Winchester, TN Homes

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  /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
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  /19

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 2,235 Sq Ft
  • House for Rent

  427 Favre Cir, Winchester, TN 37398

  Gorgeous Custom-made home features one floor-designed layout with a large fireplace in the living room, open kitchen-dining, carpet in all bedrooms, a large vaulted greatroom, and a nice covered porch with a ceiling fan and a large backyard is perfect for entertainment. Grand master suite with oversized bath to relax your day~ Pets are accepted on a case-by-case basis with a non-refundable $350

  Momoko Imai Berkshire Hathaway HomeServices Woodmont Realty

  427 Favre Cir, Winchester, TN 37398
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  /33

  $340,000 Sold Sep 06, 2025

  401 E Petty Ln, Winchester, TN 37398

  • 3 Beds
  • 2.5 Baths
  • 3,960 Sq Ft
  • Built 1960

  Last Sold Summary

  • 19% Below List Price
  • $86/SF
  • 145 Days On Market

  Current Estimated Value $328,749

  Last Listing Agent Jerry Shelton Shelton Auction and Realty

  401 E Petty Ln, Winchester, TN 37398
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  /29

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  811 S Shephard St, Winchester, TN 37398

  811 S Shephard St, Winchester, TN 37398
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  /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
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  /8

  $950 per month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • House for Rent

  2965 Old Tullahoma Rd, Winchester, TN 37398

  Charming small home right on Old Tullahoma Rd. The house has a beautiful .25 miles gravel driveway surrounded by tall trees. Only 5 minutes from Winchester City Park and 7 minutes from Winchester Square. This home would be perfect for any individual or small family. No smoking. No pets. Comes with a washer-dryer combo.

  Jordan Beasley 1st Choice REALTOR

  2965 Old Tullahoma Rd, Winchester, TN 37398
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  /13

  $600,000 Sold Aug 07, 2025

  0 Abby Cir Unit RTC2696850, Winchester, TN 37398

  • Land
  • 0.62 Acre
  • $967,742 per Acre

  Last Sold Summary

  • 23% Below List Price
  • 311 Days On Market

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  0 Abby Cir Unit RTC2696850, Winchester, TN 37398
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  /6

  Not Listed For Sale

  0 Cypress Point Dr Unit RTC2708474, Winchester, TN 37398

  0 Cypress Point Dr Unit RTC2708474, Winchester, TN 37398
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  /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
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  /10

  $900 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  110 Allen Dr Unit A, Winchester, TN 37398

  All brick, hardwood floors, close to Kroger, washer/dryer hookups, very clean, large backyard.

  Curtis Benchmark Realty, LLC

  110 Allen Dr Unit A, Winchester, TN 37398
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  /10

  $95,000 Sold May 28, 2025

  512 Elm St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1942

  Last Sold Summary

  • $100/SF
  • 8 Days On Market

  Current Estimated Value $105,623

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

  512 Elm St, Winchester, TN 37398
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  /42

  Est $537,487 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  115 Barefoot Way, Winchester, TN 37398

  115 Barefoot Way, Winchester, TN 37398
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  /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
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  /40

  $3,600 per month

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft
  • House for Rent

  4 Whippoorwill Cove Rd, Winchester, TN 37398

  Stunning New Construction on Tims Ford Lake with Private Dock Discover lakeside luxury in this beautiful new construction home tucked away in a serene, secluded cove on Tims Ford Lake. Thoughtfully designed and finished with exquisite attention to detail, this four-bedroom residence also features a dedicated office with a closet that can serve as a fifth bedroom. Inside, you’ll find designer

  Phillip Poynor simpliHOM

  4 Whippoorwill Cove Rd, Winchester, TN 37398
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  /40

  $275,000 Sold Mar 31, 2025

  551 Fairview Cir, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $178/SF
  • 33 Days On Market

  Current Estimated Value $293,530

  Last Listing Agent John Peck Peck Realty Group, LLC

  551 Fairview Cir, Winchester, TN 37398
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  /10

  Not Listed For Sale

  0 Lookout Dr Unit RTC2650177, Winchester, TN 37398

  0 Lookout Dr Unit RTC2650177, Winchester, TN 37398
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  /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
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  /43

  $2,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,896 Sq Ft
  • House for Rent

  396 Harris Chapel Dr, Winchester, TN 37398

  Sharon Swafford Swaffords Property Shop

  396 Harris Chapel Dr, Winchester, TN 37398
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  /10

  $140,000 Sold Aug 04, 2025

  411 Style St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1945

  Last Sold Summary

  • 10% Below List Price
  • $158/SF
  • 52 Days On Market

  Current Estimated Value $142,955

  Last Listing Agent Angela Miller John Smith Jr Realty and Auction LLC

  411 Style St, Winchester, TN 37398
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  /35

  Est $464,334 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,417 Sq Ft

  242 Pine Bluff Rd, Winchester, TN 37398

  242 Pine Bluff Rd, Winchester, TN 37398
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  /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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  /55

  $1,225,000 Sold Jul 29, 2025

  668 Bluff Dr, Winchester, TN 37398

  • 2 Beds
  • 2.5 Baths
  • 3,076 Sq Ft
  • Built 1994

  Last Sold Summary

  • 17% Below List Price
  • $398/SF
  • 78 Days On Market

  Current Estimated Value $1,250,387

  Last Listing Agent Sam Hatfield Sam Hatfield Realty, Inc.

  668 Bluff Dr, Winchester, TN 37398
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  /10

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  0 Crestview Dr, Winchester, TN 37398

  0 Crestview Dr, Winchester, TN 37398
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  /3

  $76,900

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

  0 Deer Valley Cir Unit RTC2980754, Winchester, TN 37398

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 271-5914

  0 Deer Valley Cir Unit RTC2980754, Winchester, TN 37398
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  /20

  $242,700 Sold Mar 31, 2025

  273 Modena Cir, Decherd, TN 37324

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 2019

  Last Sold Summary

  • 7% Below List Price
  • $191/SF
  • 16 Days On Market

  Current Estimated Value $249,353

  Last Listing Agent Chelsea Greenway Winton Auction & Realty Co.

  273 Modena Cir, Decherd, TN 37324
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  /22

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  224 Dry Creek Ln, Winchester, TN 37398

  224 Dry Creek Ln, Winchester, TN 37398
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  /3

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  232 Favre Cir, Winchester, TN 37398

  Beautiful well maintained home in a classic development, convenient to grocery, shopping and many other amenities including close access to Tims Ford Lake. 3 bedrooms, 2 baths, 2 car garage, concrete patio, large front & rear yard-plenty of area to play or plant a garden. Appliances stay including washer\dryer plus new bottled gas grill. Great opportunity at this great location. Other photos

  

  Mike Stubblefield

  Franklin County Realty

  (931) 773-8667

  232 Favre Cir, Winchester, TN 37398
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  /30

  $350,000 Sold Sep 02, 2025

  147 Crimson Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $197/SF
  • 64 Days On Market

  Current Estimated Value $359,636

  Last Listing Agent John Peck Peck Realty Group, LLC

  147 Crimson Dr, Winchester, TN 37398
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  /48

  Est $1,949,201 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,185 Sq Ft

  260 Shasteen Bend Dr, Winchester, TN 37398

  260 Shasteen Bend Dr, Winchester, TN 37398
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  /8

  $149,900

  • Land
  • 0.29 Acre
  • $516,897 per Acre

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398

  One of the prettiest lake communities in Tennessee! Privately Gated and located at Tims Ford Lake. Exclusive community amenities include beautiful walking trails, full service marina with dock and boat slip rentals, clubhouse, heated pools, event center, boat club and boat rentals. Waterfront dining available at Drafts & Watercrafts. Lake life living at it's finest!

  

  Joe Orr

  WEICHERT, REALTORS Joe Orr & Associates

  (931) 283-5443

  0 Twin Creeks Dr Unit RTC2685254, Winchester, TN 37398
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  /17

  $193,000 Sold May 01, 2025

  0 Kayak Way Unit RTC2780325, Winchester, TN 37398

  • Land

  Last Sold Summary

  • 8% Below List Price
  • 64 Days On Market

  Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  0 Kayak Way Unit RTC2780325, Winchester, TN 37398
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  /34

  Est $546,752 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft

  267 Bryan Dr, Winchester, TN 37398

  267 Bryan Dr, Winchester, TN 37398
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  /37

  $459,900

  • 3 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  102 Dogwood Ln, Winchester, TN 37398

  WOW!! This brick ranch has been completely renovated and remodeled and you have got to see it to believe it!! All new custom kitchen with gorgeous cabinets, floating shelves, large island, farmhouse sink, granite countertops and pantry. Large LR/Dining room combination, den with electric fireplace, 3 oversized bedrooms with large closets, new bathrooms, and an extra flex space that could be a

  

  Ashley Lynch

  Lynch Rigsby Realty & Auction, LLC

  (931) 546-1055

  102 Dogwood Ln, Winchester, TN 37398
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  /2

  $55,000 Sold Aug 13, 2025

  0 Old Tullahoma Rd Unit RTC2967842, Winchester, TN 37398

  • Land
  • 1.27 Acres
  • $43,307 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 RTC2967842, Winchester, TN 37398
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  /8

  Not Listed For Sale

  0 Charles Ave, Winchester, TN 37398

  0 Charles Ave, Winchester, TN 37398
• 

  

  /3

  $76,900

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

  0 Deer Valley Cir Unit RTC2980778, 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) 369-3249

  0 Deer Valley Cir Unit RTC2980778, Winchester, TN 37398
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  /54

  $185,900 Sold Jul 14, 2025

  408 Style St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1957

  Last Sold Summary

  • $117/SF
  • 40 Days On Market

  Current Estimated Value $252,145

  Last Listing Agent Darrell Potts United Country - Columbia Realty & Auction

  408 Style St, Winchester, TN 37398
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  /29

  Est $417,804 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  23 Anderton Dr, Winchester, TN 37398

  23 Anderton Dr, Winchester, TN 37398
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  /40

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  18 Shady Cove Ln, Winchester, TN 37398

  Newer build in the quiet, wooded Hopkins Point Subdivision offering strong investment potential and privacy. This low-maintenance, corner-lot home is currently operating as a short-term rental, and is being sold furnished for a true turn-key opportunity. The main level features 3 bedrooms, 2 full baths, an open layout, and a whole-home water purification system. The unfinished walkout basement

  

  Jennifer Cummings

  SimpliHOM

  (931) 283-6984

  18 Shady Cove Ln, Winchester, TN 37398
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  /4

  $250,000 Sold Oct 22, 2025

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398

  • Land
  • 10.11 Acres
  • $24,728 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 83 Days On Market

  Last Listing Agent Nathan Smith John Smith Jr Realty and Auction LLC

  0 Lynchburg Rd Unit RTC2927728, Winchester, TN 37398

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