9,965

Winchester, TN Homes

Section Image Section Image
  • /58

    $499,900

    • 4 Beds
    • 3 Baths
    • 2,578 Sq Ft

    70 Island Way, Winchester, TN 37398

    Turnkey and ready for immediate lake enjoyment, this fully furnished 4-bedroom, 3-bath end-unit townhome offers the perfect opportunity to embrace lake living at its finest. Located in the highly sought-after Twin Creeks community on beautiful Tims Ford Lake, this home blends comfort, style, and convenience.Inside, you’ll find a thoughtfully curated, lake-inspired interior with tasteful

    Agent Photo

    Dena Abbott

    SimpliHOM

    (931) 429-3282

    70 Island Way, Winchester, TN 37398
  • /49

    $2,300 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,472 Sq Ft
    • House for Rent

    500 Golf Shores Dr, Winchester, TN 37398

    Utilities and lawn care included in rental amount (Electric, Water, Internet) FURNISHED. Premier Location!! Golf Shores Dr is a very quite street that ends in a cul-de-sac. approximately one mile from Tim's Ford State Park, only minutes from Bear Trace Golf Course, 3 marina's and multiple boat ramps. Concrete drive and a two car/boat carport! Spend those hot summer days enjoying the above ground

    Elsie (Marie) Ferguson Sewanee Realty

    500 Golf Shores Dr, Winchester, TN 37398
  • /82

    $639,000

    Sold Apr 30, 2026

    60 Lake Life Ct, Winchester, TN 37398

    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $238/SF
    • 58 Days On Market

    Current Estimated Value $645,367

    Last Listing Agent Shelia Lunsford Benchmark Realty, LLC

    60 Lake Life Ct, Winchester, TN 37398
    • /29

      Est $192,650

      Not Listed For Sale

      125 8th Ave NW, Winchester, TN 37398

      • 2 Beds
      • 1 Bath
      • 936 Sq Ft
      • Built 1953
      125 8th Ave NW, Winchester, TN 37398

      Last Sold Summary

      • 3% Below List Price
      • $213/SF
      • 51 Days On Market
      • Last Sold Price $199,000
      • May 14, 2025

      Last Listing Agent Stephanie Dowdy Freedom Realty Group

  • /26

    $315,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    1587 By Pass Rd, Winchester, TN 37398

    Beautiful 3 Bedroom, 2 bath, brick home located minutes from beautiful downtown Winchester, featuring quaint shops and a wide variety of restaurants to choose from. Also minutes Tims Ford Lake, Wood Reservoir & Nissan.Attached garage and detached garage/workshop.

    Agent Photo

    Patricia Boswell

    Hanson Realty & Auction Company

    (931) 369-3291

    1587 By Pass Rd, Winchester, TN 37398
  • /11

    $1,225 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    51 Farm View Cir, Winchester, TN 37398

    51 Farm View CircleWinchester, TN 373982 bedrooms / 1 bathBrand new flooring, paint, applianceswalk in closet in primary bedroomvaulted ceiling in living areacentral hvacno carpetwasher/dryer hookupspatio / yardfree lawncareprivate drivewayfront porch12 month lease.Rent is $1225 / mo.Deposit is $1225.Background/credit check required. Must have household income of $3675 / mo.No smoking.Small,

    51 Farm View Cir, Winchester, TN 37398
  • /2

    $109,055

    Sold Aug 19, 2025

    0 Haddon Ln Unit RTC2891649, Winchester, TN 37398

    • Land
    • 7.14 Acres
    • $15,274 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 48 Days On Market

    Last Listing Agent Teresa Miller Century 21 Coffee County Realty & Auction

    0 Haddon Ln Unit RTC2891649, Winchester, TN 37398
    • /26

      Est $264,382

      Not Listed For Sale

      266 Water Tank Rd, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,447 Sq Ft
      • Built 1997
      266 Water Tank Rd, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $180/SF
      • 2 Days On Market
      • Last Sold Price $259,900
      • May 09, 2025

      Last Listing Agent David Janke Canopy Real Estate

  • /27

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,353 Sq Ft

    1102 N High St, Winchester, TN 37398

    Motivated seller! Charming all-brick 3-bedroom, 2 bath home just minutes from the heart of downtown Winchester and a short jog to the boat ramp at the bass club on Tims Ford Lake. Enjoy beautiful lake views from the front yard and beautiful hardwood floors throughout much of the home. The spacious kitchen offers ample cabinet and counter space, perfect for everyday living and entertaining. An

    Agent Photo

    Chelsea Greenway

    Southern Middle Realty

    (931) 369-0354

    1102 N High St, Winchester, TN 37398
  • /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
  • /25

    $364,000

    Sold Feb 20, 2026

    6421 Lynchburg Rd, Winchester, TN 37398

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $236/SF
    • 17 Days On Market

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

    6421 Lynchburg Rd, Winchester, TN 37398
    • /77

      Est $1,211,922

      Not Listed For Sale

      1768 Awalt Dr, Winchester, TN 37398

      • 3 Beds
      • 3.5 Baths
      • 3,378 Sq Ft
      • Built 2007
      1768 Awalt Dr, Winchester, TN 37398

      Last Sold Summary

      • 3% Above List Price
      • $348/SF
      • 9 Days On Market
      • Last Sold Price $1,175,000
      • May 15, 2025

      Last Listing Agent Billie Kay Caldwell Swaffords Property Shop

  • /84

    $450,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    203 Campfire Ct, Winchester, TN 37398

    Gated Community, 3 community pools, club house and so much more. Tims Ford Lake at the exclusive Twin Creeks Community has this great home just waiting for you at the best price in the neighborhood. Cute cottage with 4 Bedroom, 2.5 Bath pre-owned home & waiting for its new owner. Come see this great kitchen/dining room, nice cabinets, Quartz countertops, top of the line oven, stove & microwave

    Agent Photo

    Billie Kay Caldwell

    Swaffords Property Shop

    (931) 369-4243

    203 Campfire Ct, Winchester, TN 37398
  • /13

    $725 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    413 3rd Ave NW, Winchester, TN 37398

    1BD, 1BA Duplex. $725/month, $725/security deposit. Very clean nice. All wood tile flooring. Ceiling fans. Range, refrigerator, shared washer/dryer. Yard maintenance included. Good credit references required - $30 on-line application fee. 1 year Lease. No Pets. No Smoking/vaping. Owner/Agent.Located in Franklin County convenient to Decherd, Estill Springs Winchester.*All

    413 3rd Ave NW, Winchester, TN 37398
  • /26

    $180,000

    Sold May 05, 2026

    713 N Vine St, Winchester, TN 37398

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1947

    Last Sold Summary

    • 23% Below List Price
    • $195/SF
    • 312 Days On Market

    Current Estimated Value $170,201

    Last Listing Agent Andrea Cruz John Smith Jr Realty and Auction LLC

    713 N Vine St, Winchester, TN 37398
    • /7

      Not Listed For Sale

      0 Holders Cemetery Rd, Winchester, TN 37398

      0 Holders Cemetery Rd, Winchester, TN 37398

      Last Sold Summary

      • 12 Days On Market
      • Last Sold Price $160,000
      • May 15, 2025

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

  • /47

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    50 Maple Dr, Winchester, TN 37398

    Welcome to this well-maintained all-brick home offering a comfortable and easy-flow floor plan, perfect for everyday living and entertaining. Located in the desirable Dripping Springs neighborhood, this property includes deeded access to Tim’s Ford Lake, making it an ideal retreat for lake lovers. Enjoy your own out lot parcel featuring a single covered boat dock complete with lift and solar

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 340-5637

    50 Maple Dr, Winchester, TN 37398
  • /7

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,213 Sq Ft
    • House for Rent

    99 N Shephard St, Winchester, TN 37398

    Be the first to live in this brand new 3BR/2BA home offering modern comfort and a convenient location just minutes from downtown Winchester, shopping, and dining. Designed with a functional layout, this home features spacious living areas, a well-appointed kitchen, and abundant natural light throughout. Enjoy a generously sized yard with lawn care included, providing easy, low-maintenance outdoor

    Ashley Nelson Franklin County Realty

    99 N Shephard St, Winchester, TN 37398
  • /47

    $370,000

    Sold May 08, 2026

    190 Chase Cir, Winchester, TN 37398

    • 4 Beds
    • 3 Baths
    • 2,202 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Below List Price
    • $168/SF
    • 44 Days On Market

    Current Estimated Value $400,054

    Last Listing Agent Fallon Massey Van Massey Realty & Auction

    190 Chase Cir, Winchester, TN 37398
    • /56

      Est $526,494

      Not Listed For Sale

      121 Island Way, Winchester, TN 37398

      • 4 Beds
      • 3 Baths
      • 2,578 Sq Ft
      • Built 2019
      121 Island Way, Winchester, TN 37398

      Last Sold Summary

      • $204/SF
      • 40 Days On Market
      • Last Sold Price $524,900
      • May 14, 2025

      Last Listing Agent Felicia Wright Leading Edge Real Estate Group

  • /53

    $1,075,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,583 Sq Ft

    71 Fanning Bend Dr, Winchester, TN 37398

    Welcome to luxury lake living in the prestigious Fanning Bend Subdivision. Situated on a large, beautifully maintained lot, this exceptional home offers the perfect blend of comfort, entertaining space, and year-round lake lifestyle amenities. The property features both a 2-car attached garage and an impressive 31x25 detached 2-car garage (heated and cooled), providing ample space for boat

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 213-3698

    71 Fanning Bend Dr, Winchester, TN 37398
  • /28

    $1,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • COMING SOON...Charming Townhome Minutes from Tim's Ford Lake!

    121 6th Ave NE, Winchester, TN 37398

    Charming Townhome Minutes from Tims Ford Lake and the Winchester City Park and Recreation Center.Walking Distance to the Historic Downtown Square!*COMING SOON...ETA 6/1/26**Features Include:2 Bedrooms Upstairs with a Full Bath1 Smaller Bedroom Downstairs with a 3/4 Bath (suitable for office)Stainless Steel AppliancesStackable Washer/Dryer in Each

    121 6th Ave NE, Winchester, TN 37398
  • /13

    $229,500

    Sold Feb 20, 2026

    157 Modena Cir, Decherd, TN 37324

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Above List Price
    • $174/SF
    • 88 Days On Market

    Current Estimated Value $226,620

    Last Listing Agent Benjamin Merrill Lynch Rigsby Realty & Auction, LLC

    157 Modena Cir, Decherd, TN 37324
    • /79

      Est $824,073

      Not Listed For Sale

      143 Slalom Cir, Winchester, TN 37398

      • 4 Beds
      • 3.5 Baths
      • 3,216 Sq Ft
      • Built 2020
      143 Slalom Cir, Winchester, TN 37398

      Last Sold Summary

      • 3% Below List Price
      • $264/SF
      • 5 Days On Market
      • Last Sold Price $847,900
      • May 14, 2025

      Last Listing Agent Jennifer Watson Exit Truly Home Realty

  • /10

    $129,000

    • Land
    • 1.1 Acres
    • $117,701 per Acre

    0 Aedc Rd Unit Tract3, Winchester, TN 37398

    Prime Commercial Opportunity – High-Traffic Location. Don’t miss this exceptional opportunity to own vacant commercial land in a highly visible, high-traffic area. Positioned for maximum exposure, this property offers endless potential for a wide range of business ventures. With continued growth in the surrounding area, this is your chance to secure a strategic location. Tracts 2 and 4 available

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 281-8047

    0 Aedc Rd Unit Tract3, Winchester, TN 37398
  • /29

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    808 N High St, Winchester, TN 37398

    Fully Furnished! This charming vintage property features 2 bedrooms, 2 bathrooms. It has a large partially fenced backyard with an outdoor patio area. The location is great, situated between Tims Winchester City Park on Tims Ford Lake and downtown Winchester Square. The house is solidly built from tongue-and-groove oak throughout, with beautiful crown-style molding, and updated windows in almost

    Sharon Swafford Swaffords Property Shop

    808 N High St, Winchester, TN 37398
  • /37

    $352,000

    Sold Dec 22, 2025

    1203 Liberty Rd, Winchester, TN 37398

    • 2 Beds
    • 2.5 Baths
    • 1,709 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $206/SF
    • 103 Days On Market

    Last Listing Agent Christopher (Bra Heath Simmons Realty

    1203 Liberty Rd, Winchester, TN 37398
    • /55

      Est $576,800

      Not Listed For Sale

      39 Lake Life Ct, Winchester, TN 37398

      • 3 Beds
      • 2.5 Baths
      • 2,880 Sq Ft
      • Built 2020
      39 Lake Life Ct, Winchester, TN 37398

      Last Sold Summary

      • 4% Above List Price
      • $193/SF
      • 4 Days On Market
      • Last Sold Price $555,000
      • May 14, 2025

      Last Listing Agent Matt Sargent Matt Sargent Homes

  • /3

    $79,900

    • Land
    • 14,374 Sq Ft
    • $242,121 per Acre

    0 Deer Valley Cir Unit RTC2980780, 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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 909-2266

    0 Deer Valley Cir Unit RTC2980780, Winchester, TN 37398
  • /8

    $950 Per Month

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

    2965 Old Tullahoma Rd, Winchester, TN 37398

    Charming one-bedroom home less than a mile away from the bass club in Winchester. Has a long driveway with plenty of space for a trailer, pending owner approval. No smoking and pets have size and breed restrictions. Comes with stove, fridge, and washer/dryer combo. Owners will not furnish new washer/dryer combo in the event it breaks. Lawn care is included.

    Jordan Beasley 1st Choice REALTOR

    2965 Old Tullahoma Rd, Winchester, TN 37398
  • /33

    $344,000

    Sold Oct 30, 2025

    906 N High St, Winchester, TN 37398

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $174/SF
    • 66 Days On Market

    Current Estimated Value $324,483

    Last Listing Agent Patsy Truslow Sewanee Realty

    906 N High St, Winchester, TN 37398
    • /10

      Not Listed For Sale

      0 Crestview Dr, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 2023
      0 Crestview Dr, Winchester, TN 37398

      Last Sold Summary

      • $161/SF
      • 173 Days On Market
      • Last Sold Price $265,000
      • Apr 12, 2024

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

  • /3

    $76,900

    • Land
    • 6,534 Sq Ft
    • $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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 869-7139

    0 Deer Valley Cir Unit RTC2980774, Winchester, TN 37398
  • /27

    $130,000

    Sold Jul 08, 2025

    708 Hooper Rd, Winchester, TN 37398

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $118/SF
    • 32 Days On Market

    Last Listing Agent Amber Smith Century 21 Coffee County Realty & Auction

    708 Hooper Rd, Winchester, TN 37398
    • /22

      Not Listed For Sale

      224 Dry Creek Ln, Winchester, TN 37398

      • 3 Beds
      • 2 Baths
      • 1,581 Sq Ft
      • Built 1996
      224 Dry Creek Ln, Winchester, TN 37398

      Last Sold Summary

      • $158/SF
      • 169 Days On Market
      • Last Sold Price $249,900
      • May 16, 2024

      Last Listing Agent Laura Gordon Better Homes & Gardens Real Estate Heritage Group

  • /3

    $69,900

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

    0 Deer Valley Cir Unit RTC2980750, 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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 369-2282

    0 Deer Valley Cir Unit RTC2980750, Winchester, TN 37398
  • /45

    $357,500

    Sold Jul 16, 2025

    3965 Aedc Rd, Winchester, TN 37398

    • 5 Beds
    • 4 Baths
    • 3,741 Sq Ft
    • Built 1978

    Last Sold Summary

    • $96/SF
    • 22 Days On Market

    Current Estimated Value $381,444

    Last Listing Agent Darrell Huffman Keller Williams Realty - Murfreesboro

    3965 Aedc Rd, Winchester, TN 37398
    • /34

      Est $520,793

      Not Listed For Sale

      267 Bryan Dr, Winchester, TN 37398

      • 4 Beds
      • 2 Baths
      • 2,350 Sq Ft
      • Built 2018
      267 Bryan Dr, Winchester, TN 37398

      Last Sold Summary

      • 2% Above List Price
      • $217/SF
      • 132 Days On Market
      • Last Sold Price $509,000
      • Oct 12, 2023

      Last Listing Agent Nick Edenfield Keller Williams Realty

  • /3

    $69,900

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

    0 Deer Valley Cir Unit RTC2980752, 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-

    Agent Photo

    Ashley Lynch

    Lynch Rigsby Realty & Auction, LLC

    (931) 593-5082

    0 Deer Valley Cir Unit RTC2980752, Winchester, TN 37398
  • /72

    $419,000

    Sold Apr 02, 2026

    225 Crimson Dr, Winchester, TN 37398

    • 3 Beds
    • 2.5 Baths
    • 2,485 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $169/SF
    • 21 Days On Market

    Current Estimated Value $428,416

    Last Listing Agent Charlie Gonzales Southern Middle Realty

    225 Crimson Dr, Winchester, TN 37398

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winchester, TN

Housing Trends

Median Sale Price
$357,900
Median Single Family Sale Price
$369,250
Median Townhouse Sale Price
$447,000
Median 2 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$204
Number of Homes for Sale
120
Last 12 months Home Sales
171
Months of Supply
8.40
Median List Price
$399,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home