Winchester, TN Homes

• 

  

  

  /58

  $1,579,900

  • 4 Beds
  • 4 Baths
  • 3,720 Sq Ft

  160 Wakeboard Way, Winchester, TN 37398

  With an acceptable offer, the seller is offering a rare, high-value incentive: the opportunity to purchase a like-new, premium Cobalt AR7 (under 150 hours; with 2 new batteries) boat and boat lift at an exclusive 30–40% below market value. This is a home where attention to finest details speaks for themselves. Starting with the porcelain pavers at the front entry, hardwood throughout the main

  Angela Privett Benchmark Realty, LLC

  160 Wakeboard Way, Winchester, TN 37398
• 

  

  /2

  $55,000 Sold Aug 13, 2025

  0 Old Tullahoma Rd Unit RTC2967840, Winchester, TN 37398

  • Land
  • 1.16 Acres
  • $47,414 per Acre

  Last Sold Summary

  • 15% Below List Price

  Last Listing Agent Mitch Umbarger Better Homes & Gardens Real Estate Heritage Group

  0 Old Tullahoma Rd Unit RTC2967840, Winchester, TN 37398
• 

  

  

  /18

  Est $311,486 Not Listed For Sale

  72 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,542 Sq Ft
  • Built 2006

  72 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 3% Below List Price
  • $207/SF
  • 26 Days On Market

  Last Sold Price $319,900

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

  

  /2

  $166,000

  • Land
  • 0.7 Acre
  • $237,143 per Acre

  0 Stone Field de Unit 58, Winchester, TN 37398

  Build your dream home on this beautiful lot in Stone Field Heights Ph I. Subdivision conveniently located to downtown Winchester, Tim's Food Lake, shopping and restaurants. Has city water, underground utilities, sewer available. Minium square footage requirements are 2300 ft and plans must be approved by developer.

  Renee Keene WEICHERT, REALTORS Joe Orr & Associates

  0 Stone Field de Unit 58, Winchester, TN 37398
• 

  

  

  /70

  $3,050,000 Sold Jun 30, 2025

  51 W Rockcrest Cir, Winchester, TN 37398

  • 3 Beds
  • 6.5 Baths
  • 7,901 Sq Ft
  • Built 2006

  Last Sold Summary

  • 19% Below List Price
  • $386/SF
  • 45 Days On Market

  Current Estimated Value $2,967,420

  Last Listing Agent Marla Richardson Parks Compass

  51 W Rockcrest Cir, Winchester, TN 37398
• 

  

  /34

  Est $289,497 Not Listed For Sale

  20 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft
  • Built 2005

  20 Fairview Cir, Winchester, TN 37398

  Last Sold Summary

  • 1% Above List Price
  • $181/SF
  • 24 Days On Market

  Last Sold Price $287,000

  Last Listing Agent Pelatiah Prince Winton Auction & Realty Co.
• 

  

  /5

  $110,000

  • Land
  • 0.81 Acre
  • $135,802 per Acre

  1 Summer Lake Ct, Winchester, TN 37398

  Nice building tract with 3 BR building soil site on .81 acres. This lot is only minutes to Tims Ford Lake & located in the center of all the attractions. Only minutes to the state park, marinas, restaurants, and Jack Daniels Distillery. Located in southern middle Tennessee, this property is 1 1/2 hours to Nashville and 1 hour to Huntsville AL. There is a deeded easement on Lot 8 for access to the

  Greg Sitz Parks Auction & Realty

  1 Summer Lake Ct, Winchester, TN 37398
• 

  

  /17

  $230,000 Sold Dec 03, 2025

  0 Kayak Way Unit RTC3018220, Winchester, TN 37398

  • Land
  • 0 Acre

  Last Sold Summary

  • 6% Below List Price
  • 35 Days On Market

  Last Listing Agent Heather Boldizsar Lake Homes Realty, LLC

  0 Kayak Way Unit RTC3018220, Winchester, TN 37398
• 

  

  /31

  Est $480,629 Not Listed For Sale

  105 Maple Dr, Winchester, TN 37398

  • Built 2024

  105 Maple Dr, Winchester, TN 37398

  Last Sold Summary

  • 167% Above List Price
  • $95/SF
  • 3 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Timothy Crabtree Benchmark Realty, LLC
• 

  

  /41

  $1,249,000

  • 5 Beds
  • 4.5 Baths
  • 3,670 Sq Ft

  232 Loop Dr, Winchester, TN 37398

  Lake Front Living on the beautiful Tims Ford Lake. 5 Bedrooms and 4 Full Baths with additional Bonus Room. Tons of Upgrades rarely seen in the area. Recent Improvements Include: $60k Tram ( for easy home to dock accessibility) , $50k TVA Approved Dock with additional $10k Boat Lift and 2 Jetski storage plus added Water and Electricity availability . $30k Rip Rap installation . Newly Replaced

  Gabriel Besleaga Bill Jakes Realty

  232 Loop Dr, Winchester, TN 37398
• 

  

  /4

  $63,000 Sold Feb 06, 2026

  0 Rocky Hollow Dr Unit RTC3066568, Winchester, TN 37398

  • Land
  • 0.76 Acre
  • $82,895 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 34 Days On Market

  Last Listing Agent Frederick Moore Compass

  0 Rocky Hollow Dr Unit RTC3066568, Winchester, TN 37398
• 

  

  /66

  Est $877,449 Not Listed For Sale

  1041 Dripping Springs Rd, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1972

  1041 Dripping Springs Rd, Winchester, TN 37398

  Last Sold Summary

  • 9% Below List Price
  • $322/SF
  • 119 Days On Market

  Last Sold Price $965,000

  Last Listing Agent Fallon Massey Van Massey Realty & Auction
• 

  

  /27

  $299,999

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

  215 S Porter St, Winchester, TN 37398

  Turnkey investment opportunity! This package includes four 3 bedroom 2.5 bath townhomes, each offering 1,575 square feet and already tenant occupied, providing immediate cash flow from day one. Units 211, 213, and 215 are currently leased at $1,745 per month, while unit 217 is leased at $1,895 per month. Each townhome features modern finishes, an open concept layout, and a fully fenced backyard.

  Grey Smotherman Reliant Realty ERA Powered

  215 S Porter St, Winchester, TN 37398
• 

  

  /21

  $180,000 Sold Mar 03, 2026

  706 N Vine St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1943

  Last Sold Summary

  • 12% Below List Price
  • $166/SF
  • 104 Days On Market

  Current Estimated Value $175,818

  Last Listing Agent Elizabeth Padgett Peck Realty Group, LLC

  706 N Vine St, Winchester, TN 37398
• 

  

  /20

  Est $261,870 Not Listed For Sale

  55 Philip Ln, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,184 Sq Ft
  • Built 1979

  55 Philip Ln, Winchester, TN 37398

  Last Sold Summary

  • 10% Above List Price
  • $200/SF
  • 1 Day On Market

  Last Sold Price $237,000

  Last Listing Agent Edward Brock Lynch Rigsby Realty & Auction, LLC
• 

  

  /74

  $1,525,000

  • 4 Beds
  • 3.5 Baths
  • 3,922 Sq Ft

  644 Fanning Bend Dr, Winchester, TN 37398

  Luxury home in Fanning Bend. Like new condition with elevated finishes and finished walk-out basement. Water view off cove of Tims Ford Lake, open concept floor plan and XL trex deck. Very well-appointed, furnishings negotiable. Property includes a fenced-in backyard, hardscape fire pit with water view, irrigation, uplighting, built-in WiFi, smart TV's with Sonos bars/subs and a golf cart (15k

  Clay Kelton eXp Realty

  644 Fanning Bend Dr, Winchester, TN 37398
• 

  

  /36

  $406,000 Sold Jun 13, 2025

  8313 Lynchburg Rd, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $193/SF
  • 167 Days On Market

  Last Listing Agent Lisa Curl Better Homes & Gardens Real Estate Heritage Group

  8313 Lynchburg Rd, Winchester, TN 37398
• 

  

  /35

  Est $438,846 Not Listed For Sale

  109 Haddon Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 2007

  109 Haddon Ln, Winchester, TN 37398

  Last Sold Summary

  • $238/SF
  • 21 Days On Market

  Last Sold Price $440,000

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

  

  /26

  $134,900

  • Land
  • 5.16 Acres
  • $26,143 per Acre

  0 Haddon Ln Unit RTC3032775, Winchester, TN 37398

  Build your dream home in the peaceful Metcalf Crossings community, where quiet country living meets everyday convenience. This beautiful 5.16 acre tract offers a perfect blend of open space and privacy surrounded by scenic views. The property has already been surveyed and soil mapped, with city water and power available at the road and room for your own septic system. Gentle topography and

  Dennis Sanders eXp Realty

  0 Haddon Ln Unit RTC3032775, Winchester, TN 37398
• 

  

  /42

  $275,000 Sold Jun 09, 2025

  1053 Rowe Gap Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Below List Price
  • $198/SF
  • 24 Days On Market

  Current Estimated Value $283,984

  Last Listing Agent Melissa Stewart Swaffords Property Shop

  1053 Rowe Gap Rd, Winchester, TN 37398

Showing Results 681 - 720, Page 18 of 18