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$2,500,000
3 Beds ⋅ 2 Baths ⋅ ML82048421 MLS
Welcome to this beautifully updated 3-bed, 2-bath westside home in sought-after San Mateo Terrace, where modern refinement and pride of ownership shine throughout. Gleaming refinished floors flow through the bright, open living spaces, anchored by an expansive living room with a cozy fireplace that leads seamlessly to the formal dining room and out to the yard. At the heart of the home, the remodeled kitchen impresses with quartz counters, stainless steel appliances, and a sun-drenched eat-in nook framed by charming bay windows. The primary suite is a true haven, featuring a remodeled ensuite with a chic vanity and walk-in shower, while two additional bedrooms are served by a stylishly updated hallway bath. Step outside to a meticulously manicured backyard oasis on an expansive ~7,013 SF flat lot - a rare find and perfect for summer entertaining or simply enjoying the tranquil privacy of lush, verdant landscaping. Additional highlights: fully paid-off solar panels with a Tesla Powerwall, upgraded HVAC with A/C and heat pump, a newer 50-year roof, fresh interior paint, recessed lighting, a remodeled 2-car garage with extra storage, and seismic foundation upgrades. Moments from top schools, Beresford Park, Hillsdale Mall, 25th Avenue's dining and shops, and major commute routes.

731 26th AVE, San Mateo

Listed by Sternsmith Group, 650-773-7736 from Compass
(If provided) CoList: from

Sold listing courtesy of Nicky Zannis from CBR
$2,500,000
3 Beds ⋅ 3 Baths ⋅ ML82039491 MLS
Located in a sought-after San Mateo neighborhood, this spacious 3-bedroom + office, 2.5-bath home offers approximately 2,530 sq ft of flexible living space on a beautifully landscaped 6,600 sq ft lot. Designed for both everyday comfort and entertaining, the home features a large family room seamlessly connected to the kitchen perfect for gatherings, movie nights, or hosting guests. The dedicated office provides an ideal work-from-home setup or optional guest space. The expansive, flat backyard is a true highlight, offering mature landscaping, room to play, garden, or create your own outdoor retreat. With its generous layout and solid footprint, the home presents a rare opportunity to update, expand, or customize to match your vision and lifestyle. Ideally located near parks, top-rated schools, shopping, dining, and major commuter routes, this property combines convenience with long-term upside. Whether youre looking to move right in or design your dream home over time, this is a unique opportunity in one of San Mateos most desirable areas.

341 Sylvan AVE, San Mateo

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

Sold listing courtesy of Magic Li from CBR
$2,490,000
4 Beds ⋅ 3 Baths ⋅ ML82040945 MLS ⋅ Elevate 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. *Photo of model home not of actual home*

2322 Red Oak CT, San Mateo

Listed by Michele Tancredi, 408-621-3311 from Michelle Tancredi, Broker
(If provided) CoList: from

Sold listing courtesy of Shalini Sadda from CITYRE
$2,455,000
3 Beds ⋅ 3 Baths ⋅ ML82049914 MLS ⋅ Sugarloaf BLDG.
Elegant Beauty! This gorgeous home boasts 3 bedrooms, 2.5 bathrooms and is lovingly perched in a Cul-De-Sac. This is a beautiful show piece filled with natural light. Newly updated kitchen including cabinets with granite counters, crown moldings, remodeled bathrooms, hardwood flooring upper and lower levels, wood spindle staircase, fireplace, and a den with a closet knockout that can easily become a 4th bedroom. Walk out from the living room to the quiet, serene, lush back yard for guest entertainment filled with trees and beauty. Nature at its best with hikes and walks to Sugarloaf and Laurelwood Parks. Don't miss this turn key opportunity. Convenient access to highway 280/92 and is zoned for highly sought after Carlmont High School District including Belmont/ Redwood Shores Schools....

1632 Toyon CT, San Mateo

Listed by Fadi Soudah, 650-771-8882 from Coldwell Banker Realty
(If provided) CoList: Firas Haimour from Coldwell Banker Realty

Sold listing courtesy of Michael Peng Li from GVFR
$2,450,000
4 Beds ⋅ 2 Baths ⋅ ML82057712 MLS ⋅ Highlands BLDG.
Mid-century modern Highlands Eichler on a large Approx. 7,778 square foot landscaped lot with room for expansion or an ADU! Entertaining living room w/10-foot high soaring ceilings. Updated Sliding doors and dual pane windows. Nicely maintained original wood paneled walls. Four bedrooms Two baths, sitting room/office, plus additional space in garage ideal for game room. New carpets, new interior/exterior paint. Foam roof. Kids playroom in backyard. Outdoor covered patio for a relaxing shaded space. 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!

1708 Monticello RD, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82039160 MLS ⋅ Sugarloaf BLDG.
Welcome to this beautifully renovated home in the highly desirable Laurelwood/Sugarloaf neighborhood. The home boasts 3 bright and spacious bedrooms upstairs with views of the mature trees surrounding it. Two full bathrooms upstairs and one half bath downstairs provide flexibility. The main level is comprised of two separate family/living spaces as well as a reimagined galley kitchen that leads to one of two outdoor decks. The primary suite upstairs takes advantage of the natural scenery with a balcony. The home is completed with a large 2 car garage and driveway. Close to CSM, Sugarloaf open space, Laurelwood shopping center and easy access to major freeways 101/280.

3400 Douglas CT, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: Ruby Noori from Coldwell Banker Realty

Sold listing courtesy of Hira Bakhsh from SZIR01
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82038538 MLS
This stunning remodeled home in the heart of San Mateo's popular Hillsdale neighborhood is filled with thoughtful upgrades throughout! Set on a large, picturesque lot, the property enjoys a beautiful private Creekside setting that creates a nature-filled backdrop. Mature landscaping and generous outdoor space provides endless possibilities for relaxing, gardening and entertaining. A lovely formal entry greets you, step into the open living/dining room combination that features a large picture window to enjoy the stunning garden views. A gourmet kitchen that any chef would be delighted to call their own, featuring stainless steel appliances, wine fridge, sleek granite counters, a large pantry, 5 burner stove top and built-in dining area. The spacious family room includes a cozy corner fireplace, sliding doors to the outdoors and a conveniently located half bath. The primary bedroom features 3 closets, one being a large walk-in, the attached primary bathroom has an over-sized shower w/seating area. The front bedroom has custom built-in cabinets with a desk area that could be a great office for those that work from home. This stylish upgraded home with a comfortable layout & lush landscape has so much to offer! Located near Hillsdale Mall, Trader Joe's, parks, schools, & Library

311 W Hillsdale BLVD, San Mateo

Listed by Arlene Sullivan, 650-703-1830 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Amy Brenner from RDFIN
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82031825 MLS
Welcome to 347 Rolling Hills Avenue, a beautiful 3-bedroom, 3-bathroom home in one of San Mateos most desirable neighborhoods. Offering approximately 2,100 SF of thoughtfully designed living space, this home blends timeless character with modern updates and enjoys stunning views from nearly every window. The light-filled living and dining areas feature hardwood floors, a cozy fireplace, and elegant finishes, creating a warm and inviting atmosphere. The updated kitchen is equipped with stainless steel appliances, granite countertops, and an island with bar seating perfect for everyday living and entertaining. The spacious primary suite includes a spa-inspired en-suite bath, while two additional bedrooms and full baths offer flexibility for guests, a home office, or multigenerational living. All renovations, including the third bathroom addition, were fully permitted and finalized. Step outside to a resort-style backyard designed for relaxation and entertaining, featuring a built-in BBQ kitchen, spacious seating area, and a private putting green. Additional highlights include central heating and cooling, and a prime location close to schools, parks, shopping, hospital, and major commuter routes. This move-in-ready home offers the perfect blend of comfort and outdoor living.

347 Rolling Hills AVE, San Mateo

Listed by Vincent Li, 408-887-8824 from Intero Real Estate Services
(If provided) CoList: Susan Hu from Intero Real Estate Services

Sold listing courtesy of Rachel DiNapoli from DWELL
$2,438,000
4 Beds ⋅ 3 Baths ⋅ ML82042341 MLS
Lovely home in San Mateo's desirable Lanes neighborhood offers 4 bedrooms and 3 full baths, including two primary En-suites. This light-filled residence shows pride of ownership and features an open floor plan with an updated kitchen and island that opens seamlessly to the living and dining areas complemented by folding glass doors that go to the backyard. Beautiful refinished wood floors, fireplace, fresh interior paint, recessed lighting and a den/office that could be used as a 5th bedroom. A deck off the main living space provides the perfect setting for relaxing, entertaining, or enjoying your morning coffee. The beautiful landscaped backyard offers additional room to unwind or play, and less than 12 houses away on Louise Lane is East Hillsdale Park where you have tennis, a walking trail, park benches and play area, and approximately half mile from West Hillsdale Park in the Lanes. Spacious two-car garage includes pull-down stairs for convenient extra storage. Ideally located near shopping and dining, including Safeway, Trader Joes, and the Hillsdale Shopping Center, with easy access to Highways 280, 101, and 92 for a seamless commute to both San Francisco and Silicon Valley.

105 Louise LN, San Mateo

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Vivian Shao Rooks from GRBA
$2,420,000
4 Beds ⋅ 2 Baths ⋅ ML82039588 MLS
Welcome to this beautifully designed 1-story home with an open, modern floor plan that has been thoughtfully remodeled & reimagined. The heart of the home offers an open-concept great room that blends the living, dining & kitchen areas beneath vaulted ceilings w/ skylights, large floor to ceiling windows, recessed lighting & wide-plank white oak wood flooring. A fireplace with wood mantle creates a warm focal point. French doors open from the dining to the yard, creating effortless indoor-outdoor living. The great room flows naturally into the contemporary kitchen featuring clean-lined cabinetry, dramatic Porcelain Calacatta Viola countertops & backsplash, Bosch SS appliances, & a large center island. The spacious primary suite features picture windows w/ modern en-suite bath w/ a sleek vanity, contemporary fixtures, glass-enclosed stall shower & a large wardrobe closet. 3 additional bedrooms offer flexible living space. The hall bath is tastefully updated with a shower-over-tub, tile surround, & contemporary vanity. The yard provides a private outdoor setting with a lawn & spacious patio ideal for entertaining. Located on one of Sunnybrae's most desirable streets & close to the parks, vibrant downtown dining, Hillsdale mall, Caltrain & major commute routes. This is a RARE FIND.

909 Sunnybrae BLVD, San Mateo

Listed by Debbie Wilhelm, 650-400-3111 from Coldwell Banker Realty
(If provided) CoList: Sanit Bordeianu from Coldwell Banker Realty

Sold listing courtesy of Stanley Zhu from KINE
$2,402,000
4 Beds ⋅ 2 Baths ⋅ ML82041331 MLS
Designed with both comfort and functionality in mind, this residence features three spacious bedrooms plus a dedicated office, offering flexibility for todays lifestyle. Vaulted ceilings create a sense of volume and openness, while new hardwood flooring throughout brings a fresh, cohesive feel. The home offers a classic yet versatile layout with a formal living room and dining room, along with a welcoming great room and breakfast area for everyday living. The kitchen has been refreshed with new countertops, and the light-filled primary suite provides a peaceful retreat. A back deck extends the living space outdoors, ideal for al fresco dining and entertaining. An attached two-car garage adds convenience, all set within a charming neighborhood with sidewalks, just minutes from Highway 92 and Laurelwood Shopping Center.

3408 Spyglass DR, San Mateo

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

Sold listing courtesy of Eric McCafferty from GGSIR
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML82047386 MLS
Location, location, location! Nestled on an expansive 12,327 sq. ft. lot, this sought-after single-level home offers four bedrooms, two and a half baths, and breathtaking views of the Crystal Springs Reservoir and surrounding canyon. With its serene setting and lush mature landscaping, this property captures a rare country living in the city feel. The spacious living room features a fireplace and sweeping views, creating the perfect space for both relaxing and entertaining. A comfortable family room flows seamlessly off the kitchen and dining areas, while refinished wood floors, fresh interior paint, and abundant natural light enhance the homes warm and inviting atmosphere. Step outside to a beautiful deck and private hot tub surrounded by tranquil greenery, offering a true retreat-like setting. With tremendous upside potential, this home provides the opportunity to add your own personal touches and create something truly special. Additional highlights include a separate laundry area and attached two-car garage. Ideally located with easy access to Highway 92, Interstate 280, San Francisco, Silicon Valley, and San Francisco International Airport.

112 Linden LN, San Mateo

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Lili Chen from CBR
$2,400,000
4 Beds ⋅ 2 Baths ⋅ ML82042415 MLS
A rare mid-century retreat with sweeping bay and mountain views is offered for the first time in over 45 years. This well-maintained 4BR/2BA home sits on an expansive 24,000 sqft lot at the end of a quiet cul-de-sac in one of San Mateo's most desirable Hillside neighborhoods. Enjoy panoramic views of San Francisco, the Peninsula, & the East Bay. The home blends classic mid-century character with a functional, inviting layout. Sunlit living spaces feature all new double paned windows, hardwood floors and a fireplace, complementing a formal dining area ideal for gatherings. Updated kitchen offers generous counter space, ample storage, & new appliances. Four well-sized bedrooms and two full baths provide flexibility for living, guests, or a home office. A dedicated laundry room adds convenience. The oversized lot offers a rare sense of privacy and openness. The peaceful secluded backyard features a pool, areas for entertaining, & offers a calm space to recharge with daily opportunities for wildlife viewing! Located near Laurelwood Park & Sugarloaf Open Space, with access to hiking trails, top-rated schools, shopping, dining, & easy access to Hwy 92. A unique opportunity to own a classic mid-century home with exceptional space, privacy, & views in a sought-after San Mateo location.

723 Linda CT, San Mateo

Listed by Rick Barrelier, 650-573-5961 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Yulia Goyal from PNN
$2,400,000
3 Beds ⋅ 2 Baths ⋅ ML82040327 MLS
A beautifully updated, sun-drenched home in one of San Mateo's most desirable neighborhoods, this residence offers the perfect blend of modern style and everyday comfort. With a sought-after south-facing orientation and three thoughtfully placed skylights in the kitchen, hallway, and office, the home is filled with natural light throughout the day, creating a bright and welcoming atmosphere. The heart of the home is the stunning kitchen, featuring premium appliances, an oversized island ideal for gathering and entertaining, and elegant wood cabinetry that adds warmth and sophistication. The open layout flows seamlessly into the living spaces, making it perfect for both relaxing and hosting. Step outside to a private backyard retreat with a beautiful wood deck and a mature plum tree, offering a serene setting for outdoor enjoyment. Ideally located just minutes from top-rated schools and near Beresford Park with its playgrounds and tennis courts, this home delivers both convenience and lifestyle in an unbeatable location.

765 Sequoia AVE, San Mateo

Listed by Charmaine Wang, 650-521-4756 from Compass
(If provided) CoList: Joy Rong from Intero Real Estate Services

Sold listing courtesy of Maggie Chien from COMPS
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82038316 MLS
Located on a lovely, tree-lined street, this truly exceptional home is just a short walk to vibrant downtown San Mateo, known for its excellent restaurants, shopping & nearby Central Park. Blending timeless character with modern comfort, the home offers a spacious & highly versatile floor plan with multiple living areas. The main level welcomes you through a striking carousel-shaped entry that opens to a bright & inviting living room, a formal dining room, office, full bathroom, and laundry room. The open kitchen flows seamlessly to the beautifully landscaped backyard. Upstairs are two spacious bedrooms, an additional full bathroom & a cozy bonus room currently set up as a nursery. The lower level features an expansive bonus space with a full bathroom, dining area & a kitchenette (without stove). This flexible area is ideal for guests, a family or media room. Outside, the property offers beautifully landscaped front & back yards, along with a long, electronically gated, driveway perfect for RV parking. The driveway leads to a large two-car garage. Above the garage is a charming, light-filled one-bedroom in-law unit, adding even more flexibility to this remarkable property. With its unique character, generous space and prime location, this special home is not to be missed.

809 E 5th AVE, San Mateo

Listed by Kathy Wall, 415-608-4168 from Intero Real Estate Services
(If provided) CoList: Michael Darling from Intero Real Estate Services

Sold listing courtesy of Christopher Eckert from KWPEN
$2,368,000
2 Beds ⋅ 2 Baths ⋅ ML82054571 MLS
Beautiful 2BR/2BA home in a prime Westside San Mateo location! This spacious single-story residence blends timeless charm with modern updates. The bright living room features a cozy fireplace, while the formal dining room showcases elegant wood wainscoting. Updated kitchen includes granite countertops, a skylight, and stainless steel appliances, and flows seamlessly into the adjacent family room. French doors open to a covered porch overlooking the private backyard, creating the perfect indoor-outdoor living space. The spacious primary suite features a large walk-in closet and a private en-suite bath. A generously sized second bedroom and a full hall bath with a soaking tub provide comfort for family and guests alike. Additional highlights include hardwood floors, crown molding, recessed lighting, dual-pane windows, central heating, and a massive attic with insulation. A detached two-car garage with a workshop and additional attic space adds even more versatility. Highly sought after school district. Ideally located within walking distance of vibrant downtown San Mateo, the Caltrain stations, restaurants, and grocery stores, with easy access to major freeways and tech shuttle stops, this home offers the perfect blend of character, comfort, and convenience.

1429 Maple ST, San Mateo

Listed by Angie Ni, 650-863-0879 from Coldwell Banker Realty
(If provided) CoList: Bali Liu from Coldwell Banker Realty

Sold listing courtesy of John Sayage from APR
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82052229 MLS
This is it, YOUR NEW HOME! Welcome to this beautifully updated Eichler home in the highly desirable Sunnybrae neighborhood of San Mateo. Boasting numerous high-end upgrades and immaculate attention to detail throughout, this stunning property features a bright and open floor plan, brand new exterior and interior designer paint, gorgeous engineered wood flooring, stylishly renovated bathrooms, and a truly exquisite kitchen with custom quartz countertops, custom cabinets with auto-sensor LED lighting, and top-of-the-line appliances. Technical upgrades include all new electricals, new copper plumbing, new tankless water heater, new HVAC and AC unit, Milgard windows and sliding doors, Hansgrohe fixtures, designer ceiling lights, luxurious Porcelanosa brand floor and bathroom tiles, brand new pavers and low-maintenance artificial grass in backyard, new redwood fence in front, and so much more. Whatever your lifestyle, Sunnybrae's ideal location and distinctive community lets you create a life uniquely you, and this beautiful modern home will have you and your family living the good life for years to come. WELCOME TO YOUR NEW HOME!

1751 Celeste DR, San Mateo

Listed by Alana Lam, 408-981-6012 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Ranya Kaileh Francis from SIR
$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
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82049103 MLS ⋅ SM Highlands BLDG.
recently updated in a desirable location! With approximately 1500 square feet of living space, plus an additional approx. 300 square foot bonus room. This house is perfect for those who value both comfort and convenience with a spacious feel of this Eichler home! The living room is cozy and inviting, with large windows that let in plenty of natural light. Wood burning fireplace for extra comfort. The kitchen is well-appointed, with a galley kitchen & plenty of counter space for meal preparation. The dining area is conveniently located adjacent to the kitchen, making it easy to entertain guests. The bonus/hobby room can easily double as a home office or utility room. The house is situated on a big Level lot providing a peaceful and serene environment. The backyard is spacious and perfect for expansion or an ADU. The property also features a two-car garage Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

1571 Forge RD, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Soofie Jadallah from CBR
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82045479 MLS ⋅ Fiesta Gardens Homes Association BLDG.
Welcome to 806 Fiesta Drive, a beautifully reimagined ranch-style home in sought-after Fiesta Gardens where timeless charm meets modern luxury. Expanded and thoughtfully remodeled, this light-filled residence offers an open-concept floor plan with refinished original hardwood floors and curated high-end finishes throughout. The stunning chefs kitchen features quartz slab counters, custom cabinetry, Wolf range, SubZero refrigerator, Miele dishwasher, wine fridge, and a dedicated larder cabinet/coffee station. Spa-inspired bathrooms were remodeled with custom vanities, quartz slab surrounds, and designer fixtures. Major upgrades include A/C, roof, fire sprinkler system, and solar. Outside, enjoy mature landscaping, accent lighting, fountain, pavers, and a private hot tub; creating an ideal setting for relaxation and entertaining. Located in the vibrant Fiesta Gardens community, residents enjoy access to the neighborhood pool, cabana, kiddy park, tennis courts, and beloved social events. Ideally positioned near major commute routes, shopping, dining, and top employment centers, 806 Fiesta Drive offers the perfect blend of lifestyle, luxury, and convenience.

806 Fiesta DR, San Mateo

Listed by David Martin, 650-743-2398 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Benjamin Chirko from CBR
$2,350,000
3 Beds ⋅ 2 Baths ⋅ ML82038492 MLS
Move right in and start enjoying life in the San Mateo Village. This beautifully updated 3-bedroom, 2-bath home blends comfort, charm, and an unbeatable neighborhood setting known for its strong sense of community and highly regarded George Hall Elementary. Inside, refinished oak floors, vaulted ceilings with skylights, modern lighting, dual-paned windows, and fresh interior and exterior paint create a bright, polished feel throughout. The living room with fireplace flows into a dining area with French doors opening to the patio and gardens, while the granite-finished kitchen features a dining island and stainless steel appliances. The spacious primary suite offers lofty ceilings, a cozy window alcove, walk-in closet, and bath with elevated soaking tub. Two additional bedrooms sit along a private hallway for comfortable living. Outside, stone pathways wind through colorful botanicals, fruit trees, and dry creek beds, creating a peaceful garden retreat. A charming stand-alone cottage adds flexible space for hobbies, work, or relaxation. Perfectly located in one of the Peninsulas most beloved neighborhoods, with easy access to parks, shopping, and major commute routes, you don't want to miss this turn-key gem.

3612 Santiago ST, San Mateo

Listed by Maria Baker, 415-412-2590 from Compass
(If provided) CoList: Julie Baumann from Compass

Sold listing courtesy of Hira Bakhsh from SZIR01
$2,335,000
3 Beds ⋅ 3 Baths ⋅ ML82041551 MLS
Nestled in the charming neighborhood of Sunnybrae, this beautifully remodeled 3-bedroom, 3-bath contemporary home offers modern living with the added benefit of an attached ADU. A thoughtfully landscaped front yard welcomes you into a bright, open-concept living, dining, and kitchen area designed for both comfort and entertaining. The spacious living room is filled with natural light and anchored by a sleek, modern fireplace. The chefs kitchen features black stainless-steel appliances, quartz countertops, and an oversized island ideal for casual dining and gatherings. The primary suite serves as a private retreat, complete with a spa-inspired ensuite bathroom and a generous walk-in closet. The attached ADU includes a kitchenette and full bath, offering excellent flexibility for guests, extended family, or rental potential. Outdoor spaces in the side and backyard are perfect for seamless indoor-outdoor entertaining. A fully permitted 136-sq-ft detached flex room provides additional versatilityideal as a home office, gym, or art studio. This home truly has it allthis is one you dont want to miss before its gone.

1221 Carlisle DR, San Mateo

Listed by Gillian Kilroy, 650-868-2644 from Compass
(If provided) CoList: from

Sold listing courtesy of Jenna Chambers from APR
$2,300,000
5 Beds ⋅ 3 Baths ⋅ ML82057701 MLS
Discover a rare opportunity in San Mateo's sought-after Los Prados neighborhood. This beautifully maintained duplex offers approximately 2,638 square feet of living space on an expansive 8,482 square-foot lot, combining versatility, privacy, and exceptional indoor-outdoor living. Ideal for an owner-occupant, multigenerational household, or investor, the property offers comfort and long-term potential. The two residences include a spacious 3-bedroom, 2-bath main home and a separate 2-bedroom, 1-bath unit. Both have been thoughtfully updated with well-appointed kitchens, hardwood and tile flooring, skylights, generous storage, heating and cooling, and private laundry. Separate utility meters add flexibility. Private, fully fenced rear yards feature mature landscaping, citrus trees, lush lawn, drought-tolerant plantings, patios, and inviting walkways. A covered pergola creates an ideal setting for outdoor dining and entertaining, while a garden shed/home office offers flexible space for work, hobbies, or storage. Conveniently located near neighborhood shopping, Hillsdale, the Bay Trail, and major Peninsula commute routes, the property provides easy access to Highways 101 and 92, San Carlos Airport, and SFO. You do not want to miss this beauty!

3342-3344 Los Prados ST, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Matthew Campana from COMP
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82048989 MLS
Thoughtfully rebuilt and expanded, this extensively updated residence blends modern design, everyday functionality, and an unbeatable Peninsula location. Vaulted ceilings, wide-plank hardwood floors, and an open-concept layout w/ natural light. The chef's kitchen was completely rebuilt in 2021 & showcases sleek custom cabinetry, a full suite of Thermador appliances and a dramatic waterfall quartz island that anchors the living & dining areas. The spacious primary suite features a spa-inspired bath w/ dual vanities and his-and-her walk-in closets. Generously sized secondary bedrooms are complemented by a window-lined pantry currently used as a home office, plus an additional office area created from a portion of the garage-side laundry space. Major improvements include a rebuild and expansion of the bedroom & living areas in 2019, followed by additional upgrades in 2021. Additional features include central A/C, heating, whole-house water filtration, tankless water heater, sprinkler system, & newer washer/dryer. The beautifully redesigned backyard features expansive paver patios & artificial turf, creating a low-maintenance setting. Walking distance to Whole Foods and Hillsdale Shopping Center, w/ quick access to Highway 101.

233 Poinsettia AVE, San Mateo

Listed by Wen Guo RE Group, 650.867.1128 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Shelly Chou from CBR
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82049889 MLS
Welcome home to 1674 Roberta Dr. - A rare waterfront estate w/ sweeping wide-water views, positioned just off the ski zone in calm waters. Thoughtfully updated, this exceptional home invites you to enjoy waterfront sunrises, entertain across multiple outdoor living spaces and unwind beneath mature shade trees. Highlights include a composite deck, inset Jacuzzi spa, Terrazzo patio, fenced dock & boat ramp. Refinished hardwood floors, a classic fireplace hearth with inlaid bookcase, radiant heated flooring, exposed beam ceilings, skylights, and expansive sliding glass doors create a seamless connection to outdoor living. The quartz-appointed chefs kitchen features Shaker cabinetry, a Blanco deep-well sink with Delta wand faucet w/ commanding waterfront view. Featuring an LG appliance suite w/ slide-in range, microwave hood & French door refrigerator. A well laid out floor plan offers three bedrooms, multiple living spaces, a bonus room & oversized 2 car garage, Tesla solar array and updated systems throughout. Ideally situated near parks, schools, shopping, and major commuter routes to San Francisco, Silicon Valley and the Pacific coast. 1674 Roberta Drive delivers the ideal Bay Area retreat. A lifestyle defined by waterfront recreation and connection to the Parkside community.

1674 Roberta DR, San Mateo

Listed by Andrew Lomano, 650-346-0900 from Living Estates Realty
(If provided) CoList: from

Sold listing courtesy of Anna J Wang from FQLT
$2,300,000
3 Beds ⋅ 3 Baths ⋅ ML82047457 MLS ⋅ Canterbury at Bay Meadows BLDG.
Welcome home to Canterbury at Bay Meadows! Built in 2014, this home has an efficient layout, high-quality finishes, and a premium location. A light and bright tri-level property with high ceilings, a primary en-suite with a walk-in closet, air conditioning, and an extra-large, attached 800-square-foot garage. The versatile main floor features an expansive living/dining room combination adjacent to the modern kitchen. The kitchen is equipped with quartz counters, a large island, casual breakfast bar, tons of cabinetry and high-end tile backsplash over a Bertazzoni 5-burner gas range. The 3 bedrooms and 2 full bathrooms, along with a separate laundry room, are on one dedicated floor with fresh new carpet. The bonus loft area, which would be ideal as a family room, playroom, or office, offers views toward the Western hills. Conveniently located across from Paddock Park, which has a play structure, basketball court, and large grassy recreation area, this home is also a short distance to Hillsdale Shopping Center, Caltrain, parks, Nueva School, Whole Foods, and much more.

2905 Baze RD, San Mateo

Listed by Julia Laquer, 650-434-2755 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Susan Sun from CBR
$2,300,000
2 Beds ⋅ 2 Baths ⋅ ML82045709 MLS
Light-Filled San Mateo Park Living With Close-In Convenience! Set at the end of a lane in sought-after San Mateo Park, this move-in ready home offers privacy and close-in convenience to shops and restaurants. Lovingly maintained by the same family for more than 40 years, this picture-perfect home is bright and light with fresh interior paint, refinished hardwood floors, and new carpet. Beyond the two-story home is a detached 2-car garage with an adjoining extra-large bonus room offering flexible space for recreation, office, or potential for an ADU. The deep lot with an array of colorful flowering trees further enhances the setting whether enjoying as is or expanding to personalize over time.

301 Engle RD, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Mark Campana from ANCH
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82043299 MLS
A beautiful move-in ready home in a warm and friendly neighborhood, offering comfort, convenience, and future potential. It features 1,400 sq ft of living space on an oversized 7,370 sq ft corner lot. The inviting living room features large windows and a wood-burning fireplace, while the adjacent dining area opens to a spacious backyard. The brand-new kitchen is filled with abundant natural light, creating a bright and enjoyable space for everyday cooking. The primary bedroom faces the backyard for added privacy, while two additional well-appointed bedrooms share a full bath. A flexible room next to the kitchen provides the perfect space for a home office or guest room. The expansive front and back yards, enhanced with new landscaping and mature fruit trees, are ideal for gardening or creating a private outdoor retreat. The generous lot also offers excellent potential for an ADU or future expansion (buyer to verify). A two-car garage adds convenience and ample storage. Ideally located within close proximity to George Hall Elementary School, Casanova and Laurie Meadows Parks, the Caltrain station, Hillsdale Shopping Center, and Bay Meadows, with convenient access to Highways 101, 92, and 280, this home offers an ideal central Peninsula location. Welcome to your beautiful home!

245 E 40th AVE, San Mateo

Listed by Sherry Cao, 415-261-8004 from BQ Realty
(If provided) CoList: April Zhao from BQ Realty

Sold listing courtesy of Hebe Li from AGNC
$2,300,000
3 Beds ⋅ 2 Baths ⋅ ML82037035 MLS ⋅ 19th Ave Park BLDG.
A rare opportunity to own a beautifully remodeled, move-in-ready Eichler in the heart of San Mateo. This light-filled residence showcases classic mid-century modern design enhanced with contemporary upgrades that preserve the homes architectural character. The open-concept floor plan centers around a remodeled kitchen and updated baths, complemented by engineered hardwood flooring and dual-pane windows. Energy efficiency and sustainability come together with a foam roof, owned solar, 3 Tesla Powerwalls, and all-electric heat pump system. The home offers a spacious primary suite with an ensuite bath and 3 additional bedrooms ideal for family, guests, or a home office. The 4th bedroom is currently open to the living area, creating an airy flexible space that can easily be converted back. Indoor-outdoor living takes center stage with floor-to-ceiling glass and 3 sliding doors that open to a new concrete patio, perfect for entertaining. A spacious backyard offers space for outdoor gatherings, creating a seamless extension of the living space. Ideally located on the Peninsula, the home offers exceptional convenience with easy access to SFO, Caltrain, 101, 92, and 280. Major tech employers including YouTube, Meta, Snowflake, and Google are within easy reach of this 19th Ave. Park Gem.

637 Vanessa DR, San Mateo

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: from

Sold listing courtesy of Todd Montgomery from COMP12
$2,285,000
3 Beds ⋅ 2 Baths ⋅ ML82047385 MLS
Welcome to 3035 Flores Street, a beautifully reimagined single-level home in one of San Mateos most convenient locations. Fully renovated with modern finishes throughout, this move-in ready residence blends timeless charm with contemporary design. Step inside to discover bright open-concept living spaces, wide-plank flooring, recessed lighting, and abundant natural light. The stunning chefs kitchen features an oversized island, custom cabinetry, quartz countertops, stainless steel appliances, and designer finishes perfect for everyday living and entertaining. The spacious living room offers a sleek fireplace and seamless indoor-outdoor flow, while the renovated bathrooms showcase elegant tile work and upscale fixtures. Generously sized bedrooms provide comfort and flexibility for guests. Adding even more versatility is the detached bonus flex space ideal for a home office, gym, creative studio, or media room. Outside, enjoy refreshed landscaping, an inviting front porch, driveway parking, and private outdoor spaces designed for relaxing and entertaining. Located moments from Hillsdale Shopping Center, dining, parks, Caltrain, and major commuter routes, this home offers the perfect combination of style, functionality, and Peninsula convenience..

3035 Flores ST, San Mateo

Listed by Marquise Murphy, 650-533-2417 from Mpire Luxe Real Estate
(If provided) CoList: from

Sold listing courtesy of Ella Sun from COMPS

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