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3 bedsNew construction
174 listings

Homes for Sale in Winchester, TN

Homes for Sale in Winchester, TN

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24 of 174 Listings
Map

Homes for Sale in Winchester, TN

24 of 174 Listings

  1. 353 Hammock Dr — photo46Active

$699,000

4 bd · 3 ba · 1,913 sqft

353 Hammock Dr, Winchester, TN

Heather Boldizsar · Lake Homes Realty, LLC

  • 1011 Massengill St — photo8Active

    $169,900

    3 bd · 2 ba · 1,672 sqft

    1011 Massengill St, Winchester, TN

    Sommer Denby · Southern Elite Realty

  • 0 Sisk Rd — photo3Active

    $349,900

    3 bd · 2 ba · 1,605 sqft

    0 Sisk Rd, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 3754 Aedc Rd — photo30Active

    $389,000

    2 bd · 1 ba · 3,560 sqft

    3754 Aedc Rd, Winchester, TN

    Adam Brock · Canopy Real Estate

  • 115 11th Ave, NW — photo11Active

    $129,900

    3 bd · 1 ba · 1,312 sqft

    115 11th Ave, NW, Winchester, TN

    Javier Reyes · Better Homes & Gardens Real Estate Heritage Group

  • 133 Westmeade Dr — photo31Active

    $597,500

    4 bd · 3 ba · 3,103 sqft

    133 Westmeade Dr, Winchester, TN

    Robert Baggett · Zach Taylor Real Estate

  • 0 Ridgecrest Dr — photoOpen house Sun, Oct 11 · 12:00 PM16Active

    $794,500

    4 bd · 4 ba · 3,165 sqft

    0 Ridgecrest Dr, Winchester, TN

    Angela Privett · Benchmark Realty, LLC

  • 56 Deer Valley Cir — photo30Active

    $399,900

    2 bd · 2 ba · 1,664 sqft

    56 Deer Valley Cir, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  • 107 Highland Dr — photo11Active

    $200,000

    2 bd · 1 ba · 1,348 sqft

    107 Highland Dr, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 417 Laura Ave — photo40Active

    $217,900

    3 bd · 2 ba · 1,064 sqft

    417 Laura Ave, Winchester, TN

    Candice Bedwell · Epique Realty

  • 407 Laura Ave — photo14Active

    $189,900

    2 bd · 1 ba · 784 sqft

    407 Laura Ave, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  • 1110 Hunt St — photo23Active

    $219,900

    3 bd · 2 ba · 2,040 sqft

    1110 Hunt St, Winchester, TN

    Shawna Kay Denby · 1st Choice REALTOR

  • 79 Charlotte Dr — photo60Active

    $345,000

    3 bd · 2 ba · 1,430 sqft

    79 Charlotte Dr, Winchester, TN

    Amberly Tomme · Legion Realty

  • 6063 Mansford Rd — photo38Active

    $350,000

    3 bd · 3 ba · 1,833 sqft

    6063 Mansford Rd, Winchester, TN

    Eberley (Ebbie) Holloway · Southern Middle Realty

  • 93 Windjammer Ct — photo74Active

    $639,900

    3 bd · 2 ba · 1,889 sqft

    93 Windjammer Ct, Winchester, TN

    Cara Chadwick · The Hardy Group

  • 114 Hillcrest Dr — photo16Active

    $264,900

    3 bd · 2 ba · 1,592 sqft

    114 Hillcrest Dr, Winchester, TN

    Chris Hawkersmith · Lynch Rigsby Realty & Auction, LLC

  • 371 Myers Rd — photoPrice Reduced46Active

    $294,900

    3 bd · 2 ba · 1,834 sqft

    371 Myers Rd, Winchester, TN

    Dawn Rigsby · eXp Realty

  • 11 Hammock Dr — photo99Active

    $929,900

    4 bd · 5 ba · 3,622 sqft

    11 Hammock Dr, Winchester, TN

    Megan Jones · Onward Real Estate

  • 47 Abby Cir — photo43Active

    $989,000

    4 bd · 4 ba · 2,471 sqft

    47 Abby Cir, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  • 314 Lookout Drive — photo44Active

    $525,000

    3 bd · 3 ba · 2,357 sqft

    314 Lookout Drive, Winchester, TN

    Kierstin Murphy · The Agency Chattanooga

  • 222 Orchard Ln — photo24Active

    $249,000

    3 bd · 2 ba · 1,344 sqft

    222 Orchard Ln, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  • 416 Colonial Dr — photo31Active

    $335,000

    3 bd · 2 ba · 1,587 sqft

    416 Colonial Dr, Winchester, TN

    Susan Gatlin · Leading Edge Real Estate Group

  • 432 Meadowood Lane — photo66Active

    $649,000

    3 bd · 2 ba · 2,100 sqft

    432 Meadowood Lane, Winchester, TN

    B. J. Rigsby · Lynch Rigsby Realty & Auction, LLC

  • 308 Peaceful Ln — photo16Active

    Price unavailable

    2 bd · 1 ba · 1,075 sqft

    308 Peaceful Ln, Winchester, TN

    Thomas Ore · Winton Auction & Realty Co.

  • 12…8

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    Nearby areas

    ZIP codes

    • 37388 (190)
    • 37398 (174)
    • 37160 (173)
    • 37355 (115)
    • 37387 (53)
    • 37330 (48)
    • 37356 (37)
    • 37352 (30)

    Cities

    • Tullahoma (190)
    • Shelbyville (173)
    • Manchester (115)
    • Tracy City (53)
    • Estill Springs
    (48)
  • Monteagle (37)
  • Lynchburg (30)
  • Fayetteville (25)
  • Listing data & MLS disclosures

    Greater Chattanooga REALTORS
    IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data is deemed reliable but is not guaranteed accurate by the MLS.
    Listing information ©2026 Greater Chattanooga Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-24 20:23:35 UTC
    Realtracs
    Based on information submitted to the MLS GRID as of 2026-10-09 20:44:02 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

    Winchester, TN community profile

    Population
    9,947
    Median income
    $58,811
    Housing units
    4,383
    People per sq. mi.
    83.2
    Area
    119.5 sq. mi.

    Source: HJN community data

    Winchester housing market

    August 2026 · This period is still settling

    Winchester 12-month median sale price trend

    Selling at 98.2% of asking price

    Buyers here are paying below asking. MLS · 16 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 12, 2026

    Median sale price
    $236,600$135,000–$288,000 typical range
    Price per sq. ft.
    $149
    Sales
    13
    Paid in cash
    46.2%

    Homes on the market · MLS, as of Aug 31, 2026

    Median list price
    $480,000
    Homes for sale
    155
    Median days on market
    87 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -12.3%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 12, 2026

    Median home size
    1,752 sq. ft.
    Winchester, TN Homes for Sale | Realty.com