San Mateo CA Real Estate, Homes, Condos for Sale

2 Beds ⋅ 1 Baths ⋅ ML82066399 MLS ⋅ Woodlake BLDG.

Whether youre stepping into homeownership or rightsizing in style, this one checks every single box. This spacious, end-corner residence gives you all-day natural light, modern updates, and the most convenient footprint in the building. Access the nearby exterior door to greet guests from the main parking lot, or stroll across the path to the pools, gym, tennis courts, and clubhouse. Ideally positioned between Burlingame and San Mateo near major transit corridors, shopping, dining, and entertainment, this move-in-ready home offers convenience, location, and community all in one! Dont miss this rare Woodlake opportunity!

817 N Humboldt ST 206, San Mateo

Listing courtesy of Kathleen Areias, 650-464-3248 from Compass
(If provided) CoList: from

$1,798,000

2 Beds ⋅ ML82066806 MLS

Charming, beautifully updated single-story home offering 2 brds, 1 ba, & a versatile bonus room. Fresh interior & exterior paint, refinished hrdwd floors, new lighting, elegant crown molding & baseboards enhance home's inviting appeal. Spacious living room features recessed lighting, a newly tiled fireplace, & a wall of windows & French drs that fill the space with natural light & overlook the private rear garden. The remod kit showcases crisp white cabinetry, pantry, ss appl, quartz countertops, tile backsplash, & tile flr. The adjacent din area features a contemporary drum light. A generous rear brd enjoys peaceful garden views, while the front brd offers abundant natural light. The beautifully appointed bath features a sep tiled shower & tub, highlighted by dramatic blue tile. A distinctive bonus rm with handsome wood-paneled walls & ceiling offers flexibility as an office, guest room. A charming Dutch dr opens to the rear patio, creating a seamless connection to the private outdoor retreat. Perfect for relaxing or entertaining family & friends. One-car garage with washer and dryer completes this appealing home. The bonus room is not included in the reported interior square footage. When the bonus room is included, the total square footage is approximately 1,230 sq. ft.

159 Arbor LN, San Mateo

Listing courtesy of Linda Ryan King, 650-224-8985 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,998,000

3 Beds ⋅ 2 Baths ⋅ ML82066744 MLS

Panoramic views of San Francisco Bay, expansive brickwork, a sweeping flagstone patio, and fresh lawns on a large lot describe the private setting of this well-preserved mid-century San Mateo Knolls home. Refinished oak floors, stylish new lighting, and a soft-white interior color palette combine in modern elegance. The living room with view of the bay and formal dining room give way to the updated, quartz-finished kitchen with bay window dining, offering easy access to expansive grounds with vignettes for al fresco dining, moonlight dancing, whimsical play, and quiet contemplation. There are 3 bedrooms and 2 bathrooms, including the suite featuring a newly updated bath finished with chic modern tile. Outside, blooming flowerbeds, level lawns, and terraced grounds lead to an elevated backyard plateau with a lovely San Francisco Bay overview, creating the ultimate destination for a quintessential California indoor-outdoor lifestyle. All this, while enjoying effortless proximity to the vibrant hearts of downtown San Mateo and San Carlos, the Hillsdale Caltrain station, and swift access to major Peninsula thoroughfares to San Francisco and Silicon Valley.

401 41st AVE, San Mateo

Listing courtesy of Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

818 N Delaware Street Unit 305, San Mateo

$625,000

1 Beds ⋅ 1 Baths ⋅ 426174445 MLS

Discover your own peaceful retreat in the heart of San Mateo's sought-after Woodlake community! This charming, beautifully maintained, non-smoking residence combines comfort, style, and convenience with an exceptional resort-style lifestyle. Step inside to a bright and welcoming living space featuring tasteful updates, a modern kitchen with quartz countertops, shaker cabinetry, and stainless steel appliances. The inviting living room offers additional closet storage and sliding glass doors opening to an exclusive-use private patio, ideal for morning coffee, outdoor relaxation, or unwinding after a busy day. The comfortable bedroom features natural light, generous closet space, and a conveniently located bathroom. Surrounded by lush, park-like landscaping and beautifully manicured grounds, Woodlake offers an impressive selection of amenities designed for relaxation, recreation, and entertainment. Residents enjoy swimming pools, tennis courts, a fully equipped fitness center, spa, clubhouse, theater, library, and inviting social gathering spaces. Additional conveniences include EV charging stations, a designated car wash area, mailroom, and on-site management. Enjoy an active lifestyle with a nearby golf course within walking distance, along with easy access to shopping, restaurants, parks, downtown San Mateo, Burlingame, Caltrain, Highway 101, and San Francisco International Airport. Whether you're relaxing on your private patio, enjoying the community's recreational amenities, or exploring everything the Peninsula has to offer, this Woodlake residence offers an exceptional opportunity to enjoy resort-inspired living in a prime location. Welcome home!

818 N Delaware Street Unit 305, San Mateo

Listing courtesy of Jeries Y Tannous, from Urban Group Real Estate
(If provided) CoList: from

$475,000

1 Baths ⋅ ML82066622 MLS

Enjoy light-filled living in this beautifully maintained top-floor corner studio condo, ideally located near Laurelwood Shopping Center, parks, and scenic trails. Vaulted ceilings and abundant natural light enhance the open living and dining area, while a spacious private balcony extends the living space outdoors. The generously sized, updated kitchen features quartz countertops, ample cabinetry, and stainless steel appliances. An updated bathroom with an oversized stall shower and hard flooring throughout completes the inviting interior. Located in a secured building equipped with a smart intercom security system, this home includes one garage parking space. Community amenities include a pool and shared laundry conveniently located on the same floor, with ample guest street parking nearby. Enjoy easy access to Laurelwood Park, Hillsdale Shopping Center, College of San Mateo, and Highways 92, 101, and 280.

3222 Glendora DR 201, San Mateo

Listing courtesy of Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: Sasai Zhang from Redfin

$1,448,000

3 Beds ⋅ 2 Baths ⋅ ML82066264 MLS

Beautifully updated single-level ranch-style home in San Mateo's desirable Parkside neighborhood! The recently remodeled kitchen features white shaker cabinetry, quartz countertops, and new stainless steel appliances, offering a fresh, modern look. This inviting 3-bedroom, 2-bath home offers approximately 1,290 sq. ft. of living space on a 5,700 sq. ft. lot. Fresh interior and exterior paint, luxury vinyl plank flooring, designer light fixtures, and distinctive wood ceilings add warmth and character throughout. Both bathrooms have been tastefully updated with new vanities and light fixtures. The primary suite features a private bathroom with a stall shower, while the hall bathroom includes a tub/shower combination. Additional improvements include a new 100-amp electrical main panel and a new 100-amp electrical subpanel. Ideally located near parks, the Bay Trail, Seal Point Park, shopping, dining, and recreational opportunities. Enjoy convenient access to downtown San Mateo, Bridgepointe and Hillsdale shopping centers, Caltrain, Highways 101 and 92, San Francisco, and Silicon Valley. A wonderful opportunity to enjoy modern updates, comfortable single-level living, and a fantastic Peninsula location!

2020 Harding AVE, San Mateo

Listing courtesy of Holly Noto, 650-544-6185 from Coldwell Banker Realty
(If provided) CoList: from

$1,993,303

4 Beds ⋅ 4 Baths ⋅ ML82066558 MLS ⋅ Overlook at The Heights BLDG.

This spacious Plan A residence is upgraded throughout and is a must-see! The gourmet kitchen includes upgraded cabinets and countertops and is an ideal home for entertaining family and friends. The incredible layout affords a one-of-a-kind lifestyle.

2804 Point Reyes WAY, San Mateo

Listing courtesy of Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$1,422,164

2 Beds ⋅ 3 Baths ⋅ ML82066556 MLS ⋅ Viewpointe at The Heights BLDG.

This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay. It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. A few minutes drive from access to 92, 101, or 280 and highly ranked schools. Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails. Close to the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails. Eleven miles to SFO. Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes. Photos are of model home not of actual home.

2713 Tiburon ST, San Mateo

Listing courtesy of Michele Tancredi, (650) 431-2221 from Michelle Tancredi, Broker
(If provided) CoList: from

$525,000

1 Beds ⋅ 1 Baths ⋅ ML82066525 MLS

Discover the appeal of comfortable, low-maintenance living at 1919 Alameda de las Pulgas #4 in San Mateo. This inviting one-bedroom residence offers an opportunity to enjoy a convenient Peninsula location with easy access to shopping, dining, parks, and major commuter routes. Whether you're looking for your first home, a convenient place to call your own, or a smart alternative to renting, this residence offers an appealing combination of comfort, convenience, and lifestyle. Enjoy the opportunity to make this home your own while taking advantage of its desirable San Mateo location, with convenient access to both San Francisco and Silicon Valley. A wonderful opportunity to enjoy Peninsula living.

1919 Alameda De Las Pulgas 4, San Mateo

Listing courtesy of Steve Droz, 650-255-3651 from The Agency
(If provided) CoList: from

$899,000

1 Beds ⋅ 2 Baths ⋅ ML82066512 MLS

Welcome to your new oasis! Luxuriate in an abundance of natural light pouring into your living room from your side balcony sliders and skylight above. This unit boasts two balconies, water view from the living room, fireplace, laundry room with washer and dryer included, a loft with ample closets and storage and your very own garage. Come take a look. You could be in your new home by the new year!

822 Wharfside RD, San Mateo

Listing courtesy of Allegra De Peralta, 650-533-2964 from RE/MAX Gold
(If provided) CoList: from

$798,000

1 Beds ⋅ 2 Baths ⋅ ML82066224 MLS ⋅ Harbortown BLDG.

Discover the best of waterfront living at Harbortown! This spacious 1,150 sq. ft. 1 bedroom + loft, 1.5 bath home offers an enchanting combination of privacy, comfort, and tranquility. Enjoy an airy, light-filled interior with soaring vaulted ceilings and peaceful lagoon views from the living/dining areas and loft. Additional features include an inviting galley-style kitchen that opens to the dining area, in-unit laundry hookups, a private enclosed 1-car garage, and extra storage conveniently located off the loft. Connected on only one side, with no neighbors above or below, this home lives like a townhome. Two private balconies, one off the primary suite and another off the dining room, offer special spaces to relax and enjoy the tranquil surroundings. Enjoy Harbortowns resort-style amenities, including indoor and outdoor pools, spa, tennis and pickleball courts, basketball area, clubhouse and more! Ideally located near Parkside Aquatic Park, shopping, restaurants, Bridgepointe center, the Bay Trail, Mariners Point public golf course easy access to highways 92/101/280 and downtown San Mateo. A wonderful opportunity to enjoy a peaceful community in a prime San Mateo location. This is one you don't want to miss!

1019 Shoreline DR, San Mateo

Listing courtesy of Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: Kathryn Gerhardt from Gilmartin Group

$2,999,888

5 Beds ⋅ 4 Baths ⋅ ML82066159 MLS

This property enjoys a UNIQUE LOCATION, shouldered by lovely land and bordering Hillsborough. In a private and tranquil setting, this sunlit home has SUNSET views along with impressive canyon and Crystal Springs Reservoir VIEWS. Privacy and tranquility from this 5 Bedrooms, plus an Office, 3.5 Bath, floorplan. 3,050 + / - sf. Living Room has vaulted beamed ceiling and an impressive fireplace recently updated with Porcelana tile surround. Patio doors on both sides of the fireplace open to an expansive deck perfect for taking in colorful sunsets and vistas. Spacious Formal Dining Room perfect for large gatherings. Casual Family Room has a 2nd fireplace and patio access for easy entertaining and sunset views. The Eat-In Kitchen was updated in 2023 and has new Quartz Counters, Bosch Oven/Range and dishwasher, and Samsung refrigerator. Large Primary Suite on upper-level with fully remodeled bath. Potential ADU/rental apartment/au pair quarters w/ Private entrance. (Buyer to investigate). EXTRAS: newer flooring (carpets) refinished hardwood floors, high-traffic luxury vinyl, 2.5 remodeled baths, improved/expanded decks, fence and garden refresh, water heater circulation pump in 2025 & MORE! Conveniently located near top-rated schools, shopping, dining, and Highways 92/280/101.

1136 Parrott DR, San Mateo

Listing courtesy of Carmen Miranda, 650-743-4320 from Compass
(If provided) CoList: from

1343 Palos Verdes Drive Unit 8, San Mateo

$699,000

2 Beds ⋅ 2 Baths ⋅ 426173697 MLS

Welcome to 1343 Palos Verdes Drive, Unit 8, nestled in San Mateo's desirable Laurelwood neighborhood. This charming 2 bedroom, 2 bath condominium offers approximately 1,060 square feet of comfortable living space within an intimate eight-unit community. Adding exceptional value and versatility are two deeded parking spaces and an impressive approximately 600 square-foot workshop space, ideal for hobbies, creative projects, storage, or a dedicated workspace. Situated in an established residential neighborhood, this home offers a wonderful balance of convenience, recreation, and accessibility. Enjoy nearby Laurelwood Park and Sugarloaf Open Space, featuring scenic walking trails, natural surroundings, and outdoor recreation. Just minutes away, Laurelwood Shopping Center offers everyday conveniences, including Piazza's Fine Foods, neighborhood cafs, and dining options. The popular Hillsdale Shopping Center provides an extensive selection of shopping, restaurants, and entertainment. Located within the San Mateo-Foster City and San Mateo Union High School districts, the property offers convenient access to a great education for the little ones. Commuters will appreciate the central Peninsula location, with convenient access to Highways 92 and 101, Interstate 280, and Hillsdale Caltrain Station, connecting residents to San Francisco, Silicon Valley, and major employment centers throughout the Bay Area. Whether you're a first-time homebuyer, downsizing, or seeking a conveniently located Peninsula residence, this property presents a unique opportunity. With two deeded parking spaces, a substantial 600-square-foot workshop, and an exceptional Laurelwood location, this condominium offers versatility and amenities rarely found together. Discover the charm, convenience, and possibilities of San Mateo living!

1343 Palos Verdes Drive Unit 8, San Mateo

Listing courtesy of Jason Tam, from eXp Realty of California, Inc
(If provided) CoList: from

$2,048,000

3 Beds ⋅ 2 Baths ⋅ ML82066033 MLS

At the base of the San Mateo Terrace foothills, 3023 Del Ray Street is a 3-bedroom, 2-bath home in San Mateo's Beresford Park neighborhood, offering 2,116 sq ft of character and modern comfort. Colorful gardens and a paver walkway welcome you inside, where hardwood floors, arched doorways, crown molding, and a wood-burning fireplace reflect its 1946 origins. A skylit dining room leads to a thoughtfully updated kitchen, where quartz counters, a marble chevron backsplash, and a Thermador appliance suite make cooking and entertaining a pleasure. A center island with microwave drawer and a breakfast bar connect the kitchen to the family room, where sliding doors open to a Trex deck with peekaboo Bay and East Bay hill views. Below, a paver patio framed by mature maples, roses, and lavender invites outdoor gatherings. Three main-level bedrooms are complemented by a separate lower-level wing with flexible spaces for guests, recreation, entertaining, or working from home. Two updated baths, an 11-kW Generac generator, and an attached garage with laundry and storage add everyday ease. Enjoy nearby Beresford Park, 25th Avenue dining, Hillsdale Shopping Center, Bay Meadows, and Hillsdale Caltrain.

3023 Del Ray ST, San Mateo

Listing courtesy of Rumana Jabeen, 650-743-4503 from KW Advisors
(If provided) CoList: from

$2,498,000

3 Beds ⋅ 2 Baths ⋅ ML82064601 MLS

This beloved Colonial pairs classic traditional character with stylish touches, and it feels special the moment you walk in. Sunlight fills every room, highlighting hardwood floors and elegant crown molding. The stunning living room invites gathering, with a cozy fireplace and French doors that bring the outdoors in. The casual dining room, framed by picture windows, is perfect for holiday dinners and celebrations. The home has an updated and inviting kitchen and family room, the true heart of the home. French sliders lead to an expansive backyard, ready for summer barbecues, weekend play, or simply relaxing outside. An ideal floor plan, indoor laundry room, and two-car garage, office or studio make everyday living easy. Walkable to downtown, parks and all the top rated schools. All of this is in the sought-after Baywood/Aragon school district. Come see where your next chapter begins.

1242 Shafter ST, San Mateo

Listing courtesy of Gillian Kilroy, 650-868-2644 from Compass
(If provided) CoList: Jeff Beltramo from Coldwell Banker Realty

$2,199,000

4 Beds ⋅ 4 Baths ⋅ ML82065961 MLS

Spectacular living in one of the most desirable floor plans! Offering nearly 2,500 square feet of beautifully designed living space, this stunning home combines modern elegance, spacious interiors, and an unbeatable location. Soaring ceilings, an open-concept floor plan, abundant natural light, and gorgeous wide-plank flooring create a bright and airy atmosphere throughout. At the heart of the home is the expansive chefs kitchen flowing to the dining and living rooma standout feature of this highly sought-after floor planoffering exceptional space for cooking, entertaining, and gathering with family and friends. Upstairs, you'll find three generously sized bedrooms connected by a spacious hallway with convenient built-in storage. The sun-drenched primary suite is a true retreat, featuring a walk-in closet, private patio, and luxurious ensuite bath with dual vanities, an oversized walk-in shower, and separate water closet. The lower level offers incredible flexibility with a spacious fourth bedroom or family room, complete with its own ensuite bathroom and walk-in closet. Attached two-car garage with an EV outlet. Love life in Bay Meadows - moments from Caltrain, Whole Foods, Paddock Park, Hillsdale Shopping Center, and an array of shopping, dining, and everyday amenities.

104 Franklin PKWY, San Mateo

Listing courtesy of Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

$1,875,000

2 Beds ⋅ 2 Baths ⋅ ML82065243 MLS

Welcome to this charming home in a sought-after San Mateo neighborhood, offered for the first time in over 40 years. Set on a manicured corner lot, the home offers a gracious formal entry and a thoughtfully designed floor plan featuring beautiful hardwood floors, an inviting living room with a cozy gas fireplace, and a spacious adjoining dining area. Elegant plantation shutters throughout the home beautifully filter natural light, creating a warm ambiance. The kitchen retains its vintage character, while a separate laundry/utility room provides access to the back porch and yard. Two bedrooms and a hall bathroom complete the main living spaces. An approximately 490-square-foot garage features two windows providing natural light, a convenient storage loft, and a 2nd full bathroom. The spacious backyard provides an inviting setting for outdoor entertaining, relaxation, and gardening. Established landscaping, including mature Fuji apple and fig trees, adds to the property's appeal. Notable improvements include a new roof in 2025 and a recently replaced sewer lateral. Nearby schools include highly rated Baywood Elementary, Borel Middle, and Aragon High School. Conveniently situated near parks, shopping, dining, and downtown San Mateo, this cherished home is ready for its next chapter.

1315 Maple ST, San Mateo

Listing courtesy of Tim Allen Alevizos, 650-255-7635 from Remax Capital
(If provided) CoList: from

$1,395,000

2 Beds ⋅ 3 Baths ⋅ ML82065858 MLS ⋅ The Towers BLDG.

Chic remodeled 2BR/2.5BA unit at the Towers near downtown San Mateo. Custom elements include walnut flooring, designer lighting, high ceilings and walls of windows. An expansive living room opens onto a private patio. The stunning kitchen has Quartzite countertops, wine refrigerator and sleek stainless appliances. Each bedroom is ensuite with beautifully remodeled baths plus ample closet space. Complex includes door attendant, gym, pool with spa, sauna, game room, meeting room and sport court. 2 designated parking spaces plus storage room. Close to downtown San Mateo's vibrant restaurants, shopping and transportation,

20 W 3rd AVE 202, San Mateo

Listing courtesy of Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

$2,413,544

4 Beds ⋅ 3 Baths ⋅ ML82065699 MLS ⋅ Elevate at The Heights BLDG.

This spacious 4-bedroom home features SF Bay and San Mateo bridge views, upgraded flooring, and a gourmet kitchen. Enjoy an open layout, living room balcony, and rooftop patio perfect for entertaining guests and enjoying the views. *Photo of model home not of actual home*

2706 Tiburon ST, San Mateo

Listing courtesy of Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,418,312

4 Beds ⋅ 3 Baths ⋅ ML82065697 MLS ⋅ Elevate at The Heights BLDG.

This spacious 4-bedroom home features expansive panoramic views, upgraded flooring, and a gourmet kitchen. Enjoy an open layout, living room balcony, and rooftop patio perfect for entertaining guests and soaking in the surroundings. *Photo of model home not of actual home*

2712 Tiburon ST, San Mateo

Listing courtesy of Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,533,928

4 Beds ⋅ 3 Baths ⋅ ML82065696 MLS ⋅ Elevate at The Heights BLDG.

Exceptional design defines the Elevate Plan 1, while modern upgrades enhance every space. This home features a gourmet kitchen, generous living areas, four bedrooms, and a rooftop terrace that is ideal for entertaining and enjoying the views. *Photo of model home not of actual home*

2704 Tiburon ST, San Mateo

Listing courtesy of Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,998,000

4 Beds ⋅ 3 Baths ⋅ ML82065164 MLS

Expanded and fully remodeled, this beautifully reimagined 4-bedroom, 3-bath San Mateo home offers approximately 2,341+/- square feet of thoughtfully designed living space on a 7,583+/- square foot lot. An inviting front porch, cascading entry steps, and striking solid wood front door introduce light-filled interiors with vaulted ceilings, oversized windows, and an open-concept floor plan. The designer kitchen features a generous island with prep sink and flows seamlessly into the living and dining spaces, accented by statement lighting and custom metal and fluted wood shelving. The main-level features three bedrooms, with the primary suite offering a spa-inspired bathroom. Upstairs one additional en suite provides privacy alongside a flexible bonus space and additional storage. The beautifully landscaped backyard features turf lawn, new plantings, and a magnificent sculpted California live oak highlighted by landscape lighting. Additional amenities include air conditioning, an expansive driveway, multi-car garage with epoxy flooring, and EV-ready electrical infrastructure. Conveniently located near parks, shopping, dining, and neighborhood amenities, this home blends modern style, comfort, and exceptional indoor outdoor living.

2800 Monterey ST, San Mateo

Listing courtesy of The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$2,689,000

3 Beds ⋅ 3 Baths ⋅ ML82065545 MLS

With picture-perfect curb appeal, a great room with big sunny windows, a backyard view deck, and a superb Baywood Park location, this lovely home is ideal for California indoor/outdoor living. Just behind a picket fence, the lush front yard boasts a variety of plantings and a walkway leading to an inviting covered porch. Inside, glowing hardwood floors, natural brick accents, and high ceilings enhance the sense of volume throughout the entertainment and private spaces. Highlights of the 3- bedroom, 3-bath floor plan include a light-filled primary suite and a second bedroom with en suite bath. The backyard features an expansive view deck for enjoying the treetop vistas and a dining patio with pergola. Combining serenity with convenience, this wonderful retreat is just minutes to commute routes, shopping and dining, sought-after schools, plus hiking and biking at beautiful Crystal Springs Reservoir.

171 Starlite DR, San Mateo

Listing courtesy of Erica Damelio, 650-888-3884 from Compass
(If provided) CoList: from

$3,888,000

5 Beds ⋅ 4 Baths ⋅ ML82065540 MLS

Set on an expansive 8,670-square-foot lot in coveted San Mateo Park, 509 Crescent Avenue offers an exceptional blend of timeless character, privacy, and effortless indoor-outdoor living. A gracious formal living room and elegant dining room create beautiful spaces for entertaining, while the kitchen serves as the heart of everyday life, opening naturally to the backyard. Outside, a generous lawn framed by mature trees creates a private setting for play, gatherings, and relaxed afternoons at home. Inside, approximately 2,940 square feet unfold across a versatile five-bedroom, four bath floor plan. Two bedrooms on the main level offer flexibility for guests, a home office, or multigenerational living, while upstairs are three additional bedrooms, including the primary suite and two secondary bedrooms that share a full bath. A generous family room provides additional space to gather, and a detached two-car garage adds convenience and flexibility. Enjoy all that San Mateo Park has to offer tree-lined streets, beautiful homes, neighborhood block parties, and walkability. Just minutes from downtown Burlingame, 509 Crescent offers a rare combination of space, privacy, charm, and convenience in one of the Peninsulas most beloved neighborhoods.

509 Crescent AVE, San Mateo

Listing courtesy of Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

$2,898,000

3 Beds ⋅ 3 Baths ⋅ ML82065358 MLS

Welcome to 27 Condon Court... An outstanding San Mateo location in the sought-after Laurelwood neighborhood. This light, bright, airy 3-bedroom, 2.5-bathroom home was originally built in 1973 and has been lovingly updated and maintained by its current owner for many years. The lower level or main level, features high ceilings and a free-flowing floor plan that opens to an outdoor entertaining patio and the rear garden with breathtaking canyon and San Francisco Bay Views. The custom-built 3-hole golf putting green is the centerpiece of this lovely outdoor space. The 2nd floor has an oversized primary suite and two modest bedrooms. There is space to create an additional bedroom. This home has been recently enhanced by many cosmetic updates, including new floors, painting throughout, new light fixtures and light kitchen and bathroom improvements. Laurelwood Park, a 225-acre public open space located is only blocks away. The popular Laurelwood Shopping Center is also blocks away. Award-winning schools are nearby, including the College of San Mateo. This desirable neighborhood blends classic mid-century suburban comfort with immediate suburban conveniences. Easy access to SR-92, Interstate 280, 101 and Highway 1 and SR-35 (Skyline Blvd). We are move-in ready for you. Welcome Home!

27 Condon CT, San Mateo

Listing courtesy of Ken Constantino, 650-814-0277 from Compass
(If provided) CoList: from

$1,398,000

3 Beds ⋅ 3 Baths ⋅ ML82065517 MLS

Ready to be Re-Imagined! Situated in San Mateo's desirable South Shoreview neighborhood, this 3-bedroom, 3-bathroom residence offers approximately 1,790 square feet of interior living space and an exceptional opportunity to bring your vision to life. Ready to be reimagined, the home features a versatile layout with exciting potential to create a sophisticated, personalized retreat tailored to today's lifestyle. Generously proportioned interiors provide a wonderful canvas for thoughtful design and modern enhancements. Conveniently located with easy access to major commute routes, this property blends opportunity with everyday practicality. A wonderful opportunity to transform this residence into something truly special in a well-established San Mateo neighborhood.

1408 Royal AVE, San Mateo

Listing courtesy of Cory Cooper, 650-921-9855 from JetSet Homes
(If provided) CoList: from

$699,000

2 Beds ⋅ 2 Baths ⋅ BE41152012 MLS ⋅ Not Listed BLDG.

Welcome to Unit 204 at 2655 Edison Street, a beautifully updated 2-bedroom, 2-bathroom corner condo offering extra space, added privacy, and modern comfort in a convenient San Mateo location. As a desirable corner unit, this home offers a more spacious layout than other units, with no neighboring unit on one side for added privacy and a greater sense of separation.Step inside to a freshly painted interior filled with natural light from large windows. The open living and dining areas create a welcoming space for everyday living and entertaining, while the kitchen features brand-new Samsung smart stainless steel appliances and ample counter space for easy meal preparation.Both bedrooms are generously sized, and the two full bathrooms feature updated finishes. With its bright interior, functional layout, and desirable corner-unit location, this home offers a wonderful combination of space, comfort, and privacy.Conveniently located near Highways 92, 101, and 280, as well as Caltrain with connections to Bart, the property provides easy access to major commuting routes throughout the Peninsula and beyond. Nearby parks, schools, restaurants, shopping, and everyday essentials make it easy to enjoy all that San Mateo has to offer.Discover the perfect blend of modern comfort, spacious livi

2655 Edison St 204, San Mateo

Listing courtesy of Sebastien Colas, (415) 559-2821 from Redfin
(If provided) CoList: from

$2,400,000

4 Beds ⋅ 3 Baths ⋅ ML82065440 MLS

OFFERS DUE MONDAY(2nd) @ 12Noon Welcome home to a private, gated retreat in San Mateo's highly desirable Hayward Park neighborhood, close to downtown. Set back behind a wrought-iron gate, lush landscaping, and a towering palm, this sunny 4 bed, 3 bath home is freshly painted inside with new lighting throughout. A formal entry opens to refinished red oak floors on the first level and stairs. The living room offers a bay window, built-in shelving, and a newly tiled fireplace. The formal dining room opens to the rear yard and features a magnetic metal wall for art. The large kitchen has quartz counters, skylights, under-cabinet lighting, double ovens, a breakfast bar, and a sunny nook. First-floor bedroom with built-in desk plus a full bath. Upstairs, new carpet and an opening stairwell skylight. The large primary retreat has an arched window, a huge walk-in closet, and a bath with walk-in shower and opening skylight. Hall bath with new quartz counter and ample storage. Out back, a private yard with deck, patios, a screenhouse with raised beds, and a detached building for a workshop, studio, gym, or potential ADU, with 220V and exhaust. Owned solar, two furnaces, water filtration, auto drip and landscape lighting. One-car garage plus storage!

115 10th AVE, San Mateo

Listing courtesy of Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

$925,000

2 Beds ⋅ 2 Baths ⋅ ML82063366 MLS ⋅ Woodlake BLDG.

Welcome to this beautifully updated, light-filled 2-bedroom, 1.5-bath townhome in San Mateos sought-after Woodlake community! The open-concept living and dining area features a cozy gas fireplace and opens to a private, enclosed patio, perfect for relaxing or entertaining. The modern kitchen boasts quartz countertops, a stylish new backsplash, stainless steel appliances, and a pantry. A convenient half bath completes the main level. Upstairs, enjoy two spacious bedrooms, a skylit hallway, a full bath, a dedicated laundry room with washer and dryer included, and ample storage. Experience resort-style living with multiple pools, tennis and basketball courts, a clubhouse, gym, billiards room, sauna, scenic walking paths, lush landscaping, and a tranquil lake. Ideally situated near a pool and grassy open space, with deeded parking just steps from your patio. Minutes from Burlingame Avenue, downtown San Mateo, Hwy 101, Caltrain, SFO, Meta, and Coyote Point. Safeway, CVS, and Starbucks are just around the corner. This condo community is FHA and VA approved, offering additional financing options for qualified buyers.

940 Peninsula AVE, San Mateo

Listing courtesy of Alan Canas, 415-298-8940 from Engel & Voelkers Burlingame
(If provided) CoList: Lisa Luong from Engel & Voelkers Burlingame

$648,000

2 Beds ⋅ 2 Baths ⋅ ML82065356 MLS ⋅ Bay Breeze BLDG.

Welcome to this rarely available two-bedroom, two full-bathroom residence nestled within the beautiful, tree-lined Bay Breeze community. Offering a desirable floor plan, this inviting home combines comfort, convenience, and an exceptional location. The thoughtfully designed layout features bedrooms situated at opposite ends of the unit, providing added privacy and separation. The primary bedroom suite offers a comfortable retreat, while the second bedroom is complemented by a full bathroom, an ideal arrangement for guests, roommates, or a home office. Newer flooring and fresh paint throughout give the interior a refreshed, move-in-ready feel while the convenience of an in-unit stackable washer and dryer adds to the home's everyday appeal. Step outside to a large, private patio - perfect for relaxing, entertaining, or enjoying your morning coffee. Residents enjoy access to resort-style community amenities, including a swimming pool, hot tub, and rec house. Ideally situated in North Central San Mateo, Bay Breeze offers convenient access to Caltrain, BART, Highway 101, El Camino Real, SFO and the vibrant downtown districts of San Mateo and Burlingame.

853 Woodside WAY 133, San Mateo

Listing courtesy of Derek Duncan, 408-464-8902 from Real Estate 38
(If provided) CoList: from

$745,000

2 Beds ⋅ 2 Baths ⋅ ML82065352 MLS ⋅ Aquarius Homeowners Association BLDG.

Spacious, Convenient & Exceptional Value in the Heart of San Mateo! Discover an incredible opportunity to own a spacious 2-bedroom, 2-bathroom condominium offering comfort, convenience, and exceptional value in one of the Peninsula's most desirable locations. Soaring ceilings and abundant natural light create an airy, open feel, while a thoughtfully designed single-level floor plan offers effortless everyday living. Enjoy a generous living and dining area with fireplace, spacious updated stainless steel and modern cabinetry kitchen, two full bedrooms including a private primary suite, and two separate balconies- one off the living area and another off the primary suite perfect for morning coffee and fresh air. A rare in-unit laundry room adds everyday convenience, along with assigned garage parking and access to the community swimming pool. Ideally situated near El Camino Real, Hillsdale Shopping Center, public transportation, schools, the library, dining, and shopping, everything you need is within blocks. Whether purchasing your first home or your children's first home, or downsizing to a one level, or seeking a convenient Peninsula retreat, this home delivers an exceptional combination of space, lifestyle, location, and affordability. Why rent when you can own in San Mateo!

35 28th AVE 203, San Mateo

Listing courtesy of Milana Ostroy, 650-222-0706 from Serhant California Inc
(If provided) CoList: from

$439,000

1 Beds ⋅ 1 Baths ⋅ ML82065148 MLS

Wonderful location at the border of San Mateo and Burlingame, this Bay Breeze condo features a spacious living room, dining room, kitchen, pantry, in-unit laundry, a large bedroom, one bath with double sinks, secure parking and low HOA dues. Walking distance to shops, close to tranportaiton. Complex amenties include pool, span and recreation room.

853 Woodside WAY 136, San Mateo

Listing courtesy of Larry Franzella, 650-871-3601 from Intero Real Estate Services
(If provided) CoList: from

$1,488,000

2 Beds ⋅ 1 Baths ⋅ ML82062264 MLS

Welcome to 3726 Branson, located in the highly sought-after San Mateo Village neighborhood. This charming 2-bedroom, 1-bath home offers 920 sq. ft. of living space plus approximately 275 sq. ft. of additional space, offering flexibility for a family room, home office, playroom, or entertaining area. Inside, hardwood floors add warmth and character, while a wood-burning fireplace creates a cozy focal point in the additional living area. The light-filled kitchen features a skylight along with a gas cooktop, dishwasher, microwave, and refrigerator, and opens to an adjacent dining area for easy everyday living. Situated on a 5,000 sq. ft. lot, the property also features a one-car garage with laundry area, washer and dryer, an existing storage shed, and plenty of opportunity to make the outdoor space your own. Conveniently located near shopping, dining, transportation, and major commute routes, this San Mateo Village home offers a wonderful opportunity to enjoy one of San Mateo's most desirable neighborhoods.

3726 Branson DR, San Mateo

Listing courtesy of Gary Mano, 408-315-5086 from Intero Real Estate Services
(If provided) CoList: Syndy Pham Le from Intero Real Estate Services

$2,798,000

3 Beds ⋅ 2 Baths ⋅ ML82064984 MLS

This absolute jewel is ideally situated in the heart of The Lanes, across from a hidden park and readily accessible to everything including shopping, transit, schools, dining and entertainment. Upon entering, the outdoor room and garden beyond the wall of bay windows beckon you. The open floorplan, enormous kitchen and high-end finishes provide for seamless indoor/outdoor living and entertaining. The kitchen features custom cherrywood cabinetry, soapstone countertops, abundant storage with pullout drawers, and an extra-deep stainless-steel sink. A Thermador gas 5-burner stove, electric double ovens (convection) and a large kitchen island create a space for both serious cooking and casual entertaining. The covered patio serves as an outdoor room featuring cabin-style rustic wood beams overhead, a cozy stone fireplace and an outdoor TV. An overhead fan and heaters enable year-round comfort. Shaded gravel pathways lead to a hidden vegetable garden and a detached studio, offering a private and tranquil space for work or creative pursuits. Just across the street and down a discreet pathway lies the hidden East Hillsdale Park a local treasure. Beautifully crafted and stewarded, this home offers the best that mid-peninsula living has to offer.

151 Louise LN, San Mateo

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

$2,398,000

3 Beds ⋅ 2 Baths ⋅ ML82065002 MLS ⋅ SM Highlands BLDG.

JUST REDUCED 100K.....Set on a quiet cul-de-sac, this 3 Bedroom 2 Bath home sits on an oversized 12,638 sq. ft. lot, blending iconic mid-century design. One of the largest level lots in the SM Highlands for expansion possibilities. The 1,650 sq foot layout flows effortlessly from living and dining spaces to outdoor entertaining areas, ideal for both everyday living and hosting large events. Floor to ceiling walls of glass w/original Mahogany wood paneling. A permitted free-standing studio adds flexible space for a home office, gym, or artist workshop. Recently epoxied 2-car garage floor. Resealed Foam roof. Sewer lateral replaced in 2025. Successor Trustee sale with limited disclosures. This original owner home has been cared for since 1958. Staged for the fall season with a pumpkin patch to show off the generous sized grounds! Rec center includes community pool, tennis courts, and after school programs. Sawyer Camp Road close by for walking, jogging, plus bike trails along the Crystal Springs reservoir. Close to Highlands Elementary School. In the Aragon High School district. Location! Location! Location!

2015 Ticonderoga DR, San Mateo

Listing courtesy of Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

$2,500,000

2 Beds ⋅ 3 Baths ⋅ ML82064960 MLS

NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd AVE 601, San Mateo

Listing courtesy of Susan Herman, 650-400-4383 from Compass
(If provided) CoList: from

$1,825,000

6 Beds ⋅ ML82064948 MLS

Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware ST, San Mateo

Listing courtesy of Ryan Gowdy, 408-309-8660 from The Agency
(If provided) CoList: from

$1,825,000

4 Beds ⋅ 2 Baths ⋅ ML82064947 MLS

Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents and fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy (permit status unknown) Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non Permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware ST, San Mateo

Listing courtesy of Ryan Gowdy, 408-309-8660 from The Agency
(If provided) CoList: from

$1,388,000

3 Beds ⋅ 2 Baths ⋅ ML82064914 MLS

Welcome to 24 N Idaho, a thoughtfully reimagined 3-bedroom, 2-bath home where every detail has been renewed to match the way people want to live today. The layout opens directly to the backyard, creating an easy, natural flow between indoor living and the outdoors that makes everyday life and entertaining feel effortless. Inside, entirely new interiors are filled with natural light from morning through evening. The kitchen is the heart of the home, finished with brand-new appliances, fresh cabinetry, and refined surfaces that balance clean, modern style with everyday function. New finishes carry throughout every room, giving the home a bright, cohesive feel that is ready for you to move right in. The real treasure in this home is the expansive lot - 7,828 square feet, offering a rare sense of space for the area. There is room to garden, play, gather with friends, or simply unwind outside, along with exciting potential to add an ADU for extended family, guests, a home office, or rental income. Downtown San Mateos restaurants, cafés, shops, and Caltrain are moments away, and quick access to Highway 101 makes commuting up and down the Peninsula remarkably easy. It is a home that offers both a relaxed, light-filled retreat and an exceptionally connected lifestyle.

24 N Idaho ST, San Mateo

Listing courtesy of Lailah Morris, 650-740-1066 from KW Advisors
(If provided) CoList: from

$915,000

2 Beds ⋅ 2 Baths ⋅ ML82064877 MLS ⋅ 606 S Humboldt HOA BLDG.

OW HOA DUES $440/mo. AND BIG VALUE near Downtown San Mateo! Modern 2 bed, 1 full + 1 half bath townhome sits in a boutique 7-unit complex. Enjoy a remodeled kitchen with stainless appliances, a modern floating staircase, an updated bath with dual sinks, a guest powder room, and in-unit laundry. Step outside to a private patio made for BBQs and al fresco dining. Also includes 1-car detached garage space, extra storage, a community garden, and a pet-friendly HOA. Under a mile to downtown dining, Central Park, and Caltrain, with quick access to 101.

606 S Humboldt ST 1, San Mateo

Listing courtesy of Stacey Woods, 650-793-4583 from Compass
(If provided) CoList: from

$2,899,888

4 Beds ⋅ 2 Baths ⋅ ML82064445 MLS

A rare opportunity in San Mateo's desirable Knolls neighborhood! Custom-built in 1957 and cherished by the same family for nearly 70 years, this exceptional home is offered for the first time. Nestled on a secluded, nearly half-acre lot, the property offers privacy, space, and effortless single-level living. With 2,290 sq. ft., the home features 4 bedrooms and 2 bathrooms; beautifully updated kitchen and baths. The thoughtfully designed floor plan separates lively gathering spaces from the peaceful bedroom wing, offering an ideal balance of entertaining and everyday comfort. Light-filled living areas and expansive windows seamlessly connect indoors and out. The true showstopper is the resort-inspired backyard, featuring a sparkling pool, pool house, overlook deck, and generous entertaining spaces. Mature trees and lush surroundings create a private retreat. Ample additional parking alongside the home adds convenience and flexibility offering additional parking for cars or guests. Moments from Sugarloaf Open Space, scenic trails, parks, and schools, this special property is ready for its next chapter. Welcome to The Knolls Haven!

3605 Kingridge DR, San Mateo

Listing courtesy of Rosa Baltodano, 650-267-1548 from Compass
(If provided) CoList: from

$2,895,000

4 Beds ⋅ 3 Baths ⋅ ML82064849 MLS

Surrounded by mature trees in desirable Baywood Park is a beautifully updated 4 bed, 3 bath home offering approximately 2,260 sq ft of stylish living and inviting indoor-outdoor spaces. Thoughtfully refreshed throughout with new windows, new hardwood floors, a new deck, a new fire pit, and refreshed landscaping. An open living and dining area welcomes you with abundant natural light, a cozy fireplace, and wide-plank flooring. The skylit kitchen features warm wood cabinetry, a statement range, generous counter space, and ample seating, creating an ideal setting for everyday living and entertaining. Step outside to the expansive new deck, perfect for al fresco dining and relaxing with a new fire pit creating the perfect gathering spot. The spacious primary suite offers a well-appointed bath with dual sinks and a separate tub. A lower-level bedroom and full bath provide flexibility for guests, extended family, or a home office. A dedicated laundry room, additional storage, and attached garage complete the homes thoughtful amenities. Enjoy close proximity to Crystal Springs Shopping Center, scenic Crystal Springs trails, and convenient access to Highways 92 and 280. A wonderful opportunity to enjoy modern comfort, natural beauty, and the best of Peninsula living.

1455 Ascension DR, San Mateo

Listing courtesy of The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: Cortney Laugesen from KW Advisors

$599,888

2 Beds ⋅ 2 Baths ⋅ ML82064843 MLS

Refreshed unit w updated price for a quick sale. Best unit in San Mateo in the price range. Wonderful location and traditional first floor plan ready for the pickiest of buyers. Appliances and hardwood floors and interior and exterior paint all upgraded in the last 2.5 years. This place is move in ready. 2 good sized bedrooms and 2 baths w large living room kitchen area. Great complex w no issues. Any and all assessments have been paid including patio and stairway assessments. Laundry available close to unit but not too close. One covered dedicated parking spot and one additional spot available for this unit. Extra storage available as well. Private front porch is yet another feature that makes this condo special. Light and bright w recessed lighting add to the desireability. This wont last too long in this market. Easy to show we reasonable notice. Move in by Thanksgiving!!!!

3001 Los Prados ST 104, San Mateo

Listing courtesy of Chris Ray, 408-202-5802 from Christie's International Real Estate Sereno
(If provided) CoList: from

$475,000

1 Beds ⋅ 1 Baths ⋅ ML82064833 MLS ⋅ Marina Gardens BLDG.

Nestled within the desirable Marina Gardens community, this thoughtfully updated ground-floor residence offers comfort, convenience, and a relaxed Peninsula lifestyle. Filled with natural light, the home features an open living and dining area, stylish contemporary finishes, and seamless access to a private outdoor patio retreat. The spacious bedroom provides ample storage and a peaceful setting for everyday living. Residents enjoy resort-style amenities including swimming pools, fitness center, clubhouse, and beautifully maintained grounds. Ideally situated near the waterfront, shopping, dining, and major commute corridors, this move-in-ready home presents an exceptional opportunity to enjoy all that San Mateo has to offer.

1531 Marina CT B, San Mateo

Listing courtesy of Ben Zhang, 650-212-6868 from Compass
(If provided) CoList: from

$2,250,000

3 Beds ⋅ 2 Baths ⋅ ML82064811 MLS

Craftsman charm, an exceptional kitchen, and a private backyard retreat in San Mateos Hayward Park. Shingle-clad 3-bedroom, (PLUS OFFICE) 2-bath home blends timeless architectural details with thoughtful updates. Beautifully maintained hardwood floors, a wood-burning fireplace, and classic Craftsman built-ins bring warmth and character to the main level. A welcoming covered entry overlooks a magnificent green maple tree. The extensively updated kitchen features wood cabinetry, granite countertops, a breakfast bar, abundant storage with pullouts, and an extra-deep stainless steel sink. A 48-inch Wolf range with double ovens, griddle, and indoor grill anchors the kitchen, complemented by a built-in fryer, pot filler, LG refrigerator and double-drawer beverage refrigerator. An adjoining laundry room adds everyday convenience. Two generously sized bedrooms and a full bath occupy the main level, while the thoughtfully converted, permitted upper level offers two additional bedrooms, a full bath, and a family room. Outside, the private backyard features beautiful stonework, a sauna, lemon tree, and ample side-yard space. A two-car garage includes EV charger and a built-in workshop completes the property. Enjoy downtown shopping and dining nearby, plus convenient access to Caltrain

155 12th AVE, San Mateo

Listing courtesy of Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

$1,198,000

3 Beds ⋅ 2 Baths ⋅ ML82064806 MLS

An extra-deep lot in downtown San Mateo with two units and room to grow. Built in 1907, this single-family home retains its original character, including an enclosed front porch. It has been converted so that each unit has its own full kitchen and bath. The front unit offers 2 bedrooms and 1 bath, and the back unit offers 1 bedroom and 1 bath. New heating and air conditioning are already in place. The possibilities are wide open. Live in one unit and let the rent from the other help cover the mortgage. Use both for multigenerational living, with privacy and independence under one roof. Or add it to your portfolio as a two-unit investment. The property is delivered vacant, so you can set your own rents and move at your own pace. Out back, the oversized yard is a rare find in such a central location. Mature fig and lemon trees frame a generous space for gardening and entertaining, with the potential to expand the existing home or add another dwelling. A detached garage and long driveway offer off-street parking, along with flexibility for storage, a workshop, or a possible future ADU conversion. Walk to the shops and restaurants of downtown San Mateo, with Caltrain and Hwy 101 close by for an easy commute anywhere on the Peninsula.

221 N Delaware ST, San Mateo

Listing courtesy of Michael Mclean, 650-240-6566 from Coldwell Banker Realty
(If provided) CoList: from

$1,789,000

3 Beds ⋅ 2 Baths ⋅ ML82064798 MLS

Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

421 W 39th AVE, San Mateo

Listing courtesy of Charles Floyd, 650-892-3464 from Compass
(If provided) CoList: from

$2,960,000

5 Beds ⋅ 3 Baths ⋅ ML82064797 MLS

Location Location Location A rare find located in the highly sought after area known as Aragon in San Mateo. If you desire an 88 year old home completely updated to 2026 top of the line finishes, this is not your home. This home is move in ready, well built and maintained with some updates over the years including the kitchen (+/- 15 years ago,) and dual pane windows, recessed lighting, and crown molding throughout. The hardwood floors are original. If you have a desire to update bathrooms to the color and finishes of your choosing and create your own backyard oasis this home is perfect for you! *County records indicate 1,980 sf home consisting of 4 bedroom and 1 bathroom. Home is a 5 bedroom, 2.5 bathroom home totaling approx. 2,420 sf. Buyers to due diligence.

323 Sonora DR, San Mateo

Listing courtesy of Sarah Griffith, 408-667-2381 from Griffith & Associates
(If provided) CoList: from

$1,598,000

2 Beds ⋅ ML82064763 MLS

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

14 Garden LN, San Mateo

Listing courtesy of Lindsey Baggetta, 650-274-7669 from Compass
(If provided) CoList: from

$2,795,000

4 Beds ⋅ 2 Baths ⋅ ML82064754 MLS

Lovers of mid-century style will appreciate this circa 1960 home, completely transformed circa 2018 with a modern open-concept design. Signature mid-century modern elements include vaulted, beamed and paneled ceilings, walls of floor-to-ceiling glass, and exceptional indoor/outdoor living. Wide plank white oak floors extend throughout, complemented by a crisp white palette and beautiful natural light. A spacious living room is wrapped in glass and anchored by a floor-to-ceiling white brick gas fireplace, and the open dining room has sliding doors to the front terrace. The skylit designer kitchen features quartz finishes, a large island with seating, and premium appliances. 4 bedrooms and 2 beautifully remodeled luxe baths include a primary suite with custom walk-in closet. Ensconced in lush, mature foliage on an extra-large, raised corner lot, this serene home enjoys exceptional privacy and East Bay hill views from the expansive front terrace beneath a towering Pacific Madrone. Finished 2-car garage. Highlands Elementary and buses to Aragon High School just up the street, plus an outstanding nearby recreation center that includes a pool, clubhouse, gym, tennis/pickleball courts, and playground.

1476 Forge RD, San Mateo

Listing courtesy of James Steele, 650-796-2523 from Compass
(If provided) CoList: from

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