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$2,360,000
3 Beds 2 Baths ML82022804 MLS
Presenting a timeless residence in the heart of San Mateo. Upon entering, you are greeted by a generous living and dining area that seamlessly connects to an elegant brick courtyard an ideal space for entertaining or enjoying outdoor living. The home features refined yet welcoming finishes, including warm wood flooring and a striking fireplace. Kitchen offers granite counters, high-end appliances and an ample sized eat-in area. There are three well-appointed bedrooms and two stunning bathrooms; the hallway bathroom offers marble finishes, a separate bathtub and shower, and a double vanity, while the primary bath features a marble shower & floors and premium fixtures. This property is conveniently located just minutes from shopping, restaurants, schools, and major commuting routes. This house is a wonderful place to call home.

445 23rd AVE, San Mateo

Listed by Connie Gerlach, 408-242-0500 from Intero Real Estate Services
(If provided) CoList: Eva Yao from Coldwell Banker Realty

Sold listing courtesy of Ivy Liang from CBR

$1,425,000
4 Beds ML82022562 MLS
*Call for offers Thursday 10/16 at 11:00am.*Rare single story triplex consisting of a stand alone cottage and a duplex building on a large 7,631 SqFt lot in one of the Bay Area's most coveted submarkets. Located in close proximity to Downtown Burlingame, Downtown San Mateo, SFO and other landmarks. An ADU consultancy's pre-feasibility study indicates that up to four Accessory Dwelling Units can be added which would drive substantial income and appreciation. Up to 75% LTV conventional financing. Opportunity for future owner-occupancy and a low cost alternative to a single family home. Two one-bedroom/one-bathroom units and one two-bedroom/one-bathroom unit. All three units are large and have private yards and are occupied, providing steady rental income. Tremendous rental income upside upon unit turnover and renovation. There is a three vehicle car-port in the back of the property. Monthly rent: $7,300 (current), $10,000 (proforma). The strong rent growth, shortage of housing units, proximity to large Silicon Valley employers, and ADU potential make 321 Grand Boulevard an exceptional investment for both the cash flow and appreciation-minded investor. The adjacent triplex at 327 Grand Blvd and the fourplex at 315 Grand Blvd are also available for sale.

321 Grand BLVD, San Mateo

Listed by Ismael Benhamida, 408-373-6195 from Compass
(If provided) CoList: Hanna John Azar from Compass

Sold listing courtesy of Hanna John Azar from APR

$2,200,000
4 Beds 3 Baths ML82022429 MLS
OFFERS DUE TUESDAY (30TH) BY 2PM - Extraordinary Spanish-style residence, where timeless architecture meets modern luxury. Surrounded by lush tropical landscaping: towering Windmill Palms, elegant Phoenix reclinate, and dramatic Giant Birds of Paradise, this home offers privacy and a breathtaking natural backdrop. Meticulously updated while honoring its vintage character, this 4-bed, 2.5-bath treasure showcases an enchanting interior courtyard, intricate tilework, curved walls, arched doorways, and stained-glass windows. Open kitchen, sunroom, and formal dining room flow seamlessly to the patio with a built-in propane BBQ, pergola, arched patio walls, and tranquil fountain. Upstairs, hardwood floors and a Juliet balcony add romance and charm, while the fourth bedroom doubles as a private home office. Additional highlights include wall niches, travertine tile, granite countertops, wood accents, luxury vinyl flooring, and a Sundance six-person spa. Located on a wide, tree-lined street between vibrant downtowns: San Mateo and Burlingame. Love the water? Coyote Point is moments away, offering the Bay Trail, sandy beaches, public golf, and endless waterfront recreation. A lifestyle as much as a home, blending timeless charm with modern convenience in the heart of the Bay Area.

829 N Idaho ST, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of David Kao from SXCW01

$1,450,000
3 Beds 2 Baths ML82022423 MLS
Welcome to 808 Patricia Avenue, a charming mid-century home designed for comfort, style, and family living in Shoreview. This 3-bedroom, 2-bathroom residence offers a spacious floor plan filled with natural light and modern updates on a wide corner lot. The primary suite features a generous layout with a walk-in closet, while the newly remodeled kitchen makes cooking and entertaining a delight. A cozy family room flows seamlessly into the living space, complemented by French doors that open to a large backyard perfect for gatherings, gardening, or creating your own outdoor retreat. Additional highlights include: Central heating and air conditioning Updated finishes throughout Ample storage and functional layout Great schools and a welcoming neighborhood Conveniently close to downtown San Mateo, parks, and shopping This home combines the timeless appeal of a mid-century model with thoughtful modern upgrades making it an ideal place to grow and create lasting memories.

808 Patricia AVE, San Mateo

Listed by Tony Diquattro, 650-430-5611 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

Sold listing courtesy of Emma Elfving from APR

$1,780,000
3 Beds 2 Baths ML82022398 MLS
Meticulously reimagined and rebuilt Stunner! This home features 3 Large Bedrooms and 2 Designer Bathrooms. Located in San Mateo westside of 101, every detail has been accounted for. Taken down to the studs with Permits! Featuring a new primary suite and reconfigured floor plan- this home is light filled, open, and equipped with great storage. High-end Bosch appliances with real stone quartzite counters and oversized island makes the kitchen a show stopper. All-new electrical, plumbing, HVAC with A/C, oak hardwood floors, stucco, roof, garage, and foundation retrofit. Professionally landscaped yard with mature fig tree and ample parking. (2 driveway curbs!) Close to both Downtown San Mateo and Burlingame, all commute routes, and top schools including Baywood Elementary (buyer to verify.)

332 N Humboldt, San Mateo

Listed by Julie Halpin, 650-315-4017 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Leah Chen from NULEV

$1,308,000
4 Beds 2 Baths ML82022317 MLS
Proudly presenting 933 S B Street, a rare opportunity to own a well-maintained duplex in the heart of San Mateo, just minutes from vibrant Downtown, Caltrain, and Central Park. This versatile property is ideal for investors seeking rental income, multi-generational living, or owner-occupiers looking to offset their mortgage. Each unit offers a cozy living room, dining area, gourmet kitchen, 2 bedrooms, 1 bathroom as well as in unit laundry. Step outside to discover the expansive backyard -a true highlight of the property. Whether you're entertaining guests, relaxing under the sun, or planting your dream garden, this outdoor space offers endless possibilities for enjoyment and personalization. Centrally located near top-rated schools, shopping, dining, and easy access to highways 101 and 92, this property combines lifestyle and investment appeal. Don't miss this exceptional duplex opportunity in one of San Mateo's most desirable neighborhoods!

933 S B ST, San Mateo

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

Sold listing courtesy of Disen Cai RE Group from KWPEN

$1,970,000
3 Beds 2 Baths ML82022181 MLS
Welcome to 308 Midvale Avenue - a fantastic new offering in one of San Mateo's most sought after locations! Beautifully upgraded and polished into absolute move in condition, the Midvale home will not leave you wanting! New front landscaping greets you upon arrival and acts as the perfect ambassador to the lovely interior. Refinished hardwood flooring, fresh interior paint, sun-filled windows and pleasing views greet you upon arrival and offer a fantastic first impression... The kitchen / family room areas are in a word - incredible... Trendy colors, tons of cabinet space, sleek Calcutta-Quartz counters, a spacious center island work station, new stainless appliances, wonderful living space and fantastic views make this a natural gathering area. For outdoor entertaining, large glass sliding doors seamlessly segue to an oversized walk-out deck overlooking an incredible, private rear play-yard. Highlighted by lovely views towards the Bay, the rear yard offers something for everyone! Other highlights include two artistically remodeled bathrooms (featuring lighted mirrors, trendy new tile and new fixtures), spacious bedrooms, dual pane windows and more... Situated close to nearly every imaginable convenience, the Midvale location is nearly impossible to beat!

308 Midvale AVE, San Mateo

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

Sold listing courtesy of Anna J Wang from JTV2J

$2,760,000
3 Beds 2 Baths ML82022144 MLS
Located in the desirable Aragon neighborhood, this charming single-level home offers timeless appeal and everyday comfort. With 3 bedrooms, 2 bathrooms, and approximately 1,900 sq. ft. of living space on a generous 6,599 sq. ft. lot, it is designed for both relaxed living and easy entertaining. The inviting open floor plan includes a large living room, a sunlit dining room with soaring ceilings, and a kitchen with walk in pantry that flows seamlessly to the private backyard deck ideal for gatherings, play, or gardening. The spacious primary suite overlooks the backyard, creating a peaceful retreat, while two additional bedrooms provide flexibility for family, guests, or a home office. The expansive yard features a large deck, garden beds, and areas for dining and relaxation. Additional highlights include a two-car garage with extra storage, a setting on a beautiful tree-lined street, and a walkable location close to Baywood Elementary, Aragon High School, local parks, and vibrant downtown San Mateos shops and dining. Convenient commuter routes add to the homes appeal. Welcome home!

505 Castilian WAY, San Mateo

Listed by Sternsmith Group, 650-678-3847 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$1,850,000
4 Beds 4 Baths ML82022130 MLS
There is something special about a home that feels warm the moment you step inside. Tucked just minutes from Central San Mateo, the location of this home cannot be over-emphasized as it sits just a few blocks from everything downtown has to offer. Soaring ceilings create a sense of openness and grandeur throughout this home, while abundant natural light highlights the craftsmanship and thoughtful design found throughout. Spec kitchen offers function and charm, truly the heart of the home. A place to cook favorite meals, bake cookies and gather around the supersized island to share stories of the week. The bedrooms provide your peaceful escape, with soft natural light and inviting spaces that make bedtime something to look forward to. Outside, the private yard becomes an extension of the home, perfect for play, BBQ, or simply enjoying a morning brew. And when its time for adventure, Central Park, local cafes, charming storefronts and neighborhood favorites are only minutes away. To cap off, a thoughtfully designed ADU adds both comfort and flexibility to your lifestyle. A private retreat with its own entrance, kitchen, and living area. Perfect for extended family, overnight guests, or even rental income. This home truly adapts to your needs today and for years to come.

320 N Ellsworth AVE, San Mateo

Listed by Mani Singh Bhachu, 650-888-0098 from Coldwell Banker Realty
(If provided) CoList: Roger Dewes from Coldwell Banker Realty

Sold listing courtesy of Christopher Dawe from MOSAIK

$4,387,500
4 Beds 4 Baths ML82022116 MLS
Perched for privacy and impressive views, this expansive 4-bedroom, 3.5-bathroom San Mateo Highlands home is a masterpiece of design. Gorgeous custom windows flood the open floor plan with natural light, highlighting the captivating, uninterrupted scenery. The resort-style hardscape extends the living space outdoors, featuring a custom-built, professional barbecue island with premium components. Durable, elegant stonework defines the patio and lounge areas, offering a seamless and chic transition for indoor-outdoor living. This property presents a sophisticated setting for both quiet enjoyment and stylish gatherings. This home's convenient location provides easy access to a wealth of local amenities. Enjoy proximity to top-rated schools, premier shopping centers, and scenic hiking trails. Commuting is a breeze with easy access to Highway 280, connecting you to either the Silicon Valley or San Francisco.

2184 Cobblehill PL, San Mateo

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Ola Cybulska from Compass

Sold listing courtesy of The Laugesen Team from KWPEN

$3,500,000
3 Beds 3 Baths ML82022082 MLS
This timeless Spanish Mediterranean home, built in 1930, offers 2,710 sq. ft. of living space on a 7,317 sq. ft. lot in the heart of San Mateos coveted Baywood neighborhood. With three bedrooms, three bathrooms, and classic architectural details, the home embodies the character and craftsmanship of its era. The welcoming front courtyard leads into a stunning foyer filled with natural light, hardwood floors, high ceilings, and original period details. A spacious floor plan provides a wonderful opportunity for everyday living and entertaining, while the backyard retreat features a sparkling pool, patio, and attached garage. Lovingly maintained by the same family for many years, this home presents a rare opportunity to restore, update, or simply enjoy its authentic charm. Ideally located near top-rated schools, Downtown San Mateo, and Central Park, it offers both lifestyle and potential in one of the Peninsulas most sought-after communities.

353 Franklin ST, San Mateo

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

Sold listing courtesy of The Patty Dwyer Group from APR

$3,270,000
4 Beds 4 Baths ML82022059 MLS
Stunning updated architectural treasure! This spacious home blends elegance with thoughtful modern upgrades. The formal entry leads you to the light-filled living room that offers a warm & inviting fireplace and bay window. The crisp white chef's kitchen is a true culinary centerpiece, featuring a sub-zero fridge, built-in ovens, dual sinks, & abundant cabinetry and counter space, all anchored by a generous island & eating area. The expansive family room serves as a great gathering spot with an additional dining area with a built in bench, built-in book cases & extra storage to this lovely space. Open the Dutch-door from the family room to escape to a vibrant backyard oasis, rich with mature trees and colorful plantings. Two inviting sitting areas and a large built-in grill make it perfect for outdoor entertaining & dining. The main floor also features a cozy guest bedroom with a full bathroom, a charming half/bath in the hall and great laundry area w/lots of storage. Wait until you go upstairs and enter into the stunning primary suite that has a sitting area to enjoy the views of the bay and eastern hills, built-in cabinets add to this area, 3 closets and updated bathroom. 2 additional spacious bedrooms, updated bath & cozy study area. Near shopping and Beresford Park too!

767 28th AVE, San Mateo

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

Sold listing courtesy of The Patty Dwyer Group from APR

$1,550,000
3 Beds 3 Baths ML82022033 MLS
Welcome to this stunning 3BD,3A tri-level townhome in the highly sought-after Bay Meadows Landsdowne Community, built in 2013 by reputable builder Shea Homes.Still feeling like new, this residence combines modern comfort with exceptional convenience in one of San Mateos most desirable neighborhoods.The open-concept 2nd flr is filled with natural light and features a spacious living and dining area,a private balcony,and a gourmet kitchen with granite countertops,stainless steel appliances,custom cabinetry, and a generous pantry. Rich hardwood floors, high ceilings, and recessed lights.A bedroom & full bath on the main level provide flexibility for guests, office,etc.Upstairs, you'll find the deluxe primary suite with an spacious walk-in closet and spa-like bathroom, plus a 2nd guest suite.Additional highlights include a 2-car tandem garage with epoxy floors and Tesla charger,central A/C &heating, and abundant storage.Enjoy all that Bay Meadows has to offer:community garden,playgrounds,soccer fields,bocce ball,and pedestrian trails.Just steps away from Whole Foods,Starbucks Coffee, parks,and minutes to Hillsdale Mall,Caltrain,and major freeways (101/92/280).This is low-maintenance, modern living in a vibrant urban village-a rare opportunity not to be missed.

2876 Saratoga DR, San Mateo

Listed by Ella Sun, 408-807-2318 from Compass
(If provided) CoList: from

Sold listing courtesy of Alex Wang from TSRI

$1,395,000
2 Beds 1 Baths ML82022024 MLS
Welcome to this charming Spanish-style home in the highly sought-after Sunnybrae neighborhood! This 2-bedroom, 1-bath residence showcases timeless architectural character with plenty of opportunity to make it your own. The unfinished lower level provides excellent potential for expansion, a home office, or additional living space. Ideally situated close to downtown San Mateo, public transportation and Highway 101, this home offers both convenience and lifestyle. Located within the San Mateo-Foster City Elementary School District with schools and parks nearby as well as zoned for Aragon High School makes this home a wonderful opportunity to own in a prime location with endless possibilities!

721 9th AVE, San Mateo

Listed by Kathryn Gerhardt, 650-773-3595 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Tim Gilmartin from GILM

$2,920,000
4 Beds 2 Baths ML82021851 MLS
Rare, fully transformed Eichler in San Mateo Highlands, seamlessly blending iconic mid-century architecture with modern innovation. The private backyard showcases sleek hardscape, a lush lawn, and serene hillside viewsperfect for outdoor living and entertaining. This home achieves true net-zero energy living with solar panels and Tesla Powerwall, eliminating electricity bills. Inside, meticulous renovations include a Porcelanosa kitchen with premium cabinets, Miele appliances, and tastefully updated bathrooms featuring Porcelanosa vanities, tiles, and mirrors. Each room is equipped with a mini-split heat/cool unit, and Tesla EV charging is installed for convenience. Additional highlights include water-efficient landscaping, a modernized garage, and proximity to top-rated Aragon High School. Ideally located near major companies, shopping centers, restaurants, parks, and Caltrain, with easy access to San Francisco and Silicon Valley.

2272 Bunker Hill DR, San Mateo

Listed by Yuan Meng, 408-334-5058 from BayOne Real Estate Investment Corporation
(If provided) CoList: Ben Peng from BayOne Real Estate Investment Corporation

Sold listing courtesy of Chaochao Jiang from CJIA

$1,580,000
3 Beds 2 Baths ML82021596 MLS
Welcome to 226 N Kingston, a home that blends comfort and function on a sun-filled corner lot. A welcoming foyer leads to the great room and open living/dining area. The bright eat-in chefs kitchen offers direct access to the backyard. Three bedrooms include a private primary suite, plus a dedicated laundry adds convenience. The spacious outdoor patio is ideal for entertaining al fresco. A two-car detached garage and future-ready ADU with full bonus bath and laundry hook-ups provide flexibility for guests or extended family. Expansive front and back yards, mature trees, and close proximity to the SF Bay Trail complete this inviting property.

226 N Kingston ST, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$3,300,000
4 Beds 3 Baths ML82021562 MLS
`Sweeping Bay Views on an oversized lot in San Mateo Hills. Unobstructed views of San Francisco, Bay Bridge, San Mateo Bridge, and Eastern Foothills highlight this 4bed, 3 bath, 2,640 sq ft home on a 15,450 sq ft lot. The main level features a bright living/dining room with vaulted ceilings, fireplace and deck ideal for morning coffee while watching the sunrise overlooking the bay. A sun filled, oversized kitchen with stainless appliances, gas cook top and large island are ideal for entertaining. The upper floor includes a primary suite with mesmerizing views, two bedrooms, and a hall bath. The lower level adds a large family room with a second fireplace and patio access, bedroom with separate exterior access, a full bathroom, office, an additional room ideal as a kitchenette. Lower level is perfect for an in-law unit. A gardeners delight, mature landscaping, fruit trees and a huge level yard offer an ADU or swimming pool potential. Minutes from Laurelwood Shopping Center, Downtown San Mateo, parks and major freeways - this move-in ready home offers breathtaking vistas and room to grow.

990 31st AVE, San Mateo

Listed by Susan Wang, 650-888-2616 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Allen Nazari from PKLNC

$2,700,000
3 Beds 3 Baths ML82021558 MLS
Welcome home to this inviting corner-lot residence on a charming tree-lined street. Offering 3 bedrooms and 2.5 bathrooms, including two primary suites upstairs and an additional bedroom on the main level, this home offers exceptional versatility and comfort. Entertain in the spacious living room with a warm fireplace and flow easily into the formal dining room. The well-appointed kitchen features new stainless-steel appliances, quartz counter tops and abundant cabinet space. There is a bonus room downstairs which is great for an office or playroom. The primary suite is a true retreat featuring dual walk-in closets and a luxurious ensuite with a jetted tub, dual vanity and separate stall shower. The second primary suite also offers a private bath and a spacious walk-in closet. High ceilings, elegant finishes, and the warm character flow throughout the living areas, creating a sense of openness and sophistication. This exceptional home blends comfort, style, and function an ideal retreat for both everyday living and entertaining.

441 Hobart AVE, San Mateo

Listed by Silvia Martinelli, 650-678-0886 from Realty World-Martinelli Properties
(If provided) CoList: from

Sold listing courtesy of David Couch from 7JLP0

$1,690,000
3 Beds 2 Baths ML82021554 MLS
Welcome to this charming 3-bedroom, 2-bathroom home located in the vibrant city of San Mateo. This home needs your TLC.. This property offers a comfortable living space of 1,500 square feet nestled on a generous lot of approximately 5,030 square feet. The kitchen is equipped with a gas cooktop and Formica countertops, making it a functional and inviting space for culinary enthusiasts. The dining area is conveniently situated within the living room, providing a cozy setting for meals without the need for a formal dining room. The home features hardwood and vinyl/linoleum flooring throughout, adding to its appeal. Enjoy the warmth of the fireplace during cooler evenings, and take advantage of the electricity hookup (220V) for laundry needs. The residence is part of the San Mateo-Foster City Elementary School District. With a primary bedroom on the ground floor and a primary suite/retreat, this home offers comfort and convenience. The fenced backyard is across from the golf course. The property also includes a spacious 2-car garage.

2224 Ensenada WAY, San Mateo

Listed by Gail Antoinette Rossetti, 650-465-6550 from Rossetti Realty
(If provided) CoList: from

Sold listing courtesy of Jimmy Gu from CBR

$2,400,000
3 Beds 2 Baths ML82021365 MLS
Charm, Style & Natural Light to this updated home home with curb appeal and great space! This light filled updated home also features an amazing ADU that was just completed. In the main home you will find a lovely living room & formal dining area. The updated crisp white kitchen is filled with natural light, an abundance of cabinet space & quartz counters with an open concept casual dining space in the spacious family room that has high ceilings, sky light, and large sliding door to the backyard. The primary bedroom has an updated bathroom w/separate tub, and stall shower. In addition to all this home has to offer, the big bonus is the just completed fantastic ADU with standout features, enter into a generous bedroom with soaring ceilings, complemented by a darling eat in kitchen with comfortable sitting space. The ADU also includes a laundry room, large walk-in closet and a stunning bathroom with double sinks and oversized stall shower. This versatile addition is ideal for guests, extended family or as a source of rental income. This home has so much to offer with modern updated features & flexibility with the ADU. A must see!! The main house was originally a 3 bedroom/2 Bath and now is a 2/Bed/2 Bath with a flex room. Just minutes from Laurelwood Plaza & Hillsdale Mall.

715 31st AVE, San Mateo

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

Sold listing courtesy of Traci Hornbaker from SGP

$2,300,000
3 Beds 2 Baths ML82021338 MLS
Beautifully updated westside San Mateo home featuring 3 bedrooms, 2 bathrooms, and a seamless blend of charm and modern comfort. The primary suite offers a tastefully updated en-suite bath, while the stylish hall bath serves the additional bedrooms with ease. Gleaming hardwood floors flow throughout the open, light-filled living spaces, creating an inviting atmosphere in the large living room dining room area. The kitchen is the heart of the home, showcasing stainless steel appliances, ample storage, and an eat-in areaperfect for casual meals or entertaining. With a great floor plan and upgrades thru out- the home is move in ready! Additional features include a dedicated laundry room, ample closets and storage, as well as an attached two-car garage, new roof and water heater! Step outside to enjoy a private, beautifully landscaped yard with multiple areas for relaxation and entertaining. The highlight is an incredible lemon tree, offering both charm and fresh fruit to enjoy year-round. Located in one of San Mateos most desirable neighborhoods, this home is close to schools, parks, shopping, dining, and transportationoffering both community and convenience. A rare opportunity to own a home that truly has it all!

722 26th AVE, San Mateo

Listed by Julie Halpin, 650-315-4017 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Daniel Choi from CBR

$2,150,000
4 Beds 3 Baths ML82021337 MLS
Charming four-bedroom, three-bathroom Westside home in San Mateo Terrace! Modern refinement, quality upgrades, and pride of ownership are evident throughout. This home showcases hardwood floors, dual pane windows, and central air & heat. An updated kitchen includes granite counters and stainless-steel appliances. The upstairs Primary suite with vaulted-beam ceiling includes a walk-in closet and an extra sitting /office space area that opens to a backyard balcony with bay view! Downstairs enjoy three bedrooms and two bathrooms including one jack and jill bathroom. Take advantage of the extra dining space with sliding glass doors that lead to the large private backyard, patio, and lush lawn....Perfect for entertaining or staying home on weekends! Close proximity to Beresford Park, Caltrain, The Hillsdale Shopping Center with convenient access to highways 101, 92 and 280!

758 27th AVE, San Mateo

Listed by Dennis Murphy, 415-310-7956 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Steven Chen from BQG

$5,525,000
4 Beds 3 Baths ML82021326 MLS
Welcome to a magical garden a serene oasis where timeless elegance meets modern sophistication. Nestled on a beautifully landscaped lot, 431 Hillcrest Road boasts lush gardens with Floribunda roses, fruit trees, and winding flagstone paths that lead to a sparkling pool, hot tub, and fully equipped backyard office. Thoughtful lighting illuminates the grounds with FX Luminaire systems, motion sensors, and lanterns, creating a warm ambiance day or night. Inside, sun-drenched spaces feature Ellsworth white oak floors, vaulted ceilings, and refreshed cabinetry, vanities, and honed mosaic tile floors. Modern comforts abound, from Toto Ultramax toilets and energy-efficient fans to Andersen E-Series windows and French doors that frame serene garden views. State-of-the-art technology enhances daily life with THIEL and Klipsch speaker systems, Sonos-controlled indoor/outdoor audio, smart TVs, and a fully wired whole-home WiFi network. Climate, lighting, and electrical systems have all been thoughtfully upgraded for safety and convenience, while every detailfrom lighted closets to garden hardscapinghas been meticulously curated. This is a home that blends beauty, function, and luxury, offering a lifestyle of unparalleled charm and sophistication. Host friends and family year-round!

431 Hillcrest RD, San Mateo

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

Sold listing courtesy of Michele Oravec from APR

$2,100,000
3 Beds 3 Baths ML82021208 MLS
Designed and constructed by the acclaimed design team of Fred Herring (Architect) and Ray Worley (Engineer), 901 Laurelwood Drive is that rare opportunity to own a truly unique contemporary home nestled on the edge of acres of spectacular open space. Situated at the end of a highly romanticized and sought after street, the Laurelwood home has been thoughtfully refreshed, upgraded and is beautifully presented. Boasting 3,180 square feet of living space (per county records), a massive 32,557 square foot land parcel (per public records), mesmerizing views, multiple sun decks, unheard of storage space and an unfinished detached studio - this is truly one home you will not want to miss! For those who might be "stairs averse", the interior elevator serves each level - making it a breeze to age gracefully in place. Private, serene and brilliantly located at the edge of a spectacular open space forest - unique does not adequately describe the Laurelwood home. Best yet, it is within minutes of hiking trails, Sugar Loaf Park, Hillsdale Mall, Laurelwood Shopping Center, multiple transportation options and so much more! If contemporary architecture, privacy, remarkable scenery, amazing wildlife and convenience are your vibe - we welcome your visit to 901 Laurelwood Drive...

901 Laurelwood DR, San Mateo

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

Sold listing courtesy of Lana Morin from NTERO

$1,600,000
3 Beds 4 Baths ML82021193 MLS
AMAZING VALUE! This updated Craftsman-style home offers a rare and exceptional opportunity for homeowners and investors alike, located just minutes from everything downtown San Mateo has to offer. Spanning approx.1,740 sq ft, the main home features bright, open-concept living with gleaming hardwood floors, three bedrooms (two of which are en-suite), and a dedicated office/den with access to the backyard. Recent high-value infrastructure upgrades, including the replacement of the sewer lateral line in 2018 and a brand new long driveway, provide peace of mind. This property is also highly versatile, featuring a separate studio (ADU) with private access, a full kitchen, and a full bathroom, perfect for generating rental income or accommodating guests. A 77 ft long driveway provides ample off-street parking for up to four sedans. Quick access to Caltrain, Fwy 101, and a vibrant downtown with countless restaurants, shops, and amenities makes this the ideal home and investment.

119 N Claremont ST, San Mateo

Listed by Jessica Chung Yau, 650-283-9525 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Lauren Keeler from TODAY

$2,350,000
3 Beds 2 Baths ML82021175 MLS
Welcome to this beautifully remodeled 3-bedroom, 2-bath home (1620sf) with the ADDED BONUS of a detached ADU (341sf), providing a total of 1961sf of living space. Designed for modern living, the open-concept kitchen features a large island with seating and flows seamlessly into the dining and living rooms, perfect for everyday living and entertaining. The private bedroom wing includes a spacious primary suite with backyard views and two additional bedrooms sharing an updated bath. A versatile playroom adds extra flexibility. The detached ADU, complete with kitchenette and full bath, offers ideal space for guests, extended family, or a home office. Outdoor living shines with an expansive yard featuring a fire pit with built-in seating, a deck, lawn, and dedicated play space. Additional highlights include a two-car garage and prime location across from a pocket park and just a short walk to the newly reimagined Hillsdale Shopping Center. Move-in ready and thoughtfully upgraded, this home truly has it all.

300 31st AVE, San Mateo

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

Sold listing courtesy of Mattie Wei from RMACC

$2,250,000
3 Beds 3 Baths ML82021156 MLS
Light-filled and flexible, this corner-lot home in one of San Mateos favorite neighborhoods offers an open, adaptable layout. A flagstone path leads to a charming porch and blue front door. Inside, the open-concept living area features high ceilings and double-pane windows that create an airy, open feel, while glass sliders open to a raised flagstone patio for blissful indoor-outdoor living. The kitchen features warm maple cabinetry, large granite island with prep sink, stainless steel appliances including a 5-burner cooktop with hood, and a pantry. An adjacent family room with glass pocket doors makes an ideal office or 4th bedroom supported by a nearby full bath with a jetted tub. The primary suite is privately set apart with peek-a-boo Bay views, dual closets, and an ensuite with double vanity and a walk-in shower. Two additional bedrooms share a full bathroom. Outdoors enjoy a concrete patio bordered by lemon, guava & calamansi trees, and climbing roses. A 2-car garage with laundry, easy access to attic storage, and a tankless water heater round out the perks. Enjoy the San Mateo lifestyle, with nearby Beresford Park, Hillsdale Shopping Center and 25th Avenue shopping district, plus easy access for commuting via freeways and Caltrain, plus top schools.

2929 Monterey ST, San Mateo

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

Sold listing courtesy of RECIP from RCIP

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