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

3 Bedroom Homes in Winchester, TN

3 Bedroom Homes in Winchester, TN

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24 of 101 Listings
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3 Bedroom Homes in Winchester, TN

24 of 101 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 814 S High St — photo13Active

    $285,000

    3 bd · 1 ba · 1,154 sqft

    814 S High St, Winchester, TN

    April Smith Couch · John Smith Jr Realty and Auction LLC

  2. 319 Campfire Ct — photo82Active

    $579,000

    3 bd · 4 ba · 2,579 sqft

    319 Campfire Ct, Winchester, TN

    Meredith Smith · Benchmark Realty, LLC

  3. 36 Meadowwood Ln — photo49Active

    $376,300

    3 bd · 2 ba · 1,420 sqft

    36 Meadowwood Ln, Winchester, TN

    Melissa Sterling · Better Homes & Gardens Real Estate Heritage Group

  4. 220 Union Rd — photo3Active

    $299,900

    3 bd · 2 ba · 1,288 sqft

    220 Union Rd, Winchester, TN

    Rachel Lynn Perryman · Homestead-Kent Davis Realty & Aucti

  5. 74 Maple Dr — photo34Active

    $649,900

    3 bd · 2 ba · 1,754 sqft

    74 Maple Dr, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  6. 735 Shadowbrook Rd — photo50Active

    $499,000

    3 bd · 3 ba · 2,530 sqft

    735 Shadowbrook Rd, Winchester, TN

    Jackson Lynch · Lynch Rigsby Realty & Auction, LLC

  7. 260 Union Rd — photo4Active

    $299,900

    3 bd · 2 ba · 1,288 sqft

    260 Union Rd, Winchester, TN

    Rachel Lynn Perryman · Homestead-Kent Davis Realty & Aucti

  8. 801 S High St — photo51Active

    $279,900

    3 bd · 2 ba · 1,697 sqft

    801 S High St, Winchester, TN

    Chelsea B. Greenway · Southern Middle Realty

  9. 0 S High St — photo1Active

    $229,900

    3 bd · 2 ba · 1,014 sqft

    0 S High St, Winchester, TN

    Jennifer Savage · Freedom Realty Group

  10. 0 Little St — photo1Active

    $215,900

    3 bd · 2 ba · 1,014 sqft

    0 Little St, Winchester, TN

    Jennifer Savage · Freedom Realty Group

  11. 1557 Rowe Gap Rd — photo21Active

    $349,900

    3 bd · 2 ba · 1,460 sqft

    1557 Rowe Gap Rd, Winchester, TN

    Darrell Lewis · DIYFLATFEE.COM

  12. 70 Lake Life Court — photo86Active

    $599,900

    3 bd · 4 ba · 2,344 sqft

    70 Lake Life Court, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  13. 335 Myers Road — photo45Active

    $289,900

    3 bd · 2 ba · 1,768 sqft

    335 Myers Road, Winchester, TN

    JOE ORR · WEICHERT, REALTORS Joe Orr & Associates

  14. 338 Royal Oak Dr — photo37Active

    $339,900

    3 bd · 2 ba · 1,916 sqft

    338 Royal Oak Dr, Winchester, TN

    Thee Gaines · Trelora Realty, Inc

  15. Active

    $379,000

    3 bd · 2 ba · 1,620 sqft

    539 Strawberry Dr, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  16. 114 Bel Aire Dr — photo20Active

    $259,900

    3 bd · 2 ba · 1,875 sqft

    114 Bel Aire Dr, Winchester, TN

    Wayne Neese · Coldwell Banker Southern Realty

  17. 1717 Georgia Crossing Rd — photo40Active

    $99,900

    3 bd · 2 ba · 1,500 sqft

    1717 Georgia Crossing Rd, Winchester, TN

    John Michael Peck · Century 21 Volunteer Realty

  18. 117 Carol Cir — photo21Active

    $340,000

    3 bd · 2 ba · 1,750 sqft

    117 Carol Cir, Winchester, TN

    Daniel Prince · John Smith Jr Realty and Auction LLC

  19. Active

    $215,900

    3 bd · 2 ba · 1,014 sqft

    0 Little St, Winchester, TN

    Daryl Welch · Freedom Realty Group

  20. Active

    $215,900

    3 bd · 2 ba · 1,014 sqft

    0 Little St, Winchester, TN

    Daryl Welch · Freedom Realty Group

  21. 605 River Watch Way — photo51Active

    $524,900

    3 bd · 3 ba · 1,789 sqft

    605 River Watch Way, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  22. 810 Cumberland Dr — photo52Active

    $399,900

    3 bd · 2 ba · 2,260 sqft

    810 Cumberland Dr, Winchester, TN

    Matt Sargent · Matt Sargent Homes

  23. 107 Brandi Way — photo22Active

    $1,500,000

    3 bd · 2 ba · 2,962 sqft

    107 Brandi Way, Winchester, TN

    Jackson Carroll · Compass

  24. 0 Style St — photo1Active

    $239,000

    3 bd · 2 ba · 1,100 sqft

    0 Style St, Winchester, TN

    Stephanie Jo Dowdy · Freedom Realty Group

12…5

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Realtracs
Based on information submitted to the MLS GRID as of 2026-09-20 23:33:33 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%