Winchester, TN Homes

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  /41

  $970,000

  Sold Nov 07, 2025

  1108 N Jefferson St, Winchester, TN 37398

  • 4 Beds
  • 7 Baths
  • 3,157 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $307/SF
  • 78 Days On Market

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  1108 N Jefferson St, Winchester, TN 37398
• 

  

  

  /26

  Est $249,256

  Not Listed For Sale

  305 4th Ave NW, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,394 Sq Ft
  • Built 1900

  305 4th Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Tyler Henley Franklin County Realty
• 

  

  /2

  Call for Price

  Pending

  • Land
  • 0 Sq Ft

  0 Gem SW Unit RTC3244799, Winchester, TN 37398

  Selling At Auction on July !8 @ 11am Subject to Chancery Court Approval

  John Smith, Jr. John Smith Jr Realty and Auction LLC

  0 Gem SW Unit RTC3244799, Winchester, TN 37398
• 

  

  

  /27

  $340,000

  Sold Sep 25, 2025

  341 Carol Cir, Winchester, TN 37398

  • 4 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $190/SF
  • 89 Days On Market

  Current Estimated Value $366,656

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

  341 Carol Cir, Winchester, TN 37398
• 

  

  

  /23

  Est $164,210

  Not Listed For Sale

  506 Maple St, Winchester, TN 37398

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1955

  506 Maple St, Winchester, TN 37398

  Last Sold Summary

  • 69 Days On Market

  Last Listing Agent Chelsea Greenway Southern Middle Realty
• 

  

  /8

  $47,500

  • Land
  • 22,651 Sq Ft
  • $91,346 per Acre

  60 Lees Ford Ln, Winchester, TN 37398

  Opportunity awaits on this wooded corner lot close to Tims Ford Lake! Just a short drive to either Tullahoma or Winchester, or multiple Lakes within 30 mins. This lot was a previous home site and would be ideal for your new home or recreational use. This property is being sold strictly as-is. The buyer will be responsible for verifying all zoning, utility availability, lot dimensions, access, and

  Victoria Monilaw Better Homes & Gardens Real Estate Heritage Group

  60 Lees Ford Ln, Winchester, TN 37398
• 

  

  /58

  $745,000

  Sold May 05, 2026

  47 Long View Dr, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $310/SF
  • 16 Days On Market

  Current Estimated Value $727,716

  Last Listing Agent Justin Briggs Freedom Realty

  47 Long View Dr, Winchester, TN 37398
• 

  

  /21

  Est $169,307

  Not Listed For Sale

  509 Plattenburg St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft
  • Built 1920

  509 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 103 Days On Market

  Last Listing Agent Donna Barber Synergy Realty Network, LLC
• 

  

  /35

  $79,900

  • Land
  • 0 Sq Ft

  0 Campfire Ct Unit 394, Winchester, TN 37398

  Build your dream home in the exclusive, gated Twin Creeks Village on Tim’s Ford Lake—ideally located directly across from one of the community’s resort-style pools and pool house. This prime homesite places you in the heart of one of Winchester’s most sought-after lake communities, offering unmatched convenience and lifestyle appeal. Twin Creeks is a golf-cart-friendly, amenity-rich neighborhood

  Eberley Holloway Southern Middle Realty

  0 Campfire Ct Unit 394, Winchester, TN 37398
• 

  

  /24

  $188,900

  Sold Jul 16, 2026

  540 Milton Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $178/SF
  • 99 Days On Market

  Last Listing Agent Shawna Denby 1st Choice REALTOR

  540 Milton Ln, Winchester, TN 37398
• 

  

  /26

  Est $109,033

  Not Listed For Sale

  515 Plattenburg St, Winchester, TN 37398

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

  515 Plattenburg St, Winchester, TN 37398

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Lindsey Perry Steve Jernigan Realty
• 

  

  /27

  $349,999

  $40K PRICE DROP

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

  131 Charlotte Dr, Winchester, TN 37398

  Bring Offers! Welcome Home!! Such a cute, well designed and spaciously laid out home that proudly boasts of 1,548 sq ft of comfortable living space!! The home welcomes you through the foyer into the roomy Living Room with a gas fireplace and custom tilework. The hardwood floors throughout this home are so beautiful and compliment every room only to add to the elegance of this beautifully designed

  Landon Keller Century 21 Volunteer Realty

  131 Charlotte Dr, Winchester, TN 37398
• 

  

  /36

  $389,000

  Sold Feb 06, 2026

  482 Boswell Rd, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 2025

  Last Sold Summary

  • $255/SF
  • 50 Days On Market

  Last Listing Agent Jacob Arnold Wildwood Management, LLC

  482 Boswell Rd, Winchester, TN 37398
• 

  

  /10

  Est $143,177

  Not Listed For Sale

  411 Style St, Winchester, TN 37398

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

  411 Style St, Winchester, TN 37398

  Last Sold Summary

  • 52 Days On Market

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

  

  /17

  $89,900

  • Land
  • 14,810 Sq Ft
  • $264,412 per Acre

  0 Kayak Way Unit 500, Winchester, TN 37398

  Lake life starts here! Located in the desirable Twin Creeks Village community on Tims Ford Lake, this large homesite offers the opportunity to build a custom getaway or full-time residence in a gated, resort-style setting. Enjoy amenities including multiple pools, a clubhouse with a restaurant, marina access, walking trails, and community gathering spaces designed for both relaxation and

  George Weeks Team George Weeks Real Estate, LLC

  0 Kayak Way Unit 500, Winchester, TN 37398
• 

  

  /52

  $415,000

  Sold Mar 31, 2026

  135 Carter Rd, Winchester, TN 37398

  • 4 Beds
  • 3.5 Baths
  • 2,884 Sq Ft
  • Built 1977

  Last Sold Summary

  • $144/SF
  • 63 Days On Market

  Current Estimated Value $434,549

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  135 Carter Rd, Winchester, TN 37398
• 

  

  /54

  Est $233,849

  Not Listed For Sale

  408 Style St, Winchester, TN 37398

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

  408 Style St, Winchester, TN 37398

  Last Sold Summary

  • 40 Days On Market

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

  

  /83

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  924 Cline Ridge Rd, Winchester, TN 37398

  Enjoy the best of Tennessee living in this charming lakefront home nestled on 0.78± acres on Tims Ford Lake! Offering approximately 1,450 square feet of comfortable living space, oversized decks and porches this property combines peaceful country surroundings with convenient access to outdoor recreation.Inside, you'll find a spacious layout featuring an inviting living area with Panoramic

  Dayla Bray Keller Williams Russell Realty & Auction

  924 Cline Ridge Rd, Winchester, TN 37398
• 

  

  /3

  $69,900

  Sold Oct 17, 2025

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398

  • Land
  • 6,534 Sq Ft
  • $466,000 per Acre

  Last Sold Summary

  • 42 Days On Market

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

  0 Deer Valley Cir Unit RTC2980809, Winchester, TN 37398
• 

  

  /19

  Est $238,913

  Not Listed For Sale

  112 Lakeland Ct, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1980

  112 Lakeland Ct, Winchester, TN 37398

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Misty Zimmerman Coldwell Banker Southern Realty
• 

  

  /4

  $99,900

  • Land
  • 13,939 Sq Ft
  • $312,188 per Acre

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398

  Build your ideal lake retreat on Lot 257 Why Worry Lane in the highly sought-after Twin Creeks Village near stunning Tims Ford Lake. This gated waterfront community blends luxury lake living with the relaxed charm of a resort getaway, making it the perfect place to create your own escape. Enjoy access to incredible amenities including multiple community pools, a clubhouse, full-service marina

  Art Kelly Zeitlin Sotheby's International Realty

  0 Why Worry Ln Unit RTC3186713, Winchester, TN 37398
• 

  

  /43

  $195,000

  Sold Oct 10, 2025

  611 N High St, Winchester, TN 37398

  • 2 Beds
  • 1 Bath
  • 1,807 Sq Ft
  • Built 1919

  Last Sold Summary

  • 2% Below List Price
  • $108/SF
  • 5 Days On Market

  Current Estimated Value $208,309

  Last Listing Agent Rachel Ferrell Southern Middle Realty

  611 N High St, Winchester, TN 37398
• 

  

  /16

  Est $228,807

  Not Listed For Sale

  96 Duncan Ln, Winchester, TN 37398

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft
  • Built 1980

  96 Duncan Ln, Winchester, TN 37398

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Connie Wallace Century 21 Coffee County Realty & Auction
• 

  

  /3

  Call for Price

  308 Peaceful Ln, Winchester, TN 37398

  For sale at auction! 130 acres in 9 tracts. Tract 7 = 20.9 acres with 289' frontage on Peaceful Lane. This tract features a 2br/1ba single-story brick dwelling with kitchen, living room, den, utility room, & sunroom. There are also multiple ag buildings which include 62'x127' equipment shed, 25'x28' two bay detached garage, 44'x58' equipment shed, 30'x96' barn, 66'x88' barn, 56'x168' hay barn, 4

  Thomas Ore Winton Auction & Realty Co.

  308 Peaceful Ln, Winchester, TN 37398
• 

  

  /6

  $58,900

  Sold Oct 16, 2025

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398

  • Land
  • 41,817 Sq Ft
  • $61,354 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 4 Days On Market

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

  0 Lynchburg Rd Unit RTC3003411, Winchester, TN 37398
• 

  

  /9

  Est $196,313

  Not Listed For Sale

  310 3rd Ave SE, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 985 Sq Ft
  • Built 1926

  310 3rd Ave SE, Winchester, TN 37398

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Wayne Neese Coldwell Banker Southern Realty
• 

  

  /37

  $429,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,157 Sq Ft

  109 Oak Park, Winchester, TN 37398

  SELLER IS OFFERING $15,000 TOWARDS CLOSING COSTS OR RATE BUY DOWN!! Step into this beautifully renovated 1950s ranch where timeless charm meets modern comfort. This move-in ready home features 3 bedrooms and 2 full bathrooms, thoughtfully updated throughout. The spacious great room is the heart of the home, highlighted by the original stone fireplace that creates a warm and inviting atmosphere

  Penny Bowen Bowen Signature Properties

  109 Oak Park, Winchester, TN 37398
• 

  

  /21

  $290,000

  Sold Sep 15, 2026

  125 Hazelwood Ln, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2006

  Last Sold Summary

  • $199/SF
  • 5 Days On Market

  Current Estimated Value $317,642

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

  125 Hazelwood Ln, Winchester, TN 37398
• 

  

  /6

  Est $281,662

  Not Listed For Sale

  406 4th Ave SE, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1958

  406 4th Ave SE, Winchester, TN 37398

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent John Peck Century 21 Volunteer Realty
• 

  

  /36

  $315,000

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  1585 Paynes Church Rd, Winchester, TN 37398

  BRAND NEW! ONE LEVEL, 3BD | 2BTH home LVP flooring throughout, NO CARPET OR STAIRS! ideal for easy maintenance! The kitchen features custom cabinetry, and SS kitchen appliances with brush nickel finishes. Open Concept layout & split bedroom floorplan- providing added privacy to the primary suite. This large yard offers plenty of space to host BBQ's, Garden or let the pups run & play! Take in the

  Kasidy Lowe Compass Tennessee, LLC

  1585 Paynes Church Rd, Winchester, TN 37398
• 

  

  /18

  $450,000

  Sold Apr 28, 2026

  134 Wiseman Ln, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,274 Sq Ft
  • Built 2026

  Last Sold Summary

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

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

  134 Wiseman Ln, Winchester, TN 37398
• 

  

  /69

  Est $311,918

  Not Listed For Sale

  408 N Jefferson St, Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft
  • Built 1920

  408 N Jefferson St, Winchester, TN 37398

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Eberley Holloway Southern Middle Realty
• 

  

  /15

  $354,500

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft

  145 Murray Lake Dr, Winchester, TN 37398

  Welcome to this beautiful 3 br 2 ba brick home located in the areas most desirable subdivision. This home features an inviting open floor plan perfect for entertaining or everyday living. You'll love the gorgeous HW floors, custom cabinetry, and abundant counterspace. The oversize laundry room provides additional convenience while the huge closets ensure plenty of organization. The huge primary

  Chris Hawkersmith Lynch Rigsby Realty & Auction, LLC

  145 Murray Lake Dr, Winchester, TN 37398
• 

  

  /63

  $570,000

  Sold Nov 12, 2025

  316 Campfire Ct, Winchester, TN 37398

  • 3 Beds
  • 3.5 Baths
  • 2,538 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 78 Days On Market

  Current Estimated Value $605,905

  Last Listing Agent Tara Hays Benchmark Realty, LLC

  316 Campfire Ct, Winchester, TN 37398
• 

  

  /15

  Est $231,515

  Not Listed For Sale

  208 3rd Ave NW, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 1,783 Sq Ft
  • Built 1943

  208 3rd Ave NW, Winchester, TN 37398

  Last Sold Summary

  • 4 Days On Market

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

  

  /63

  $975,000

  $25K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,191 Sq Ft

  171 Cypress Point Dr, Winchester, TN 37398

  This property is absolutely stunning! The features give it such a luxurious and unique vibe. The combination of master suites on the main floor, the roll-up garage door in the dining room for that indoor-outdoor feel, and the real mountain sandstone outdoor fireplace and foundation really sets it apart. Plus, a boat slip on the community dock and extra garage space for a boat are perfect for

  Bj Rigsby Lynch Rigsby Realty & Auction, LLC

  171 Cypress Point Dr, Winchester, TN 37398
• 

  

  /4

  $200,000

  Sold Apr 23, 2026

  0 Long View Dr Unit 55, Winchester, TN 37398

  • Land
  • 29,185 Sq Ft
  • $298,507 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 122 Days On Market

  Last Listing Agent Jon Smith Orchard Brokerage, LLC

  0 Long View Dr Unit 55, Winchester, TN 37398
• 

  

  /69

  Est $497,407

  Not Listed For Sale

  227 Sells St, Winchester, TN 37398

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft
  • Built 1997

  227 Sells St, Winchester, TN 37398

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Stacey Vaughn eXp Realty
• 

  

  /16

  $99,999

  $10K PRICE DROP

  • Land
  • 9,016 Sq Ft
  • $483,087 per Acre

  0 Kayak Way Unit RTC3271990, Winchester, TN 37398

  Imagine waking each morning to the gentle rhythm of lake life, where every day holds the promise of relaxation and connection. Nestled within a beautifully gated community along the shores of Tims Ford Lake, this rare opportunity at 0 Kayak Way offers more than just a property, it presents an invitation to embrace a lifestyle of ease and adventure. The community welcomes you with an impressive

  Valerie Wilder Century 21 Coffee County Realty & Auction

  0 Kayak Way Unit RTC3271990, Winchester, TN 37398
• 

  

  /3

  $67,500

  Sold Jan 26, 2026

  0 Little St Unit RTC3031392, Winchester, TN 37398

  • Land
  • 3.19 Acres
  • $21,160 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 83 Days On Market

  Last Listing Agent George Weeks Team George Weeks Real Estate, LLC

  0 Little St Unit RTC3031392, Winchester, TN 37398

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