Winchester, TN Homes & Real Estate for Sale

Page 1 of 11
212 listings
201 Lookout Dr, Winchester, TN 37398New listing icon New - 1 day ago
Single-Family Home For Sale

$465,000

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

#3248387 - Dream Homes Realty

114 Bel Aire Dr, Winchester, TN 37398New listing icon New - 1 day ago
Single-Family Home For Sale

$249,900

  • 3 bed |
  • 2 bath |
  • 1,875 sqft |
  • 0.35 acre lot
114 Bel Aire Dr Winchester, TN 37398

#3248233 - Coldwell Banker Southern Realty

210 Cascade Dr, Winchester, TN 37398New listing icon New - 1 day ago
Single-Family Home For Sale

$774,900

  • 4 bed |
  • 5 bath |
  • 3,090 sqft |
  • 0.69 acre lot
210 Cascade Dr Winchester, TN 37398

#3248070 - simpliHOM - The Results Team

412 E Petty Ln, Winchester, TN 37398New listing icon New - 3 days ago
Single-Family Home For Sale

$1,399,900

  • 4 bed |
  • 4 bath |
  • 6,500 sqft |
  • 27.5 acre lot
412 E Petty Ln Winchester, TN 37398

#3248347 - Century 21 Volunteer Realty

84 Meadowood Ln, Winchester, TN 37398New listing icon New - 3 days ago
Single-Family Home For Sale

$435,000

  • 3 bed |
  • 2 bath |
  • 1,814 sqft |
  • 1.38 acre lot
84 Meadowood Ln Winchester, TN 37398

#3247907 - Southern Elite Realty

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

$455,000

  • 3 bed |
  • 2 bath |
  • 1,971 sqft |
  • 0.5 acre lot
185 Favre Cir Winchester, TN 37398

#3247839 - Keller Williams Russell Realty & Auction

109 Oak Park, Winchester, TN 37398New listing icon New - 3 days ago
Coming Soon

$449,000

  • 3 bed |
  • 2 bath |
  • 2,157 sqft |
  • 0.44 acre lot
109 Oak Park Winchester, TN 37398

#3247095 - Bowen Signature Properties

710 S High St, Winchester, TN 37398
Single-Family Home

$180,000

  • 3 bed |
  • 1 bath |
  • 960 sqft |
710 S High St Winchester, TN 37398

#3246507 - Century 21 Volunteer Realty

206 Knott Rd, Winchester, TN 37398
Single-Family Home For Sale

$815,000

  • 4 bed |
  • 3 bath |
  • 3,279 sqft |
  • 4.3 acre lot
206 Knott Rd Winchester, TN 37398

#3246404 - Synergy Realty Network, LLC

150 Edie Mae Ln, Winchester, TN 37398
Single-Family Home For Sale

$845,000

  • 3 bed |
  • 3 bath |
  • 2,411 sqft |
  • 9 acre lot
150 Edie Mae Ln Winchester, TN 37398

#3246415 - Century 21 Coffee County Realty & Auction

88 Meadow Ln, Winchester, TN 37398
Single-Family Home For Sale

$324,900

  • 3 bed |
  • 2 bath |
  • 1,708 sqft |
  • 0.73 acre lot
88 Meadow Ln Winchester, TN 37398

#3244493 - Keller Williams Realty Nashville/Franklin

30 W Paradise Dr, Winchester, TN 37398
Single-Family Home For Sale

$329,900

  • 3 bed |
  • 2 bath |
  • 1,680 sqft |
  • 1.06 acre lot
30 W Paradise Dr Winchester, TN 37398

#3244505 - Winton Auction & Realty Co.

0 Deer Valley, Winchester, TN 37398
Single-Family Home For Sale

$538,900

  • 3 bed |
  • 3 bath |
  • 2,012 sqft |
  • 0.39 acre lot
0 Deer Valley Winchester, TN 37398

#3243414 - Benchmark Realty, LLC

647 Golf Shores Dr, Winchester, TN 37398
Single-Family Home For Sale

$489,900

  • 3 bed |
  • 2 bath |
  • 2,116 sqft |
  • 0.46 acre lot
647 Golf Shores Dr Winchester, TN 37398

#3243340 - Lynch Rigsby Realty & Auction, LLC

155 Hammock Dr, Winchester, TN 37398
Single-Family Home For Sale

$1,049,994

  • 4 bed |
  • 5 bath |
  • 3,375 sqft |
155 Hammock Dr Winchester, TN 37398

#3245715 - Benchmark Realty, LLC

74 PINE BLUFF RD, Winchester, TN 37398
Single-Family Home For Sale

$469,000

  • 3 bed |
  • 3 bath |
  • 2,308 sqft |
  • 0.71 acre lot
74 PINE BLUFF RD Winchester, TN 37398

#3244361 - RE/MAX 1st Realty

805 N Jefferson St, Winchester, TN 37398
Single-Family Home For Sale

$499,900

  • 4 bed |
  • 4 bath |
  • 2,260 sqft |
  • 0.33 acre lot
805 N Jefferson St Winchester, TN 37398

#3242752 - Benchmark Realty, LLC

6606 Old Tullahoma Rd, Winchester, TN 37398
Single-Family Home For Sale

$359,000

  • 3 bed |
  • 2 bath |
  • 1,972 sqft |
  • 1 acre lot
6606 Old Tullahoma Rd Winchester, TN 37398

#3242003 - Lynch Rigsby Realty & Auction, LLC

106 Chattin St, Winchester, TN 37398
Single-Family Home For Sale

$460,000

  • 3 bed |
  • 3 bath |
  • 1,800 sqft |
  • 0.59 acre lot
106 Chattin St Winchester, TN 37398

#3242345 - Legion Realty

59 Walnut Dr, Winchester, TN 37398
Single-Family Home For Sale

$740,000

  • 3 bed |
  • 3 bath |
  • 2,075 sqft |
  • 0.52 acre lot
59 Walnut Dr Winchester, TN 37398

#3242474 - Southern Middle Realty

Presented by Kellie Gragg - Veterans United Realty

Veterans United Homefront
IDX Listings courtesy of RealTracs Middle Tennessee Regional MLS as distributed by MLS GRID. IDX information 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. The use of the MLS GRID Data may be subject to an end user license agreement prescribed by the applicable MLS if any and as amended from time to time

Based on information submitted to the MLS GRID as of date and time noted. 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. Some IDX listings have been excluded from this website.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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