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$1,890,000
2 Beds ⋅ 1 Baths ⋅ ML82051446 MLS
Rarely available Centrally Located home in the Heart of San Mateo! Spacious 2-bed, 1 bath with Tons of Potential! Enjoy the Family room with a large fireplace to relax on chilly evenings. Kitchen-dining area surrounded by natural light, warmth, and sunshine. Wonderful opportunity to expand, remodel, and make this into your dream home. Solar Panels, a Large Detached Two-Car Garage, and additional space that could be converted into a detached ADU. Centrally located: Enjoy a walk to Central Park or a multitude of dining options and entertainment in downtown San Mateo. Great schools, close to most amenities, easy access to Hwy 92/101. Don't miss out on this wonderful opportunity!

320 Hobart AVE, San Mateo

Listed by Luis Ocon, 650-520-6226 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$1,800,000
3 Beds ⋅ 2 Baths ⋅ ML82050786 MLS
Welcome to this beautifully renovated 3BD/2BA home in San Mateo's desirable Parkside neighborhood, offering 1,300 sqft of living space on a 6,678 sqft lot. Thoughtfully updated beyond cosmetic remodeling, it features a complete electrical rewire and service upgrade, rebuilt walls and ceilings with upgraded insulation, new fencing, refreshed landscaping, and automatic irrigation. The bright open floor plan features a welcoming living room with fireplace and picture window, flowing to the dining area and backyard. The designer kitchen offers warm wood-tone shaker cabinetry with glass upper cabinets, quartz countertops, stainless steel appliances, skylight, and ample storage. The private primary suite overlooks the yard and features dual closets and an updated en-suite bath with double vanity. Along the skylight-lit hallway are two additional bedrooms and a hallway bath with shower-over-tub and floating vanity. Warm-brass hardware, hinges, and light fixtures add a designer touch throughout. Outdoor spaces include a newly fenced front yard and backyard pergola for entertaining and relaxation. Conveniently located near Bayside Academy, Bayside Performing Arts Center, and nearby parks, with easy access to BART, Caltrain, Highways 101 and 92, Costco, and Bridgepointe Shopping Center.

2053 Harding AVE, San Mateo

Listed by Xiaozhu Kang, 650-683-6888 from Coldwell Banker Realty
(If provided) CoList: Sophia Niu from Coldwell Banker Realty

Sold listing courtesy of Kelly McSweeney from DWELL
$2,800,000
3 Beds ⋅ 3 Baths ⋅ ML82051033 MLS
NEWLY REMODELED 2,600+ sq ft home is located in San Mateo within the San Mateo-Foster City Elementary school district. It features three bedrooms, including multiple primary suites with walk-in closets and a ground floor bedroom. The two full bathrooms include double sinks, updated fixtures, and a full bath on the ground floor with both shower and tub. The kitchen and family room form a combined space highlighted by quartz countertops, gas hookups, a skylight, and several modern appliances including a gas oven and dishwasher. Hardwood, laminate, and tile flooring run throughout the home. The living room includes a wood-burning fireplace, and heating is provided by central forced air with gas, complemented by central AC and window units for cooling. Laundry hookups for both electricity and gas are conveniently located inside the utility room. Additionally, the home offers a two-car garage and a minimum lot size of 7,200 sq ft. Skylights brighten the dining room, enhancing the overall natural light.

1114 Palm AVE, San Mateo

Listed by Karen DiLullo, 408-603-8525 from Coldwell Banker Realty
(If provided) CoList: from

$1,350,000
2 Beds ⋅ 2 Baths ⋅ ML82050938 MLS
OFFERS DUE MONDAY(22ND) BY 12NOON 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.

35 9th AVE 11, San Mateo

Listed by Christopher Eckert, 650-274-1129 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ahsha Murphy from VANG06
$1,790,000
3 Beds ⋅ 3 Baths ⋅ ML82050882 MLS
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. Energy-efficient features, including solar power, add everyday comfort and long-term value. A 2-car garage provides convenience and functionality, while the peaceful setting offers 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.

1634 Sugarloaf DR, San Mateo

Listed by Drew Doran, 650-766-2080 from Compass
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR
$1,915,000
3 Beds ⋅ 1 Baths ⋅ ML82050634 MLS
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, 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.

3518 Winway CIR, San Mateo

Listed by Maria Baker, 415-412-2590 from Compass
(If provided) CoList: from

Sold listing courtesy of Julie Boc from SGP
$3,760,000
4 Beds ⋅ 4 Baths ⋅ ML82050829 MLS
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

605 Barroilhet AVE, San Mateo

Listed by The Dwyer Group, 650.796.3039 from Compass
(If provided) CoList: from

Sold listing courtesy of Rob Decontreras from KWPEN
$3,599,992
4 Beds ⋅ 3 Baths ⋅ ML82050779 MLS
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.

40 Roxbury LN, San Mateo

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

Sold listing courtesy of Joel Stieber from KWLGE
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82050767 MLS
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.

1883 Parrott DR, San Mateo

Listed by Christine Rosenfeld, 650-270-9397 from Compass
(If provided) CoList: from

Sold listing courtesy of Gary Yip from YIPB1
$1,650,000
2 Beds ⋅ 2 Baths ⋅ ML82050585 MLS
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.

111 W 3rd AVE 107, San Mateo

Listed by Chris Molnar, 650-504-2693 from Coldwell Banker Realty
(If provided) CoList: from

$1,888,888
3 Beds ⋅ 3 Baths ⋅ ML82050290 MLS ⋅ Mariners Green #3 BLDG.
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.

1259 Shoal DR, San Mateo

Listed by Rosalind Chin, 650-245-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kelvin Thai from OC07143
$1,578,880
2 Beds ⋅ 3 Baths ⋅ ML82050555 MLS
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.

10 Creekside LN, San Mateo

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

Sold listing courtesy of Tammi Feng from CBR
$1,628,000
3 Beds ⋅ 3 Baths ⋅ ML82048046 MLS ⋅ Mariners BLDG.
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.

1338 Shoal DR, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andra Wai Cheung from SAWH01
$1,780,000
2 Beds ⋅ 2 Baths ⋅ ML82050495 MLS
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.

107 Grand BLVD, San Mateo

Listed by Mike Aranda, 650-200-8259 from Guide Real Estate
(If provided) CoList: Alex Lehr from Guide Real Estate

Sold listing courtesy of Mike Aranda from LEHR
$9,450,000
ML82050464 MLS ⋅ Knights Inn Apartments BLDG.
Knights Inn Apartments, located at 100-106 N. Bayshore Boulevard in San Mateo, presents a rare 38-unit multifamily investment opportunity in San Mateo. The property offers a unit mix of thirty-four (34) studios (~381 sqft) and four (4) 1-Bedroom/1-Bath units (~570 sqft). Constructed in 1960 and situated on a 24,944 sqft lot, with approximately 24,592 sqft of gross building area across two (2) buildings. SB-721 COMPLIANT, BALCONY REBUILD COMPLETED, eliminating a significant capital expenditure obligation and providing investors with a clean compliance profile at close. The property further features a secured fenced-in pool, on-site coin-operated laundry, and 36 covered carports + 4 uncovered assigned spaces. Gas and electric utilities are master metered for each building, presenting a direct value-add opportunity through implementation of a Ratio Utility Billing System (RUBS), a strategy not currently utilized under existing ownership. The pro forma reflects an estimated $45,600 in additional RUBS income upon implementation.Current rents averaging approximately $1,610/month for studios and $2,085/month for 1-Bed/1-Bath units reflect meaningful upside to market rents of $2,100 and $2,395 respectively, as validated by the nearby Country Club Apartments at 420 N. Bayshore Boulevard.

100-106 N Bayshore BLVD, San Mateo

Listed by Nate Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Compass
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.
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.

9 Bel Aire, San Mateo

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

$1,825,000
4 Beds ⋅ 4 Baths ⋅ ML82049969 MLS
Built in 1915, when San Mateo was a growing Peninsula town connected to San Francisco by rail, this timeless Craftsman took its place just blocks from what is now Downtown San Mateo. More than a century later, it remains a beautiful blend of historic character, thoughtful updates, and rare flexibility. Original millwork, refinished hardwood floors, built-in cabinetry, a wraparound porch, and the home's original hutch and buffet reflect the craftsmanship of a bygone era. A fireplace anchors the living spaces, while a light-filled sunroom and generous gathering rooms create warmth throughout. The main residence lives as a spacious 3-bedroom, 2-bath home, including a flexible room off the primary suite ideal for an office, nursery, guest room, or retreat. Upstairs, a legal 2-bedroom, 1-bath residence offers exceptional versatility for rental income, multigenerational living, extended family, or guests. Recent improvements include a new roof, new HVAC system, updated baths, fresh paint, new lighting, and landscaping enhancements. Just blocks from Downtown San Mateo's dining, shopping, entertainment, and Caltrain station, on a charming tree-lined street, this is a rare opportunity to own a piece of San Mateo history with the conveniences of modern living.

319 Catalpa ST, San Mateo

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

Sold listing courtesy of Laura Lee from APR
$1,855,000
4 Beds ⋅ 2 Baths ⋅ ML82049931 MLS
Tucked away on one of the best streets in the highly desirable South Shoreview neighborhood, 1844 Nash Drive is a beautifully updated home where thoughtful design, exceptional outdoor spaces, and everyday comfort come together seamlessly. From the moment you arrive, the stunning curb appeal and beautifully landscaped grounds create a warm and inviting first impression. Offering 4 bedrooms and 2 bathrooms, the flexible floor plan includes a downstairs bedroom that can easily function as a family room, playroom, or guest space. The remodeled kitchen and bathrooms blend timeless style with modern convenience, while the home's flowing layout is ideal for both everyday living and entertaining. Upstairs, the private primary suite offers a peaceful retreat with a walk-in closet and a versatile bonus space perfect for a home office, nursery, or fitness area. The expansive backyard is a true highlight, featuring lush landscaping, raised planter boxes, and a pergola-covered patio designed for outdoor gatherings. A detached shed with electrical provides the perfect space for a home office or hobby room. Ideally located near the lagoon, parks, the Bay Trail, and major commuter routes, this special home offers the perfect blend of comfort, flexibility, and California indoor-outdoor living.

1844 Nash DR, San Mateo

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

Sold listing courtesy of Patrick Dolan from CBR
$2,700,000
4 Beds ⋅ 2 Baths ⋅ ML82047461 MLS
Tucked away in the charming enclave of Baywood Park,this expansive single-level home is making its debut on the market after nearly 50 years. Set against a picturesque backdrop of rolling hills and the Crystal Springs Reservoir, this property offers the perfect blend of tranquility, privacy, and natural beauty. 1392 Bel Aire Rd is a home of casual comfort! Soaring beam ceilings amplify the sense of space of the living, dining & family rooms. The family room & the view deck offer the ideal setting to unwind-whether you're enjoying a game night, catching a movie, or savoring a glass of wine. The updated kitchen boasts granite countertops paired with warm, rich wood cabinetry, a convenient walk-in pantry, a greenhouse window & recessed lighting. In a separate wing, there are four spacious bedrooms & two updated baths, including a primary ensuite. Each BR has full-sized closets,while the primary suite has its own walk-in closet. A laundry room, a 2 car garage & a storage room complete the interior. Baywood Park is within short distance to the nearby Crystal Springs Shopping Center, a bustling Farmers Market on Saturdays at the College of San Mateo, major freeway access,recreation trails & the vibrant downtown San Mateo. It is served by some of San Mateo's top rated schools.

1392 Bel Aire RD, San Mateo

Listed by Christina Ng, 415-420-4828 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenny Leswati from KWPEN
$2,455,000
3 Beds ⋅ 3 Baths ⋅ ML82049914 MLS ⋅ Sugarloaf BLDG.
Elegant Beauty! This gorgeous home boasts 3 bedrooms, 2.5 bathrooms and is lovingly perched in a Cul-De-Sac. This is a beautiful show piece filled with natural light. Newly updated kitchen including cabinets with granite counters, crown moldings, remodeled bathrooms, hardwood flooring upper and lower levels, wood spindle staircase, fireplace, and a den with a closet knockout that can easily become a 4th bedroom. Walk out from the living room to the quiet, serene, lush back yard for guest entertainment filled with trees and beauty. Nature at its best with hikes and walks to Sugarloaf and Laurelwood Parks. Don't miss this turn key opportunity. Convenient access to highway 280/92 and is zoned for highly sought after Carlmont High School District including Belmont/ Redwood Shores Schools....

1632 Toyon CT, San Mateo

Listed by Fadi Soudah, 650-771-8882 from Coldwell Banker Realty
(If provided) CoList: Firas Haimour from Coldwell Banker Realty

Sold listing courtesy of Michael Peng Li from GVFR
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82049889 MLS
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.

1674 Roberta DR, San Mateo

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

Sold listing courtesy of Anna J Wang from FQLT
$2,121,000
3 Beds ⋅ 2 Baths ⋅ ML82049801 MLS
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.

1203 Annapolis DR, San Mateo

Listed by Kevin Barranti, 650-867-9612 from Compass
(If provided) CoList: from

Sold listing courtesy of Gina Haggarty from APR
$5,400,000
4 Beds ⋅ 3 Baths ⋅ ML82049574 MLS
Classic East Coast Colonial elegance meets modern living in this beautifully renovated residence in coveted San Mateo Park. Beyond an automatic gate, lush landscaping, blooming hydrangeas, and an expansive gated front yard create exceptional curb appeal, privacy, and outdoor space. The inviting front porch adds warmth and character from the moment you arrive. Updated throughout, the home features remodeled interiors, refreshed electrical systems, select new windows, central air conditioning, and timeless finishes. The living room features custom built-ins and a wet bar, creating a welcoming space for entertaining. A formal dining room, charming kitchen with built-in banquette, and ground-floor study or den provide both functionality and flexibility. Upstairs, four bedrooms and laundry are highlighted by a spacious primary suite with a beautifully appointed bath featuring a soaking tub, double vanity, oversized shower, and private water closet. A remodeled hall bath and updated main-level bath showcase designer finishes. The private backyard is designed for enjoyment with a brick patio, outdoor fireplace, raised garden beds, and mature landscaping. Realist reflects 3BD and 3,090 sqft. Property shows as a 4BD home. FPV measured approximately 3,195 sqft. Buyers to verify.

420 W Poplar AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Jenny MacLeod from APR
$3,625,000
3 Beds ⋅ 2 Baths ⋅ ML82049828 MLS
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.

228 Harvard RD, San Mateo

Listed by Christopher Eckert, 650-274-1129 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ty Orlando 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
$2,810,888
4 Beds ⋅ 3 Baths ⋅ ML82049343 MLS
Modern living and thoughtful design truly shine at this fully reimagined home. Clean lines, high quality materials, rich design elements and contemporary comforts come together to create something that feels both elevated and effortlessly livable. Every aspect of this home has been redesigned with intention. New hardwood flooring, freshly insulated walls and new drywall set a calm, clean canvas. A functional floor plan lets daily life move naturally from room to room. The kitchens quality speaks for itself with custom cabinetry, dazzling quartzite counters and upscale elements. Outside, contemporary landscaping frames the property with quiet sophistication. The grounds are designed to extend your indoor living space and invites you to slow down and settle in. Tucked at the back of the yard, a detached studio brings the same thoughtful details and modern sensibility as the main house. Purpose-built for the way people work today, it's a private, refined space that makes flexibility feel like a luxury you didn't know you needed. This newly redesigned home offers the highest level of comfort and confidence. Come ready to fall in love!

674 30th AVE, San Mateo

Listed by Daniel Choi, 415-297-2391 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Asha Raghupathy from NTERO
$1,435,000
3 Beds ⋅ 2 Baths ⋅ ML82049783 MLS ⋅ San Mateo Woods BLDG.

6 Havenridge CT, San Mateo

Listed by Dan Julius Baradi, 415-529-8896 from Fifty Hills Real Estate
(If provided) CoList: Patrick Gonzales from KW Advisors

Sold listing courtesy of Laura Lee from APR
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82049775 MLS
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.

120 Gramercy DR, San Mateo

Listed by Sophie Tsang, 408-667-3171 from Compass
(If provided) CoList: from

Sold listing courtesy of Greg Browman from 7A895
$1,575,000
3 Beds ⋅ 2 Baths ⋅ ML82049766 MLS
Top-Rated San Mateo Schools - Parkside Montessori K-8 School. Awesome single-level home offers generous living spaces, thoughtful updates, and a comfortable setting for today's lifestyle. Light-filled floor plan provides a natural balance of open gathering spaces, flexibility to accommodate hybrid work, guests, or evolving household needs. Updated kitchen equipped with stainless steel appliances, gas cooktop + a built-in oven, opening seamlessly to the main living areas and creating an ideal setting for both everyday living & entertaining. An adjacent dining area overlooks the spacious living room with a fireplace, while updated bathrooms add a refined touch throughout the home. The primary suite features an updated bath & a 2-car garage provides valuable storage & versatility. Fresh paint, hardwood floors, and new carpet complete the move-in-ready appeal. Situated on a generous lot, the landscaped backyard extends the living experience outdoors, offering space for dining, entertaining, gardening, play, or simply relaxing at the end of the day. Short stroll to Lakeshore Park & nearby waterfront recreation, parks & trails, the home also enjoys convenient access to shopping, dining, transportation options, and many of the Peninsula's leading technology employers.

1358 Claudia AVE, San Mateo

Listed by Laura Bertolacci, 650-575-3822 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Danielle Ciardella from SRM

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