The Highlands / Ticonderoga Homes for Sale

Welcome to The Highlands, a hidden gem nestled in the picturesque city of San Mateo, California. This charming neighborhood, often referred to as Ticonderoga, boasts a unique blend of natural beauty and suburban convenience. With its tree-lined streets, stunning views of the Bay, and a strong sense of community, The Highlands offers a serene escape from the hustle and bustle of city life while still being just a stone's throw away from all the amenities you could desire.

The Highlands is renowned for its spacious homes, many of which feature mid-century architecture and modern upgrades. With a variety of properties available, from cozy single-family homes to larger estates, there’s something for everyone looking to settle down in this delightful area. The homes for sale in The Highlands offer not just a roof over your head but a lifestyle enriched by the surrounding nature and community spirit.

Families will appreciate the top-rated schools in the area, as well as the numerous parks and recreational facilities that encourage an active lifestyle. The Highlands is also conveniently located near major highways, making commutes to San Francisco and Silicon Valley a breeze.

Whether you’re a first-time homebuyer or looking to upgrade, The Highlands provides an inviting atmosphere that makes you feel right at home. Explore the homes for sale in this vibrant neighborhood, and discover why so many have chosen to call The Highlands their forever home. Come experience the charm, community, and comfort of Ticonderoga—your dream home awaits!

Newest The Highlands / Ticonderoga Homes for Sale

$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

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The 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 RE/MAX CAPITAL 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.