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Winchester, TN Homes for Sale — Page 4 | Realty.com
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3 beds
178 listings
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New construction
With a pool

Homes for Sale in Winchester, TN

Homes for Sale in Winchester, TN

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22 of 178 Listings
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Homes for Sale in Winchester, TN

22 of 178 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 1136 Bible Crossing Rd — photoPrice Reduced81Active

    $625,000

    4 bd · 3 ba · 3,324 sqft

    1136 Bible Crossing Rd, Winchester, TN

    Dawn Rigsby · eXp Realty

  2. 110 S Porter St — photoPrice Reduced35Active

    $659,000

    8 bd · 4 ba · 3,187 sqft

    110 S Porter St, Winchester, TN

    Jim Brock · Lynch Rigsby Realty & Auction, LLC

  3. 401 E Petty Lane — photoPrice Reduced33Active

    $350,000

    3 bd · 3 ba · 3,960 sqft

    401 E Petty Lane, Winchester, TN

    Wade Trammell · Greater Downtown Realty dba Keller Williams Realty

  4. 287 Shasteen Bend Dr — photoPrice Reduced46Active

    $849,900

    3 bd · 3 ba · 1,821 sqft

    287 Shasteen Bend Dr, Winchester, TN

    Sam Hatfield · Sam Hatfield Realty, Inc.

  5. 1522 Holders Cove Road — photoPrice Reduced65Active

    $350,000

    3 bd · 2 ba · 1,700 sqft

    1522 Holders Cove Road, Winchester, TN

    Wade Trammell · Greater Downtown Realty dba Keller Williams Realty

  6. 204 Homeward Ave — photoPrice Reduced43Active

    $355,000

    3 bd · 3 ba · 1,988 sqft

    204 Homeward Ave, Winchester, TN

    Lauren Whittle - THE PREFERRED GROUP · Keller Williams Russell Realty & Auction

  7. 109 Carter Farris Lane — photoPrice Reduced56Active

    $490,000

    6 bd · 4 ba · 3,158 sqft

    109 Carter Farris Lane, Winchester, TN

    Wade Trammell · Greater Downtown Realty dba Keller Williams Realty

  8. 356 Ridgecrest Dr — photo73Active

    $685,700

    4 bd · 4 ba · 3,705 sqft

    356 Ridgecrest Dr, Winchester, TN

    Sean Crabtree · Blue Door Realty Group

  9. 406 2nd Ave, NW — photo13Active

    $125,000

    3 bd · 1 ba · 1,150 sqft

    406 2nd Ave, NW, Winchester, TN

    Dustyn Reed · United Real Estate Middle Tennessee

  10. 262 Crimson Dr — photoPrice Reduced62Active

    $449,000

    3 bd · 2 ba · 2,355 sqft

    262 Crimson Dr, Winchester, TN

    Melissa K. Stewart · Swaffords Property Shop

  11. 90 Pine Bluff Ct — photo12Active

    $644,900

    3 bd · 3 ba · 2,729 sqft

    90 Pine Bluff Ct, Winchester, TN

    Susan Baker, Broker. GRI · BHGRE Baker & Cole

  12. 218 Charlotte Dr — photoPrice Reduced60Active

    $488,000

    4 bd · 3 ba · 2,116 sqft

    218 Charlotte Dr, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  13. 220 Bryan Dr — photoPrice Reduced62Active

    $459,000

    4 bd · 4 ba · 2,209 sqft

    220 Bryan Dr, Winchester, TN

    Sharon Swafford · Swaffords Property Shop

  14. 52 Narrows Dr — photo50Active

    $999,000

    2 bd · 2 ba · 1,428 sqft

    52 Narrows Dr, Winchester, TN

    Kaila Hampton Gentry · BMA Properties

  15. 409 4th Ave, SW — photoPrice Reduced5Active

    $65,000

    2 bd · 1 ba · 672 sqft

    409 4th Ave, SW, Winchester, TN

    Kaydence Transue · Better Homes & Gardens Real Estate Heritage Group

  16. 207 Melody Ln — photoPrice Reduced8Active

    $179,900

    3 bd · 2 ba · 1,755 sqft

    207 Melody Ln, Winchester, TN

    Amanda Lynch · WEICHERT, REALTORS Joe Orr & Associates

  17. 1111 Holders Cove Rd — photoPrice Reduced49Active

    $354,900

    3 bd · 2 ba · 1,508 sqft

    1111 Holders Cove Rd, Winchester, TN

    Sean Crabtree · Blue Door Realty Group

  18. 309 Campfire Ct — photoPrice Reduced74Active

    $749,900

    4 bd · 4 ba · 2,886 sqft

    309 Campfire Ct, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  19. 525 Sharp Springs Rd — photo32Active

    $230,000

    2 bd · 2 ba · 1,600 sqft

    525 Sharp Springs Rd, Winchester, TN

    Maddie Duncan · Steve Jernigan Realty

  20. 145 Edgewood Ln — photo39Active

    $209,900

    3 bd · 2 ba · 1,000 sqft

    145 Edgewood Ln, Winchester, TN

    Sharon Swafford · Swaffords Property Shop

  21. 0 Golf Shore Dr — photo4Active

    $688,000

    3 bd · 3 ba · 2,313 sqft

    0 Golf Shore Dr, Winchester, TN

    Isaac Zimmerle · Benchmark Realty, LLC

  22. 645 Wildwood Trce — photoPrice Reduced51Active

    $1,150,000

    2 bd · 3 ba · 2,460 sqft

    645 Wildwood Trce, Winchester, TN

    George W Weeks · Team George Weeks Real Estate, LLC

1…345…8

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Listing data & MLS disclosures

Realtracs
Based on information submitted to the MLS GRID as of 2026-09-28 19:15:01 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.
  • By feature

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #338714

    Call Thomas

    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

    June 2026

    Winchester 12-month median sale price trend

    Selling at 97.5% of asking price

    Buyers here are paying below asking. MLS · 36 sales · as of Jun 30, 2026

    Homes that sold · County records, as of Jun 29, 2026

    Median sale price
    $323,000$198,000–$486,500 typical range
    Price per sq. ft.
    $200
    Sales
    55
    Paid in cash
    49.1%

    Homes on the market · MLS, as of Jun 30, 2026

    Median days on market
    31 days

    Price trend · Assessor repeat sales, as of Jun 30, 2026

    Year-over-year
    25.9%

    Nearby areas

    ZIP codes

    • 37398 (178)
    • 37160 (174)
    • 37388 (170)
    • 37355 (120)
    • 37387 (53)
    • 37330 (51)
    • 37356 (41)
    • 37352 (27)

    Cities

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    • Manchester (120)
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