Recently Sold Winchester, TN Homes

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  /50

  $299,900 Sold Nov 13, 2025

  115 Oak Leaf Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft
  • Built 1990

  Last Sold Summary

  • $204/SF
  • 12 Days On Market

  Current Estimated Value $301,864

  Last Listing Agent Jessica London Southern Middle Realty

  115 Oak Leaf Cir, Winchester, TN 37398
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  /55

  $439,900 Sold Dec 02, 2025

  197 Murray Lake Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,528 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 22 Days On Market

  Current Estimated Value $449,079

  Last Listing Agent David Janke Canopy Real Estate

  197 Murray Lake Dr, Winchester, TN 37398
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  /9

  $250,000 Sold Jun 23, 2025

  75 Troy Ct, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 2017

  Last Sold Summary

  • $195/SF
  • 3 Days On Market

  Current Estimated Value $260,090

  Last Listing Agent Kelly Smith RE/MAX 1st Realty

  75 Troy Ct, Winchester, TN 37398
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  /46

  $275,000 Sold Feb 20, 2026

  41 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,563 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $176/SF
  • 40 Days On Market

  Current Estimated Value $272,991

  Last Listing Agent Connie Landers BHGRE Baker & Cole

  41 Cheyenne Ave, Winchester, TN 37398
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  /30

  $295,000 Sold Apr 30, 2026

  1956 Old Estill Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,668 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $177/SF
  • 1 Day On Market

  Current Estimated Value $331,772

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1956 Old Estill Springs Rd, Winchester, TN 37398
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  /26

  $413,500 Sold Nov 14, 2025

  53 Summerset Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 10 Days On Market

  Last Listing Agent Amanda Koziol eXp Realty

  53 Summerset Dr, Winchester, TN 37398
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  /55

  $555,000 Sold May 14, 2025

  39 Lake Life Ct, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 2020

  Last Sold Summary

  • 3% Below List Price
  • $193/SF
  • 4 Days On Market

  Current Estimated Value $589,260

  Last Listing Agent Matt Sargent Matt Sargent Homes

  39 Lake Life Ct, Winchester, TN 37398
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  /30

  $390,000 Sold Nov 21, 2025

  1050 Franklin Heights Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $166/SF
  • 5 Days On Market

  Current Estimated Value $404,759

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  1050 Franklin Heights Dr, Winchester, TN 37398
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  /20

  $235,000 Sold Jan 28, 2026

  114 11th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 5 Days On Market

  Current Estimated Value $232,635

  Last Listing Agent Ben Absher Realty One Group Experts

  

  114 11th Ave NW, Winchester, TN 37398
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  /8

  $285,000 Sold Dec 11, 2025

  1549 Mansford Rd, Winchester, TN 37398

  • Land
  • 12.7 Acres
  • $22,441 per Acre

  Last Sold Summary

  • 90% Above List Price
  • 69 Days On Market

  Current Estimated Value $368,613

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1549 Mansford Rd, Winchester, TN 37398
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  /5

  $65,000 Sold Mar 02, 2026

  0 Ridgecrest Dr Unit RTC2986099, Winchester, TN 37398

  • Land
  • 25,264 Sq Ft
  • $112,069 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 157 Days On Market

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

  0 Ridgecrest Dr Unit RTC2986099, Winchester, TN 37398
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  /43

  $459,000 Sold Apr 03, 2026

  300 Old Clark Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $249/SF
  • 39 Days On Market

  Current Estimated Value $450,551

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

  300 Old Clark Rd, Winchester, TN 37398
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  /28

  $165,000 Sold Jul 07, 2025

  0 N Jefferson St Unit RTC2781941, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 6% Below List Price
  • 128 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  0 N Jefferson St Unit RTC2781941, Winchester, TN 37398
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  /57

  $815,000 Sold Dec 05, 2025

  226 Kayak Way, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $367/SF

  Current Estimated Value $802,290

  Last Listing Agent Dennis Sanders eXp Realty

  226 Kayak Way, Winchester, TN 37398
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  /16

  $130,000 Sold Aug 14, 2025

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398

  • Land
  • 16,552 Sq Ft
  • $342,105 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 6 Days On Market

  Last Listing Agent Jason Hilbelink Onward Real Estate

  0 River Watch Way Unit RTC2941024, Winchester, TN 37398
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  /55

  $281,000 Sold Jan 28, 2026

  218 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • Built 1996

  Last Sold Summary

  • 8% Below List Price
  • $194/SF
  • 189 Days On Market

  Current Estimated Value $283,317

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  218 Susie Dr, Winchester, TN 37398
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  /6

  $125,000 Sold Jan 06, 2026

  3250 Lynchburg Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $128/SF
  • 113 Days On Market

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  3250 Lynchburg Rd, Winchester, TN 37398
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  /3

  $382,500 Sold Mar 17, 2026

  232 Favre Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $197/SF
  • 5 Days On Market

  Current Estimated Value $391,662

  Last Listing Agent Mike Stubblefield Franklin County Realty

  232 Favre Cir, Winchester, TN 37398
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  /70

  $640,000 Sold Oct 27, 2025

  239 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,739 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 327 Days On Market

  Current Estimated Value $659,050

  Last Listing Agent Zaya Holmes Compass

  239 River Watch Way, Winchester, TN 37398
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  /23

  $154,900 Sold Mar 26, 2026

  716 N Cedar St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1953

  Last Sold Summary

  • 11% Below List Price
  • $142/SF
  • 63 Days On Market

  Current Estimated Value $153,380

  Last Listing Agent Steve Jernigan Steve Jernigan Realty

  716 N Cedar St, Winchester, TN 37398
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  /5

  $65,000 Sold Sep 02, 2025

  0 6 Mile Board Rd, Winchester, TN 37398

  • Land
  • 1.89 Acres
  • $34,392 per Acre

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 6 Mile Board Rd, Winchester, TN 37398
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  /3

  $25,000 Sold Mar 26, 2026

  0 Lees Ford Ln, Winchester, TN 37398

  • Land
  • 23,086 Sq Ft
  • $47,170 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 37 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lees Ford Ln, Winchester, TN 37398
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  /30

  $1,050,000 Sold Jun 20, 2025

  62 Abby Cir, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,868 Sq Ft
  • Built 2022

  Last Sold Summary

  • 11% Below List Price
  • $366/SF
  • 20 Days On Market

  Current Estimated Value $1,095,984

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  62 Abby Cir, Winchester, TN 37398
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  /38

  $260,000 Sold Aug 29, 2025

  115 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 96 Days On Market

  Current Estimated Value $259,157

  Last Listing Agent Fhonda Hatmaker eXp Realty

  115 Highland 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 $386,985

  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 $785,340

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cascade Dr, Winchester, TN 37398
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  /37

  $175,000 Sold May 28, 2025

  802 Old Cowan Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Above List Price
  • $125/SF
  • 3 Days On Market

  Last Listing Agent Kisha Sanders Elam Real Estate

  802 Old Cowan Rd, 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 $244,360

  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 $222,195

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  190 Cheyenne Ave, Winchester, TN 37398
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  /3

  $40,000 Sold Jun 20, 2025

  0 Old Tullahoma Rd Unit RTC2775157, Winchester, TN 37398

  • Land
  • 27,442 Sq Ft
  • $63,492 per Acre

  Last Sold Summary

  • 38% Below List Price
  • 142 Days On Market

  Last Listing Agent Tony Griffis Better Homes & Gardens Real Estate Heritage Group

  0 Old Tullahoma Rd Unit RTC2775157, Winchester, TN 37398
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  /45

  $764,900 Sold Jun 23, 2025

  467 Wildwood Trace, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,998 Sq Ft
  • Built 2019

  Last Sold Summary

  • $383/SF
  • 3 Days On Market

  Current Estimated Value $792,305

  Last Listing Agent Donna Mason Botsko Properties, Inc.

  467 Wildwood Trace, Winchester, TN 37398
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  /52

  $429,900 Sold Jun 20, 2025

  8343 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,297 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $187/SF
  • 181 Days On Market

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

  8343 Lynchburg 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 $488,565

  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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  /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 $253,446

  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 $368,613

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1549 Mansford Rd, Winchester, TN 37398
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  /37

  $400,000 Sold Jun 13, 2025

  8377 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,101 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Below List Price
  • $190/SF
  • 171 Days On Market

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

  8377 Lynchburg 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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