5 Bedroom Homes in Winnetka, CA

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3 beds New construction With a pool

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2 Listings

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5 Bedroom Homes in Winnetka, CA

2 Listings

49Active
$1,099,000

2 listings

5 Bedroom Homes in Winnetka, CA

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2 Listings

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5 Bedroom Homes in Winnetka, CA

2 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

49Active
$1,099,000

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

5 bd · 3 ba · 1,930 sqft

19939 Hemmingway, Winnetka, CA

Jill Schwartz · Compass

34Active

$1,590,000

5 bd · 5 ba · 3,700 sqft

20329 Stagg Street, Winnetka, CA

Emmett Dalton · Dalton Real Estate

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Listing data & MLS disclosures

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 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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Listing data & MLS disclosures

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.

Registered offenders on the map

Registered offenders on the map

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Registered offenders on the map

Your local brokerage

Your local brokerage

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

Your local brokerage

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