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 $560,985

  Last Listing Agent Stephen Miller Benchmark Realty, LLC

  22 Flip Flop Ct, Winchester, TN 37398
• 

  

  

  /13

  Est $193,695 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 971 Sq Ft

  808 N High St, Winchester, TN 37398

  808 N High St, Winchester, TN 37398
• 

  

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980787, 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) 485-5138

  0 Deer Valley Cir Unit RTC2980787, Winchester, TN 37398
• 

  

  

  /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
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  /30

  Est $291,899 Not Listed For Sale

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

  759 Little Hurricane Rd, Winchester, TN 37398

  759 Little Hurricane Rd, Winchester, TN 37398
• 

  

  /51

  $775,000

  • 4 Beds
  • 3.5 Baths
  • 3,017 Sq Ft

  71 Windjammer Ct, Winchester, TN 37398

  Lake Season is just around the corner and 71 Windjammer has you covered! Welcome to your dream home in Twin Creeks Village, where comfort meets style and convenience. This beautiful 4-bedroom, 3.5-bath home offers spacious living with a thoughtful layout and high-end touches throughout. Downstairs you will find a seamless flow between the living room and kitchen, perfect for entertaining or

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 271-4665

  71 Windjammer Ct, 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
• 

  

  /22

  Est $371,532 Not Listed For Sale

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

  146 Union Rd, Winchester, TN 37398

  146 Union Rd, Winchester, TN 37398
• 

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980757, 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) 710-6393

  0 Deer Valley Cir Unit RTC2980757, 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

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

  504 River Watch Way, Winchester, TN 37398
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  /49

  Est $636,736 Not Listed For Sale

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

  1026 Franklin Heights Dr, Winchester, TN 37398

  1026 Franklin Heights Dr, Winchester, TN 37398
• 

  

  /51

  $279,000

  • 3 Beds
  • 1 Bath
  • 2,236 Sq Ft

  621 S Jefferson St, Winchester, TN 37398

  Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 369-4822

  621 S Jefferson 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

  Last Listing Agent Dennis Sanders eXp Realty

  196 Brookfield Cir, Winchester, TN 37398
• 

  

  /29

  Est $320,448 Not Listed For Sale

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

  129 Fairview Cir, Winchester, TN 37398

  129 Fairview Cir, Winchester, TN 37398
• 

  

  /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
• 

  

  /50

  $565,000 Sold Mar 24, 2025

  918 S Jefferson St, Winchester, AL 35798

  • 3 Beds
  • 2.5 Baths
  • 2,401 Sq Ft
  • Built 2024

  Last Sold Summary

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

  Last Listing Agent Danny Duffey Duffeys Real Estate LLC

  918 S Jefferson St, Winchester, AL 35798
• 

  

  /39

  Est $678,842 Not Listed For Sale

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

  545 Pickney Rd, Winchester, TN 37398

  545 Pickney Rd, Winchester, TN 37398
• 

  

  /3

  $76,900

  • Land
  • 0.17 Acre
  • $452,353 per Acre

  0 Deer Valley Cir Unit RTC2980817, 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) 281-7122

  0 Deer Valley Cir Unit RTC2980817, 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 $1,503,337

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  130 Phillips Dr, Winchester, TN 37398
• 

  

  /22

  Est $239,108 Not Listed For Sale

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

  142 Cheyenne Ave, Winchester, TN 37398

  142 Cheyenne Ave, Winchester, TN 37398
• 

  

  /3

  $74,900

  • Land
  • 0.22 Acre
  • $340,455 per Acre

  0 Deer Valley Cir Unit RTC2980811, 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) 666-0324

  0 Deer Valley Cir Unit RTC2980811, 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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  /41

  Est $440,475 Not Listed For Sale

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

  218 Charlotte Dr, Winchester, TN 37398

  218 Charlotte Dr, Winchester, TN 37398
• 

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980802, 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) 208-5717

  0 Deer Valley Cir Unit RTC2980802, 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
• 

  

  /23

  Est $418,742 Not Listed For Sale

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

  136 Freedom Ln, Winchester, TN 37398

  136 Freedom Ln, Winchester, TN 37398
• 

  

  /42

  $399,900

  • 4 Beds
  • 4 Baths
  • 2,197 Sq Ft

  44 Houghton Dr, Winchester, TN 37398

  Charming rare find with this 4 Bedroom, brick ranch style home in a great location! Only 15 min to I-24! This renovated 4 bedroom brick home with all of its updates is a gem! The beautiful kitchen has a country french feel with the granite and beautiful backsplash and newly updated cabinets with the finishing touch of bar seating. This well appointed home has a large living room and a florida

  

  Dana Dillinger

  RE/MAX 1st Realty

  (931) 340-7572

  44 Houghton Dr, Winchester, TN 37398
• 

  

  /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 $592,125

  Last Listing Agent Chasity Davis Southern Middle Realty

  1016 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /42

  Est $228,433 Not Listed For Sale

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

  119 Spring Hill Dr, Winchester, TN 37398

  119 Spring Hill Dr, Winchester, TN 37398
• 

  

  /3

  $79,900

  • Land
  • 0.28 Acre
  • $285,357 per Acre

  0 Deer Valley Cir Unit RTC2980740, 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) 365-2439

  0 Deer Valley Cir Unit RTC2980740, 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

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
• 

  

  /29

  Est $259,295 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  115 Bel Aire Dr, Winchester, TN 37398

  115 Bel Aire Dr, Winchester, TN 37398
• 

  

  /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) 650-5759

  1110 Hunt St, Winchester, TN 37398
• 

  

  /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 $301,271

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
• 

  

  /27

  Est $242,098 Not Listed For Sale

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

  106 Swann Ave, Winchester, TN 37398

  106 Swann Ave, Winchester, TN 37398
• 

  

  /3

  $76,900

  • Land
  • 0.16 Acre
  • $480,625 per Acre

  0 Deer Valley Cir Unit RTC2980737, 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) 416-0462

  0 Deer Valley Cir Unit RTC2980737, 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
• 

  

  /21

  Est $143,944 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  510 Plattenburg St, Winchester, TN 37398

  510 Plattenburg St, Winchester, TN 37398
• 

  

  /3

  $79,900

  • Land
  • 0.33 Acre
  • $242,121 per Acre

  0 Deer Valley Cir Unit RTC2980780, 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) 909-2266

  0 Deer Valley Cir Unit RTC2980780, Winchester, TN 37398
• 

  

  /42

  $325,000 Sold Mar 31, 2025

  13 Anderton Dr, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 2008

  Last Sold Summary

  • 17% Below List Price
  • $172/SF
  • 226 Days On Market

  Current Estimated Value $339,242

  Last Listing Agent Amy Rivera Marcoma Realty, Inc.

  13 Anderton Dr, Winchester, TN 37398

Showing Results 121 - 160, Page 4 of 18