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View All Latest San Mateo 2500+ Sq. Ft. Properties for Sale

$3,600,000
5 Beds ⋅ 7 Baths ⋅ ML82055548 MLS
Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

1305 Maple ST, San Mateo

Listed by Anders Fung, 415-260-5841 from Sequoia Commercial Group
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

$3,350,000
3 Beds ⋅ 2 Baths ⋅ ML82056866 MLS
Experience a fully remodeled, chic interior design, offering breathtaking bay views and an enchanting deck and flat lawn. Nestled in the desirable SM Terrace neighborhood, this home offers the perfect balance of privacy and convenience with easy access to commuter freeways, Beresford Park, and downtown San Mateo, plus walkability to Meadow Heights Elementary. High ceilings and oversized windows flood the living and dining rooms with natural light, highlighting wide-plank French oak floors, and curated lighting. At the heart of the home, the chef's kitchen features custom cabinetry, Gaggenau ovens, a beverage refrigerator, and a five-burner Thermador gas cooktop. The space flows effortlessly into the family room and out to a private Trex deck and lush lawnideal for entertaining, play, or pets. The serene primary suite boasts 4 closets and a spa-like updated bath with a double vanity, soaking tub, and custom walk-in shower. Two additional sun-filled bedrooms share a tastefully remodeled second bath. Modern conveniences include a two-car garage with epoxy flooring and a Tesla charger, plus a separate light-filled bonus room perfect for a home office or studio. Complete with extensive dry under-house storage, this home perfectly balances style, function, and indoor-outdoor flow.

788 Sequoia AVE, San Mateo

Listed by Sternsmith Group, 650-678-5455 from Compass
(If provided) CoList: from

Sold listing courtesy of Danielle Shapiro Stroud from COMPS

$4,788,000
4 Beds ⋅ 5 Baths ⋅ ML82052352 MLS
Set behind a gated entry in coveted San Mateo Park, this beautifully updated home offers approximately 2,915 square feet of light-filled living space with 4 bedrooms, 3 full bathrooms, and 2 half bathrooms. The remodeled kitchen features white cabinetry, light-toned sueded granite countertops, a large island, and a skylight, opening seamlessly to the living and dining areas. French doors lead to the patio and gardens, creating effortless indoor/outdoor flow. The primary suite overlooks the deck with stunning views of the hills and includes two closets and a luxurious ensuite bath with a double white oak vanity, soaking tub, and walk-in shower. The lower level adds exceptional flexibility with 2 spacious family rooms, private office, gym or flex space, large laundry room, generous storage, and direct access to an oversized attached 2-car garage with an electric car charger. Outside, all-new terraced grounds create a veritable secret garden with mature greenery, rock walls, custom fencing, a pergola, and multiple areas for relaxing and entertaining. The expansive lot extends from Glendale Road to Edgewood Road with ownership and access from both streets. Enjoy the magic of San Mateo Park, with an easy stroll to downtown Burlingames events, shops, dining, and all the fun of the Ave!

405 Glendale RD, San Mateo

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

Sold listing courtesy of Holly Zhang from RILEY

$2,350,000
8 Beds ⋅ ML82051839 MLS
An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

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

Sold listing courtesy of Michael Hecht from NTERO

$3,760,000
4 Beds ⋅ 4 Baths ⋅ ML82050829 MLS
Nestled in the coveted San Mateo Park neighborhood this exceptional residence offers a rare combination of privacy, elegance, and walkable access to downtown Burlingame's vibrant dining and shopping district. Featuring 4 bedrooms and 3.5 baths, the residence seamlessly blends timeless charm with abundant natural light and a welcoming open floor plan including a separate family room with a vaulted ceiling. Bifold glass doors in the formal living and dining areas open to a spacious patio and expansive wraparound grounds, creating the ultimate indoor-outdoor lifestyle. The beautifully landscaped yard showcases mature trees, lush gardens, a fountain, whimsical garden details, and charming brick and fossil stone pathways that invite year-round enjoyment. The thoughtfully designed floor plan includes three bedrooms on the main level, while the private upper-level primary suite offers a vaulted ceiling, updated custom bathroom, a deck and serene garden views. Timeless architectural details throughout the home include fine millwork, beamed ceilings, leaded glass windows, and hardwood flooring. A separate bonus space provides flexibility for a home office, fitness studio or creative retreat. Welcome Home! County Assessor has updated county record as having 4 bedrooms and 3.5 bathrooms

605 Barroilhet AVE, San Mateo

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

Sold listing courtesy of Rob Decontreras from KWPEN

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

420 W Poplar AVE, San Mateo

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

Sold listing courtesy of Jenny MacLeod from APR

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2500+ Sq. Ft. San Mateo Real Estate