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$4,535,000
ML82024413 MLS
*Call for offers 10/16 at 11:00am.* Rare chance to acquire one, two, or all three multifamily properties located on contiguous parcels on Grand Boulevard in San Mateo. 315 (fourplex), 321 (triplex), and 327 (triplex) Grand Blvd (MLS# ML82022562, ML82024252, ML82015184). Available separately or combined. Potential to construct up to 12 ADUs per an ADU consultancys pre-feasibility study. These properties total 10 units, 6,369 SqFt of building area, and 22,873 SqFt of land. 315 Grand is renovated, has two vacancies, and the potential for 5 ADUs. 321 and 327 Grand are value add opportunities with below market rents and are fully leased. 321 Grand has the potential for 4 ADUs and 327 Grand has the potential for 3 ADUs. Conveniently located near Downtown San Mateo, residents enjoy walkable access to shops, dining, and entertainment, as well as proximity to Caltrain, Highway 101, and Highway 92, providing easy commutes throughout the Peninsula and Silicon Valley. The robust economy, excellent schools, high quality of life, rent growth, and ADU potential make 315, 321, and 327 Grand Blvd. a great opportunity for cash flow, appreciation, and development minded investors.

315-327 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

$2,000,000
3 Beds 2 Baths ML82018486 MLS
Experience modern sophistication at 413 36th Avenue, a beautifully updated single-family residence nestled in one of San Mateo's most coveted neighborhoods. This exceptional home offers a harmonious blend of comfort, style, and functionality, ideal for those seeking a refined lifestyle in a prime Peninsula location. Step inside to discover three spacious bedrooms, a beautifully appointed full bathroom, and a half bath. Upstairs, you'll also find a generous flex space that offers endless possibilities-perfect as an additional bedroom, home office, or a family room tailored to meet your lifestyle needs. The outdoor space is equally impressive, featuring a sun-drenched backyard with manicured lawn, a covered patio ideal for elegant entertaining, and mature trees that create a serene sense of privacy. Whether you're hosting al fresco dinners or enjoying a quiet afternoon in the garden, this outdoor retreat is designed for relaxation and refined living. Located just minutes from top-rated schools, Hillsdale Mall, fine dining, and picturesque parks, this residence offers both convenience and prestige. Don't miss this rare opportunity to own a truly distinguished home in the heart of San Mateo.

413 36th AVE, San Mateo

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

Sold listing courtesy of Sternsmith Group from APR

$1,495,000
2 Beds 2 Baths ML82024313 MLS
HUGE PRICE IMPROVEMENT! Overlooking the lovely lagoons of Mariners Isle, this stunning 2 bed 2 bath home is the perfect space for anyone! The light filled home is gorgeous, with vaulted ceilings and skylights, overlooking the lagoons with an oversized deck and private dock. Featuring updated floors and designer touches throughout the entire space. Kitchen features all new stainless steel appliances, new countertops, backsplash & hardware. The primary bedroom is a sanctuary, with built in cabinetry, a walk in closet, skylights and direct access to the deck overlooking the water. The primary bath features a new soaking tub and dual vanities. The secondary bedroom features ample closet space and can double as an office. With plenty of parking and an attached 2 car garage with built in storage and washer/dryer. One of the few units on the water also with your own grassy yard space! Low HOA with all the amenities: community grilling areas, pool, spa, optional clubhouse and dry boat storage. On a quiet street with no through traffic, this home is centrally located and has easy access to everything: only mere minutes to 92 and 101, shopping, restaurants, gym and all other amenities. Experience your own luxurious lagoon living in the heart of the Peninsula today!

1229 Shoal DR, San Mateo

Listed by Christopher Cooke, 650-219-4443 from Terrace Associates
(If provided) CoList: from

Sold listing courtesy of Mary Bee from CBR

$2,690,000
4 Beds 2 Baths ML82024310 MLS SM Highlands BLDG.
Preemptive offer accepted. Comp purposes only........Sleek looking San Mateo Highlands Eichler! This Minimalist styling modern home includes Polished concrete flooring throughout the home. Floor to ceiling picture double pane windows and sliders. Most of the original walls have been drywalled. Open floor plan. Garage is currently being used as a multi-purpose room. Sunny court yard entry and beautiful landscaped private lot with artificial turf for low maintenance. Amazing location! Rec center near by w/community pool, tennis/pickle ball, Playground, after school services. Sawyer Camp Road/Crystal Springs Reservoir nearby for recreational use. Close to HWY 280 & 92 for better commuting to jobs.

2068 New Brunswick DR, San Mateo

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

Sold listing courtesy of Joyce Romeo from DWELL

$1,406,000
2 Beds 2 Baths ML82024284 MLS
Hidden San Mateo Gem! Rarely available split level residence located at the end of a quiet cul-de-sac on coveted Tilton Terrace. Formal entry reveals a stylish sun filled living room w dramatic 10' ceiling, gleaming hardwood floors, detailed crown molding, antique wall light fixtures & a focal point vintage wood burning FP w gas starter & decorative mantel. Warm & neutral paint color extend to the formal DR w classic chair rail molding & access door w privacy glass leading to a refurbished expansive wood deck for year round outdoor entertaining & al-fresco dining. Wrap around lower patio lined w privacy trees. Sunny kitchen with ample cabinetry, granite counters, tile floor & rear yard view. Main floor bath provides a composite sink and vanity, tiled floor & enclosed stall shower. Decorative stairway leads to the second level hallway w laundry chute & a second fully tiled bath w soaking tub & separate stall shower. Two over-sized natural light filled bedrooms - each bedroom provides 2 large cedar lined closets. Massive attached multi-vehicle garage w laundry area, dual utility sink, storage cabinets & access to the side yard. AC and Central heating + upgraded 200 AMP service. Fabulous central mid-peninsula location- a few blocks to all downtown SM amenities & commuter routes!

54 Tilton TER, San Mateo

Listed by Cheri Cerna, 650-867-2738 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kenix Zhong from RMACC

$1,260,000
5 Beds ML82024252 MLS
*Call for offers Thursday 10/16 at 11:00am.* 327 Grand Boulevard in San Mateo presents a rare investment opportunity in one of the Bay Area's most coveted submarkets. This well-maintained triplex offers stable income with tremendous upside potential. The 2,107 SqFt building is situated on a massive 7,651 SqFt lot and has two 2-Bed/1-Bath units and one 1-Bed/1-Bath unit. Potential to construct up to 3 ADUs per an ADU consultancys pre-feasibility study. All 3 units are currently occupied. Located in San Mateo's North Central neighborhood, just one mile from Downtown Burlingame's restaurants and boutiques and Downtown San Mateo's amenities. Convenient access to Highway 101 and Caltrain provides quick commutes to San Francisco and Silicon Valley. Coyote Point is 2.1 miles away and SFO is 5.3 miles away. The strong rent growth, proximity to Silicon Valley employers, and repositioning and ADU potential make 327 Grand Boulevard an exceptional opportunity for cash flow, appreciation, and development minded investors. Note: The adjacent triplex at 321 Grand Boulevard and the fourplex at 315 Grand Boulevard are also available for sale.* Offering Memorandum and disclosures available.

327 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 Ismael Benhamida from PACU

$2,000,000
4 Beds 2 Baths ML82024243 MLS
OFFERS DUE WEDNESDAY(29TH) BY 12NOON - Set high above the Bay with spectacular views, this beautiful 4-bed, 2-bath home blends style with seamless indoor-outdoor living. Designed for both comfort and flexibility, the home features two view balconies and a 560sqft deck perfect for entertaining, relaxing, and watching sunsets. Inside, the open-concept living area showcases refinished red oak hardwood floors, a gas fireplace, stylish kitchen with black marble tile floors, marble countertops, and a glass tile backsplash. A versatile lower-level room with its own private exterior entrance offers endless possibilities: home office, studio, or creative pursuits. The bedroom layout offers two bedrooms and a full bath on the main level, with two additional bedrooms and a full bath upstairs, providing great separation of space. Out back, a serene garden oasis awaits. Raised vegetable beds, a private seating nook, and a lush lawn create the perfect setting for slow mornings, golden afternoons, and garden-to-table living. An attached 2-car garage, additional driveway parking, and easy access to Caltrain, commute routes, and SFO (just 15 minutes away) make daily life effortless. Discover a home where comfort, style, and views come together and all just minutes from shopping, dining.

128 42nd AVE, San Mateo

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

Sold listing courtesy of Parina Tanna from APR

$1,920,001
4 Beds 2 Baths ML82024095 MLS
Welcome to this beautifully updated one-level home in San Mateos sought-after Sunnybrae neighborhood. Thoughtfully remodeled and expanded with permits in 2017, this residence seamlessly blends timeless charm with modern living. A formal entry leads into a bright and inviting living room featuring a large picture window with plantation shutters, hardwood floors, and a cozy fireplace. The remodeled kitchen boasts sleek cabinetry, updated finishes, and plenty of workspace for everyday cooking and entertaining. Both bathrooms have been tastefully renovated, offering contemporary style and comfort. The spacious primary suite, added in 2017, includes a walk-in closet and a spa-like ensuite bathroom creating a private retreat rarely found in Sunnybrae homes. Additional highlights include double-pane windows, an attached one-car garage with laundry area, and thoughtful updates throughout. Set in one of San Mateos most desirable neighborhoods, Sunnybrae offers a true community feel with tree-lined streets, excellent schools (Aragon), local parks, and easy access to Downtown San Mateos dining and shopping. Commuters will appreciate close proximity to Caltrain and major freeways, making work and play equally convenient.

617 Guildford AVE, San Mateo

Listed by Jesse Jin, 510-381-4737 from Nu Level Realty, Inc.
(If provided) CoList: Elbert Mui from Nu Level Realty, Inc.

Sold listing courtesy of Hayley Walker from KWPEN

$1,550,000
2 Beds ML82023940 MLS
Duplex Opportunity 4 Blocks From Burlingame Avenue! With roots dating back to circa 1925, this duplex is located just 4 blocks from Burlingame Avenue shops, restaurants, and Caltrain. Options abound - use as an investment property with two rentals, live in one and rent the other one out, or use both for a multi-generational family. Period details such as glass doorknobs and a charming telephone niche combine with some fresh updates in each unit, including interior paint, refinished hardwood floors, and kitchen flooring. The rear yard is extra-deep and offers flexibility of use and future potential. Downtown proximity, a nod to San Mateo's past, and updated conveniences - this is an opportunity not to be missed!

828 Highland AVE, San Mateo

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

Sold listing courtesy of Ismael Benhamida from PACU

$2,830,000
5 Beds 4 Baths ML82023781 MLS
Welcome to this beautifully remodeled Spanish-style home that effortlessly blends old-world charm with modern luxury in the heart of San Mateo. Timeless architectural details such as arched doorways and tile accents pair seamlessly with contemporary finishes and an updated layout. The main home offers 4 bedrooms and 3 bathrooms across a thoughtfully designed floor plan, ideal for today's lifestyle. From the moment you step inside, you're greeted by an open and airy living space with updated finishes, contemporary lighting, and designer touches throughout. The chef's kitchen is a true centerpiece, featuring premium appliances, custom cabinetry, and elegant countertops -perfect for both everyday living and entertaining. Step outside to a private backyard retreat, where a sparkling pool invites relaxation and a covered porch with a built-in outdoor kitchen sets the stage for seamless indoor-outdoor living. Completing the property is a beautiful ADU, offering its own bedroom, bathroom, full kitchen, and living/dining area, along with a 2-car garage-ideal for extended family, guests, or potential rental income. Located near downtown San Mateo, top-rated schools, parks, and major commuter routes, this turnkey home is the perfect blend of historic character and modern convenience.

840 N Idaho ST, San Mateo

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

Sold listing courtesy of Sam Bird-Robinson from COMPS

$2,228,888
3 Beds 3 Baths ML82023731 MLS
Welcome to this beautifully updated Ranch-style home in the desirable Beresford Park neighborhood. The main residence offers 2 bedrooms + den and 2 full bathrooms, featuring hardwood floors, fresh interior paint, updated lighting, and renovated bathrooms. A spacious living room with a wood-burning fireplace, a dining area, and a bright kitchen ideal for modern living. The primary suite offers dual closets and a remodeled en suite bath with an oversized shower featuring two shower heads and a rain shower. A generous guest bedroom with French doors and a sunny den provide flexible space for work or relaxation. The detached 1-bedroom cottage includes a full kitchen, bathroom, and in-unit laundry perfect for guests, extended family, rental income, or a private office. The private backyard features a lush lawn, raised planter beds, and a large covered stone patio, ideal for outdoor entertaining. Fantastic location close to Hillsdale Mall, Cinepolis, Refuge, Pinstripes and the shops and restaurants on 25th Avenue. Just blocks from Beresford Park

225 28th AVE, San Mateo

Listed by Joe Day, 510-332-9902 from Compass
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

$3,020,000
4 Beds 3 Baths ML82023709 MLS
On a tranquil cul-de-sac near Laurelwood Park is a family-friendly home ready for the next generation. From the curb, the home is traditional in style with neatly manicured trees, shrubs and emerald lawn, and red brick detailing that carries to the façade and front porch. Inside, the drama begins. The front door opens to a two-story foyer that astounds with sweeping hardwood floors, soaring vaulted ceilings, skylights and spacious rooms with generous windows, boasting 2,960+/- sf of interior living space. A greeting room with wet bar, grand living room with stately fireplace and elegant dining room set the stage for formal entertaining, while the great room is ideal for laid-back gatherings, with the family room, kitchen and breakfast area opening to the backyard patio for yet another entertaining venue. For quiet retreat, three of four bedrooms are on the first floor, including Suite 2 with backyard access. Suite 1 occupies the entire upstairs. While both have walk-in closets and ensuite baths, Suite 1 has an office, a sitting room, fireplace, kitchenette, private study and terrace overlooking the flourishing backyard landscape with sculpted patio.

1418 Crestwood CT, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: from

Sold listing courtesy of Edwin K. Su from RLST

$1,920,000
3 Beds 3 Baths ML82023574 MLS Sugarloaf HOA BLDG.
Step into this beautiful home in the coveted Sugarloaf neighborhood, where comfort, style & a serene private setting come together. The main level features a bright & spacious living room w/ vaulted ceilings & direct access to a deck w/ peaceful tree viewsperfect for relaxation/entertaining. The living room flows seamlessly into the formal dining area, while the inviting family room offers additional access to a side yard & rear deck for indoor-outdoor living. A well-appointed kitchen, convenient laundry room & guest half bathroom complete the main floor. Upstairs, the expansive primary suite serves as a true retreat w/ its own private patio deck & a stunning en-suite bathroom. Two additional bedrooms & a full bathroom complete the upper level, providing plenty of space for family/guests. Additional highlights include a two-car side-by-side garage, ample storage & an excellent location. Zone for HIGHLY rated Belmont Schools (Buyers to confirm). This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Combining natural surroundings, a functional layout & modern comforts, this home is a rare find in one of the most desirable neighborhoods. Dont miss this opportunity to make it yours!

1657 Sugarloaf DR, San Mateo

Listed by Alex Lam, 415-860-5092 from Compass
(If provided) CoList: Kristle Lam from Compass

Sold listing courtesy of Fan Wang from KWCU

$3,730,000
4 Beds 3 Baths ML82023565 MLS
Located in desirable Beresford Park, this gorgeous new construction home blends modern luxury with timeless design. Situated on a corner lot and zoned for the highly regarded Aragon HS, this 4 bedroom, 3-bathroom home offers the best of both comfort and convenience. Step inside the soaring high ceilings, abundant natural light, and a clean transitional aesthetic. The open-concept floor plan seamlessly connects the oversized living room-with its statement fireplace- to the chef's kitchen, where custom cabinetry, designer finishes, and high-end appliances including a Sub-Zero refrigerator, Wolf range, and Wolf microwave drawer take center stage. Enjoy effortless indoor-outdoor living with bifold doors that extend the entertaining space to the yard. The flexible layout includes a main-level bedroom, perfect for guests or a home office, and three upstairs bedrooms, including a luxurious primary suite with a walk-in closet and adjacent loft. Spa-inspired bathrooms feature Hansgrohe fixtures and custom vanities, while smart lighting in the living areas lets you set the perfect ambiance with just a tap or voice command. Adding to its appeal, the home is within walking distance to Peninsula Golf & Country Club, prestigious public and private schools, local markets and Beresford Park.

2001 La Salle DR, San Mateo

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Debbie Livingston from APR

$1,815,000
4 Beds 2 Baths ML82023532 MLS
Mid-century charm meets everyday convenience in this 4-bedroom, 2-bath home in 19th Avenue Park neighborhood. A broad shade tree and post-and-beam facade introduce the home, with a side walkway leading to a quiet entry. A stained-glass sidelight, terracotta tile, and globe lighting overhead mark your arrival inside. The light-filled living and dining area features original wood paneling, fresh carpet, and a floor-to-ceiling glass wall framing rear patio views anchored by a red brick fireplace. The kitchen retains its original footprint with warm cabinetry, vintage lighting, and access to the two car garage with ample built-in storage. A flexible secondary living space could be used as a den, office, or media room. Multiple outdoor areas wrap around the home include distinct patio areas and additional outdoor space anchored by established landscaping. The private wing hosts a primary suite with patio access, dual closets, and ensuite bath, plus three addl bedrooms are served by a hall bath. Commuting is easy, just blocks from Hayward Park Caltrain and easy access to Highways 92, 101, and 280. Downtown San Mateo is less than a mile away, making this both a connected retreat and a rare opportunity to own a piece of iconic mid-century architecture in a central Peninsula location.

675 Edna WAY, San Mateo

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

Sold listing courtesy of JJ Team:Jones/Cassel from NTERO

$1,528,000
2 Beds 2 Baths ML82023474 MLS Versailles BLDG.
Unit #1405 is a beautiful 2 bedroom/ 2 bath, fourth floor unit, with large windows and views of downtown San Mateo. This home features an open floorplan, hardwood floors, high ceilings, granite kitchen countertops, marble bathroom countertops, and a cozy deck. There is generous closet space with two large walk-in closets and an in-unit laundry closet. Parking and additional storage are provided on the lower level of the building. Versailles combines the advantages of an elegant luxury lifestyle with a unique sense of community for residents 55 and over. The comprehensive service package is designed to provide you with exceptional comfort and convenience: gourmet meals, housekeeping, maintenance service, heated indoor pool & jacuzzi, fitness center, activity classes, and so many other on-site amenities. The location is just steps away from San Mateo's charming downtown with restaurants, shops, and services.

10 Crystal Springs RD 1405, San Mateo

Listed by Linda Druml, 650-759-5961 from Polaris Pacific
(If provided) CoList: from

$1,040,000
2 Beds 3 Baths ML82023454 MLS
Welcome to this beautiful 2-bedroom, 2.5-bath townhome in the desirable San Mateo Highlands near Crystal Springs Reservoir. It features soaring wood-paneled ceilings with exposed beams and skylights, freshly painted walls downstairs, and brand-new carpet throughout.The spacious living and dining area opens to a large private patioperfect for afternoon tea or summer BBQs. Downstairs, the primary suite includes a private balcony, the perfect spot for your morning coffee. The second bedroom works beautifully as an office, kids room, or guest room.This home offers the best of both worlds: the serenity of being surrounded by nature and the convenience of Mid-Peninsula living, with endless shopping, dining, arts, and entertainment options, as well as top schools, and medical centers. Conveniently close to Hwy 280/92/101, the tech corridor, SFO, College of San Mateos world-class farmers market, Laurelwood, Crystal Springs, hiking trails, restaurants, and shops! The HOA provides access to a resort-style pool, hot tub, and tennis courts.

2369 Ticonderoga DR, San Mateo

Listed by lily Tu, 650-680-6055 from Redfin
(If provided) CoList: from

Sold listing courtesy of Flora Tu from GVFR

$1,830,000
4 Beds 4 Baths ML82023398 MLS
Introducing 245 Grand Blvd- a well-maintained, income-producing 4-unit multifamily property located in the heart of San Mateo, one of the Peninsula's most desirable and centrally located cities. Each of the four units offers a 1-bedroom, 1-bathroom layout, providing a versatile investment opportunity for both seasoned investors and owner-occupiers. This classic property boasts well-proportioned floor plans, with bright interiors, functional kitchens, and strong rental appeal. It offers easy access to Downtown San Mateo, major commute corridors including Highway 101 & 92, and proximity to SFO, tech campuses, and public transit. Whether you're looking to live in one unit and rent out the others or expand your real estate portfolio with a solid cash-flowing asset, 245 Grand Blvd checks all the boxes.

245 Grand BLVD, San Mateo

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

Sold listing courtesy of Kulda Group from KWPEN

$1,625,000
3 Beds 2 Baths ML82023186 MLS
Lovely ranch-style home perfectly nestled on the rarely available Wide Water in the coveted Parkside neighborhood of San Mateo. Designed with an open floor plan, it features a light-filled living and dining room combination, an updated eat-in kitchen with new appliances, and a generous family room with a fireplace and a wall of windows with sliders that open to a covered rear patio and expansive yard with private dock potential. The primary suite offers a spacious closet, elegant bath, and serene water views, while additional highlights include beautiful random plank hardwood floors, a two-car attached garage with workbench and laundry, and a stellar location with minimal traffic near an array of destinations. This home seamlessly combines tranquility, comfort, and rare waterfront living into one extraordinary opportunity.

1761 Lake ST, San Mateo

Listed by Brian Chancellor, 650-303-5511 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of John Li from CBR

$2,500,000
4 Beds 3 Baths ML82021639 MLS
Welcome to 330 41st Avenue, a beautifully maintained residence nestled in San Mateos highly sought-after Westwood Knoll neighborhood. This elegant 4-bedroom, 3-bath home offers 2,410 sq. ft. of refined living space on an expansive 11,088 sq. ft. lot, highlighted by stunning views of the Bay and San Francisco skyline. Lots of natural light, the interiors feature a warm and inviting flow, perfect for both everyday living and entertaining. The chef-inspired kitchen is equipped with stainless steel appliances and a Wolf stove, ideal for the gourmet cook and anyone who loves to entertain. The first 4 photos are AI enhanced with a color change of the walls being white. Outside, the terraced grounds provide four distinct patio areas, offering multiple options for outdoor dining, gatherings, or simply relaxing while enjoying the tranquil setting. A new sewer lateral installed in 2024. With easy access to San Francisco, SFO Airport, Highway 280, and 101, the location is ideal for commuters and travelers alike. The homes layout also offers excellent potential for multi-generational living, providing flexibility and comfort for a variety of lifestyles. A true gem in the heart of San Mateo.

330 41st AVE, San Mateo

Listed by Tracey McNeely, 408-401-6501 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of C.T. Harris from SGP

$2,200,000
4 Beds 4 Baths ML82023135 MLS
Come and enjoy this rarely available corner unit built by Tri-point homes and part of the Canterbury development of Bay Meadows. Built in 2013 and overlooking green space, this is one of the most desirable of floor-plans. The welcoming front porch feels like a single family home and enters the main level of living space with open kitchen, dining, living and half bath. Upstairs you will love the 3 spacious bedrooms. The primary suite enjoys extra high ceilings and extra windows as well as an en suite bath and walk in closet. The 2 additional bedrooms share a bath with tub. The bottom floor has a side by side garage and fourth bedroom suite. Bay Meadows is centrally located to parks, shopping, dining and the train.

402 Longden AVE, San Mateo

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

Sold listing courtesy of Lana Miles from COMPS

$3,680,000
5 Beds 4 Baths ML82023068 MLS
Estate-caliber living with signature Hillsborough elegance unfolds in this rare contemporary 5BR/3.5BA residence just moments from downtown San Mateo. Secluded beyond a stately hedge and a prestigious gated entrance, the grounds are enveloped in lush, mature landscaping that creates an atmosphere of unrivaled privacy. Elevated ceilings, oak flooring, expansive walls of glass, built-ins, and distinct architectural details enhance the aesthetic. A dramatic foyer introduces distinguished interiors where formal living and dining rooms flow effortlessly into open-concept casual spaces, ideal for both entertaining and comfortable day-to-day living. The chefs kitchen is a showpiece, appointed with premium appliances, custom cabinetry, sleek stone surfaces, and designer finishes, all overlooking the inviting family room and beautifully manicured rear yard. Completing the main level is a versatile bedroom or office, a half bath, a well-equipped laundry room, and an impressive custom wine fridge. Upstairs, the vaulted-ceiling primary suite is a private retreat with a sublime ensuite bath, offering a haven from the everyday. A second ensuite bedroom, two additional bedrooms, and a hall bathroom round out the upper level. Primely located near shopping, dining, Caltrain, and conveniences!

47 El Cerrito AVE, San Mateo

Listed by Nicholas Delis, 650-515-6394 from Compass
(If provided) CoList: from

Sold listing courtesy of Lizi Tabet from APR

$2,400,000
3 Beds 2 Baths ML82022906 MLS
Find Your Haven in Laurelwood. At the quiet end of a Laurelwood cul-de-sac, 1656 Oakwood Drive is the kind of home that makes weekends feel like vacation. Sunlit living and family rooms spill onto three separate outdoor decks, down to a sparkling, solar-heated pool and a detached studio with half bath which is perfect as an office, gym, or pool cabana. Inside, hand-hewn engineered floors, old-world textured walls, and LED lighting set a warm, modern tone. The kitchen delivers stainless appliances with convection oven, microwave, and induction cooktop, plus smart in-drawer outlets for a tucked-away coffee station or appliance garage. Three bedrooms and two baths include a serene primary with a custom closet system; dual-pane Low-E windows and sun tunnels keep everything bright and efficient. A rare 3-car garage with loft swallows gear and weekend projects with ease. Moments to Laurelwood Park trails, the Laurelwood Center & CSM Farmers Market, Crystal Springs, and fast highway 92,280, and 101 access, this is a private retreat with great neighborhood vibes, everyday convenience, and true indoor & outdoor living.

1656 Oakwood DR, San Mateo

Listed by Olivia Mcnally, 650-576-6666 from Real Brokerage Technologies
(If provided) CoList: from

Sold listing courtesy of Joe Polyak from RISE

$1,879,000
4 Beds 3 Baths ML82018479 MLS
Welcome home to 1757 S Norfolk Street - beautifully & meticulously renovated 2-level single family home in San Mateo! Step inside and enjoy the New York loft inspired design w/ everyday smart-home comfort. This home features 4 bedroom & 3 bathrooms & includes 2 bedroom suites w/ full en-suite bathrooms - one spanning the entire upper level for a more private feel & the other conveniently on the main floor. Enjoy the one of a kind find - striking steel accents crafted from reclaimed Bay Bridge steel beams in the foyer & living room. Ideal floor plan that opens for entertaining your family & friends - living room, dining, & kitchen all flow into the fenced backyard effortlessly. Brand new lawn in the backyard for the whole family to enjoy along w/ a perfect area for outdoor dining & BBQs. Your new home features smart-home tech management of lights, multi-room audio, dual zone A/C & heat management, & locks & security all controlled through your phone, voice, or the convenient iPads throughout. There was no small feature missed when remodeling. Enjoy a central San Mateo location w/ top schools near Hillsdale Shopping Center, Mariners Island Parks, peaceful Foster City Lagoons, The Bay Trail, & quick access to 101/92 for easy Peninsula & Silicon Valley commutes.

1757 S Norfolk ST, San Mateo

Listed by Mindy Yasuda, 650-200-8077 from KW Advisors
(If provided) CoList: Jennie Lok from KW Advisors

Sold listing courtesy of Kathy Tai from GGP2V

$2,800,000
3 Beds 3 Baths ML82022968 MLS
Welcome to 930 Rosewood Drive, a timeless Spanish-style treasure nestled on one of Hayward Parks most picturesque tree-lined streets. From the moment you arrive, the classic terracotta-tiled porch and charming facade invite you inside to discover a home rich with character and warmth. Perfectly positioned within walking distance of downtowns vibrant shops, restaurants, and parks, this residence offers both convenience and community. Set on a generous level lot with expansive indoor and outdoor living spaces, it blends original architectural details with thoughtful updates, creating a home designed for gathering, relaxing, and everyday enjoyment. Open House Tuesday (9/30) from 10:00am to 12:30pm

930 Rosewood DR, San Mateo

Listed by Katherine Celotti, 650-740-2041 from Compass
(If provided) CoList: Greg Celotti from Compass

Sold listing courtesy of Amadee Vongthongsri from CBR

$2,900,888
3 Beds 3 Baths ML82022958 MLS
Enjoy an easy stroll to town from this property's prime location in San Mateo Park. This storybook home captures the timeless architectural character for which the area is so well known. Freshly painted interiors, refinished hardwood floors, and period details create a magical setting ready for the new owner's interpretation. Magnificent formal rooms are contrasted with a large and inviting family room located at the rear of the home, while an office/den offers a quiet hideaway from the activity of the bright eat-in kitchen. There are 3 bedrooms upstairs including a spacious primary suite and an additional room that is well-suited for a nursery or office. Out back is shaded by Redwoods, a sunswept brick patio and a pergola provide ideal outdoor living. On the market for the first time in 62 years. This property reflects the heritage of one of the Parks early custom homes that exudes the grace of a bygone era, while also offering the opportunity for thoughtful updates to further meet todays lifestyle. Listing broker hereby discloses that they grew up in this property and is the sole trustee in this trust sale. This disclosure is provided for informational purposes only and does not affect the broker's duties of honesty, fair dealing, and fiduciary responsibility to all parties.

215 Warren RD, San Mateo

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from SZIR01

$2,400,000
8 Beds ML82022896 MLS
SC Properties is pleased to present. This multi-family property offers a total of 5,740 square feet of living space on a generous 13,500 square foot lot. The property features a beautifully remodeled duplex, each unit offering 2 bedrooms and 2 baths with tasteful finishes throughout. TPO roof on the duplex was installed in 2025, and the sewer lateral was replaced in 2024. The duplex and single-family home have separate utilities. Additionally, there is a spacious 3,500 square foot single-family home with two stories and a basement, providing ample space for a large family. Built in 1935 and recently remodeled in 2016, this property is equipped with modern amenities and individually metered units. The private yards offer a secluded outdoor space for each unit. Located in a desirable neighborhood, this property provides convenient access to Bay Meadows, Hilldale Mall, local schools, parks, and dining options. With parking available in the carport and on the street, tenants will never have to worry about finding a space. Offered at $2,395,000, this multi-family property is the perfect opportunity for investors or those looking to live in one unit and rent out the others. Don't miss out on this rare find.

58 E 39th AVE, San Mateo

Listed by Rachid Atie, 650-868-0202 from SC Properties
(If provided) CoList: Chris Giotinis from SC Properties

Sold listing courtesy of Rinat Kaufman from CBR

$1,550,000
2 Beds 2 Baths BE41112721 MLS Not Listed BLDG.
A GORGEOUS unit in the coveted Bay Meadows community! Rarely do 2-bedroom, 2-bath townhome-style condos with a bonus room become available! This is the largest two-bedroom floor plan in the community, over 1,640 sq ft of open, light-filled living space. As a corner unit, it features high ceilings and expansive windows that flood the home with natural light while maintaining privacy. Designer touches are everywhere, including high end wide plank hardwood flooring, fresh paint, new carpeting, and a sophisticated palette. The chef's kitchen is a showpiece, with quartz countertops, a generous island, and high end stainless appliances. A versatile downstairs bonus/office room adds flexibility, and the side-by-side 2-car garage delivers practical convenience. Located in the desirable Bay Meadows community, this home offers more than just a place to live; it delivers a lifestyle! Enjoy access to parks, community gardens, and walking trails, and be steps from the Caltrain/Hillsdale Transit Center, Whole Foods, Blue Bottle, Fieldwork, and a variety of artisan shops and eateries. This home is everything you've been waiting for; blending style, convenience, and location into one irresistible package!

475 Landeros Dr, San Mateo

Listed by Jessica Cheng, (925) 997-4665 from eXp Realty of California
(If provided) CoList: from

Sold listing courtesy of Michelle Lin from MPIRE

$1,825,000
2 Beds 2 Baths ML82022813 MLS
Experience modern luxury living at 149 W. 3rd Avenue, an elegant residence in one of San Mateo's premier newer-construction condo communities. Perfectly positioned in the heart of Downtown San Mateo/Baywood, this home is just steps from acclaimed dining and shopping, including Backhaus Bakery, Pausa, Central Park, Caltrain & highways 92, 101 & 280. This thoughtfully designed, top floor 2-bedroom, 2-bath condo with office features an open floor plan with a seamless flow between the living, dining, and kitchen spaces. The living room is accented by striking wood beam ceilings, while the dining area opens directly to the kitchen, creating the ideal layout for entertaining. The chefs kitchen boasts luxury appliances, sleek finishes, and abundant storage. Additional highlights include a dedicated office, a laundry room with storage, and three private patios with treetop views that extend the living space outdoors. Comfort is ensured year-round with central heat & air conditioning. There is two-car parking in a secure garage and a large private storage room at the garage level. Elevatored building with guest parking spaces. This is a rare opportunity to own a sophisticated urban retreat in one of the Peninsula's most vibrant locations.

149 W 3rd AVE, San Mateo

Listed by Cheryl A. Bower, 415-999-3450 from Compass
(If provided) CoList: from

Sold listing courtesy of Gilson Team from MCGR

$2,330,000
3 Beds 3 Baths ML82022807 MLS
Mid-century charmer in sought-after Beresford Manor near schools, parks, shopping, and the neighborhood Farmers Market. Traditional in style and well-cared-for, this single-level home boasts an 1890 sq. ft. layout with pleasant surprises indoors and out. Home highlights include a formal living room with floor-to-ceiling stacked stone fireplace and open dining area with modern chandelier, an eat-in kitchen anchored by striking stone countertops that add refinement and complement tones in the cabinetry and suite of stainless steel appliances, and a family room with a stunning wall of painted brick that integrates a fireplace, wet bar and barbecue, and opens to the side atrium (shared with kitchen) and private backyard oasis with a deck, emerald lawn and stately, verdant trees. Adding to the appeal, a privately situated bedroom suite also opens to the peaceful back yard for private rendezvous and late night stargazing. With a freshly painted interior and exterior, refinished hardwood floors, recessed lighting, and new light fixtures, kitchen counters, carpeting, fencing and refreshed landscaping, this turnkey home is ready for year-round enjoyment.

309 26th AVE, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

Sold listing courtesy of Taylor Kobayashi from APR

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