Highlands Real Estate

Welcome to the Highlands, a picturesque neighborhood nestled in the heart of Los Altos, California. Known for its serene environment and stunning vistas, Highlands offers an idyllic blend of suburban tranquility and vibrant community spirit. This charming area is characterized by its tree-lined streets, spacious lots, and beautifully maintained homes, making it a coveted destination for families, professionals, and retirees alike.

Highlands is celebrated for its excellent schools, which are part of the highly regarded Los Altos School District. Families here enjoy access to top-notch educational facilities, ensuring that children receive a quality education in a nurturing environment. The neighborhood's commitment to community engagement is evident in its various local events, parks, and recreational opportunities, fostering a strong sense of belonging among residents.

Nature enthusiasts will appreciate the proximity to the scenic foothills, where hiking and biking trails await exploration. The nearby Rancho San Antonio Open Space Preserve offers miles of trails and stunning views, perfect for outdoor adventures. Additionally, the neighborhood is just a short drive from the vibrant downtown area of Los Altos, where you can find an array of charming boutiques, artisanal cafes, and gourmet restaurants, making it easy to indulge in the local culture.

With its friendly atmosphere, beautiful surroundings, and convenient access to amenities, Highlands is more than just a neighborhood—it’s a place where memories are made and community thrives. Whether you’re looking to settle down or simply explore, Highlands invites you to experience the warmth and charm that makes it truly special.

Newest Listings in Highlands

$4,198,000

3 Beds ⋅ 3 Baths ⋅ ML82061651 MLS

Set on a wide street in prime Los Altos, this beautiful single-level home offers an exceptional blend of timeless appeal, thoughtful design, and effortless living. Featuring 3 bedrooms and 3 bathrooms, the well-designed floor plan is ideal for both everyday living and entertaining. The tastefully updated kitchen blends modern style with functionality, while the living room features a striking fireplace and seamlessly connects to the formal dining area, creating a warm and elegant gathering space. Walls of glass windows and doors surround the living and dining areas, filling the rooms with natural light and offering serene views of the spacious, lush backyard. The expansive outdoor space provides a private setting for relaxing, entertaining, and enjoying the California lifestyle. Just minutes from charming downtown Los Altos, the home offers easy access to exceptional shopping and dining and is located within a very highly regarded school district.

1215 Eva AVE, Los Altos

Listed by David Welton, 408-234-1826 from Compass
(If provided) CoList: Matthew Eisenberg from Compass

$4,498,000

4 Beds ⋅ 3 Baths ⋅ ML82061631 MLS

Unparalleled quality defines this beautifully appointed Highlands home, extensively remodeled by renowned Komo Construction, offering timeless style, exceptional indoor/outdoor living, and a private setting on nearly one-third of an acre. The home features oak hardwood floors, rich classic millwork, large Andersen windows, crisp plantation shutters, and refined finishes throughout. Formal living and dining rooms complement a gorgeous kitchen/family room with a paneled cathedral ceiling, custom built-ins, and a dramatic two-way fireplace shared with the rear terrace. The designer kitchen features white cabinetry, honed and leathered granite countertops, French limestone backsplash, peninsula seating, a Viking range, and premium appliances. The spacious primary suite includes a gas-log fireplace, French doors to the garden, two walk-in closets, and a luxurious marble bath. Sonos home audio -4 zones.Private rear grounds feature a bluestone patio, expansive lawn, mature landscaping, and a playhouse. An attached 2-car garage offers epoxy flooring and extensive built-in storage. Ideally located in the sought-after Highlands neighborhood with acclaimed Cupertino schools (buyer to verify) and just minutes from Rancho San Antonio Preserve with miles of scenic hiking and walking trails.

2030 Kent DR, Los Altos

Listed by Yvette Stout, 650-208-4510 from The Agency
(If provided) CoList: from

$3,495,000

4 Beds ⋅ 3 Baths ⋅ ML82061510 MLS

Artistic Mastery Meets Modern Luxury in the Los Altos Highlands! Tucked away on a quiet, highly desirable cul-de-sac, this fully renovated residence delivers a brilliant synthesis of refined materials, modern design, and exceptional privacy. Spanning an expansive 11,000+ sq ft oversized lot, the property is a rare sanctuary crafted for both for entertaining and peaceful daily living. County records 4 bed 2.5 Bath. Come see the architectural drawings for an easy reasonable extension all under the roof line!

1929 Laver CT, Los Altos

Listed by Kathleen Wilson, 650-207-2017 from Compass
(If provided) CoList: from

$5,698,000

5 Beds ⋅ 5 Baths ⋅ ML82061167 MLS

This large 5 bedroom (+ office) newer construction home was beautifully built by a local Los Altos builder. The massive 1/3 acre lot affords a spectacular backyard that feels like a private park. The light and bright home was thoughtfully designed with high ceilings, separate living and formal dining rooms for special occasions, and a ground floor second primary suite. The open concept great room features a gourmet kitchen with a large island, abundant custom cabinets, casual dining area and a walk-in pantry. It flows into the large family room and opens to the spacious entertainment patio, outdoor kitchen with built-in BBQ, 2 pergolas, gas fire pit, lower patio, and even a tranquil retreat space for reflection and renewal. This special home is tucked into the side of a long cul-de-sac in the Highlands of Los Altos, which is coveted for its neighborhood community, well-balanced schools*, and fun gatherings. A neighborhood entrance to Rancho San Antonio, which offers ~4000 acres of nature and trails including Deer Hollow Farm, is only a few blocks away. It's only a few minutes to Downtown Los Altos and Los Altos Country Club. Nearby schools*: Montclaire ES, Cupertino MS, Homestead HS, St Simon, St Francis, and Pinewood.

1273 Windimer DR, Los Altos

Listed by Andy Wong, 650-388-0029 from Christie's International Real Estate Sereno
(If provided) CoList: from

$4,798,000

5 Beds ⋅ 3 Baths ⋅ ML82060548 MLS

Located just steps from Montclaire Elementary and Rancho San Antonio Open Space Preserve, this beautifully transformed Los Altos home offers a seamless blend of modern luxury and thoughtful design. Soaked in natural light through southern exposure, the versatile floor plan opens to a living room featuring vaulted exposed-beam ceilings and a classic wood-burning fireplace. The main level showcases new wide-plank European white oak hardwood flooring, Level 5 smooth drywall, double-pane windows, and new interior doors and trim throughout. A dedicated main-floor office sits off the foyer, complemented by a full main-level bedroom & bathroom.At the heart of the home, the updated kitchen complete with new appliances, wine refrigerator & built-in ovens flows into an open great room concept that overlooks the backyard.Upstairs, a skylit stairwell with a new white oak and jet-black spindle railing leads to four bedrooms, including an impressive master suite with vaulted ceilings, walk-in closet, free-standing tub, large double-sink vanity & custom shower.Outside, enjoy professional landscaping, pathway lighting & a free-form pool.Complete with a finished 3-car epoxy garage, 2 new HVAC units, newer composition roof, clean moisture-barriered crawlspace, 200-amp electrical & copper plumbing.

1238 Woodview TER, Los Altos

Listed by Nicholas French, 650-773-8000 from Christie's International Real Estate Sereno
(If provided) CoList: from

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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 Bailey 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.