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$1,799,000
2 Beds ⋅ 2 Baths ⋅ ML82055327 MLS
VIEWS, VIEWS, VIEWS! 2 BEDROOM PLUS DEN OR STUDY COULD BE 3RD BEDROOM AND 2 FULL BATHROOMS! MID-CENTURY WESTWOOD KNOLLS CONTEMPORARY HOME ELEVATED BY VIEWS, STYLE, COMFORT AND A PREMIUM LOCATION BETWEEN SILICON VALLEY AND SAN FRANCISCO! A FEW MINUTES FROM SHOPPING, HILLSDALE SHOPPING CENTER,GROCERY SHOPPING, TRADER JOE'S, SHOPS, DINING ,ENTERTAINMENT, ROBLOX, DOWNTOWN SAN MATEO, PLENTIFUL PARKS INCLUDE LAURELWOOD, SAN MATEO CENTRAL, CRYSTAL SPRINGS, SAWYER COMP TRAIL, AND COYOTE POINT RECREATION AREA. THE MAJOR CLOSE COMMUTE ARTERIES ARE HIGHWAYS 92,101, 280 AND 82 (THE EL CAMINO REAL) . PLEASE DON'T FORGET THE AWARD WINNING SCHOOLS. THE NIGHT VIEWS ARE BEAUTIFUL AND PANORAMIC WHETHER OUTSIDE OR RELAXING INSIDE THE HOME. THE REAR YARD IS VERY PRIVATE. THE CARPORT IS OVERSIZED WITH CABINETRY FOR STORAGE. THE OFFICE/DEN CAN BE USED AS A 3RD BEDROOM. THIS CONTEMPORARY HOME CAPITALIZES ON A FLOWING AND OPEN FLOOR PLAN. THE KITCHEN AND BATHROOM WERE REMODELED IN 2025. THE 6 BURNER GAS OVEN AND RANGE AND THE REFRIGERATOR ARE NEW IN JULY, 2026. THE FOAM ROOF HAS BEEN RE-COATED BY DURA FOAM ROOFING IN 2026 AND SECTION 1 TERMITE CLEARANCE IN 2026.

18 Hillbarn CT, San Mateo

Listed by Joseph Randazzo, 408-460-2684 from Coldwell Banker Realty
(If provided) CoList: from

$3,850,000
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
$1,849,000
3 Beds ⋅ 2 Baths ⋅ ML82055233 MLS
Beautifully remodeled traditional Eichler offering 3 bedrooms and 2 bathrooms with the perfect blend of iconic mid-century architecture and modern luxury. Light-filled open floor plan with walls of glass creates seamless indoor-outdoor living. The remodeled kitchen opens to spacious living and dining areas, ideal for everyday living and entertaining. Enjoy your own private backyard retreat featuring a sparkling pool, spa, and beautifully landscaped outdoor space. Both bathrooms have been tastefully remodeled with radiant heated floors for added comfort. Energy-efficient upgrades include owned solar, Tesla Powerwall, and an EV charging station. Ideally located in one of San Mateo's most desirable neighborhoods, close to parks, shopping, dining, and major commute routes. A rare opportunity to own a thoughtfully updated Eichler that perfectly combines timeless design with today's modern amenities.

697 Vanessa DR, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: Stacy Larosa from KW Advisors
$1,798,000
3 Beds ⋅ 2 Baths ⋅ ML82055201 MLS
Welcome to 1128 Hawthorne Drive, a split-level home on a peaceful street in San Mateo's Sunnybrae neighborhood. Framed by vibrant landscaping and colorful garden beds, this inviting residence offers spacious living areas, exceptional storage, and a functional layout designed for comfortable everyday living. Oak hardwood floors extend through the living room with crown molding and fireplace into the formal dining room with a chandelier overhead and sliding doors opening to the backyard. The kitchen features granite countertops, a garden window, a Viking six-burner range, KitchenAid double ovens, Bosch dishwasher, and LG refrigerator, and opens to a comfortable family room with wet bar and backyard access. Outside enjoy a generous patio, lush lawn, built-in brick barbecue station, detached storage structures, and raised planter beds ready for herbs, flowers, or gardening. The private top-level primary suite features an L-shaped slate-tiled balcony, oversized ensuite with dual sinks, dedicated vanity area, walk-in shower, and a large walk-in closet with built-ins. Two additional bedrooms and a four-piece hall bath complete the home. Conveniently located near Sunnybrae Elementary, Sunnybrae Park, Trader Joe's, Downtown San Mateo, Hayward Park Caltrain, and Highways 92 and 101.

1128 Hawthorne DR, San Mateo

Listed by Rumana Jabeen, 650-743-4503 from KW Advisors
(If provided) CoList: from

$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

$1,199,000
ML82054954 MLS
First time on the market since 1973! Rare, DUPLEX in Prime San Mateo. Essentially two small homes on one large 7K+ corner square foot lot featuring (1) 3bed/1bth and (1) 2bed/1bth Units! Separate, private, large yards. Updated Kitchens & Bathrooms. Musty See to Appreciate!

1323 2nd AVE, San Mateo

Listed by Neel Bhatia, 408-828-4024 from Coldwell Banker Realty
(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

$2,098,000
3 Beds ⋅ 2 Baths ⋅ ML82054610 MLS
Welcome to 912 Viewridge Drive, a light-filled retreat in the desirable San Mateo Knolls. This spacious 3-bedroom, 2-bath home offers over 1,900 square feet of living space, blending comfort, privacy, and breathtaking Bay views. A striking orange front door welcomes you into the grand entry, where beautiful hardwood floors flow throughout the home. The living and dining rooms are bathed in natural light and showcase stunning views of the Bay. The updated eat-in kitchen features new quartz countertops and opens to the family room. Expansive glass sliders from the kitchen, family room, and primary suite create effortless indoor-outdoor living and lead to the home's private backyard retreat. The spacious primary suite offers a remodeled en-suite bath, and a walk-in closet. Outside, discover your own peaceful hillside oasis with a private lookout where you'll enjoy sweeping views from the Peninsula to San Francisco. Additional highlights include a two-car garage with a bonus room ideal for an office. Backing directly to Sugarloaf Open Space, you'll enjoy access to miles of hiking and walking trails. While feeling worlds away from the hustle and bustle, you're just minutes from major commute routes, downtown San Mateo, shopping, dining, and everything the Peninsula has to offer.

912 Viewridge DR, San Mateo

Listed by Caitlin Beanan, 650-576-3994 from Coldwell Banker Realty
(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

$1,880,000
2 Beds ⋅ 2 Baths ⋅ ML82054571 MLS
Beautiful 2BR/2BA home in a prime Westside San Mateo location! This spacious single-story residence blends timeless charm with modern updates. The bright living room features a cozy fireplace, while the formal dining room showcases elegant wood wainscoting. Updated kitchen includes granite countertops, a skylight, and stainless steel appliances, and flows seamlessly into the adjacent family room. French doors open to a covered porch overlooking the private backyard, creating the perfect indoor-outdoor living space. The spacious primary suite features a large walk-in closet and a private en-suite bath. A generously sized second bedroom and a full hall bath with a soaking tub provide comfort for family and guests alike. Additional highlights include hardwood floors, crown molding, recessed lighting, dual-pane windows, central heating, and a massive attic with insulation. A detached two-car garage with a workshop and additional attic space adds even more versatility. Highly sought after school district. Ideally located within walking distance of vibrant downtown San Mateo, the Caltrain stations, restaurants, and grocery stores, with easy access to major freeways and tech shuttle stops, this home offers the perfect blend of character, comfort, and convenience.

1429 Maple ST, San Mateo

Listed by Angie Ni, 650-863-0879 from Coldwell Banker Realty
(If provided) CoList: Bali Liu from Coldwell Banker Realty
$2,485,000
2 Beds ⋅ 3 Baths ⋅ ML82052903 MLS
Highly desirable cul-de-sac where neighbors are truly neighborly! Homes rarely become available in this park-like setting just moments from vibrant Downtown San Mateo. Step inside to an inviting living room with a cozy fireplace and concealed motorized projector screen for an immersive home theater experience. The open layout flows into the dining area with built-ins, a sunny breakfast nook, and a chefs kitchen featuring a premium Italian gas range, oversized refrigerator, abundant pull-out cabinetry, and bar seating. The home offers two bedrooms, including a private primary suite with a heated bathroom floor. The second bedroom features a fireplace and French doors opening to a lush backyard retreat. Hardwood and tile flooring, an instant hot water heater, and quality finishes enhance the home's warmth and character. Enhanced in 2026 with new attic insulation and HVAC ductwork, a replaced sewer lateral, reinforced foundation, professionally remediated asbestos-containing materials, a remodeled garage, refreshed exterior, and custom wrought iron railings. Ideally located near Michelin-starred dining, parks, Caltrain, and convenient highway access, this exceptional home blends timeless charm, thoughtful upgrades, and everyday convenience.

31 Belford WAY, San Mateo

Listed by Miranda Caley, 650-308-6161 from Coldwell Banker Realty
(If provided) CoList: Jingya Ji from Coldwell Banker Realty
$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

$1,498,000
2 Beds ⋅ 1 Baths ⋅ ML82053886 MLS
This welcoming home situated on an oversized corner lot offers approx. 1,000 square feet of living space, w/two bedrooms & one bath. The open floor plan creates a bright, airy atmosphere, enhanced by hardwd floors throughout. The living room fireplace provides a cozy ambiance. The chef's kitchen boasts a breakfast bar, perfect for casual dining. The remodeled bathroom showcases modern finishes. Abundant closet & storage space ensures ample organization throughout. Outside, you'll be enchanted by the spectacular landscaping, featuring a great variety of plants & fruit trees. Raised vegetable garden beds offer an opportunity to cultivate your own fresh produce. The covered deck, draped in grapevines, provides a delightful outdoor living & entertainment space. Meticulously maintained & upgraded the home boasts excellent overall condition, w/newer systems, dual pane windows, high-quality doors & hardware, & crown moldings. The designer color interior & luxury garage flooring add an element of refined sophistication. The SM Village, a great community of close knit neighbors, is located in the mid-peninsula area. It offers very easy access to SFO Airport, San Francisco, & Silicon Valley. An ideal choice for those seeking a superior, well-appointed & centrally situated property.

3801 Orinda DR, San Mateo

Listed by Frances Boscacci, 650-759-7885 from Coldwell Banker Realty
(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

$1,295,000
3 Beds ⋅ 2 Baths ⋅ ML82053771 MLS
Welcome to 2641 Holland Street, a beautifully updated 3-bedroom, 2-bathroom home designed for modern living. The open-concept floor plan creates a bright, inviting space, making it ideal for both everyday living and entertaining. Stylish finishes, abundant natural light, and a functional layout provide comfort and versatility throughout. The spacious bedrooms offer peaceful retreats, while the two well-appointed bathrooms add convenience. Situated in a desirable San Mateo neighborhood with easy access to parks, shopping, dining, top commuter routes and Caltrain, this move-in-ready home offers the perfect blend of style, comfort, and location.

2641 Holland ST, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(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
$1,749,000
3 Beds ⋅ 2 Baths ⋅ ML82053230 MLS
HARMING CHARACTER NEAR HILLSDALE SHOPPING CENTER | Enjoying excellent walkability to top attractions, this Westwood Knolls residence abounds with charm, modern elegance, and must-have convenience. Highlights include coffered and trey ceilings, beautiful hardwood floors, a sizable window- lined family room, and extensive side and rear yards with space for both play and leisure. Living and dining rooms embellished with stately details flow into the family room for effortless entertaining. Granite countertops, stainless appliances, and Shaker cabinetry elevate the central, light-filled kitchen. One bedroom boasts outdoor access, while the private primary suite offers a luxurious stone-clad bath. Upgrades include bath and kitchen remodels, some dual-pane windows, updated roofing, and stylish paint. Stroll to San Mateo Medical Center, popular parks, groceries at Trader Joes, and shopping, dining, and entertainment at Hillsdale Shopping Center while also near Caltrain, Roblox, freeways, Downtown San Mateo, and award-winning schools!

126 W 39th AVE, San Mateo

Listed by Mike Strouf, 408-844-8311 from Real Brokerage Technologies
(If provided) CoList: from

$1,488,888
3 Beds ⋅ 2 Baths ⋅ ML82053163 MLS
Modern Elegance Meets Peninsula Living! Welcome to this previously remodeled 3 BD, 2 BA home offering approx.1,150± sq. ft. of thoughtfully designed living space where style, comfort & convenience come together. Step inside to a light-filled interior with dual-pane windows, recessed lighting, designer finishes & an inviting living room with a stylish fireplace. The updated kitchen features quartz countertops, a dramatic black backsplash, abundant cabinetry, gas cooking & a functional layout for everyday living & entertaining. Both baths have been remodeled in 2022 with modern finishes, while the spacious BRs offer comfort & natural light. Enjoy seamless indoor-outdoor living with a new backyard deck (2025), surrounded by lemon, pine, ginkgo, Japanese maple & rose trees. The attached garage features new epoxy flooring, while the front & back yards offer room to entertain, garden or expand. Ideally located near the Bay Trail, Coyote Point Recreation Area & downtown San Mateo & Burlingame with exceptional dining, shopping, parks & recreation. Easy access to Hwys. 101 & 92, Caltrain, SFO, San Francisco & Silicon Valley. Move-in ready & beautifully updated, this exceptional Peninsula home offers modern design, convenience & an unbeatable location. A rare opportunity not to be missed!

418 N Kingston ST, San Mateo

Listed by Julie Rossi Rideau, 650-720-0167 from Compass
(If provided) CoList: from

$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

$1,899,000
4 Beds ⋅ 2 Baths ⋅ ML82052368 MLS
Oozing with the timeless charm and character of yesterday, this delightful 4bed/2bath home offers warmth, personality, and inviting living spaces throughout. The spacious living room features a gas fireplace and gleaming real hardwood floors, while the separate family room with a built-in bar is perfect for entertaining or relaxing. The eat-in kitchen offers a breakfast bar, stainless steel appliances, and a functional layout for everyday living. Private backyard with mature landscaping, ideal for relaxing or entertaining. Two utility sheds offer additional storage, and a private well provides a valuable resource for landscape irrigation. Ideally located in the heart of the Peninsula between San Francisco and Silicon Valley, this home is just minutes from Hillsdale Shopping Center, Caltrain, and Highways 101, 92, and 280, providing exceptional access to shopping, dining, parks, and major commute routes. A wonderful opportunity to own a home full of character in an unbeatable Peninsula location.

114 E Hillsdale BLVD, San Mateo

Listed by Allison M Fujimoto, 650-888-3863 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,798,000
3 Beds ⋅ 2 Baths ⋅ ML82052310 MLS
First time on the market in over 35 years! From the welcoming front porch to the expansive backyard deck, this charming home offers a warmth and character that feels increasingly rare. Lovingly maintained, this single-level residence features inviting living spaces, 3 bedrooms, 2 baths, a fireplace-centered living room, a sunroom retreat, and a spacious primary suite with its own fireplace. The kitchen shines with sleek quartz countertops and a suite of brand-new stainless steel appliances, creating a space that's as functional as it is beautiful. A detached cottage tucked toward the rear of the property adds flexibility and separation from the main residence, while the backyard deck provides an ideal setting for entertaining, outdoor dining, or simply enjoying time at home. Ideally located near Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes, this special property offers a unique blend of charm, convenience, and opportunity in a sought-after San Mateo neighborhood. Welcome home!

3031 Flores ST, San Mateo

Listed by Suzanne Garcia, 650-924-5772 from Compass
(If provided) CoList: from

$1,688,800
4 Beds ⋅ 3 Baths ⋅ ML82052309 MLS
San Mateo Beautiful, Updated Home featuring 4 bedrooms and 3 full baths. A high-ceiling living room filled with natural light from large double-paned windows and a modern door, complemented by an enclosed front yard that offers serenity and privacy. A remodeled kitchen fully equipped with new stainless steel appliances (gas cooktop, oven, refrigerator, dishwasher, and hood), and newly tiled bathrooms featuring LED lights and modern tankless toilets. Upstairs Studio Suite: A spacious suite with views of Sugarloaf Mountain and Sierra Morena Ridge. It includes a kitchenette, a full bath, and a separate entrance, making it ideal for a primary bedroom or an in-law unit or rental unit. Outdoor Area: A backyard pergola perfect for relaxation and gatherings, alongside beautiful natural lawns that offer fresh air, natural cooling effects and a softer surface for children and athletes. Brand new washer and dryer tower on newly epoxy garage floor and brand new garage door. This home is upgraded with 200 Amp electric power. An excellent location with convenient access to major freeways leading to San Francisco and Silicon Valley, and within walking distance to local schools, parks, and a soccer field. Enjoy Mid-Peninsula living!

1743 Maxine AVE, San Mateo

Listed by Olivia P. Lee, 650-888-8655 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

$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
$1,499,000
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

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