San Mateo Highlands Houses for Sale

/80
$4,499,000 Open Sat 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,390 Sq Ft
2185 Cobblehill Place, San Mateo, CA 94402

Discover the perfect blend of luxury, comfort, & California living at 2185 Cobblehill Place, nestled in the highly sought-after Highlands neighborhood of San Mateo. Situated on a sprawling 17,997 sq ft lot, this beautifully crafted home features 4 bedrooms, 3.5 bathrooms, & 3,390 sq ft of thoughtfully designed living space. Expansive picture windows in the light-filled living & dining areas frame

Disen Cai KW Advisors

2185 Cobblehill Place, San Mateo, CA 94402
/121
$2,588,000
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
1651 Lexington Ave, San Mateo, CA 94402

NEW MODERN EICHLER IN SAN MATEO HIGHLANDS Completed in 2020, this MCM home had a radical remodel integrating new materials and technologies while preserving architectural integrity. Curb appeal is a 10. Colorful, textured landscaping with the ebony Eichler is captivating and the emerald courtyard preceding the front door, delightful. Inside, the white interior has beamed ceilings, engineered

Julie Baumann Compass

1651 Lexington Ave, San Mateo, CA 94402
/47
$2,500,000
- 3 Beds
- 3 Baths
- 2,040 Sq Ft
1652 Lexington Ave, San Mateo, CA 94402

Architectural Gem with Panoramic Views in the Coveted Highlands Perched in the highly desirable Highlands neighborhood, this rare Eichler is a striking example of mid-century modern design elevated for contemporary living. With sweeping panoramic views and professionally designed landscaping, the home offers a serene retreat that seamlessly blends indoor and outdoor spaces. The well-designed

Lisa Karson Golden Gate Sotheby's International Realty

1652 Lexington Ave, San Mateo, CA 94402
/41
$2,090,000 Open Sun 1:30PM - 4PM
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
1708 Yorktown Rd, San Mateo, CA 94402

Stunning San Mateo Highlands Home with Breathtaking Views. Discover the perfect blend of comfort and style in this beautiful home nestled in the sought-after San Mateo Highlands. Situated on an expansive 7,578 sq. ft. lot backing to open space, this property offers unmatched privacy and panoramic views. Step inside to an inviting, light-filled floor plan where walls of glass seamlessly connect

Lucia Liu Legend Realty & Finance Group

1708 Yorktown Rd, San Mateo, CA 94402

California San Mateo San Mateo Highlands

Why Live in San Mateo Highlands

San Mateo Highlands, known locally as "the Highlands," is a distinguished neighborhood featuring mid-century modern homes designed by Joseph Eichler. These homes, built in the 1950s, are characterized by flat-roofed and A-frame ranch styles, attracting creative professionals and tech workers. The neighborhood is situated on the hilly outskirts of San Mateo, offering large lots and scenic views, with many properties backing up to lush green spaces near the 280 freeway and Crystal Springs Reservoir. The area is zoned for highly rated schools, including Highlands Elementary School, Borel Middle School, and Aragon High School, which is noted for its top ranking and unique AVID program. The Highlands Recreation Center serves as a community hub with swimming pools, fitness rooms, sports courts, and a playground. Nearby Laurelwood Park provides extensive hiking and biking trails, while Crystal Springs Park offers a campsite and trails with picturesque waterside views. Residents frequent Crystal Springs Village for shopping and dining, with popular spots like Dianda’s Bakery and Rainbow Pizza. Downtown San Mateo, just five miles east, hosts annual events like SummerFest and Fall Fest, adding to the community's vibrant atmosphere. The neighborhood's proximity to Interstate 280 and Route 92 facilitates easy commutes to Palo Alto, San Francisco, and San Jose. With crime rates lower than the national average, the Highlands is a desirable area for families and professionals seeking a blend of suburban tranquility and accessibility.

Learn more about living in San Mateo Highlands

Home Trends in San Mateo Highlands, CA

On average, homes in San Mateo Highlands, San Mateo sell after 27 days on the market compared to the national average of 70 days. The median sale price for homes in San Mateo Highlands, San Mateo over the last 12 months is $700,000, up 81% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$700,000

Median Single Family Sale Price

$700,000

Average Price Per Sq Ft

$483

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.80

Median List Price

$685,000

Median Change From 1st List Price

-2%

Median Home Sale Price YoY Change

81%

How to Buy a Home How to Finance a Home How to Sell a Home

In San Mateo Highlands, there are currently 4 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $2,090,000 to $4,499,000, there's something for every budget. As of July, 2025 the median home price in San Mateo Highlands, San Mateo is $685,000, while the average sale price is $559,960, providing insight into local market trends. On average, houses spend 27 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in San Mateo Highlands, San Mateo and find the perfect place to call home.

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