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3709 Kenwood Avenue, San Mateo
$2,575,000
4 Beds ⋅ 3 Baths ⋅ ML82061391 MLS
Welcome to this lovingly maintained San Mateo Knolls home, offering gorgeous bay and city views throughout. A spacious family room features a stone hearth fireplace and vaulted ceilings. The eat-in kitchen features stainless steel appliances, tile flooring, and a slider leading out to the backyard and deck with more views to enjoy. A versatile bonus room offers flexibility as a home office or fifth bedroom. Four generously sized bedrooms lead to a primary suite with more of the home's signature views. Downstairs offers an array of options: over 500 square feet of stand-up storage, an additional room currently used as a second family room, a two-car garage, and a workshop all with access to the beautifully landscaped yard and its mature trees. With this much space and flexibility, the home comfortably accommodates large families or multi-generational living. San Mateo Knolls is a highly desirable neighborhood, known for excellent nearby schools, scenic trails, convenient shopping, and easy access to transportation and freeways. Welcome home!

3709 Kenwood Avenue, San Mateo

Listing courtesy of Johnny Heckenberg from Coldwell Banker Realty. 650-776-5779
121 W 38th Avenue, San Mateo
$1,625,000
2 Beds ⋅ 2 Baths ⋅ ML82067249 MLS
This spacious Two bedroom, Two bathroom residence blends timeless neighborhood charm with a stunning, top-to-bottom cosmetic refresh. Freshly painted inside and out and illuminated by stylish new lighting fixtures throughout, this home is completely move-in ready while offering incredible potential to grow. Step inside to discover a bright, airy layout anchored by a well-appointed kitchen designed for both everyday living and effortless entertaining. Direct access from the kitchen leads leads seamlessly to the backyard, creating an ideal indoor-outdoor flow perfect for al fresco dining and weekend gatherings. Downstairs, a massive basement provides a blank canvas with endless possibilities- easily transform it into a sprawling family room, a home theatre, or section it off to add up to two additional bedrooms and expand your living space. Completing this exceptional property is an expansive two-car garage finished with a sleek, durable epoxy floor. Experience ultimate Peninsula convenience just minutes from Whole Foods, Trader Joe's, and the dining and shopping at Hillsdale Shopping Center, with access to SF and Silicon Valley via Caltrain, 101, 280 and 92. Don't miss your chance to own a piece of Westwood Knoll's history with modern updates and room to spare!

121 W 38th Avenue, San Mateo

Listing courtesy of Mariana Pappalardo from Compass. 650-670-7888
376 Glendale Road, San Mateo
$4,999,000
5 Beds ⋅ 5 Baths ⋅ ML82067089 MLS
Fabulous, turnkey single-level residence offers a versatile, open floor plan designed for effortless indoor-outdoor entertaining and the quintessential California lifestyle. Soaring ceilings, abundant windows and skylights fill the interiors with natural light. The expansive great room features a stunning marble fireplace, designer lighting and elegant finishes. A striking backlit onyx bar enhances the adjoining family room, which opens to a beautiful covered patio with built-in BBQ, stone countertops and gas fire pit. The chef's kitchen boasts Thermador appliances, a large center island, walk-in pantry and extensive custom cabinetry. The luxurious primary suite features soaring ceilings, a spacious walk-in closet, patio access and beautifully appointed bath with dual vanities and Toto smart toilet. Five bedrooms include two additional ensuite bedrooms and a bedroom configured as an office with built-in desks and cabinetry. Additional highlights include designer window treatments in select rooms, a stylish powder room, laundry/mudroom and beautifully landscaped grounds. Solar panels, EV charger, nest thermostats, built in sound speakers with Sonos components. two-car garage and additional parking complete this exceptional offering.

376 Glendale Road, San Mateo

Listing courtesy of Kim Gelman from Coldwell Banker Realty. 650-888-5537
416 Fairfax Avenue, San Mateo
$3,998,000
3 Beds ⋅ 3 Baths ⋅ ML82067019 MLS
Every once in a while an opportunity comes alongSpectacular Mediterranean style in sought after Baywood Location. This charming home, situated on arguably one of the best streets in Baywood is sure to please. The home boasts generous living areas, high ceilings, spacious bedrooms, remodeled bathrooms, remodeled kitchen and family room, outdoor venues and nuances, new electrical, structural enhancements, new landscaping and fresh paint.this is a real chance to fulfill a dream! Here are just some relevant attributes: 3 Spacious bedrooms: one bedrooms downstairs and two bedrooms upstairs, Primary Bedroom with walk in closet and bright sun deck with views of Baywood, 2.5 bathrooms all of which have been recently updated, Grand Living Room w/ fireplace, vaulted ceilings, front to back views and an abundance of natural light, Huge and remodeled Kitchen-Nook with Family Room w/ outdoor access points, Bonus Lower Level environment with sink and an abundance of natural light. Additional sub area space with utility sink, washer-dryer and abundant storage, Spacious yard, garage, deck & patio areas, and much more!

416 Fairfax Avenue, San Mateo

Listing courtesy of Gregory Terry from Compass. 650-678-1110
159 Arbor Lane, San Mateo
$1,798,000
2 Beds ⋅ 1 Baths ⋅ 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 Lane, San Mateo

Listing courtesy of Linda Ryan King from Golden Gate Sotheby's International Realty. 650-224-8985
401 41st Avenue, San Mateo
$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 Avenue, San Mateo

Listing courtesy of Julie Baumann from Compass. 650-576-8889
2020 Harding Avenue, San Mateo
$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 Avenue, San Mateo

Listing courtesy of Holly Noto from Coldwell Banker Realty. 650-544-6185
1136 Parrott Drive, San Mateo
$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 Drive, San Mateo

Listing courtesy of Carmen Miranda from Compass. 650-743-4320
3023 Del Ray Street, San Mateo
$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 Street, San Mateo

Listing courtesy of Rumana Jabeen from KW Advisors. 650-743-4503
1242 Shafter Street, San Mateo
$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 Street, San Mateo

Listing courtesy of Gillian Kilroy from Compass. 650-868-2644
2706 Tiburon Street, San Mateo
$2,413,544
4 Beds ⋅ 3 Baths ⋅ ML82065699 MLS
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 Street, San Mateo

Listing courtesy of Michele Tancredi from Michelle Tancredi, Broker. 925-248-4155
2712 Tiburon Street, San Mateo
$2,418,312
4 Beds ⋅ 3 Baths ⋅ ML82065697 MLS
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 Street, San Mateo

Listing courtesy of Michele Tancredi from Michelle Tancredi, Broker. 925-248-4155
2704 Tiburon Street, San Mateo
$2,533,928
4 Beds ⋅ 3 Baths ⋅ ML82065696 MLS
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 Street, San Mateo

Listing courtesy of Michele Tancredi from Michelle Tancredi, Broker. 925-248-4155
509 Crescent Avenue, San Mateo
$3,499,000
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 Avenue, San Mateo

Listing courtesy of from Compass. 650-678-5455
2015 Ticonderoga Drive, San Mateo
$2,398,000
3 Beds ⋅ 2 Baths ⋅ ML82065002 MLS
JUST REDUCED 90K.....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 1,360 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 with additional square footage 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 Drive, San Mateo

Listing courtesy of Glenn Sennett from Coldwell Banker Realty. 650-208-7355
934 S Delaware Street, San Mateo
$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 Street, San Mateo

Listing courtesy of Ryan Gowdy from The Agency. 408-309-8660
221 N Delaware Street, San Mateo
$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 Street, San Mateo

Listing courtesy of Michael Mclean from Coldwell Banker Realty. 650-240-6566
1245 Laurel Hill Drive, San Mateo
$2,788,000
4 Beds ⋅ 2 Baths ⋅ ML82064607 MLS
For the first time since 1967, this charming San Mateo mid-century home, cherished by its original owners since it was built, is now being offered. Set on an expansive, approximately 16,886-square-foot lot, the home is filled with natural light and offers scenic views toward Crystal Springs Reservoir and the Coastal Range. With approximately 1,770 square feet of living space, it features 4 bedrooms, 2 bathrooms, and a well-proportioned layout with wonderful potential to make it your own. The private, resort-style backyard is ideal for relaxing and entertaining, with a swimming pool, spacious poolside entertaining area, and secluded hot tub just outside the primary suite. A rare three-car garage, abundant storage, and ample driveway parking add to the home's appeal. Nestled in the San Mateo Highlands neighborhood, residents enjoy a strong sense of community, access to the Highlands Recreation Center and Highlands Elementary School, and beloved neighborhood traditions, including the annual Fourth of July parade and fireworks. A rare opportunity to make this special home your own in one of San Mateo's most welcoming communities. Your next chapter starts here- welcome home!

1245 Laurel Hill Drive, San Mateo

Listing courtesy of Justin Schneider from Intero Real Estate Services. 650-224-4428
4024 Bayview Avenue, San Mateo
$1,999,999
3 Beds ⋅ 2 Baths ⋅ ML82064310 MLS
Take advantage of a seller-offered rate buydown, potentially providing qualified buyers with a lower interest rate and lower monthly payment by a substantial amount.Buyer qualification and financing terms are subject to lender approval. This attractive ranch-style home is in great condition, presenting an opportunity for a vibrant California lifestyle. The kitchen is a culinary enthusiast's dream, featuring elegant stone counters and a high-end refrigerator, perfect for preparing and enjoying gourmet meals. Adjacent to this, the living room provides a comfortable gathering space, centered around a cozy fireplace. One of the bathrooms offers the convenience of a walk-in shower. The bedrooms provide private retreats, with one featuring an ensuite bathroom for added comfort and privacy, and another showcasing warm hardwood flooring. Step outside to discover a private yard designed for relaxation and entertainment, complete with a fire pit and an inviting outdoor dining area. A patio and terrace extend the living space outdoors, offering versatile areas for enjoyment. Practicality is also addressed with a built-in garage. This property presents an exceptional opportunity to embrace sophisticated living in a desirable location.

4024 Bayview Avenue, San Mateo

Listing courtesy of Despina Johnson from PMZ Real Estate. 209-570-5893
701 Ventura Avenue, San Mateo
$2,900,000
4 Beds ⋅ 4 Baths ⋅ ML82062211 MLS
Fabulous opportunity to own over a 12,000 sq ft of land at the end of a quiet cul-de-sac in one of San Mateos most desirable neighborhoods. This 4-bedroom, 3.5-bath home offers a unique blend of comfort and potential. Enjoy the peaceful, private setting, or explore options to enhance, expand, or build your own private estate. Whether you envision light updates or a custom dream home, the possibilities are endless. A true sanctuary just minutes from top-rated schools, shopping, Parks and transportation.

701 Ventura Avenue, San Mateo

Listing courtesy of Michael Haywood Jr. from eXp Realty of California Inc. 650-773-0266
725 Guildford Avenue, San Mateo
$1,798,000
3 Beds ⋅ 2 Baths ⋅ ML82063836 MLS
MOVE IN READY ! Stylish remodeled residence in sought after Sunnybrae ! Open, light-filled floor plan with wide-plank luxury flooring, recessed lighting, and fresh neutral paint throughout. Expanded chefs kitchen serves as the homes center: featuring ample custom white shaker cabinetry, quartz countertops, subway tile backsplash and SS appliances including a Viking gas stove and Bosch dishwasher. Bathrooms completely transformed with custom glass enclosures, and modern tile finishes and vanities. Primary bedroom suite with walk-in closet. Private patio and rear yard for endless outdoor entertaining. Upgrades include new central heating system, updated electrical, modern plumbing, and energy-efficient double-pane windows. Centrally located just minutes from vibrant downtown San Mateo, Caltrain, major tech hubs, and key commuter routes (101/92/280). Potential to add an ADU. Move right in and enjoy the ultimate in contemporary, maintenance-free living.

725 Guildford Avenue, San Mateo

Listing courtesy of Mamta Nanda from Coldwell Banker Realty. 415-987-6369
4321 Edison Street, San Mateo
$3,595,000
8 Beds ⋅ 9 Baths ⋅ ML82063527 MLS
Sophisticated modern living in desirable Westwood Knolls! Situated on a quiet cul-de-sac, extensively renovated and expanded, this exceptional residence offers approx. 3,839 sq. ft. of living space with 8BD/9BA, including a newly constructed two-story rear extension, on an expansive 9,496 sq. ft. lot. The main residence features dramatic 12-ft ceilings, White Oak hardwood floors, an electric fireplace, and accordion glass doors opening to a view deck with breathtaking city and Bay views. The chefs kitchen showcases a waterfall island, quartz countertops, sleek cabinetry, and high-end Thermador appliances, including a built-in wine refrigerator. The main level offers 5BD/6BA, including 4 en-suites, plus a sunroom and family room with fireplace and wet bar. Additional highlights include multi-zone A/C and heating, ceiling speakers, and 3 decks. The downstairs legal ADU (4321A Edison St) offers separate entrance, 3BD/3BA, including 2 en-suites, an open living area, kitchen with eat-in island, sunroom, and a spacious deck. 2-car garage, tankless water heaters, plus an oversized lot with parking for 10+ vehicles, RV, & boat/trailer. Conveniently located near Hillsdale shopping, dining, Caltrain, and major freeways. A rare combination of space, views, modern luxury, and versatility!

4321 Edison Street, San Mateo

Listing courtesy of Patrick Lam from CENTURY 21 Masters. 415-710-3704
293 W 39th Avenue, San Mateo
$1,698,000
3 Beds ⋅ 1 Baths ⋅ ML82063097 MLS
Located in San Mateo's desirable Westwood Knolls, this neighborhood is known for its tree-lined streets and sunny microclimate. Featuring 3 bedrooms and 1 remodeled bathroom, this home combines modern upgrades, functional floor plan, and classic Peninsula charm. This freshly painted single-story dwelling reveals newly refinished hardwood floors throughout. Comfort is assured with an updated heat pump and A/C. At the heart of the home is a newly remodeled kitchen with quartz countertops, new cabinets, and an open layout flowing into the dining area and versatile great room. Sliding glass doors open to the rear patio from this great room, which adapts as a family room, office, or media lounge. The backyard features low-maintenance stamped concrete for recreation and al fresco dining, complemented by a side yard, and dedicated dog run. Front & back yards are newly landscaped. Practical amenities include an attached garage with laundry, plus a bonus storage room above. Situated steps from Indian Springs Park and local schools, this home offers an exceptional lifestyle. Enjoy quick access to everyday essentials at Hillsdale Shopping Center, Whole Foods, Trader Joes, restaurants, and shopping with a convenient commute to SF and Silicon Valley via Caltrain, 101, 280 & 92.

293 W 39th Avenue, San Mateo

Listing courtesy of Judy Meuschke from Compass. 650-400-2543
3419 La Selva Street, San Mateo
$998,000
2 Beds ⋅ 2 Baths ⋅ ML82062722 MLS
Welcome to the highly sought-after Laguna Vista community, where resort-style living meets everyday comfort. This townhouse offers an attached two car garage with direct access to your home! Step inside to find modern wood flooring in the entry with a convenient powder room. Newly installed carpet and fresh paint throughout. The spacious LR/DR combo, anchored by a sleek fireplace, opens to a large private deck. The kitchen boasts granite counters, generous cabinets and appliances, flowing effortlessly into the dining area with a long buffet style countertop. The dining area features a wall of glass & expansive built-in shelves. Upstairs, the primary bedroom with cathedral ceilings and private balcony offers a long walkthrough closet and direct access to the bathroom area. The second bedroom enjoys nearby access to the common vanity area and separate shower over tub and toilet area. A laundry room is just outside the bedrooms with full-size washer/dryer. Stroll along the magical lagoon & trails, featuring shimmering water and lush landscapes. The community offers a sparkling pool, clubhouse, landscaped path through complex and private lagoon trail access. Located near Los Prados Park, Bay Trail, Marina Plaza shopping, with easy access to Hwy 101 & 92.

3419 La Selva Street, San Mateo

Listing courtesy of Benjamin Chirko from Coldwell Banker Realty. 650-954-8769
2425 Alameda De Las Pulgas, San Mateo
$2,198,000
5 Beds ⋅ 2 Baths ⋅ ML82061838 MLS
Space, character, and endless potential come together at 2425 Alameda de las Pulgas! Lovingly cared for by the same family since the 1960s, this 5Bed/2Bath, 2,785 sqft residence is ready for a new owner to bring their own vision to life. The main level features a spacious living room with fireplace, dining room, kitchen, 2BRS/1BA. Upstairs, 3BRS/1BA & a finished attic/playroom. Upstairs has potential for an ADU or separate living space. (Buyer to investigate feasibility.) Beautifully landscaped front and back yards create a peaceful, garden-like setting filled with mature plantings and multiple areas to relax, play, or entertain. A charming waterfall feature adds to the tranquility of the backyard, while a two-car garage provides additional parking and storage. This property presents a rare opportunity in San Mateo's sought-after Beresford Park neighborhood. Conveniently located near all that San Mateo has to offer, including shopping, dining, parks, recreation, schools, and everyday amenities, with easy access to Caltrain,Major freeways for commuting throughout the Peninsula, Silicon Valley, and San Francisco.

2425 Alameda De Las Pulgas, San Mateo

Listing courtesy of Allison M Fujimoto from Golden Gate Sotheby's International Realty. 650-888-3863
1586 Lexington Avenue, San Mateo
$4,498,000
3 Beds ⋅ 2 Baths ⋅ ML82060534 MLS
A rare architectural offering, this one-of-a-kind 1956 Mid-Century Modern X-100 prototype, designed by an acclaimed team of architects, represents a pivotal moment in mid-century modern design. The home showcases six exposed steel I-beams, eliminating interior load-bearing walls and creating a dramatic open, light-filled environment with seamless indoor-outdoor flow. Thoughtfully restored while honoring its original vision, recent updates include fresh interior/exterior paint, recoated foam roof, refinished vinyl and concrete floors, updated radiant heating, curated furnishings, and refreshed landscaping. The home is organized around two private garden atriums with in-ground planting beds, while 32 feet of skylights flood the interiors with natural light. Signature materials, steel, glass, and Formica, highlight the home's authentic modernist character. Built-ins and kitchen elements are fully integrated into the architecture. Debuted in 1956, the X-100 gained national attention and influenced generations of modern residential design, set against the backdrop of Crystal Springs Reservoir. Listed on the National Register, this is a true collector-grade property ideal for design enthusiasts, historians, and those seeking a singular living experience. A legacy of visionary design.

1586 Lexington Avenue, San Mateo

Listing courtesy of from Compass. 408-373-1660
3 Bay Landing, San Mateo
$1,350,000
3 Beds ⋅ 3 Baths ⋅ ML82057925 MLS
A Great Value! Why buy a Condo when you can own a detached Single Family Home?! A Rare Opportunity to own A New England Style Bungalow in an Exclusive Private Enclave of just 10 Homes built in 1997! Located on a Peaceful Private Street steps from the Bay Trail, this 3-BR, 2.5-Bath Gem features an Updated Kitchen w/Coastar Engineered Stone Countertops, New SS Appliances, Sink, Faucet, GD. LRG Combo LR/DR, WBF w/Gas Starter, New Interior Paint Throughout, complimented by New High Quality Engineered Flooring w/ Commercial Grade AC4 Waterproof Rating w/ Advanced Scratch Protection on Entire Lower Level, Stairway and Upper Hall. New Carpet and Pad in Bedrooms. A Luxurious Primary Ste. welcomes the Morning Sun with Views of the SF Bay and SM Bridge, boasting a High Sloped Ceiling, Mirrored Closet Doors, and Double Sinks, Walk-In Shwr. The 3rd Bedroom serves perfectly as an Office w/ Built-In Cabinets and Shelving. Recessed LED Lighting and Upgraded Lighting Fixtures Throughout. Additional features include an Interior Lndry RM and a LRG 2-car Garage with Built-In Storage, Addtl Attic Space, and an 84-Bottle Wine Rack. Enjoy the Afternoon Sun in your Private Rear Yard featuring a Pergola Shaded Patio, and Built-In Natural Gas BBQ and Sink. Dual-Pane windows, fire sprinklers throughout.

3 Bay Landing, San Mateo

Listing courtesy of Victor M. Zolezzi from Coldwell Banker Realty. 650-868-3495
444 Fathom Drive, San Mateo
$2,134,000
4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS
Spectacular living in this water front home in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom Drive, San Mateo

Listing courtesy of Joseph Bentley from The Agency. 650-867-0199
9 Bel Aire, San Mateo
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

Listing courtesy of from KW Advisors. 650-465-5742
430 Cavanaugh Street, San Mateo
$1,398,000
4 Beds ⋅ 2 Baths ⋅ ML82039764 MLS
Buy a single family home at a townhome price. This beautifully updated four-bedroom, two-bath residence blends timeless architectural character with modern upgrades, offering the ideal balance of style, comfort, and functionality. Step inside to discover a light-filled interior featuring a versatile and thoughtfully designed floor plan, ideal for both everyday living and entertaining. The lovely updated kitchen serves as the heart of the home, showcasing modern finishes and ample space for cooking and gathering. Newly installed flooring throughout and all newly installed light fixtures enhance the homes fresh, cohesive feel, creating a warm and inviting atmosphere. The flexible layout offers multiple living spaces, ideal for a home office or a variety of living needs. Each bedroom is well-proportioned, providing comfort and privacy. Ideally located in the heart of the Peninsula, this home is centrally positioned between San Francisco and Silicon Valley, making it a commuters dream. Enjoy close proximity to parks, schools, shopping, dining, and everyday conveniences, with Coyote Point Recreation Area and Poplar Creek Golf Course just minutes away.

430 Cavanaugh Street, San Mateo

Listing courtesy of Rachel Ni from Coldwell Banker Realty. 650-455-1500

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