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$1,199,000
5 Beds ⋅ 3 Baths ⋅ ML82060982 MLS
Welcome to 122 N Claremont St, a well-maintained San Mateo duplex offering an excellent opportunity for investors, multi-generational living, or an owner-occupant looking to offset housing costs with rental income. The property features two well-proportioned units, three carports, and additional side parking. The front unit offers approximately 1,515 sq. ft. of living space with 3 bedrooms and 2 bathrooms, along with a dedicated laundry room. The generous floor plan provides plenty of room for comfortable everyday living, entertaining, and working from home. The rear unit offers approximately 792 sq. ft., featuring 2 bedrooms and 1 bathroom with a convenient laundry closet. Its separate layout provides flexibility for rental use, extended family, guests, or additional income potential. Both units have been recently refreshed with new interior paint, new flooring, updated fixtures, and other improvements, creating a clean and move-in-ready presentation. The property also offers three carports plus an additional side parking, a valuable amenity in San Mateo. Ideally situated near local shopping, dining, parks, schools, transportation, and major Peninsula commute routes, 122 N Claremont St combines functional living spaces with the versatility. Don't miss this opportunity!

122 N Claremont ST, San Mateo

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

$2,750,000
5 Beds ⋅ 4 Baths ⋅ ML82060807 MLS
A grand Laurelwood residence with impressive scale and presence, this 5-bedroom, 4-bath home offers approx. 2,610 sq.ft. on a 13,000+ sq.ft. lot with a pool and generous outdoor space. Soaring ceilings and a sweeping circular staircase introduce spacious formal and informal living areas. The updated kitchen features a Bertazzoni five-burner range, custom cabinetry, pantry and wine refrigerator, opening with the breakfast area and family room directly to the backyard. An expansive patio and covered pavilion create inviting spaces to dine, gather and relax poolside. The main level includes a flexible fifth bedroom and full bath, ideal for guests or an office. Upstairs, the primary suite with en-suite bath is joined by three additional bedrooms and a spacious dual-vanity bath. Modern upgrades include Tesla solar with Powerwall, EV charging, central A/C, tankless water heater, updated pool equipment, and a recently completed sewer lateral and cleanout. An attached 3-car garage plus pad parking provides ample parking and storage. Convenient to shopping, parks, trails and Highways 92, 101 and 280.

1478 Cherrywood DR, San Mateo

Listed by Marcus Lee, 415-999-2022 from Compass
(If provided) CoList: from

$4,198,000
5 Beds ⋅ 3 Baths ⋅ ML82060112 MLS
Along the tree-lined streets of coveted San Mateo Park, this beautifully remodeled 1925 Tudor-style home blends timeless character with sophisticated designer touches throughout. From the welcoming foyer, stunning hardwood floors lead into the grand living room, where natural light pours through a large-paned window, illuminating the soaring barrel ceiling and elegant Venetian plaster fireplace. The formal dining room showcases original architectural details, while the fully custom chefs kitchen features designer finishes and custom appliances. Beyond the living room is a separate (is cozy better?) family room, a few steps lead to the spacious primary suite, complete with a dedicated office and luxurious ensuite bath. Two additional generously sized bedrooms, a smaller guest bedroom and a designer full bathroom are located upstairs. A short staircase leads to a versatile bonus room ideal for an au pair suite, home gym, or office. A detached two-car garage provides additional storage, while the new gray paver driveway and yard create an inviting setting for outdoor entertaining. San Mateo Park offers a wonderful sense of community, picturesque tree-lined avenues, and an exceptional location proximate to downtown Burlingame , restaurants, and amenities.

769 Crescent AVE, San Mateo

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: Antoinette Galindo from Compass
$3,500,000
5 Beds ⋅ 3 Baths ⋅ ML82058809 MLS
Beautifully updated with a rare combination of location, quality, and thoughtful detail, nestled on a tree-lined street in the coveted Baywood neighborhood. A reimagined great room features raised ceilings, red oak hardwood floors, and abundant natural light, creating an effortless sense of space. The open-concept kitchen is anchored by a large island, crisp white shaker cabinetry, stainless steel appliances, and a farmhouse sink, ideal for both everyday living and entertaining. Large sliding glass doors open to a low-maintenance backyard with a patio and drop-down projector screen, perfect for outdoor movie or game nights. Behind the beauty, extensive improvements bring peace of mind, from new electrical, plumbing, and ductwork to a suite of smart-home features thoughtfully integrated throughout. Owned solar, Tesla Powerwall, EV-ready, central heating, and a finished garage with epoxy flooring further elevates comfort and functionality. Flexible floorplan offers 4 bedrooms + a bonus room that can serve as a study or 5th bedroom, along with 3 modern bathrooms. Short walk to downtown San Mateo, Central Park, and the library. Quick access to Hillsdale Shopping Center, Caltrain, Hwy 92, 101 & 280 for easy commute to San Francisco or the South Bay. Top-rated Baywood/Aragon schools.

731 W Capistrano WAY, San Mateo

Listed by Christy Pak, 415-816-4866 from Compass
(If provided) CoList: Renna Lin from Compass

Sold listing courtesy of Kevin Peterson from KWSCV
$4,050,000
5 Beds ⋅ 4 Baths ⋅ ML82057219 MLS
Modern luxury meets breathtaking views! Extensively rebuilt and expanded, this stunning 5 bedroom, 4 bathroom contemporary home offers panoramic Bay views stretching to the San Francisco skyline from both levels. The main level features 3 bedrooms and 2 bathrooms, plus an open-concept chef's kitchen with farmhouse sink, double ovens, built-in gas range, and breakfast bar. The dining and living areas are highlighted by a striking fireplace/media wall and a dramatic wall of folding glass doors opening to an expansive view deck. The newly constructed lower level offers 2 bedrooms and 2 bathrooms, a second kitchen with refrigerator, oven/range, and wine fridge, spacious family room, and another view deck, ideal for multigenerational living, or entertaining guests. Three bedrooms are en suite. Highlights include brand new stainless steel appliances, quartz countertops, laundry on both levels, frameless glass showers, integrated bidet toilets, walk-in closets, A/C, fire sprinklers, 2-car garage, and a large terraced backyard. Turnkey contemporary living in the San Mateo Hills bordering Belmont!

628 Newlands AVE, San Mateo

Listed by Rachel DiNapoli, 650-224-3247 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Marylene Notarianni from CBR
$2,995,000
5 Beds ⋅ 7 Baths ⋅ ML82055548 MLS
Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

1305 Maple ST, San Mateo

Listed by Anders Fung, 415-260-5841 from Sequoia Commercial Group
(If provided) CoList: from

$2,150,000
5 Beds ⋅ 3 Baths ⋅ ML82057701 MLS
Discover a rare opportunity in San Mateo's sought-after Los Prados neighborhood. This beautifully maintained duplex offers approximately 2,638 square feet of living space on an expansive 8,482 square-foot lot, combining versatility, privacy, and exceptional indoor-outdoor living. Ideal for an owner-occupant, multigenerational household, or investor, the property offers comfort and long-term potential. The two residences include a spacious 3-bedroom, 2-bath main home and a separate 2-bedroom, 1-bath unit. Both have been thoughtfully updated with well-appointed kitchens, hardwood and tile flooring, skylights, generous storage, heating and cooling, and private laundry. Separate utility meters add flexibility. Private, fully fenced rear yards feature mature landscaping, citrus trees, lush lawn, drought-tolerant plantings, patios, and inviting walkways. A covered pergola creates an ideal setting for outdoor dining and entertaining, while a garden shed/home office offers flexible space for work, hobbies, or storage. Conveniently located near neighborhood shopping, Hillsdale, the Bay Trail, and major Peninsula commute routes, the property provides easy access to Highways 101 and 92, San Carlos Airport, and SFO. You do not want to miss this beauty!

3342-3344 Los Prados ST, San Mateo

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

$3,200,000
5 Beds ⋅ 4 Baths ⋅ ML82054023 MLS
Now Offered at an Exceptional Value! Welcome to this stunning, completely reimagined home showcasing exceptional style, quality, and craftsmanship. This 5-bedroom, 4-bath residence features designer finishes and an expansive backyard for year-round enjoyment. Elegant hardwood floors, abundant natural light, and premium upgrades include a remodeled chef's kitchen with high-end appliances, custom cabinetry, waterfall-edge quartz countertops, solar designed to help power the home and heat the pool, tankless water heater, newer roofs, and gutters. The kitchen flows seamlessly into the dining area and living room with a custom gas fireplace. A rare detached 4-car garage with gym offers ADU potential (buyer to verify), home office, studio, or fitness center. The versatile floor plan includes a spacious family/game room with custom bar plus a main-level bedroom and full bath, ideal for guests or multigenerational living. Upstairs, the luxurious primary suite features a fireplace, spa-inspired bath with jacuzzi tub, separate shower, walk-in closet, plus three additional bedrooms and two full baths. The resort-style backyard is a private oasis with a sparkling solar-heated pool, electric safety cover, and jacuzzi. Experience luxury living in West San Mateo.

326 30th AVE, San Mateo

Listed by Leon D'Aquino, 650-740-0564 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

Sold listing courtesy of Caitlin Beanan from CBR
$2,100,000
5 Beds ⋅ 2 Baths ⋅ ML82053827 MLS
Welcome to 215 Ottawa Street, a beautifully updated 5-bedroom, 2-bath home in one of North Shoreview's most desirable pockets. Offering exceptional space for the neighborhood, this thoughtfully maintained home combines comfortable living with outstanding indoor-outdoor amenities. Warm hardwood floors flow throughout the home, while the inviting living room features a charming window seat overlooking the front yard. The spacious kitchen opens to the dining room, creating the perfect setting for gatherings and entertaining. The versatile floor plan includes three bedrooms and a full bath on the main level, with two oversized bedrooms upstairs and a beautifully updated bath featuring an oversized tub. Step outside to your own private retreat. Enjoy the covered patio, unwind in the enclosed hot tub room with a TV, practice your short game on the backyard putting green, or garden in the raised side-yard planter boxes. Additional highlights include owned solar panels and a large two-car garage. Ideally located on one of North Shoreview's quiet, wide streets, this home is just moments from the Bay Trail, Coyote Point, vibrant downtown Burlingame and San Mateo, with quick access to Highway 101. Spacious, updated, and perfectly located, this is North Shoreview living at its finest.

215 Ottawa ST, San Mateo

Listed by Caitlin Beanan, 650-576-3994 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mike Sinitsky from RISE
$5,000,000
5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS
A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and new driveway gate, enhance comfort and convenience while preserving the homes historic charm. Elegant, warm - a rare opportunity in one of the Peninsulas most cherished neighborhoods, equidistant to downtown Burlingame and San Mateo.

554 Edgewood RD, San Mateo

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

Sold listing courtesy of Josh Sway Sanchez from KWPEN
$2,700,000
5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS
Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

Listed by Jeannie Hu, 650-400-8007 from Realty World Dominion
(If provided) CoList: from

Sold listing courtesy of Lana Morin from NTERO
$2,800,000
5 Beds ⋅ 4 Baths ⋅ ML82049815 MLS
Rebuilt and completed in 2025, this beautifully designed single-level home offers a rare blend of modern living, flexibility, and privacy with a detached ADU. A welcoming front porch and gated driveway lead into a bright, open-concept interior where natural light fills the living, dining, and kitchen spaces. The 3-bedroom, 2-bath main home (approx. 1,610 sq ft) showcases European white oak flooring, custom cabinetry, and quality finishes throughout, designed with both comfort and functionality in mind. The living room is centered around a fireplace, creating a warm focal point. The kitchen is designed for everyday living and entertaining, featuring a large center island, natural stone countertops with full-height slab backsplash, and a professional Wolf range with dual ovens. The detached ADU (approx. 750 sq ft), newly built and never occupied, is positioned above the garage and offers 2 bedrooms and 1 bath - ideal for extended family, guests, or flexible living. A gated driveway leads to a rare four-car garage (approx. 893 sq ft) with versatile space for storage, gym, or workshop, along with two Level 2 EV charging connections. Outdoor spaces are designed for low-maintenance enjoyment, featuring an outdoor kitchen with built-in grill, Trex decking, and turf landscaping.

30 16th AVE, San Mateo

Listed by Henry Chu, 650-918-8118 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Eva Tung from EYCT
$4,800,000
5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS
Elevated above the street in the sought-after Baywood neighborhood, this extensively transformed Craftsman home commands sweeping views across the Bay, the San Francisco skyline, and the East Bay hills. The authentic Craftsman architectural details including stone cladding, tapered columns, shingled siding, and bluestone walkways. Brazilian cherry wood floors, extensive custom built-ins, skylights, and natural stone and tile finishes extend throughout. Spacious living room with stone fireplace, walls of open cabinetry, and expansive front windows. Open dining area connects to the covered built-in barbecue patio and beautifully appointed kitchen with sleek taupe cabinetry, granite slab counters, premium appliances, peninsula seating, spacious island, and operable skylight. There are 5 bedrooms and 3.5 baths across two levels for a variety of lifestyle needs, including two en suite baths. The upstairs primary suite has a balcony, two walk-in closets, and a spa-inspired bath, plus a family/media room upstairs with a wet bar. Detached bonus studio is perfect for an office, fitness center, or playroom, plus there is a privately located spa. Just one-half mile from downtown San Mateo. Schools: Baywood Elementary, Borel Middle, and Aragon High (buyer to verify).

429 Virginia AVE, San Mateo

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

Sold listing courtesy of Aileen Fernandez from COMP90
$1,445,000
5 Beds ⋅ 3 Baths ⋅ ML82047460 MLS
Nestled in the desirable Parkside neighborhood, this 5-bedroom, 3-bathroom home is waiting for you. This fabulous mid-century property has lots of charm! Please note that the county records recognize that the property is a 5-bedroom, 3-bathroom home, but the square footage was never updated with the county. The floor plan shows that the home is approximately 1,813 square feet. Parkside Aquatic Park is just steps away and offers beach access and fun for the whole family. This home is also within walking distance to award-winning San Mateo schools, Bayside/Joinville Park, and the Joinville Swim Center. Embrace the local lifestyle with ease, as Bridgepoint Shopping Center and downtown are moments away, offering great restaurants, shops, and entertainment. 101 and 92 are easily accessible, making commuting and enjoying all the Peninsula has to offer a breeze!

1605 Roberta DR, San Mateo

Listed by Dave Parks, 650-642-4141 from Gateway Properties
(If provided) CoList: Madeline Williams from Gateway Properties

Sold listing courtesy of Claire Lazar from LHG
$3,250,000
5 Beds ⋅ 2 Baths ⋅ ML82046244 MLS
Originally built in 1925, this beautifully maintained residence offers approximately 1,900 SF of living space on an expansive 9,937 SF lot. Rich in character and thoughtfully updated, the home features a classic yet functional layout designed for both everyday living and effortless entertaining. The main level includes two bedrooms, while three additional bedrooms are located upstairs, providing flexibility for a variety of living needs. A spacious formal living room and elegant dining room create inviting gathering spaces, complemented by hardwood flooring throughout. The kitchen overlooks the expansive backyard, offering a seamless connection to the outdoors. The grounds are a true highlight featuring a large, lush lawn, mature plantings, and a serene setting ideal for relaxation or play. A spacious garage is complemented by a separate detached structure, perfect for a home office, gym, or versatile bonus space. Additional improvements include a new roof, enhancing both function and peace of mind. Ideally located in the coveted San Mateo Park neighborhood and just minutes from downtown Burlingames vibrant shops and dining, this home offers a rare combination of charm, space, and opportunity.

131 Barroilhet AVE, San Mateo

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

Sold listing courtesy of Robert Wall from COMP3
$1,550,000
5 Beds ⋅ ML82045405 MLS
In a tree-lined neighborhood with sidewalks, this duplex is less than one mile from downtown shops, restaurants, and cafes. Flexible possibilities make the property especially appealing - an investment with two rental units, an owner-occupied home with income from the second unit, or a comfortable arrangement for multi-generational living. The front unit lives much like a single-family home, introduced by a deep front yard and welcoming porch, while the rear unit offers its own separate access and direct connection to an attached 2-car garage. Off-street parking adds convenience, and the spacious rear yard provides generous room for outdoor enjoyment. Both units have some updates, creating bright, move-in-ready interiors suited to a variety of lifestyle needs.

317 N Grant ST, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Liu from BAYN
$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
$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
$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
$5,295,000
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

$1,450,000
5 Beds ⋅ 3 Baths ⋅ ML82038813 MLS

409 Tilton AVE, San Mateo

Listed by Cullinan Luxury, 650-773-2321 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ann Yu Shan Hsu from RMXSP
$1,100,000
5 Beds ⋅ BE41126370 MLS
SOLD OFF MARKET

840 9th Ave, San Mateo

Listed by Lily Do, (510) 520-9891 from Compass
(If provided) CoList: from

Sold listing courtesy of Perry Chiu from HORNL
$2,860,000
5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS
PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN
$4,030,000
5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS
Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

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

Sold listing courtesy of Matt Skrabo from KWPA
$1,675,000
5 Beds ⋅ 3 Baths ⋅ ML82034203 MLS
This exceptional five-bedroom, three-bathroom residence offers a rare combination of expansive living space and modern refinement in a premier San Mateo location. Spanning nearly 2,000 square feet, the home welcomes guests through stately double doors into a bright, open-concept interior defined by contemporary wide-plank flooring and sophisticated recessed lighting. The architectural centerpiece is the chef-inspired kitchen, featuring vaulted ceilings with a unique triangular transom window that floods the space with natural light. Situated on a generous 6,000-square-foot lot, the exterior amenities provide a versatile extension of the home. A long, paved driveway offers abundant off-street parking and leads to a detached garage, while the rear grounds feature a level lawn, a productive citrus tree, and a substantial storage shed for additional utility. The inclusion of a sturdy accessibility ramp at the rear entrance ensures ease of movement for all residents. Located with convenient access to major commute corridors, local parks, and the vibrant shopping and dining of downtown San Mateo.

11 Lindbergh ST, San Mateo

Listed by Samantha Huang, 415-640-7602 from Next Gen Properties
(If provided) CoList: Christopher Lee from NEXTGEN Properties

Sold listing courtesy of Geofrey Garcia from CCCGLBH2
$5,600,000
5 Beds ⋅ 5 Baths ⋅ ML82033993 MLS
A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

150 Clark DR, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Victor Lau from KW Advisors

Sold listing courtesy of Dan Gilmartin from GILM
$1,755,000
5 Beds ⋅ ML82033640 MLS
Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 1 bathroom with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.

53 E 39th AVE, San Mateo

Listed by Dominic Gluhaich, 408-710-4538 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Vygandas Razhas from CCREEB
$3,625,000
5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS
Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR
$2,631,888
5 Beds ⋅ 6 Baths ⋅ ML82031462 MLS
Incredible newly-constructed San Mateo residence with a rare detached +/- 1172 sf ADU, seamlessly blending luxury living, versatility, and amazing income potential. The +/- 2150 sf main home features 3 bedrooms and 3.5 baths in a bright, thoughtfully designed floor plan with inviting living spaces, quality finishes, and abundant natural light. Privately positioned at the rear of the property, the detached ADU includes 2 bedrooms, 2 baths and an office-ideal for extended family, guests, a home office, gym or rental income providing valuable versatility without compromising privacy. Ideally located near shopping, dining, parks, and major commute routes, this distinctive property presents a unique opportunity in coveted Beresford Park Manor creating lifestyle, flexibility, and long term value in one exceptional offering.

2659 Garfield ST, San Mateo

Listed by Dani Chrisman, 415-608-3861 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mary Bee from NTERO
$3,200,000
5 Beds ⋅ 3 Baths ⋅ ML82030609 MLS
Welcome to this stunning, completely remodeled 5-bedroom, 3-bath home with approximately 3,040 sq. ft, featuring 2,540 of beautifully reimagined living space and +/- 500 sq. ft. of versatile bonus space, on a 6,098 sq. ft. lot in one of San Mateos most desirable neighborhoods, Baywood. Thoroughly renovated, the home features an inviting open-concept main level with expansive windows that frame stunning hillside views, infusing the interiors with natural light. The remodeled kitchen serves as the heart of the home, showcasing sleek cabinetry, premium appliances, and generous counter space ideal for both everyday living & elevated entertaining. Multiple decks extend the living spaces outdoors, providing the perfect setting for play, relaxation, and gatherings with family and friends. With well-scaled rooms that easily accommodate guest suites, home offices, or multi-generational needs, this flexible five-bedroom layout offers exceptional versatility! Spa-inspired bathrooms, refined finishes, & warm modern design elements create a cohesive, move-in-ready experience. Situated minutes from top-rated Baywood schools, verdant parks, local cafes and convenient commuter routes, this exceptional home blends contemporary comfort with an unbeatable San Mateo lifestyle.

23 Treetop LN, San Mateo

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

Sold listing courtesy of Jim Arbeed from CBR

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