The Highlands / Ticonderoga Homes for Sale

The Highlands / Ticonderoga Homes for Sale

Welcome to The Highlands, a hidden gem nestled in the heart of San Mateo, California. This charming neighborhood, also known as Ticonderoga, is renowned for its picturesque streets, lush greenery, and a warm community spirit. As you stroll through the area, you’ll be greeted by beautifully maintained homes that exude character, ranging from classic mid-century designs to modern architectural wonders. The Highlands is perfect for families, young professionals, and retirees alike, offering a serene suburban lifestyle while being just minutes away from the vibrant energy of downtown San Mateo.

One of the standout features of The Highlands is its exceptional access to outdoor recreation. With nearby parks such as the expansive Coyote Point Recreation Area and the scenic San Mateo Central Park, residents can enjoy hiking, picnicking, or simply soaking in the stunning California sunshine. The neighborhood is also home to top-rated schools, making it an ideal choice for families looking to settle down in a nurturing environment.

Currently, there are several homes for sale in this desirable area, each offering unique charm and modern amenities. Whether you’re searching for a cozy bungalow or a spacious family home, The Highlands has something to suit every taste and budget. With a close-knit community, excellent schools, and a prime location just a short drive from San Francisco and Silicon Valley, The Highlands is not just a place to live; it’s a place to thrive. Don’t miss your chance to become a part of this vibrant neighborhood—explore the available homes today and discover your dream home in The Highlands!

Newest The Highlands / Ticonderoga Homes for Sale

1586 Lexington AVE, San Mateo
$4,498,000
3 Beds ⋅ 2 Baths ⋅ ML82060534 MLS ⋅ The Highlands BLDG.
A rare architectural offering, this one-of-a-kind 1956 Mid-Century Modern X-100 prototype, designed by an acclaimed team of architects, represents a pivotal moment in mid-century modern design. The home showcases six exposed steel I-beams, eliminating interior load-bearing walls and creating a dramatic open, light-filled environment with seamless indoor-outdoor flow. Thoughtfully restored while honoring its original vision, recent updates include fresh interior/exterior paint, recoated foam roof, refinished vinyl and concrete floors, updated radiant heating, curated furnishings, and refreshed landscaping. The home is organized around two private garden atriums with in-ground planting beds, while 32 feet of skylights flood the interiors with natural light. Signature materials, steel, glass, and Formica, highlight the home's authentic modernist character. Built-ins and kitchen elements are fully integrated into the architecture. Debuted in 1956, the X-100 gained national attention and influenced generations of modern residential design, set against the backdrop of Crystal Springs Reservoir. Listed on the National Register, this is a true collector-grade property ideal for design enthusiasts, historians, and those seeking a singular living experience. A legacy of visionary design.

1586 Lexington AVE, San Mateo

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: Graeham Watts from Compass

Start Your Search

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Tuscana Properties are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . 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.


Copyright 2026 MLSListings Inc. All rights reserved