Refine Search
Sort by
$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

$2,650,000
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

$2,856,750
4 Beds 2 Baths BE41077325 MLS
Welcome to this beautifully remodeled Eichler home. Set in the highly desirable San Mateo Highlands, this mid-century modern masterpiece has been thoughtfully updated to perfectly blend modern comforts with the iconic Eichler design. As you step inside, natural light pours through expansive floor-to-ceiling windows, filling the home with a bright, open ambiance. The spacious, open-concept layout seamlessly connects the living room, dining area, and kitchen, offering an ideal setting for both relaxation and entertaining. The kitchen boasts stylish cabinetry, top-of-the-line appliances, and a generous central island-perfect for the home chef. Just off the kitchen, you'll find a serene backyard retreat where you can unwind and enjoy the picturesque views of the lush landscape and surrounding hills. The primary suite offers its own private escape, complete with a luxurious en-suite bathroom and direct access to the backyard. Additional bedrooms are generously sized, bathed in natural light, and provide plenty of comfort. Situated in the sought-after San Mateo Highlands, this home offers peaceful living with convenient proximity to shopping, dining, parks, and top-rated schools. Don't miss the chance to call this exceptional Eichler your Foreverhome!

1539 Forge Rd, San Mateo

Listed by Amanda Elhassan, (650) 483-4996 from Keller Williams Tri-Valley
(If provided) CoList: from

Sold listing courtesy of John Kenny from

$2,608,000
4 Beds 2 Baths ML81973645 MLS
Discover your modern oasis in the San Mateo Highlands! This elegantly renovated midcentury Eichler home offers breathtaking panoramic views of a lush forested canyon from its private cul-de-sac location. The open floor plan features 4 bedrooms, 2 bathrooms, and a generous gourmet kitchen with quartz countertops, an expansive island, and stainless steel appliances. Enjoy the perfect blend of indoor and outdoor living with luxurious courtyards and captivating patios. The mature landscaping and sun-filled home create a serene and private urban retreat. Recent updates include a newer roof and a 2-car oversized garage with an extra-wide driveway. Conveniently located near top- rated schools, shopping, and major highways, this home is a true gem.

50 Roxbury LN, San Mateo

Listed by Fan Wang, 408-455-9078 from Keller Williams Thrive
(If provided) CoList: Grace Lin from Keller Williams Thrive

Sold listing courtesy of Christine Morgan from FT2RR

$3,600,000
4 Beds 3 Baths ML81979410 MLS
Eichler Remastered. Opportunity to own a one owner, 1957 Eichler, completely remodeled in the most desirable Eichler neighborhood, The Highlands. As you enter, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, creating a bright and airy living space. The open floor plan effortlessly connects the living room, dining area, and kitchen, ideal for both relaxing and entertaining. The kitchen features fully custom cabinetry, while maintaining Eichler style, high-end appliances, including Gugganaue refrigerator and freezer and Meile 48" range-oven with built-in microwave and espresso maker and a large center island - a chef's dream. From the kitchen, step outside to the private backyard oasis, where you can enjoy peaceful evenings overlooking the lush landscape. The primary suite is a retreat in itself, with a beautiful en-suite bathroom and direct access to the backyard. There is an additional room off the main master designed to be a home office, nursery of gym. The additional bedrooms are spacious and filled with natural light. This home provides a tranquil escape while still being close to shopping, dining, parks, and excellent schools. Don't miss the opportunity to call this exceptional Eichler home, remastered.

2295 Allegheny WAY, San Mateo

Listed by Vladimir Rivkin, 650-504-1231 from Rothschild & RUK Real Estate, Inc.
(If provided) CoList: from

Sold listing courtesy of Chris A. Sabido from EXPCA

$2,600,000
4 Beds 2 Baths ML81978722 MLS
Sought-after remodeled Eichler designed home that effortlessly blends indoor and outdoor living. As you enter, youre welcomed by an open atrium that leads to a beautiful kitchen and an elegant dining area. This residence offers 4 bedrooms and 2 bathrooms. The expansive backyard is ideal for both entertaining and relaxation. Large windows let in plenty of natural light, enhancing the homes airy ambiance. A serene central atrium with vibrant landscaping adds a touch of tranquility to the space. This home exemplifies style and sophistication, creating the perfect blend of modern comfort and outdoor charm. It is close to shopping, dining, and entertainment options. Embrace the Eichler community lifestyle.

2225 Bunker Hill DR, San Mateo

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gillian Kilroy from APR

$4,650,000
4 Beds 4 Baths ML81977739 MLS
This expansive residence is located in the highly sought-after Highlands neighborhood of San Mateo & features 4 bedrooms, 3.5 bathrooms, incredible views from nearly every room & is thoughtfully designed across 3,431 sq ft of luxurious living space, offering a perfect blend of high-end amenities & sophisticated details. Upon entering, you'll be greeted by a beautifully appointed living room & an inviting dining room. The kitchen, with its large center island & breakfast bar, flows seamlessly into the family room. Here, large picture windows frame breathtaking views, enhancing the rooms spacious & airy feel while a cozy fireplace creates a perfect spot for relaxing & entertaining. The main level includes a private guest suite tucked off the entry, while a few steps up, you'll find two spacious bedrooms sharing a full hall bathroom. The private primary suite, located one level down, offers a spa-like bathroom & tranquil retreat. Outdoors, the expansive yard features multiple levels with serene views, an outdoor TV setup, as well as a BBQ area, making it an ideal venue for gatherings. Conveniently located near top-rated schools, shopping centers, & scenic hiking trails, this home offers easy access to Highway 280, streamlining your commute to nearby attractions and businesses.

2184 Cobblehill PL, San Mateo

Listed by Disen Cai RE Group, 650-740-1066 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Mariana Pappalardo from COMPS

$2,510,000
4 Beds 2 Baths ML81976925 MLS SM Highlands BLDG.
This mid-century modern home has four-bedrooms, two-bathrooms recently remodeled in a desirable location! With approximately 1710 square feet of living space, this house is perfect for those who value both comfort and convenience. Popular atrium floor plan adds to the spacious feel of this Eichler home! The living room is cozy and inviting, with large windows that let in plenty of natural light. Newer gas inset 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 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, providing ample space for parking and storage. This house is close to shopping, dining, and entertainment options. It is also conveniently located near the Highlands Rec.

2284 Sheraton PL, San Mateo

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

Sold listing courtesy of Olivia McNally from EXPRE

$3,012,000
4 Beds 3 Baths ML81976013 MLS San Mateo Highlands BLDG.
Japanese-inspired contemporary split-level home on a quiet cul-de-sac awaits its new owners! Artistic use of precious wood and stone with a peaceful view of the surrounding hills. Gourmet kitchen is a serious cooks delight! Large deck is made for entertaining or family fun. Flexible floor plan, can be 3 or 4 bedrooms. (One bedroom used as a music/media room by current owners.) Light, bright and spacious. Floor to ceiling windows, solarium off kitchen to take advantage of the open views. Spa inspired bathroom on ground floor to relax and recharge the senses. The community pool brings families together in this highly desireable, unique neighborhood. And did I mention wonderful public schools? Offers will be reviewed Thursday, August 22 by noon.

1425 Lexington AVE, San Mateo

Listed by Kathleen Areias, 650-464-3248 from Compass
(If provided) CoList: from

Sold listing courtesy of Shawn Luo from XLB

$2,650,000
3 Beds 2 Baths ML81975259 MLS The Highlands BLDG.
Welcome to 1592 Lexington Avenue, a stunning Eichler home in the sought-after San Mateo Highlands neighborhood. This home offers breathtaking views of Crystal Springs and sits on a private 7,700 square foot lot, providing the perfect escape. Renowned for his innovative design, Joseph Eichler's influence is evident throughout this home, featuring walls of windows, an open floor plan, and seamless indoor-outdoor spaces. This home features 3 bedrooms with the potential for a 4th and a beautiful primary suite with the same gorgeous views and a renovated bath, creating a luxurious retreat. Don't miss the bonus flex space in the backyard, ideal for an office with picturesque views. The property also includes a 2-car garage and ample storage. Freshly painted and updated with engineered hardwood floors, this home exudes modern elegance. Just moments from the Community Center's amenities and a short drive to 280, Crystal Springs Shopping Center, and nearby hiking trails, this residence offers the perfect blend of style, comfort, and convenience. Don't miss the opportunity to experience the allure of Eichler living and make this architectural gem your own.

1592 Lexington AVE, San Mateo

Listed by Susan Woods, 650-576-7914 from Compass
(If provided) CoList: from

Sold listing courtesy of Lina Yang from KWPEN

$2,800,000
3 Beds 2 Baths ML81962952 MLS
Nestled on a generous 1/2 acre lot, "The Oasis" is more than just a house, it's a sanctuary where comfort and tranquility converge. This beautiful 3-bed, 2-bath home has been thoughtfully updated to blend modern convenience with timeless charm. As you step through the front door, you are greeted by a bright and airy living space, where natural light floods through new dual-paned windows. The updated kitchen is a chef's dream, featuring sleek countertops, modern appliances, and ample storage space, perfect for preparing gourmet meals or casual family dinners. Each room has been designed with relaxation in mind, making every day feel like a getaway. Outside, "The Oasis" truly lives up to its name. Imagine starting your mornings with a cup of coffee, soaking in the views of the Crystal Springs Reservoir. The expansive yard is a gardener's paradise, with plenty of room to cultivate a beautiful garden, entertain guests, or simply unwind by the pool and hot tub. For those looking to expand, this property offers ample space to add onto or even build an ADU, making it perfect for multi-generational living. With new A/C ensuring comfort during warm summer days and the serene setting providing a peaceful ambiance, "The Oasis" is more than just a home, its a lifestyle.

1284 Laurel Hill DR, San Mateo

Listed by Brandon Stovall, 650-787-8853 from Compass
(If provided) CoList: Jennifer Siem- Oldham from Compass

Sold listing courtesy of Juliana Lee Team from JADE

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 Real Estate Company 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