5 Bedroom Homes in Winchester, CA

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3 beds New construction With a pool

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12 of 93 Listings

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5 Bedroom Homes in Winchester, CA

12 of 93 Listings

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Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Price Reduced60Active
$749,000
5 bd · 4 ba · 3,291 sqft
29633 Kearney Court, Winchester, CA
Samir Rai · Keystone Realty Group
11Active
$695,999
5 bd · 3 ba · 2,540 sqft
30825 Pony Express, Winchester, CA
Peter Alvino · SimpliHOM
49Active
$649,999
5 bd · 3 ba · 2,540 sqft
30667 Expedition Dr, Winchester, CA
Adrian Quijano · ROA California Inc

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.

Winchester housing market

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 32 sales · as of Jul 16, 2026

Homes that sold · County records, as of Jul 7, 2026

Median sale price: $697,500$561,250–$919,000 typical range
Price per sq. ft.: $311
Sales: 16
Paid in cash: 6.3%

Homes on the market · MLS, as of Jul 16, 2026–Jul 21, 2026

Median list price: $652,715
Homes for sale: 335
Median days on market: 57 days

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

Year-over-year: 8.3%

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

Median home size: 2,444 sq. ft.

Winchester, CA community profile

Area: 66 sq. mi.

Source: HJN community data

Explore Winchester homes

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #01840925

Call Thomas

Winchester, CA community profile

Area: 66 sq. mi.

Source: HJN community data

Winchester housing market

July 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 32 sales · as of Jul 16, 2026

Homes that sold · County records, as of Jul 7, 2026

Median sale price: $697,500$561,250–$919,000 typical range
Price per sq. ft.: $311
Sales: 16
Paid in cash: 6.3%

Homes on the market · MLS, as of Jul 16, 2026–Jul 21, 2026

Median list price: $652,715
Homes for sale: 335
Median days on market: 57 days

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

Year-over-year: 8.3%

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

Median home size: 2,444 sq. ft.

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Your local brokerage

Listing data & MLS disclosures

Winchester housing market

Homes that sold · County records, as of Jul 7, 2026

Homes on the market · MLS, as of Jul 16, 2026–Jul 21, 2026

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

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

Winchester, CA community profile

Explore Winchester homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Winchester, CA community profile

Winchester housing market

Homes that sold · County records, as of Jul 7, 2026

Homes on the market · MLS, as of Jul 16, 2026–Jul 21, 2026

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

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