The Highlands / Ticonderoga Real Estate

Welcome to The Highlands, a hidden gem nestled in the picturesque hills of San Mateo, California. This enchanting neighborhood, also known as Ticonderoga, boasts a unique blend of tranquility and convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets of The Highlands, you'll quickly appreciate the serene atmosphere and stunning views of the San Francisco Bay. The neighborhood is characterized by its charming mid-century homes, beautifully landscaped yards, and a strong sense of community. Residents take pride in their well-maintained properties, creating a warm and inviting environment for all who visit.

One of the standout features of The Highlands is its proximity to nature. The area is just a stone’s throw away from the scenic Coyote Point Recreation Area and the breathtaking San Mateo County Parks, offering endless opportunities for hiking, biking, and picnicking. Families will also love the nearby playgrounds and sports fields, perfect for weekend outings and community events.

Convenience is key in The Highlands, with easy access to major highways and public transportation, making commuting to San Francisco and Silicon Valley a breeze. Local shops, restaurants, and cafes are just a short drive away, providing residents with a delightful mix of dining and retail options.

In The Highlands, you’ll find a vibrant community that values connection and camaraderie. Whether you’re enjoying a weekend farmers market or participating in neighborhood gatherings, you’ll quickly feel at home in this charming enclave of San Mateo. Discover the magic of The Highlands today!

Newest Listings in The Highlands / Ticonderoga

$2,698,888

4 Beds ⋅ 2 Baths ⋅ ML82055667 MLS

Architectural elegance meets modern luxury in this masterfully reimagined Eichler-inspired residence in the coveted San Mateo Highlands. Thoughtfully renovated from top to bottom, this 4-bedroom, 2-bath home offers 1,764 sq. ft.living space on a private, flat lot surrounded by mature trees. Walls of glass, soaring beam ceilings, and all-new windows create a seamless indoor-outdoor connection filled with natural light.The chef's kitchen showcases custom cabinetry, premium Thermador appliances, exquisite Taj Mahal quartzite countertops with custom fabrication, designer under-cabinet and island lighting.Engineered hardwood floors flow throughout the open-concept living and dining areas, highlighted by a dramatic fireplace wall and views of the beautifully landscaped grounds.Spa-inspired bathrooms feature custom floating vanities with matching Taj Mahal quartzite, Toto washlet toilets, and designer finishes. Newly completed hardscape and landscape, a private front courtyard atrium with fountain, serene backyard water feature, new horizontal fencing, and multiple entertaining spaces.Additional highlights include a finished two-car garage with epoxy flooring and exceptional attention to detail throughout. Ideally located near parks, hiking trails, shopping, and major commuter routes.

1739 Lexington AVE, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: from

$1,288,000

2 Beds ⋅ 3 Baths ⋅ ML82056923 MLS

Your own Tahoe-like retreat in the heart of San Mateo Highlands! Ideally situated in one of the community's most desirable locations, this beautifully maintained and upgraded 1,770 sq. ft. townhome offers a rare blend of architectural charm, peaceful surroundings, and everyday convenience. The dramatic main living area showcases soaring vaulted wood-beamed ceilings, expansive skylights, a fireplace, and an open-concept layout connecting the living, dining, updated kitchen with newer appliances, and light-filled breakfast nook. The lower level features a spacious primary suite, a bright guest bedroom, full bath, and laundry room, while the upper-level loft is ideal as a family room, home office, media room, fitness space, or guest retreat. Private decks on both levels overlook a tranquil, tree-lined backdrop. Additional highlights include an attached one-car garage with additional storage space, an uncommon feature in the community, a designated parking space, and resort-style amenities including a pool, spa, tennis, and pickleball courts. Nestled near Crystal Springs Reservoir and just minutes from Crystal Springs Village, Laurelwood Shopping Center, the College of San Mateo, scenic trails, and Highways 92 and 280, this home offers the perfect blend of serenity and convenience.

2341 Ticonderoga DR, San Mateo

Listed by April Zhao, 650-200-5221 from BQ Realty
(If provided) CoList: Robin Li from BQ Realty

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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 Intero 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.