Courtesy: Realty World-S.J.R.-Constantino Team
408-978-5300
A Once-in-a-Lifetime Baywood Mediterranean Iconic 1928 Architectural Gem Step inside this stunning 2BD/2BA, 1,310 sqft residence tucked inside one of San Mateo's most iconic 1928 Mediterranean buildings, set behind a lush, manicured courtyard in the coveted Baywood neighborhood. This is the kind of home buyers wait years to find. From the hand-painted Spanish tile entry and wood-beamed ceilings to the elegant bay window, gleaming hardwood floors, and beautifully carved fireplace mantle, every detail reflects the timeless craftsmanship that defines pre-war California design. The light-filled living room opens to a formal dining area and a crisp, freshly painted kitchen with classic subway tile. Two generous bedrooms and preserved vintage-tiled baths complete this rarely available offering*Modern updates include new plumbing, lighting, paint, and updated electrical (May 2026). Move-in ready with character that simply cannot be replicated.Walk to downtown San Mateo's 100+ restaurants, Michelin-starred dining, boutique shopping, Cinemark theater, and Central Park with its Japanese Tea Garden. Steps from Caltrain and minutes to 101, 92, and 280.Homes inside this iconic landmark rarely come to market. This is the once-in-a-lifetime address you'll tell people about. Welcome home.
Courtesy: Polaris Pacific
415-361-4800
55+ Community in Beautiful Historical Downtown San Mateo walking distance to shopping & dining. Cozy 1 bedroom unit is perfect for someone downsizing. Lots of natural light, walk-in shower with tempered glass door.
Courtesy: Coldwell Banker Realty
650-596-5400
Water front resort living at its best! Beautiful 3 bedrooms 2 baths condominium in sought after Harbor town. Incredible, peaceful lagoon views from almost every room, with a sizable patio overlooking the serene water. Large master bedroom with updated bathroom, living room with fire place and vaulted ceilings. Updated kitchen with quartz counter tops and a large space that could be used as small family room. laundry room, entry with sky light, extra attic storage easily accessible , 1 car detached garage. Freshly painted throughout. This light and bright condominium shows like a model home with its own private entrance. Conveniently located near highway 101, 92, and 280. Aragon high school. Welcome home!
Welcome to 1525 Day Ave, Unit E in San Mateo’s desirable Foster City waterways community! This 3-bedroom, 1-bath home is ideally located just steps from the scenic waterways, perfect for walking and enjoying the peaceful surroundings. Enjoy easy access to the community pool, clubhouse, and fitness center. The home features a functional layout with great natural light and includes a full-size washer and dryer for added convenience. With a little TLC, this property offers a fantastic opportunity to customize and add value. Close to shopping, restaurants, top Bay Area employers, and nearby basketball courts and baseball fields for recreation. A great opportunity in a prime location!
Courtesy: Snyder Real Estate Group
925-518-6461
Set on a lush terraced hillside in one of San Mateos most desirable neighborhoods, this architecturally distinct 4BD/4BA residence offers a rare blend of privacy, natural beauty, and sophisticated indoor-outdoor living. Designed with a striking vertical layout connected by a newer elevator, the home maximizes both views and usable outdoor space. Expansive living and dining areas open seamlessly to multiple outdoor retreats, including a tranquil grotto, view terrace overlooking the Santa Cruz Mountains, and an enchanting top-floor patio with fountain reminiscent of a private treehouse sanctuary. Bathed in natural light, the home features designer finishes, a gourmet kitchen with premium appliances, generous entertaining spaces, and versatile bedroom arrangements. The secluded second-floor suite offers exceptional privacy while remaining easily accessible. The expansive south-facing grounds feature close to 20 fruit trees and are ideal for gardening, entertaining, or quiet relaxation amid mature landscaping. Recent improvements include a newer elevator, roof, fences, retaining walls, and garage door. Ideally located near downtown San Mateo, Burlingame Avenue, Caltrain, parks, dining, shopping, and major commuter routes.
Rare opportunity to own a fully permitted, expanded San Mateo Highlands home on the market for the first time in over 60 years. This expansive 2,460 sq ft 6BR/3BA home sits on a 9,800 sq ft lot and backs to the canyon, offering the privacy and serenity that makes this neighborhood so coveted. Soaring 10-foot tongue-and-groove ceilings and walls of glass in the main living areas, clean lines, and indoor-outdoor flow define the legacy here, while a thoughtfully expanded footprint gives multigenerational families genuine room to breathe. A newer roof and sewer line (both replaced in 2021) anchor a home that is otherwise primed for a full, thoughtful renovation. The home is ready for a family with vision someone who recognizes that the bones, the setting, the location, and the history cannot be replicated, and that the opportunity to put their own mark on a true mid-century original rarely comes twice. Moments from the community Recreation Center, Highlands School, and convenient access to Highways 280, 92, and 101.
Welcome to 1667 Fillmore a beautifully updated 3-bedroom, 2-bath home that captures Californias signature indoor-outdoor lifestyle. Inside, a thoughtful layout features two spacious rear bedrooms. The primary suite includes a generous en-suite bath and elegant French doors opening directly to the yard. Ample closet space throughout adds comfort and practicality. Remodeled and expanded in 2012, the home includes updated wiring, plumbing, and seismic retrofitting for peace of mind and low-maintenance living. A two-car garage and abundant storage enhance everyday functionality. Framed by vibrant bougainvillea and surrounded by mature fruit trees and raised garden beds, the backyard offers a private retreat ideal for relaxing or entertaining. Located on a quiet, welcoming street, the neighborhood offers a strong sense of community. A daycare just two doors away, and Parkside Montessori (rated 9/10) is nearby with neighborhood priority. Two parks are within easy reach, perfect for outdoor enjoyment. With quick access to Highway 101, commuting to San Francisco, the South Bay, or East Bay is convenient only 30 minutes outside rush hour. 1667 Fillmore blends modern comfort, convenience, and California living.
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.
In the heart of sought after San Mateo Park, this stately circa 1924 Tudor reflects the enduring character and architectural grace that define one of the Peninsula's most treasured neighborhoods. Timeless details - richly paneled walls, leaded glass accents, decorative ceiling, and fine millwork - are complemented by thoughtful updates, including a remodeled kitchen, beautifully renovated primary suite bath, and upstairs carpet. Grand formal living and dining rooms are balanced by everyday comfort in the expansive family room, which opens fully to the kitchen for modern living, and the four bedrooms are all arranged upstairs. The entire home is bright and light with excellent proportions for today's lifestyle. The approximately one-third-acre lot offers exceptional outdoor space with a fireplace courtyard, large rear yard, raised garden beds, and a charming Western-themed barn. Ideally located between downtown Burlingame and San Mateo, the home offers classic elegance in a premier setting.
10 LAUREL HILL COURT is an excellent example of mid-century architecture. Complete interior renovation and expansion (2020 with permits)this property offers filtered views of Crystal Springs reservoir, canyon and the bay! A Unicorn in the Community representing only 1%. This home is unique with a lower level that offers a 2-car garage and bonus space ideal for a home gym, office, creative space, or storage. The light-filled open space offers a sleek remodeled custom kitchen, with island, soaring beamed ceilings and quality finishes that include floor-to ceiling Milgard windows and hardwood-style vinyl floors. The living room has a brick, electric fireplace and access to a large balcony w/filtered views. An inviting side deck and yard that wraps around the home completes the indoor/outdoor dynamic. Highlands Recreation Center featuring a pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 offers an easy commute to both San Francisco and Silicon Valley. This is a show-piece, and you don't want to miss it.
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!
Harborside townhome with a rare blend of New England-inspired charm, expansive outdoor living, and a versatile layout in one of Foster Citys most desirable communities along Central Lake. From a greenery-lined approach a gated entry opens to a dedicated front patio & direct access from a two-car garage. Inside, a bright interior and circular floor plan feel open and airy, creating an easy, natural flow between the living, dining, and kitchen spaces. The living room is anchored by a fireplace while sliding glass doors open to an expansive rear patio with room for outdoor dining, lounge seating, gardening, and more. The kitchen offers generous space and function with ample cabinetry, stainless steel appliances incl. a gas range, and walk-in pantry. A ground-floor bedroom adds flexibility for guests, office, or extended living, with a nearby powder room. Upstairs, the primary suite is a retreat with its own balcony, three closets, and a renovated ensuite featuring a dual-sink quartz vanity. Two more bedrooms, a full bath with walk-in shower, and a laundry closet complete the upper level. Enjoy access to amenities including pool, clubhouse, tennis courts, beach area, boat launch, and pedestrian paths. Near Farragut Park, Edgewater Place Center, and Beach Park Elementary.
Some homes feel like a beautiful next chapter. At 321 La Casa Ave., warmth, calm, and privacy welcome you in, creating a place where everyday life unfolds with ease. Natural light fills the living and dining rooms, opening to views of trees, greenery, and the peaceful backyard beyond. Casual breakfasts in the eat-in kitchen become favorite routines, quiet afternoons feel restorative, and evenings bring everyone together in a home that feels updated, comfortable, and connected to nature. The kitchen features stainless appliances, quartz countertops, and a beautiful tiled backsplash. The hall bathroom has been freshly updated with new fixtures, while the newly added primary bath offers custom-built white maple cabinetry and a natural soapstone countertop. White plank flooring in the kitchen and baths transitions smoothly into warm French oak hardwood flooring in the main living areas, giving the home a natural sense of flow and warmth. In the bedrooms, soft carpeting offers a cozy retreat at the end of the day. Outside, the low-maintenance backyard is ready for easy entertaining, relaxed weekends, and time spent enjoying the privacy of home. Located on the west side of San Mateo near shopping, schools, and freeway access, this home offers a rare balance of convenience and retreat.
Welcome to this spacious and well-maintained home in the desirable Fiesta Gardens neighborhood. Offering 3 bedrooms plus a dedicated office that could serve as a 4th bedroom, the home features flexible living spaces, generous storage, and inviting indoor-outdoor amenities. Fresh interior and exterior paint, updated lighting, modern hardware, and luxury vinyl plank flooring create a refreshed feel throughout. Formal living and dining rooms provide comfortable everyday living and entertaining spaces. The expanded kitchen features granite countertops, travertine tile flooring and backsplash, stainless steel appliances, skylight, pantry cabinetry, coffee bar, and abundant storage. The spacious primary suite offers three closets and an en-suite bath with walk-in shower. A separate office with built-ins provides flexibility for remote work, hobbies, or guests. Additional highlights include a 2025 roof, 2025 sewer lateral, central heat and A/C, attached 2-car garage with loft storage, paver driveway, and extensive storage. The landscaped backyard features a paver patio, outdoor kitchen, pondless waterfall, turf area, and arbor seating area. Fiesta Gardens HOA amenities include pool, cabana, tennis courts, park, and neighborhood events.
Location, location, location! Nestled on an expansive 12,327 sq. ft. lot, this sought-after single-level home offers four bedrooms, two and a half baths, and breathtaking views of the Crystal Springs Reservoir and surrounding canyon. With its serene setting and lush mature landscaping, this property captures a rare country living in the city feel. The spacious living room features a fireplace and sweeping views, creating the perfect space for both relaxing and entertaining. A comfortable family room flows seamlessly off the kitchen and dining areas, while refinished wood floors, fresh interior paint, and abundant natural light enhance the homes warm and inviting atmosphere. Step outside to a beautiful deck and private hot tub surrounded by tranquil greenery, offering a true retreat-like setting. With tremendous upside potential, this home provides the opportunity to add your own personal touches and create something truly special. Additional highlights include a separate laundry area and attached two-car garage. Ideally located with easy access to Highway 92, Interstate 280, San Francisco, Silicon Valley, and San Francisco International Airport.
Welcome to 3035 Flores Street, a beautifully reimagined single-level home in one of San Mateos most convenient locations. Fully renovated with modern finishes throughout, this move-in ready residence blends timeless charm with contemporary design. Step inside to discover bright open-concept living spaces, wide-plank flooring, recessed lighting, and abundant natural light. The stunning chefs kitchen features an oversized island, custom cabinetry, quartz countertops, stainless steel appliances, and designer finishes perfect for everyday living and entertaining. The spacious living room offers a sleek fireplace and seamless indoor-outdoor flow, while the renovated bathrooms showcase elegant tile work and upscale fixtures. Generously sized bedrooms provide comfort and flexibility for guests. Adding even more versatility is the detached bonus flex space ideal for a home office, gym, creative studio, or media room. Outside, enjoy refreshed landscaping, an inviting front porch, driveway parking, and private outdoor spaces designed for relaxing and entertaining. Located moments from Hillsdale Shopping Center, dining, parks, Caltrain, and major commuter routes, this home offers the perfect combination of style, functionality, and Peninsula convenience..
Iconic Mid-Century Modern home in the highly sought-after San Mateo Highlands, thoughtfully remodeled to enhance its signature design. Walls of glass and skylights flood the home with natural light, creating a seamless indoor-outdoor living experience. The open-concept kitchen, dining, and living areas serve as the heart of the home, framed by floor-to-ceiling windows and new sliding glass doors that open effortlessly to the surrounding outdoor spaces. The spacious primary bedroom offers a peaceful retreat with a large walk-in closet, spa-inspired bath, and direct access to the backyard. Three additional bedrooms are generously sized and filled with natural light. Outdoor living is equally inviting, featuring a private interior courtyard ideal for al fresco dining and a spacious patio overlooking serene, tree-lined grounds designed for both relaxing and entertaining. Ideally located within walking distance to Highlands Elementary and close to the Highlands Recreation Center with pool, tennis courts, playground, daycare, and after-school programs. Convenient access to Highways 280 and 92 allows for an easy commute to both San Francisco and Silicon Valley.
Rarely available and impossible to replicate this 1,700 sq ft 2BD/2BA delivers true house-like scale in a classic 1920s Mediterranean just one block from downtown San Mateo and within the coveted Baywood neighborhood and school district. Soaring ceilings, oversized windows, and hardwood floors create volume and light rarely found in condo living. A dramatic living room with fireplace flows into a flexible office spaceideal for working from home without giving up entertaining space. Updated kitchen and remodeled baths bring modern ease, while A/C, in-unit laundry, 2 walk-in closets, and an oversized storage area check the practical boxes most condos miss. Private 1-car garage included. Charming courtyard, fitness room with sauna, and unbeatable proximity to Central Park, dining, shopping, and Caltrain complete the package. Opportunities like this dont come up often, see it before its gone.
First time on the market in over 60 years! With its timeless curb appeal and lush fern canopy at the inviting gate entry, this 2410 SF sunlit home offers buyers an amazing opportunity. Formal entry welcomes one into a dramatic living room with warm hardwood floors, a striking picture window & a wood-burning fireplace. The home features a spacious kitchen with stainless-steel appliances, a cozy breakfast nook with access to the rear yard, and a lovely formal dining room. Upstairs, there are four generous bedrooms, two full baths, a flexible work-or-play area, and a convenient laundry chute. The lower level includes an ideal private home office, a ½ bath, and a laundry area, with additional access to the rear yard. It also features a two-car attached garage and a large 6,599 SF lot with a fenced backyard. Charming 1940s details include crown molding, high ceilings, beautifully refinished hardwood floors, plus a 200-AMP electrical panel (2024), modern light fixtures & fresh paint throughout. (May/26) This wonderful home offers an excellent opportunity to renovate, expand, or keep the footprint as is. Situated in the highly sought-after Aragon community near award-winning schools, shopping, major commute corridors, and local parks, 510 Aragon will be a special place to call home.
Step through the welcoming double doors into a home filled with natural light and warmth! The inviting eat-in-kitchen flows seamlessly into the family room, where two sliding glass doors open to an amazing backyard - ideal for indoor-outdoor living. Enjoy gatherings in the spacious formal living room with its charming brick fireplace, or host dinners in the formal dining room conveniently located next to the kitchen. Three comfortable bedrooms include a serene primary suite with its own sliding glass doors to the backyard, along with a bright hall bathroom. The backyard is truly special: a flat, beautifully landscaped retreat with vibrant flowers and plenty of room to play, garden or unwind. Fresh interior and exterior paint add to the home's move-in-ready appeal. A large driveway and generous 2-car garage provide excellent parking. All of this in a central location with top rated schools.
Welcome to 1094 Bermuda Drive! Nestled in the highly sought-after Fiesta Gardens neighborhood of San Mateo, this beautifully maintained single-family home offers the perfect blend of timeless character and everyday comfort. This is the opportunity you've been waiting for in one of the Peninsula's most beloved communities. This bright and inviting 3-bedroom, 2-bathroom home features a smart, functional layout with 1,240 sq ft of living space on a generous 4,994 sq ft lot, all on a convenient single level, perfect for easy living. The attached 2-car garage adds everyday practicality that is increasingly rare at this price point. Step outside and discover why Fiesta Gardens is so adored. Walkable streets, Steps from Fiesta Meadows Park and the Pool, and effortless access to Highway 92 and 101 make this location an absolute commuter's dream. Whether you're heading to San Francisco, the South Bay, or SFO, you're perfectly positioned. (Some images outside of the home have been digitally altered)
Courtesy: Polaris Pacific
415-361-4800
Unit #1202 is a beautiful 2 bedroom/ 2 bath, second floor unit, with extensive window line and views of San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a large deck. There is generous closet space with one large walk-in closet and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & spa, fitness center, activity classes, and so many other on-site amenities. And the location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.
Courtesy: Christie's International Real Estate Sereno
650-844-7373
Welcome to this fabulous 2 bedroom condo in the highly coveted Tidelands community! This spectacular ground-floor unit features a wonderfully open floor plan. Offering accessibility, a gourmet kitchen, den area and an abundance of natural light, the lavish living spaces accommodate both relaxation and social gatherings. Roughly 10 years of age, this 2-bedroom, 2-full-bathroom residence offers an escape from the hustle and bustle of everyday. Enjoy high-end appliances, in-unit laundry, a private master bedroom suite with a spacious en-suite bathroom, and a generous walk-in closet. Tidelands delivers an unparalleled lifestyle with its outstanding amenities, including a state-of-the-art gym, a vibrant clubhouse equipped with a pool table and table tennis, a full kitchen, inviting lounges, and outdoor BBQ areas perfect for entertaining. Positioned for convenience, this property offers easy access to Foster City, downtown San Mateo, and Highways 92 and 101. Take advantage of nearby shopping, biking and walking trails and the golf course and driving range across the street! Dont miss this opportunity to elevate your living experiencethis home is a gem!
Unit #1202 is a beautiful 2 bedroom/ 2 bath, second floor unit, with extensive window line and views of San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a large deck. There is generous closet space with one large walk-in closet and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & spa, fitness center, activity classes, and so many other on-site amenities. And the location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.
San Mateo is located in California. San Mateo, California has a population of 105,087. San Mateo is less family-centric than the surrounding county with 35.08% of the households containing married families with children. The county average for households married with children is 35.93%.
The median household income in San Mateo, California is $133,612. The median household income for the surrounding county is $136,837 compared to the national median of $69,021. The median age of people living in San Mateo is 37.7 years.
The average high temperature in July is 74.1 degrees, with an average low temperature in January of 42.2 degrees. The average rainfall is approximately 24.4 inches per year, with 0 inches of snow per year.
