Recently Sold Winchester, TN Homes

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  /64

  $485,000

  Sold May 13, 2026

  148 Brandi Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,564 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 41 Days On Market

  Current Estimated Value $500,186

  Last Listing Agent Elizabeth Padgett Century 21 Volunteer Realty

  148 Brandi Way, Winchester, TN 37398
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• 

  

  

  /4

  $250,000

  Sold Oct 22, 2025

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398

  • Land
  • 10.11 Acres
  • $24,728 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 83 Days On Market

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

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398
• 

  

  

  /22

  $1,295,000

  Sold Aug 22, 2025

  732 Fanning Bend Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,380 Sq Ft
  • Built 2025

  Last Sold Summary

  • $383/SF
  • 23 Days On Market

  Last Listing Agent Mikayla Wurth Southern Middle Realty

  732 Fanning Bend Dr, Winchester, TN 37398
• 

  

  

  /31

  $180,000

  Sold Jun 18, 2026

  0 N Jefferson St Unit 41, Winchester, TN 37398

  • Land
  • 0 Sq Ft

  Last Sold Summary

  • 8% Below List Price
  • 0 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  0 N Jefferson St Unit 41, Winchester, TN 37398
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  /65

  $575,000

  Sold Mar 30, 2026

  250 Awalt Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 3,068 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $187/SF
  • 136 Days On Market

  Last Listing Agent Miciah Viel Keller Williams Realty Nashville/Franklin

  250 Awalt Dr, Winchester, TN 37398
• 

  

  /72

  $1,950,000

  Sold Jun 01, 2026

  374 Ridgefield Cir, Winchester, TN 37398

  • 4 Beds
  • 4 Baths
  • 3,684 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $529/SF
  • 5 Days On Market

  Current Estimated Value $1,524,304

  Last Listing Agent Derrick Foster Keller Williams Realty Nashville/Franklin

  374 Ridgefield Cir, Winchester, TN 37398
• 

  

  /34

  $214,900

  Sold Aug 22, 2025

  317 1st Ave SW, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,776 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Below List Price
  • $77/SF
  • 53 Days On Market

  Current Estimated Value $284,596

  Last Listing Agent Teresa Young WEICHERT, REALTORS Joe Orr & Associates

  317 1st Ave SW, Winchester, TN 37398
• 

  

  /8

  $110,000

  Sold Nov 14, 2025

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398

  • Land
  • 32,103 Sq Ft
  • $149,254 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 63 Days On Market

  Last Listing Agent Sean Crabtree Blue Door Realty Group

  0 Old Cowan Rd Unit RTC2970796, Winchester, TN 37398
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  /54

  $460,000

  Sold Mar 02, 2026

  67 Summerset Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,543 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $181/SF
  • 29 Days On Market

  Last Listing Agent Mena Shaker Dream Homes Realty

  67 Summerset Dr, Winchester, TN 37398
• 

  

  /16

  $175,000

  Sold Sep 08, 2025

  148 Galloway Ln, Winchester, TN 37398

  Last Sold Summary

  • 45% Below List Price
  • 46 Days On Market

  Last Listing Agent Tabitha Staples Sewanee Realty

  148 Galloway Ln, Winchester, TN 37398
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  /33

  $285,000

  Sold Dec 11, 2025

  145 Susie Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $176/SF
  • 24 Days On Market

  Current Estimated Value $301,346

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

  145 Susie Dr, Winchester, TN 37398
• 

  

  /14

  $221,400

  Sold Aug 12, 2025

  707 Hunt St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $188/SF
  • 57 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  707 Hunt St, Winchester, TN 37398
• 

  

  /20

  $350,000

  Sold Jul 30, 2025

  201 S Porter St, Winchester, TN 37398

  • 5 Beds
  • 2,288 Sq Ft
  • Built 1908

  Last Sold Summary

  • 9% Below List Price
  • $153/SF
  • 159 Days On Market

  Last Listing Agent Ian Ratliff Ratliff

  201 S Porter St, Winchester, TN 37398
• 

  

  /79

  $710,000

  Sold Aug 21, 2025

  106 Hammock Dr, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 3,028 Sq Ft
  • Built 2022

  Last Sold Summary

  • 11% Below List Price
  • $234/SF
  • 33 Days On Market

  Current Estimated Value $757,463

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  106 Hammock Dr, Winchester, TN 37398
• 

  /2

  $18,000

  Sold Mar 30, 2026

  1508 Old Cowan Rd, Winchester, TN 37398

  • Land
  • 13,068 Sq Ft
  • $60,000 per Acre

  Last Sold Summary

  Current Estimated Value $77,500

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1508 Old Cowan Rd, Winchester, TN 37398
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  /17

  $610,000

  Sold May 29, 2026

  57 Wakeboard Way, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Above List Price
  • $315/SF
  • 2 Days On Market

  Current Estimated Value $570,198

  Last Listing Agent Daniel Demers Sell Your Home Services, LLC

  57 Wakeboard Way, Winchester, TN 37398
• 

  

  /23

  $280,000

  Sold Aug 15, 2025

  0 Anderton Dr, Winchester, TN 37398

  • Land
  • 2.99 Acres
  • $93,771 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 28 Days On Market

  Last Listing Agent isaac zimmerle Benchmark Realty, LLC

  0 Anderton Dr, Winchester, TN 37398
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  /70

  $570,000

  Sold Dec 12, 2025

  504 River Watch Way, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,906 Sq Ft
  • Built 2022

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 226 Days On Market

  Current Estimated Value $604,865

  Last Listing Agent Elisa Chessor Century 21 Coffee County Realty & Auction

  504 River Watch Way, Winchester, TN 37398
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  /27

  $218,000

  Sold Jun 18, 2026

  213 S Porter St, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,575 Sq Ft
  • Built 2025

  Last Sold Summary

  • 27% Below List Price
  • $138/SF
  • 50 Days On Market

  Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

  213 S Porter St, Winchester, TN 37398
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  /44

  $313,000

  Sold Jan 06, 2026

  196 Brookfield Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Above List Price
  • $262/SF
  • 6 Days On Market

  Current Estimated Value $317,374

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
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  /58

  $745,000

  Sold Mar 26, 2026

  20 Windjammer Ct, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 3,032 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $246/SF
  • 12 Days On Market

  Current Estimated Value $740,122

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  20 Windjammer Ct, Winchester, TN 37398
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  /35

  $1,450,000

  Sold Oct 24, 2025

  130 Phillips Dr, Winchester, TN 37398

  • 3 Beds
  • 4.5 Baths
  • 4,193 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $346/SF
  • 72 Days On Market

  Current Estimated Value $1,488,639

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
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  /28

  $1,492,843

  Sold May 08, 2026

  1584 Liberty Rd, Winchester, TN 37398

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Fallon Massey Van Massey Realty & Auction

  1584 Liberty Rd, Winchester, TN 37398
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  /55

  $1,329,000

  Sold Mar 03, 2026

  712 Fanning Bend Dr, Winchester, TN 37398

  • 4 Beds
  • 4.5 Baths
  • 3,492 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $381/SF
  • 48 Days On Market

  712 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /6

  $134,000

  Sold Jul 03, 2025

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398

  • Land
  • 38,768 Sq Ft
  • $150,562 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 26 Days On Market

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

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398
• 

  

  /11

  $245,000

  Sold Jun 12, 2026

  349 Woods Edge Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $175/SF
  • 3 Days On Market

  Current Estimated Value $235,586

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

  349 Woods Edge Rd, Winchester, TN 37398
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  /41

  $576,000

  Sold Sep 09, 2025

  1016 Cline Ridge Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $250/SF
  • 3 Days On Market

  Current Estimated Value $630,637

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /64

  $485,000

  Sold Nov 24, 2025

  136 Houghton Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,405 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 79 Days On Market

  Current Estimated Value $492,208

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
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  /33

  $245,000

  Sold May 15, 2026

  119 Kenmore Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 2025

  Last Sold Summary

  • $192/SF
  • 22 Days On Market

  Current Estimated Value $212,067

  Last Listing Agent Andrea Cruz John Smith Jr Realty and Auction LLC

  119 Kenmore Ave, Winchester, TN 37398
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  /54

  $300,000

  Sold Oct 16, 2025

  285 Crimson Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $170/SF
  • 92 Days On Market

  Current Estimated Value $324,243

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  /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 $379,368

  Last Listing Agent A NON-MEMBER --NON-MEMBER OFFICE--

  189 Pickney Rd, Winchester, TN 37398
• 

  

  /38

  $475,000

  Sold Jul 08, 2025

  296 Lookout Dr, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,983 Sq Ft
  • Built 2025

  Last Sold Summary

  • $240/SF
  • 26 Days On Market

  Last Listing Agent Amanda Koziol eXp Realty

  296 Lookout Dr, Winchester, TN 37398
• 

  

  /60

  $875,000

  Sold May 01, 2026

  1000 N Vine St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1925

  Last Sold Summary

  • 30% Below List Price
  • $404/SF
  • 27 Days On Market

  Current Estimated Value $906,614

  Last Listing Agent Melissa Stewart Swaffords Property Shop

  1000 N Vine St, Winchester, TN 37398
• 

  

  /23

  $326,500

  Sold Apr 20, 2026

  170 Brandi Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $196/SF
  • 25 Days On Market

  Current Estimated Value $325,607

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

  170 Brandi Cir, Winchester, TN 37398
• 

  

  /5

  $27,500

  Sold Feb 26, 2026

  0 Lynchburg Rd Unit 6, Winchester, TN 37398

  • Land
  • 34,412 Sq Ft
  • $34,810 per Acre

  Last Sold Summary

  • 39% Below List Price
  • 256 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Lynchburg Rd Unit 6, Winchester, TN 37398
• 

  

  /17

  $58,200

  Sold Mar 03, 2026

  0 Union Rd Unit 12, Winchester, TN 37398

  • Land
  • 30,927 Sq Ft
  • $81,972 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 175 Days On Market

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  0 Union Rd Unit 12, Winchester, TN 37398
• 

  

  /28

  $167,000

  Sold Oct 02, 2025

  500 S Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1965

  Last Sold Summary

  • 12% Below List Price
  • $111/SF
  • 12 Days On Market

  Current Estimated Value $182,586

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

  500 S Jefferson St, Winchester, TN 37398
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  /18

  $210,000

  Sold Apr 10, 2026

  119 Highland Dr, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft
  • Built 1949

  Last Sold Summary

  • 18% Below List Price
  • $147/SF
  • 35 Days On Market

  Current Estimated Value $207,703

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

  119 Highland Dr, Winchester, TN 37398
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  /49

  $334,000

  Sold Apr 23, 2026

  362 Chase Cir, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $196/SF
  • 290 Days On Market

  Current Estimated Value $328,961

  Last Listing Agent John Peck Century 21 Volunteer Realty

  362 Chase Cir, Winchester, TN 37398
• 

  

  /5

  $295,000

  Sold Sep 29, 2025

  804 N Jefferson St, Winchester, TN 37398

  • Land
  • 27,442 Sq Ft
  • $468,254 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 3 Days On Market

  Current Estimated Value $306,407

  Last Listing Agent Peter Noble Crye-Leike Realty

  804 N Jefferson St, Winchester, TN 37398

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