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3 bedsNew constructionWith a pool
Homes with a Pool in Winchester, CA — Page 10
244 listings

Homes with a Pool in Winchester, CA

Homes with a Pool in Winchester, CA

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18 of 244 Listings
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Homes with a Pool in Winchester, CA

18 of 244 Listings

  1. 30893 Mossy Brook Street — photo1Active

    $479,990

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

4 bd · 3 ba · 1,663 sqft

30893 Mossy Brook Street, Winchester, CA

Amanda Moore · KB Home Sales-Southern CA Inc

  • 30901 Mossy Brook St — photoPrice Reduced1Active

    $439,990

    3 bd · 2 ba · 1,510 sqft

    30901 Mossy Brook St, Winchester, CA

    KB Home Sales-Southern CA Inc

  • 36761 Pebley Court — photoPrice Reduced45Active

    $960,000

    5 bd · 3 ba · 3,217 sqft

    36761 Pebley Court, Winchester, CA

    Michael Childs · Allison James Estates & Homes

  • 31750 Keller Road — photo9Active

    $1,900,000

    3 bd · 2 ba · 1,690 sqft

    31750 Keller Road, Winchester, CA

    Mauricio Gomez · Infinite Realty and Loans Inc.

  • 31528 Settlers — photoPrice Reduced32Active

    $848,000

    5 bd · 4 ba · 3,291 sqft

    31528 Settlers, Winchester, CA

    Zied Bejaui · ZENCREST HOMES

  • 32554 Western Hills Dr — photoPrice Reduced15Active

    $519,990

    4 bd · 3 ba · 2,151 sqft

    32554 Western Hills Dr, Winchester, CA

    Taylor Morrison Services

  • 34259 Aspen Alley — photo1Active

    $664,990

    3 bd · 2 ba · 1,882 sqft

    34259 Aspen Alley, Winchester, CA

    Marcy Pekar · KB Home Sales-Southern CA Inc

  • 34253 Aspen Alley — photoPrice Reduced1Active

    $680,990

    3 bd · 3 ba · 2,198 sqft

    34253 Aspen Alley, Winchester, CA

    Marcy Pekar · KB Home Sales-Southern CA Inc

  • 31935 Violet Drive — photoPrice Reduced38Active

    $725,000

    4 bd · 3 ba · 2,995 sqft

    31935 Violet Drive, Winchester, CA

    Emma Bartolon Bright · Berkshire Hathaway HomeServices California Properties

  • 29483 Beeler Road — photoPrice Reduced42Active

    $594,999

    4 bd · 3 ba · 1,972 sqft

    29483 Beeler Road, Winchester, CA

    David Olivera · ShoppingSDHouses

  • 29658 Lewis Circle — photoPrice Reduced3Active

    $599,000

    4 bd · 3 ba · 2,216 sqft

    29658 Lewis Circle, Winchester, CA

    NYLA STERLING · TRI POINTE HOMES HOLDINGS, INC.

  • 28533 Scorpion Ln — photoPrice Reduced14Active

    $549,990

    3 bd · 3 ba · 1,567 sqft

    28533 Scorpion Ln, Winchester, CA

    Tes Poblete · Premiere Home Funding, Inc

  • 31353 Osage Trail — photoPrice Reduced7Active

    $584,990

    4 bd · 3 ba · 2,402 sqft

    31353 Osage Trail, Winchester, CA

    John Bayless · RICHMOND AMERICAN HOMES

  • 29205 Santa Fe Springs Court — photo9Active

    $590,990

    4 bd · 3 ba · 1,912 sqft

    29205 Santa Fe Springs Court, Winchester, CA

    John Bayless · RICHMOND AMERICAN HOMES

  • 31341 Osage Trail Court — photo20Active

    $616,990

    3 bd · 3 ba · 2,201 sqft

    31341 Osage Trail Court, Winchester, CA

    John Bayless · RICHMOND AMERICAN HOMES

  • 31351 Siskiyou Court — photo10Active

    $621,990

    3 bd · 3 ba · 2,307 sqft

    31351 Siskiyou Court, Winchester, CA

    John Bayless · RICHMOND AMERICAN HOMES

  • 33143 Big Range Drive — photo31Active

    $579,000

    4 bd · 3 ba · 2,273 sqft

    33143 Big Range Drive, Winchester, CA

    Jenny Rafailov · eXp Realty of Southern California, Inc.

  • 31365 Osage Trail Ct — photo13Active

    $610,990

    3 bd · 3 ba · 2,201 sqft

    31365 Osage Trail Ct, Winchester, CA

    RICHMOND AMERICAN HOMES

  • 1…91011

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    TO

    Thomas O'Leary

    Realty.com

    Lic. #01840925

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    Listing data & MLS disclosures

    The MLS (CLAW)
    The multiple listings information is provided by The MLS/CLAW from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 The MLS/CLAW. All Rights Reserved. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified.
    San Diego MLS
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    Winchester, CA community profile

    Area
    66 sq. mi.

    Source: HJN community data

    Winchester housing market

    September 2026 · This period is still settling

    Winchester 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 52 sales · as of Sep 28, 2026

    Homes that sold · County records, as of Sep 16, 2026

    Median sale price
    $670,500$612,625–$753,250 typical range
    Price per sq. ft.
    $299
    Sales
    40
    Paid in cash
    2.5%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $640,000
    Homes for sale
    217

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

    Year-over-year
    10.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,408 sq. ft.