Winchester, TN Homes

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  /53

  $549,900 Sold Jun 17, 2025

  22 Flip Flop Ct, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 2021

  Last Sold Summary

  • $243/SF
  • 26 Days On Market

  Current Estimated Value $564,419

  Last Listing Agent Stephen Miller Benchmark Realty, LLC

  22 Flip Flop Ct, Winchester, TN 37398
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  /48

  Est $546,014 Not Listed For Sale

  124 Sugar Leaf Cir, Winchester, TN 37398

  • 5 Beds
  • 3.5 Baths
  • 3,776 Sq Ft
  • Built 1993

  124 Sugar Leaf Cir, Winchester, TN 37398

  Last Sold Summary

  • 21% Above List Price
  • $119/SF
  • 234 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Mike Stubblefield Franklin County Realty
• 

  

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980763, 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) 616-2654

  0 Deer Valley Cir Unit RTC2980763, Winchester, TN 37398
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  /2

  $18,000 Sold Mar 30, 2026

  1508 Old Cowan Rd, Winchester, TN 37398

  • Land
  • 0.3 Acre
  • $60,000 per Acre

  Last Sold Summary

  Current Estimated Value $140,201

  Last Listing Agent Aleisha Putman Synergy Realty Network, LLC

  1508 Old Cowan Rd, Winchester, TN 37398
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  /30

  Est $267,206 Not Listed For Sale

  759 Little Hurricane Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1979

  759 Little Hurricane Rd, Winchester, TN 37398

  Last Sold Summary

  • 7% Above List Price
  • $166/SF
  • 10 Days On Market

  Last Sold Price $249,000

  Last Listing Agent Melissa Stewart Swaffords Property Shop
• 

  

  /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
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  /25

  $325,000 Sold May 19, 2025

  0 Campfire Ct Unit RTC2809929, Winchester, TN 37398

  • Land
  • 0.57 Acre
  • $570,175 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 7 Days On Market

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  0 Campfire Ct Unit RTC2809929, Winchester, TN 37398
• 

  

  /22

  Est $361,171 Not Listed For Sale

  146 Union Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1996

  146 Union Rd, Winchester, TN 37398

  Last Sold Summary

  • 9% Above List Price
  • $230/SF
  • 22 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Marsia Miller Middle Tennessee Realty Group, Inc.
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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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  /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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  /49

  Est $602,929 Not Listed For Sale

  1026 Franklin Heights Dr, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 2,972 Sq Ft
  • Built 1996

  1026 Franklin Heights Dr, Winchester, TN 37398

  Last Sold Summary

  • 4% Below List Price
  • $212/SF
  • 71 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & Auction, LLC
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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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  /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 $576,214

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

  504 River Watch Way, Winchester, TN 37398
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  /29

  Est $309,068 Not Listed For Sale

  129 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft
  • Built 2005

  129 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 19% Above List Price
  • $153/SF
  • 36 Days On Market

  Last Sold Price $260,000

  Last Listing Agent John Peck Peck Realty Group, LLC
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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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  /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 $308,445

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
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  /39

  Est $662,648 Not Listed For Sale

  545 Pickney Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,219 Sq Ft
  • Built 2008

  545 Pickney Rd, Winchester, TN 37398

  Last Sold Summary

  • 13% Above List Price
  • $182/SF
  • 193 Days On Market

  Last Sold Price $585,000

  Last Listing Agent Ashley Lynch Lynch Rigsby Realty & 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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  /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 $793,215

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  20 Windjammer Ct, Winchester, TN 37398
• 

  

  /22

  Est $244,780 Not Listed For Sale

  142 Cheyenne Ave, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1997

  142 Cheyenne Ave, Winchester, TN 37398

  Last Sold Summary

  • 17% Above List Price
  • $168/SF
  • 2 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Lauren Bailey Swaffords Property Shop
• 

  

  /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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  /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 $1,427,255

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
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  /41

  Est $408,146 Not Listed For Sale

  218 Charlotte Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,116 Sq Ft
  • Built 2005

  218 Charlotte Dr, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $206/SF
  • 12 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Jeromey Cromwell RE/MAX
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  /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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  /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
• 

  

  /23

  Est $382,702 Not Listed For Sale

  136 Freedom Ln, Winchester, TN 37398

  • 4 Beds
  • 3 Baths
  • 2,342 Sq Ft
  • Built 1975

  136 Freedom Ln, Winchester, TN 37398

  Last Sold Summary

  • 1% Below List Price
  • $164/SF
  • 20 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Wayne Neese Coldwell Banker Southern 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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  /6

  $134,000 Sold Jul 03, 2025

  0 Cowan Hwy Unit RTC2823496, Winchester, TN 37398

  • Land
  • 0.89 Acre
  • $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
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  /42

  Est $236,808 Not Listed For Sale

  119 Spring Hill Dr, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft
  • Built 1960

  119 Spring Hill Dr, Winchester, TN 37398

  Last Sold Summary

  • 39% Above List Price
  • $111/SF
  • 28 Days On Market

  Last Sold Price $170,000

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

  

  /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
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  /65

  $1,575,000 Sold Apr 17, 2025

  857 Fanning Bend Dr, Winchester, TN 37398

  • 5 Beds
  • 4.5 Baths
  • 4,383 Sq Ft
  • Built 2024

  Last Sold Summary

  • $359/SF
  • 2 Days On Market

  Last Listing Agent Brandon Bubis Legacy South Brokerage

  857 Fanning Bend Dr, Winchester, TN 37398
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  /27

  Est $226,245 Not Listed For Sale

  106 Swann Ave, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1975

  106 Swann Ave, Winchester, TN 37398

  Last Sold Summary

  • 6% Below List Price
  • $185/SF
  • 6 Days On Market

  Last Sold Price $239,900

  Last Listing Agent Chelsea Greenway Winton Auction & Realty Co.
• 

  

  /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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  /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 $587,867

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
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  /21

  Est $125,182 Not Listed For Sale

  510 Plattenburg St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 1933

  510 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • $131/SF
  • 122 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Lisa Cole BHGRE Baker & Cole
• 

  

  /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
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  /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 $474,860

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
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  /37

  Est $213,223 Not Listed For Sale

  1405 Old Cowan Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1948

  1405 Old Cowan Rd, Winchester, TN 37398

  Last Sold Summary

  • 2% Above List Price
  • $162/SF
  • 54 Days On Market

  Last Sold Price $210,000

  Last Listing Agent John Peck Peck Realty Group, LLC
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  /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
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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 $311,021

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398

Showing Results 121 - 160, Page 4 of 18