Gainesboro, VA homes for sale & real estate

4 days on Rocket

$9,448 Closing Credit¹

$795,600

3 beds • 2.5 baths • 2,102 sqft

111 Babbs Mountain Rd, Winchester, VA 22603

#VAFV2033262, Jeanne Mezzatesta, Listing Office: Colony Realty

4 days on Rocket

$9,975 Closing Credit¹

$840,000

4 beds • 3.5 baths • 2,503 sqft

320 Angus Hill Ln, Winchester, VA 22603

#VAFV2033220, Angela R. Duncan, Listing Office: MarketPlace REALTY

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

5 days on Rocket

$5,105 Closing Credit¹

$429,900

3 beds • 2 baths • 1,512 sqft

185 Isaac Dr, Gore, VA 22637

#VAFV2033242, Mark S Francis, Listing Office: ICON Real Estate, LLC

5 days on RocketTour

$5,402 Closing Credit¹

$454,900

3 beds • 2 baths • 1,850 sqft

477 N Timber Ridge Rd, Cross Junction, VA 22625

#VAFV2033148, Roxanna D Grimes, Listing Office: RE/MAX Roots

5 days on RocketTour

$6,233 Closing Credit¹

$524,900

3 beds • 3.5 baths • 2,828 sqft

133 Pond View Ln, Winchester, VA 22603

#VAFV2033008, Roxanna D Grimes, Listing Office: RE/MAX Roots

$8,906 Closing Credit¹

$750,000

4 beds • 3 baths • 2,816 sqft

517 Sleigh Dr, Cross Junction, VA 22625

#VAFV2026336, Leah R Clowser, Listing Office: Re/Max Roots

Tour

$4,393 Closing Credit¹

$369,900

4 beds • 2 baths • 1,210 sqft

8999 Northwestern Pike, Gore, VA 22637

#VAFV2033136, Lillian M Triplett, Listing Office: Colony Realty

Room to negotiate?

Median Sold Price

$425K

Avg. Sale Time

38 Days

Based on our March 2025 Market Report.

Backup offers

$5,344 Closing Credit¹

$450,000

3 beds • 2 baths • 1,822 sqft

1437 Whitacre Rd, Gore, VA 22637

#VAFV2033156, Mark S Francis, Listing Office: ICON Real Estate, LLC

$7,363 Closing Credit¹

$620,000

4 beds • 3.5 baths • 3,084 sqft

1425 Cedar Grove Rd, Winchester, VA 22603

#VAFV2033150, Katrina M Smith, Listing Office: RE/MAX Roots

$39,900

Land • 0.32 Acres

1229 Lakeview Dr, Cross Junction, VA 22625

#VAFV2033132, Teresa L Strohmeyer, Listing Office: ERA Oakcrest Realty, Inc.

$6,234 Closing Credit¹

$525,000

3 beds • 1.5 baths • 2,964 sqft

306 Burnt Church Rd, Winchester, VA 22603

#VAFV2032744, Sue A. Goodwin, Listing Office: Long & Foster Real Estate, Inc.

$535,000

Land • 0.50 Acres

0 Lakeview, Cross Junction, VA 22625

#VAFV2033032, Jeffrey W Konrady, Listing Office: Realty ONE Group Old Towne

$37,000

Land • 2.13 Acres

0 New Hope Rd, Cross Junction, VA 22625

#915536, Listing Office: U/C BLUE RIDGE LAND & AUCTION CO INC- FLOYD

$39,000

Land • 2.29 Acres

0 New Hope Rd, Cross Junction, VA 22625

#915535, Listing Office: U/C BLUE RIDGE LAND & AUCTION CO INC- FLOYD

Coming soon

$6,411 Closing Credit¹

$539,900

4 beds • 2.5 baths • 2,681 sqft

6880 Northwestern Pike, Gore, VA 22637

#VAFV2032850, Tracie Clawson, Listing Office: ERA Oakcrest Realty, Inc.

$10,000 Closing Credit¹

$879,900

4 beds • 3.5 baths • 3,217 sqft

186 Isaac Dr, Gore, VA 22637

#VAFV2032896, Mark S Francis, Listing Office: ICON Real Estate, LLC

$5,759 Closing Credit¹

$485,000

3 beds • 2 baths • 1,974 sqft

146 Howards Chapel Rd, Winchester, VA 22603

#VAFV2032856, Karla Maria Castaneda, Listing Office: Berkshire Hathaway HomeServices PenFed Realty

$9,488 Closing Credit¹

$799,000

4 beds • 3.5 baths • 3,612 sqft

1025 Lakeview Dr, Cross Junction, VA 22625

#VAFV2032730, Misty Weaver, Listing Office: Samson Properties

$199,900

Land • 0.62 Acres

515 Northwood Cir, Cross Junction, VA 22625

#VAFV2032800, Amanda Lee Magana, Listing Office: RE/MAX Roots

$8,063 Closing Credit¹

$679,000

4 beds • 2.5 baths • 3,360 sqft

405 Spring Valley Dr, Winchester, VA 22603

#VAFV2032752, Stephanie Feltner, Listing Office: Realty ONE Group Old Towne

Tour

$10,000 Closing Credit¹

$1,595,000

4 beds • 4.5 baths • 5,754 sqft

291 Lake Serene Dr, Winchester, VA 22603

#VAFV2029994, Cynthia H Butler, Listing Office: Samson Properties

$35,000

Land • 0.27 Acres

525 Northwood Cir, Cross Junction, VA 22625

#VAFV2024768, Teresa L Strohmeyer, Listing Office: ERA Oakcrest Realty, Inc.

$4,738 Closing Credit¹

$399,000

1 bed • 1 bath • 648 sqft

320 Adams Rd, Winchester, VA 22603

#VAFV2024802, Avis Drummond, Listing Office: Long & Foster Real Estate, Inc.

$3,848 Closing Credit¹

$324,000

4 beds • 2 baths • 1,872 sqft

1078 Lakeview Dr, Cross Junction, VA 22625

#VAFV2025182, Carlos da Rocha Soares Sr., Listing Office: Samson Properties

$5,926 Closing Credit¹

$499,000

4 beds • 2.5 baths • 2,839 sqft

111 Cacapon Ln, Cross Junction, VA 22625

#VAFV2024714, Allison Patton, Listing Office: RE/MAX Roots

$399,900

Land • 90.02 Acres

Shockeysville Rd, Winchester, VA 22603

#VAFV2024812, David K Spence, Listing Office: RE/MAX Roots

$5,807 Closing Credit¹

$489,000

5 beds • 2.5 baths • 3,128 sqft

200 Greenbriar Cir, Cross Junction, VA 22625

#VAFV2024708, William M Steinmetz, Listing Office: Re/Max Roots

Backup offers

$4,750 Closing Credit¹

$400,000

3 beds • 2 baths • 2,432 sqft

260 Blue Jay Dr, Cross Junction, VA 22625

#VAFV2024694, Sheila R Pack, Listing Office: RE/MAX Roots

$3,799 Closing Credit¹

$319,900

3 beds • 2 baths • 1,181 sqft

107 Green Leaf, Cross Junction, VA 22625

#VAFV2024602, Stephanie Ryall, Listing Office: Realty ONE Group Old Towne

$1,400,000

Land • 5.73 Acres

1667 N Frederick Pike, Winchester, VA 22603

#VAFV2024578, John S Scully IV, Listing Office: Colony Realty

Backup offers

$8,609 Closing Credit¹

$725,000

4 beds • 3 baths • 3,649 sqft

210 Eyles Ln, Winchester, VA 22603

#VAFV2024504, Paul G Bedewi, Listing Office: Keller Williams Realty

Backup offers

$4,964 Closing Credit¹

$418,000

4 beds • 2 baths • 2,268 sqft

158 Lake Holiday Rd, Cross Junction, VA 22625

#VAFV2024520, Traci J. Shoberg, Listing Office: RE/MAX Roots

view of front of home featuring a front yard and a porch

Coming soon

$8,728 Closing Credit¹

$735,000

3 beds • 2.5 baths • 2,140 sqft

195 Cannery Ridge Ln, Cross Junction, VA 22625

#VAFV2024328, Mary A Casselano, Listing Office: Dream Real Estate

$7,838 Closing Credit¹

$660,000

3 beds • 2 baths • 1,749 sqft

Red Oak Rd, Cross Junction, VA 22625

#VAFV2024360, Daniel A. Boris, Listing Office: Pearson Smith Realty, LLC

$9,025 Closing Credit¹

$760,000

4 beds • 3.5 baths • 3,048 sqft

Red Oak Rd, Cross Junction, VA 22625

#VAFV2024396, Daniel A. Boris, Listing Office: Pearson Smith Realty, LLC

Backup offers

$124,900

Land • 3.50 Acres

310 Burnt Church Rd, Winchester, VA 22602

#VAFV2024368, Gillian Joy Greenfield, Listing Office: Coldwell Banker Premier

Backup offers

$6,638 Closing Credit¹

$559,000

3 beds • 2 baths • 2,150 sqft

1474 Hunting Ridge Rd, Winchester, VA 22603

#VAFV2023958, Beverly B Hoover, Listing Office: Samson Properties

Backup offers

$150,000

Land • 12.90 Acres

Hodges Ln, Winchester, VA 22603

#VAFV2024220, Sheila R Pack, Listing Office: RE/MAX Roots

Backup offers

$5,699 Closing Credit¹

$479,950

3 beds • 2 baths • 1,886 sqft

170 Cheran Ln, Winchester, VA 22603

#VAFV2023700, Stuart John Pollard, Listing Office: Pearson Smith Realty, LLC

$425,000

Land • 2.53 Acres

N Frederick Pike, Winchester, VA 22603

#VAFV2024246, Suzanne H Conrad, Listing Office: Adams-Nelson & Associates Inc

Gainesboro, VA Real Estate Market Overview

Browse 98 homes for sale in Gainesboro, VA. View properties, photos, nearby real estate with school and housing market information. The number of listings in Gainesboro, VA increased by 28.1% between February 2025 and March 2025. Listings spent 38 days on the market in March 2025, and had a median list price of $425,000 during the same period. In March 2025 more than 2 listings in Gainesboro, VA were sold above the asking price. During the same period more than 3 listings were sold at asking price, while more than 4 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Gainesboro, VA

Elementary Schools

Apple Pie Ridge Elementary School
349 Apple Pie Ridge Rd
Public District PK-5
Gainesboro Elementary School
4651 N Frederick Pike
Public District PK-5
Indian Hollow Elementary School
1548 N Hayfield Rd
Public District PK-5

Middle Schools

Frederick County Middle School
4661 N Frederick Pike
Public District 6-8
James Wood Middle School
1313 Amherst St
Public District 6-8

High Schools

James Wood High School
161 Apple Pie Ridge Rd
Public District 9-12

Data provided by Great Schools

Homes for sale in Gainesboro, VA

Gainesboro, VA Real Estate Market Overview

What is it like to live in Gainesboro, VA

Overview

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