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3 bedsNew construction
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With a pool
Homes with a Pool in Winchester, CA — Page 10
242 listings

Homes with a Pool in Winchester, CA

Homes with a Pool in Winchester, CA

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18 of 242 Listings
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Homes with a Pool in Winchester, CA

18 of 242 Listings

  1. 36761 Pebley Court — photoPrice Reduced45Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

$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

  • 32810 Olive — photo29Active

    $510,000

    4 bd · 2 ba · 2,280 sqft

    32810 Olive, Winchester, CA

    Peter Gliniak · CMC REALTY

  • 31615 Leon Road — photoPrice Reduced61Active

    $799,000

    4 bd · 2 ba · 1,954 sqft

    31615 Leon Road, Winchester, CA

    Saundra Stormer · First Team Real Estate

  • 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

  • 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 Court — photo16Active

    $610,990

    3 bd · 3 ba · 2,201 sqft

    31365 Osage Trail Court, Winchester, CA

    John Bayless · RICHMOND AMERICAN HOMES

  • 31339 Siskiyou Pass Ct — photo5Active

    $629,347

    4 bd · 3 ba · 2,402 sqft

    31339 Siskiyou Pass Ct, Winchester, CA

    RICHMOND AMERICAN HOMES

  • 1…91011

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01840925

    Call Thomas

    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
    This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, noncommercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Copyright © 2026 San Diego MLS.

    Winchester, CA community profile

    Area
    66 sq. mi.

    Source: HJN community data

    Winchester housing market

    August 2026

    Winchester 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 79 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $666,000$602,000–$775,500 typical range
    Price per sq. ft.
    $276
    Sales
    95
    Paid in cash
    22.1%

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    12.3%