9,897

Winchester, TN Homes

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  • /23

    $327,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,358 Sq Ft

    105 N Shephard St, Winchester, TN 37398

    “Behind Blue Eyes" is the tranquil retreat you have been looking for... Located within walking distance of Downtown Winchester, and just 1.5 miles from Tims Ford Lake, this 3 bedroom 2.5 bathroom bungalow in Terrapin Station truly has all of the details and finishes. The spacious living room leads into the open kitchen/dining area. The kitchen includes new stainless appliances and quartz

    Ashley Nelson Franklin County Realty

    105 N Shephard St, Winchester, TN 37398
  • /52

    $429,900 Sold Jun 20, 2025

    8343 Lynchburg Rd, Winchester, TN 37398

    • 4 Beds
    • 2 Baths
    • 2,297 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $187/SF
    • 181 Days On Market

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

    8343 Lynchburg Rd, Winchester, TN 37398
    • /20

      Est $253,028 Not Listed For Sale

      808 Pleasant View Dr, Winchester, TN 37398

      • 3 Beds
      • 1.5 Baths
      • 1,472 Sq Ft
      • Built 1958
      808 Pleasant View Dr, Winchester, TN 37398

      Last Sold Summary

      • 1% Above List Price
      • $170/SF
      • 1 Day On Market

      Last Sold Price $250,000

      Last Listing Agent Sommer Denby EXIT Noble Realty Group

  • /82

    $734,900

    • 4 Beds
    • 5 Baths
    • 3,960 Sq Ft

    323 Ridgecrest Dr, Winchester, TN 37398

    BE A PART OF THE FRANKLIN HILLS COMMUNITY! Relax in this stunning 4BR/5BA home in sought after Franklin Hills subdivision, where timeless elegance meets contemporary convenience. Nestled minutes from Tims Ford Lake and the Winchester city park, this home offers unparalleled living, sophisticated design and impressive amenities. Enjoy the grandeur of the 18 foot ceilings in the LR, accented by

    Daryl Welch Freedom Realty Group

    323 Ridgecrest Dr, Winchester, TN 37398
  • /47

    $485,000 Sold Nov 24, 2025

    105 Twilight Dr, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 3,570 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $136/SF
    • 20 Days On Market

    Current Estimated Value $484,904

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

    105 Twilight Dr, Winchester, TN 37398
    • /27

      Est $326,509 Not Listed For Sale

      404 Lynchburg Rd, Winchester, TN 37398

      • 4 Beds
      • 1.5 Baths
      • 2,450 Sq Ft
      • Built 1900
      404 Lynchburg Rd, Winchester, TN 37398

      Last Sold Summary

      • 1% Above List Price
      • $132/SF
      • 107 Days On Market

      Last Sold Price $322,900

      Last Listing Agent Leah Edwards StillWater Realty & Auction

  • /18

    $509,450

    • Land
    • 22.15 Acres
    • $23,000 per Acre

    0 Haddon Ln Unit RTC2946006, Winchester, TN 37398

    TAX ID has not been split off from the original 50 +/- parcel. This parcel has been survey and will be recorded when sold. There is a well on property, and property has been surveyed into tracts/perked. RARE-FIND! Minutes to Tims Ford Lake. Seller selling as a whole, and SOLD AS IS.

    Teresa Miller Century 21 Coffee County Realty & Auction

    0 Haddon Ln Unit RTC2946006, Winchester, TN 37398
  • /30

    $478,000 Sold Jan 16, 2026

    159 Canoe Ct, Winchester, TN 37398

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $214/SF
    • 68 Days On Market

    Last Listing Agent Grey Smotherman Reliant Realty ERA Powered

    159 Canoe Ct, Winchester, TN 37398
    • /34

      Est $484,454 Not Listed For Sale

      55 Brown Rd E, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft
      • Built 1976
      55 Brown Rd E, Winchester, TN 37398

      Last Sold Summary

      • 16% Below List Price
      • $331/SF
      • 132 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Lauren Bailey Swaffords Property Shop

  • /5

    $89,000

    • Land
    • 0.98 Acre
    • $90,816 per Acre

    0 Garrett Ln Unit RTC3123002, Winchester, TN 37398

    This 0.98 acre tract outside of city limits is perked for a 3 BR septic site. 1200 SF minimum build with no single or double wide trailers or modular homes.

    Thomas Ore Winton Auction & Realty Co.

    0 Garrett Ln Unit RTC3123002, Winchester, TN 37398
  • /4

    $741,300 Sold Nov 19, 2025

    0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398

    Last Sold Summary

    Last Listing Agent Shawna Denby 1st Choice REALTOR

    0 Old Tullahoma Rd Unit RTC3048163, Winchester, TN 37398
    • /42

      Est $544,894 Not Listed For Sale

      610 Shadowbrook Rd, Winchester, TN 37398

      • 3 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2002
      610 Shadowbrook Rd, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $205/SF
      • 78 Days On Market

      Last Sold Price $532,500

      Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  • /55

    $599,999

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft

    88 Norwood Creek Rd, Winchester, TN 37398

    2 story home on 5.4+/- acres. Large garage, 4 bedrooms, 3 baths, 20x40 inground pool.

    Bj Rigsby Lynch Rigsby Realty & Auction, LLC

    88 Norwood Creek Rd, Winchester, TN 37398
  • /40

    $765,000 Sold May 02, 2025

    1000 N Jefferson St, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft
    • Built 2021

    Last Sold Summary

    • 1% Below List Price
    • $426/SF
    • 33 Days On Market

    Current Estimated Value $745,095

    Last Listing Agent Gary Aadnes 1st Choice REALTOR

    1000 N Jefferson St, Winchester, TN 37398
    • /38

      Est $372,974 Not Listed For Sale

      3723 Keith Cove Rd, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,451 Sq Ft
      • Built 1997
      3723 Keith Cove Rd, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $253/SF
      • 1 Day On Market

      Last Sold Price $366,550

      Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  • /22

    $204,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    709 Isbell Turn Rd, Winchester, TN 37398

    MOTIVATED SELLER! Asking under appraised value. Selling as-is. Handyman special. Located just 5 minutes from Devils Step Campground and Boat Ramp on Tims Ford Lake, you’ll have quick access to boating, fishing, and outdoor recreation. Plus, it’s less than 10 minutes to the vibrant downtown Winchester square with its shops, dining, and community events. Perfectly positioned between Highway 64 and

    Adam Brock Canopy Real Estate

    709 Isbell Turn Rd, Winchester, TN 37398
  • /68

    $340,000 Sold Apr 10, 2025

    120 Bel Aire Dr, Winchester, TN 37398

    • 4 Beds
    • 2 Baths
    • 1,787 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $190/SF
    • 52 Days On Market

    Current Estimated Value $334,735

    Last Listing Agent Jarad Shetters Synergy Realty Network, LLC

    120 Bel Aire Dr, Winchester, TN 37398
    • /19

      Est $289,569 Not Listed For Sale

      41 Carol Cir, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,413 Sq Ft
      • Built 1989
      41 Carol Cir, Winchester, TN 37398

      Last Sold Summary

      • 4% Above List Price
      • $197/SF
      • 0 Days On Market

      Last Sold Price $278,600

      Last Listing Agent Sharon Swafford Swaffords Property Shop

  • /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
  • /37

    $352,000 Sold Apr 07, 2025

    11 Haynes Hollow Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,906 Sq Ft
    • Built 2009

    Last Sold Summary

    • 2% Below List Price
    • $185/SF
    • 7 Days On Market

    Current Estimated Value $363,989

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

    11 Haynes Hollow Rd, Winchester, TN 37398
    • /20

      Est $164,831 Not Listed For Sale

      723 N Vine St, Winchester, TN 37398

      • 2 Beds
      • 1 Bath
      • 869 Sq Ft
      • Built 1945
      723 N Vine St, Winchester, TN 37398

      Last Sold Summary

      • 7% Below List Price
      • $204/SF
      • 43 Days On Market

      Last Sold Price $177,000

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

  • /29

    $174,900 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    506 6th Ave NW, Winchester, TN 37398

    This 3 bedroom 1 bathroom house is conveniently located within walking distance to both downtown Winchester and Twin Creeks Marina! It is a move in ready house and features a covered carport w/ shop, living room, eat-in kitchen, central HVAC, city water, sewer, trash service, and natural gas. The location of this property makes it a fantastic rental prospect or a place for you to call your own!

    Pelatiah Prince Winton Auction & Realty Co.

    506 6th Ave NW, Winchester, TN 37398
  • /37

    $400,000 Sold Jun 13, 2025

    8377 Lynchburg Rd, Winchester, TN 37398

    • 4 Beds
    • 2 Baths
    • 2,101 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $190/SF
    • 171 Days On Market

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

    8377 Lynchburg Rd, Winchester, TN 37398
    • /42

      Est $1,144,713 Not Listed For Sale

      321 Wildwood Cir, Winchester, TN 37398

      • 3 Beds
      • 3.5 Baths
      • 2,769 Sq Ft
      • Built 2002
      321 Wildwood Cir, Winchester, TN 37398

      Last Sold Summary

      • 4% Above List Price
      • $397/SF
      • 0 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Elizabeth Huddleston Keller Williams Realty Nashville/Franklin

  • /17

    $135,000

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

    0 Lakeview Way Unit 51, Winchester, TN 37398

    MEGA LAND CONSIGNMENT AUCTION! SATURDAY, APRIL 11TH @ 10AM. 21 PROPERTIES IN FRANKLIN, COFFEE, & MARION COUNTY. AUCTION LOCATION: 1561 PHILLIP FULMER PKWY, WINCHESTER, TN. BID LIVE IN PERSON OR ONLINE 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

    Pelatiah Prince Winton Auction & Realty Co.

    0 Lakeview Way Unit 51, Winchester, TN 37398
  • /25

    $460,000 Sold Aug 22, 2025

    287 Sisk Rd, Winchester, TN 37398

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft
    • Built 2019

    Last Sold Summary

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

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

    287 Sisk Rd, Winchester, TN 37398
    • /21

      Est $326,097 Not Listed For Sale

      102 Ridgefield Dr, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,765 Sq Ft
      • Built 1986
      102 Ridgefield Dr, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $181/SF
      • 38 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Josh Cook Benchmark Realty, LLC

  • /23

    $149,000

    • Land
    • 0.33 Acre
    • $451,515 per Acre

    0 Hammock Dr Unit 241, Winchester, TN 37398

    Large corner lot in Twin Creeks! This beautiful lot sits on the marina side of the neighborhood, placing you within easy walking distance to the full-service marina, boat slips, a lakefront restaurant/bar, three resort-style pools, clubhouse, scenic walking trails, and a sandy beach area. Its corner location offers excellent building flexibility and open sight lines. With only a single-story home

    Heather Boldizsar Lake Homes Realty, LLC

    0 Hammock Dr Unit 241, Winchester, TN 37398
  • /42

    $315,000 Sold Oct 30, 2025

    2425 Old Tullahoma Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,567 Sq Ft
    • Built 2018

    Last Sold Summary

    • 21% Below List Price
    • $201/SF
    • 104 Days On Market

    Current Estimated Value $314,730

    Last Listing Agent Breean Hewitt Compass

    2425 Old Tullahoma Rd, Winchester, TN 37398
    • /27

      Est $295,093 Not Listed For Sale

      122 Highland Dr, Winchester, TN 37398

      • 3 Beds
      • 1.5 Baths
      • 1,689 Sq Ft
      • Built 1955
      122 Highland Dr, Winchester, TN 37398

      Last Sold Summary

      • 2% Below List Price
      • $178/SF
      • 2 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Candice Bedwell Epique Realty

  • /28

    $254,900

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    525 Sharp Springs Rd, Winchester, TN 37398

    Charming and efficiently designed home offering incredible value with generous square footage! This well-maintained property features 2 spacious bedrooms upstairs along with a full bath, plus an additional full bath on the main level for added convenience. The open-concept layout connects the great room, dining area, and a large, updated kitchen—perfect for everyday living and entertaining. Enjoy

    Stephanie Dowdy Freedom Realty Group

    525 Sharp Springs Rd, Winchester, TN 37398
  • /58

    $320,000 Sold May 24, 2025

    6086 Lynchburg Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 1973

    Last Sold Summary

    • 9% Below List Price
    • $194/SF
    • 26 Days On Market

    Current Estimated Value $500,000

    Last Listing Agent Fhonda Hatmaker eXp Realty

    6086 Lynchburg Rd, Winchester, TN 37398
    • /68

      Est $1,129,540 Not Listed For Sale

      702 Bluff Dr, Winchester, TN 37398

      • 4 Beds
      • 3.5 Baths
      • 2,884 Sq Ft
      • Built 1994
      702 Bluff Dr, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $385/SF
      • 1 Day On Market

      Last Sold Price $1,110,000

      Last Listing Agent Alison Davis Pilkerton Realtors

  • /39

    $964,900

    • 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
  • /53

    $200,000 Sold Jun 24, 2025

    1015 Old Cowan Rd, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,032 Sq Ft
    • Built 2022

    Last Sold Summary

    • 5% Below List Price
    • $194/SF
    • 89 Days On Market

    Current Estimated Value $201,896

    Last Listing Agent Sean Crabtree Blue Door Realty Group

    1015 Old Cowan Rd, Winchester, TN 37398
    • /27

      Est $138,558 Not Listed For Sale

      408 7th Ave NW, Winchester, TN 37398

      • 2 Beds
      • 1 Bath
      • 926 Sq Ft
      • Built 1953
      408 7th Ave NW, Winchester, TN 37398

      Last Sold Summary

      • 4% Above List Price
      • $144/SF
      • 114 Days On Market

      Last Sold Price $133,600

      Last Listing Agent Thomas Ore Winton Auction & Realty Co.

  • /9

    $139,900

    • Land
    • 0.92 Acre
    • $152,065 per Acre

    0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398

    Location! Location! Location!! Just under an acre (0.92 +/- Acres) a half mile from Walmart Shopping Center, convenient also to city park, eateries, downtown Winchester, Decherd and Tims Ford Lake High Traffic Area Build your new business here!

    Debra (L.D.) Thompson Swaffords Property Shop

    0 Sharp Springs Rd Unit RTC3134214, Winchester, TN 37398
  • /75

    $1,960,000 Sold Jan 27, 2026

    97 Shady Cove Ln, Winchester, TN 37398

    • 2 Beds
    • 3.5 Baths
    • 3,410 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $575/SF
    • 152 Days On Market

    Current Estimated Value $1,734,507

    Last Listing Agent Timothy Crabtree Benchmark Realty, LLC

    97 Shady Cove Ln, Winchester, TN 37398
    • /57

      Est $2,037,719 Not Listed For Sale

      1640 Cline Ridge Rd, Winchester, TN 37398

      • 3 Beds
      • 3 Baths
      • 4,100 Sq Ft
      • Built 2005
      1640 Cline Ridge Rd, Winchester, TN 37398

      Last Sold Summary

      • 29% Below List Price
      • $695/SF
      • 6 Days On Market

      Last Sold Price $2,850,000

      Last Listing Agent Tim King French King Fine Properties

  • /13

    $120,000

    • Land
    • 1.16 Acres
    • $103,181 per Acre

    0 Lakeview Way Unit 52, Winchester, TN 37398

    MEGA LAND CONSIGNMENT AUCTION! SATURDAY, APRIL 11TH @ 10AM. 21 PROPERTIES IN FRANKLIN, COFFEE, & MARION COUNTY. AUCTION LOCATION: 1561 PHILLIP FULMER PKWY, WINCHESTER, TN. BID LIVE IN PERSON OR ONLINE Come build your dream home on this +/- 1.163 acre lot in the desirable Holly Hill Subdivision! Ideally located within walking distance to Winchester City Park and walking trail, this lot is also

    Pelatiah Prince Winton Auction & Realty Co.

    0 Lakeview Way Unit 52, Winchester, TN 37398

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