- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
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208 Properties Available In Winchester
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![0 Turtle Court, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2746644/c3e75490/1728522674/w600_original_BMBRDsIwCADQE7WUdqzDX29gvAAZpM6IW2SJiaf3Pc7ziAtAtCwuv_0t38jr7uCvGJ9NYXMZFnC7X6niVIkBZ26lsabSidNEc0lS15K6LapqS0fF_Dxs_AMAAP__-jpg.webp)
$109,900
0 Turtle Court, Winchester, TN 37398
Listed by Shelia Lunsford of Benchmark Realty, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Windjammer Ct, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2745289/dfa9143c/1728684675/w600_original_BMBRDsIgDADQE5VOKHb11xsYL9CxiTNWiCUx8fR7zzG6XxA9BTX9t4_-PJRmaG-v333F3bRujrf7NU8nnkWQpjyTZgYiiUAPKbCkKLCyJCqRRZdzePWtHgEAAP__-jpg.webp)
$149,900
0 Windjammer Ct, Winchester, TN 37398
Listed by Shelia Lunsford of Benchmark Realty, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Rocky Hollow Dr, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2739750/89326814/1727819592/w600_original_BMBRDsIgDADQE0FbC9vw1xsYL1BGxRnrFkti4ul9jzEOPwM4RzH57W_5elx3A3t5_2wNNpOuDtfbJdOMmBCWciJdaA445XtILWsoVTBwwrryxLU0is9D-z8AAP__-jpg.webp)
$249,900
0 Rocky Hollow Dr, Winchester, TN 37398
Listed by Sam Hatfield of Sam Hatfield Realty, Inc.
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Cypress Point Dr, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2708474/5badab6a/1727915196/w600_original_BMBRDsIgDADQE0GFdjD99QbGC7QUcca6xS4x8fR7z33f_ALgGNn4v37457GtBvb28V0UFuPRHW7363RKlVKBWrIkYg2zYguUpYazYAnSptxnFcJHjq-tjyMAAP__-jpg.webp)
$124,900
0 Cypress Point Dr, Winchester, TN 37398
Listed by Danny Duffey of Duffeys Real Estate
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Latitude Dr, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2706539/cf6b32de/1726875675/w600_original_BMBRDsIwCADQE1FAqmP-egPjBbBd64y4RZqYeHrfY4w9zoghydx-29u-kcrm6K_on7Xi6taXwOvtciSmQ85IqnXi0uA-s0GmWsAaEwipyDzpqRmn5770fwAAAP__-jpg.webp)
$120,000
0 Latitude Dr, Winchester, TN 37398
Listed by Michelle Sampson of Benchmark Realty, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![219 Old Mill Rd, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2703321/84935201/1726179973/w600_original_BMBdDsIgDADgE5XCBvvx1RsYL9B2FWesI5bExNPve_be_ILoYyCj__Ghnwc5DO3t9btvuBtVdbzdr3ld05QGjDzLkh4CIlOETFGBNy0gLHNZyqCZx_BqWs8AAAD__w-jpg.webp)
$559,000
219 Old Mill Rd, Winchester, TN 37398
Listed by Leanne Kollette Bonning of EXIT Noble Realty Group
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![122 1st Ave #NW, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2700560/8726f76b/1731940874/w600_original_BMBRDsIwCADQE7UQYLb46w2MF8C11hlxiywx8fR7z33f4gwQnM3tv37sF3leHfwd47s0WNxGD7jeLqJlQiJgLoKT1lQJJYkaJ8UHpTtpodqpneaWX1sfRwAAAP__-jpg.webp)
$2,150
122 1st Ave #NW, Winchester, TN 37398
Listed by Sean Crabtree of Blue Door Realty Group
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![6150 Old Tullahoma Rd, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2699538/c56b25f1/1725392473/w600_original_BMBRDsIgDADQE5VupU7w1xsYL1BwIMYKsSQmnn7vOeewC6J5Jyr__pGfudwV9W312x7YVOpueLtfOQYKdMYceZWlENCSGPi0ZUi0rUCUfCjMkYt3r7HXIwAA__8-jpg.webp)
$699,900
6150 Old Tullahoma Rd, Winchester, TN 37398
Listed by Thomas Ore of Winton Auction & Realty Co.
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![214 8th Ave #SW, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2699120/bd180579/1725280871/w600_original_BMBRDoIwDAbgE3UFKdD56g2MF_jH6sRYIZbExNP7PY5jjzNzDAmO3_bGN9KyOfsr2metvDqaBV9vF8naTSflpY5dFQWZGEjGPFMpWQhW5v4O0X4a0nO39g8AAP__-jpg.webp)
$515,000
214 8th Ave #SW, Winchester, TN 37398
Listed by Daryl Welch of Harton Realty Company
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Abby Circle, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2696850/552eb20d/1724846173/w600_original_BMBRDsIgDAbgE0Eh66T46g2MF_hlHc5Yt1gSE0_v9xjj8DORTxGG3_7G12Pbjezl_bMttBm6Ol1vF65lyikRz6tKxj3MJ0jg2moQSAtcFjROmmUt8Xlo_wcAAP__-jpg.webp)
$775,000
0 Abby Circle, Winchester, TN 37398
Listed by Sam Hatfield of Sam Hatfield Realty, Inc.
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![302 Dinah Shore Blvd, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2694980/ab163be8/1724359322/w600_original_BMBRDsIgDADQE0Etlo766w2MFyhs4ox1iyUx8fR7zzF2vwD4Oarpf_voz2PbDOzt_bvOsJr2xeF2v5JkPnGClsqjlFwDSpJAlCkIVgpTY0bhecKK8bUv_QgAAP__-jpg.webp)
$249,900
302 Dinah Shore Blvd, Winchester, TN 37398
Listed by Chris M. Smith of Synergy Realty Network, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![1134 Aedc Rd, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2693582/29d0a293/1724101872/w600_original_BMBRDoIwDADQE22dbQHrrzcwXqBzZWKsEEti4ul5z33f4gIQlNX1v370F_mxOvg7-ndpsLh2C7jdryzDyCggRmhlHlI9qSYuZOmM05RKo3lkqU2w5tdm_QgAAP__-jpg.webp)
$539,900
1134 Aedc Rd, Winchester, TN 37398
Listed by Ashley Lynch of Lynch Rigsby Realty & Auction, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![121 N Jefferson St, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2692142/d8c6c45b/1723744574/w600_original_BMBRDsIwCADQE1Gka4X56w2MF8BJ64y4RZqYeHrfY4w9TogxJXX9bW_9Rlo2R39F_6x3XF27BV6u50lmKXRE5hsbWYPWWKDUvIByJZiz1iJyoMyUnrv1fwAAAP__-jpg.webp)
$440,000
121 N Jefferson St, Winchester, TN 37398
Listed by Angela (Angie) Miller of John Smith Jr Realty and Auction LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Campfire Court, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2691066/a1c3769a/1723516951/w600_original_BMBRDoIwDADQE3WVdgXqrzcwXqAbZGKsELvExNPznr0fcUUMTub23z_2i1R3R39H-24Lbm5tDbw_bjxOyqJIPM5DuShMixXIkglUlUCySa08lFkovY61nQEAAP__-jpg.webp)
$349,900
0 Campfire Court, Winchester, TN 37398
Listed by Shelia Lunsford of Benchmark Realty, LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Honey Ln, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2689137/fd7a6433/1723143373/w600_original_BMDhDcIgEAXgieAkrxbqXzcwLvDSA6zxbOORmDi932OMwy8ijkjjb3_z63HdTezl_bOpbMZeXW73K-aS8xnSdG5lOpWgzEuYgBQWEoFaEhp0TanG51H7PwAA__8-jpg.webp)
$1,395,000
0 Honey Ln, Winchester, TN 37398
Listed by Teresa A. Miller of Century 21 Coffee County Realty & Auction
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 E Rockcrest Cir, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2688089/0f0c3ca7/1722957972/w600_original_BMBRDsIwCADQE7XUUoH56w2MF8AN64y4RZqYeHrfY4w9TgCBWV1_21u_kefNwV_RP-sCq2u3gMv1jNSYpUCxBUUmTsdKJTVrc5pIKdUD8U0qssg9P3fr_wAAAP__-jpg.webp)
$250,000
0 E Rockcrest Cir, Winchester, TN 37398
Listed by Lisa Culp Taylor of Onward Real Estate
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Pontoon Pl, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2687923/8d9037b6/1722895880/w600_original_BMDdDQIhDADgiaAoiI2vbmBcoH_gGetd7CUmTu_32PctLgBRMzn91jd9I8vq4K-Yn0VhcZoWcLtfa8d-xgMcWzlxN05mjVOrIgl1aLJRhIvx6Kj5udn8BwAA__8-jpg.webp)
$84,900
0 Pontoon Pl, Winchester, TN 37398
Listed by Connie Wallace of Century 21 Prestige Winchester
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Wakeboard Way, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2686883/0966627c/1722625877/w600_original_BMBRDsIgDADQE0EZlNH56w2MFyhrgzPWLXaJiaf3Pc7z8AuAl8jGv_3NX4_rbmAvH59NYDMe6nC7X8tMmWoFlU6rSgvYag-YlzlQShxwSjSVnqUtGJ-Hjn8AAAD__w-jpg.webp)
$129,000
0 Wakeboard Way, Winchester, TN 37398
Listed by Ben E. Livingston of John Jones Real Estate LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 River Watch Way, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2685485/33fdc4a9/1722437773/w600_original_BMBRCsIwDADQE7UJZGkzf72BeIHQpnVi3DADwdP7Hud5xAUgKKvrb3_rN3LbHfwV87N12FynBdzuVypCpSCIrM2YRuo6elpGq0kWtIRoxlqrrsz5edj8BwAA__8-jpg.webp)
$84,900
0 River Watch Way, Winchester, TN 37398
Listed by John Michael Peck of Century 21 Prestige Winchester
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Twin Creeks Drive, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2685254/5e1a5cdb/1722370274/w600_original_BMBRCsIwDADQE7WBxqTEX28gXiBttjoxbpiC4On3nnMecQUIzOr63z_6i9x3B3_H-G4Gm-tYAu6PG3JFIoJu1joaplVaSZfGmKSsmqoSC5dqJJZfxzLOAAAA__8-jpg.webp)
$149,900
0 Twin Creeks Drive, Winchester, TN 37398
Listed by JOE ORR of WEICHERT, REALTORS Joe Orr & Associates
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![913 S College St, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2683574/022412cb/1722263298/w600_original_BMBRDsIgDADQE0HDGKz11xsYL1BpwRnrFrvExNPvPY9j9wuA58jG_-3DP49tM7C3j-8qsBoPdbjdr7kuhESgpUiVKYelzT3MMqWAGUuQVFp6EHatPb52HWcAAAD__w-jpg.webp)
$1,750,000
913 S College St, Winchester, TN 37398
Listed by John N. Smith Jr. of John Smith Jr Realty and Auction LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)
![0 Driftwood Ct, Winchester, TN 37398](https://img.chime.me/imageemb/mls-listing/581/RTC2681298/59d7b9bd/1731414373/w600_original_BMBRDoIwDAbgE21FtsHmqzcwXuBvGRNjhdglJp6e79n7YVciCx6K__7Bz7zsSvq29t0W2hStGt0ftzDNKeWBwmUex5LZCRd2UYbVYVmLi4g5MaQCk38dtZ0BAAD__w-jpg.webp)
$115,000
0 Driftwood Ct, Winchester, TN 37398
Listed by Katie Garrison of Barlow Realty LLC
![RealTracs IDX](https://cdn.chime.me/image/fs/cmsbuild/2022428/17/h80_original_6558b8ec-c163-4525-8dd3-80d5099a6f3b-png.webp)