Winchester, TN Homes

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  /38

  Est $320,967 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  290 Fairview Cir, Winchester, TN 37398

  290 Fairview Cir, Winchester, TN 37398
• 

  

  

  /5

  $99,900

  • Land
  • 0.9 Acre
  • $111,000 per Acre

  0 Owl Hollow Ln, Winchester, TN 37398

  This lot is just waiting on a lake lover to build their get-a-way retreat. The .90 acre lot has been septic approved for a 3 bedroom home. An adjacent neighbor includes acres of TWRA wildlife protected property in a quiet lake cove, perfect for launching kayaks and canoes. Just minutes away from several boat ramps, Tim's Ford State Park, Bear Trace Golf Course at Tim's Ford, Twin Creeks Marina,

  Jaine Colley WEICHERT, REALTORS Joe Orr & Associates

  0 Owl Hollow Ln, 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

  Last Listing Agent Jessica London Southern Middle Realty

  136 Houghton Dr, Winchester, TN 37398
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  /59

  Est $238,923 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,008 Sq Ft

  216 Franklin Park, Winchester, TN 37398

  216 Franklin Park, Winchester, TN 37398
• 

  

  

  /55

  $799,900

  • 4 Beds
  • 3.5 Baths
  • 2,886 Sq Ft

  309 Campfire Ct, Winchester, TN 37398

  Lake life at its finest! This better than new, custom home in Twin Creeks is a MUST SEE and features upgrades galore! From the inviting stone-accented exterior and charming covered front porch to the open and thoughtfully designed interior, every detail of this home exudes quality and comfort. It is a rare opportunity to find a home with all the bells and whistles at this price! Inside, you’ll

  Shelia Lunsford Benchmark Realty, LLC

  309 Campfire Ct, 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

  Last Listing Agent Kristin Swan-White Reliant Realty ERA Powered

  285 Crimson Dr, Winchester, TN 37398
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  /34

  Est $372,604 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,864 Sq Ft

  305 Oak Leaf Cir, Winchester, TN 37398

  305 Oak Leaf Cir, Winchester, TN 37398
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  /17

  $135,000

  • Land
  • 2.46 Acres
  • $54,945 per Acre

  0 Lakeview Way, Winchester, TN 37398

  Come build your dream home on this +/- 2.457 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also just down the road from a public boat launch on the beautiful Tims Ford Lake. Enjoy the convenience of being less than five minutes from all the shopping, dining, and amenities that Winchester and Decherd

  Pelatiah Prince Winton Auction & Realty Co.

  0 Lakeview Way, Winchester, TN 37398
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  /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
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  /55

  Est $609,179 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,468 Sq Ft

  60 Magrath Rd, Winchester, TN 37398

  60 Magrath Rd, Winchester, TN 37398
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  /41

  $999,900

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  995 Dripping Springs Rd, Winchester, TN 37398

  Tims Ford LAKEFRONT | PRIVATE DOCK | Year-Round Lake Views | STR-Eligible | Move-In Ready Retreat Experience lake living at its best with this beautifully maintained 3BR/2.5BA (with flex space for family room, office or 4th bedroom) home offering year-round water views from nearly every window and your own private boat dock. Spanning 2,256 square feet, this home combines comfort, functionality,

  Anna Greer eXp Realty

  995 Dripping Springs Rd, Winchester, TN 37398
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  /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 $340,584

  Last Listing Agent Amy Rivera Marcoma Realty, Inc.

  13 Anderton Dr, Winchester, TN 37398
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  /50

  Est $396,760 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft

  817 Myers Rd, Winchester, TN 37398

  817 Myers Rd, Winchester, TN 37398
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  /12

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  408 Style St, Winchester, TN 37398

  Spacious home is convenient to Downtown Winchester and Beautiful Tims Ford Lake. It offers 3 bedrooms, 2 full baths and an office (possible 4th bedroom). Property includes a one car attached garage and two storage buildings. Situated on nice corner lot and located just minutes from Public Boat Ramp on Tims Ford Lake, Dry Creek Beach and Twin Creeks Marina.

  Cheryl Damron Swaffords Property Shop

  408 Style St, Winchester, TN 37398
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  /28

  $167,000 Sold Oct 02, 2025

  500 S Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • Built 1965

  Last Sold Summary

  • 12% Below List Price
  • $111/SF
  • 12 Days On Market

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

  500 S Jefferson St, Winchester, TN 37398
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  /48

  Est $319,676 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  70 Meaker Ln, Winchester, TN 37398

  70 Meaker Ln, Winchester, TN 37398
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  /3

  $69,900

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

  0 Deer Valley Cir Unit RTC2980748, 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

  0 Deer Valley Cir Unit RTC2980748, Winchester, TN 37398
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  /38

  $325,000 Sold Feb 18, 2025

  810 Cumberland Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft
  • Built 1948

  Last Sold Summary

  • 19% Below List Price
  • $144/SF
  • 72 Days On Market

  Current Estimated Value $323,270

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

  810 Cumberland Dr, Winchester, TN 37398
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  /54

  Est $549,257 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
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  /7

  $150,000

  • Land
  • 0.9 Acre
  • $166,667 per Acre

  0 Summerlake Ct Unit RTC2936676, Winchester, TN 37398

  Newly developed Summerlake Ct. Subdivision. Build your new home in this quiet and secluded subdivision. An easement within walking distance to the Summerlake TVA Access Trail that leads to Owl Hollow Cove on Tims Ford Lake. The access is for golf carts, ATV, bicycle, hiking, paddle board, kayak, swimming and fishing.

  Yvette Lowe Century 21 Coffee County Realty & Auction

  0 Summerlake Ct Unit RTC2936676, Winchester, TN 37398
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  /5

  $295,000 Sold Sep 29, 2025

  804 N Jefferson St, Winchester, TN 37398

  • Land
  • 0.63 Acre
  • $468,254 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 3 Days On Market

  Last Listing Agent Peter Noble Crye-Leike Realty

  804 N Jefferson St, Winchester, TN 37398
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  /40

  Est $241,246 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
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  /24

  $199,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  815 N High St, Winchester, TN 37398

  Step into the charm of Winchester living with this beautifully updated 2-bed, 1-bath cottage just minutes from the historic town square. The home offers a bright, welcoming layout with a cozy front porch and a level yard that’s simple to maintain. Enjoy quick access to local shops, restaurants, and community events, along with a short drive to Tims Ford Lake for boating and weekend relaxation.

  Heather Boldizsar Lake Homes Realty, LLC

  815 N High St, Winchester, TN 37398
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  /41

  $354,900 Sold Jan 09, 2025

  2272 Old Tullahoma Rd, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft
  • Built 2006

  Last Sold Summary

  • $225/SF
  • 13 Days On Market

  Current Estimated Value $352,322

  Last Listing Agent Valerie Wilder Century 21 Coffee County Realty & Auction

  2272 Old Tullahoma Rd, Winchester, TN 37398
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  /49

  Est $322,262 Not Listed For Sale

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

  76 Chase Cir, Winchester, TN 37398

  76 Chase Cir, Winchester, TN 37398
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  /33

  $575,000

  • 4 Beds
  • 4 Baths
  • 2,749 Sq Ft

  54 Foyer Dr, Winchester, TN 37398

  Charming 4-Bedroom Brick Home in Bell Acres!REDUCED! BUYER CONCESSIONS OF UP TO $10,000! Don’t miss this opportunity to live in lovely Bell Acres! This well-maintained brick home offers 4 bedrooms, 2 full baths, and 2 half baths. Features include wide hallways, a spacious central living/family room, and a large family kitchen perfect for gatherings. Enjoy the cozy gas fireplace and a

  Dawn Parrish Leading Edge Real Estate Group

  54 Foyer Dr, Winchester, TN 37398
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  /42

  $350,000 Sold Aug 01, 2025

  134 Island Way, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 2,002 Sq Ft
  • Built 2019

  Last Sold Summary

  • 26% Below List Price
  • $175/SF
  • 284 Days On Market

  Current Estimated Value $361,230

  Last Listing Agent Seth Choate Keller Williams Realty Frankli

  134 Island Way, Winchester, TN 37398
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  /11

  Est $268,859 Not Listed For Sale

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

  360 Strawberry Dr, Winchester, TN 37398

  360 Strawberry Dr, Winchester, TN 37398
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  /6

  $79,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,139 Sq Ft

  503 Elm St, Winchester, TN 37398

  2 story home, Fenced back yard, Screened in front porch. Separate garage. Property being sold as-is.

  Brent Liston Sr. Lynch Rigsby Realty & Auction, LLC

  503 Elm St, Winchester, TN 37398
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  /43

  $349,900 Sold Apr 25, 2025

  97 Edgefield Ct, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 2023

  Last Sold Summary

  • $213/SF
  • 136 Days On Market

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

  97 Edgefield Ct, Winchester, TN 37398
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  /62

  Est $455,805 Not Listed For Sale

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

  287 Woodcrest Dr, Winchester, TN 37398

  287 Woodcrest Dr, Winchester, TN 37398
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  /29

  $559,900

  • 2 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  102 Cannonball Ct, Winchester, TN 37398

  Inside this home you will find hardwood and tile flooring throughout. The custom designed kitchen is complete with SS Kitchen Aid Appliances - such as double ovens, beverage center and icemaker in island, commercial sized refrigerator, gas cook top, dishwasher, and built in microwave. The Great Room has gas log fireplace. You will love the size of the Master Suites with private baths and walk in

  Angela Privett Benchmark Realty, LLC

  102 Cannonball Ct, Winchester, TN 37398
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  /85

  $1,327,500 Sold Aug 07, 2025

  228 Murray Lake Dr, Winchester, TN 37398

  • 3 Beds
  • 3 Baths
  • 3,394 Sq Ft
  • Built 1995

  Last Sold Summary

  • 12% Below List Price
  • $391/SF
  • 97 Days On Market

  Current Estimated Value $1,329,007

  Last Listing Agent Joe Orr WEICHERT, REALTORS Joe Orr & Associates

  228 Murray Lake Dr, Winchester, TN 37398
• 

  

  /20

  Est $150,048 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 948 Sq Ft

  504 Plattenburg St, Winchester, TN 37398

  504 Plattenburg St, Winchester, TN 37398
• 

  

  /70

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,592 Sq Ft

  65 Pontoon Place, Winchester, TN 37398

  Discover refined lake living in this exquisite, gated community, where peace and luxury come together. Selling Fully Furnished!! Residents here enjoy an impressive list of amenities, including a full-service marina, clubhouse, and several pools. Low maintenance with a HOA that takes care of your lawn and all amenities. This stunning home is crafted with timeless detail featuring both an indoor

  Angela Miller John Smith Jr Realty and Auction LLC

  65 Pontoon Place, Winchester, TN 37398
• 

  

  /29

  $1,083,000 Sold Apr 11, 2025

  214 Ravine Dr, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 2,870 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Below List Price
  • $377/SF
  • 22 Days On Market

  Current Estimated Value $1,088,564

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  214 Ravine Dr, Winchester, TN 37398
• 

  

  /59

  Est $1,396,109 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

  $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

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

  

  /47

  $355,000 Sold Jun 06, 2025

  655 Clark Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 2 Days On Market

  Current Estimated Value $713,091

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  655 Clark Rd, Winchester, TN 37398
• 

  

  /24

  Est $265,176 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  3579 Lynchburg Rd, Winchester, TN 37398

  3579 Lynchburg Rd, Winchester, TN 37398

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