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4 Bedroom Homes in Winchester, TN
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3 bedsNew constructionWith a pool

4 Bedroom Homes in Winchester, TN

4 Bedroom Homes in Winchester, TN

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24 of 48 Listings
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4 Bedroom Homes in Winchester, TN

24 of 48 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 347 Campfire Ct — photoNew89Active

    $599,900

    4 bd · 3 ba · 2,930 sqft

    347 Campfire Ct, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  2. 72 Driftwood Ct — photo71Active

    $744,900

    4 bd · 4 ba · 3,012 sqft

    72 Driftwood Ct, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  3. 605 Gin St — photoPrice Reduced18Active

    $110,000

    4 bd · 3 ba · 2,052 sqft

    605 Gin St, Winchester, TN

    Carolyn Hall · Onward Real Estate

  4. 71 Windjammer Ct — photo47Active

    $740,000

    4 bd · 4 ba · 3,017 sqft

    71 Windjammer Ct, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  5. 206 Homeward Ave — photo40Active

    $299,900

    4 bd · 2 ba · 1,999 sqft

    206 Homeward Ave, Winchester, TN

    Tekesha Fuqua-Taylor · Keller Williams Realty - Murfreesboro

  6. 2124 Boswell Rd — photoPrice Reduced71Active

    $999,500

    4 bd · 4 ba · 6,803 sqft

    2124 Boswell Rd, Winchester, TN

    Robert Evanoff · Berkshire Hathaway HomeServices Woodmont Realty

  7. 124 Lookout Drive — photo53Active

    $424,900

    4 bd · 2 ba · 1,890 sqft

    124 Lookout Drive, Winchester, TN

    MITCHELL BOWMAN · simpliHOM - The Results Team

  8. 160 Wakeboard Way — photo62Active

    $1,199,900

    4 bd · 4 ba · 3,720 sqft

    160 Wakeboard Way, Winchester, TN

    Angela Privett · Benchmark Realty, LLC

  9. 1478 Marble Hill Rd — photo53Active

    $880,000

    4 bd · 3 ba · 2,128 sqft

    1478 Marble Hill Rd, Winchester, TN

    Abigail Sysenkham · Southern Middle Realty

  10. 322 N Porter St — photo39Active

    $1,799,000

    4 bd · 5 ba · 5,019 sqft

    322 N Porter St, Winchester, TN

    Tara Hays · Benchmark Realty, LLC

  11. 136 Bay Cove Trl — photo90Active

    $1,499,000

    4 bd · 4 ba · 4,035 sqft

    136 Bay Cove Trl, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  12. 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

  13. 356 Ridgecrest Dr — photo73Active

    $685,700

    4 bd · 4 ba · 3,705 sqft

    356 Ridgecrest Dr, Winchester, TN

    Sean Crabtree · Blue Door Realty Group

  14. 218 Charlotte Dr — photo60Active

    $510,000

    4 bd · 3 ba · 2,116 sqft

    218 Charlotte Dr, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  15. 220 Bryan Dr — photoPrice Reduced62Active

    $459,000

    4 bd · 4 ba · 2,209 sqft

    220 Bryan Dr, Winchester, TN

    Sharon Swafford · Swaffords Property Shop

  16. 309 Campfire Ct — photoPrice Reduced74Active

    $774,900

    4 bd · 4 ba · 2,886 sqft

    309 Campfire Ct, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  17. 323 Ridgecrest Dr — photoPrice Reduced99Active

    $729,900

    4 bd · 5 ba · 3,960 sqft

    323 Ridgecrest Dr, Winchester, TN

    Daryl Welch · Freedom Realty Group

  18. 2607 Old Tullahoma Rd — photo49Active

    $464,900

    4 bd · 3 ba · 2,645 sqft

    2607 Old Tullahoma Rd, Winchester, TN

    Elisa Chessor · Century 21 Coffee County Realty & Auction

  19. 128 Bel Aire Dr — photo53Active

    $299,900

    4 bd · 2 ba · 1,923 sqft

    128 Bel Aire Dr, Winchester, TN

    Jessica London · Southern Middle Realty

  20. 92 Hammock Dr — photoPrice Reduced54Active

    $834,000

    4 bd · 4 ba · 2,986 sqft

    92 Hammock Dr, Winchester, TN

    Nicole Miller · Benchmark Realty, LLC

  21. 0 Ridgecrest Dr — photo16Active

    $794,500

    4 bd · 4 ba · 3,165 sqft

    0 Ridgecrest Dr, Winchester, TN

    Angela Privett · Benchmark Realty, LLC

  22. 318 N Porter St — photoPrice Reduced63Active

    $2,110,900

    4 bd · 6 ba · 6,160 sqft

    318 N Porter St, Winchester, TN

    Tara Hays · Benchmark Realty, LLC

  23. 221 Hammock Dr — photo53Active

    $1,199,000

    4 bd · 6 ba · 3,812 sqft

    221 Hammock Dr, Winchester, TN

    Howard Hicks · Benchmark Realty, LLC

  24. 368 Chandler Dr — photo100Active

    $3,499,000

    4 bd · 7 ba · 8,447 sqft

    368 Chandler Dr, Winchester, TN

    Maggie Hargrove · Benchmark Realty, LLC

12

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Listing data & MLS disclosures

Realtracs
Based on information submitted to the MLS GRID as of 2026-09-19 15:53:32 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

    • New construction
    • With a pool

    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%