Winchester, TN Homes

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  /34

  Est $536,357 Not Listed For Sale

  267 Bryan Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 2018

  267 Bryan Dr, Winchester, TN 37398

  Last Sold Summary

  • 5% Above List Price
  • $217/SF
  • 132 Days On Market

  Last Sold Price $509,000

  Last Listing Agent Nick Edenfield Keller Williams Realty
• 

  

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980754, Winchester, TN 37398

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 271-5914

  0 Deer Valley Cir Unit RTC2980754, Winchester, TN 37398
• 

  

  

  /3

  $73,750 Sold Feb 18, 2026

  0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398

  • Land
  • 0.39 Acre
  • $189,103 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 169 Days On Market

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC

  0 Deer Valley Cir Unit RTC2980801, Winchester, TN 37398
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  /29

  Est $368,690 Not Listed For Sale

  23 Anderton Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,891 Sq Ft
  • Built 2008

  23 Anderton Dr, Winchester, TN 37398

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 13 Days On Market

  Last Sold Price $385,500

  Last Listing Agent Angela Privett Benchmark Realty, LLC
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  /8

  $149,900

  • Land
  • 0.29 Acre
  • $516,897 per Acre

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398

  One of the prettiest lake communities in Tennessee! Privately Gated and located at Tims Ford Lake. Exclusive community amenities include beautiful walking trails, full service marina with dock and boat slip rentals, clubhouse, heated pools, event center, boat club and boat rentals. Waterfront dining available at Drafts & Watercrafts. Lake life living at it's finest!

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  (931) 283-5443

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398
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  /13

  $600,000 Sold Aug 07, 2025

  0 Abby Cir Unit RTC2696850, Winchester, TN 37398

  • Land
  • 0.62 Acre
  • $967,742 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 311 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  0 Abby Cir Unit RTC2696850, Winchester, TN 37398
• 

  

  /21

  Est $271,017 Not Listed For Sale

  233 Duncan Ln, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1991

  233 Duncan Ln, Winchester, TN 37398

  Last Sold Summary

  • 5% Below List Price
  • $148/SF
  • 13 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Stan Beech Zach Taylor Real Estate
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  /37

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  102 Dogwood Ln, Winchester, TN 37398

  WOW!! This brick ranch has been completely renovated and remodeled and you have got to see it to believe it!! All new custom kitchen with gorgeous cabinets, floating shelves, large island, farmhouse sink, granite countertops and pantry. Large LR/Dining room combination, den with electric fireplace, 3 oversized bedrooms with large closets, new bathrooms, and an extra flex space that could be a

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 546-1055

  102 Dogwood Ln, Winchester, TN 37398
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  /32

  $309,000 Sold Mar 06, 2026

  25 Glasner Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $206/SF
  • 102 Days On Market

  Current Estimated Value $307,434

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  25 Glasner Ln, Winchester, TN 37398
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  /22

  Est $165,679 Not Listed For Sale

  715 Lynwood St Unit 717, Winchester, TN 37398

  • Studio
  • 1,664 Sq Ft
  • Built 1986

  715 Lynwood St Unit 717, Winchester, TN 37398

  Last Sold Summary

  • 1% Above List Price
  • $99/SF
  • 32 Days On Market

  Last Sold Price $164,000

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.
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  /41

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  18 Shady Cove Ln, Winchester, TN 37398

  Newer build in the quiet, wooded Hopkins Point Subdivision offering strong investment potential and privacy. This low-maintenance, corner-lot home is currently operating as a short-term rental, and is being sold furnished for a true turn-key opportunity. The main level features 3 bedrooms, 2 full baths, an open layout, and a whole-home water purification system. The unfinished walkout basement

  

  Jennifer Cummings

  SimpliHOM

  (931) 283-6984

  18 Shady Cove Ln, Winchester, TN 37398
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  /10

  $95,000 Sold May 28, 2025

  512 Elm St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1942

  Last Sold Summary

  • $100/SF
  • 8 Days On Market

  Current Estimated Value $105,128

  Last Listing Agent Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  512 Elm St, Winchester, TN 37398
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  /12

  Est $118,088 Not Listed For Sale

  140 Carson Ln, Winchester, TN 37398

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft
  • Built 1965

  140 Carson Ln, Winchester, TN 37398

  Last Sold Summary

  • 82% Above List Price
  • $97/SF
  • 113 Days On Market

  Last Sold Price $65,000

  Last Listing Agent April Smith John Smith Jr Realty and Auction LLC
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  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980805, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 429-0901

  0 Deer Valley Cir Unit RTC2980805, Winchester, TN 37398
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  /10

  $140,000 Sold Aug 04, 2025

  411 Style St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $158/SF
  • 52 Days On Market

  Current Estimated Value $145,048

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

  411 Style St, Winchester, TN 37398
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  /68

  Est $822,135 Not Listed For Sale

  290 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 3,858 Sq Ft
  • Built 2010

  290 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 3% Above List Price
  • $207/SF
  • 62 Days On Market

  Last Sold Price $799,500

  Last Listing Agent Jessica London Southern Middle Realty
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  /23

  $219,900

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  1110 Hunt St, Winchester, TN 37398

  Welcome home to this spacious 2,040 sq ft double-wide on a permanent foundation! This home features large bedrooms throughout, each with a walk in closets, offering plenty of space and storage. The kitchen offers an abundance of countertop space and cabinets, along with a large island - perfect for cooking, gathering, and entertaining. This home offers generous living space and wood burning

  

  Shawna Denby

  1st Choice REALTOR

  (931) 416-1870

  1110 Hunt St, Winchester, TN 37398
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  /55

  $1,225,000 Sold Jul 29, 2025

  668 Bluff Dr, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 3,076 Sq Ft
  • Built 1994

  Last Sold Summary

  • 17% Below List Price
  • $398/SF
  • 78 Days On Market

  Current Estimated Value $1,302,721

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  668 Bluff Dr, Winchester, TN 37398
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  /68

  Est $565,204 Not Listed For Sale

  106 Magrath Rd, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 2,952 Sq Ft
  • Built 2009

  106 Magrath Rd, Winchester, TN 37398

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 12 Days On Market

  Last Sold Price $575,000

  Last Listing Agent John Peck Peck Realty Group, LLC
• 

  

  /3

  $76,900

  • Land
  • 0.17 Acre
  • $452,353 per Acre

  0 Deer Valley Cir Unit RTC2980808, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 391-3042

  0 Deer Valley Cir Unit RTC2980808, Winchester, TN 37398
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  /75

  $455,000 Sold Feb 11, 2026

  105 Island Way, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,631 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $173/SF
  • 354 Days On Market

  Current Estimated Value $460,522

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  105 Island Way, Winchester, TN 37398
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  /40

  Est $513,846 Not Listed For Sale

  1070 Liberty Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft
  • Built 2010

  1070 Liberty Rd, Winchester, TN 37398

  Last Sold Summary

  • 7% Below List Price
  • $253/SF
  • 173 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Robert Evanoff Berkshire Hathaway HomeServices Woodmont Realty
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  /67

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,797 Sq Ft

  1750 Awalt Dr, Winchester, TN 37398

  This modern and upscale lakefront property on Tims Ford Lake is one you do not want to miss! From the bold architectural finishes and modern design to the functionality and lakeview retreat this place is one to call home. The main home offers 4 bedrooms and 3.5 baths with a beautiful, stacked stone fireplace and natural stained hardwood floors, a gourmet kitchen & media room, and an attached

  

  Chelsea Greenway

  Winton Auction & Realty Co.

  (931) 342-4168

  1750 Awalt Dr, Winchester, TN 37398
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  /30

  $350,000 Sold Sep 02, 2025

  147 Crimson Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $197/SF
  • 64 Days On Market

  Current Estimated Value $367,315

  Last Listing Agent John Peck Peck Realty Group, LLC

  147 Crimson Dr, Winchester, TN 37398
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  /9

  Est $180,729 Not Listed For Sale

  107 Sipes St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft
  • Built 1953

  107 Sipes St, Winchester, TN 37398

  Last Sold Summary

  • 3% Above List Price
  • $156/SF
  • 43 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Matthew Joachim Zach Taylor Real Estate
• 

  

  /3

  $69,900

  • Land
  • 0.15 Acre
  • $466,000 per Acre

  0 Deer Valley Cir Unit RTC2980794, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 313-8991

  0 Deer Valley Cir Unit RTC2980794, Winchester, TN 37398
• 

  

  /40

  $380,000 Sold Mar 12, 2026

  189 Pickney Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,607 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $146/SF
  • 60 Days On Market

  Current Estimated Value $376,412

  Last Listing Agent Debbie DeLoach Crye-Leike, Realtors

  189 Pickney Rd, Winchester, TN 37398
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  /34

  Est $275,016 Not Listed For Sale

  174 Apple Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,521 Sq Ft
  • Built 2009

  174 Apple Dr, Winchester, TN 37398

  Last Sold Summary

  • 9% Above List Price
  • $165/SF
  • 19 Days On Market

  Last Sold Price $251,237

  Last Listing Agent Houston Poston BHHS Southern Routes Realty
• 

  

  /78

  $789,900

  • 4 Beds
  • 3.5 Baths
  • 3,896 Sq Ft

  630 Shadowbrook Rd, Winchester, TN 37398

  Experience unparalleled craftsmanship in this stunning estate situated on over an acre of private, picturesque grounds. This meticulously maintained home features 3 spacious bedrooms, each boasting its own private ensuite bathroom for ultimate comfort and privacy. A 4th bedroom is upstairs and currently being used as an office. The interior is a showcase of architectural detail, defined by custom

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 208-4110

  630 Shadowbrook Rd, Winchester, TN 37398
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  /17

  $193,000 Sold May 01, 2025

  0 Kayak Way Unit RTC2780325, Winchester, TN 37398

  • Land

  Last Sold Summary

  • 8% Below List Price
  • 64 Days On Market

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  0 Kayak Way Unit RTC2780325, Winchester, TN 37398
• 

  

  /15

  Est $150,761 Not Listed For Sale

  816 Mason Ave, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 808 Sq Ft
  • Built 1950

  816 Mason Ave, Winchester, TN 37398

  Last Sold Summary

  • 8% Above List Price
  • $173/SF
  • 50 Days On Market

  Last Sold Price $140,000

  Last Listing Agent Sean Crabtree Blue Door Realty Group
• 

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980756, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 277-6057

  0 Deer Valley Cir Unit RTC2980756, Winchester, TN 37398
• 

  

  /40

  $315,000 Sold Mar 20, 2026

  209 Franklin Park, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $153/SF
  • 24 Days On Market

  Current Estimated Value $315,156

  Last Listing Agent Hannah Monilaw Better Homes & Gardens Real Estate Heritage Group

  209 Franklin Park, Winchester, TN 37398
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  /86

  Est $856,842 Not Listed For Sale

  264 Cascade Dr, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,729 Sq Ft
  • Built 2008

  264 Cascade Dr, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $238/SF
  • 60 Days On Market

  Last Sold Price $887,000

  Last Listing Agent Jessica London Southern Middle Realty
• 

  

  /51

  $549,900 Pending

  • 6 Beds
  • 4 Baths
  • 8,508 Sq Ft

  974 Lynchburg Rd, Winchester, TN 37398

  Former Antebellum Inn which offers so much potential. Now Magnolia Hill Manor

  

  John Peck

  Peck Realty Group, LLC

  (931) 416-0673

  974 Lynchburg Rd, Winchester, TN 37398
• 

  /2

  $55,000 Sold Aug 13, 2025

  0 Old Tullahoma Rd Unit RTC2967842, Winchester, TN 37398

  • Land
  • 1.27 Acres
  • $43,307 per Acre

  Last Sold Summary

  • 15% Below List Price

  Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Old Tullahoma Rd Unit RTC2967842, Winchester, TN 37398
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  /32

  Est $295,015 Not Listed For Sale

  1322 Marble Hill Rd, Winchester, TN 37398

  • 4 Beds
  • 1 Bath
  • 2,138 Sq Ft
  • Built 1930

  1322 Marble Hill Rd, Winchester, TN 37398

  Last Sold Summary

  • 44% Above List Price
  • $96/SF
  • 10 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Joe Orr WEICHERT, REALTORS Joe Orr & Associates
• 

  

  /3

  $76,900

  • Land
  • 0.17 Acre
  • $452,353 per Acre

  0 Deer Valley Cir Unit RTC2980817, Winchester, TN 37398

  Welcome to your next opportunity in this brand-new, gated 55+ community designed for comfort, convenience, and connection! Choose your perfect spot and create a home that fits your lifestyle. This thoughtfully planned neighborhood will include a beautifully appointed clubhouse, swimming pool, fitness center, and a dedicated dog park—perfect for active, social living. Don't miss this opportunity-

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 281-7122

  0 Deer Valley Cir Unit RTC2980817, Winchester, TN 37398
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  /54

  $185,900 Sold Jul 14, 2025

  408 Style St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1957

  Last Sold Summary

  • $117/SF
  • 40 Days On Market

  Current Estimated Value $251,433

  Last Listing Agent Darrell Potts United Country - Columbia Realty & Auction

  408 Style St, Winchester, TN 37398
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  /4

  Est $191,652 Not Listed For Sale

  1770 Short Creek Rd, Winchester, TN 37398

  • Built 1900

  1770 Short Creek Rd, Winchester, TN 37398

  Last Sold Summary

  • 60% Above List Price
  • $55/SF
  • 364 Days On Market

  Last Sold Price $120,000

  Last Listing Agent James Sutton SUTTON REALTY CO.

Showing Results 41 - 80, Page 2 of 18