Recently Sold Homes in 37398

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  /2

  $380,000

  Sold Apr 03, 2026

  189 Pickney Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft
  • Built 1970

  Last Sold Summary

  • $180/SF

  Current Estimated Value $394,756

  Last Listing Agent Drew Carey EXP Realty LLC

  189 Pickney Rd, Winchester, TN 37398
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  /35

  $535,000

  Sold Feb 17, 2026

  261 Franklin Heights Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 3,523 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $152/SF
  • 0 Days On Market

  Current Estimated Value $571,650

  Last Listing Agent Connie Wallace Century 21 Coffee County Realty & Auction

  261 Franklin Heights Dr, Winchester, TN 37398
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  /53

  $418,000

  Sold Jul 23, 2026

  123 Lookout Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,869 Sq Ft
  • Built 2026

  Last Sold Summary

  • $224/SF
  • 21 Days On Market

  Last Listing Agent Sandra Ayad Keller Williams Realty Mt. Juliet

  123 Lookout Dr, Winchester, TN 37398
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  /4

  $200,000

  Sold Sep 17, 2025

  0 Rocky Hollow Dr Unit RTC2739750, Winchester, TN 37398

  • Land
  • 1.58 Acres
  • $126,582 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 346 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  0 Rocky Hollow Dr Unit RTC2739750, Winchester, TN 37398
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  /41

  $360,000

  Sold Oct 23, 2025

  1106 Old Cowan Rd, Winchester, TN 37398

  • 2,052 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $175/SF
  • 18 Days On Market

  Current Estimated Value $263,344

  Last Listing Agent Amy Mullins Benchmark Realty LLC

  

  1106 Old Cowan Rd, Winchester, TN 37398
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  /29

  $376,000

  Sold Aug 13, 2025

  8405 Lynchburg Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,963 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $192/SF
  • 232 Days On Market

  Last Listing Agent Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  8405 Lynchburg Rd, Winchester, TN 37398
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  /48

  $699,999

  Sold May 14, 2026

  64 Windjammer Ct, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 2,841 Sq Ft
  • Built 2025

  Last Sold Summary

  • $246/SF
  • 0 Days On Market

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  64 Windjammer Ct, Winchester, TN 37398
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  /22

  $168,000

  Sold Feb 13, 2026

  7010 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 2004

  Last Sold Summary

  • 11% Below List Price
  • $88/SF
  • 8 Days On Market

  Last Listing Agent Daniel Prince John Smith Jr Realty and Auction LLC

  7010 Lynchburg Rd, Winchester, TN 37398
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  /62

  $740,000

  Sold Oct 03, 2025

  163 Wakeboard Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 10 Days On Market

  Current Estimated Value $676,266

  Last Listing Agent Andrew (Andy) McInturff Zach Taylor Real Estate

  163 Wakeboard Way, Winchester, TN 37398
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  /16

  $275,000

  Sold Jan 10, 2026

  132 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,466 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 74 Days On Market

  Current Estimated Value $277,652

  Last Listing Agent Daniel Demers Sell Your Home Services, LLC

  132 Highland Dr, Winchester, TN 37398
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  /33

  $430,000

  Sold Jun 11, 2026

  211 Miller Farm Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 2023

  Last Sold Summary

  • 7% Below List Price
  • $275/SF
  • 57 Days On Market

  Current Estimated Value $424,711

  Last Listing Agent Donald Barnes Coldwell Banker Southern Realty

  211 Miller Farm Ln, Winchester, TN 37398
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  /82

  $410,000

  Sold Jun 30, 2026

  963 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft
  • Built 1910

  Last Sold Summary

  • 12% Below List Price
  • $201/SF
  • 59 Days On Market

  Current Estimated Value $447,256

  Last Listing Agent Mimi Genet Parks Auction & Realty

  963 Lynchburg Rd, Winchester, TN 37398
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  /82

  $1,188,412

  Sold Aug 13, 2025

  481 Winding Path, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 4,115 Sq Ft
  • Built 1978

  Last Sold Summary

  • $289/SF
  • 33 Days On Market

  Current Estimated Value $1,099,228

  Last Listing Agent Charlie Montgomery Comas Montgomery Realty & Auction

  481 Winding Path, Winchester, TN 37398
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  /15

  $279,000

  Sold Jul 02, 2026

  0 Crestfield Cir Unit 14, Winchester, TN 37398

  • Land
  • 34,848 Sq Ft
  • $348,750 per Acre

  Last Sold Summary

  • 3 Days On Market

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

  0 Crestfield Cir Unit 14, Winchester, TN 37398
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  /53

  $199,500

  Sold May 22, 2026

  114 Allen Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1938

  Last Sold Summary

  • 19% Below List Price
  • $142/SF
  • 51 Days On Market

  Current Estimated Value $207,926

  Last Listing Agent Tim Stevens Better Homes & Gardens Real Estate Heritage Group

  114 Allen Dr, Winchester, TN 37398
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  /26

  $128,000

  Sold Feb 09, 2026

  506 6th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1958

  Last Sold Summary

  • $127/SF
  • 34 Days On Market

  Current Estimated Value $169,214

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  506 6th Ave NW, Winchester, TN 37398
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  /55

  $562,410

  Sold Jun 22, 2026

  178 Sugar Leaf Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,815 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Below List Price
  • $200/SF
  • 4 Days On Market

  Current Estimated Value $563,236

  Last Listing Agent Chelsea Greenway Southern Middle Realty

  178 Sugar Leaf Cir, Winchester, TN 37398
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  /66

  $865,000

  Sold Jan 28, 2026

  138 Kayak Way, Winchester, TN 37398

  • 4 Beds
  • 4.5 Baths
  • 3,040 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $285/SF
  • 0 Days On Market

  Last Listing Agent Christy Bashlor Onward Real Estate

  138 Kayak Way, Winchester, TN 37398
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  /25

  $800,000

  Sold Aug 20, 2025

  1419 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,411 Sq Ft
  • Built 1975

  Last Sold Summary

  • 14% Below List Price
  • $332/SF
  • 67 Days On Market

  Current Estimated Value $866,408

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  1419 Dripping Springs Rd, Winchester, TN 37398
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  /2

  $55,000

  Sold Mar 27, 2026

  1533 Rowe Gap Rd Unit 1 (3), Winchester, TN 37398

  • Land
  • 21,780 Sq Ft
  • $110,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 260 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1533 Rowe Gap Rd Unit 1 (3), Winchester, TN 37398
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  /56

  $590,000

  Sold Feb 27, 2026

  110 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 14 Days On Market

  Current Estimated Value $423,333

  Last Listing Agent Jaclyn Harney-Williams Onward Real Estate

  110 Cascade Dr, Winchester, TN 37398
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  /18

  $186,000

  Sold Jun 02, 2026

  417 Laura Ave, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1950

  Last Sold Summary

  • 17% Below List Price
  • $175/SF
  • 88 Days On Market

  Current Estimated Value $182,808

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

  417 Laura Ave, Winchester, TN 37398
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  /71

  $449,000

  Sold Jun 12, 2026

  56 Suntan Ct, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $235/SF
  • 31 Days On Market

  Current Estimated Value $459,719

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  56 Suntan Ct, Winchester, TN 37398
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  /41

  $970,000

  Sold Nov 07, 2025

  1108 N Jefferson St, Winchester, TN 37398

  • 4 Beds
  • 7 Baths
  • 3,157 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $307/SF
  • 78 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  1108 N Jefferson St, Winchester, TN 37398
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  /27

  $340,000

  Sold Sep 25, 2025

  341 Carol Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 89 Days On Market

  Current Estimated Value $369,793

  Last Listing Agent Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  341 Carol Cir, Winchester, TN 37398
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  /58

  $745,000

  Sold May 05, 2026

  47 Long View Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 16 Days On Market

  Current Estimated Value $742,973

  Last Listing Agent Justin Briggs Freedom Realty

  47 Long View Dr, Winchester, TN 37398
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  /24

  $188,900

  Sold Jul 16, 2026

  540 Milton Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 99 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  540 Milton Ln, Winchester, TN 37398
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  /36

  $389,000

  Sold Feb 06, 2026

  482 Boswell Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 2025

  Last Sold Summary

  • $255/SF
  • 50 Days On Market

  Last Listing Agent Jacob Arnold Wildwood Management, LLC

  482 Boswell Rd, Winchester, TN 37398
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  /52

  $415,000

  Sold Mar 31, 2026

  135 Carter Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1977

  Last Sold Summary

  • $144/SF
  • 63 Days On Market

  Current Estimated Value $427,558

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  135 Carter Rd, Winchester, TN 37398
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  /3

  $69,900

  Sold Oct 17, 2025

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398

  • Land
  • 6,534 Sq Ft
  • $466,000 per Acre

  Last Sold Summary

  • 42 Days On Market

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

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398
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  /43

  $195,000

  Sold Oct 10, 2025

  611 N High St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,807 Sq Ft
  • Built 1919

  Last Sold Summary

  • 2% Below List Price
  • $108/SF
  • 5 Days On Market

  Current Estimated Value $208,309

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  611 N High St, Winchester, TN 37398
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  /3

  $70,000

  Sold Feb 03, 2026

  0 Pickney Rd, Winchester, TN 37398

  • Land
  • 1.12 Acres
  • $62,500 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 17 Days On Market

  Last Listing Agent Debbie DeLoach Crye-Leike, Realtors

  0 Pickney Rd, Winchester, TN 37398
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  /6

  $58,900

  Sold Oct 16, 2025

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398

  • Land
  • 41,817 Sq Ft
  • $61,354 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 4 Days On Market

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

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398
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  /2

  $109,055

  Sold Aug 19, 2025

  986 Haddon Ln, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,624 Sq Ft
  • Built 1950

  Last Sold Summary

  • 34% Below List Price
  • $67/SF
  • 48 Days On Market

  Current Estimated Value $363,000

  Last Listing Agent Teresa Miller Century 21 Coffee County Realty & Auction

  986 Haddon Ln, Winchester, TN 37398
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  /46

  $479,900

  Sold Sep 23, 2025

  32 Island Way, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,578 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $186/SF
  • 172 Days On Market

  Current Estimated Value $512,278

  Last Listing Agent Dawn Parrish Leading Edge Real Estate Group

  32 Island Way, Winchester, TN 37398
• 

  

  /18

  $450,000

  Sold Apr 28, 2026

  134 Wiseman Ln, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $198/SF
  • 5 Days On Market

  Last Listing Agent Andrew Curl Better Homes & Gardens Real Estate Heritage Group

  134 Wiseman Ln, Winchester, TN 37398
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  /63

  $570,000

  Sold Nov 12, 2025

  316 Campfire Ct, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 2,538 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 78 Days On Market

  Current Estimated Value $605,905

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  316 Campfire Ct, Winchester, TN 37398
• 

  

  /4

  $200,000

  Sold Apr 23, 2026

  0 Long View Dr Unit 55, Winchester, TN 37398

  • Land
  • 29,185 Sq Ft
  • $298,507 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 122 Days On Market

  Last Listing Agent Jon Smith Real Broker

  0 Long View Dr Unit 55, Winchester, TN 37398
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  /3

  $67,500

  Sold Jan 26, 2026

  0 Little St Unit RTC3031392, Winchester, TN 37398

  • Land
  • 3.19 Acres
  • $21,160 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 83 Days On Market

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  0 Little St Unit RTC3031392, Winchester, TN 37398
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  /11

  $210,000

  Sold Sep 15, 2025

  0 Kayak Way Unit RTC2926577, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 7% Below List Price
  • 59 Days On Market

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

  0 Kayak Way Unit RTC2926577, Winchester, TN 37398

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