Winchester, TN Homes

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  /60

  Est $430,735 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  106 Chattin St, Winchester, TN 37398

  106 Chattin St, Winchester, TN 37398
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  /29

  $374,900

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  17 Favre Cir, Winchester, TN 37398

  Move-in ready and perfectly situated on a corner lot located just minutes from shopping, schools, restaurants, Winchester Municipal Airport, Winchester Hospital, Tims Ford Lake, and the Nissan Powertrain Assembly Plant. This home offers convenience at every turn. The sellers have thoughtfully customized this 3-bedroom, 2-bath home with beautiful upgrades throughout. Enjoy an updated kitchen and

  Marcia Long Franklin County Realty

  17 Favre Cir, Winchester, TN 37398
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  /15

  $185,000 Sold Jul 14, 2025

  104 3rd Ave NW, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft
  • Built 1948

  Last Sold Summary

  • $185/SF
  • 7 Days On Market

  Current Estimated Value $180,574

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  104 3rd Ave NW, Winchester, TN 37398
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  /30

  Est $845,847 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  171 Brandi Way, Winchester, TN 37398

  171 Brandi Way, Winchester, TN 37398
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  /3

  $76,900

  • Land
  • 0.18 Acre
  • $427,222 per Acre

  0 Deer Valley Cir Unit RTC2980760, 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 RTC2980760, Winchester, TN 37398
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  /15

  $204,000 Sold Dec 30, 2024

  1010 N High St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • Built 1952

  Last Sold Summary

  • 36% Below List Price
  • $109/SF
  • 68 Days On Market

  Current Estimated Value $214,384

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

  1010 N High St, Winchester, TN 37398
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  /58

  Est $924,870 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 2,707 Sq Ft

  51 Roberts Rd S, Winchester, TN 37398

  51 Roberts Rd S, Winchester, TN 37398
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  /29

  $159,900

  • Land
  • 0.5 Acre
  • $319,800 per Acre

  0 River Watch Way Unit RTC3039225, Winchester, TN 37398

  Experience lake living at its finest on this spacious 0.5-acre corner lot in the prestigious Twin Creeks Village of Winchester, TN. Backing up to a lush tree line, Lot 531 offers privacy and flexibility with its generous size and corner location providing the potential for two driveway access points and allowing a variety of floor plan options to suit your lifestyle.Located within a gated

  Marcia Long Franklin County Realty

  0 River Watch Way Unit RTC3039225, Winchester, TN 37398
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  /70

  $680,000 Sold Sep 24, 2025

  308 Twin Creeks Dr, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,880 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $236/SF
  • 12 Days On Market

  Current Estimated Value $683,702

  Last Listing Agent Erynn Lavagnino Parks Compass

  308 Twin Creeks Dr, Winchester, TN 37398
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  /13

  Est $312,858 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  189 Oak Leaf Cir, Winchester, TN 37398

  189 Oak Leaf Cir, Winchester, TN 37398
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  /2

  $165,000

  • Land
  • 0.7 Acre
  • $235,714 per Acre

  0 Stone Field de, 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, Winchester, TN 37398
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  /29

  $365,000 Sold Jun 16, 2025

  27 Island Way, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,727 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 67 Days On Market

  Current Estimated Value $376,725

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

  27 Island Way, Winchester, TN 37398
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  /33

  Est $288,899 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  271 Fairview Cir, Winchester, TN 37398

  271 Fairview Cir, Winchester, TN 37398
• 

  

  /5

  $150,000

  • Land
  • 0.81 Acre
  • $185,185 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
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  /56

  $900,000 Sold Nov 21, 2025

  48 White Oak Ln, Winchester, TN 37398

  • 3 Beds
  • 4 Baths
  • 2,475 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $364/SF
  • 284 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  48 White Oak Ln, Winchester, TN 37398
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  /18

  Est $310,996 Not Listed For Sale

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

  72 Fairview Cir, Winchester, TN 37398

  72 Fairview Cir, Winchester, TN 37398
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  /30

  $242,000

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  210 E Petty Ln, Winchester, TN 37398

  Charming brick home on corner lot in convenient to everything location. 3 bedrooms and 1.5 baths with fresh paint inside and out and plenty of room for entertaining friends and family. One car attached garage and 2 car carport at back entrance for easy covered access to kitchen/den area. Hardwood floors in living room, hall and bedrooms, vinyl privacy fence on 2 sides of back yard. Kitchen

  Patricia Mathis Lake Homes Realty, LLC

  210 E Petty Ln, Winchester, TN 37398
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  /27

  $424,900 Sold May 07, 2025

  57 Pontoon Place, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,423 Sq Ft
  • Built 2021

  Last Sold Summary

  • 9% Below List Price
  • $299/SF
  • 90 Days On Market

  Current Estimated Value $425,046

  Last Listing Agent Susan Bryant Keller Williams Realty Nashville/Franklin

  57 Pontoon Place, Winchester, TN 37398
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  /31

  Est $195,218 Not Listed For Sale

  105 Maple Dr, Winchester, TN 37398

  105 Maple Dr, Winchester, TN 37398
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  /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
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  /31

  $175,000 Sold Feb 12, 2025

  711 N Vine St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1947

  Last Sold Summary

  • $260/SF
  • 60 Days On Market

  Current Estimated Value $148,600

  Last Listing Agent Clinton Blatter CB Realty

  711 N Vine St, Winchester, TN 37398
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  /20

  Est $272,522 Not Listed For Sale

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

  55 Philip Ln, Winchester, TN 37398

  55 Philip Ln, Winchester, TN 37398
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  /24

  $204,900

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  540 Milton Ln, Winchester, TN 37398

  This 1064 sq ft home offers modern finishes with a funtional layout. Featuring granite countertops and soft close kitchen cabinets. Luxury vinyl flooring throughout. The vaulted ceilings in the kitchen and livingroom elevate these common areas. The kitchen is equipped with a stove, microwave, dishwasher, and refrigerator. Convenient stackable washer and dryer also included. Enjoy the outdoors

  Shawna Denby 1st Choice REALTOR

  540 Milton Ln, Winchester, TN 37398
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  /47

  $195,000 Sold Jul 03, 2025

  4756 Old Tullahoma Rd, Winchester, TN 37398

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $183/SF
  • 9 Days On Market

  Current Estimated Value $197,239

  Last Listing Agent Jessica London Southern Middle Realty

  4756 Old Tullahoma Rd, Winchester, TN 37398
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  /35

  Est $456,619 Not Listed For Sale

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

  109 Haddon Ln, Winchester, TN 37398

  109 Haddon Ln, Winchester, TN 37398
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  /33

  $289,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,310 Sq Ft

  803 S Shephard St, Winchester, TN 37398

  SELLER IS OFFERING $10,000 TOWARDS BUYER’S CLOSING COSTS OR INTEREST RATE BUY DOWN! Check out this brand new 3-bedroom, 2-bathroom house just minutes from the square in Winchester, TN and Tims Ford Lake! This house has an open concept floor plan on a solid slab foundation and features a concrete driveway, two car attached garage, master bedroom suite, utility room, stainless steel appliances, and

  Pelatiah Prince Winton Auction & Realty Co.

  803 S Shephard St, Winchester, TN 37398
• 

  

  /79

  $847,900 Sold May 14, 2025

  143 Slalom Cir, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 3,216 Sq Ft
  • Built 2020

  Last Sold Summary

  • $264/SF
  • 5 Days On Market

  Current Estimated Value $817,573

  Last Listing Agent Jennifer Watson Exit Truly Home Realty

  143 Slalom Cir, Winchester, TN 37398
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  /21

  Est $250,349 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,548 Sq Ft

  4519 Lynchburg Rd, Winchester, TN 37398

  4519 Lynchburg Rd, Winchester, TN 37398
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  /64

  $390,000

  • 4 Beds
  • 3 Baths
  • 2,528 Sq Ft

  144 Wood Bluff Rd, Winchester, TN 37398

  Nestled in a serene and inviting neighborhood, this 2528 sq ft home offers a perfect blend of comfort, style, and functionality. The home boasts 1 bedroom, 1 full bath, and an office that easily doubles as a second bedroom on the first level. From there step into a spacious living room adorned with oversized windows that bathe the space in natural light, offering picturesque views of your own

  Melissa Stewart Swaffords Property Shop

  144 Wood Bluff Rd, 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
• 

  

  /22

  Est $369,651 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft

  4250 Lynchburg Rd, Winchester, TN 37398

  4250 Lynchburg Rd, Winchester, TN 37398
• 

  

  /17

  Call for Price Pending

  • Land
  • 17.77 Acres

  5257 Holders Cove Rd, Winchester, TN 37398

  AT AUCTION! LAND IN HOLDERS COVE! Tract 2 = 17.77 Acres. BEAUTIFUL BUILDING SITE! Two separate 50' entrances on Holders Cove Road. Good soils site established. Restricted. Auction held live onsite on Saturday, November 22nd @ 10am. BID ONLINE OR BID LIVE ONSITE DAY OF AUCTION!

  Thomas Ore Winton Auction & Realty Co.

  5257 Holders Cove Rd, Winchester, TN 37398
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  /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 $2,938,584

  Last Listing Agent Marla Richardson Parks Compass

  51 W Rockcrest Cir, Winchester, TN 37398
• 

  

  /23

  Est $381,936 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  700 Maple Bend Rd, Winchester, TN 37398

  700 Maple Bend Rd, Winchester, TN 37398
• 

  

  /9

  $89,900

  • Land
  • 0.64 Acre
  • $140,469 per Acre

  0 S College St Unit RTC2942332, Winchester, TN 37398

  Don’t miss your chance to own a stunning waterfront property for under $100,000, just minutes from the charming and historic heart of Winchester, TN! This rare 0.64-acre gem (Lot 2) offers direct access to Boiling Fork Creek/Tims Ford Lake, making it perfect for fishing, kayaking, and peaceful outdoor living. Tucked away in nature, yet close to shopping, dining, and modern conveniences, this is

  Kitt Pupel, Broker LuxSmart Realty

  0 S College St Unit RTC2942332, Winchester, TN 37398
• 

  

  /20

  $260,000 Sold Jan 31, 2025

  317 Strawberry Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $217/SF
  • 86 Days On Market

  Current Estimated Value $261,073

  Last Listing Agent Spencer Forsythe EXIT Noble Realty Group

  317 Strawberry Dr, Winchester, TN 37398
• 

  

  /57

  Est $1,408,050 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,415 Sq Ft

  1332 Cline Ridge Rd, Winchester, TN 37398

  1332 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /3

  $76,900

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

  0 Deer Valley Cir Unit RTC2980774, 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 RTC2980774, 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
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  /15

  Est $220,223 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  494 Woods Edge Rd, Winchester, TN 37398

  494 Woods Edge Rd, Winchester, TN 37398

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