Winchester, TN Homes & Real Estate for Sale

Page 11 of 12
224 listings
101 Westmeade Dr, Winchester, TN 37398
Single-Family Home For Sale

$570,000

  • 5 bed |
  • 5 bath |
  • 3,510 sqft |
  • 0.88 acre lot
101 Westmeade Dr Winchester, TN 37398

#3123487 - Southern Middle Realty

1605 Paynes Church Rd, Winchester, TN 37398
Single-Family Home For Sale

$325,000

  • 3 bed |
  • 2 bath |
  • 1,508 sqft |
  • 1 acre lot
1605 Paynes Church Rd Winchester, TN 37398

#3154737 - Compass Tennessee, LLC

46 Willow Dr, Winchester, TN 37398
Single-Family Home For Sale

$549,900

  • 3 bed |
  • 3 bath |
  • 2,920 sqft |
  • 0.72 acre lot
46 Willow Dr Winchester, TN 37398

#3013369 - Swaffords Property Shop

103 N Shephard St, Winchester, TN 37398
Single-Family Home For Sale

$307,900

  • 3 bed |
  • 2 bath |
  • 1,213 sqft |
103 N Shephard St Winchester, TN 37398

#3042038 - Southern Middle Realty

70 Woods Edge Rd, Winchester, TN 37398
Single-Family Home For Sale

$249,900

  • 3 bed |
  • 2 bath |
  • 1,352 sqft |
  • 0.43 acre lot
70 Woods Edge Rd Winchester, TN 37398

#3015014 - John Smith Jr Realty and Auction LLC

124 Barefoot Way, Winchester, TN 37398
Single-Family Home For Sale

$645,000

  • 3 bed |
  • 3 bath |
  • 1,848 sqft |
124 Barefoot Way Winchester, TN 37398

#3145850 - Parks Compass

65 Pontoon Pl, Winchester, TN 37398
Single-Family Home For Sale

$659,900

  • 4 bed |
  • 3 bath |
  • 2,592 sqft |
65 Pontoon Pl Winchester, TN 37398

#3002266 - John Smith Jr Realty and Auction LLC

103 Lisa Cir, Winchester, TN 37398
Single-Family Home For Sale

$299,900

  • 3 bed |
  • 2 bath |
  • 1,570 sqft |
  • 0.33 acre lot
103 Lisa Cir Winchester, TN 37398

#2995865 - Swaffords Property Shop

2124 Boswell Rd, Winchester, TN 37398
Single-Family Home For Sale

$990,000

  • 4 bed |
  • 4 bath |
  • 6,803 sqft |
  • 2.6 acre lot
2124 Boswell Rd Winchester, TN 37398

#2990003 - Berkshire Hathaway HomeServices Woodmont Realty

249 Lookout Dr, Winchester, TN 37398
Single-Family Home For Sale

$559,900

  • 3 bed |
  • 3 bath |
  • 2,973 sqft |
  • 0.3 acre lot
249 Lookout Dr Winchester, TN 37398

#2980753 - Southern Middle Realty

397 Campfire Ct, Winchester, TN 37398
Pending

$774,900

  • 5 bed |
  • 4 bath |
  • 2,805 sqft |
  • 0.48 acre lot
397 Campfire Ct Winchester, TN 37398

#3158636 - eXp Realty

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

$675,000

  • 4 bed |
  • 4 bath |
  • 2,688 sqft |
  • 0.78 acre lot
102 Summer Lake Ct Winchester, TN 37398

#2979668 - Parks Auction & Realty

1718 Galloway Lane, Winchester, TN 37398
Single-Family Home For Sale

$359,000

  • 3 bed |
  • 2 bath |
  • 1,726 sqft |
  • 0.9 acre lot
1718 Galloway Lane Winchester, TN 37398

#2967681 - Benchmark Realty, LLC

1111 Holders Cove Rd, Winchester, TN 37398
Single-Family Home For Sale

$369,000

  • 3 bed |
  • 2 bath |
  • 1,508 sqft |
  • 0.96 acre lot
1111 Holders Cove Rd Winchester, TN 37398

#2946840 - Lynch Rigsby Realty & Auction, LLC

74 Summerlake Ct, Winchester, TN 37398
Single-Family Home For Sale

$725,000

  • 3 bed |
  • 4 bath |
  • 2,504 sqft |
  • 1.45 acre lot
74 Summerlake Ct Winchester, TN 37398

#2944564 - Century 21 Coffee County Realty & Auction

319 Campfire Ct, Winchester, TN 37398
Single-Family Home For Sale

$595,000

  • 3 bed |
  • 4 bath |
  • 2,579 sqft |
319 Campfire Ct Winchester, TN 37398

#3186339 - Benchmark Realty, LLC

146 Island Way, Winchester, TN 37398
Town Home For Sale

$489,900

  • 4 bed |
  • 3 bath |
  • 2,578 sqft |
146 Island Way Winchester, TN 37398

#3000055 - Synergy Realty Network, LLC

6004 Lynchburg Rd, Winchester, TN 37398
Manufactured Home For Sale

$143,000

  • 2 bed |
  • 2 bath |
  • 880 sqft |
  • 1.54 acre lot
6004 Lynchburg Rd Winchester, TN 37398

#2806906 - Benchmark Realty, LLC

803 Shepard St, S, Winchester, TN 37398
Single-Family Home

$289,900

  • 3 bed |
  • 2 bath |
  • 1,310 sqft |
  • 0.25 acre lot
803 Shepard St, S Winchester, TN 37398

#2789320 - Winton Auction & Realty Co.

209 N Jefferson St, Winchester, TN 37398
Pending

$129,900

  • 2 bed |
  • 1 bath |
  • 1,145 sqft |
209 N Jefferson St Winchester, TN 37398

#2788041 - Century 21 Prestige Winchester

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