000Active6 beds 4 baths3,002 sq. ft.243 Vesper, CROSS JUNCTION, VA 22625
MLS# VAFV2043054Listed by: KELLER WILLIAMS REALTY
$949,000Active5 beds 5 baths4,582 sq. ft.886 Middle Fork Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2042676Listed by: RE/MAX ROOTS
$395,000Active3 beds 3 baths2,260 sq. ft.1210 Logger Dr, GORE, VA 22637
MLS# VAFV2042754Listed by: ERA OAKCREST REALTY, INC.
$949,000Active4 beds 5 baths4,621 sq. ft.144 Widener Dr, WINCHESTER, VA 22603
MLS# VAFV2042608Listed by: ERA OAKCREST REALTY, INC.
$647,000Active7 beds 4 baths4,992 sq. ft.256 Skylar Lanes Way, Winchester, VA 22603
MLS# 678524Listed by: OLD DOMINION REALTY INC
$429,900Active3 beds 2 baths1,536 sq. ft.8160 Northwestern Pike, GORE, VA 22637
MLS# VAFV2042710Listed by: RE/MAX ROOTS
$439,900Pending3 beds 2 baths2,560 sq. ft.170 Mountain View Ct, WINCHESTER, VA 22603
MLS# VAFV2042568Listed by: REALTY ONE GROUP OLD TOWNE
$824,900Active6 beds 5 baths4,891 sq. ft.161 Skylar Lanes Way, WINCHESTER, VA 22603
MLS# VAFV2042440Listed by: SAMSON PROPERTIES
$699,999Active4 beds 2 baths2,952 sq. ft.3105 Apple Pie Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2042230Listed by: EXP REALTY, LLC
$539,900Pending4 beds 3 baths2,711 sq. ft.1001 N Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2042282Listed by: SAMSON PROPERTIES
$679,900Active3 beds 2 baths3,461 sq. ft.170 Bloomery Pike, CROSS JUNCTION, VA 22625
MLS# VAFV2042240Listed by: LONG & FOSTER REAL ESTATE, INC.
$674,900Active4 beds 3 baths2,967 sq. ft.1611 Apple Pie Ridge Road, WINCHESTER, VA 22603
MLS# VAFV2042264Listed by: CENTURY 21 NEW MILLENNIUM
$539,000Active4 beds 3 baths3,414 sq. ft.3336 Hunting Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2042222Listed by: CARTER REAL ESTATE, INC.
$819,900Active3 beds 4 baths2,484 sq. ft.250 Creola Dr, WINCHESTER, VA 22603
MLS# VAFV2042144Listed by: NEXTHOME REALTY SELECT
$565,000Pending3 beds 4 baths2,352 sq. ft.148 Arklow Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2041668Listed by: LONG & FOSTER REAL ESTATE, INC.
$275,000Active3 beds 2 baths1,170 sq. ft.126 Marple Rd, WINCHESTER, VA 22603
MLS# VAFV2041948Listed by: RE/MAX ROOTS
$679,900Active4 beds 3 baths4,050 sq. ft.405 Spring Valley Dr, WINCHESTER, VA 22603
MLS# VAFV2041286Listed by: LISTWITHFREEDOM.COM
$385,000Active4 beds 4 baths2,722 sq. ft.128 Dogwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2041270Listed by: ERA OAKCREST REALTY, INC.
$394,900Pending3 beds 2 baths2,184 sq. ft.407 Dogwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2041130Listed by: COLONY REALTY
$415,000Active4 beds 4 baths2,722 sq. ft.128 - 130 Dogwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040930Listed by: ERA OAKCREST REALTY, INC.
$350,000Pending3 beds 2 baths1,690 sq. ft.1485 S Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2041030Listed by: EXP REALTY, LLC
$545,000Active3 beds 2 baths2,562 sq. ft.1901 S Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2040820Listed by: KELLER WILLIAMS REALTY
$420,000Active3 beds 2 baths1,188 sq. ft.775 Pack Horse Rd, WINCHESTER, VA 22603
MLS# VAFV2040458Listed by: KELLER WILLIAMS REALTY
$519,900Active3 beds 3 baths2,279 sq. ft.104 Wagtail Ln, WINCHESTER, VA 22603
MLS# VAFV2040764Listed by: KELLER WILLIAMS REALTY
$429,900Pending3 beds 3 baths1,745 sq. ft.430 Babbs Mountain Rd, WINCHESTER, VA 22603
MLS# VAFV2040454Listed by: RE/MAX ROOTS
$489,990Pending4 beds 3 baths3,060 sq. ft.112 Colonial Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040666Listed by: WEICHERT REALTORS - BLUE RIBBON
$482,500Active4 beds 4 baths1,962 sq. ft.235 Peppermint Spring Ln, WINCHESTER, VA 22603
MLS# VAFV2040312Listed by: SAMSON PROPERTIES
$459,990Active4 beds 3 baths2,168 sq. ft.122 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040508Listed by: D R HORTON REALTY OF VIRGINIA LLC
$429,990Pending3 beds 2 baths1,492 sq. ft.125 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040514Listed by: D R HORTON REALTY OF VIRGINIA LLC
$799,000Active3 beds 4 baths3,256 sq. ft.201 Nathaniel Dr, WINCHESTER, VA 22603
MLS# VAFV2039978Listed by: SAMSON PROPERTIES
$560,000Active4 beds 3 baths2,544 sq. ft.1114 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040068Listed by: LONG & FOSTER REAL ESTATE, INC.
$399,999Pending3 beds 3 baths2,103 sq. ft.207 Laurel Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040190Listed by: RE/MAX GATEWAY
$449,990Pending3 beds 2 baths1,492 sq. ft.124 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2039756Listed by: D R HORTON REALTY OF VIRGINIA LLC
$949,000Pending4 beds 4 baths2,546 sq. ft.Oak Ridge Lane, WINCHESTER, VA 22602
MLS# VAFV2039728Listed by: COLONY REALTY
$785,000Pending3 beds 3 baths2,548 sq. ft.Apple Pie Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2039276Listed by: PEARSON SMITH REALTY, LLC
$349,900Active4 beds 2 baths2,031 sq. ft.5990 Northwestern Pike, GORE, VA 22637
MLS# VAFV2039002Listed by: STORY HOUSE REAL ESTATE
$899,900Active3 beds 2 baths2,488 sq. ft.Lot 11 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038444Listed by: REALTY ONE GROUP OLD TOWNE
$1,150,000Active4 beds 4 baths5,425 sq. ft.Lot 1 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038440Listed 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
$409,000Active3 beds 2 baths1,597 sq. ft.109 Sycamore Pl, CROSS JUNCTION, VA 22625
MLS# VAFV2037848Listed by: RE/MAX ROOTS
$609,990Pending4 beds 3 baths3,000 sq. ft.601 Granite Ridge Dr, WINCHESTER, VA 22603
MLS# VAFV2038066Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$634,990Pending5 beds 4 baths3,828 sq. ft.128 Wagtail Ln, WINCHESTER, VA 22603
MLS# VAFV2034206Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$499,000Pending3 beds 2 baths1,760 sq. ft.Lot 163-101 Woodlands Ln, CROSS JUNCTION, VA 22625
MLS# VAFV2018220Listed by: LONG & FOSTER REAL ESTATE, INC.
$389,999Active3 beds 2 baths1,368 sq. ft.709 Dicks Hollow Rd, WINCHESTER, VA 22603
MLS# VAFV2034758Listed by: NBI REALTY, LLC
$795,600Pending3 beds 3 baths2,102 sq. ft.111 Babbs Mountain Rd, WINCHESTER, VA 22603
MLS# VAFV2033262Listed by: COLONY REALTY
$670,000Active3 beds 3 baths1,749 sq. ft.Red Oak Road, CROSS JUNCTION, VA 22625
MLS# VAFV2024360Listed by: PEARSON SMITH REALTY, LLC
$585,000Active3 beds 2 baths1,760 sq. ft.120-lot 15 Downhill Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2023930Listed by: LONG & FOSTER REAL ESTATE, INC.
Local realty services provided by:CENTURY 21 Charles Smith Agency, Inc., CENTURY 21 Realty @ Home
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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.