Luxury Homes in Winnetka, CA

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3 beds New construction With a pool

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13 Listings

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Luxury Homes in Winnetka, CA

13 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

49Active
$1,099,000
5 bd · 3 ba · 1,930 sqft
19939 Hemmingway, Winnetka, CA
Jill Schwartz · Compass
Price Reduced69Active
$1,349,900
6 bd · 5 ba · 2,992 sqft
20540 Keswick, Winnetka, CA
Anat Erster · Beverly and Company
34Active
$1,590,000
5 bd · 5 ba · 3,700 sqft
20329 Stagg Street, Winnetka, CA
Emmett Dalton · Dalton Real Estate

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.
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 2026-09-02 00:16:18 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: 2026-09-02 00:16:18 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.
Conejo Simi Moorpark Association of REALTORS: The information being provided by Ventura County Regional Data Share is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. ©2026 Ventura County Regional Data Share All rights reserved.

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.

Winnetka, CA community profile

Area: 4.3 sq. mi.

Source: HJN community data

Explore Winnetka homes

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.
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 2026-09-02 00:16:18 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: 2026-09-02 00:16:18 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.
Conejo Simi Moorpark Association of REALTORS: The information being provided by Ventura County Regional Data Share is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. ©2026 Ventura County Regional Data Share All rights reserved.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Safety & registry resources

Safety & registry resources

Safety & registry resources

Luxury Homes in Winnetka, CA

Luxury Homes in Winnetka, CA

Your local brokerage

Listing data & MLS disclosures

Winnetka housing market

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

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

Winnetka, CA community profile

Explore Winnetka homes

Listing data & MLS disclosures

Winnetka, CA community profile

Winnetka housing market

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

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

Your local brokerage

Your local brokerage