San Mateo CA Real Estate & Homes for Sale

Some homes offer square footage. Others offer a lifestyle. Perched on the top floor and surrounded by towering redwood trees, this beautifully refreshed residence offers a rare blend of privacy, natural beauty, and convenience in the heart of San Mateo. Soaring vaulted ceilings, abundant natural light, and multiple private patios create an open, airy atmosphere that feels both welcoming and serene. Designed for comfortable everyday living, the spacious floor plan features generous storage, a cozy fireplace, an inviting kitchen with ample counter space, and seamless indoor-outdoor living with patios off the living room, kitchen, and primary suite. The primary retreat offers a walk-in closet and private patio, creating the perfect place to start and end each day. Adjacent to Central Park, and Just moments from vibrant downtown San Mateo, shopping, dining, and commuter routes, this move-in ready home offers the opportunity to spend less time maintaining and more time enjoying everything the Peninsula lifestyle has to offer.

Located in one of San Mateo's most convenient and quietly tucked-away enclaves, 1634 Sugarloaf Drive presents a refined Peninsula residence designed for spacious everyday living, effortless entertaining, and easy access to the best of the Bay Area. This beautifully maintained 3-bedroom, 2.5-bath attached single-family home features an open floor plan, soaring ceilings, and a generous sense of space throughout. The main living, dining, and kitchen areas connect with ease, creating an inviting setting for both relaxed daily living and hosting guests. The home offers well-proportioned bedrooms, including a serene primary suite, along with flexible living spaces that adapt beautifully to todays lifestyle. A 2-car garage adds convenience and functionality, while the peaceful setting provides a welcome sense of privacy and retreat. Ideally positioned near Highway 92, Interstate 280, and Highway 101, the home offers seamless access to San Francisco, Silicon Valley, the coast, and the greater Bay Area. Elegant, spacious, and exceptionally well located, 1634 Sugarloaf Drive is a rare opportunity to enjoy a sophisticated San Mateo lifestyle with the ease of central Peninsula living.

Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, newer privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

Nestled in the coveted San Mateo Park neighborhood this exceptional residence offers a rare combination of privacy, elegance, and walkable access to downtown Burlingame's vibrant dining and shopping district. Featuring 4 bedrooms and 3.5 baths, the residence seamlessly blends timeless charm with abundant natural light and a welcoming open floor plan including a separate family room with a vaulted ceiling. Bifold glass doors in the formal living and dining areas open to a spacious patio and expansive wraparound grounds, creating the ultimate indoor-outdoor lifestyle. The beautifully landscaped yard showcases mature trees, lush gardens, a fountain, whimsical garden details, and charming brick and fossil stone pathways that invite year-round enjoyment. The thoughtfully designed floor plan includes three bedrooms on the main level, while the private upper-level primary suite offers a vaulted ceiling, updated custom bathroom, a deck and serene garden views. Timeless architectural details throughout the home include fine millwork, beamed ceilings, leaded glass windows, and hardwood flooring. A separate bonus space provides flexibility for a home office, fitness studio or creative retreat. Welcome Home! County Assessor has updated county record as having 4 bedrooms and 3.5 bathrooms

Welcome home to this beautifully remodeled 1-bedroom, 1-bath condominium in the desirable Gateway Commons community. Ideally located in the heart of downtown San Mateo, this stylish residence offers modern upgrades and an unbeatable Peninsula location. The light filled interior features an updated kitchen with quartz countertops, stainless steel appliances, and contemporary white cabinetry. The remodeled bathroom showcases fresh finishes and a clean, modern design, while the open living spaces flow seamlessly to a private balcony, perfect for morning coffee or relaxing at the end of the day. An in unit laundry area adds comfort and convenience, and the home includes an assigned parking space. Gateway Commons offers a sparkling pool, clubhouse, gated underground parking, and secure community access. Just moments from vibrant downtown San Mateo, youll enjoy easy access to acclaimed restaurants, shopping, entertainment, and everyday conveniences. Close proximity to Caltrain, Highways 101, 92, and 280, while outdoor enthusiasts will love nearby Gateway Park and scenic trails. Whether youre a first-time homebuyer, downsizer, or investor, this move-in-ready home presents an exceptional opportunity to enjoy the best of San Mateo living.

Charming 3-bedroom, 1-bath single-family home in the heart of San Mateo. Offering approx. 1,000 sq ft of comfortable living space on a 5,000 sq ft lot, this well-kept home blends classic Peninsula character with everyday functionality. The kitchen features warm wood cabinetry, stone-look countertops, stainless steel appliances, a gas range, and a breakfast bar that opens naturally into the dining area creating an easy flow for daily living and casual entertaining. Bright interior spaces, tile flooring, and a practical layout provide a solid foundation for buyers looking to move in, personalize, or invest in a desirable San Mateo location. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this home offers a rare opportunity to own in one of the Peninsulas most accessible and established communities.

An Eichler that lives as well as it looks. Set on a quiet cul-de-sac with sweeping valley views, Roxbury House preserves the light, openness, and indoor-outdoor connection that define Eichler living while offering the space, comfort, and functionality modern life demands. At the heart of the home, a generous kitchen, dining, and family room open directly to the beautifully landscaped backyard, creating an effortless connection between indoor and outdoor living. Walls of glass frame the surrounding landscape and fill the home with natural light throughout the day, while slender side-lite windows sneak leafy vignettes into the living spaces, creating moments of delight at every turn. With 4 bedrooms, 3 bathrooms, a separate laundry room, an art studio adjacent to the two-car garage, dual-pane windows, an updated roof, and a rare flat backyard with dedicated play areas, Roxbury House offers something increasingly difficult to find: an Eichler designed not just to admire, but to enjoy every day.

Welcome to 1883 Parrott Drive, a beautifully updated single-level California Rancher offering a unique and versatile floor plan. Designed for today's evolving lifestyles, it features a floor plan that can easily accommodate multigenerational living, remote work, entertaining, or growing households. Open concept living areas and expansive windows create a warm and inviting atmosphere. Gourmet kitchen w/ stainless steel appliances, a Viking oven, and a breakfast bar island. One of the home's best features is the expansive 4th bedroom, which can be used as either a second primary suite w/adjoining full bath featuring a jetted tub and no-step shower. Or, the space can be used as a family room, guest quarters, or media room. The private primary bedroom offers a spa-inspired bath with a steam shower. Two additional bedrooms and a beautifully appointed full bath w/soaking tub. Large, level expansive backyard. Two blocks from Crystal Springs Shopping Center w/grocery stores, dining, and coffee shops. Easy access to major commute routes. A rare opportunity. Single-level residence in a prime neighborhood, excellent schools. 1883 Parrott Drive combines timeless appeal, flexible living spaces, and quality finishes.

Enjoy top-floor downtown living in this spacious, cozy condo, offering 1240 sq ft. Its bright and open, with a large living room connected to a dining area that opens onto a cozy balcony overlooking a pool. Featuring two bedrooms and two bathrooms, its ideal for relaxing. Recent updates like fresh paint and new carpet mean you can move right in with no updates needed. The building offers amenities such as a lovely pool, a community room, an elevator, and two parking spots in a secured garage. Situated in a highly desirable neighborhood, its within walking distance to El Camino Real, downtown shops, restaurants, parks, and schools. Easy access to freeways and SFO airport ensures youre close to both San Francisco and Silicon Valley.

Located in San Mateo, this home offers a one-bedroom, one-den, with 968 square feet of living space. The kitchen is equipped with an electric oven range, refrigerator, dishwasher, and garbage disposal, providing essential appliances for meal preparation. Hard wood floors extend through the living, dining and den area, complemented by carpet in the bedroom and central forced air heating and central air conditioning for year-round comfort. Laundry needs are met with an in-unit washer and dryer. The property includes a garage with an electric vehicle Level 2 (240 volts) hookup. Additional features include ample closet space and a security gate. The outdoor amenities feature an indoor heated pool and spa with jetted hot tub capabilities. Existing structures on the property include a gym, kennel/dog run, pool house, shed, storage facility, and workshop. The home is located within a beautiful retirement community, convenience to downtown San Mateo.

Charming San Mateo Single-Family Home with Garage. Enjoy the beach bungalow vibe! This 2-bedroom, 1-bathroom single-family home in San Mateo is adorable, situated on a 6,316 square foot lot. This property offers an attached garage, providing convenient and secure parking. Located in San Mateo, this home is positioned to take advantage of the area's vibrant community and convenient access to local amenities. This residence offers a solid foundation for those looking to establish themselves in the heart of the Peninsula. There has been some deferred maintenance, and the lot size allows for significant expansion of the home, for those interested in creating additional living space.

A grand entry foyer with elegant arched doorways sets the tone for this charming ground floor residence, where a sun filled north facing patio creates a spectacular private outdoor retreat. Inside, the spacious primary suite offers a walk in closet, dual sinks, a soaking tub, and a separate shower. A flexible second bedroom/office provides valuable versatility for guests or work from home needs. The generous living room and formal dining room, divided by a dual sided wood burning fireplace, form warm, inviting spaces ideal for everyday living and entertaining. French doors open from the living room to the patio, and a secondary kitchen door provides direct access as wellperfect for outdoor dining. The kitchen features newer appliances and abundant storage. Hardwood floors flow through much of the home, complemented by in unit laundry, plantation shutters, central A/C, two deeded parking spaces, and additional storage. Set within a gated community offering concierge service, pool, gym, sauna, and steam room, this boutique 30 unit building is moments from downtown San Mateos shopping, dining, and library.

Waterfront living with exceptional turnkey appeal. Stunning chef's kitchen appointed with premium Italian and German appliances, quartz countertops, and modern cabinetry opens to elegant dining areas and a sun-filled living room framed by expansive sliding glass doors. Abundant natural light from skylights and recessed lighting enhances the home's bright atmosphere. Contemporary staircase with sleek metal railings complements the modern design. SMART home lighting system provides enhanced convenience and contemporary functionality throughout. Curated upgrades include heated towel racks, USB-integrated outlets, Ring doorbell, Nest thermostat, premium Toto toilets throughout the home, including a bidet toilet in the primary bathroom. Fully remodeled main-level bathroom with modern finishes. Luxurious primary suite offers serene waterfront views, spa-inspired bathroom with custom rain shower, illuminated mirrors with automatic lighting, and custom-designed walk-in closet. Enjoy indoor-outdoor living with a spacious two-level deck and new private dock, perfect for entertaining and waterfront living. Community amenities include swimming pool, tennis courts and clubhouse. Rare opportunity to own a beautifully upgraded waterfront home with premium finishes and SMART home technology.

Beautifully updated and thoughtfully designed, this 1,460 sq. ft. single-family home offers 2 bedrooms and 2.5 bathrooms in a highly desirable location just minutes from downtown San Mateo. The gourmet kitchen features premium appliances, including a Wolfe gas cooktop, Thermador Sub-Zero refrigerator, Miele stainless steel appliances, and custom finishes throughout. Abundant natural light fills the home through large windows on three sides, enhanced by high ceilings and views overlooking Gateway Park. Luxurious, designer-appointed bathrooms create a timeless spa-like retreat. Additional highlights include hardwood and tile flooring, designer lighting, and an attached side-by-side two-car garage with a Tesla charging station. Nestled on a quiet private street, this home provides a peaceful setting while remaining close to Highway 101. The low HOA fee of $110/month covers maintenance of the private road, common areas, and weekly landscaping. Built in 2002, this residence is part of an intimate 26-home community. The home is 4-blocks from vibrant downtown San Mateo, offering easy access to acclaimed restaurants, cafes, shops, and entertainment along 2nd Avenue and B Street. Enjoy modern comfort, convenience, and a prime San Mateo location.

Nestled just steps from the scenic Foster City Lagoon, 1338 Shoal Drive presents a rare opportunity to own one of the largest homes in this highly desirable community. Filled with natural light, the home features expansive living spaces, large windows, glass doors, recessed lighting, and tasteful finishes throughout. A versatile front living area offers flexibility for formal living, dining, or entertaining. The spacious family room flows seamlessly into the dining area and well-appointed kitchen, creating an ideal space for everyday living and gatherings. Glass doors provide direct backyard access, while the family room is pre-wired for surround sound. Upstairs are three generously sized bedrooms, including a spacious primary suite with a private balcony, water views, and an en-suite bathroom. Select bedrooms also enjoy peaceful lagoon-facing vistas. The backyard features a large patio, mature landscaping, and direct access to a park area, perfect for outdoor dining and relaxation. Additional highlights include an attached two-car garage and HOA amenities such as a pool, clubhouse, and tennis courts. Conveniently located near Bridgepointe Shopping Center, Mariners Island Park, top-rated schools, and major commuter routes including Highways 101, 92, and the San Mateo Bridge.

A Grand Opportunity! Completely remodeled and full of character, this beautifully updated home is ideally located just a few blocks from both downtown Burlingame and downtown San Mateo. Thoughtfully renovated with designer finishes and quality craftsmanship throughout, the home blends timeless charm with modern convenience. The functional floor plan features 2 bedrooms, 1.5 bathrooms, inviting living spaces, and abundant natural light. Every detail has been carefully considered, creating a move-in ready home that feels both stylish and comfortable. Enjoy easy access to award-winning restaurants, shopping, Caltrain, parks, and major commute routes. A rare opportunity to own a turnkey San Mateo home just moments from the charm of downtown Burlingame.

Welcome to 1700 De Anza, a highly desirable condo community in San Mateos sought-after Laurelwood neighborhood. Offers a comfortable and functional floor plan, abundant natural light, and a private outdoor space perfect for relaxing, entertaining, or enjoying the peaceful surroundings. A beautifully updated kitchen featuring quartz countertops, contemporary cabinetry, and a premium suite of high-end Thermador stainless steel appliances, including a built-in refrigerator. Thoughtfully designed with clean lines and abundant workspace, this kitchen combines luxury finishes with everyday functionality. The dining room is complete with a bar area, wine fridge and plenty of cabinets. Split Bedrooms, Stacked laundry & updated spa like baths make this move in ready. Residents enjoy an exceptional collection of amenities, including a pool, spa, fitness center, beautifully maintained grounds, outdoor gathering areas, & secure building access. Two deeded parking spaces included. Ideally located near Laurelwood & Crystal Springs shopping centers, parks, scenic hiking trails, & major commuter routes including Highways 92, 280, & 101, this home offers convenient access to Silicon Valley, San Francisco, & SFO. Enjoy low-maintenance living in one of the Peninsulas most sought-after communities.

Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

Welcome home to 1674 Roberta Dr. - A rare waterfront estate w/ sweeping wide-water views, positioned just off the ski zone in calm waters. Thoughtfully updated, this exceptional home invites you to enjoy waterfront sunrises, entertain across multiple outdoor living spaces and unwind beneath mature shade trees. Highlights include a composite deck, inset Jacuzzi spa, Terrazzo patio, fenced dock & boat ramp. Refinished hardwood floors, a classic fireplace hearth with inlaid bookcase, radiant heated flooring, exposed beam ceilings, skylights, and expansive sliding glass doors create a seamless connection to outdoor living. The quartz-appointed chefs kitchen features Shaker cabinetry, a Blanco deep-well sink with Delta wand faucet w/ commanding waterfront view. Featuring an LG appliance suite w/ slide-in range, microwave hood & French door refrigerator. A well laid out floor plan offers three bedrooms, multiple living spaces, a bonus room & oversized 2 car garage, Tesla solar array and updated systems throughout. Ideally situated near parks, schools, shopping, and major commuter routes to San Francisco, Silicon Valley and the Pacific coast. 1674 Roberta Drive delivers the ideal Bay Area retreat. A lifestyle defined by waterfront recreation and connection to the Parkside community.

Welcome to this beautifully remodeled Fiesta Gardens home where timeless design, thoughtful upgrades, and effortless indoor-outdoor living come together. Featuring 3 bedrooms and 2 bathrooms, this turnkey residence has been meticulously renovated from top to bottom, allowing its next owner to simply move in and enjoy. The stunning chefs kitchen serves as the heart of the home, showcasing custom wood cabinetry, quartz countertops, a dual-fuel range, and a generous center island that invites gathering and conversation. Sunlight fills the home through large windows, highlighting the rich hardwood floors and creating a bright, welcoming atmosphere throughout. Every major system has been thoughtfully updated, including a new A/C system, upgraded insulation, remodeled bathrooms, updated electrical with 200-amp service, and professionally designed landscaping in both the front and rear yards. Beyond the property, enjoy the unique lifestyle that makes Fiesta Gardens one of San Mateos most beloved neighborhoods. Residents have access to a community pool, newly renovated cabana, tennis courts, and playground, all just minutes from Whole Foods, Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes. A rare opportunity to own a truly turnkey home in Fiesta Gardens.

OFFERS DUE FRIDAY(12th) BY 12NOON Some homes check the boxes. Others create the lifestyle you've been searching for. Tucked into one of San Mateo's most sought-after neighborhoods, 228 Harvard Road offers the best of Peninsula living, where peaceful mornings, outdoor adventure, and vibrant city life come together. This charming Dutch Colonial-style home features timeless architecture, storybook curb appeal, warm hardwood floors, and inviting living spaces filled with character. Thoughtfully refreshed and move-in ready, the home offers 3 bedrooms and 2 bathrooms with the flexibility to gather, work, entertain, and relax. Enjoy easy access to nearby Sawyer Camp Trail for hiking, biking, and outdoor recreation, while Downtown San Mateo's renowned restaurants, shopping, and entertainment are just minutes away. The private backyard provides a peaceful retreat with established trees and beautiful landscaping, creating the perfect setting for relaxing or gathering with family and friends. Located in a highly sought-after neighborhood near highly regarded schools, this home offers a rare opportunity to enjoy the charm, convenience, and lifestyle that make San Mateo one of the Peninsula's most desirable communities. Welcome home.

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.

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 charming mid-century modern home in the highly desirable North Shoreview neighborhood of San Mateo! This beautifully updated four-bedroom, two-bath residence blends timeless architectural character with modern upgrades, offering the ideal balance of style, comfort, and functionality. Step inside to discover a light-filled interior featuring a versatile and thoughtfully designed floor plan, ideal for both everyday living and entertaining. The lovely updated kitchen serves as the heart of the home, showcasing modern finishes and ample space for cooking and gathering. Newly installed flooring throughout and all newly installed light fixtures enhance the homes fresh, cohesive feel, creating a warm and inviting atmosphere. The flexible layout offers multiple living spaces, ideal for a home office or a variety of living needs. Each bedroom is well-proportioned, providing comfort and privacy. Ideally located in the heart of the Peninsula, this home is centrally positioned between San Francisco and Silicon Valley, making it a commuters dream. Enjoy close proximity to parks, schools, shopping, dining, and everyday conveniences, with Coyote Point Recreation Area and Poplar Creek Golf Course just minutes away.

Beautifully updated 3BD/2BA home in a prime San Mateo Peninsula location near Downtown San Mateo, Coyote Point, waterfront trails, parks, dining, shopping, and major commuter routes. Thoughtfully maintained with major upgrades already completed, including HVAC system, and tankless water heater. Updated kitchen features newer GE and Samsung appliances, including gas stove, microwave, dishwasher, Insinkerator disposal, and instant hot water system. Additional updates include Samsung refrigerator and LG washer & dryer. Move-in ready with the perfect blend of comfort, convenience, and Bay Area lifestyle living. Dont miss this exceptional opportunity!Whether youre enjoying a quiet evening at home, entertaining guests, or heading out to explore nearby restaurants, Japanese gardens, waterfront parks, and Peninsula attractions, this location offers exceptional convenience with a true neighborhood feel. With extensive upgrades already completed and an unbeatable San Mateo location close to shopping, dining, recreation, and major commuter routes, this move-in-ready home is an incredible opportunity you wont want to miss. Come experience everything this home and community have to offer!