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Homes Under $500K in Winnetka, CA
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3 bedsNew constructionWith a pool

Homes Under $500K in Winnetka, CA

Homes Under $500K in Winnetka, CA

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17 of 43 Listings
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Homes Under $500K in Winnetka, CA

17 of 43 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas
  1. 8330 Penfield — photo28Active

    $495,000

    2 bd · 3 ba · 1,123 sqft

    8330 Penfield, Winnetka, CA

    Rosanna Macalinao · Coldwell Banker Hallmark

  2. 20214 Cohasset Street 16 — photo24Active

    $339,000

    2 bd · 1 ba · 880 sqft

    20214 Cohasset Street 16, Winnetka, CA

    Bobby Karami · Rodeo Realty

  3. 7211 Cozycroft Avenue 16 — photo28Active

    $400,000

    2 bd · 2 ba · 1,033 sqft

    7211 Cozycroft Avenue 16, Winnetka, CA

    Omar Bardumyan · Keller Williams Real Estate Services

  4. 20234 Cantara Street 229 — photo11Active

    $379,000

    1 bd · 1 ba · 744 sqft

    20234 Cantara Street 229, Winnetka, CA

    Susan You Shim · Beta One Realty & Investment Inc.

  5. 20253 Keswick 322 — photoPrice Reduced32Active

    $395,000

    2 bd · 2 ba · 880 sqft

    20253 Keswick 322, Winnetka, CA

    Gerry Nicks · Keller Williams Realty

  6. 20253 Keswick 322 — photoPrice Reduced30Active

    $395,000

    2 bd · 2 ba · 880 sqft

    20253 Keswick 322, Winnetka, CA

    Gerry Nicks · Keller Williams Realty

  7. 20253 Keswick Street 331 — photoPrice Reduced30Active

    $375,000

    2 bd · 2 ba · 880 sqft

    20253 Keswick Street 331, Winnetka, CA

    Artin Sarkissian · The Art In Real Estate

  8. 19920 Kittridge Street — photoPrice Reduced16Active

    $500,000

    3 bd · 2 ba · 1,000 sqft

    19920 Kittridge Street, Winnetka, CA

    Ravi Sharma · NextHome Grandview

  9. 20234 Cantara 214 — photo16Active

    $335,000

    2 bd · 2 ba · 925 sqft

    20234 Cantara 214, Winnetka, CA

    Fredrik Hovsepyan · Pinnacle Estate Properties, Inc.

  10. 20234 Cantara 214 — photo16Active

    $335,000

    2 bd · 2 ba · 925 sqft

    20234 Cantara 214, Winnetka, CA

    Fredrik Hovsepyan · Pinnacle Estate Properties, Inc.

  11. 20134 Leadwell 126 — photoPrice Reduced33Active

    $404,900

    2 bd · 1 ba · 786 sqft

    20134 Leadwell 126, Winnetka, CA

    Inna Pylypenko · Coldwell Banker Realty

  12. 20134 Leadwell 126 — photoPrice Reduced33Active

    $404,900

    2 bd · 1 ba · 786 sqft

    20134 Leadwell 126, Winnetka, CA

    Inna Pylypenko · Coldwell Banker Realty

  13. 20327 Saticoy 309 — photoPrice Reduced28Active

    $339,995

    1 bd · 1 ba · 640 sqft

    20327 Saticoy 309, Winnetka, CA

    Victoria Orozco-Reynoso · Keller Williams Realty-Studio City

  14. 20327 Saticoy 309 — photoPrice Reduced28Active

    $339,995

    1 bd · 1 ba · 640 sqft

    20327 Saticoy 309, Winnetka, CA

    Victoria Orozco-Reynoso · Keller Williams Realty-Studio City

  15. 20253 Keswick Street 318 — photoPrice Reduced20Active

    $405,000

    2 bd · 2 ba · 880 sqft

    20253 Keswick Street 318, Winnetka, CA

    Cathy Derose · Knollwood Realty, Inc.

  16. 20146 Cohasset Street 5 — photo37Active

    $459,000

    3 bd · 2 ba · 1,340 sqft

    20146 Cohasset Street 5, Winnetka, CA

    Kenneth Marker · Rodeo Realty

  17. 20234 Cantara 342 — photo1Active

    $250,000

    0 bd · 1 ba · 484 sqft

    20234 Cantara 342, Winnetka, CA

    Michael Malloy · Rodeo Realty

12

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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.
California Regional Multiple Listing Service (CRMLS)
The multiple listing data appearing on this website, or contained in reports produced therefrom, is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for viewers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All listing data, including but not limited to square footage and lot size is believed to be accurate, but the listing Agent, listing Broker and CRMLS and its affiliates do not warrant or guarantee such accuracy. The viewer should independently verify the listed data prior to making any decisions based on such information by personal inspection and/or contacting a real estate professional. Based on information from California Regional Multiple Listing Service, Inc. as of 2026-08-30 23:22:51 UTC and /or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Listing information ©2026 California Regional Multiple Listing Service, Inc®. All Rights Reserved. Last Updated: 2026-08-30 23:22:51 UTC
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.

Winnetka, CA community profile

Area
4.3 sq. mi.

Source: HJN community data

Winnetka housing market

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 14 sales · as of Jul 17, 2026

Homes on the market · MLS, as of Jul 17, 2026–Jul 21, 2026

Median list price
$825,000
Homes for sale
107
Median days on market
11 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size
1,540 sq. ft.
    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01840925

    Call Thomas