San Mateo CA 2000+ Sq. Ft. Real Estate, Homes, Condos for Sale

8 Beds ⋅ ML82055296 MLS

TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

16 W Bellevue AVE, San Mateo

Listed by Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass

$1,648,000

2 Beds ⋅ EB41142446 MLS

Recently remodeled (2023) and never occupied commercial space, offering a rare move-in ready mixed-use opportunity in the heart of San Mateo Village and a central Peninsula location. This property features a street-level commercial unit with strong visibility and direct street access, along with a separately accessed upper-level residential unit. The ground-floor commercial space offers an office/storefront-style frontage with large display windows, providing abundant natural light and excellent street presence. Front and rear entrances provide ADA-accessible sloped entry conditions. The commercial space has been extensively reconfigured, including demolition of prior interior improvements and the addition of newly designed storage and break rooms. Electrical upgrades include enhanced commercial-grade 220V power capacity, while existing wiring was partially retained and supplemented as needed. New Title 24-compliant lighting has been installed throughout. Additional improvements include an integrated HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated restroom. The flexible interior layout allows for immediate occupancy and supports a variety of business uses. The upper-level residential unit has been remodeled with fresh interior paint, a new

869 Woodside Way, San Mateo

Listed by Ting Yu Zhu, (510) 282-9898 from BHG RE Reliance Partners
(If provided) CoList: from

$2,200,000

ML82054740 MLS

2277-2283 South El camino Real, San Mateo

Listed by Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$2,799,000

4 Beds ⋅ 5 Baths ⋅ ML82054640 MLS ⋅ Victory BLDG.

Experience elevated contemporary living in this stunning Victory Homes residence at Bay Meadows. One of the communitys most desirable floor plans, this exceptional home is among the few offering a private backyard for seamless indoor-outdoor living. Spanning approximately 2,885 square feet, the home features 4 bedrooms, 4.5 bathrooms, an expansive open-concept great room, and a designer chefs kitchen with premium appliances, a large center island, and walk-in pantry. A main-level en-suite bedroom offers flexibility for guests or a private office, while the luxurious primary suite showcases a spa- inspired bath and generous walk-in closet. The top-floor bonus room with a full bath opens to an expansive rooftop terrace, perfect for entertaining, a home office, or a private retreat. Built in 2018 with designer finishes, central A/C, and an attached two-car garage, this exceptional residence is ideally located just moments from parks, Whole Foods, Blue Bottle Coffee, Caltrain, shopping, dining, and major commute routes. A rare opportunity to enjoy luxury, convenience, and the vibrant Bay Meadows lifestyle!!

3103 Mena, San Mateo

Listed by Mary Bee, 650-343-9999 from Intero Real Estate Services
(If provided) CoList: from

$2,398,000

3 Beds ⋅ 3 Baths ⋅ ML82054599 MLS

Set in San Mateos desirable Baywood Knolls neighborhood, this single-family home offers the warmth, character, and everyday livability that make a home truly special. Hardwood floors, a fireplace, fresh new paint, and well-proportioned living spaces create an inviting setting for relaxing, entertaining, or working from home. The finished lower level adds valuable flexibility for guests, a home office, or additional living space, while the attached garage includes a Tesla EV charging setup for added convenience. The backyard provides a private outdoor retreat with space to garden, gather, or simply enjoy the comfort of home. What makes this property even more appealing is its location. Baywood Knolls is known for its established residential feel and close proximity to some of San Mateos most loved amenities. Enjoy easy access to downtown San Mateos vibrant shopping and dining scene, Central Park, and the San Mateo Caltrain station for convenient Peninsula commuting. Blending comfort, charm, and a highly desirable setting, this home is a wonderful opportunity in one of San Mateos most sought-after neighborhoods.

523 Iowa DR, San Mateo

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: from

$2,998,888

5 Beds ⋅ 4 Baths ⋅ ML82054023 MLS

Welcome to this stunning West San Mateo residence. Completely reimagined, this 5-bedroom, 4-bathroom home offers sophisticated premium finishes for living and entertaining. Enjoy custom hardwood floors, abundant natural light, and extensive upgrades including a remodeled chef's kitchen with premium appliances, custom cabinetry, waterfall-edge quartz countertops, solar designed to help power the home and heat the pool, tankless water heater, newer roof, and gutters. The kitchen flows seamlessly into the dining area and living room with custom fireplace. A rare detached garage/gym offers ADU, guest suite, studio, home office, or additional living space potential (buyer to verify). The flexible floor plan also features a family/game room with custom bar and a main-level bedroom ideal for guests or multigenerational living. Upstairs, the luxurious primary suite includes a fireplace, spa-inspired bath with jacuzzi tub, separate shower, and walk-in closet. Four additional bedrooms provide comfort and privacy. The resort-style backyard features a sparkling pool, spa, outdoor entertaining areas, solar pool heating, and electric pool cover. Ideally located on San Mateo's desirable West Side, minutes from Hillsdale Shopping Center, downtown, Caltrain, and Silicon Valley employers.

326 30th AVE, San Mateo

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

$1,998,000

4 Beds ⋅ 2 Baths ⋅ ML82049398 MLS

Charming San Mateo 4 bedroom 2 bath offers tons of natural light with hardwood floors throughout. Cozy Living room with fireplace. Comfortable living spaces are ideal for everyday life and entertaining, while the expansive lot offers room to garden, expand, or simply enjoy the outdoors. Spacious Front porch and rear deck with large backyard perfect for relaxation and entertaining. Attached 2 car garage with plenty of storage. The property's central location is also exceptionally convenient just a short walk away to parks, schools, shopping, restaurants, transportation and easy commute access. Don't Miss!

3010 Alameda De Las Pulgas, San Mateo

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

$3,998,000

4 Beds ⋅ 3 Baths ⋅ ML82053847 MLS

Rarely available Mediterranean with an exceptional floor plan in one of San Mateo's most desirable neighborhoods. Beautifully updated while preserving its timeless character, the home features four bedrooms on the upper level, gracious formal living and dining rooms, an eat-in kitchen, and a separate family room with direct access to the private backyard. Rich architectural details include gleaming hardwood floors, classic millwork, exposed beams, corbel accents, a stained-glass window, a coffered dining room ceiling, and two fireplaces. The spacious primary suite features a beautifully remodeled Carrara marble and quartz bath, while three additional upstairs bedrooms share a tastefully updated hall bath. The private backyard offers an Ipe deck, paver patio, and level lawn. Built in 1932, this approximately 2,900 square foot residence sits on an approximately 6,839 square foot lot and is ideally located near downtown San Mateo, Caltrain, parks, shopping, dining, and major commute routes.

459 Cornell AVE, San Mateo

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

$1,748,000

5 Beds ⋅ 2 Baths ⋅ ML82053827 MLS

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

215 Ottawa ST, San Mateo

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

$2,888,000

4 Beds ⋅ 3 Baths ⋅ ML82053530 MLS

This expanded 2,020 sq. ft. mid-century modern home delivers a move-in-ready experience in the sought-after San Mateo Highlands. The 4-bed, 3-bath layout features exposed beams, dual pane windows, and brand-new premium rigid plank flooring throughout. The fully remodeled open-concept kitchen is anchored by a Bosch induction range, sleek quartz countertops, and handmade Fireclay tile. All 3 baths are completely updated with premium Toto toilets; the primary en-suite offers radiant heated floors. The finished 2-car garage studio features commercial-grade epoxy floors, ideal for a workspace or gym. Seamless indoor-outdoor living is achieved via a 9-foot Fleetwood sliding glass door opening to a custom Seed Studio landscape. This low-maintenance native and artificial turf yard is an entertainers highlight, featuring an arbor dining area, built-in Bromic heater, Lynx outdoor grill, and custom Concreteworks fire pit. Foundational infrastructure is modernized: a 200-amp panel, EV charger, replaced sewer lateral, and new 3-ply roof recoat over a foam base. Efficiency is maximized with a 7.2 kW NEM 2.0 solar system, Nest, Ring, and Rachio. Residents enjoy Highlands Rec Center access, After-School priority, and efficient San Francisco/Silicon Valley commutes.

1719 Monticello RD, San Mateo

Listed by William Fox, 650-576-6124 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

$2,480,000

3 Beds ⋅ 2 Baths ⋅ ML82053616 MLS

Amazing location in a highly desirable neighborhood! This move-in ready, single-story home is a rare find. The floor plan features a spacious living room with a picture window, formal dining room, and a bright separate family room with soaring ceilings that fill the home with natural light. The gourmet kitchen comes with a center island, stainless steel appliances, pantry, and breakfast nook. Beautiful hardwood floors, crown molding, recessed lighting, and double-pane windows enhance the home's warmth and elegance. Ideally situated on a tree-lined street just minutes from vibrant downtown San Mateo, Central Park, shopping, and dining. Easy access to Highways 92, 101, and 280. This is a wonderful opportunity to own a timeless home in one of the Peninsula's most coveted neighborhoods. Welcome Home!

1549 Locust ST, San Mateo

Listed by Rita Chao, 408-628-2818 from Keller Williams Thrive
(If provided) CoList: Mark Zhang from Keller Williams Thrive

$2,495,000

8 Beds ⋅ ML82052512 MLS

Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

444 Villa TER, San Mateo

Listed by Alex Hawkins, 650-639-9640 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

$4,200,000

3 Beds ⋅ 3 Baths ⋅ ML82052373 MLS

43 Ericson RD, San Mateo

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Maureen Gilmartin from GILM

$4,788,000

4 Beds ⋅ 5 Baths ⋅ ML82052352 MLS

Set behind a gated entry in coveted San Mateo Park, this beautifully updated home offers approximately 2,915 square feet of light-filled living space with 4 bedrooms, 3 full bathrooms, and 2 half bathrooms. The remodeled kitchen features white cabinetry, light-toned sueded granite countertops, a large island, and a skylight, opening seamlessly to the living and dining areas. French doors lead to the patio and gardens, creating effortless indoor/outdoor flow. The primary suite overlooks the deck with stunning views of the hills and includes two closets and a luxurious ensuite bath with a double white oak vanity, soaking tub, and walk-in shower. The lower level adds exceptional flexibility with 2 spacious family rooms, private office, gym or flex space, large laundry room, generous storage, and direct access to an oversized attached 2-car garage with an electric car charger. Outside, all-new terraced grounds create a veritable secret garden with mature greenery, rock walls, custom fencing, a pergola, and multiple areas for relaxing and entertaining. The expansive lot extends from Glendale Road to Edgewood Road with ownership and access from both streets. Enjoy the magic of San Mateo Park, with an easy stroll to downtown Burlingames events, shops, dining, and all the fun of the Ave!

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY

$2,600,000

6 Beds ⋅ ML82051983 MLS

Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

109 Hobart AVE, San Mateo

Listed by Cole Simpson, 650-391-1735 from Marcus & Millichap
(If provided) CoList: from

$2,500,000

8 Beds ⋅ ML82051839 MLS

An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

Listed by Michael Hecht, 408-250-3442 from Intero Real Estate Services
(If provided) CoList: Shawn Jones from Intero Real Estate Services

$1,255,000

2 Beds ⋅ 2 Baths ⋅ ML82051828 MLS

Discover the Top of the Mounds, San Mateo's most coveted luxury condominium community. This gorgeous residence offers 2036 sq ft of spacious living with sweeping panoramic Bay and Peninsula views from nearly every room. The generous 2 BR/2BA floor plan features lovely carpet and tile, a beautiful chef's kitchen with ample cabinets and granite countertops, plus spa-like bathrooms. Enjoy the expansive dining and living rooms with massive windows and sliders opening to a huge and private veranda, perfect for indoor/outdoor gatherings. Residents enjoy resort-style amenities including a lobby attendant, and top notch on-site management. Serene spa and pool, newly built recreation room, and community room await you. Bonus: indoor laundry room, large closets, gas fireplace, extra storage, and secure garage parking. Sauna! Three guest suites in the building. Convenient location to downtown San Mateo, Hillsborough and all the best that Mid-Peninsula living offers.

50 Mounds RD 105, San Mateo

Listed by Janet Russell Keller, 831-588-9719 from David Lyng Real Estate
(If provided) CoList: from

$1,499,000

3 Beds ⋅ 2 Baths ⋅ ML82051794 MLS

Thoughtfully updated and move-in ready, this 3-bedroom, 2-bath home offers a perfect blend of comfort, style, and versatility. Enjoy cozy evenings by the classic brick fireplace in the ample spaced living room. The kitchen, updated 2017 with permits, features quartzite countertops, shaker cabinetry, stainless steel appliances also a gas range, microwave and Stainless refrigerator. The Kitchen opens seamlessly to a spacious family room addition with plenty of extra space for everyday living and entertaining. In 1999 Seller also added a 560 sq ft addition with permits expanding 14 ft in family room also in the primary bedroom. The generous primary suite includes an en-suite full bath with direct access to the private backyard. A detached 96 sq. ft. finished shed with electricity provides endless possibilities as a home office, gym, creative studio or retreat. Conveniently located in San Mateo's established Shoreview neighborhood, just minutes from shopping, dining, City parks, and major Bay Area commute routes. Walking distance to public and private schools, Bay Trail for hiking and bike rides. A rare opportunity to enjoy the extra space with modern updates and exceptional convenience in this inviting home. Freshly painted interior, move in ready, must visit this one!

817 Rand ST, San Mateo

Listed by Jerome Brolan, 650-455-4904 from Ocean Element Real Estate
(If provided) CoList: from

$4,800,000

5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS

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

554 Edgewood RD, San Mateo

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

$3,595,000

4 Beds ⋅ 2 Baths ⋅ ML82051094 MLS

Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or future ADU opportunity. An expansive redwood entertaining deck with waterfall steps overlooks a beautifully landscaped backyard framed by mature trees and lush vegetation, creating a private setting for everyday living and entertaining.

111 Aragon BLVD, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$2,275,000

4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS ⋅ Mariners Green BLDG.

Spectacular living in one of the most unique houses in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom DR, San Mateo

Listed by Joseph Bentley, 650-867-0199 from The Agency
(If provided) CoList: from

$2,737,000

3 Beds ⋅ 2 Baths ⋅ ML82051525 MLS

Located in desirable San Mateo Village, this exceptional home has been thoughtfully expanded and extensively renovated to showcase modern design and luxury living. The open-concept floor plan is centered around a striking contemporary fireplace and seamlessly connects the living room, dining area, kitchen, and family room, filled with abundant natural light. The living room features a premium 5.2.2 Dolby Atmos surround sound system, ideal for entertaining and everyday enjoyment. The beautifully appointed kitchen offers custom cabinetry, designer finishes, a pot filler, built-in microwave, and a spacious island with additional storage. The primary suite features a tray ceiling, walk-in closet with built-ins, and a spa-inspired bath with Hansgrohe fixtures, custom vanities, and built-in cabinetry. Smart home upgrades include app and voice-controlled lighting, Ubiquiti security cameras, in wall/ceiling Wi-Fi access points, and a G4 doorbell integrated within the UniFi ecosystem. A detached shed provides flexible space for a home office, gym, or studio. The landscaped backyard features artificial turf and a pebble-rock play area, while the front yard offers natural grass. Conveniently located near Bay Meadows, restaurants, Hillsdale Shopping Center, Caltrain, and Highway 101.

174 Mclellan AVE, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of James Steele from COMPS

$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

$1,790,000

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

$3,650,000

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

$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

$1,628,000

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

$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

$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

$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

$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

$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

$1,633,000

4 Beds ⋅ 2 Baths ⋅ ML82039764 MLS

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.

430 Cavanaugh ST, San Mateo

Listed by Rachel Ni, 650-455-1500 from Coldwell Banker Realty
(If provided) CoList: from

$1,900,000

ML82049133 MLS

Seven Bedroom, 3.5 bath residential home with subdivision into multiple unit possibility

114 S Delaware ST, San Mateo

Listed by Michael Verdone, 650-208-0669 from Economic Concepts
(If provided) CoList: from

Sold listing courtesy of Cary Kletter from WOLF

$4,450,000

4 Beds ⋅ 4 Baths ⋅ ML82048720 MLS

Beautifully remodeled Baywood Knolls residence offering refined interiors, a highly functional four-level floor plan, and exceptional outdoor living. Approx. 3,050 sq. ft. of finished space includes a 2,940 sq. ft. main residence plus detached studio. Features include 4 bedrooms, 3.5 baths, wide-plank oak floors, black-framed windows and doors, and a designer kitchen with Wolf range, large island, custom stainless hood, built-in coffee station, and wine refrigerator. The open kitchen, breakfast area, and dining area create a natural main-level hub for everyday living and entertaining, with easy connection to the living room and backyard. Lower level includes garage, laundry, and private guest suite with double doors to its own patio and steps down to the backyard. Two bedrooms and full bath occupy the next level, while the top floor is dedicated to the primary suite with balcony, fireplace, walk-in closet, and spa-style bath. Outdoors: multiple patios, integrated step lighting, built-in BBQ, premium turf front and rear, detached studio, and sport court.

611 Nevada AVE, San Mateo

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

Sold listing courtesy of Cameron McIntosh from APR

$3,800,000

4 Beds ⋅ 4 Baths ⋅ ML82048961 MLS

Recently rebuilt with young, fresh, designer finishes throughout, this stunning home is located in one of San Mateo's most sought after neighborhoods near award winning schools, beautiful parks, vibrant downtown dining and shopping, and easy access to Hwy 92 or 280. Designed for modern living and entertaining, the light filled open concept floor plan features soaring ceilings, spacious living and dining areas, and seamless indoor outdoor flow. The chefs kitchen is the heart of the home showcasing professional grade appliances, quartz countertops, custom cabinetry, oversized island, and abundant storage. The expansive great room and dining space create the perfect setting for everyday living and entertaining alike. The luxurious primary suite serves as a private retreat complete with fireplace, soaking tub, walk in closets and spa inspired bath. Three additional generously sized bedrooms and beautifully appointed bathrooms offer flexibility and comfort for family and guests. Step outside to the spectacular backyard featuring an outdoor entertainment center with built in BBQ, pergola, expansive deck and a flat turf yard, ideal for soccer, baseball, play or relaxing with family and friends. THIS IS THE ONE! A rare opportunity in an exception location. Don't Miss This One.

612 Hobart AVE, San Mateo

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

Sold listing courtesy of Laura Lee from APR

$3,100,000

3 Beds ⋅ 3 Baths ⋅ ML82048939 MLS

If there is one home you need to see this week - this is it! Introducing 3011 Greenoak Court, a spectacular new offering located in one of San Mateo's most highly regarded and sought-after neighborhoods. Quiet, peaceful and serene, yet close to nearly every imaginable amenity, the Greenoak home has so much to offer. Featuring a beautifully remodeled kitchen (with commercial grade appliances, stone counters and a dedicated non-formal eating area), two and one-half upgraded bathrooms, a fantastic one-level open floor plan (with oversized rooms and a dedicated family room adjacent to the kitchen), a private "bedroom wing", a large separate office / workout room - and more... Several strategically placed glass doors situated along the rear of the home smartly segue to the spacious and spectacular "resort-style" rear yard. With features such as a glistening in-ground swimming pool, a separate spa, a large grass play area, a veggie garden, a secluded sun-yard, an entertaining patio and lush surrounding foliage - this is your opportunity to literally "vacation at home"... The curb appeal is undeniable with artistically designed - well tended gardens and sleek custom hardscape that beautifully frame the compelling front entrance. In short, the Greenoak home has it all!

3011 Greenoak CT, San Mateo

Listed by Philip Watson, 650-274-5187 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ashley Shi from E3RL

$2,580,000

3 Beds ⋅ 2 Baths ⋅ ML82048926 MLS

Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak CT, San Mateo

Listed by Tony Tseng, 650-906-5709 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Frances Boscacci from CBR

$1,799,000

4 Beds ⋅ ML82042066 MLS

Great location close to everything! You will love this charming duplex located on a wide, tree-lined street in the highly desirable Sunnybrae neighborhood of San Mateo. Exterior repainted. New roof on the rear unit. The front residence features 2 bedrooms and 2 bathrooms, two cozy fireplaces, original oak hardwood floors, and a large welcoming entryway, all thoughtfully updated while maintaining classic character. The separate dining room flows into a spacious kitchen with pantry space and an in-unit washer and dryer, creating a functional layout ideal for everyday living and entertaining. A detached 2-car garage and additional parking at the end of the driveway provide excellent convenience. Sunnybrae is known for its unique, solidly built homes and excellent access to transportation, shopping, and diningall within minutes. The property is also located in a strong local school district, adding to its long-term appeal. The rear unit offers a private 2-bedroom, 1-bath layout with its own kitchen and laundry room, making it perfect for extended family, guests, or rental income potential. This versatile duplex presents a rare opportunity for both owner-occupants and investors in one of the Peninsulas most sought-after neighborhoods.

515 S Fremont ST, San Mateo

Listed by Bret Evans, 650-722-6555 from RE/MAX Gold Redwood Shores.
(If provided) CoList: from

$6,600,000

4 Beds ⋅ 5 Baths ⋅ ML82047273 MLS

A historic beauty in San Mateo Park, this timeless Cape Cod residence blends classic character with exceptional updates throughout. Rich brown shingles, crisp white trim, charming flower boxes, and manicured landscaping create stunning curb appeal, while the private, park-like backyard offers the ultimate setting for relaxation and entertaining with a sparkling pool, spa, half-court basketball area, and detached legal studio ADU with its own kitchen and bath. Inside, elegant formal living and dining rooms are filled with natural light and overlook the picturesque gardens. The updated kitchen opens seamlessly to the family room and backyard, creating effortless indoor-outdoor living, while a charming eat-in banquette provides the perfect space for casual dining. Upstairs, the luxurious primary suite offers peaceful garden views, a spa-inspired bath, and private office. Three additional bedrooms and an upstairs laundry area complete the thoughtfully designed floor plan. Beautifully updated throughout, this exceptional home combines timeless character, modern comfort, and outstanding versatility. Realist reflects 3,640 sq. ft. Floor Plans Visuals measured approximately 4,210 sq. ft., including 3,725 sq. ft. in the main residence and 485 sq. ft. in the detached legal ADU.

537 Hurlingham AVE, San Mateo

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

Sold listing courtesy of Mike Bohnert from CBR

$5,400,000

4 Beds ⋅ 3 Baths ⋅ ML82048272 MLS

442 Hurlingham AVE, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Debbie Wilhelm from CBR

$4,800,000

5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS

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

429 Virginia AVE, San Mateo

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

Sold listing courtesy of Aileen Fernandez from COMP90

$1,500,000

3 Beds ⋅ 3 Baths ⋅ ML82048174 MLS ⋅ Clearview Townhome Association BLDG.

Just outside town in San Mateo Woods is the coveted Clearview community. 41 Tollridge Ct, a townhome with a spacious floor plan and well-maintained interior that features an open, two-story staircase. The layout unfolds from the foyer to the living room with gas-burning fireplace and walls of windows, a front balcony, a cozy dining room, a light-filled family room with a sliding glass door bringing in beams of sunlight and steps out to a charming patio ideal for indoor-outdoor living. The half-bath on the main level adds a practical touch, catering to the needs of daily life. The top floor provides a primary bedroom with well-proportioned space, natural light and tall open beamed ceiling. The en-suite bathroom includes dual vanities, providing convenience and functionality. Two additional bedrooms offer comfortable accommodation for a growing family and home office on the same level. The home's 2.5 bathrooms are well maintained with fixtures and finishes that complement the overall aesthetic. The lower level provides access to the 2-car garage and laundry room with washer/dryer and wash sink. Community Amenities include a pool, tennis courts, play area. Close to Farmers Market, College of San Mateo, shopping and freeways. Peaceful and serene surroundings. Welcome Home

41 Tollridge CT, San Mateo

Listed by Sarah Hillhouse, 415-988-0588 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jacqueline Sanchez from KWPEN

$2,500,000

ML82047855 MLS ⋅ Fiesta Gardens BLDG.

Fiesta Gardens Six unit building in very good condition. Upper units have decks; lower units have patio yards. Great location for access to shops, parks, transportation and schools. Easy access to Hwy 101/92/280 to SF, SJ or Hayward HOA has pool, tennis clubhouse etc. Rents are low, excellent opportunity to upgrade and increase cash flow.

19th AVE, San Mateo

Listed by Terry Michaud, 650-349-9300 from Heritage Realty
(If provided) CoList: from

$2,750,000

6 Beds ⋅ 3 Baths ⋅ ML82046672 MLS

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.

1879 Lexington AVE, San Mateo

Listed by Pamela Merkadeau, 650-280-9046 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

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