Homes in ZIP Code 37398

• 

  

  

  /27

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  1102 N High St, Winchester, TN 37398

  Charming all-brick 3-bedroom, 2 bath home just minutes from the heart of downtown Winchester and a short jog to the boat ramp at the bass club on Tims Ford Lake. Enjoy beautiful lake views from the front yard and beautiful hardwood floors throughout much of the home. The spacious kitchen offers ample cabinet and counter space, perfect for everyday living and entertaining. An attached carport with

  

  Chelsea Greenway

  Winton Auction & Realty Co.

  (931) 288-5154

  1102 N High St, 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
• 

  

  

  /30

  Est $190,289 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  809 Lynwood St, Winchester, TN 37398

  809 Lynwood St, Winchester, TN 37398
• 

  

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980758, 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) 616-5552

  0 Deer Valley Cir Unit RTC2980758, 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
• 

  

  /69

  Est $748,825 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,957 Sq Ft

  200 Greenleaf Ln, Winchester, TN 37398

  200 Greenleaf Ln, Winchester, TN 37398
• 

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980784, 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) 343-3768

  0 Deer Valley Cir Unit RTC2980784, Winchester, TN 37398
• 

  

  /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
• 

  

  /48

  Est $583,519 Not Listed For Sale

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

  124 Sugar Leaf Cir, Winchester, TN 37398

  124 Sugar Leaf Cir, Winchester, TN 37398
• 

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980768, 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) 303-0477

  0 Deer Valley Cir Unit RTC2980768, Winchester, TN 37398
• 

  

  /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
• 

  

  /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
  • 0.18 Acre
  • $388,333 per Acre

  0 Deer Valley Cir Unit RTC2980791, 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) 600-5056

  0 Deer Valley Cir Unit RTC2980791, 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
• 

  

  /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
• 

  

  /3

  $76,900

  • Land
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980762, 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) 369-0847

  0 Deer Valley Cir Unit RTC2980762, Winchester, TN 37398
• 

  

  /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 $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 RTC2980786, 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) 271-4813

  0 Deer Valley Cir Unit RTC2980786, Winchester, TN 37398
• 

  

  /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
• 

  

  /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
• 

  

  /49

  $354,900

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

  362 Chase Cir, Winchester, TN 37398

  Occupied Home. Must have a 24 hour notice. Beautifully Updated 2-Bedroom Condo in Fox Run Estates! Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the desirable Fox Run Estates—offering 1,700 square feet of thoughtfully designed living space. From the moment you arrive, you’ll appreciate the fresh landscaping and brand-new flooring that elevate this move-in ready home. Step

  

  John Peck

  Peck Realty Group, LLC

  (931) 277-6487

  362 Chase Cir, Winchester, TN 37398
• 

  

  /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
• 

  

  /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
• 

  

  /59

  $999,999

  • 3 Beds
  • 2.5 Baths
  • 2,677 Sq Ft

  510 N Porter St, Winchester, TN 37398

  Character and Charm...Lake Home Listing. You don’t find many of these on the lake. Beautiful cottage that has 3 full bedrooms and 2.5 baths. Conveniently located near downtown Winchester. Just take the golf cart to your favorite downtown restaurant. Discover this delightful lake home originally built in 1954, perfectly situated for year-round enjoyment with stunning water views and a private

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 404-1995

  510 N Porter St, 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
• 

  

  /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
  • 0.15 Acre
  • $512,667 per Acre

  0 Deer Valley Cir Unit RTC2980751, 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) 277-6304

  0 Deer Valley Cir Unit RTC2980751, 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
• 

  

  /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
• 

  

  /31

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  715 N High St, Winchester, TN 37398

  Vintage Home or a cozy retreat from the busy world either would be perfect with this beautiful space. Located in a neighborhood this charming older home exudes character and custom warmth. Original hardwood floors offer ventage charm. With three cozy bedrooms and two full bathrooms, it offers the perfect blend of vintage charm and modern conveniences, making it an ideal setting for families or

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 616-5166

  715 N High 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
• 

  

  /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
• 

  

  /26

  $1,350,000

  • 3 Beds
  • 3.5 Baths
  • 3,183 Sq Ft

  169 Joy Cir, Winchester, TN 37398

  SELLING FURNISHED with high design taste - 3 dedicated bdrms plus bunk room; deeded dock; community pool & clubhouse. Beautiful lake view home is priced to sell in today's market. All the benefits of a lake house without the maintenance. Enjoy a beautifully crafted home designed for family, fun, and comfort. Set on a spacious lot in a peaceful neighborhood, this property offers custom finishes,

  

  Billie Kay Caldwell

  Swaffords Property Shop

  (931) 240-4039

  169 Joy Cir, 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
• 

  

  /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
• 

  

  /16

  $79,900

  • Land
  • 0.24 Acre
  • $332,917 per Acre

  0 Canoe Ct Unit RTC2695309, Winchester, TN 37398

  HUGE corner lot with multiple building envelope options, offering greater flexibility and endless possibilities. Imagine building your dream home or weekend getaway in the prestigious Twin Creeks Village, where luxury meets lakeside living. The exceptional gated community offers premium amenities, including three private pools with pavilions, a poolside putting green, and a clubhouse with a cozy

  

  Breean Hewitt

  Compass

  (931) 348-1438

  0 Canoe Ct Unit RTC2695309, 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
• 

  

  /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

  $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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