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Gainesboro, VA - homes for sale
53 of 53 results displayed
- Coming Soon
$45,000Coming Soon-- AcresLot #184 Sleigh Drive, CROSS JUNCTION, VA 22625
MLS# VAFV2040818Listed by: COLDWELL BANKER PREMIER - New
$99,500Active5.49 AcresWhispering Knolls Dr, WINCHESTER, VA 22603
MLS# VAFV2040730Listed by: SAMSON PROPERTIES - New
$129,000Active5 AcresLot 8a & 8b Reynolds Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2040742Listed by: KELLER WILLIAMS REALTY - New
$528,575Active84.57 AcresBrush Creek Rd, WINCHESTER, VA 22603
MLS# VAFV2040676Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC - New
$925,000Active156.58 Acres950 Stony Hill Rd, WINCHESTER, VA 22603
MLS# VAFV2040672Listed by: CENTURY 21 REDWOOD REALTY - New
$495,000Active20 Acres000 Light Rd, WINCHESTER, VA 22603
MLS# VAFV2040614Listed by: ERA OAKCREST REALTY, INC. 
$465,525Pending64.21 AcresTrojan Ln, WINCHESTER, VA 22603
MLS# VAFV2040292Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$260,000Active0.26 AcresSleigh Drive - Lot #193, CROSS JUNCTION, VA 22625
MLS# VAFV2040356Listed by: LONG & FOSTER REAL ESTATE, INC.
$49,900Active0.21 Acres1231 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040308Listed by: COLONY REALTY
$99,900Active0.28 Acres1235 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2040310Listed by: COLONY REALTY
$75,000Active5.09 AcresLogger Dr #lot 82, GORE, VA 22637
MLS# VAFV2040220Listed by: RE/MAX ROOTS
$155,000Active5.52 AcresLot 18 - Loop Court, CROSS JUNCTION, VA 22625
MLS# VAFV2040072Listed by: REAL BROKER, LLC
$50,000Active0.23 AcresSouthwood Dr-lake Front, CROSS JUNCTION, VA 22625
MLS# VAFV2039972Listed by: LONG & FOSTER REAL ESTATE, INC.
$450,000Active0.5 Acres0 Lakeview, CROSS JUNCTION, VA 22625
MLS# VAFV2039938Listed by: REALTY ONE GROUP OLD TOWNE
$181,250Pending19.7 AcresLot 17 Hodges Ln, WINCHESTER, VA 22603
MLS# VAFV2039236Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$141,500Active11.8 AcresLot 16 Hodges Ln, WINCHESTER, VA 22603
MLS# VAFV2039238Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$250,000Active15.63 Acres15.63 Acres, 52-2-b, WINCHESTER, VA 22603
MLS# VAFV2039232Listed by: COLONY REALTY
$250,000Active5 Acres181 Oak Dr, WINCHESTER, VA 22603
MLS# VAFV2039452Listed by: REALTY ONE GROUP OLD TOWNE
$250,000Active5.01 AcresLot 7 Oak Dr, WINCHESTER, VA 22603
MLS# VAFV2039448Listed by: REALTY ONE GROUP OLD TOWNE
$84,900Pending1.33 Acres0 Hollow Rd, GORE, VA 22637
MLS# VAFV2039230Listed by: OLIVETREE PROPERTY GROUP
$6,500Active0.29 AcresLot 110, Southwood Drive, CROSS JUNCTION, VA 22625
MLS# VAFV2039218Listed by: COLONY REALTY
$109,900Active5.33 AcresN Timber Ridge Rd #lot 1 (54), CROSS JUNCTION, VA 22625
MLS# VAFV2039128Listed by: CEDAR CREEK REAL ESTATE
$109,900Active5.05 AcresN Timber Ridge Rd #lot 2 (54a), CROSS JUNCTION, VA 22625
MLS# VAFV2039142Listed by: CEDAR CREEK REAL ESTATE
$109,900Pending5.47 AcresN Timber Ridge Rd #lot 3 ( 54b), CROSS JUNCTION, VA 22625
MLS# VAFV2039150Listed by: CEDAR CREEK REAL ESTATE
$139,900Pending7.11 AcresN Timber Ridge Rd #lot 4 (60 A), CROSS JUNCTION, VA 22625
MLS# VAFV2039156Listed by: CEDAR CREEK REAL ESTATE
$53,900Pending3.25 Acres00 Sweetbriar Ln, WINCHESTER, VA 22603
MLS# VAFV2039096Listed by: THE GREENE REALTY GROUP
$489,000Pending54.09 AcresSiler Rd, WINCHESTER, VA 22603
MLS# VAFV2038970Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$175,000Active0.26 Acres1065 Lakeview Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2039026Listed by: SAMSON PROPERTIES
$7,000Active0.27 AcresLot 25 Forest Drive, CROSS JUNCTION, VA 22625
MLS# VAFV2038668Listed by: PRESLEE REAL ESTATE
$7,000Active0 AcresLot 95 Southwood, CROSS JUNCTION, VA 22625
MLS# VAFV2038552Listed by: IMPRESA PREMIER REALTY LLC
$49,900Active0.23 Acres103 Green Leaf Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2038288Listed by: ERA OAKCREST REALTY, INC.
$3,200,000Active13.05 Acres0 Northwestern Pike, WINCHESTER, VA 22602
MLS# VAFV2038108Listed by: KELLER WILLIAMS REALTY
$88,500Pending5.09 Acres0 Three Oaks Ln, GORE, VA 22637
MLS# VAFV2037858Listed by: COLDWELL BANKER PREMIER
$1,200,000Active124 AcresFrog Hollow Rd, WINCHESTER, VA 22603
MLS# VAFV2037502Listed by: WHITETAIL PROPERTIES REAL ESTATE, LLC
$235,000Active17.8 AcresLot 5 Snake Dr., WINCHESTER, VA 22603
MLS# VAFV2039136Listed by: HUNT COUNTRY SOTHEBY'S INTERNATIONAL REALTY
$124,000Pending5.71 AcresLot 24l Bloomery Pike, CROSS JUNCTION, VA 22625
MLS# VAFV2039412Listed by: COLONY REALTY
$94,000Active5.97 AcresLot 24m Bloomery Pike, CROSS JUNCTION, VA 22625
MLS# VAFV2039414Listed by: COLONY REALTY
$99,900Active0.65 Acres222 Siler Ln, WINCHESTER, VA 22603
MLS# VAFV2036842Listed by: LONG & FOSTER REAL ESTATE, INC.
$150,000Active3.53 AcresCacapon Lane, CROSS JUNCTION, VA 22625
MLS# VAFV2036446Listed by: LINK REALTY SERVICES LLC
$6,800Active0.26 AcresLot 224, Pinecrest Ct, CROSS JUNCTION, VA 22625
MLS# VAFV2036062Listed by: COLONY REALTY
$6,000Pending0.24 AcresLot 92 Southwood Dr, CROSS JUNCTION, VA 22625
MLS# VAFV2035814Listed by: COLONY REALTY
$159,900Pending18.77 Acres596 Back Creek Rd, GORE, VA 22637
MLS# VAFV2035116Listed by: CEDAR CREEK REAL ESTATE
$6,400Active0.37 AcresLot 76 Chestnut Place, CROSS JUNCTION, VA 22625
MLS# VAFV2034946Listed by: COLONY REALTY
$100,000Active5 AcresLot 15 Pine Crest Ln, WINCHESTER, VA 22603
MLS# VAFV2034926Listed by: NOVA HOME HUNTERS REALTY
$160,000Active9.59 AcresFiles Chapel Dr, WINCHESTER, VA 22603
MLS# VAFV2034474Listed by: CEDAR CREEK REAL ESTATE
$229,000Active5.09 Acres0 Off Red Oak Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2034390Listed by: LONG & FOSTER REAL ESTATE, INC.
$229,000Active5.07 AcresLot 2 Red Oak Rd, CROSS JUNCTION, VA 22625
MLS# VAFV2034392Listed by: LONG & FOSTER REAL ESTATE, INC.
$129,000Active8.3 AcresLight Road, WINCHESTER, VA 22603
MLS# VAFV2034084Listed by: CENTURY 21 REDWOOD REALTY
$1,400,000Active5.73 Acres1667 N Frederick Pike, WINCHESTER, VA 22603
MLS# VAFV2035096Listed by: COLONY REALTY
$40,000Active0.33 Acres411 Northwood Circle, CROSS JUNCTION, VA 22625
MLS# VAFV2023838Listed by: ERA OAKCREST REALTY, INC.- $93,999Active8 Acres
200 Whispering Knolls Drive, Winchester, VA 22603
MLS# REIN10549356Listed by: REAL BROKER LLC 
$3,200,000Active451 Acres472 Mccubbin Rd, WINCHESTER, VA 22601
MLS# VAFV2019694Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$99,900Active5.01 AcresLot 2 Timber Ridge Rd N, CROSS JUNCTION, VA 22625
MLS# VAFV2017278Listed by: LONG & FOSTER REAL ESTATE, INC.
Local realty services provided by:Better Homes and Gardens Real Estate Maturo, Better Homes and Gardens Real Estate Base Camp
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
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 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.