San Mateo Highlands Real Estate, Homes, Condos for Sale in San Mateo, CA

4 Beds ⋅ 2 Baths ⋅ ML82057464 MLS

Joseph Eichler w/ amazing unobstructed Santa Cruz Mountain views in the heart of the Highlands neighborhood! Beautiful mid-century modern w/ original period details including a light & bright open floor plan w/ exposed beams, high ceilings, wood panel siding, & globe pendant lighting. A spacious living room area welcomes you, seamlessly combining into a dining room/family room area along with a chefs eat-in kitchen w/ a large custom island w/ breakfast bar, custom cabinets, & stainless steel appliances. Ready to move-in with quality updates including double pane windows, custom Hunter Douglas automatic shades, radiant heating, updated bathrooms w/ imported tiles, copper plumbing, LVP flooring, & even an electric car charger. While a custom Garapa front fence welcomes you, the backyard is an entertainers delight w/ manicured hardscaping & landscaping, a glass rear fence, & your very own heated pool w/ hot tub & high end imported automatic pool cover. Conveniently located within Crystal Springs Shopping Center, Highway 280, Sawyer Trail, & a desirable school district. Such a proper & gorgeous home.

2052 Lexington AVE, San Mateo

Listed by Chris A. Sabido, 650-922-8888 from eXp Realty of California Inc
(If provided) CoList: from

$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

$3,200,000

4 Beds ⋅ 3 Baths ⋅ ML82053530 MLS

This expanded 2,020 sq. ft. mid-century modern home delivers a move-in-ready experience in the sought-after San Mateo Highlands. The 4-bed, 3-bath layout features exposed beams, dual pane windows, and brand-new premium rigid plank flooring throughout. The fully remodeled open-concept kitchen is anchored by a Bosch induction range, sleek quartz countertops, and handmade Fireclay tile. All 3 baths are completely updated with premium Toto toilets; the primary en-suite offers radiant heated floors. The finished 2-car garage studio features commercial-grade epoxy floors, ideal for a workspace or gym. Seamless indoor-outdoor living is achieved via a 9-foot Fleetwood sliding glass door opening to a custom Seed Studio landscape. This low-maintenance native and artificial turf yard is an entertainers highlight, featuring an arbor dining area, built-in Bromic heater, Lynx outdoor grill, and custom Concreteworks fire pit. Foundational infrastructure is modernized: a 200-amp panel, EV charger, replaced sewer lateral, and new 3-ply roof recoat over a foam base. Efficiency is maximized with a 7.2 kW NEM 2.0 solar system, Nest, Ring, and Rachio. Residents enjoy Highlands Rec Center access, After-School priority, and efficient San Francisco/Silicon Valley commutes.

1719 Monticello RD, San Mateo

Listed by William Fox, 650-576-6124 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

Sold listing courtesy of Austin Herman from APR

$3,599,992

4 Beds ⋅ 3 Baths ⋅ ML82050779 MLS

An Eichler that lives as well as it looks. Set on a quiet cul-de-sac with sweeping valley views, Roxbury House preserves the light, openness, and indoor-outdoor connection that define Eichler living while offering the space, comfort, and functionality modern life demands. At the heart of the home, a generous kitchen, dining, and family room open directly to the beautifully landscaped backyard, creating an effortless connection between indoor and outdoor living. Walls of glass frame the surrounding landscape and fill the home with natural light throughout the day, while slender side-lite windows sneak leafy vignettes into the living spaces, creating moments of delight at every turn. With 4 bedrooms, 3 bathrooms, a separate laundry room, an art studio adjacent to the two-car garage, dual-pane windows, an updated roof, and a rare flat backyard with dedicated play areas, Roxbury House offers something increasingly difficult to find: an Eichler designed not just to admire, but to enjoy every day.

40 Roxbury LN, San Mateo

Listed by William Cheung, 650-759-8779 from Compass
(If provided) CoList: Laura Lee from Compass

Sold listing courtesy of Joel Stieber from KWLGE

$2,350,000

3 Beds ⋅ 2 Baths ⋅ ML82049103 MLS ⋅ SM Highlands BLDG.

recently updated in a desirable location! With approximately 1500 square feet of living space, plus an additional approx. 300 square foot bonus room. This house is perfect for those who value both comfort and convenience with a spacious feel of this Eichler home! The living room is cozy and inviting, with large windows that let in plenty of natural light. Wood burning fireplace for extra comfort. The kitchen is well-appointed, with a galley kitchen & plenty of counter space for meal preparation. The dining area is conveniently located adjacent to the kitchen, making it easy to entertain guests. The bonus/hobby room can easily double as a home office or utility room. The house is situated on a big Level lot providing a peaceful and serene environment. The backyard is spacious and perfect for expansion or an ADU. The property also features a two-car garage Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

1571 Forge RD, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Soofie Jadallah from CBR

$2,500,000

4 Beds ⋅ 2 Baths ⋅ ML82048838 MLS

Nestled in the coveted Highlands neighborhood, this cherished Eichler offers a rare opportunity to own a true piece of mid-century modern history. Lovingly enjoyed by the same family for decades & originally selected as one of the neighborhood's model homes, this home embodies the timeless appeal of Eichler design paired with the warmth of true community living. Ideally positioned on a flat lot, this open concept single-story residence is filled with natural light, skylights, & seamless indoor outdoor flow. The spacious kitchen features ample cabinetry, built in storage, stainless steel appliances including a gas range, eat up bar, & opens beautifully into the main living space. Custom built-ins & a media cabinet add both style & functionality. Walls of glass connect the indoors to a lush backyard opening to serene open space and a private front courtyard, creating the quintessential California lifestyle Eichler enthusiasts adore. The flexible floor plan offers 4 bedrooms plus a bonus room or walk-in closet off the primary suite. Enjoy the home's timeless character as is or personalize it over time. Moments from Crystal Springs Village, the Highlands Recreation Center, top commuter routes including 280, 92, and 101, and beloved neighborhood traditions.

2203 Allegheny WAY, San Mateo

Listed by Lana Morin, 650-207-5229 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Rayyan Fani from COMPS

$2,750,000

6 Beds ⋅ 3 Baths ⋅ ML82046672 MLS

Rare opportunity to own a fully permitted, expanded San Mateo Highlands home on the market for the first time in over 60 years. This expansive 2,460 sq ft 6BR/3BA home sits on a 9,800 sq ft lot and backs to the canyon, offering the privacy and serenity that makes this neighborhood so coveted. Soaring 10-foot tongue-and-groove ceilings and walls of glass in the main living areas, clean lines, and indoor-outdoor flow define the legacy here, while a thoughtfully expanded footprint gives multigenerational families genuine room to breathe. A newer roof and sewer line (both replaced in 2021) anchor a home that is otherwise primed for a full, thoughtful renovation. The home is ready for a family with vision someone who recognizes that the bones, the setting, the location, and the history cannot be replicated, and that the opportunity to put their own mark on a true mid-century original rarely comes twice. Moments from the community Recreation Center, Highlands School, and convenient access to Highways 280, 92, and 101.

1879 Lexington AVE, San Mateo

Listed by Pamela Merkadeau, 650-280-9046 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

$3,000,000

4 Beds ⋅ 3 Baths ⋅ ML82047272 MLS ⋅ Highlands Recreation BLDG.

Rarely for sale...10 LAUREL HILL COURT is an excellent example of mid-century architecture. Complete interior renovation and expansion (2020 with permits)this property offers filtered views of Crystal Springs reservoir, canyon and the bay! A "Unicorn in the Community representing only 1% of mid-century architecture community (over 700 mid century homes in Highlands Neigh)." This home is unique with a lower level that offers a 2-car garage and bonus space ideal for a home gym, office, creative space, or storage. The light-filled open space offers a sleek remodeled custom kitchen, with island, soaring beamed ceilings and quality finishes that include floor-to ceiling Milgard windows and hardwood-style vinyl floors. The living room has a brick, electric fireplace and access to a large balcony w/filtered views. An inviting side deck and yard that wraps around the home completes the indoor/outdoor dynamic. Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Valley. This is a show-piece, and you don't want to miss it.

10 Laurel Hill CT, San Mateo

Listed by Carmen Miranda, 650-743-4320 from Compass
(If provided) CoList: Mayya Brusilovskaya from Compass

Sold listing courtesy of Gary (gang) Liu from CBR

$2,700,000

4 Beds ⋅ 2 Baths ⋅ ML82046976 MLS

Iconic Mid-Century Modern home in the highly sought-after San Mateo Highlands, thoughtfully remodeled to enhance its signature design. Walls of glass and skylights flood the home with natural light, creating a seamless indoor-outdoor living experience. The open-concept kitchen, dining, and living areas serve as the heart of the home, framed by floor-to-ceiling windows and new sliding glass doors that open effortlessly to the surrounding outdoor spaces. The spacious primary bedroom offers a peaceful retreat with a large walk-in closet, spa-inspired bath, and direct access to the backyard. Three additional bedrooms are generously sized and filled with natural light. Outdoor living is equally inviting, featuring a private interior courtyard ideal for al fresco dining and a spacious patio overlooking serene, tree-lined grounds designed for both relaxing and entertaining. Ideally located within walking distance to Highlands Elementary and close to the Highlands Recreation Center with pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 allows for an easy commute to both San Francisco and Silicon Valley.

2236 Bunker Hill DR, San Mateo

Listed by Hope Pilch, 650-619-4732 from HP Properties
(If provided) CoList: from

Sold listing courtesy of Mariana Pappalardo from COMPS

$2,750,000

3 Beds ⋅ 2 Baths ⋅ ML82044883 MLS

Iconic Mid Century Home with vaulted ceilings, walls of glass, and a backyard peering out to open space. The walls of glass flood the home with natural light, creating a serene indoor-outdoor living experience. This highly desirable floor plan features 3 bedrooms and 2 bathrooms with additional bonus space that offers flexible options for work, fitness, or hobbies. The home is thoughtfully updated with mini-split heating and cooling for year-round comfort, double-pane windows, a newer foam roof, and solar power features for improved efficiency. Skylights and remote-controlled blinds enhance both light and livability. Outdoor living is effortless with a spacious patio overlooking a peaceful, private yard. Perfect for relaxing or entertaining. Ideally located within walking distance to the Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Valley.

2044 Lexington AVE, San Mateo

Listed by Mitch Wong, 650-483-8573 from Compass
(If provided) CoList: from

Sold listing courtesy of Bali Liu from CBR

$3,100,000

4 Beds ⋅ 2 Baths ⋅ ML82042371 MLS

Classic Eichler design meets sweeping Bay views in this beautifully updated San Mateo Highlands home. Expansive walls of glass frame panoramic vistas and fill the home with natural light, creating a seamless indoor-outdoor living experience. From sunrise to sunset, the home's elevated setting offers a rare sense of openness, privacy, and connection to the surrounding landscape. Spanning 1,856sf on an 8,250sf lot, the home showcases Eichler's signature open floor plan, vaulted ceilings, and clean mid-century lines. The layout flows effortlessly from living and dining spaces to outdoor entertaining areas, ideal for both everyday living and hosting. Thoughtfully upgraded, the home blends iconic design with modern comfort. Features include porcelain tile flooring, remodeled primary bath, curated designer lighting, and a gas fireplace with tile surround. The kitchen is enhanced with a glass tile backsplash, while upgraded electrical with EV charging, new garage doors and systems, and integrated audio add convenience and functionality. Set in the SM Highlands, the property offers a quiet, private setting with easy access too 1-280, SFO, Highway 92 and nearby amenities such as a community pool, pickle ball/tennis, playground. A rare opportunity to enjoy exceptional Bay view living.

2027 New Brunswick DR, San Mateo

Listed by Kathleen Azzopardi, 650-868-2878 from Compass
(If provided) CoList: Eddie Azzopardi from Compass

Sold listing courtesy of Kyle Rawls from AGNC

$2,620,000

4 Beds ⋅ 2 Baths ⋅ ML82041472 MLS

Gorgeous Eichler-style home in the highly sought-after Highlands community, showcasing the best of indoor-outdoor living with an open floor plan and abundant natural light. This 4-bedroom, 2-bath residence features an updated kitchen with a spacious island that flows seamlessly into the expansive living and dining areas, perfect for both everyday living and entertaining. Well-appointed bedrooms and updated bathrooms offer comfort and modern style. The spacious front yard provides privacy, while the beautifully landscaped backyard boasts a redwood deck, seasonal blooms, and a variety of fruit trees including orange, lemon, pear, apple, apricot, mulberry, and avocado. Located in a desirable neighborhood known for its strong community feel and scenic surroundings, this home is just minutes from shopping, hiking trails, and top-rated schools, with easy access to major freeways for a convenient commute.

1936 Ticonderoga DR, San Mateo

Listed by Angie Ni, 650-863-0879 from Coldwell Banker Realty
(If provided) CoList: Bali Liu from Coldwell Banker Realty

Sold listing courtesy of Jennifer Davis from SRNO04

$3,000,000

4 Beds ⋅ 3 Baths ⋅ ML82040752 MLS ⋅ SM Highlands BLDG.

This gorgeous custom built SM Highlands home offers privacy & Zen like experiences w/ a babbling creek in the rear yard. Located next to protected county land. 4BD/2BA upstairs. Large office could be 5th BD and full BA downstairs. Family room, 2 gas/wood burning fireplaces, formal dining, Gourmet kitchen, Radiant heat, central vacuum, integrated sound system, custom lighting. Much more! Don't miss out! Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

2060 Bunker Hill DR, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Smith from APR

$2,350,000

3 Beds ⋅ 2 Baths ⋅ ML82035652 MLS

Nestled in the highly sought-after San Mateo Highlands, this fully remodeled California rancher offers the perfect blend of timeless architecture and modern turnkey living. Thoughtfully redesigned throughout, the home features a stunning new kitchen, beautifully updated bathrooms, new flooring, windows, doors, and fresh interior and exterior paint. Major upgrades including a new heating system, and water heater, provide lasting comfort and peace of mind. Set on a hillside lot, the uniquely shaped backyard presents multiple outdoor living possibilities ideal for entertaining, gardening, or creating private lounge spaces that embrace the natural surroundings. Located near scenic parks, hiking trails, a top-rated high school, and convenient access to Hwy 280, this exceptional Highlands residence delivers elevated Peninsula living in a move-in-ready setting.

1276 Laurel Hill DR, San Mateo

Listed by Martin Santiago, 415-850-7704 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Tiffany Stickle from CBR

$3,100,000

4 Beds ⋅ 3 Baths ⋅ ML82033173 MLS

Welcome to the Modern Eichler. This stunning fully remodeled residence offers 4 bedrooms, 2.5 baths, and a dedicated office. Thoughtfully updated throughout with smooth-finish drywall, new stucco exterior, new hardscape, smart home technology, and an energy-efficient tankless water heater. The brand-new kitchen features light oak European cabinetry, quartz countertops, and top-of-the-line Thermador appliances. Designer bathrooms showcase all-new, high-end finishes. An open atrium entry floods the home with abundant natural light, creating a seamless indoor-outdoor connection true to Eichler design. Situated on one of the few oversized lots in the desirable Bunker Hill/Highlands area, the property spans an impressive 12,703 square feet offering exceptional space, privacy, and modern California living.

1907 Ticonderoga DR, San Mateo

Listed by Mitch Wong, 650-483-8573 from Compass
(If provided) CoList: from

Sold listing courtesy of Joey Oliva from OMARS

$2,750,000

5 Beds ⋅ 3 Baths ⋅ ML82030158 MLS

Beautiful remodeled Eichler w/mid-century architecture & modern updates & rare expansive flat yard. Classic Eichler elements: soaring wooden & beam ceilings, A formal entry to spacious liv.rm w/high ceilings, beams, a brick accent wall a wood-burn fireplace. The kitchen is a striking modern showpiece w/high-gloss fire-engine red & white cabinetry. Granite countertops,5 burner gas cooktop, sleek hood, built-in oven, trash compactor. Oversized commercial-style refrigerator is flanked by pantry storage.The eat-in dining area connects to the front yard. Off the kitchen is a separate family or private bdrm. w/flexible living space. A full modern bath w/stall shower. Perfect for media or extended living. The bedrm wing includes 4-bedrms; 1 bdrm is used as a (home office) w/skylight. The primary suite w/spacious closet & a sliding door that opens to the yard. Remodeled bath w/a shower & tile floors. The newly renovated contemporary hallway bath. w/a suspended floating vanity, dramatic dark tile floors & green tiled accent wall. W&D located in the hallway. Front yard w/custom pergola, & lush landscaping. Bonus hobby studio approx.215 sq. ft. Nest thermostat, newer boiler system & sewer lateral, 22 owned solar panels. Showcased in Eichler Mag. & The Almanac for weekend brunch"Table for 6"

2096 Ticonderoga DR, San Mateo

Listed by Debbie Wilhelm, 650-400-3111 from Coldwell Banker Realty
(If provided) CoList: Roy Barba from Coldwell Banker Realty

Sold listing courtesy of James Shinbori from COMP90

$2,620,000

4 Beds ⋅ 2 Baths ⋅ ML82029573 MLS ⋅ SM Highlands BLDG.

This is a trust sale to be sold as is with limited seller disclosures. Awesome serene views of the open space/ San Francisco Watershed lands! Watch the sunset every evening from your enclosed patio/great room measured out by appraiser @ 601 additional sq ft. This Mid-Century Eicher home w/10 foot high ceilings gives this home a much larger space for entertaining. Features include: Four bedroom two baths. Galley kitchen and separate dining area. Solar panels. Gas insert fireplace. Shoji Zen primary bedroom. Newly painted inside and out along with new flooring. Great schools Including nearby Highlands elementary and highly rated Aragon High school. Located near the Highlands Rec center with community pool, tennis/pickle ball, playground, after school programs, and Daycare. Close to Hwy 280 and 92 for easy commuting to Silicon Valley employment. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Great schools even better neighborhood!

1712 Lexington AVE, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Fadi Shamieh from SQRE

$2,860,000

4 Beds ⋅ 2 Baths ⋅ ML82029044 MLS

Discover modern California living in this beautifully remodeled Eichler-style home located in the highly sought-after San Mateo Highlands. This 4-bedroom, 2-bath residence blends iconic mid-century design with contemporary luxury, offering an inviting open-concept layout with abundant natural light. The heart of the home is the gourmet chefs kitchen, thoughtfully designed with a spacious island, premium new appliances, custom cabinetry, and sleek Taj Mahal Quartzite countertops, perfect for cooking, entertaining, and everyday living. The kitchen flows seamlessly into the expansive living and dining areas, creating a warm and functional space ideal for gatherings both large and small. Well-appointed bedrooms and tastefully updated bathrooms offer comfort and style, while the homes clean lines and indoor-outdoor connection reflect the timeless appeal of Eichler architecture. Situated in a desirable neighborhood known for its community feel and scenic surroundings, this property is just minutes from shopping, parks, and top-rated schools, with easy access to major freeways for convenient commuting. A rare opportunity to own a turnkey home in one of San Mateos most coveted enclaves.

2275 Allegheny WAY, San Mateo

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

Sold listing courtesy of Mike Sinitsky from RISE

$2,300,000

4 Beds ⋅ 2 Baths ⋅ ML82028317 MLS ⋅ SM Highlands BLDG.

Original owner says it's time to sell this well-kept SM Highlands Eichler! Big spacious corner lot home features Four Bedrooms Two Baths with the sought-after Atrium floor plan. Highlights to this Mid-century home include Family room kitchen. Entertaining living room/dining room with floor to ceiling glass walls and wood burning fireplace. Updated baths. New carpeting. Big professional landscaped lot with room for expansion. Great schools Including nearby Highlands elementary and highly rated Aragon High school. Located near the Highlands Rec center with community pool, tennis/pickle ball, playground, after school programs, and Daycare. Close to Hwy 280 and 92 for easy commuting to Silicon Valley employment. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Great schools even better neighborhood!

1582 Brandywine RD, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Aj Lehr from LEHR

$2,300,000

3 Beds ⋅ 2 Baths ⋅ ML82027088 MLS ⋅ SM Highlands BLDG.

Amazing location in the San Mateo Highlands! Rare opportunity to enhance, expand or remodel this desirable Cul De Sac home on a private 10,689 sq ft level lot. This is a trust sale to be sold as is with limited seller disclosures. Three Bedrooms Two Baths 1827 sq ft as per appraisal sketch. Detached 525 sq ft 4 car garage could potentially be converted to an ADU. Recently painted inside and out new carpeting, and hardscaped. Located near the Highlands Rec center with community pool, tennis/pickle ball, playground, after school programs, and Daycare. Close to Hwy 280 and 92 for easy commuting to Silicon Valley employment. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Great schools even better neighborhood!

35 French Creek PL, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sanit Bordeianu from CBR

$2,650,000

4 Beds ⋅ 3 Baths ⋅ ML82027069 MLS

This stunning, extensively renovated 4 bedroom, 3 bath home perfectly blends elegant design with modern functionality. Step inside to discover an open concept floor plan flooded with natural light through expansive floor to ceiling windows, showcasing a seamless flow between the living, dining, and kitchen areas. The gourmet kitchen is a chefs dream featuring high end appliances, quartz countertops, designer finishes, and a large waterfall island that serves as the heart of the home. All bedrooms offer generous closets, while the primary suite provides a serene retreat with a beautifully designed spa like bathroom, custom built in closets, and private access to the backyard. Enjoy effortless indoor and outdoor living on the spacious concrete paver patio and turf area overlooking a private and tranquil yard. The backyard oasis includes a built in fire pit with bench seating and an outdoor chefs kitchen, perfect for entertaining year round. Additional upgrades include new systems throughout including central A/C, furnace, plumbing, electrical, and energy efficient fixtures, ensuring comfort and peace of mind for years to come.

1708 Yorktown RD, San Mateo

Listed by John Schrup, 650-714-4819 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Kimberly Lopez from LL2D8

$2,930,000

3 Beds ⋅ 2 Baths ⋅ ML82026480 MLS

Set on a generous, level 9,866 sq. ft. lot with no rear neighbors, this 3-bedroom, 2-bath Eichler plus large office/family room (possible 4th bedroom) offers the perfect blend of mid-century design and modern indoor-outdoor living. A former Eichler Home Tour showcase, the home embraces open-concept living with walls of glass, natural light, and a seamless connection to the outdoors. The spacious addition provides flexibility for a family room, office, or creative studioideal for todays lifestyle. Outside, the expansive yard is a private retreat featuring an outdoor kitchen and dining area, an abundant vegetable garden, and a greenhouse for year-round growing. With its oversized lot, and proximity to the Highlands Rec Center (pool, tennis, fitness), Highlands Elementary, and Crystal Springs Shopping Center, this home captures the best of California livingspace, sunshine, and a true connection to nature.

2219 Allegheny WAY, San Mateo

Listed by Pamela Merkadeau, 650-280-9046 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

$3,050,000

3 Beds ⋅ 2 Baths ⋅ ML82023664 MLS

Eichler Retreat with Stunning Open Space Views in the San Mateo Highlands. You are greeted by a beautiful courtyard framed by mature trees, exotic plants, and a cozy fire pit seating area the perfect welcome home. A truly special Highlands residence showcasing timeless mid-century design and quality upgrades throughout. The chefs kitchen features solid Red Birch custom cabinetry, a 6-burner Wolf range, Sub-Zero refrigerator, and Bosch dishwasher. The light-filled living room boasts 9-foot ceilings and floor-to-ceiling windows for a stunning indoor/outdoor connection. The primary suite includes an updated bathroom, custom closet organizers, and a built-in desk with cabinetry. Two additional bedrooms and a remodeled hall bath complete the main home. A detached office/studio with built-ins enjoys sweeping views of the open fields, rolling hills, and canyon beyond. The home backs directly to protected open space, and the newly installed deer fence preserves the expansive, unobstructed scenery. Radiant heating, Solar panels, jacuzzi, outdoor lighting, ample storage, and a spacious garage complete this exceptional home near Highlands Rec, Highlands Elementary, and Aragon High.

1764 Lexington AVE, San Mateo

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

Sold listing courtesy of Mani Singh Bhachu from CBR

$2,690,000

4 Beds ⋅ 2 Baths ⋅ ML82024310 MLS ⋅ SM Highlands BLDG.

Preemptive offer accepted. Comp purposes only........Sleek looking San Mateo Highlands Eichler! This Minimalist styling modern home includes Polished concrete flooring throughout the home. Floor to ceiling picture double pane windows and sliders. Most of the original walls have been drywalled. Open floor plan. Garage is currently being used as a multi-purpose room. Sunny court yard entry and beautiful landscaped private lot with artificial turf for low maintenance. Amazing location! Rec center near by w/community pool, tennis/pickle ball, Playground, after school services. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Close to HWY 280 & 92 for better commuting to jobs.

2068 New Brunswick DR, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joyce Romeo from DWELL

$4,387,500

4 Beds ⋅ 4 Baths ⋅ ML82022116 MLS

Perched for privacy and impressive views, this expansive 4-bedroom, 3.5-bathroom San Mateo Highlands home is a masterpiece of design. Gorgeous custom windows flood the open floor plan with natural light, highlighting the captivating, uninterrupted scenery. The resort-style hardscape extends the living space outdoors, featuring a custom-built, professional barbecue island with premium components. Durable, elegant stonework defines the patio and lounge areas, offering a seamless and chic transition for indoor-outdoor living. This property presents a sophisticated setting for both quiet enjoyment and stylish gatherings. This home's convenient location provides easy access to a wealth of local amenities. Enjoy proximity to top-rated schools, premier shopping centers, and scenic hiking trails. Commuting is a breeze with easy access to Highway 280, connecting you to either the Silicon Valley or San Francisco.

2184 Cobblehill PL, San Mateo

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Ola Cybulska from Compass

Sold listing courtesy of The Laugesen Team from KWPEN

$2,920,000

4 Beds ⋅ 2 Baths ⋅ ML82021851 MLS

Rare, fully transformed Eichler in San Mateo Highlands, seamlessly blending iconic mid-century architecture with modern innovation. The private backyard showcases sleek hardscape, a lush lawn, and serene hillside viewsperfect for outdoor living and entertaining. This home achieves true net-zero energy living with solar panels and Tesla Powerwall, eliminating electricity bills. Inside, meticulous renovations include a Porcelanosa kitchen with premium cabinets, Miele appliances, and tastefully updated bathrooms featuring Porcelanosa vanities, tiles, and mirrors. Each room is equipped with a mini-split heat/cool unit, and Tesla EV charging is installed for convenience. Additional highlights include water-efficient landscaping, a modernized garage, and proximity to top-rated Aragon High School. Ideally located near major companies, shopping centers, restaurants, parks, and Caltrain, with easy access to San Francisco and Silicon Valley.

2272 Bunker Hill DR, San Mateo

Listed by Yuan Meng, 408-334-5058 from BayOne Real Estate Investment Corporation
(If provided) CoList: Ben Peng from BayOne Real Estate Investment Corporation

Sold listing courtesy of Chaochao Jiang from CJIA

$2,200,000

4 Beds ⋅ 2 Baths ⋅ ML82021620 MLS

1907 Ticonderoga, San Mateo

Listed by Mitch Wong, 650-483-8573 from Compass
(If provided) CoList: from

Sold listing courtesy of Mitch Wong from APR

$2,425,000

4 Beds ⋅ 3 Baths ⋅ ML82019751 MLS ⋅ Highlands BLDG.

Stunning 4-bedroom, 3-bath courtyard model Eichler on a rare 9,600± sq ft lot in San Mateos coveted Highlands. This architectural gem blends timeless Eichler design with modern updates, creating a home that is both iconic and highly livable. Soaring tongue-and-groove ceilings, dramatic post-and-beam lines, and signature floor-to-ceiling glass flood the interiors with natural light while framing sweeping mountain views. The flexible layout includes two primary suites and three full baths, offering ideal space for multigenerational living, guests, or a private home office. A central courtyard serves as the heart of the homeperfect for entertaining or peaceful relaxation. Recent updates include fresh interior and exterior paint, brand new SPC flooring, an updated kitchen with sleek finishes and new stainless appliances, refreshed baths, new accent lighting alongside original globe fixtures, and fresh landscaping. Original Eichler elementsradiant heat, a floor-to-ceiling brick fireplace, and seamless indoor-outdoor flowpreserve the homes architectural authenticity. Enjoy the Highlands lifestyle with access to the Recreation Center (pool, tennis, fitness), nearby hiking trails, and excellent schools: Highlands Elementary, Borel Middle, and Aragon High (buyer to verify).

2055 Ticonderoga DR, San Mateo

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

Sold listing courtesy of Janelle Boyenga from COMPS

$2,200,888

4 Beds ⋅ 2 Baths ⋅ ML82020302 MLS

2275 Allegheny WAY, San Mateo

Listed by Julie Flouty, 650-504-6900 from Compass
(If provided) CoList: from

Sold listing courtesy of Gillian Kilroy from APR

$2,750,000

4 Beds ⋅ 2 Baths ⋅ ML82018948 MLS

Built in 1959 by the renowned builder Joseph Eichler, this home stands as a testament to his mid-century modern design philosophy. Located on a generous size lot, the updated home remains a pristine example of Eichlers vision of boldness, change, and optimism offering superb indoor-outdoor living. Freshly painted inside and out, the home begins with a signature atrium that serves as a central outdoor living space, filling the adjacent interior spaces with natural light through sliding glass doors and windows on three sides. The main living areas have been reimagined to include a designer kitchen and great room in one airy open space, an adjoining living room with fireplace, and a formal dining room. The great room is sure to be a gathering hub with floor-to-ceiling window/doors showcasing a sparkling pool and spa that is graced with a privacy surround of foliage, flowers and trees. This 4-bedroom, 2-bathroom home also enjoys Bay and City views along with the amenities of the Highlands community. Easy access to 280 and 92 down to 101.

1531 Forge RD, San Mateo

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Jeanne Valera from CBLUXURY

$2,150,000

4 Beds ⋅ 2 Baths ⋅ ML82016921 MLS ⋅ Highlands BLDG.

Tucked at the end of a quiet cul-de-sac on a spacious, level 9,635 sq. ft. lot, this 4-bedroom, 2-bath Eichler blends iconic mid-century modern architecture with exciting potential. Signature Eichler features include post-and-beam construction, a brick fireplace, and an open-concept layout that seamlessly connects indoor and outdoor living. The original kitchen and bathrooms are ready for your vision, while the expansive backyard offers mature fruit trees, space to garden or entertain, and room to expand. Ideally located near Highlands Elementary and the Highlands Rec Center with pool, tennis courts, playground, and community programs. Close proximity to Crystal Springs Shopping Center, Sawyer Camp Trail, Highways 280 & 92, and major employers including Snowflake, Salesforce, Meta, Visa, Franklin Templeton, Gilead, Genentech, Stanford, and Kaiser. The trampoline stays with the property.

30 White Plains CT, San Mateo

Listed by Ranya Kaileh Francis, 415-722-5115 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Ruba Kaileh from SIR

$2,850,000

4 Beds ⋅ 2 Baths ⋅ ML82017563 MLS ⋅ SM Highlands BLDG.

Welcome to the San Mateo Highlands Sleek Modern Mid-century Eichler home! Four-bedroom, Two-bathroom plus highly desirable atrium floor plan. Spanning a comfortable 1,710 square feet, this property offers an open concept living space with radiant floor heating and additional heating/AC zones for ideal temperature control. The modern kitchen is equipped with quartz countertops, a built-in oven, self-cleaning features, and energy-efficient Stainless steel appliances including dishwasher and microwave. Skylights in the dining area and kitchen add natural light to the interiors. The home's flooring is a mix of elegant hardwood and tile, complemented by the warmth of a fireplace in the dining area. Views of the coastal mountains is a plus on this private 8,130 sq foot mostly level lot which includes, a spa/hot tub and sauna, enhancing your relaxation experience plus two gazebos and two decks. Cumaru wood is used on the primary deck. With double-pane windows and solar power features, this home is a blend of comfort and efficiency. Walking distance to the rec center w/community pool, tennis/pickle ball, after school programs, playground, & daycare. Close to Hwy 280 and 92 for easy commuting to Silicon valley jobs. 5 minutes to Sawyer Camp Road for biking, jogging, walking trails.

1984 Ticonderoga DR, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mani Singh Bhachu from CBR

$3,950,000

4 Beds ⋅ 4 Baths ⋅ ML82007258 MLS

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 stunning panoramic views, while the open-concept kitchen offers a large center island, breakfast bar, walk-in pantry & premium finishes. The kitchen seamlessly flows into a spacious family room with a fireplace & breathtaking vistas-ideal for relaxing or entertaining. The main level includes a private guest suite tucked off the entry. Downstairs, 2 bedrooms share a full hall bath, while the private primary suite offers a spa-like en-suite, walk-in closet, & serene retreat. Step outside to a beautifully appointed patio with a second fireplace & an expansive backyard perfect for creating your dream outdoor oasis. Additional features include a dedicated laundry room/mudroom located off the attached 2 car garage for added convenience. Enjoy easy access to top-rated schools, scenic trails, shopping, & Highway 280. This home offers timeless design, modern comfort, & a lifestyle you'll love!

2185 Cobblehill PL, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Stephanie Nash from APR

$2,700,000

3 Beds ⋅ 2 Baths ⋅ ML82015130 MLS ⋅ Highlands BLDG.

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 wood floors, disc lighting and sparkling walls of glass revealing nature at every turn. From the streamlined kitchen with Shinnoki cabinets, Silestone counters and Liebherr, Wolf and Bosch appliances, to the living room with fireplace, dining room with window seat, bedroom suite with Euro wardrobes and baths with floating vanities, the remodel is impeccable and included the grounds with patios, lawns and detached BONUS office. Upgrades included new kitchen, bathrooms, windows, doors, flooring, radiant heating, plumbing, electrical, insulation, seismic retrofit, whole house water filtration, and more.

1651 Lexington, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$2,340,000

3 Beds ⋅ 3 Baths ⋅ ML82014403 MLS

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 floor plan features three private en suite bedrooms, each with its own entrance, secluded outdoor patio, and dusk-to-dawn lightingideal for hosting guests, multi-generational living, or income-generating opportunities such as Airbnb or extended stays. Thoughtfully updated and impeccably maintained, the home reflects pride of ownership and meticulous attention to detail. From timeless architectural lines to modern finishes, every element is curated for both comfort and style. Adding to its versatility is a permitted ~500 sq. ft. finished bonus area (not reflected in county records), perfect for a home office, creative studio, fitness room, or peaceful retreat. The garage has been converted to a flexible space and can be easily restored if desired. More than just a residence, this is a rare lifestyle opportunity in one of the regions most sought-after communities.

1652 Lexington AVE, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Pamela Merkadeau from Coldwell Banker Realty

Sold listing courtesy of Ashley Hwang from FIHI

$1,900,000

4 Beds ⋅ 2 Baths ⋅ ML82013617 MLS

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 the indoors with the stunning outdoor scenery. The living room exudes warmth and character, featuring a cozy raised-hearth fireplace and exposed wood-beam ceilings that add a touch of rustic elegance. The kitchen and dining area showcase timeless design with stylish flooring. The home offers four spacious bedrooms, all fitted with new plush carpeting for added comfort. Outside, the expansive yard is designed for quintessential California livingwhether you're savoring your morning coffee, dining al fresco, or simply soaking in the serene open-space views. Located in the desirable Highlands neighborhood, this home provides easy access to Highway 280, top-rated schools, and a variety of outdoor recreational opportunities. Its also a commuters dream with close proximity to major employers, including Snowflake, Salesforce, Meta, Visa, Google, Gilead, Kaiser.

1708 Yorktown RD, San Mateo

Listed by Lucia Liu, (408)668-4288 from Legend Realty & Finance Group
(If provided) CoList: from

Sold listing courtesy of John Schrup from COMPS

$2,665,000

4 Beds ⋅ 3 Baths ⋅ ML82007241 MLS

Your Dream Home Awaits at 1251 Laurel Hill Drive- Where Style Meets Serenity, this ranch-style retreat nestled in the San Mateo Highlands will have you falling in love with every detail. This 4BD/3BA home combines warmth, modern upgrades, and canyon views into a space that feels both elevated and grounded. The open-concept kitchen is a showstopper, featuring custom maple cabinetry, quartzite counters, and a Wolf 6-burner range; perfect for late-night cooking sessions or weekend brunches. Bathrooms have been stylishly remodeled, and the versatile wet bar with wine fridge sets the tone for easy entertaining. Step outside to an IPE wood deck, ideal for sunset dinners or a soak in the hot tub under the stars. With a backup generator, updated systems, and thoughtful finishes throughout, this home is as functional as it is beautiful. Minutes to hiking trails, top-rated schools, and a tight-knit community where neighbors actually know your name. This isn't just a house its a lifestyle.

1251 Laurel Hill DR, San Mateo

Listed by Olivia Mcnally, 650-576-6666 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Leyla Alhosseini from REDF

$2,400,000

4 Beds ⋅ 2 Baths ⋅ ML82003858 MLS

Tranquil coastal mountain views frame this beautifully remodeled, modern single-story Eichler home in a prime location. Featuring 4 bedrooms, 2 remodeled baths, and Eichlers signature post-and-beam construction, vaulted ceilings, and floor-to-ceiling glass, this home seamlessly connects indoor and outdoor living. The open-plan kitchen flows into a family room, with a formal dining room and spacious living room boasting a wood-burning insert fireplace. Recent upgrades include a 2-year-old mini split heat and A/C system, solar panels with Tesla battery backup, and a 2-car garage with loft storage. Enjoy a large lot with front and back yards and potential for a view deck. Located just minutes from Sawyer Camp Trail and Crystal Springs Reservoir, with access to top-rated schools and close proximity to Crystal Springs Shopping Centers dining and retail. Residents enjoy the nearby Highlands Community Center, with a pool, clubhouse, garden, and playgrounds. A rare opportunity to own a stunning Mid-Century Modern home in a coveted neighborhood!

1719 Yorktown RD, San Mateo

Listed by Sheldon Rilliet, 415-559-9691 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Palermo from APR

$2,200,000

3 Beds ⋅ 2 Baths ⋅ ML81989333 MLS

Mid-Century Modern enthusiasts will be delighted with this meticulously maintained Eichler. This special home features 3 bedrooms, 2 full bathrooms, front entry courtyard, gorgeous high ceilings, great natural light and unobstructed views of the mountains (no backyard neighbors). Recent improvements include: newer foam roof, exterior paint, Pella Impervia energy-efficient (fiberglass) windows and doors, Fujitsu Halcyon energy-efficient heat pump mini-split HVAC system (heating & cooling), Solar Photovoltaic 10.84 KW System (29 panels & microinverters) NEM 2, Rheem ProTerra 65-gallon energy-efficient heat pump water heater, Hunter Douglas designer solar screen shades with power view automation controlled by wireless wall switch remote (4 shades service large living room windows and sliding door), and Tesla Level 2 EV charger (with included adapter for use with non-Tesla EVs). Only a short drive to 92, 280, and different dining and shopping options. Welcome Home!

2104 Lexington AVE, San Mateo

Listed by Monique Anton, 650-380-5512 from Modern Homes Realty
(If provided) CoList: from

Sold listing courtesy of Jason Chan from BARBCO

$2,885,000

5 Beds ⋅ 3 Baths ⋅ ML82001231 MLS

OFFERS DUE WEDNESDAY APRIL 16TH BY 12NOON - This home comes bearing gifts - not just in features, but in lifestyle! From peaceful hillside views to a sun-soaked patio with fruit bearing trees and a raised garden bed, every corner invites you to savor home life. Picture afternoons by the pool and evenings under the stars with the hillside as your backdrop. Inside, comfort meets style in a spacious, open-concept kitchen and family room designed as the hub of the home with seamless flow to the patio expanding your living and entertaining space. Kitchen features new appliances, quartz countertops, and under-cabinet lighting, custom built-in blending beauty and function, offering a home office setup, space for homework, display cherished items, and storage for everyday essentials. Main floor w/full bath for guests or after a day by the pool, dedicated laundry room with upstairs chute adds fun to your daily routine. 5 spacious bedrooms provide room for everyone and versatility. Primary suite w/designer vanity and updated finishes, a walk-in wardrobe with mirrored doors. Full bath w/dual vanity serves additional bedrooms for shared routines. 3-car garage. Stylish storage shed. Fire-resistant steel roof. Neighborhood: Annual Block Party, Highlands Rec Center w/activities for all ages.

65 Bennington DR, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Dima Khoury from APR

$2,475,000

3 Beds ⋅ 2 Baths ⋅ ML82001025 MLS ⋅ San Mateo Highlands BLDG.

Spectacular views of the open space! Sleek San Mateo Highlands remodel! Three bedrooms two baths plus family room. Soaring ten-foot-high ceilings with walls of glass. Light filled home gives off a feeling of serenity throughout the house. Double pane windows. 180 degrees of views of open space and coastal mountain range. Updated bamboo cabinets in the modern open kitchen concept. Stainless steel appliances. Refinished hardwood flooring. New interior/exterior paint. Beautifully landscaped lot. New driveway. Courtyard entry w/ Hot tub allows you the ability to utilize the outdoor space to its fullest. Close to the Rec center with community pool, tennis courts, playground, daycare, and after school programs. Location! Location! Location! This is as good as it gets on the Peninsula. Near Highways 280 and 92. Close to San Francisco to the North and Silicon Valley to the south.

1796 Lexington AVE, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Boyenga Team from COMPS

$2,650,000

4 Beds ⋅ 3 Baths ⋅ ML81999993 MLS

HIGHLANDS BEST DEAL, BRING ALL OFFERS! This neighborhood is one of the most in-demand areas, known for its mid-century modern homes, picturesque views, & strong sense of community, all set against a scenic backdrop. This home offers easy access to numerous amenities - short drive to Crystal Springs Village, Laurelwood Shopping Ctr, & Downtown San Mateo. Convenient access to Highways 280, 92, & San Mateo Bridge, plus families benefit from top-rated schools. The curb appeal boasts pristine landscaping featuring a lush lawn, stone walkway, & a striking red door. The METICULOUSLY REMODELED interior showcases contemporary design elements, bathed in natural light streaming through large windows & glass doors. Hardwood flooring flows throughout, balanced by high vaulted ceilings & recessed lighting. The spacious living room features a one-of-a-kind fireplace. This area connects seamlessly to the dining room w/ access to the backyard through a set of glass doors. The home boasts a fully updated chef's kitchen equipped with/ stainless-steel appliances & a connected dining area. A luxurious primary en-suite with/ a remodeled bath features a soaking tub, double vanity, & a glass frameless shower. You'll also find a sizable family room. The backyard features calming views of the surrounding.

1550 Seneca LN, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Stanley Lo from GRBA

$2,410,000

4 Beds ⋅ 2 Baths ⋅ ML81998932 MLS

Commanding views from this highly coveted classic Eichler home, nestled in the picturesque San Mateo Highlands. Set on an expansive 8,330sf lot, this home backs to open space, providing breathtaking views. True to Eichlers signature style, the open floor plan and walls of glass invite abundant natural light while creating a harmonious indoor-outdoor living experience. The living room exudes warmth and charm with a cozy raised hearth fireplace and striking wood beam ceilings. Vintage Eichler kitchen & dining area, both featuring new flooring that enhances the homes timeless design. 4 spacious bedrooms are fitted with brand-new carpet, ensuring comfort throughout. Step outside to enjoy the quintessential California outdoor living experience, where a spacious patio and an expansive deck offer the perfect setting to take in the serene views, dine under the stars or sip your morning coffee. Additional highlights include a 2-car garage with a newly epoxied floor, fresh paint, new water heater & radiant heating. Enjoy nearby Highlands Community Center & Pool. This prime location is also ideal for professionals, with close proximity to leading biotech firms, Snowflake, Salesforce, Franklin Templeton, Meta, Visa, Gilead, Kaiser, and more.

2224 Bunker Hill DR, San Mateo

Listed by Laura Bertolacci, 650-575-3822 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Cynthia Kodweis from APR

$2,600,000

5 Beds ⋅ 3 Baths ⋅ ML81998034 MLS

FIRST TIME ON MARKET! A stylish and beautifully maintained Whitecliff home offering generous space and an abundance of natural light. Large eat-in kitchen, primary bedroom suite, downstairs family room, indoor laundry, and 2-car garage. Dramatic high ceilings in the main living area, fireplaces in both living and family rooms, ample storage and inviting rear deck surrounded by sport court and mature trees. Coveted Highlands location providing easy access to Highway 280 and 92, Silicon Valley, San Francisco and the Coast. Nearby to Crystal Springs Village, Highlands Recreation Center, and scenic hiking trails. This is a very well-loved and highly desirable home!

2184 Bunker Hill DR, San Mateo

Listed by Karyl Eldridge, 650-558-6910 from Coldwell Banker Realty
(If provided) CoList: Jennifer Cheung from Coldwell Banker Realty

Sold listing courtesy of Daniel Xi from CBR

$2,800,000

6 Beds ⋅ 4 Baths ⋅ ML81997929 MLS ⋅ SM Highlands BLDG.

$200,000 PRICE ADJUSTMENT..Mid-century modern Highlands Eichler! Spacious two-story San Mateo Highlands Eichler home w/amazing views of the coastal mountains and Crystal Springs reservoir. Backs up to the open space for superior location and privacy. Beautiful Landscaped 8,030 square foot lot with the feel of your own park behind the house. One of the largest Eichler Highlands homes to have been on the market in years. First time available in nearly 50 years! Six bedrooms 4 updated baths plus large family room will accommodate multi-family use. Ten foot high soaring ceilings along with walls of glass create volumes of light for ample usage. This rare 3,030 square foot home has numerous recent upgrades including remodeled galley kitchen, All bathrooms, refinished hardwood floors, new interior/exterior paint, new light fixtures, large Detached two car garage w/epoxy painted flooring. Additional space for a 3rd car or recreationally vehicle. Close to the Rec center with community pool, tennis courts, Close to Hwy 280 for easy access to San Francisco or Silicon Valley employment.

1760 Lexington AVE, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Sean Proctor from SEANP

$2,850,000

5 Beds ⋅ 3 Baths ⋅ ML81997923 MLS

Stunning, recently renovated mid-century modern Highlands Eichler situated on a generous 8,500+ sq ft lot along one of the neighborhoods most desirable streets. Expansive, soaring windows flood the home with natural light while maintaining exceptional privacy. A versatile new addition offers endless possibilities: perfect as a bedroom suite with a home office, au pair quarters, or even an ADU. This beautifully updated home boasts 5 inviting bedrooms and 3 modern bathrooms, complemented by a sleek, remodeled kitchen with new appliances. Fresh interior paint, new flooring, and a stylish electric fireplace in the living room create an ideal space for entertaining. The property includes a convenient two-car garage. Steps away, the neighborhood recreation center offers a community pool, tennis courts, full-time daycare, and after-school programs. Outdoor enthusiasts will love the nearby Sawyer Camp Road, featuring scenic walking and biking trails along the Crystal Springs Reservoir. Perfectly positioned for commuters, this home provides easy access to Silicon Valley and San Francisco employers. A rare blend of modern luxury, mid-century charm, and an unbeatable location!

2018 Ticonderoga DR, San Mateo

Listed by Michael Talis, 650-766-6100 from Coldwell Banker Realty
(If provided) CoList: Elena Talis from Coldwell Banker Realty

Sold listing courtesy of Jim Minkey from TODAY

$2,600,000

4 Beds ⋅ 2 Baths ⋅ ML81994077 MLS ⋅ SM Highlands BLDG.

This four-bedroom, two-bathroom Mid-century Eichler home offers approximately 1,640 square feet of living space. With a private location on a 8,250 square foot level lot, backs up to open space w/views of the coastal mountains. Features an in-ground pool, providing a refreshing outdoor retreat. Open concept living room w/fireplace has 10 foot high ceilings looking out to serene views! The primary bedroom is spacious and inviting. The remaining bedrooms are well-proportioned and offer ample natural light. Updated kitchen with modern appliances. The two remodeled bathrooms are clean and practical. The home's layout is thoughtfully designed to maximize space and functionality. Close to Highlands Rec center w/ Community pool, tennis, playground, Childcare, and after school programs.

1990 Lexington AVE, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Todd Fernandes from NTERO

$3,310,000

4 Beds ⋅ 3 Baths ⋅ ML81992605 MLS

OFFERS DUE WEDNESDAY FEBRUARY 12TH BY 12NOON - This 4-bedroom home offers spacious living with a versatile open loft, perfect for a home office or playroom. The 2.5 bathrooms include a luxurious ensuite with a walk-in closet, separate bathing area, sit-down vanity, while the second bath features a jacuzzi tub for a spa-like retreat. The kitchen and great room are the heart of the home: stainless steel appliances, bar dining, built-in secretary desk, China cabinet, fireplace and sliding glass door opens to the patio, extending your living space outdoors. Formal dining room with a sliding glass door extends the elegance to the backyard, while the living room boasts a cozy second fireplace. Dedicated laundry room with built-in cabinets and washer/dryer, plus a bedroom with a wall-length built-in desk and cabinetry, add both convenience and functionality. Plantation wood shutters enhance the homes charm and privacy. 3-car garage provides ample storage, while the expansive backyard is designed for entertaining, offering hillside views and endless possibilities. Neighborhood: Highlands Recreation Center. Minutes from the Crystal Springs/Laurelwood Shopping Centers, Crystal Springs/Camp Sawyer Trail along the water and College of San Mateo/Farmers Market. Quick freeway access.

55 Bennington DR, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Greg Celotti from APR

$2,600,000

4 Beds ⋅ 2 Baths ⋅ ML81991016 MLS

Amazing remodeled Eichler located on a private quiet street with serene views and an extremely large yard. Step into this zen space that features 4 bedrooms, 2 bathrooms, and 1,760 SqFt of living space on a large 7,875 SqFt lot. Other features of this special home include floor to ceiling windows in the front and rear of the home that fill the space with great natural light, an open kitchen with breakfast nook that overlooks the dining area and family room, and a large living room with fireplace. Only a short drive to shopping, dining options and 92.

20 Hoods Point WAY, San Mateo

Listed by Monique Anton, 650-380-5512 from Modern Homes Realty
(If provided) CoList: from

Sold listing courtesy of Afsoon Shahrdar from TODAY

$2,650,000

4 Beds ⋅ 2 Baths ⋅ ML81985975 MLS

Move in and enjoy this beautiful four bedroom single-story home nestled near Crystal Springs Reservoir and Hillsborough. Spacious 9,020 SF lot. Private and covered front courtyard including dining deck patio. Beautifully renovated throughout. New floors. Open kitchen with breakfast bar island & Stainless steel appliances. Two dining areas. Bright living area and sitting room. Large primary suite with walk-in shower and large closet. All 4 bedrooms are spacious. Beautifully appointed bathrooms. Open beam ceiling. Tankless water heater. Radiant heating. Inside laundry. Large backyard and covered private side yard with fruit trees and room for kids and pets to play. Attached 2 car garage plus driveway. Nestled in gorgeous highlands Eichler neighborhood with bay views. Short distance to public/private schools, Crystal Springs Reservoir/Sawyer Camp Trail, Crystal Springs Golf Course and Hillsborough Hiker, runner and bicyclist dream location with refreshing bay air near many inspiring and truly stunning routes. Convenient commute location with easy access Highway 280 & 92.

1523 Tarrytown ST, San Mateo

Listed by David Lillo, 408-621-5649 from DPL Real Estate
(If provided) CoList: from

Sold listing courtesy of Disen Cai RE Group from KWPEN

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