9,766

Winchester, TN Homes

Section Image
  • /3

    $40,000 Sold Jun 20, 2025

    0 Old Tullahoma Rd Unit RTC2775160, Winchester, TN 37398

    • Land
    • 1.15 Acres
    • $34,783 per Acre

    Last Sold Summary

    • 50% Below List Price
    • 142 Days On Market

    Last Listing Agent Tony Griffis Better Homes & Gardens Real Estate Heritage Group

    0 Old Tullahoma Rd Unit RTC2775160, Winchester, TN 37398
    • /29

      Est $260,907 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,736 Sq Ft

      202 8th Ave SE, Winchester, TN 37398

      202 8th Ave SE, Winchester, TN 37398
  • /3

    $69,900

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

    0 Deer Valley Cir Unit RTC2980757, 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 RTC2980757, Winchester, TN 37398
  • /14

    $70,000 Sold Jun 20, 2025

    0 Grammer Hill Rd, Winchester, TN 37398

    • Land
    • 5.15 Acres
    • $13,592 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 7 Days On Market

    Last Listing Agent Charlie Gonzales Southern Middle Realty

    0 Grammer Hill Rd, Winchester, TN 37398
    • /39

      Est $204,333 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,104 Sq Ft

      1508 Clark St, Winchester, TN 37398

      1508 Clark St, Winchester, TN 37398
  • /36

    $389,000

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

    482 Boswell Rd, Winchester, TN 37398

    Nestled on the quiet edge of Winchester’s rolling farmland, this 3-bedroom, 2-bath charmer delivers pure country living with lake life at your fingertips. Greet the day with coffee in hand on the spacious covered front porch. Inside, an open floor plan flows from a bright living room to a kitchen perfect for everyday ease, featuring quartz countertops, a generous island, spacious walk-in pantry,

    Jacob Arnold Wildwood Management, LLC

    482 Boswell Rd, Winchester, TN 37398
  • /64

    $435,000 Sold Apr 30, 2025

    20 Pine Bluff Rd, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 2,307 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Below List Price
    • $189/SF
    • 76 Days On Market

    Current Estimated Value $437,420

    Last Listing Agent Susan Baker BHGRE Baker & Cole

    20 Pine Bluff Rd, Winchester, TN 37398
    • /14

      Est $340,890 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,330 Sq Ft

      108 8th Ave SE, Winchester, TN 37398

      108 8th Ave SE, Winchester, TN 37398
  • /3

    $75,000

    • Land
    • 1.12 Acres
    • $66,964 per Acre

    0 Pickney Rd, Winchester, TN 37398

    Beautiful rolling lot on over an acre in a quiet neighborhood. Build your dream home midway between Chattanooga and Nashville. The three lots connected are for sale. Middle lot (189 Pickney Rd) has a 3/2 house -MLS #3067416).

    Debbie DeLoach Crye-Leike, Realtors

    0 Pickney Rd, Winchester, TN 37398
  • /16

    $478,900 Sold Feb 18, 2025

    8465 Lynchburg Rd, Winchester, TN 37398

    • 4 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 2024

    Last Sold Summary

    • $205/SF
    • 46 Days On Market

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

    8465 Lynchburg Rd, Winchester, TN 37398
    • /10

      Est $201,041 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft

      105 7th Ave SW, Winchester, TN 37398

      105 7th Ave SW, Winchester, TN 37398
  • /2

    $250,000

    • Land
    • 0.67 Acre
    • $373,134 per Acre

    0 Long View Dr, Winchester, TN 37398

    Build your dream home on this beautiful lake lot with dock rights on the beautiful Tims Ford Lake in Winchester TN. This lot has a boat dock slip allowed and comes with a public pickle ball court, boat ramp, and a beautiful view. This property is a rare find for those seeking both recreational and residential excellence on the lake.

    Jon Smith Real Broker

    0 Long View Dr, Winchester, TN 37398
  • /43

    $334,000 Sold Feb 04, 2025

    112 8th Ave SE, Winchester, TN 37398

    • 5 Beds
    • 3 Baths
    • 2,837 Sq Ft
    • Built 1952

    Last Sold Summary

    • 16% Below List Price
    • $118/SF
    • 153 Days On Market

    Current Estimated Value $354,383

    Last Listing Agent Melissa Stewart Swaffords Property Shop

    112 8th Ave SE, Winchester, TN 37398
    • /57

      Est $339,843 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,033 Sq Ft

      706 S High St, Winchester, TN 37398

      706 S High St, Winchester, TN 37398
  • /3

    $99,900

    • Land
    • 3.19 Acres
    • $31,317 per Acre

    0 Little St Unit RTC3031392, Winchester, TN 37398

    Wooded building site, over three acers near Tim's Ford lake close to the charming Winchester square. Build your dream home or multiple homes!

    George Weeks Team George Weeks Real Estate, LLC

    0 Little St Unit RTC3031392, Winchester, TN 37398
  • /25

    $800,000 Sold Aug 20, 2025

    1419 Dripping Springs Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 2,411 Sq Ft
    • Built 1975

    Last Sold Summary

    • 14% Below List Price
    • $332/SF
    • 67 Days On Market

    Current Estimated Value $818,752

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

    1419 Dripping Springs Rd, Winchester, TN 37398
    • /40

      Est $408,922 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,770 Sq Ft

      400 S High St, Winchester, TN 37398

      400 S High St, Winchester, TN 37398
  • /49

    $279,000

    • 3 Beds
    • 1 Bath
    • 2,236 Sq Ft

    621 S Jefferson St, Winchester, TN 37398

    Step back in time with this historic Craftsman house just blocks away from Downtown Winchester! Built in 1910, full of character and charm, this home has had some updates such as new metal roof and great kitchen, but is ready for more updates and repairs to make it truly your own. The Guest house with a LR, kitchen, bedroom and full bath is perfect for visitors, extended family or rental

    Ashley Lynch Lynch Rigsby Realty & Auction, LLC

    621 S Jefferson St, Winchester, TN 37398
  • /5

    $55,000 Sold Jul 10, 2025

    0 Lynchburg Rd Unit RTC2899279, Winchester, TN 37398

    • Land
    • 0.96 Acre
    • $57,292 per Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Thomas Ore Winton Auction & Realty Co.

    0 Lynchburg Rd Unit RTC2899279, Winchester, TN 37398
    • /12

      Est $168,466 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 925 Sq Ft

      404 Rotary Dr, Winchester, TN 37398

      404 Rotary Dr, Winchester, TN 37398
  • /3

    $76,900

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

    0 Deer Valley Cir Unit RTC2980817, 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 RTC2980817, Winchester, TN 37398
  • /13

    $55,000 Sold Apr 04, 2025

    0 Kayak Way Unit RTC2498676, Winchester, TN 37398

    • Land

    Last Sold Summary

    • 34% Below List Price
    • 717 Days On Market

    Last Listing Agent Dawn Parrish Leading Edge Real Estate Group

    0 Kayak Way Unit RTC2498676, Winchester, TN 37398
    • /43

      Est $253,472 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,540 Sq Ft

      4045 David Crockett Pkwy W, Winchester, TN 37398

      4045 David Crockett Pkwy W, Winchester, TN 37398
  • /66

    $629,900 Pending

    • 3 Beds
    • 3.5 Baths
    • 1,824 Sq Ft

    105 Edgewater Dr, Winchester, TN 37398

    Tims Ford Lake home UNDER $630k – Just Minutes from Winchester Square! Welcome to your dream retreat! Located approx. 1.5 miles from charming Winchester Square, about 7 minutes by water to Twin Creeks Marina, conveniently near Franklin County High School you can see from your backyard and Highpoint Health. This beautiful 3-bedroom, 3.5-bath home offers the perfect blend of lakefront luxury and

    Justin Johnson Go Realty, LLC

    105 Edgewater Dr, Winchester, TN 37398
  • /2

    $110,000 Sold Mar 21, 2025

    640 Haddon Ln, Winchester, TN 37398

    • Land
    • 6.81 Acres
    • $16,153 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 2 Days On Market

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

    640 Haddon Ln, Winchester, TN 37398
    • /26

      Est $223,754 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,096 Sq Ft

      117 Riley Ln, Winchester, TN 37398

      117 Riley Ln, Winchester, TN 37398
  • /27

    $429,000

    • 2 Beds
    • 2 Baths
    • 2,244 Sq Ft

    74 Freedom Ln, Winchester, TN 37398

    Escape to peaceful country living in this charming 2bdr/2bath brick home set on nearly an acre of scenic land. Inside, you'll find beautifully updated LVP flooring flowing throughout a warm inviting layout, designed for both comfort and easy upkeep. Outside the property continues to impress with a spacious detached shop perfect for hobbies, equipment, or extra parking-as well as a generous

    Angela Miller John Smith Jr Realty and Auction LLC

    74 Freedom Ln, Winchester, TN 37398
  • /58

    $615,000 Sold Feb 14, 2025

    3836 Decherd Estill Rd, Winchester, TN 37398

    • 4 Beds
    • 3.5 Baths
    • 2,938 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 56 Days On Market

    Current Estimated Value $609,069

    Last Listing Agent Shannon Ball Tennessee Mountain Properties

    3836 Decherd Estill Rd, Winchester, TN 37398
    • /27

      Est $454,142 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,960 Sq Ft

      7115 Lynchburg Rd, Winchester, TN 37398

      7115 Lynchburg Rd, Winchester, TN 37398
  • /3

    $74,900

    • Land
    • 0.22 Acre
    • $340,455 per Acre

    0 Deer Valley Cir Unit RTC2980811, 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 RTC2980811, Winchester, TN 37398
  • /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
    • /31

      Est $291,051 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,600 Sq Ft

      103 Allen Dr, Winchester, TN 37398

      103 Allen Dr, Winchester, TN 37398
  • /36

    $229,000

    • 3 Beds
    • 1 Bath
    • 1,360 Sq Ft

    510 N Vine St, Winchester, TN 37398

    Welcome to this beautifully updated home just minutes from downtown Winchester. This charming 3-bedroom/ 1 bath property offers a blend of modern updates and cozy comfort in a highly desirable area. Step inside to find a recently renovated interior with a bright, inviting layout perfect for everyday living. The spacious, fully fenced backyard is a standout feature—ideal for pets, play, or outdoor

    Stephanie Dowdy Harton Realty Company

    510 N Vine St, 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

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

    341 Carol Cir, Winchester, TN 37398
    • /23

      Est $260,484 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,575 Sq Ft

      109 Allen Dr, Winchester, TN 37398

      109 Allen Dr, Winchester, TN 37398
  • /17

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,999 Sq Ft

    206 Homeward Ave, Winchester, TN 37398

    Sarah Reed Century 21 Prestige Winchester

    206 Homeward Ave, Winchester, TN 37398
  • /25

    $60,000 Sold Apr 17, 2025

    425 Latitude Dr, Winchester, TN 37398

    • Land

    Last Sold Summary

    • 18 Days On Market

    Last Listing Agent Elisa Chessor Century 21 Coffee County Realty & Auction

    425 Latitude Dr, Winchester, TN 37398
    • /36

      Est $433,397 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,460 Sq Ft

      1321 Georgia Crossing Rd, Winchester, TN 37398

      1321 Georgia Crossing Rd, Winchester, TN 37398
  • /3

    $69,900

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

    0 Deer Valley Cir Unit RTC2980802, 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 RTC2980802, Winchester, TN 37398
  • /12

    $465,000 Sold Jul 28, 2025

    805 N Jefferson St, Winchester, TN 37398

    • 4 Beds
    • 3.5 Baths
    • 2,260 Sq Ft
    • Built 2022

    Last Sold Summary

    • $206/SF
    • 0 Days On Market

    Current Estimated Value $466,663

    Last Listing Agent James R. Cash James R. Cash II Auctions & Real Estate

    805 N Jefferson St, Winchester, TN 37398

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home