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2 Bedroom Homes in Winchester, TN
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15 listings
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3 bedsNew constructionWith a pool

2 Bedroom Homes in Winchester, TN

2 Bedroom Homes in Winchester, TN

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15 Listings
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2 Bedroom Homes in Winchester, TN

15 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 101 Edgefield Ct — photo20Active

    $369,000

    2 bd · 2 ba · 1,615 sqft

    101 Edgefield Ct, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  2. 319 Chase Cir — photo33Active

    $389,000

    2 bd · 2 ba · 1,711 sqft

    319 Chase Cir, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  3. 102 Oak Park — photoPrice Reduced41Active

    $269,900

    2 bd · 1 ba · 1,373 sqft

    102 Oak Park, Winchester, TN

    Shelia Lunsford · Benchmark Realty, LLC

  4. 76 Chase Cir — photo42Active

    $369,900

    2 bd · 2 ba · 1,818 sqft

    76 Chase Cir, Winchester, TN

    Sean Crabtree · Blue Door Realty Group

  5. 56 Deer Valley Cir — photo30Active

    $419,000

    2 bd · 2 ba · 1,664 sqft

    56 Deer Valley Cir, Winchester, TN

    Ashley Lynch · Lynch Rigsby Realty & Auction, LLC

  6. 424 Laura Ave — photoPrice Reduced27Active

    $174,900

    2 bd · 1 ba · 824 sqft

    424 Laura Ave, Winchester, TN

    Matt Sargent · Matt Sargent Homes

  7. 52 Narrows Dr — photo50Active

    $999,000

    2 bd · 2 ba · 1,428 sqft

    52 Narrows Dr, Winchester, TN

    Kaila Hampton Gentry · BMA Properties

  8. 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

  9. 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

  10. 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

  11. 924 Cline Ridge Rd — photo83Active

    $399,900

    2 bd · 2 ba · 1,450 sqft

    924 Cline Ridge Rd, Winchester, TN

    Dayla Bray- The Preferred Group · Keller Williams Russell Realty & Auction

  12. 342 Chase Cir — photo39Active

    $359,900

    2 bd · 2 ba · 1,801 sqft

    342 Chase Cir, Winchester, TN

    John Michael Peck · Century 21 Volunteer Realty

  13. 1687 Georgia Crossing Rd — photoPrice Reduced24Active

    $319,900

    2 bd · 2 ba · 1,080 sqft

    1687 Georgia Crossing Rd, Winchester, TN

    John Michael Peck · Century 21 Volunteer Realty

  14. 667 Maple Bend Rd — photoPrice Reduced40Active

    $320,000

    2 bd · 2 ba · 1,200 sqft

    667 Maple Bend Rd, Winchester, TN

    Pam Ford · Benchmark Realty, LLC

  15. 3754 Aedc Rd — photoPrice Reduced30Active

    $399,000

    2 bd · 1 ba · 3,560 sqft

    3754 Aedc Rd, Winchester, TN

    Adam Brock · Canopy Real Estate

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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 2026-09-14 21:13:40 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%