Winchester, TN VA-Eligible Homes & Real Estate for Sale

Page 1 of 9
178 listings
2607 Old Tullahoma Rd, Winchester, TN 37398New listing icon New - 2 days ago
Coming Soon

$525,000

  • 4 bed |
  • 3 bath |
  • 2,645 sqft |
  • 0.74 acre lot
2607 Old Tullahoma Rd Winchester, TN 37398

#3123438 - Century 21 Coffee County Realty & Auction

232 Favre Cir, Winchester, TN 37398New listing icon New - 3 days ago
Single-Family Home For Sale

$395,000

  • 3 bed |
  • 2 bath |
  • 1,938 sqft |
  • 0.5 acre lot
232 Favre Cir Winchester, TN 37398

#3122648 - Franklin County Realty

201 Lookout Dr, Winchester, TN 37398New listing icon New - 3 days ago
Single-Family Home For Sale

$485,000

  • 3 bed |
  • 3 bath |
  • 2,543 sqft |
  • 0.33 acre lot
201 Lookout Dr Winchester, TN 37398

#3122598 - Dream Homes Realty

417 Laura Ave, Winchester, TN 37398
Single-Family Home For Sale

$224,900

  • 3 bed |
  • 1 bath |
  • 1,064 sqft |
  • 0.51 acre lot
417 Laura Ave Winchester, TN 37398

#3121813 - John Smith Jr Realty and Auction LLC

220 Bryan Dr, Winchester, TN 37398
Single-Family Home For Sale

$479,900

  • 4 bed |
  • 4 bath |
  • 2,209 sqft |
  • 0.68 acre lot
220 Bryan Dr Winchester, TN 37398

#3121591 - Swaffords Property Shop

1110 Hunt St, Winchester, TN 37398
Manufactured Home For Sale

$219,900

  • 3 bed |
  • 2 bath |
  • 2,040 sqft |
  • 0.3 acre lot
1110 Hunt St Winchester, TN 37398

#3122010 - 1st Choice REALTOR

102 Cannonball Ct, Winchester, TN 37398
Single-Family Home For Sale

$559,900

  • 2 bed |
  • 3 bath |
  • 1,425 sqft |
  • 0.41 acre lot
102 Cannonball Ct Winchester, TN 37398

#3121567 - Benchmark Realty, LLC

145 Michelle Ln, Winchester, TN 37398
Single-Family Home For Sale

$274,900

  • 3 bed |
  • 2 bath |
  • 1,248 sqft |
  • 1.07 acre lot
145 Michelle Ln Winchester, TN 37398

#3121659 - Southern Middle Realty

65 Campfire Ct, Winchester, TN 37398
Town Home For Sale

$474,900

  • 4 bed |
  • 3 bath |
  • 2,564 sqft |
65 Campfire Ct Winchester, TN 37398

#3120256 - Benchmark Realty, LLC

265 Shasteen Bend Dr, Winchester, TN 37398
Single-Family Home For Sale

$749,000

  • 3 bed |
  • 2 bath |
  • 2,349 sqft |
  • 0.52 acre lot
265 Shasteen Bend Dr Winchester, TN 37398

#3121476 - Sam Hatfield Realty, Inc.

11 Hammock Dr, Winchester, TN 37398
Coming Soon

$1,100,000

  • 4 bed |
  • 5 bath |
  • 3,622 sqft |
11 Hammock Dr Winchester, TN 37398

#3122192 - Onward Real Estate

44 Rocky Hollow Dr, Winchester, TN 37398
Single-Family Home

$399,900

  • 3 bed |
  • 3 bath |
  • 2,208 sqft |
  • 0.96 acre lot
44 Rocky Hollow Dr Winchester, TN 37398

#3119275 - Benchmark Realty, LLC

25 Billy Goat Hill Rd, Winchester, TN 37398
Single-Family Home For Sale

$419,999

  • 3 bed |
  • 2 bath |
  • 1,803 sqft |
  • 0.72 acre lot
25 Billy Goat Hill Rd Winchester, TN 37398

#3119009 - Franklin County Realty

2321 Old Tullahoma Rd, Winchester, TN 37398
Single-Family Home For Sale

$389,900

  • 4 bed |
  • 3 bath |
  • 1,899 sqft |
  • 1.5 acre lot
2321 Old Tullahoma Rd Winchester, TN 37398

#3120305 - Peck Realty Group, LLC

2077 Holders Cove Rd, Winchester, TN 37398
Single-Family Home For Sale

$190,000

  • 4 bed |
  • 1 bath |
  • 1,580 sqft |
  • 2 acre lot
2077 Holders Cove Rd Winchester, TN 37398

#3118410 - John Smith Jr Realty and Auction LLC

209 Franklin Park, Winchester, TN 37398
Single-Family Home For Sale

$325,000

  • 3 bed |
  • 2 bath |
  • 2,053 sqft |
  • 0.59 acre lot
209 Franklin Park Winchester, TN 37398

#3118292 - Better Homes & Gardens Real Estate Heritage Group

5915 Lynchburg Rd, Winchester, TN 37398
Single-Family Home For Sale

$259,000

  • 3 bed |
  • 2 bath |
  • 1,056 sqft |
  • 0.56 acre lot
5915 Lynchburg Rd Winchester, TN 37398

#3120397 - Lynch Rigsby Realty & Auction, LLC

170 Brandi Cir, Winchester, TN 37398
Single-Family Home For Sale

$344,900

  • 3 bed |
  • 2 bath |
  • 1,663 sqft |
  • 0.46 acre lot
170 Brandi Cir Winchester, TN 37398

#3117028 - John Smith Jr Realty and Auction LLC

119 Highland Dr, Winchester, TN 37398
Single-Family Home For Sale

$244,900

  • 3 bed |
  • 1 bath |
  • 1,433 sqft |
  • 0.41 acre lot
119 Highland Dr Winchester, TN 37398

#3112733 - John Smith Jr Realty and Auction LLC

1102 N High St, Winchester, TN 37398
Single-Family Home For Sale

$259,900

  • 3 bed |
  • 2 bath |
  • 1,353 sqft |
  • 0.39 acre lot
1102 N High St Winchester, TN 37398

#3112949 - Winton Auction & Realty Co.

Presented by Kellie Gragg - Veterans United Realty

Veterans United Homefront
IDX Listings courtesy of RealTracs Middle Tennessee Regional MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX© 2026 of the REALTRACS MLS. All rights Reserved.

The data relating to this real estate for sale on this websites comes in part courtesy of the IDX program of the REALTRACS MLS. Real estate listings held by brokerage firms other than this broker are marked with the REALTRACS IDX Logo. REALTRACS and this broker deem all information reliable but not guaranteed, and should be independently verified. REALTRACS and this broker assume no responsibility for typographical errors, misprints or misinformation.

REALTRACS, this broker and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of date and time noted below. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

For questions call 1-833-252-8030

Copyright © 2026 Veterans United Realty and Did You Serve, LLC. Homefront.com is NOT affiliated with any government agencies, including the VA. Homefront.com is a service of Did You Serve, LLC. Veterans United and the Veterans United House logo are registered trademarks of Mortgage Research Center, LLC, used under license agreement. Terms of Use.

Connect with an Agent
Get paired with a top VA-friendly agentGet an Agent