Winchester, TN Homes

• 

  

  

  /54

  Est $551,825 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft

  420 Country Estates Dr, Winchester, TN 37398

  420 Country Estates Dr, Winchester, TN 37398
• 

  

  

  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980782, 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) 904-3514

  0 Deer Valley Cir Unit RTC2980782, Winchester, TN 37398
• 

  

  

  /18

  $280,000 Sold Sep 11, 2025

  117 Raspberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $188/SF
  • 88 Days On Market

  Current Estimated Value $288,280

  Last Listing Agent John Smith, Jr. John Smith Jr Realty and Auction LLC

  117 Raspberry Dr, Winchester, TN 37398
• 

  

  

  /40

  Est $237,213 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  700 S High St, Winchester, TN 37398

  700 S High St, Winchester, TN 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
• 

  

  /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

  Last Listing Agent Jessica London Southern Middle Realty

  115 Oak Leaf Cir, Winchester, TN 37398
• 

  

  /49

  Est $339,213 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,719 Sq Ft

  76 Chase Cir, Winchester, TN 37398

  76 Chase Cir, 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
• 

  

  /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

  Last Listing Agent David Janke Canopy Real Estate

  197 Murray Lake Dr, Winchester, TN 37398
• 

  

  /11

  Est $274,088 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft

  360 Strawberry Dr, Winchester, TN 37398

  360 Strawberry Dr, 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
• 

  

  /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 $256,416

  Last Listing Agent Kelly Smith RE/MAX 1st Realty

  75 Troy Ct, Winchester, TN 37398
• 

  

  /62

  Est $427,757 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,494 Sq Ft

  287 Woodcrest Dr, Winchester, TN 37398

  287 Woodcrest Dr, 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
• 

  

  /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
• 

  

  /20

  Est $146,589 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 948 Sq Ft

  504 Plattenburg St, Winchester, TN 37398

  504 Plattenburg 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
• 

  

  /66

  $570,000 Sold Mar 13, 2025

  46 Partin Cir, Winchester, TN 37398

  • 5 Beds
  • 4 Baths
  • 3,022 Sq Ft
  • Built 1992

  Last Sold Summary

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

  Current Estimated Value $559,402

  Last Listing Agent Jessica London Southern Middle Realty

  46 Partin Cir, Winchester, TN 37398
• 

  

  /59

  Est $1,571,478 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 2,863 Sq Ft

  752 Magnolia Dr, Winchester, TN 37398

  752 Magnolia Dr, 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
• 

  

  /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 $582,581

  Last Listing Agent Matt Sargent Matt Sargent Homes

  39 Lake Life Ct, Winchester, TN 37398
• 

  

  /24

  Est $274,090 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  3579 Lynchburg Rd, Winchester, TN 37398

  3579 Lynchburg 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
• 

  

  /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

  Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  1050 Franklin Heights Dr, Winchester, TN 37398
• 

  

  /18

  Est $316,947 Not Listed For Sale

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

  166 Brookfield Cir, Winchester, TN 37398

  166 Brookfield Cir, 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
• 

  

  /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

  Last Listing Agent Ben Absher Realty One Group Experts

  

  114 11th Ave NW, Winchester, TN 37398
• 

  

  /66

  Est $604,965 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,740 Sq Ft

  420 Franklin Heights Dr, Winchester, TN 37398

  420 Franklin Heights Dr, 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
• 

  

  /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

  Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  1549 Mansford Rd, Winchester, TN 37398
• 

  

  /29

  Est $478,886 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft

  200 Hilldale Dr, Winchester, TN 37398

  200 Hilldale Dr, 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
• 

  

  /74

  $600,000 Sold Apr 28, 2025

  38 Walnut Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1978

  Last Sold Summary

  • 8% Below List Price
  • $441/SF
  • 37 Days On Market

  Current Estimated Value $587,629

  Last Listing Agent Connie Brown 1st Choice REALTOR

  38 Walnut Dr, Winchester, TN 37398
• 

  

  /50

  Est $1,148,215 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,154 Sq Ft

  326 Loop Dr, Winchester, TN 37398

  326 Loop Dr, 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
• 

  

  /28

  $165,000 Sold Jul 07, 2025

  0 N Jefferson St Unit RTC2781941, Winchester, TN 37398

  • Land
  • 0 Acre

  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
• 

  

  /5

  Est $156,701 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  508 Plattenburg St, Winchester, TN 37398

  508 Plattenburg St, 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
• 

  

  /5

  $64,900 Sold Mar 19, 2025

  4 Lookout Dr, Winchester, TN 37398

  • Land
  • 0.29 Acre
  • $223,793 per Acre

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Sharon Swafford Swaffords Property Shop

  4 Lookout Dr, Winchester, TN 37398
• 

  

  /63

  Est $1,747,944 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,546 Sq Ft

  20 W Rockcrest Cir, Winchester, TN 37398

  20 W Rockcrest Cir, Winchester, TN 37398

Showing Results 201 - 240, Page 6 of 18