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Gainesboro, VA - single-family homes for sale
101 of 101 results displayed
- New
$430,000Active4 beds 4 baths2,722 sq. ft.128 - 130 Dogwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040930Listed by: ERA OAKCREST REALTY, INC. - Coming Soon
$650,000Coming Soon4 beds 4 baths293 Skylar Lanes Way, WINCHESTER, VA 22603
MLS# VAFV2041090Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY - New
$374,990Active3 beds 2 baths1,690 sq. ft.1485 S Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2041030Listed by: EXP REALTY, LLC - New
$824,999Active6 beds 4 baths4,134 sq. ft.448 Adams Road, Winchester, VA 22603
MLS# 2609981Listed by: BEYCOME BROKERAGE REALTY LLC - New
$149,999Active2 beds -- baths784 sq. ft.557 Frog Hollow Rd, WINCHESTER, VA 22603
MLS# VAFV2040368Listed by: ROBERTS REALTY GROUP, LLC - New
$524,900Active4 beds 3 baths3,090 sq. ft.203 Northwood Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2041008Listed by: SAMSON PROPERTIES - New
$365,000Active3 beds 1 baths1,796 sq. ft.163 Dicks Hollow Rd, WINCHESTER, VA 22603
MLS# VAFV2040874Listed by: ERA OAKCREST REALTY, INC. - New
$450,000Active4 beds 3 baths2,611 sq. ft.107 Lake Shore Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040946Listed by: EXP REALTY, LLC 
$541,340Active4 beds 4 baths2,476 sq. ft.2405 Fetlock Dr, WINCHESTER, VA 22603
MLS# VAFV2040380Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC- New
$450,000Active2 beds 1 baths768 sq. ft.980 Adams Rd, WINCHESTER, VA 22603
MLS# VAFV2040896Listed by: KW UNITED - New
$619,000Active4 beds 3 baths3,442 sq. ft.121 Sweetbriar Ln, WINCHESTER, VA 22603
MLS# VAFV2040650Listed by: SAMSON PROPERTIES 
$416,000Pending4 beds 3 baths1,959 sq. ft.400 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040914Listed by: REALTY FC- New
$550,000Active3 beds 2 baths2,562 sq. ft.1901 S Timber Ridge Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2040820Listed by: KELLER WILLIAMS REALTY 
$475,000Active4 beds 4 baths3,078 sq. ft.105 Dogwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040842Listed by: ERA OAKCREST REALTY, INC.
$629,900Pending4 beds -- baths2,834 sq. ft.126 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2040774Listed by: LONG & FOSTER REAL ESTATE, INC.
$420,000Active3 beds 2 baths1,188 sq. ft.775 Pack Horse Rd, WINCHESTER, VA 22603
MLS# VAFV2040458Listed by: KELLER WILLIAMS REALTY- Open Sat, 11am to 1pm
$559,000Active3 beds 3 baths2,279 sq. ft.104 Wagtail Ln, WINCHESTER, VA 22603
MLS# VAFV2040764Listed by: KELLER WILLIAMS REALTY 
$575,000Active3 beds 2 baths1,793 sq. ft.1239 Cedar Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2040738Listed by: RE/MAX ROOTS- $649,900Pending3 beds 2 baths1,548 sq. ft.
492 Chestnut Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2040722Listed by: ERA OAKCREST REALTY, INC. 
$475,000Active3 beds 3 baths1,745 sq. ft.430 Babbs Mountain Rd, WINCHESTER, VA 22603
MLS# VAFV2040454Listed by: RE/MAX ROOTS
$495,000Active3 beds 2 baths1,724 sq. ft.114 Masters Drive, CROSS JUNCTION, VA 22625
MLS# VAFV2040664Listed by: RE/MAX ROOTS
$675,000Pending3 beds 3 baths1,760 sq. ft.740 Whitacre Rd, GORE, VA 22637
MLS# VAFV2040402Listed by: KELLER WILLIAMS REALTY
$1,200,000Active4 beds 3 baths3,165 sq. ft.456 Marple Rd, WINCHESTER, VA 22603
MLS# VAFV2040582Listed by: COLONY REALTY
$349,900Pending3 beds 2 baths1,456 sq. ft.1755 N Hayfield Rd, WINCHESTER, VA 22603
MLS# VAFV2040684Listed by: CENTURY 21 REDWOOD REALTY
$529,900Active4 beds 3 baths3,060 sq. ft.112 Colonial Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040666Listed by: WEICHERT REALTORS - BLUE RIBBON
$484,900Pending4 beds 3 baths2,417 sq. ft.634 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040644Listed by: COLONY REALTY
$578,790Active3 beds 3 baths3,200 sq. ft.1 Wagtail Ln #sierra 39-f2, WINCHESTER, VA 22603
MLS# VAFV2039358Listed by: PEARSON SMITH REALTY, LLC
$324,000Active3 beds 2 baths1,531 sq. ft.106 Greenwood Ct, CROSS JUNCTION, VA 22625
MLS# VAFV2040628Listed by: REALTY ONE GROUP OLD TOWNE
$210,000Pending2 beds 2 baths1,248 sq. ft.297 Deer Run Rd, GORE, VA 22637
MLS# VAFV2040646Listed by: SAMSON PROPERTIES
$1,500,000Pending4 beds 4 baths3,382 sq. ft.632 Dry Creek Ln, WINCHESTER, VA 22603
MLS# VAFV2040602Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$385,000Active4 beds 3 baths2,837 sq. ft.1304 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040616Listed by: WEICHERT REALTORS - BLUE RIBBON
$525,000Active3 beds 1 baths1,370 sq. ft.1310 Siler Rd, WINCHESTER, VA 22603
MLS# VAFV2040594Listed by: WEICHERT, REALTORS
$516,500Active4 beds 4 baths1,962 sq. ft.235 Peppermint Spring Ln, WINCHESTER, VA 22603
MLS# VAFV2040312Listed by: SAMSON PROPERTIES
$1,200,000Active5 beds 5 baths5,426 sq. ft.410 Valley View Dr, WINCHESTER, VA 22603
MLS# VAFV2040418Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$519,990Active4 beds 3 baths2,168 sq. ft.122 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040508Listed by: D R HORTON REALTY OF VIRGINIA LLC
$519,990Active4 beds 3 baths2,168 sq. ft.120 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040510Listed by: D R HORTON REALTY OF VIRGINIA LLC
$459,990Active3 beds 2 baths1,492 sq. ft.123 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040512Listed by: D R HORTON REALTY OF VIRGINIA LLC
$459,990Active3 beds 2 baths1,492 sq. ft.125 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040514Listed by: D R HORTON REALTY OF VIRGINIA LLC
$519,990Pending4 beds 3 baths2,168 sq. ft.116 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2040516Listed by: D R HORTON REALTY OF VIRGINIA LLC
$574,900Pending4 beds 3 baths3,079 sq. ft.228 Sunset Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2040414Listed by: SAMSON PROPERTIES
$724,900Pending4 beds 4 baths2,798 sq. ft.504 Sleigh Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040354Listed by: COLONY REALTY
$420,000Active3 beds 3 baths1,748 sq. ft.1041 W Masters Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040294Listed by: SAMSON PROPERTIES
$550,000Pending4 beds 4 baths4,762 sq. ft.866 Merrimans Ln, WINCHESTER, VA 22602
MLS# VAFV2040324Listed by: ERA OAKCREST REALTY, INC.
$425,000Pending3 beds 2 baths2,164 sq. ft.164 Bethel Grange Rd, WINCHESTER, VA 22603
MLS# VAFV2040240Listed by: KELLER WILLIAMS REALTY
$769,900Pending4 beds 3 baths2,244 sq. ft.1239 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039862Listed by: LONG & FOSTER REAL ESTATE, INC.
$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.
$405,000Active3 beds 3 baths2,103 sq. ft.207 Laurel Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040190Listed by: RE/MAX GATEWAY
$1,049,900Active3 beds 4 baths3,100 sq. ft.2225 Cedar Grove Rd, WINCHESTER, VA 22603
MLS# VAFV2036094Listed by: REALTY ONE GROUP OLD TOWNE
$535,000Pending4 beds 4 baths3,141 sq. ft.805 S Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039976Listed by: SAMSON PROPERTIES
$699,000Active3 beds 2 baths3,024 sq. ft.777 Glengary Rd, WINCHESTER, VA 22603
MLS# VAFV2040088Listed by: REALTY ONE GROUP OLD TOWNE
$642,900Active4 beds 3 baths3,157 sq. ft.153 Harvest Ridge Dr, WINCHESTER, VA 22601
MLS# VAFV2040020Listed by: HOMECOIN.COM
$574,900Active4 beds 3 baths2,524 sq. ft.514 Sleigh Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039980Listed by: PEARSON SMITH REALTY, LLC
$390,000Pending3 beds 1 baths1,148 sq. ft.4675 N Frederick Pike, WINCHESTER, VA 22603
MLS# VAFV2039974Listed by: MARKETPLACE REALTY
$565,000Pending4 beds 3 baths1,897 sq. ft.787 W Masters Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039750Listed by: COLONY REALTY
$565,000Active4 beds 3 baths3,414 sq. ft.3336 Hunting Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2039814Listed by: CARTER REAL ESTATE, INC.
$875,000Pending3 beds 4 baths3,707 sq. ft.181 Signal Ridge Ln, WINCHESTER, VA 22603
MLS# VAFV2039752Listed by: RE/MAX ROOTS
$449,990Active3 beds 2 baths1,492 sq. ft.124 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2039756Listed by: D R HORTON REALTY OF VIRGINIA LLC
$649,990Active4 beds 3 baths3,412 sq. ft.116 Sunflower Way, WINCHESTER, VA 22603
MLS# VAFV2039760Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$949,000Active4 beds 4 baths2,546 sq. ft.Oak Ridge Lane, WINCHESTER, VA 22602
MLS# VAFV2039728Listed by: COLONY REALTY
$479,000Active5 beds 4 baths2,624 sq. ft.113 Colonial Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039724Listed by: COLONY REALTY
$324,000Active3 beds 2 baths1,600 sq. ft.109 Hilltop Ct, CROSS JUNCTION, VA 22625
MLS# VAFV2039644Listed by: SAMSON PROPERTIES
$509,990Pending4 beds 3 baths2,168 sq. ft.118 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2039558Listed by: D R HORTON REALTY OF VIRGINIA LLC
$425,000Active3 beds 3 baths2,500 sq. ft.155 Blackberry Ln, GORE, VA 22637
MLS# VAFV2039548Listed by: KELLER WILLIAMS REALTY
$850,000Pending5 beds 4 baths3,240 sq. ft.180 Isaac Dr, GORE, VA 22637
MLS# VAFV2039458Listed by: RE/MAX ROOTS
$359,999Pending4 beds 3 baths2,064 sq. ft.103 Masters Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039438Listed by: COLONY REALTY
$245,000Pending2 beds 1 baths650 sq. ft.177 Dicks Hollow Rd, WINCHESTER, VA 22603
MLS# VAFV2039402Listed by: RE/MAX ROOTS
$785,000Pending3 beds 3 baths2,548 sq. ft.Apple Pie Ridge Rd, WINCHESTER, VA 22603
MLS# VAFV2039276Listed by: PEARSON SMITH REALTY, LLC
$535,000Active4 beds 3 baths3,319 sq. ft.180 Goldfinch Ln, GORE, VA 22637
MLS# VAFV2039186Listed by: COLDWELL BANKER PREMIER
$399,000Active4 beds 2 baths2,031 sq. ft.5990 Northwestern Pike, GORE, VA 22637
MLS# VAFV2039002Listed by: STORY HOUSE REAL ESTATE
$1,025,000Pending3 beds -- baths1,750 sq. ft.1990 Collinsville Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2039056Listed by: REAL BROKER, LLC
$504,990Pending4 beds 3 baths2,168 sq. ft.108 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2039010Listed by: D R HORTON REALTY OF VIRGINIA LLC
$525,000Pending4 beds 3 baths2,280 sq. ft.157 Oak Dr, WINCHESTER, VA 22603
MLS# VAFV2038906Listed by: KELLER WILLIAMS REALTY
$645,000Active4 beds 4 baths4,729 sq. ft.236 Kump Dr, GORE, VA 22637
MLS# VAFV2038806Listed by: EXP REALTY, LLC
$389,000Active3 beds 3 baths1,901 sq. ft.103 Northwood Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2038846Listed by: MOUNTAINS EDGE REALTY LLC- Open Sat, 12 to 2pm
$365,000Active3 beds 2 baths1,585 sq. ft.139 Bryarly Rd, WINCHESTER, VA 22603
MLS# VAFV2038700Listed by: REAL BROKER, LLC 
$950,000Active3 beds 3 baths3,100 sq. ft.Lot 12 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038446Listed by: REALTY ONE GROUP OLD TOWNE
$850,000Active5 beds 3 baths3,057 sq. ft.Lot 5 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038442Listed by: REALTY ONE GROUP OLD TOWNE
$899,900Active3 beds 2 baths2,488 sq. ft.Lot 11 Keval Gyan Way, WINCHESTER, VA 22603
MLS# VAFV2038444Listed by: REALTY ONE GROUP OLD TOWNE
$1,029,900Active4 beds 4 baths3,100 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
$345,000Active1 beds -- baths2,446 sq. ft.1220 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2038364Listed by: REALTY ONE GROUP CAPITAL
$439,000Active3 beds 2 baths1,597 sq. ft.109 Sycamore Pl, CROSS JUNCTION, VA 22625
MLS# VAFV2037848Listed by: RE/MAX ROOTS
$1,485,000Active4 beds 5 baths3,484 sq. ft.Lot 18 Honeycrisp Way, WINCHESTER, VA 22603
MLS# VAFV2038120Listed by: MERRIFIELD REALTY, LLC
$669,000Pending6 beds 5 baths4,124 sq. ft.461 Skylar Lanes Way, WINCHESTER, VA 22603
MLS# VAFV2037982Listed by: SAMSON PROPERTIES
$649,990Pending4 beds 3 baths3,000 sq. ft.601 Granite Ridge Dr, WINCHESTER, VA 22603
MLS# VAFV2038066Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$509,990Pending3 beds 3 baths2,050 sq. ft.113 Sunflower Way, WINCHESTER, VA 22603
MLS# VAFV2038070Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$550,000Active3 beds 2 baths1,946 sq. ft.289 Westview Dr, WINCHESTER, VA 22603
MLS# VAFV2037844Listed by: COLONY REALTY
$479,990Pending4 beds 3 baths2,168 sq. ft.113 Trellis View Ln, WINCHESTER, VA 22602
MLS# VAFV2035396Listed by: D R HORTON REALTY OF VIRGINIA LLC
$698,000Active3 beds 4 baths4,088 sq. ft.562 Logger Dr, GORE, VA 22637
MLS# VAFV2036740Listed by: SAMSON PROPERTIES
$529,900Active4 beds 3 baths2,144 sq. ft.1086 Reynolds Road, CROSS JUNCTION, VA 22625
MLS# VAFV2036552Listed by: WEICHERT REALTORS - BLUE RIBBON
$634,990Pending5 beds 4 baths3,828 sq. ft.128 Wagtail Ln, WINCHESTER, VA 22603
MLS# VAFV2034206Listed by: BROOKFIELD MID-ATLANTIC BROKERAGE, LLC
$479,400Active3 beds 2 baths1,760 sq. ft.Lot 163-101 Woodlands Ln, CROSS JUNCTION, VA 22625
MLS# VAFV2018220Listed by: LONG & FOSTER REAL ESTATE, INC.
$475,000Pending3 beds 3 baths2,456 sq. ft.121 Waterside Ln, CROSS JUNCTION, VA 22625
MLS# VAFV2039192Listed by: KEETON & CO. REAL ESTATE
$422,999Active3 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 2 baths1,749 sq. ft.Red Oak Road, CROSS JUNCTION, VA 22625
MLS# VAFV2024360Listed by: PEARSON SMITH REALTY, LLC
$750,000Active4 beds 4 baths3,048 sq. ft.Red Oak Road, CROSS JUNCTION, VA 22625
MLS# VAFV2024396Listed by: PEARSON SMITH REALTY, LLC
$579,000Active3 beds 2 baths1,760 sq. ft.120-lot 15 Downhill Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2023930Listed by: LONG & FOSTER REAL ESTATE, INC.
$439,900Active3 beds 3 baths1,898 sq. ft.607 South Lakeview, CROSS JUNCTION, VA 22625
MLS# VAFV2023800Listed by: SAMSON PROPERTIES
$589,000Active3 beds 3 baths2,050 sq. ft.Lot 206-247 Fairway Cir, CROSS JUNCTION, VA 22625
MLS# VAFV2017716Listed by: LONG & FOSTER REAL ESTATE, INC.
Local realty services provided by:CENTURY 21 Advantage Gold, 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.