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3 beds New construction With a pool

5 Bedroom Homes in Winchester, CA

92 listings

5 Bedroom Homes in Winchester, CA

5 Bedroom Homes in Winchester, CA

12 of 92 Listings

5 Bedroom Homes in Winchester, CA

12 of 92 Listings

Price Reduced60

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

Active

$749,000

5 bd · 4 ba · 3,291 sqft

29633 Kearney Court, Winchester, CA

Samir Rai · Keystone Realty Group

$695,999

5 bd · 3 ba · 2,540 sqft

30825 Pony Express, Winchester, CA

Peter Alvino · SimpliHOM

$649,999

5 bd · 3 ba · 2,540 sqft

30667 Expedition Dr, Winchester, CA

Adrian Quijano · ROA California Inc

$779,999

5 bd · 3 ba · 3,217 sqft

36563 Fontaine Street, Winchester, CA

Shameika Hamilton · Vylla Home

$680,000

5 bd · 3 ba · 2,540 sqft

31133 Linden Flower Road, Winchester, CA

Jenny Yin · HomeSmart Evergreen Realty

$578,335

5 bd · 3 ba · 2,149 sqft

36599 Frangipani Drive, Winchester, CA

Todd Myatt · Century 21 Masters

$729,900

5 bd · 3 ba · 2,950 sqft

35211 Lilac Lane, Winchester, CA

Cliff Clifford · First Team Real Estate

$758,990

5 bd · 4 ba · 2,946 sqft

28693 Via De Manzana, Winchester, CA

Penelope Xanthakis · D R Horton America's Builder

$699,999

5 bd · 3 ba · 2,789 sqft

34946 Manu, Winchester, CA

James Frageau · Impact Real Estate

$705,000

5 bd · 3 ba · 2,896 sqft

31237 Ruby River Road, Winchester, CA

Shawn Black · Meritage Homes of California

Price Reduced40Active

$670,000

5 bd · 3 ba · 2,913 sqft

34586 Sagebrush Lane, Winchester, CA

Sally Gonzalez · Elite Real Estate Services, In

$759,000

5 bd · 4 ba · 2,929 sqft

29742 Woodcreek, Winchester, CA

Farah Kafaipour · Keller Williams Realty

1 2…4

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01840925

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, 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.