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$1,850,000
2 Beds ⋅ 2 Baths ⋅ ML82043382 MLS ⋅ Hillsborough Gateway BLDG.
Enter this secure gated building and take in the lush garden courtyard with splashing fountains. This great corner unit in the Hillsborough Gateway faces Northeast, with loads of arched windows letting in the light from every angle. The open floor plan living and dining "L" is ideal for entertaining, with a private balcony and gourmet kitchen with a cozy breakfast nook. The nicely-appointed den off the living room will keep you organized, while the primary suite has loads of closets and a sumptuous marble bathroom. The second bedroom features its own bathroom, a walk-in closet, and a convenient built-in Murphy bed, handy for guests. Community amenities include a concierge, swimming pool, gym, extra storage unit, 2 deeded parking spaces (one with an EV charger), a sauna, and a steam room.

111 W 3rd AVE 201, San Mateo

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

Sold listing courtesy of Trish Power from APR
$3,800,000
5 Beds ⋅ 3 Baths ⋅ ML82042625 MLS
Stunning 5 bed | 3 bath home in the coveted Baywood Knolls on a 12,129 SF lot is a rare find! You are immediately greeted by a gorgeous award winning Japanese inspired garden which sets the stage for this zen-like experience that wraps you in style & comfort. Large front picture window frames the garden beautifully and out front you have a view of the San Francisco Bay/Skyline. Beautiful hardwood floors throughout, separate dining room, updated kitchen with custom oak beam, shaker cabinetry/glass cabinets, leathered quartzite island countertop, Thermador gas range, Bosch dishwasher, wine fridge, subway tile backsplash and a skylight for natural light. Primary suite with walk-in closet, updated primary & hall baths with fine finishes, laundry closet in hall bath for simplicity.The backyard opens up from the kitchen/family area to a deck, with views to the show stopping garden filled with curated plantings, water features, and design elements. New Kentucky Bluegrass premium synthetic grass, Cecile Brunner climbing roses with string patio lights create an ideal outdoor retreat. Additional features, solar (OWNED), pre-wired EV charger, epoxy garage floor with custom storage, solar shade on deck, NEW interior & exterior paint, fireplace, top-rated schools, parks, dining and transit.

606 Yale DR, San Mateo

Listed by Trish Power, 650-808-0972 from Compass
(If provided) CoList: Debra Sanders from Compass

Sold listing courtesy of Holly Noto from CBR
$3,950,000
4 Beds ⋅ 4 Baths ⋅ ML82029852 MLS
A beautifully expanded and reimagined contemporary rancher offering relaxed Modern California luxury. The thoughtfully designed open floor plan showcases a sleek, light-filled kitchen that flows seamlessly into the family and dining areas, creating an ideal setting for effortless entertaining. Four generously sized bedrooms offer refined comfort, highlighted by an elegant primary suite featuring dual walk-in closets designed for effortless luxury. A dedicated office provides the perfect setting for sophisticated remote work or a private library retreat. The expansive utility room is thoughtfully appointed with walls of custom cabinetry, delivering exceptional storage with style and convenience. Expansive views extend to a lush, landscaped backyard, embracing the quintessential indoor-outdoor California lifestyle. Do not miss the opportunity to experience this exceptional home and discover elevated living at its finest.

412 Stephen RD, San Mateo

Listed by Ellen Vera, 650-862-8603 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Radha Rustagi from KWCU
$2,575,000
5 Beds ⋅ 4 Baths ⋅ ML82042394 MLS
Transparent pricing! Skylight House: among the larger homes in Fiesta Gardens, offering 2,820 sq ft with a well-designed two-story layout. With easy access to 92, 101, and moments from Trader Joe's, Whole Foods, and Bay Meadows Park, yet tucked into Fiesta Gardens, 1028 Bermuda offers an exceptional combination of convenience and setting. Rare 5-bed, 4-bath floor plan with two bedrooms and two full baths on the main level. The flexible layout with main-level bedrooms is ideal for guests or multi-generational living. At the heart of the home is a dramatic double-height living space where skylights flood the interior with natural light, anchored by a striking glass orb chandelier. The open layout flows to the outdoors, with direct access to the garden and patio from the family room, and side yard access from the dining area. Upstairs, vaulted ceilings extend through three bedrooms & two baths, including the primary suite, enhancing the sense of space and light throughout. Ideally located across from College Park Elementary, home to a Mandarin immersion program, and moments from the pool, clubhouse, tennis courts, and play area amenities exclusive to Fiesta Gardens residents. Plus an EV charger in garage. A rare opportunity to own one of the larger Fiesta Gardens homes.

1028 Bermuda DR, San Mateo

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

Sold listing courtesy of Julie Baumann from APR
$3,500,000
4 Beds ⋅ 3 Baths ⋅ ML82042422 MLS
Stately with strong curb appeal, this traditional Aragon home at 229 Aragon Boulevard offers a comfortable balance of classic design and everyday functionality. Spacious and full of Aragon charm, the home reflects a timeless approach to design. The living room features high ceilings, tall windows, and a stone wood-burning fireplace with mantle, while molding, trim, and wainscoting add architectural continuity. A central hall floor plan provides a natural flow between living spaces. The kitchen includes stone countertops, an eat-in area, and windows overlooking the backyard. Just a few steps down, the family room connects to a half bathroom and laundry area, creating a practical and flexible living space. The backyard offers a covered patio, lawn, and storage shed, well suited for outdoor use. The second level includes a primary bedroom, a full bathroom with tub, and a second bedroom. The third level features two additional bedrooms with generous closet space and built-ins, along with a full bathroom. A well-maintained home with a thoughtful layout in a desirable setting.

229 Aragon BLVD, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Robert R. Bredel from DWELL
$2,400,000
4 Beds ⋅ 2 Baths ⋅ ML82042415 MLS
A rare mid-century retreat with sweeping bay and mountain views is offered for the first time in over 45 years. This well-maintained 4BR/2BA home sits on an expansive 24,000 sqft lot at the end of a quiet cul-de-sac in one of San Mateo's most desirable Hillside neighborhoods. Enjoy panoramic views of San Francisco, the Peninsula, & the East Bay. The home blends classic mid-century character with a functional, inviting layout. Sunlit living spaces feature all new double paned windows, hardwood floors and a fireplace, complementing a formal dining area ideal for gatherings. Updated kitchen offers generous counter space, ample storage, & new appliances. Four well-sized bedrooms and two full baths provide flexibility for living, guests, or a home office. A dedicated laundry room adds convenience. The oversized lot offers a rare sense of privacy and openness. The peaceful secluded backyard features a pool, areas for entertaining, & offers a calm space to recharge with daily opportunities for wildlife viewing! Located near Laurelwood Park & Sugarloaf Open Space, with access to hiking trails, top-rated schools, shopping, dining, & easy access to Hwy 92. A unique opportunity to own a classic mid-century home with exceptional space, privacy, & views in a sought-after San Mateo location.

723 Linda CT, San Mateo

Listed by Rick Barrelier, 650-573-5961 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Yulia Goyal from PNN
$3,150,000
4 Beds ⋅ 3 Baths ⋅ ML82042374 MLS
Classic Craftsman, beautifully updated to reflect how we live today. This remodeled and expanded 4 bed, 3 bath corner lot home blends 1930s character w/ modern updates. Living/dining rooms feature courtyard views, detailed millwork, framed openings w/ decorative molding, fireplace, casement windows, and red oak hardwood floors w/ inlaid strips. Kitchen with defined spaces for prep, cooking, and gathering, custom cabinetry, Absolute Black granite, hand finished Beech wood ceiling, and Italian low voltage lighting. It flows into a breakfast nook w/ French doors to a pergola covered deck. A butcher block island w/ bar seating, Thermador 8 burner gas range, double oven, and wine bar complete the space. Ensuite on its own level w/ casement windows and views of the grounds. Bath features a floating vanity and glass enclosed shower. Lower level w/ separate access includes a permitted junior ADU, family room, bedroom, full bath, laundry, wine cellar, and courtyard access. Outdoor living w/ multiple areas, winding pathways, pergola covered deck/patio, custom wood-fired pizza oven, courtyard, raised garden beds, citrus trees. Detached garage w/cabinetry. Upgrades: TPO flat roofing, electrical 200 amps, copper plumbing, sewer, tankless water heater, and energy-efficient furnace - AC ready!

1120 Palm AVE, San Mateo

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

Sold listing courtesy of Ranya Kaileh Francis from SIR
$3,100,000
4 Beds ⋅ 2 Baths ⋅ ML82042371 MLS
Classic Eichler design meets sweeping Bay views in this beautifully updated San Mateo Highlands home. Expansive walls of glass frame panoramic vistas and fill the home with natural light, creating a seamless indoor-outdoor living experience. From sunrise to sunset, the home's elevated setting offers a rare sense of openness, privacy, and connection to the surrounding landscape. Spanning 1,856sf on an 8,250sf lot, the home showcases Eichler's signature open floor plan, vaulted ceilings, and clean mid-century lines. The layout flows effortlessly from living and dining spaces to outdoor entertaining areas, ideal for both everyday living and hosting. Thoughtfully upgraded, the home blends iconic design with modern comfort. Features include porcelain tile flooring, remodeled primary bath, curated designer lighting, and a gas fireplace with tile surround. The kitchen is enhanced with a glass tile backsplash, while upgraded electrical with EV charging, new garage doors and systems, and integrated audio add convenience and functionality. Set in the SM Highlands, the property offers a quiet, private setting with easy access too 1-280, SFO, Highway 92 and nearby amenities such as a community pool, pickle ball/tennis, playground. A rare opportunity to enjoy exceptional Bay view living.

2027 New Brunswick DR, San Mateo

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

Sold listing courtesy of Kyle Rawls from AGNC
$2,438,000
4 Beds ⋅ 3 Baths ⋅ ML82042341 MLS
Lovely home in San Mateo's desirable Lanes neighborhood offers 4 bedrooms and 3 full baths, including two primary En-suites. This light-filled residence shows pride of ownership and features an open floor plan with an updated kitchen and island that opens seamlessly to the living and dining areas complemented by folding glass doors that go to the backyard. Beautiful refinished wood floors, fireplace, fresh interior paint, recessed lighting and a den/office that could be used as a 5th bedroom. A deck off the main living space provides the perfect setting for relaxing, entertaining, or enjoying your morning coffee. The beautiful landscaped backyard offers additional room to unwind or play, and less than 12 houses away on Louise Lane is East Hillsdale Park where you have tennis, a walking trail, park benches and play area, and approximately half mile from West Hillsdale Park in the Lanes. Spacious two-car garage includes pull-down stairs for convenient extra storage. Ideally located near shopping and dining, including Safeway, Trader Joes, and the Hillsdale Shopping Center, with easy access to Highways 280, 101, and 92 for a seamless commute to both San Francisco and Silicon Valley.

105 Louise LN, San Mateo

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

Sold listing courtesy of Vivian Shao Rooks from GRBA
$2,950,000
4 Beds ⋅ 3 Baths ⋅ ML82041557 MLS
This beautifully updated, split-level gem is in the coveted Baywood/Parrott Park neighborhood. The lower-level floor plan includes a bright living room, formal dining room, primary bedroom suite and bedroom. The gourmet eat-in kitchen opens to a sensational private patio with firepit, lush landscape and sprawling level lawn providing a seamless transition between the interior spaces & the incredible grounds. Fabulous grand staircase leads to the upper level that boasts 2 additional bedrooms and bathrooms. Explore the possibilities in this esteemed neighborhood just blocks to vibrant downtown San Mateo with shops, restaurants, cinema entertainment, parks and recreation. Easy access to both US 101 and 280, CALTRAIN and transportation makes this any commuters dream for San Francisco, SFO and Silicon Valley. The 4th bedroom is staged as an office the county shows 3 bedrooms 1 den

21 De Sabla 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
$1,538,000
4 Beds ⋅ 2 Baths ⋅ ML82041489 MLS
Exceptional Downtown San Mateo residence blending timeless charm with modern comfort. Inviting curb appeal leads to a charming enclosed porch perfect for morning coffee. Inside, a light-filled living room with walls of windows creates a warm, airy ambiance. The elegant dining room features classic built-ins, while the spacious kitchen offers abundant cabinetry and counter space for everyday living and entertaining. A generous family room with a cozy wood-burning stove is ideal for relaxing or hosting guests. The home includes four bedrooms, highlighted by a serene primary suite with a private bath and clawfoot tub, plus a convenient guest bath. Additional amenities include a two-car garage, expansive laundry room with flexible space for an office or studio, and a large basement offering excellent storage or ADU potential. The landscaped backyard provides a private setting for outdoor dining and entertaining. Ideally located near parks, top-rated schools, vibrant downtown San Mateo and Burlingame, shopping, dining, Caltrain, and easy access to Hwy 101. Perfectly positioned between San Francisco and Silicon Valley. This remarkable home and sought-after neighborhood truly offer the best of everything, an absolute must-see.

337 N Eldorado ST, San Mateo

Listed by Jessica Eva, 650-704-5483 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Gabriel De Armero from TODAY
$3,053,500
3 Beds ⋅ 2 Baths ⋅ ML82041449 MLS
This is the kind of home that makes everyday life feel special. From the moment you step inside, there is a sense of comfort and possibility, with sunlight pouring through the rooms and spaces designed for real life to unfold with ease. In the formal living room and dining room, you can picture holidays, celebrations, and family dinners that become lasting traditions. In the family room and kitchen, daily moments feel connected and relaxed, with the chefs kitchen featuring stone countertops that add both beauty and function. In the sunroom, surrounded by windows and opening to the expansive backyard, mornings feel slower and evenings linger a little longer. Weekends here come naturally. Pick up coffee and pastries downtown, enjoy dinner and a movie nearby, then return home to the calm of your own backyard. Cook a great meal in the chefs kitchen and gather in the sunroom, where the outdoors becomes part of the experience. Outside, the oversized 8,480 square foot lot offers room to garden, unwind, entertain, and imagine future possibilities, including adding an ADU. All close to highly rated schools, downtown favorites, and easy access for everyday living. Step into a home where comfort, community, and possibility come together.

390 Hobart AVE, San Mateo

Listed by Cindy Moscaret, 650-759-3356 from Compass
(If provided) CoList: from

Sold listing courtesy of Na Lin from GNVR
$2,402,000
4 Beds ⋅ 2 Baths ⋅ ML82041331 MLS
Designed with both comfort and functionality in mind, this residence features three spacious bedrooms plus a dedicated office, offering flexibility for todays lifestyle. Vaulted ceilings create a sense of volume and openness, while new hardwood flooring throughout brings a fresh, cohesive feel. The home offers a classic yet versatile layout with a formal living room and dining room, along with a welcoming great room and breakfast area for everyday living. The kitchen has been refreshed with new countertops, and the light-filled primary suite provides a peaceful retreat. A back deck extends the living space outdoors, ideal for al fresco dining and entertaining. An attached two-car garage adds convenience, all set within a charming neighborhood with sidewalks, just minutes from Highway 92 and Laurelwood Shopping Center.

3408 Spyglass DR, San Mateo

Listed by Serena Conti, 650-619-8398 from Compass
(If provided) CoList: from

Sold listing courtesy of Eric McCafferty from GGSIR
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82040945 MLS ⋅ Elevate at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay.  It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. A few minutes drive from access to 92, 101, or 280 and highly ranked schools.  Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails.  Close to the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails.  Eleven miles to SFO.  Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes. *Photo of model home not of actual home*

2322 Red Oak CT, San Mateo

Listed by Michele Tancredi, 408-621-3311 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of Shalini Sadda from CITYRE
$2,070,000
5 Beds ⋅ ML82040812 MLS
Opportunities like this are few and far between in one of the Peninsulas most desirable communities located in central Silicon Valley. Investors and owner-occupants have an uncommon opportunity to acquire a turnkey, two-unit multifamily property on a quiet street situated moments from major employers, transit corridors, shopping and dining. These updated units have hardwood flooring; kitchens and baths are in very good condition. The configured unit mix offers flexibility for owner occupancy or lease. The first unit features a spacious 3-bedroom, 2-bath residence with a large private deck and backyard; the second unit is comprised of a well-appointed 2-bedroom, 1-bath unit with its own outdoor space. Both units are ideal for attracting long-term tenants seeking both comfort and functionality. A standout feature of the property is its direct access to nearby parks, schools , sports fields, and expansive green space year-round - increasing valuable in todays competitive rental market

65 Burbank AVE, San Mateo

Listed by John S Reese, 650-207-2318 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82040752 MLS ⋅ SM Highlands BLDG.
This gorgeous custom built SM Highlands home offers privacy & Zen like experiences w/ a babbling creek in the rear yard. Located next to protected county land. 4BD/2BA upstairs. Large office could be 5th BD and full BA downstairs. Family room, 2 gas/wood burning fireplaces, formal dining, Gourmet kitchen, Radiant heat, central vacuum, integrated sound system, custom lighting. Much more! Don't miss out! Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

2060 Bunker Hill DR, San Mateo

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

Sold listing courtesy of Daniel Smith from APR
$2,588,000
3 Beds ⋅ 3 Baths ⋅ ML82040699 MLS
Welcome to a masterfully reimagined residence where modern sophistication meets the effortless comfort of California living. This home was expertly transformed to prioritize light, greeting you with an open floor plan anchored by gleaming hardwood floors that catch an abundance of warmth. The heart of the home is a show-stopping central kitchen a chefs dream designed for high-end catering and casual morning coffee. Centrally positioned, it is elegantly flanked by a dining area and an inviting family space, creating a seamless "Great Room" effect. Whether you are hosting gala-style events or enjoying quiet evenings by the fire, the flow is both intuitive & grand. Bridging style and function, the home features a custom-designed mudroom. This thoughtful addition serves as the ultimate transition space, keeping daily essentials organized so the main living areas remain pristine. The layout includes three generous bedrooms and three full bathrooms, each offering a private sense of retreat with updated contemporary finishes. Your private dream awaits outside. The backyard is a shimmering sanctuary, featuring a sparkling pool and an expansive patio for alfresco dining. Located minutes from parks and boutique shopping, this is more than a renovation its a total lifestyle upgrade.

716 30th AVE, San Mateo

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of Anuja Krishnan from KWPEN
$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

$3,450,000
3 Beds ⋅ 3 Baths ⋅ ML82040316 MLS
For nearly four decades, this home has quietly lived a life of devotion, the kind you feel the moment you step inside. Chosen 38 years ago for more than just its location, it became a place where life unfolded in meaningful ways, from mornings by the fireplace to evenings that lingered long past dinner. In 2003, it was thoughtfully expanded, not simply to grow in size, but to evolve with its owners, opening spaces, inviting in natural light, and creating a seamless connection between the kitchen, family room, and backyard where gatherings effortlessly flowed. It's a home that grew alongside a family, where children once walked to Baywood Elementary, then on to Borel Middle, and eventually to Aragon High, celebrating first proms, cheering at Friday night games, and marking milestones just moments from the front door, all set in San Mateos premier neighborhood. Upstairs, softly lit stairs lead to private retreats, including a refined primary suite and a tucked-away office that reflects changing times and needs. Every update since, from new systems to careful improvements, was made with intention and pride of ownership. This is not just a home that has been lived in, but one that has been deeply cared for, ready now for its next chapter with someone who will continue its story.

307 Aragon BLVD, San Mateo

Listed by Eva Chen, 415-971-5171 from Compass
(If provided) CoList: Jeff Chen from Compass

Sold listing courtesy of Sternsmith Group from APR
$3,710,000
3 Beds ⋅ 3 Baths ⋅ ML82040521 MLS
Nestled in one of the Peninsulas most sought-after neighborhoods & tucked behind flowering landscaping, 526 Poplar captures the romance & grace of classic San Mateo Park living. A lavish entryway welcomes you inside & leads to a grand staircase creating an elegant focal point & setting a tone of timeless sophistication. Beautifully refinished hardwood floors, abundant natural light & period details bring warmth & character throughout. Spacious rooms, high ceilings, generously sized bedrooms with large closets add comfort + practicality, while the ensuite primary bedroom offers a peaceful sanctuary. The formal dining room is ideal for entertaining, & the kitchen with stainless steel appliances, stone countertops, & a sunny breakfast nook is designed for easy living. The living room is the perfect space to cozy up around the gas fireplace. Outside, a gated driveway adds charm & privacy, while wisteria drapes over the sunny backyard patio, creating a beautiful space for entertaining or relaxing among mature trees & lush, low-maintenance landscaping. Set on a quiet street with friendly neighbors & lovely walking routes, the home offers an exceptional San Mateo Park lifestyle just minutes from downtown San Mateo & a short stroll to downtown Burlingames shopping, dining, & recreation.

526 W Poplar AVE, San Mateo

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

Sold listing courtesy of Loukia Karneris from HARPER
$2,220,000
4 Beds ⋅ 3 Baths ⋅ ML82040487 MLS ⋅ Denali Association BLDG.
Welcome to 15 Amy Dr! This recently updated 4-bedroom, 3-bathroom home offers the perfect blend of modern elegance and convenience. The gourmet kitchen, complete with high-end finishes, seamlessly opens to the living and dining rooms, creating an inviting space for entertaining and everyday living. The primary suite is a true retreat, featuring an adjoining updated bathroom, a spacious walk-in closet, and a private balcony perfect for enjoying your morning coffee or unwinding in the evening. Enjoy the benefits of easy access to highways 280 and 101, making commutes a breeze. Outdoor enthusiasts will love the nearby tennis courts and hiking trails, while families will appreciate the highly regarded Belmont schools.

15 Amy Dr, San Mateo

Listed by Debbie Livingston, 415-336-3091 from Compass
(If provided) CoList: from

Sold listing courtesy of Brandon Stovall from COMPS
$1,543,000
2 Beds ⋅ ML82040431 MLS
Looking for the best duplex investment in San Mateo right now? This might be it. Welcome to 1026/1028 S Idaho Street in Sunnybrae, one of San Mateo's most centrally located and up-and-coming neighborhoods. This updated duplex offers approximately 2,097 sqft of living space on a 5,400 sqft lot, featuring two spacious 1 bedroom, 1 bathroom units, each with its own private yard, garage, and versatile loft space perfect for a home office, guest area, or added rental value. Recent upgrades include a newer roof, updated electrical and plumbing, and refreshed kitchens with modern finishes, making this a turnkey opportunity with long-term upside. One unit is vacant and the other will be delivered vacant June 1, offering immediate flexibility for investors or owner-occupants. Ideal for house hackers looking to offset their mortgage or investors seeking strong rental demand in a prime Peninsula location. Just minutes to Downtown San Mateo, Trader Joes, Central Park, Caltrain, and major commute routes including Hwy 101 and 92. Only 12 minutes to SFO. Opportunities like this in Sunnybrae are rare. Act quickly.

1028 S Idaho ST, San Mateo

Listed by Ned Laugharn, 408-504-5898 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Gabriel Manzanares from PACU
$2,155,000
3 Beds ⋅ 2 Baths ⋅ ML82040340 MLS
"Buy land - they're not making it anymore!" If having a huge, gorgeous, flat backyard is high on your list, then you should heed Mark Twain's advice and hustle down to see 2315 Holland Street in the Lakeshore neighborhood of San Mateo! This beautifully updated 3BR/2BA home is situated on a perfectly flat, 12,889 square foot lot. That's nearly 1/3 of an acre! The home itself boasts a fabulous layout, with separate family, living, and dining rooms. The elegantly updated kitchen with granite counters is the centerpiece of the living space, while the three bedrooms and two updated bathrooms are intelligently situated together on the other side of the home. But the real star of this show is the backyard, which features an in-ground pool, three separate high-utility storage sheds that can be used as home offices, and a spacious play area. Even with all of that, there's still loads of room for significant expansion of the main home, or the addition of an ADU. It's truly the epitome of indoor/outdoor California living. This location is ideally situated close to shopping, dining, and your commute routes. You truly need to see it to fully appreciate it. Gorgeous plots of land this large are a rarity on the Peninsula. Come see it before it's gone!

2315 Holland ST, San Mateo

Listed by Charles Gillooley, 650-207-2024 from Ektra Real Estate
(If provided) CoList: from

Sold listing courtesy of Beth Tehrani from CCREDFIN
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82040327 MLS
A beautifully updated, sun-drenched home in one of San Mateo's most desirable neighborhoods, this residence offers the perfect blend of modern style and everyday comfort. With a sought-after south-facing orientation and three thoughtfully placed skylights in the kitchen, hallway, and office, the home is filled with natural light throughout the day, creating a bright and welcoming atmosphere. The heart of the home is the stunning kitchen, featuring premium appliances, an oversized island ideal for gathering and entertaining, and elegant wood cabinetry that adds warmth and sophistication. The open layout flows seamlessly into the living spaces, making it perfect for both relaxing and hosting. Step outside to a private backyard retreat with a beautiful wood deck and a mature plum tree, offering a serene setting for outdoor enjoyment. Ideally located just minutes from top-rated schools and near Beresford Park with its playgrounds and tennis courts, this home delivers both convenience and lifestyle in an unbeatable location.

765 Sequoia AVE, San Mateo

Listed by Charmaine Wang, 650-521-4756 from Compass
(If provided) CoList: Joy Rong from Intero Real Estate Services

Sold listing courtesy of Maggie Chien from COMPS
$2,235,000
4 Beds ⋅ 4 Baths ⋅ ML82039623 MLS
Tucked away behind Franklin Templeton on quiet tree lined Mawing Rd, this 2172 sqft townhome features 4 bdrms and 4 baths. Versatile main floor with living, dining, and kitchen naturally flowing from one room to the next. Kitchen is equipped with quartz counters, a large island, custom tile backsplash over a gas stovetop. Off the sizable dining area, a sliding glass door leads to a balcony, great for outdoor grilling. There is a bedroom and full bathroom off the main living area. Upstairs, retreat into a luxurious king suite with a walk-in closet with deluxe organizers, double vanities, and an oversized shower with rain bath system. Sliding glass doors ushers in natural light and fresh air from the private balcony. There is a smaller 2nd suite with a generous built-in closet and shower over the tub. A fourth room conveniently located downstairs for additional privacy is perfect for an entertainment room or guest suite with walk-in closet. The entire home is equipped with smart home recessed lights and ethernet wiring. Sizeable side-by-side 2-car garage with 220V outlet. $458/month HOA due covers the exterior and water. Coveted Bay Meadow location is a short walk to Hillsdale Mall, Caltrain bullet, parks, Nueva School, Whole Foods, Blue Bottle, Fieldworks and more.

3044 Mawing RD, San Mateo

Listed by Sophia Wong, 408-438-2902 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of John Shroyer from TODAY
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82039160 MLS ⋅ Sugarloaf BLDG.
Welcome to this beautifully renovated home in the highly desirable Laurelwood/Sugarloaf neighborhood. The home boasts 3 bright and spacious bedrooms upstairs with views of the mature trees surrounding it. Two full bathrooms upstairs and one half bath downstairs provide flexibility. The main level is comprised of two separate family/living spaces as well as a reimagined galley kitchen that leads to one of two outdoor decks. The primary suite upstairs takes advantage of the natural scenery with a balcony. The home is completed with a large 2 car garage and driveway. Close to CSM, Sugarloaf open space, Laurelwood shopping center and easy access to major freeways 101/280.

3400 Douglas CT, 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 Hira Bakhsh from SZIR01
$3,400,000
4 Beds ⋅ 3 Baths ⋅ ML82039537 MLS
Located in Baywood, one of San Mateos most sought-after neighborhoods, this 4-bedroom, 3-bath home offers indoor-outdoor living. The kitchen/great room combination serves as the center of the home, featuring new quartz countertops, stainless steel appliances and plenty of natural light. Hardwood floors run throughout, adding sophistication and continuity. There's 3 bedrooms and 2 baths upstairs with another ensuite bedroom on the lower level. The home sits on an expansive 8,000+ sq ft lot with both front and back lawns, a large backyard, and a fantastic deck - ideal for barbequing and dinners outdoors. Close to top-rated public and private schools and easily accessible to Silicon Valley and San Francisco.

370 Parrott DR, San Mateo

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

Sold listing courtesy of Charles Griffith from MCGR
$2,990,000
4 Beds ⋅ 3 Baths ⋅ ML82039543 MLS
Welcome to this beautifully remodeled traditional home in the Woodbridge Park neighborhood of San Mateo, zoned to top-rated Belmont schools. Flooded with natural light, this rarely available 2-story residence offers a versatile floor plan. Upstairs, you will find a primary suite featuring high ceilings & a seating area along with 2 additional bedrooms each with their own walk-in closet. A bedroom & a full bath on the main level provide flexibility for guests or a home office. A grand entry opens to an elegant living room with vaulted ceilings & a formal dining area, creating an inviting space for everyday living. At the heart of the home, you will find an open layout where a fully remodeled kitchen flows effortlessly into a sunny eating area & an inviting family room. Double sliding doors open to the flat backyard perfect for indoor-outdoor living & entertaining. The stunning kitchen showcases white cabinetry, quartz counters, SS appliances, tile backsplash & a center island. Other highlights include newly installed white oak engineered hardwood floors & carpet, fresh paint, chic light fixtures, recessed lighting, laundry room & 2 car garage. Ideally located near parks, Hillsdale Mall, freeways, Caltrain & SFO. First time on the market, this is the one you have been waiting for!

269 Woodbridge CIR, San Mateo

Listed by Sanit Bordeianu, 650-430-3500 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Steven Wen from KWCU
$2,500,000
3 Beds ⋅ 3 Baths ⋅ ML82039491 MLS
Located in a sought-after San Mateo neighborhood, this spacious 3-bedroom + office, 2.5-bath home offers approximately 2,530 sq ft of flexible living space on a beautifully landscaped 6,600 sq ft lot. Designed for both everyday comfort and entertaining, the home features a large family room seamlessly connected to the kitchen perfect for gatherings, movie nights, or hosting guests. The dedicated office provides an ideal work-from-home setup or optional guest space. The expansive, flat backyard is a true highlight, offering mature landscaping, room to play, garden, or create your own outdoor retreat. With its generous layout and solid footprint, the home presents a rare opportunity to update, expand, or customize to match your vision and lifestyle. Ideally located near parks, top-rated schools, shopping, dining, and major commuter routes, this property combines convenience with long-term upside. Whether youre looking to move right in or design your dream home over time, this is a unique opportunity in one of San Mateos most desirable areas.

341 Sylvan AVE, San Mateo

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

Sold listing courtesy of Magic Li from CBR
$2,560,000
3 Beds ⋅ 2 Baths ⋅ ML82039472 MLS
Beautifully updated 3-bedroom, 2-bathroom home with open-concept living in the desirable San Mateo Village neighborhood. The floor plan flows seamlessly from the welcoming living room with fireplace and plantation shutters to the dining and family areas. The chef-inspired kitchen features quartzite counters with breakfast bar, stainless steel appliances, and ample cabinetry. Vaulted ceilings with exposed beams, recessed lighting, and large French doors enhance indoor-outdoor flow to the private backyard with lawn, multiple patios, paver and wood decking, mature landscaping, string lighting, and flip-out window. The primary suite includes vaulted ceilings, French doors, and a walk-in closet with built-ins, while two additional bedrooms feature wood-plank tile floors and quality fixtures, with a marble vanity in the primary bath and a quartz vanity in the hall bath. and wood-plank tile floors complete the home. Attached garage with updated 220-volt 50-amp charging outlet, built-ins, workspace, laundry, and storage. Walking/biking distance to Casanova Park, Bay Meadows shops and restaurants, Whole Foods, top San Mateo schools, Caltrain, and Highway 101.

3944 Regan DR, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Gillian Kilroy from APR

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