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$1,900,000
9 Beds ⋅ 11 Baths ⋅ ML82055666 MLS
Prime development opportunity to build THREE (3) 3-bedroom single family homes in the heart of San Mateo! City approved plans for the three (3) detached homes with attached garages totaling approximately 6,017 SF. The expansive R-3 zoned 7,828 SF lot offers several exceptional development strategies. Create a brand-new detached multi-generational living compound. Live in one home, sell the other two. Or build and sell all three homes. The proposed homes are approximately 2,086, 1,990, and 1,941 SF. Conveniently located near Downtown San Mateo, Caltrain, Central Park, shopping, dining, and 101. An existing single-family home occupies the parcel. A rare opportunity to develop three (3) new detached homes in a highly desired San Mateo location.

23 S Idaho, San Mateo

Listed by Kevin Chen, 415-997-3338 from Elmwood Capital
(If provided) CoList: from

$2,300,000
3 Beds ⋅ 3 Baths ⋅ ML82047457 MLS ⋅ Canterbury at Bay Meadows BLDG.
Welcome home to Canterbury at Bay Meadows! Built in 2014, this home has an efficient layout, high-quality finishes, and a premium location. A light and bright tri-level property with high ceilings, a primary en-suite with a walk-in closet, air conditioning, and an extra-large, attached 800-square-foot garage. The versatile main floor features an expansive living/dining room combination adjacent to the modern kitchen. The kitchen is equipped with quartz counters, a large island, casual breakfast bar, tons of cabinetry and high-end tile backsplash over a Bertazzoni 5-burner gas range. The 3 bedrooms and 2 full bathrooms, along with a separate laundry room, are on one dedicated floor with fresh new carpet. The bonus loft area, which would be ideal as a family room, playroom, or office, offers views toward the Western hills. Conveniently located across from Paddock Park, which has a play structure, basketball court, and large grassy recreation area, this home is also a short distance to Hillsdale Shopping Center, Caltrain, parks, Nueva School, Whole Foods, and much more.

2905 Baze RD, San Mateo

Listed by Julia Laquer, 650-434-2755 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Susan Sun from CBR
$2,550,000
3 Beds ⋅ 3 Baths ⋅ ML82046279 MLS
Located in Baywood, one of San Mateo's most coveted neighborhoods, this beautifully finished home is the rare offering that checks every box: timeless style, thoughtful layout and an unbeatable location just moments from the energy of downtown. The oversized living room stretches from the front to the back of the home, providing natural light morning and evening. With a formal dining room and an eat-in kitchen, the home provides for casual gatherings as well as formal ones. Upstairs, there's 3 bedrooms and two updated bathrooms (including a primary suite) with plenty of privacy. Outside, the flat yard includes a covered patio, turf play area and basketball hoop along with a 3 car garage. The home is within the highly regarded Baywood Elementary and Aragon High School attendance area, and just minutes from shops, restaurants, and Caltrain access in downtown San Mateo.

55 Crystal Springs RD, San Mateo

Listed by The Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR
$2,827,500
4 Beds ⋅ 3 Baths ⋅ ML82045493 MLS ⋅ San Mateo Oaks BLDG.
Set in the sought after San Mateo Oaks neighborhood on a view lot, this Whitecliff home offers 2,010 square feet with four bedrooms and two and a half baths where family life unfolds naturally. The well equipped kitchen frames a peaceful view from the sink, adding a calm backdrop to routines. Warm wood flooring continues through the kitchen, adding natural character and an inviting feel to the heart of the home. The main level brings everyone together with a spacious living room anchored by a classic fireplace, a formal dining room ready for holiday meals, and a separate family room for games or quiet time. This light-filled two story layout delivers the privacy and defined spaces families cherish. Upstairs the primary suite features a private balcony and generously sized bath with spa like potential while the second full bath includes a tub and a convenient half bath serves downstairs. The backyard opens to the view for play and gatherings. The oversized three car garage holds cars, bikes, sports gear, storage and hobbies with laundry inside. Zoned for the highly regarded San Mateo Foster City School District. Weekends are easy here, with Laurelwood and Sugarloaf open space nearby for trails and play, plus parks, shopping, dining, and Mid-Peninsula commute routes close at hand.

1606 Ascension DR, San Mateo

Listed by Kyle Else, 650-646-1238 from eXp Realty of Northern California, Inc.
(If provided) CoList: from

Sold listing courtesy of Nikolas Thysell from SIKI01
$5,495,000
5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS
Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

$3,000,000
6 Beds ⋅ 4 Baths ⋅ ML82036584 MLS
Commanding a premier position in one of San Mateos most sought-after neighborhood. This classic two-level Tudor-style home spans an impressive 2,712 sq ft, offering a versatile layout that features 6 spacious bedrooms and 4 bathrooms. The true crown jewel of this property is the expansive 10,990 sqft lot. Behind the home lies a massive, sun-drenched backyard that serves as a private sanctuary and a blank canvas for your imagination. It is the ideal setting to build the escape of your dreams....a resort-style pool and spa, a professional outdoor kitchen for entertaining, or a lush sustainable garden. Complementing the homes interior is a functional three-car garage, providing ample space for vehicles and additional storage. Beyond the property lines, the location offers an unparalleled quality of life. Families will appreciate the close proximity to top-rated San Mateo schools, known for their academic excellence and community focus. For the modern professional, the home provides seamless access to the 280 freeway, offering a scenic and efficient commute to both San Francisco and the heart of Silicon Valley. Award winning San Mateo Schools...Aragon High School.

2056 Fairmont DR, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Denise Williams from SRXW02
$7,300,000
4 Beds ⋅ 5 Baths ⋅ ML82036113 MLS
Set on a magnificent 30,851± sq ft flat estate parcel in coveted San Mateo Park, this timeless residence offers beautifully scaled living space and resort-style grounds designed for indoor-outdoor living. A sweeping circular motor court and detached 3-car garage create a grand arrival. Inside, hardwood floors, classic millwork, and formal living and dining rooms establish warmth and presence. The updated kitchen features custom cabinetry, stone countertops, professional-grade appliances, generous island, and a light-filled breakfast area opening to the family room and rear grounds. Upstairs includes spacious four bedrooms highlighted by a junior suite and a serene primary suite with office. Three full baths serve the upper level, complemented by a powder room and additional half bath downstairs. A finished basement adds flexibility. The grounds feature a sparkling pool, spa, expansive patios, private Entertainer's Cabana, level rear turf lawn, and lush front lawn framed by mature trees for privacy. Flat parcels of this scale in San Mateo Park are increasingly rare. Combined with a detached garage, circular drive, pool, spa, and move-in livability, this represents a compelling opportunity in one of the Peninsula's most prestigious neighborhoods.

124 W Poplar AVE, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Tatiana Narkiewicz from APR
$2,860,000
3 Beds ⋅ 3 Baths ⋅ ML82033035 MLS
Reimagine a spectacular space in the heart of coveted Laurelwood, known for its outstanding schools and strong sense of community. Welcoming double front doors provide access into a 2-story foyer showcasing an elegant staircase up to the second floor. Naturally lit, large-scale rooms and wide hallways create a comfortable interior flow throughout. Just off the entrance hall, the space opens into a huge combination living and dining room. The room is long, allowing both areas to coexist without feeling crowded. On the opposite side of the foyer is a study and powder room. Along the back of the house, overlooking the yard, is the kitchen and family room with wood burning fireplace. A separate laundry room completes the 1st floor. Upstairs, for maximum privacy, are 3 generously sized bedrooms with ample closet space and 2 bathrooms. Discover a park-like setting in the backyard protected by a canopy of mature trees along the perimeter. The patio terrace and 2 decks are ideal for outdoor entertaining. The huge 3 car attached garage is wide and deep, built for more than just parking. Top-rated schools. Steps to the entrance of Laurelwood Park, San Mateo's largest and the trails on Sugarloaf Mountain. Easy access to major freeways, public transportation and SFO. Worth a visit!

1413 Parkwood DR, San Mateo

Listed by Denise Cronan, 650-307-2240 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Judy Zhu from CBR
$1,490,000
4 Beds ⋅ 3 Baths ⋅ ML82032315 MLS ⋅ Promenade San Mateo HOA BLDG.
Welcome home to this beautifully maintained, modern townhome offering the perfect blend of comfort, style, and convenience in a welcoming, family-friendly community. Step into a light-filled, beautifully updated interior featuring an open and functional floor plan, Main LV is enhanced by large windows, recessed lighting, and elegant finishes, creating a warm and inviting atmosphere ideal for both everyday living and entertaining. The open-concept kitchen serves as the heart of the home, showcasing a large center island w/ breakfast seating quartz countertops, and stainless-steel appliances perfect for cooking, gathering, and hosting. Private outdoor spaces include a fenced patio and an upper-level balcony, offering ideal areas for relaxing or enjoying indoor-outdoor living. Upstairs, you'll find generously sized bedrooms with plush carpeting, n abundant natural light, in-unit laundry with W/D central heating n AC, Tesla solar panels (leased), oversized garage w/epoxy flooring, storage cabinets. Enjoy nearby Bay Trail access, Coyote Point, Seal Point Park, and Poplar Creek Golf Course, while being just minutes from downtown San Mateo, Burlingame Avenues dining and shopping and Caltrain. Easy access to Highways 101 and 92, the SM Bridge, SFO Airport, making this an ideal location.

31 Tidal WAY, San Mateo

Listed by Subhas Chandra, 408-569-8336 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Kiana Rodriguez Gordon from COMPS
$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
$2,250,000
3 Beds ⋅ 2 Baths ⋅ ML82025157 MLS
Located in Baywood Park, this single-level home features a view, flat yard, owned solar panels and a 3 car garage! The kitchen has a new stainless steel range and microwave along with granite countertops and an open floor-plan into the great room. A fireplace and large windows anchor the main living room and adjacent dining room. The bedroom wing includes a primary bedroom/bathroom, 2 additional bedrooms and hall bath. The laundry room leads to the oversized 3 car garage with work bench and storage. That's not all though, the home also has owned solar panels, and a Tesla power wall! Outside, enjoy a private patio and garden perfect for entertaining while taking in the valley views. 1712 Los Altos has it all plus its close to 92, 280 and Silicon Valley for easy commuting.

1712 Los Altos DR, San Mateo

Listed by The Patty Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR
$2,830,000
5 Beds ⋅ 4 Baths ⋅ ML82023781 MLS
Welcome to this beautifully remodeled Spanish-style home that effortlessly blends old-world charm with modern luxury in the heart of San Mateo. Timeless architectural details such as arched doorways and tile accents pair seamlessly with contemporary finishes and an updated layout. The main home offers 4 bedrooms and 3 bathrooms across a thoughtfully designed floor plan, ideal for today's lifestyle. From the moment you step inside, you're greeted by an open and airy living space with updated finishes, contemporary lighting, and designer touches throughout. The chef's kitchen is a true centerpiece, featuring premium appliances, custom cabinetry, and elegant countertops -perfect for both everyday living and entertaining. Step outside to a private backyard retreat, where a sparkling pool invites relaxation and a covered porch with a built-in outdoor kitchen sets the stage for seamless indoor-outdoor living. Completing the property is a beautiful ADU, offering its own bedroom, bathroom, full kitchen, and living/dining area, along with a 2-car garage-ideal for extended family, guests, or potential rental income. Located near downtown San Mateo, top-rated schools, parks, and major commuter routes, this turnkey home is the perfect blend of historic character and modern convenience.

840 N Idaho ST, San Mateo

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

Sold listing courtesy of Sam Bird-Robinson from COMPS
$3,020,000
4 Beds ⋅ 3 Baths ⋅ ML82023709 MLS
On a tranquil cul-de-sac near Laurelwood Park is a family-friendly home ready for the next generation. From the curb, the home is traditional in style with neatly manicured trees, shrubs and emerald lawn, and red brick detailing that carries to the façade and front porch. Inside, the drama begins. The front door opens to a two-story foyer that astounds with sweeping hardwood floors, soaring vaulted ceilings, skylights and spacious rooms with generous windows, boasting 2,960+/- sf of interior living space. A greeting room with wet bar, grand living room with stately fireplace and elegant dining room set the stage for formal entertaining, while the great room is ideal for laid-back gatherings, with the family room, kitchen and breakfast area opening to the backyard patio for yet another entertaining venue. For quiet retreat, three of four bedrooms are on the first floor, including Suite 2 with backyard access. Suite 1 occupies the entire upstairs. While both have walk-in closets and ensuite baths, Suite 1 has an office, a sitting room, fireplace, kitchenette, private study and terrace overlooking the flourishing backyard landscape with sculpted patio.

1418 Crestwood CT, San Mateo

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

Sold listing courtesy of Edwin K. Su from RLST
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82022906 MLS
Find Your Haven in Laurelwood. At the quiet end of a Laurelwood cul-de-sac, 1656 Oakwood Drive is the kind of home that makes weekends feel like vacation. Sunlit living and family rooms spill onto three separate outdoor decks, down to a sparkling, solar-heated pool and a detached studio with half bath which is perfect as an office, gym, or pool cabana. Inside, hand-hewn engineered floors, old-world textured walls, and LED lighting set a warm, modern tone. The kitchen delivers stainless appliances with convection oven, microwave, and induction cooktop, plus smart in-drawer outlets for a tucked-away coffee station or appliance garage. Three bedrooms and two baths include a serene primary with a custom closet system; dual-pane Low-E windows and sun tunnels keep everything bright and efficient. A rare 3-car garage with loft swallows gear and weekend projects with ease. Moments to Laurelwood Park trails, the Laurelwood Center & CSM Farmers Market, Crystal Springs, and fast highway 92,280, and 101 access, this is a private retreat with great neighborhood vibes, everyday convenience, and true indoor & outdoor living.

1656 Oakwood DR, San Mateo

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

Sold listing courtesy of Joe Polyak from RISE
$2,080,000
3 Beds ⋅ 2 Baths ⋅ ML82018769 MLS
A RETURN TO YESTERYEAR THAT PRESENTS A RARE OPPORTUNITY IN THE HIGHLY VALUED SUNNYBRAE NEIGHBORHOOD! GREAT LOCATION ON LAST BLOCK OF HUMBOLDT WHERE YOU WILL FIND HOMES REMINISCENT OF ARAGON. CIRCA 1930, THE MAIN HOME FEATURES BEAUTIFUL RIBBON HARDWOOD FLOORS, STONE WOODBURNING FIREPLACE, GRAND ENTRY HALL AND CLASSIC MEDITERRANEAN ARCHITECTURE THAT NEVER GOES OUT OF STYLE WITH APPRX 1879 SQUARE FEET. THE R2 ZONED PROPERTY INCLUDES LOTS 10 &11 TOTALING APPRX. 11,200 SQUARE FEET PLUS THERE ARE TWO ACCESSORY UNITS INCLUDED: APPRX 835 SF- ONE OVER THE 3 CAR DETACHED GARAGE AND ONE ON THE SIDE OF GARAGE. UNITS ARE VACANT AND REQUIRE SUBSTANTIAL WORK. KITCHEN AND BATHS IN THE MAIN HOUSE ARE VERY FUNCTIONAL BUT READY FOR REMODELING. IDEAL FOR OWNER-USERS, INVESTORS, OR BUILDERS --EXPLORE ALL THE UPSIDE POTENTIAL FOR A FAMILY COMPOUND, ADU OR RENTAL INCOME. ADDITIONAL FEATURES INCLUDE: **GATED ALLEY WAY ACCESS **WORKING WELL FOR IRRIGATION ** STAND-UP 1879 SQUARE FOOT BASEMENT. **LOTS OF OFF-STREET PARKING! **BRING YOUR DESIGNER AND CONTRACTOR WITH YOU. FULL OF CHARACTER AND SPACE, THIS PROPERTY HOLDS SO MUCH MORE UNTAPPED VALUE. THE DOUBLE LOT IS UNPHOTOGRAPHED FOR A REASON - THE SCALE OF IT CAN'T BE FULLY APPRECIATED UNTIL YOU SEE IT IN PERSON.

917 S Humboldt ST, San Mateo

Listed by Sherry Cottonaro, 650-558-6820 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Young from CBR
$2,500,000
3 Beds ⋅ 2 Baths ⋅ ML82018204 MLS
Classic Aragon charm, where timeless architecture meets modern comfort. From its distinctive split-level façade to the inviting front porch, this residence captures the warmth and craftsmanship of its era. Inside, a high-beamed ceiling adds depth to the living room, arched doorways create graceful transitions between spaces, and rich hardwood floors lend warmth underfoot. The thoughtful floor plan balances connection and privacy, with sunlit gathering spaces, a bonus 4th bedroom/office/den, and bedrooms that feel tucked away. Extensively updated in recent years, the home features a new roof, whole-house rewire with 200-amp service (EV-ready), seismic retrofit, premium HVAC, hybrid water heater, fresh interior and exterior paint, and custom storage systems throughout - allowing you to focus on enjoying your home, not managing a to-do list. Outdoor living is effortless with a newly built redwood deck, refreshed landscaping with new trees and planter boxes, and upgraded irrigation for low-maintenance care. Located in San Mateo's coveted Aragon neighborhood, you're within short walking distance to top-rated schools, scenic parks, and the vibrant downtown with its restaurants, shops, and entertainment. This is a home that supports your lifestyle - inside and out.

513 Castilian WAY, San Mateo

Listed by Robert Purnell, 415-272-1498 from Compass
(If provided) CoList: from

Sold listing courtesy of Adela Gildo-Mazzon from APR
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82017063 MLS
FIRST TIME ON THE MARKET IN 60 YEARS! Here is a Truly Unique Opportunity to Add Value and Build Out your Dream Home on this EXTREMELY RARE Prime West Side San Mateo 21,076 Square Foot Lot! On a Flag lot, this Parcel can be Described as a Park with Endless Possibilities. Must See to Appreciate! Property Recently Appraised at just over 2.8M. Motivated Seller! BACK ON MARKET - Buyer Generated from Previous Bid Date Did Not Perform! Property is being re-marketed based on Market Interest/Price Point seen for Property.

674 Barneson AVE, San Mateo

Listed by Neel Bhatia, 408-828-4024 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Neel Bhatia from CBR
$2,750,000
3 Beds ⋅ 3 Baths ⋅ ML82014487 MLS
Sweeping Golf Course & Bay Views in Coveted Beresford Park Neighborhood. Nestled at the end of a tranquil cul-de-sac in San Mateos highly desirable Beresford Park neighborhood, this spacious home offers approx. 2,940 sq ft of refined living on a generous, park-like 9,000+ sq ft lot. Enjoy stunning vistas of the Peninsula Country Club golf course & the bay beyond. The elegant floor plan features three bedrooms & two-and-one-half bathrooms, including a primary suite with a walk-in closet. The gourmet kitchen is a chefs delight, complete with stainless steel appliances & granite countertops, while the striking circular living room boasts exposed wood beam ceilings and a cozy fireplaceperfect for entertaining or relaxing. A separate family room with fireplace and slider opens seamlessly to the back patio, complemented by an enclosed sunroom with expansive windows framing sweeping golf course views. Additional highlights include hardwood floors, newer carpeting, recessed lighting throughout, & an attached three-car garage offering ample storage. Ideally located close to shopping, parks, & vibrant downtown San Mateo, with easy freeway access for commuters. Served by excellent San Mateo schools, this property blends comfort, charm, & an exceptional setting truly a rare opportunity.

800 26th AVE, San Mateo

Listed by Gregory Garcia, 650-771-0656 from Sequoia Realty Services
(If provided) CoList: from

Sold listing courtesy of Ricky Flores from DP
$2,428,000
3 Beds ⋅ 2 Baths ⋅ ML82012831 MLS

18 Condon CT, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Angel Chung from GNVR
$1,230,000
3 Beds ⋅ 1 Baths ⋅ ML82011530 MLS
Remodeled Corner Gem in the Heart of San Mateo! This stylish 3-bed, 1-bath home blends charm and modern upgrades on a prime 6,050 sq ft corner lot. Enjoy a bright, open layout with laminate floors, recessed lighting, crown molding, and a cozy wood-burning fireplace. The spacious kitchen features quartz countertops, and the home includes a laundry room, RV parking, and alley access. Two oversized, separate garages offer tons of storage or workshop potential. Extra half bath in the garage. Zoned R2. Dual-pane windows throughout. Just minutes from shopping, dining, and entertainment this San Mateo stunner wont last!

1449 Dakota AVE, San Mateo

Listed by John Gieseker, 650-619-2216 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Lei Cao from MXR
$4,000,000
3 Beds ⋅ 3 Baths ⋅ ML82008577 MLS
Situated on a 10,041 sq. ft. corner lot in one of Baywoods most sought-after neighborhoods, this beautifully updated 3,080 sq. ft. Spanish-style home offers timeless charm and modern upgrades. It features 3 spacious bedrooms and 3 full bathrooms, two of which have been recently remodeled. The home is filled with natural light, classic hardwood floors, and elegant coffered ceilings.The grand living room impresses with a fireplace, oversized arched windows, and rich architectural detail. A formal dining room stuns with coffered wood ceilings and wood flooring, providing a refined space for entertaining. The main-level den or guest suite includes built-ins, an ensuite bath, and French doors leading to a private patio, perfect for a home office or retreat.The remodeled kitchen boasts Thermador appliances, quartz counters, new cabinetry, a prep island, and a sunny breakfast room. Upstairs, a tranquil walk-out terrace with Saltillo tile overlooks the landscaped front yard. Outdoor areas include a gated patio and a side yard with a new lawn. A 3-car garage offers a workbench and storage, while the finished basement includes two flexible rooms, a half bath, and direct access to the garage and backyard. A rare Baywood gem that blends classic architecture with thoughtful modern living.

320 Jackson ST, San Mateo

Listed by Nancy Jensen, 408-316-7672 from Compass
(If provided) CoList: from

Sold listing courtesy of Maria Scott from CBR
$2,550,000
3 Beds ⋅ 2 Baths ⋅ ML82007932 MLS
Set above Laurelwood Park, 1243 Homewood Ave blends scenic beauty, smart design, and spacious comfort in one of San Mateos most peaceful neighborhoods. Vaulted ceilings, refinished hardwood floors, and skylights fill the home with natural light and airiness. The open kitchen features a granite topped island with undermount sink, granite perimeter counters, stainless steel appliances including a 6 burner Viking range, a white and green mosaic tile backsplash, full-height maple cabinetry, and clerestory windowsplus a wet bar for effortless entertaining. Dining and family areas flow to a wraparound deck with frosted glass railings, perfect for outdoor dining or unwinding with expansive, ever-changing views of the park, canyon, and sky. The primary suite includes deck access, Hunter Douglas smart shades, and a spa-like bath with soaking tub, dual vessel sinks, pebbled walk-in shower, and stone finishes. Two additional bedrooms share a beautifully updated bath with the same pebbled tile surround with bamboo-look inlay. Additional features include solar, Lutron and Hue lighting, Daikin smart thermostat, central vacuum, tankless water heater, and a three-car garage with epoxy floors. All just minutes from parks, trails, shopping, and CA-92.

1243 Homewood AVE, San Mateo

Listed by Rumana Jabeen, 650-743-4503 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Michelle Pender from SANF4
$3,550,000
4 Beds ⋅ 3 Baths ⋅ ML82005858 MLS
Welcome home to 1556 Cherrywood Drive, an exquisitely remodeled San Mateo residence nestled on a rare 14,184 sqft lot with sweeping views & refined living at every turn. This 4-bed, 3-bath home spans 2,514 sqft & showcases exceptional craftsmanship throughout. The front exterior features a newly cemented driveway, refreshed landscaping, & a coveted oversized 3-car garage. Inside, dramatic ceilings, rich wood flooring, & striking architectural details evoke a sense of grandeur. Formal living & dining rooms provide elegant entertaining spaces, while the chefs kitchen is fully appointed with top-tier appliances, custom cabinetry, & show-stopping countertops. An inviting breakfast nook & bar seating complete the space. The adjacent family room opens to the outside to the resort-inspired backyard with a spacious patio & pool. Four generously sized bedrooms plus an office are offered, including a luxurious primary suite. Three spa-quality full bathrooms feature exquisite materials, glass showers & tubs. The upstairs laundry area streamlines daily routines for added convenience. Premier location near shopping & dining, with direct access to Crystal Springs/Laurelwood centers, as well as Sugarloaf/Laurelwood's scenic trails. Easy access to 92, 101 & 280. Your next chapter starts here!

1556 Cherrywood DR, San Mateo

Listed by Joey Portale, 408-483-0552 from Compass
(If provided) CoList: from

Sold listing courtesy of Cullinan Luxury from KWPEN
$1,925,000
3 Beds ⋅ 3 Baths ⋅ ML82005206 MLS
A bright luxe crafted 2 story townhome located on one of the quietest streets in Bay Meadows with no neighbors behind. Enter into a living space that is beautiful and spacious, allowing you to be amongst each other, but also carve out spaces to work, eat and enjoy. The eat-in kitchen is sizable enough for a 8-10 seat dining table, but can be a media and/or children's play area as well. The home has been upgraded with new lighting, custom Lutron remote window coverings and the kitchen has received a new backsplash and choice stainless steel appliances. Custom shelving has been put in place throughout the home and the laundry room has an extra large GE Profile all-in-one machine. Adding to the conveniences, dual climate zone HVAC, a whole house water softener, smart home touches, a Tesla EV charger, and an external water faucet by the garage makes cleaning pets, kids and outdoor equipment easy. With no building behind, parking in the expansive garage is convenient. Fits up to 3 cars with space for home gym, office, sporting space and ample storage. The outdoor front patio sitting area is elevated and behind a shady tree, providing warmth and privacy. Very close to 4 neighborhood parks, Whole Foods, Crunch Fitness, Blue Bottle, Shake Shack, Hillsdale Mall and Caltrain.

428 Derby AVE, San Mateo

Listed by Kenneth Pang, 415-475-9159 from Compass
(If provided) CoList: from

Sold listing courtesy of Alex Wang from TSRI
$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
$2,025,000
3 Beds ⋅ 3 Baths ⋅ ML81999975 MLS
A special designer home neighboring Paddock Park, 2903 Baze Road stands out with its open floor plan, chef's kitchen and over $100,000 in builder upgrades. Upon entering, the entryway opens to a sizable living room which flows seamlessly to the dining room and gourmet kitchen with high end Thermador, Miele and Bosch appliances including a separate full sized refrigerator and freezer. Adjacent to the kitchen is space for a breakfast area or family room with abundant windows and lovely built in cabinetry. The main-level half-bath serves guests. The second floor offers three bedrooms and 2 bathrooms, both with beautiful marble tiles and a double vanity. The primary suite includes a spacious walk in closet. On the third level, a spacious loft stuns as an ideal family room, media room or office space. The home boasts black-walnut hardwood floors throughout, California Closets and custom window treatments. The lowest level has access to the 3 car garage with ample room for storage. Just minutes from Hillsdale Mall, Caltrain, Whole Foods, Bay Meadows Community parks, Blue Bottle Coffee, and a variety of dining options.

2903 Baze RD, San Mateo

Listed by The Patty Dwyer Group, 650-759-1593 from Compass
(If provided) CoList: from

Sold listing courtesy of Roxane Chiang from GIANT
$3,200,000
4 Beds ⋅ 2 Baths ⋅ ML81999335 MLS
This contractors home is absolutely stunning with designer touches throughout. High ceilings, gorgeous kitchen with family room. Spacious dining area, beautiful wood floors. Huge master bed and bath, with a walk in closet fit for a king and queen. There's an office over the garage that could be used as a 5th bedroom. Lanscaped backyard with outdoor kitchen, 3 gar garage and more.

1500 Crestwood DR, San Mateo

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN
$2,600,000
5 Beds ⋅ 3 Baths ⋅ ML81998775 MLS
Beautiful and spacious 5 BD/3 BA home on a quite, peaceful wooded parcel of over one-half acre. Recent upgrades: owned solar and Tesla battery backup, heat pump heater/AC, heat pump water heater, smart washer/dryer, newer kitchen appliances incl. an induction range, 200 amp electrical panel, Level 2 EV charging outlet, newer roof, & chicken coop. Add'l features: recessed lighting, dual pane windows, generous cabinet and closet space, low maintenance landscaping. Upper (street) level: 3 spacious BDs, 2 updated BAs, updated kitchen, dining area and living room that opens to a larger deck w/SF & lovely canyon views. Lower level: 2 BDs, 1 updated BA, large family room w/backyard & hot tub access, attached 3 car garage w/tons of storage & ample driveway space that can conveniently fit up to 4 cars. Lower fenced backyard area features a patio & chicken coop but has plenty of space to repurpose if a lawn or larger patio is desired. Enjoy the tranquility of this picturesque wooded canyon setting w/potential for future improvement to suit your needs. It feels like you're away from it all while really just minutes from the vibrant San Mateo/Mid-Peninsula life. Easy access to Hwys 92, 101 and 280, Laurelwood Park, Sugarloaf Mountain and excellent restaurants, shopping & schools.

3939 Kingridge DR, San Mateo

Listed by Becky Geller, 415-225-8172 from Compass
(If provided) CoList: from

Sold listing courtesy of Fadi Shamieh from SQRE
$1,350,000
5 Beds ⋅ 3 Baths ⋅ ML81995847 MLS
Welcome to 352 -354 Ramona Street in charming San Mateo, CA! This delightful 5-bedroom, 3-bathroom offers a perfect blend of comfort and creativity across its 1,224 + square feet. Recently renovated, the home greets you with its welcoming atmosphere, enhanced by crown mouldings, recessed lighting, and dual pane windows. The open living area in the ADU, adorned with hardwood floors. The well-appointed kitchen, featuring a breakfast bar and cooktop, is ideal for culinary enthusiasts. The primary ensuite boasts a walk-in closet, offering ample storage. A second kitchen adds convenience and flexibility, especially for those who love to entertain. Outdoor enthusiasts will appreciate the expansive 7,125 square foot lot, complete with a private yard, deck, and barbecue area, perfect for gatherings. The art studio invites creativity, while the 3-car deattached garage and on-site parking provide ease and accessibility. This home also offers a common garden and patio space, ideal for enjoying California's beautiful weather. Embrace the charm and possibilities of this San Mateo gem!

352 Ramona ST 352-354, San Mateo

Listed by Tony Gabb, 650-888-9013 from Compass
(If provided) CoList: from

Sold listing courtesy of Tony Gabb from APR
$2,330,000
4 Beds ⋅ 3 Baths ⋅ ML81995831 MLS
Nestled in the Laurelwood neighborhood of San Mateo, this cherished 4-bedroom, 2.5-bath home has been lovingly maintained by one family for over 30 years. With a solid foundation, anchor-bolted for stability, a 10-year-old roof, and a 5-year-old furnace, this home is built to last. The well-designed floor plan offers four spacious bedrooms and two baths upstairs, while the main level features a welcoming layout with a formal living and dining room overlooking the yard. The kitchen seamlessly connects to the family room and outdoor space, creating the perfect setting for entertaining. Bring your vision and personal stylethis home offers endless possibilities in an unbeatable location. Conveniently close to Highway 92 and zoned for top-rated schools, including Highlands Elementary and Aragon High. Don't miss this opportunity to make it your forever home!

1870 Whitecliff WAY, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Zaid Hanna from RE38

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