Recently Sold Winchester, TN Homes

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  /18

  $228,000

  Sold Jun 25, 2026

  286 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 2003

  Last Sold Summary

  • 16% Below List Price
  • $198/SF
  • 146 Days On Market

  Current Estimated Value $232,033

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  286 Strawberry Dr, Winchester, TN 37398
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  /26

  $389,000

  Sold Mar 31, 2026

  295 Metcalf Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $216/SF
  • 115 Days On Market

  Current Estimated Value $398,344

  Last Listing Agent Jerry Shelton Shelton Auction and Realty

  295 Metcalf Rd, Winchester, TN 37398
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  /53

  $795,000

  Sold Nov 04, 2025

  190 Cascade Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft
  • Built 2009

  Last Sold Summary

  • 10% Below List Price
  • $226/SF
  • 200 Days On Market

  Current Estimated Value $789,914

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cascade Dr, Winchester, TN 37398
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  /35

  $235,000

  Sold Jan 12, 2026

  136 Bel Aire Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Below List Price
  • $121/SF
  • 187 Days On Market

  Current Estimated Value $252,347

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  136 Bel Aire Dr, Winchester, TN 37398
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  /34

  $270,000

  Sold Dec 03, 2025

  805 S Shephard St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $206/SF
  • 99 Days On Market

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

  805 S Shephard St, Winchester, TN 37398
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  /49

  $220,000

  Sold Dec 12, 2025

  190 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 22 Days On Market

  Current Estimated Value $229,075

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cheyenne Ave, Winchester, TN 37398
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  /41

  $349,900

  Sold Jul 20, 2026

  2425 Old Tullahoma Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 2018

  Last Sold Summary

  • $223/SF
  • 6 Days On Market

  Current Estimated Value $341,495

  Last Listing Agent Greg Sitz Parks Auction & Realty

  2425 Old Tullahoma Rd, Winchester, TN 37398
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  /47

  $485,000

  Sold Nov 24, 2025

  105 Twilight Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 3,570 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $136/SF
  • 20 Days On Market

  Current Estimated Value $517,581

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

  105 Twilight Dr, Winchester, TN 37398
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  /30

  $478,000

  Sold Jan 16, 2026

  159 Canoe Ct, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,232 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $214/SF
  • 68 Days On Market

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  159 Canoe Ct, Winchester, TN 37398
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  /4

  $741,300

  Sold Nov 19, 2025

  0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398

  Last Sold Summary

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398
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  /7

  $94,000

  Sold Jun 24, 2026

  0 Golf Shores Dr Unit RTC3208495, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 5% Below List Price
  • 3 Days On Market

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

  0 Golf Shores Dr Unit RTC3208495, Winchester, TN 37398
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  /63

  $515,000

  Sold Jul 17, 2026

  249 Lookout Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,973 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $173/SF
  • 295 Days On Market

  Last Listing Agent Charlie Gonzales Southern Middle Realty

  249 Lookout Dr, Winchester, TN 37398
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  /39

  $250,000

  Sold Apr 02, 2026

  301 N Shephard St, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $190/SF
  • 22 Days On Market

  Current Estimated Value $253,915

  Last Listing Agent Timothy Collins SimpliHOM

  301 N Shephard St, Winchester, TN 37398
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  /42

  $550,000

  Sold Aug 25, 2025

  1549 Mansford Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft
  • Built 1978

  Last Sold Summary

  • 26% Above List Price
  • $280/SF
  • 16 Days On Market

  Current Estimated Value $405,181

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1549 Mansford Rd, Winchester, TN 37398
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  /25

  $460,000

  Sold Aug 22, 2025

  287 Sisk Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 2019

  Last Sold Summary

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

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

  287 Sisk Rd, Winchester, TN 37398
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  /42

  $315,000

  Sold Oct 30, 2025

  2425 Old Tullahoma Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 2018

  Last Sold Summary

  • 21% Below List Price
  • $201/SF
  • 104 Days On Market

  Current Estimated Value $341,495

  Last Listing Agent Breean Hewitt Compass

  2425 Old Tullahoma Rd, Winchester, TN 37398
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  /80

  $1,450,000

  Sold Jul 01, 2026

  1305 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 4.5 Baths
  • 4,497 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 7 Days On Market

  Current Estimated Value $1,429,661

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1305 Dripping Springs Rd, Winchester, TN 37398
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  /2

  $247,000

  Sold Jul 15, 2026

  0 Kayak Way Unit 482, Winchester, TN 37398

  • Land
  • 11,761 Sq Ft
  • $914,815 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 3 Days On Market

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  0 Kayak Way Unit 482, Winchester, TN 37398
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  /75

  $1,960,000

  Sold Jan 27, 2026

  97 Shady Cove Ln, Winchester, TN 37398

  • 2 Beds
  • 3.5 Baths
  • 3,410 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $575/SF
  • 152 Days On Market

  Current Estimated Value $1,955,643

  Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

  97 Shady Cove Ln, Winchester, TN 37398
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  /31

  $255,000

  Sold Apr 08, 2026

  406 Asia Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1974

  Last Sold Summary

  • 22% Below List Price
  • $180/SF
  • 153 Days On Market

  Current Estimated Value $249,246

  Last Listing Agent Lashun Burks WEICHERT, REALTORS - The Andrews Group

  406 Asia Rd, Winchester, TN 37398
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  /32

  $364,900

  Sold Aug 11, 2025

  454 Myers Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $231/SF
  • 20 Days On Market

  Last Listing Agent Candice Bedwell Epique Realty

  454 Myers Rd, Winchester, TN 37398
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  /81

  $525,000

  Sold Sep 22, 2025

  130 Golf Shores Dr, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 2,668 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Above List Price
  • $197/SF
  • 4 Days On Market

  Current Estimated Value $567,053

  Last Listing Agent Eberley Holloway Southern Middle Realty

  130 Golf Shores Dr, Winchester, TN 37398
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  /22

  $1,250,000

  Sold Mar 30, 2026

  517 Bluff Dr, Winchester, TN 37398

  • 2 Beds
  • 4 Baths
  • 3,384 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Above List Price
  • $369/SF
  • 7 Days On Market

  Current Estimated Value $1,067,682

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

  517 Bluff Dr, Winchester, TN 37398
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  /49

  $484,900

  Sold Oct 14, 2025

  332 Country Club Rd, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,081 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 48 Days On Market

  Current Estimated Value $498,805

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  332 Country Club Rd, Winchester, TN 37398
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  /49

  $380,000

  Sold Mar 23, 2026

  657 Country Club Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,101 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $181/SF
  • 6 Days On Market

  Current Estimated Value $393,161

  Last Listing Agent Sabrina Kimball Simple Real Estate - Keller Williams

  657 Country Club Ln, Winchester, TN 37398
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  /10

  $65,000

  Sold Jul 21, 2026

  5468 Old Tullahoma Rd, Winchester, TN 37398

  • Land
  • 41,382 Sq Ft
  • $68,421 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 69 Days On Market

  Last Listing Agent Mandi Oakes Fridrich & Clark Realty

  5468 Old Tullahoma Rd, Winchester, TN 37398
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  /21

  $300,000

  Sold Oct 30, 2025

  17 Strawberry Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $125/SF
  • 181 Days On Market

  Current Estimated Value $327,627

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC

  17 Strawberry Dr, Winchester, TN 37398
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  /73

  $1,080,000

  Sold Dec 19, 2025

  45 Hammock Ct, Winchester, TN 37398

  • 5 Beds
  • 4.5 Baths
  • 3,596 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $300/SF
  • 11 Days On Market

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  45 Hammock Ct, Winchester, TN 37398
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  /34

  $310,000

  Sold Sep 23, 2025

  431 Haddon Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $175/SF
  • 37 Days On Market

  Current Estimated Value $314,638

  Last Listing Agent Dustyn Reed United Real Estate Middle Tennessee

  431 Haddon Ln, Winchester, TN 37398
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  /3

  $112,000

  Sold Jul 31, 2026

  4 Anderton Dr, Winchester, TN 37398

  • Land
  • 2.13 Acres
  • $52,533 per Acre

  Last Sold Summary

  • 28% Below List Price
  • 385 Days On Market

  Last Listing Agent isaac zimmerle Benchmark Realty, LLC

  4 Anderton Dr, Winchester, TN 37398
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  /26

  $219,900

  Sold Dec 02, 2025

  458 Woods Edge Rd, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1998

  Last Sold Summary

  • $211/SF
  • 11 Days On Market

  Current Estimated Value $227,186

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

  458 Woods Edge Rd, Winchester, TN 37398
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  /7

  $225,000

  Sold May 27, 2026

  0 Ross Ln, Winchester, TN 37398

  • Land
  • 1.78 Acres
  • $126,404 per Acre

  Last Sold Summary

  • 15% Above List Price
  • 6 Days On Market

  Last Listing Agent Cramer Foster Lynch Rigsby Realty & Auction, LLC

  0 Ross Ln, Winchester, TN 37398
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  /52

  $335,000

  Sold Jun 17, 2026

  1718 Galloway Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft
  • Built 2025

  Last Sold Summary

  • 14% Below List Price
  • $194/SF
  • 300 Days On Market

  Last Listing Agent isaac zimmerle Benchmark Realty, LLC

  1718 Galloway Ln, Winchester, TN 37398
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  /32

  $495,000

  Sold May 29, 2026

  3115 Holders Cove Rd, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft
  • Built 2006

  Last Sold Summary

  • $179/SF
  • 18 Days On Market

  Current Estimated Value $537,121

  Last Listing Agent James R. Cash James R. Cash II Auctions & Real Estate

  3115 Holders Cove Rd, Winchester, TN 37398
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  /15

  $135,000

  Sold Oct 31, 2025

  0 Lakeview Way, Winchester, TN 37398

  • Land
  • 1.19 Acres
  • $113,828 per Acre

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way, Winchester, TN 37398
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  /11

  $60,000

  Sold Aug 28, 2025

  0 Agate St, Winchester, TN 37398

  • Land
  • 26,136 Sq Ft
  • $100,000 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 166 Days On Market

  Last Listing Agent Tekesha Fuqua-Taylor Keller Williams Realty - Murfreesboro

  0 Agate St, Winchester, TN 37398
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  /2

  $615,000

  Sold May 11, 2026

  175 Dry Fork Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 2,523 Sq Ft
  • Built 2021

  Last Sold Summary

  • $244/SF
  • 0 Days On Market

  Current Estimated Value $617,142

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

  175 Dry Fork Dr, Winchester, TN 37398
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  /3

  $115,000

  Sold Mar 25, 2026

  0 Cascade Dr Unit 7, Winchester, TN 37398

  • Land
  • 27,007 Sq Ft
  • $185,484 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 9 Days On Market

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

  0 Cascade Dr Unit 7, Winchester, TN 37398
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  /78

  $750,000

  Sold May 15, 2026

  630 Shadowbrook Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,896 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $193/SF
  • 45 Days On Market

  Current Estimated Value $761,185

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

  630 Shadowbrook Rd, Winchester, TN 37398
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  /36

  $270,000

  Sold May 08, 2026

  201&203 3rd Ave NE, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Below List Price
  • $201/SF
  • 0 Days On Market

  Last Listing Agent Lindsey Bruce Highlands Elite Real Estate LLC - Baxter

  201&203 3rd Ave NE, Winchester, TN 37398

Showing Results 121 - 160, Page 4 of 10