Refine Search
Map
Sort by
40 Roxbury LN, San Mateo
$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
1739 Lexington AVE, San Mateo
$3,250,000
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

Sold listing courtesy of Kathy Tai from GGP2V
1719 Monticello RD, San Mateo
$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
40 Powhatan PL, San Mateo
$3,150,000
4 Beds ⋅ 2 Baths ⋅ ML82057692 MLS
An expanded Eichler that's as livable as it is beautiful. Set on a quiet cul-de-sac, this 4+ bedroom home sits on an oversized 10,880 sq. ft. lot, blending iconic mid-century design with thoughtful modern engineering. Beyond the private front courtyard, vaulted ceilings and signature walls of glass provide brilliant natural light to the living spaces, framing private garden views. Four bedrooms, 2 bathrooms, a sunroom, a flexible bonus room, a separate laundry room and outdoor storage deliver the space, comfort and functionality needed for modern life (county records show 2140sf, floor plans show 2400sf). Step out to a backyard designed for seamless indoor-outdoor living, complete with a dining areas, a hot tub and mature landscaping. A free-standing studio adds flexible space for a home office, gym, or creative workshop. Engineered for reliable, year-round comfort, this all-electric home features owned solar, a Tesla Powerwall, Level 2 EV charging, dual-pane windows and mini-split heat pumps. Located near the Highlands Rec Center, Sawyer Camp Trail, and top schools, this property offers a combination rarely available: classic Eichler soul, an expansive lot and self-sufficiency for true peace of mind.

40 Powhatan PL, San Mateo

Listed by The Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Sue Crawford from CBR
2052 Lexington AVE, San Mateo
$3,150,000
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

Sold listing courtesy of Lisa Oh from CBR
2027 New Brunswick DR, San Mateo
$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
1907 Ticonderoga DR, San Mateo
$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
1764 Lexington AVE, San Mateo
$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
10 Laurel Hill CT, San Mateo
$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
2060 Bunker Hill DR, San Mateo
$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
2219 Allegheny WAY, San Mateo
$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
2275 Allegheny WAY, San Mateo
$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
1879 Lexington AVE, San Mateo
$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
2044 Lexington AVE, San Mateo
$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
2096 Ticonderoga DR, San Mateo
$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
2236 Bunker Hill DR, San Mateo
$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
1708 Yorktown RD, San Mateo
$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
1936 Ticonderoga DR, San Mateo
$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
1712 Lexington AVE, San Mateo
$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
2203 Allegheny WAY, San Mateo
$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
1708 Monticello RD, San Mateo
$2,450,000
4 Beds ⋅ 2 Baths ⋅ ML82057712 MLS ⋅ Highlands BLDG.
Mid-century modern Highlands Eichler on a large Approx. 7,778 square foot landscaped lot with room for expansion or an ADU! Entertaining living room w/10-foot high soaring ceilings. Updated Sliding doors and dual pane windows. Nicely maintained original wood paneled walls. Four bedrooms Two baths, sitting room/office, plus additional space in garage ideal for game room. New carpets, new interior/exterior paint. Foam roof. Kids playroom in backyard. Outdoor covered patio for a relaxing shaded space. Rec center includes community pool, tennis courts, and after school programs. Sawyer Camp Road close by for walking, jogging, plus bike trails along the Crystal Springs reservoir. Close to Highlands Elementary School. In the Aragon High School district. Location! Location! Location!

1708 Monticello RD, San Mateo

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

Sold listing courtesy of Joe Day from COMPS
1571 Forge RD, San Mateo
$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
1276 Laurel Hill DR, San Mateo
$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
1582 Brandywine RD, San Mateo
$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
35 French Creek PL, San Mateo
$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
2329 Ticonderoga DR, San Mateo
$1,275,000
2 Beds ⋅ 3 Baths ⋅ ML82048166 MLS
Tucked away in the desirable San Mateo Highlands, this private and serene townhome offers a thoughtful multi-level layout with stylish updates and inviting indoor-outdoor living. The updated kitchen anchors the expansive main living level, where soaring wood beam vaulted ceilings create a bright and airy atmosphere across the open-concept living and dining spaces. The living room flows seamlessly to a spacious deck, creating the perfect setting for entertaining or everyday relaxation. The lower level features a spacious primary ensuite with its own private outdoor patio, along with an additional bedroom, full bath, and dedicated laundry room. One of the homes standout features is the dramatic third-floor loft overlooking the main living area an ideal flex space for a home office, media room, creative studio, or guest retreat, filled with natural light and architectural character. Enjoy the convenience of a detached garage parking space plus an additional assigned spot. Community amenities include a swimming pool and tennis courts. Ideally located just minutes from Crystal Springs Village, Hillsdale Shopping Center, College of San Mateo, scenic parks and trails, top-rated schools, and easy access to Highways 92, 101, and 280.

2329 Ticonderoga DR, San Mateo

Listed by Nick Roe, 650-719-1881 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of David Cao from RBT
2371 Ticonderoga DR, San Mateo
$1,148,000
2 Beds ⋅ 3 Baths ⋅ ML82025988 MLS
Nestled among the serene trees this 2BD/2.5BA beautiful renovated Townhome is situated in the desirable San Mateo Highlands. This private home offers 2-stories of living with the primary and guest bedrooms, 2 full baths and a laundry room on the ground floor. The expansive master bedroom includes dual closets plus a private balcony deck retreat. The primary bathroom includes marble countertops with a shower/tub. The upper floor is flooded with natural light with spectacular high ceilings, accented by a skylight, and a second outdoor deck to enjoy the sunshine. With newly refinished wood floors, the spacious living and dining room area with gas fireplace creates an ideal layout for entertaining. The well-situated kitchen has ample cabinetry plus a cozy eat-in area facing a Juliette balcony. Includes a detached one car garage & one open car parking space. Close to highways 280/92/101, College of San Mateo, Crystal Springs and the SFO airport. Enjoy nearby bike, hiking, & walking trails plus close access to restaurants & shops only 1/4 mile away. HOA includes a pool and hot tub plus highly desirable pickleball & tennis courts!

2371 Ticonderoga DR, San Mateo

Listed by Jennifer Bitter, 650-223-5838 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Brent Walsh from COMPS
2321 Ticonderoga DR, San Mateo
$1,080,000
2 Beds ⋅ 3 Baths ⋅ ML82051026 MLS ⋅ Ticonderoga Townhomes BLDG.
Completely rebuilt in 2022, this stunning Tahoe-inspired 2-story townhouse seamlessly blends luxury, sustainability, and AI smart home technology. Soaring arched vaulted ceilings with custom skylights and a retractable sun roof fill the home with natural light, while white oak wood floors and a warm gas fireplace with custom tile and mantle create an effortless elegance throughout. The brand-new granite kitchen features custom wood cabinetry, stainless steel appliances, a trash compactor, and a charming breakfast/office nook overlooking majestic Redwood Trees a chef's dream with an eco-conscious heart. Philips Hue smart lighting, whole-home surround sound, and smart lock entry technology complete the connected living experience. The primary ensuite offers a soaking tub, walk-in shower, dual custom closets, and direct patio access, while a second bedroom and smart Samsung laundry room round out the lower level. Two balconies showcase breathtaking canyon, pool, tennis court, pickleball and hot tub views. A 400 sq. ft. private patio is perfect for entertaining or relaxing. New vapor barrier and insulation dramatically reduce energy costs. Attached garage with whisper-quiet door, Parking Spot #1, and ample guest parking. HOA maintained. Walk to Crystal Springs Village.

2321 Ticonderoga DR, San Mateo

Listed by Mike Masoumi, 408-666-2112 from RE/MAX Santa Clara Valley
(If provided) CoList: from

Sold listing courtesy of Stanley Zhu from KINE
2319 Ticonderoga DR, San Mateo
$1,049,000
2 Beds ⋅ 3 Baths ⋅ ML82046209 MLS ⋅ Ticonderoga Townhomes BLDG.
Huge price reduction! Extra large, remodeled 2bd/2.5bth townhome with two parking spaces in the highly sought-after Ticonderoga community, ideally located near Highlands Elementary, the College of San Mateo, and Highways 92 and 280. Renovated in 2018, this home features extensive upgrades, including a newer roof, oak hardwood floors, dual-pane windows, wood-paneled ceilings, fire sprinklers, an updated furnace and water heater, newer bedroom carpeting, fresh interior paint, and skylights that fill the home with natural light. The upper level offers an open-concept layout with soaring ceilings, creating a bright, loft-like feel that seamlessly connects the kitchen, dining, and living areas. The expansive living area provides plenty of room for large furnishings and includes a gas fireplace, an extra-wide wall ideal for a large TV or projection system, a half bathroom, and a private deck overlooking the trees and backyard - perfect for entertaining! The lower level includes two bedrooms, two full bathrooms, a laundry room, and direct backyard access from the master bedroom. There are two parking spaces - one enclosed garage space and one extra parking space. Community amenities include a pool, tennis court, and two pickleball courts.

2319 Ticonderoga DR, San Mateo

Listed by David Howarth, 415-867-9569 from Bay Capital Real Estate
(If provided) CoList: from

Sold listing courtesy of Kathy Chern from SNIG01
2369 Ticonderoga DR, San Mateo
$1,040,000
2 Beds ⋅ 3 Baths ⋅ ML82023454 MLS
Welcome to this beautiful 2-bedroom, 2.5-bath townhome in the desirable San Mateo Highlands near Crystal Springs Reservoir. It features soaring wood-paneled ceilings with exposed beams and skylights, freshly painted walls downstairs, and brand-new carpet throughout.The spacious living and dining area opens to a large private patioperfect for afternoon tea or summer BBQs. Downstairs, the primary suite includes a private balcony, the perfect spot for your morning coffee. The second bedroom works beautifully as an office, kids room, or guest room.This home offers the best of both worlds: the serenity of being surrounded by nature and the convenience of Mid-Peninsula living, with endless shopping, dining, arts, and entertainment options, as well as top schools, and medical centers. Conveniently close to Hwy 280/92/101, the tech corridor, SFO, College of San Mateos world-class farmers market, Laurelwood, Crystal Springs, hiking trails, restaurants, and shops! The HOA provides access to a resort-style pool, hot tub, and tennis courts.

2369 Ticonderoga DR, San Mateo

Listed by lily Tu, 650-680-6055 from Redfin
(If provided) CoList: from

Sold listing courtesy of Flora Tu from GVFR

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

How much is your home worth?

Get instant property value now!