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Homes with a Pool in Winchester, TN
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12 listings
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3 bedsNew constructionWith a pool

Homes with a Pool in Winchester, TN

Homes with a Pool in Winchester, TN

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12 Listings
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Homes with a Pool in Winchester, TN

12 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #338714

Call Thomas
  1. 24 Kacey Marie Dr — photo51Active

    $639,000

    3 bd · 4 ba · 2,977 sqft

    24 Kacey Marie Dr, Winchester, TN

    Ashton Staker · eXp Realty

  2. 7334 Lynchburg Rd — photo46Active

    $159,900

    3 bd · 3 ba · 1,444 sqft

    7334 Lynchburg Rd, Winchester, TN

    Jordan Mitchell · SimpliHOM

  3. 204 Homeward Ave — photo43Active

    $365,000

    3 bd · 3 ba · 1,988 sqft

    204 Homeward Ave, Winchester, TN

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

  4. 368 Chandler Dr — photo100Active

    $3,499,000

    4 bd · 7 ba · 8,447 sqft

    368 Chandler Dr, Winchester, TN

    Maggie Hargrove · Benchmark Realty, LLC

  5. 92 Freeman Ct — photoPrice Reduced62Active

    $545,000

    3 bd · 3 ba · 2,494 sqft

    92 Freeman Ct, Winchester, TN

    Misty Guzman · Century 21 Wright Realty

  6. 44 Houghton Dr — photo45Active

    $399,900

    4 bd · 4 ba · 2,197 sqft

    44 Houghton Dr, Winchester, TN

    Dana Dillinger · RE/MAX 1st Realty

  7. 3539 Liberty Rd — photo80Active

    $1,849,999

    6 bd · 4 ba · 3,617 sqft

    3539 Liberty Rd, Winchester, TN

    Chesney R Luttrell · John Smith Jr Realty and Auction LLC

  8. 347 Campfire Ct — photoPrice Reduced89Active

    $600,000

    4 bd · 3 ba · 2,930 sqft

    347 Campfire Ct, Winchester, TN

    Angie Miller · John Smith Jr Realty and Auction LLC

  9. 319 Campfire Ct — photo1Active

    $595,000

    3 bd · 4 ba · 2,579 sqft

    319 Campfire Ct, Winchester, TN

    Meredith Smith · Benchmark Realty, LLC

  10. 1485 Water Tank Rd — photoPrice Reduced86Active

    $1,475,000

    3 bd · 5 ba · 6,300 sqft

    1485 Water Tank Rd, Winchester, TN

    Sharon Swafford · Swaffords Property Shop

  11. 203 Campfire Ct — photo84Active

    $450,000

    4 bd · 3 ba · 2,141 sqft

    203 Campfire Ct, Winchester, TN

    Kay Caldwell · Swaffords Property Shop

  12. 1657 Boswell Rd — photo70Active

    $3,800,000

    6 bd · 8 ba · 8,002 sqft

    1657 Boswell Rd, Winchester, TN

    Davey Hackett · Parks Compass

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Listing data & MLS disclosures

Realtracs
Based on information submitted to the MLS GRID as of 2026-09-01 21:12:36 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
    $319,000$183,000–$486,500 typical range
    Price per sq. ft.
    $200
    Sales
    55
    Paid in cash
    50.9%

    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%