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3221 Llano St, San Mateo
$2,030,000
4 Beds ⋅ 2 Baths ⋅ BE41128430 MLS
Welcome to this beautifully upgraded 4-bedroom, 2-bath single-story home nestled in the highly desirable Los Prados neighborhood. This home truly defines turnkey living, blending modern design with the peace of mind of extensive major system upgrades. Step inside to a bright and airy interior filled with natural light streaming through brand-new dual-pane windows. New luxury laminate flooring and fresh interior paint flow seamlessly throughout, creating a clean, cohesive, and contemporary feel. The fully remodeled kitchen serves as the heart of the home, featuring brand-new appliances and an ideal layout for both everyday living and effortless entertaining. Both bathrooms have been tastefully updated with sleek, modern finishes. Extensive upgrades include a brand-new roof, NEW heating & air conditioning system, new water heater, complete electrical rewiring throughout the home, new copper plumbing in the bathrooms and kitchen, new dual-pane windows, and a new epoxy-coated garage floor, offering both style and long-term peace of mind. Ideally located with easy access to Highways 101 and 92, and just minutes to Hillsdale Caltrain station, this home offers exceptional convenience for commuting, shopping, and dining. This move-in-ready gem is ready for its next chapter.

3221 Llano St, San Mateo

Listed by Jing Xue, (650) 542-1628 from Coldwell Banker Realty
(If provided) CoList: Anna Song from Coldwell Banker Realty

Sold listing courtesy of Sonya Gey from SPRL02

18 Barneson AVE, San Mateo
$2,020,000
3 Beds ⋅ 3 Baths ⋅ ML82053527 MLS
Experience modern living in this beautifully designed luxury 3BDRM, 2.5BTH corner townhouse in a boutique 7 unit community, built in 2016 & located in the desirable Baywood neighborhood on SM west side. Ideally situated at the front of the complex w/ only one shared wall, this home lives like a single-family. Step inside to a light-filled living area, open-concept floor plan, soaring vaulted ceilings, gas fireplace & dining area. The chef's kitchen w/ a large center island, quartz countertops, SS appliances & abundant cabinetry. Sliding doors provide access to the patio area, private side & backyard that is perfect for outdoor relaxing. The upper level w/ 3 BDRMS, including a luxurious primary suite w/ a spa-inspired ensuite bath complete w/ a soaking tub, stall shower, dual vanity & a walk-in closet. Two additional bdrms w/ a modern guest bath/ tub-over-shower combo. Versatile family room, ideal as a media rm or home office,along with a laundry area w/ a stackable washer/dryer complete the top floor. Features freshly painted interior, powder room on the main lvl & attached side-by-side 2 car grg w/ newly painted epoxy-style flooring. Ideally located just minutes from vibrant downtown SM, Hillsdale Mall, top-rated schools, parks, Caltrain, HWY 92/101/280 & major tech employers.

18 Barneson AVE, San Mateo

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: Sasai Zhang from Redfin

Sold listing courtesy of Danni Zhao from VANG02

343 27th AVE, San Mateo
$2,010,000
4 Beds ⋅ 2 Baths ⋅ ML82035851 MLS
Beautifully renovated, move-in ready, bright 4-bedroom, 2-bath home offers comfort, style, and convenience in San Mateos sought-after Beresford Park neighborhood. Situated on a prominent corner lot, the home enjoys abundant natural light, enhanced privacy, and easy access with ample guest parking. Updated in 2023, improvements include a new roof, remodeled kitchen and bathrooms, new laundry room, updated plumbing and electrical systems, and refreshed walls; all completed with permits, offering peace of mind. The home is designed for todays lifestyle, with flexible living spaces ideal for a home office, guests, or shared living. The updated kitchen is designed for everyday efficiency, while the living and dining areas provide a comfortable flow for both daily living and entertaining. Enjoy a low-maintenance outdoor setting, for relaxing without the upkeep of a larger yard. The attached two-car garage features fresh paint and epoxy-coated flooring, adding convenience, storage, and versatility. Ideally located near parks, schools, shopping, and major commute routes, this home offers exceptional accessibility and a strong sense of community. A compelling opportunity for buyers seeking a stylish, fully updated home with value and convenience in a prime San Mateo location.

343 27th AVE, San Mateo

Listed by Cathy Robles, 415-915-6013 from American Lighthouse Estates Inc
(If provided) CoList: David Lewis from American Lighthouse Estates Inc

Sold listing courtesy of Carly Seiff from APR

640 Cuesta AVE, San Mateo
$2,005,000
3 Beds ⋅ 1 Baths ⋅ ML82044500 MLS
Welcome to 640 Cuesta Avenue in the highly sought-after San Mateo Terrace neighborhood, where charm, comfort, and convenience come together. Inviting curb appeal and a charming front porch welcome you inside to a bright, spacious living and dining room combo featuring a wall of windows, cozy fireplace, and seamless access to the backyard perfect for everyday living and entertaining. The adjacent eat-in kitchen offers ample counter space and cabinetry for functionality and ease. Down the hall are generously sized bedrooms with ample closet space and a centrally located bathroom. Fresh interior paint and beautifully refinished hardwood floors create a light, move-in-ready feel throughout. A large two-car garage includes a laundry area and abundant storage. The landscaped backyard features fruit trees, a lush lawn, and a spacious patio ideal for relaxing or entertaining in San Mateo's mild climate. Just moments from Beresford Park with playground, recreation center, tennis courts, sports fields, skate park, and community garden. Ideally located between San Francisco and Silicon Valley with easy access to major commute routes. A fantastic opportunity not to be missed. (Some photos have been altered.)

640 Cuesta AVE, San Mateo

Listed by Jessica Eva, 650-704-5483 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Erica Damelio from APR

321 La Casa AVE, San Mateo
$2,002,888
3 Beds ⋅ 2 Baths ⋅ ML82047405 MLS
Some homes feel like a beautiful next chapter. At 321 La Casa Ave., warmth, calm, and privacy welcome you in, creating a place where everyday life unfolds with ease. Natural light fills the living and dining rooms, opening to views of trees, greenery, and the peaceful backyard beyond. Casual breakfasts in the eat-in kitchen become favorite routines, quiet afternoons feel restorative, and evenings bring everyone together in a home that feels updated, comfortable, and connected to nature. The kitchen features stainless appliances, quartz countertops, and a beautiful tiled backsplash. The hall bathroom has been freshly updated with new fixtures, while the newly added primary bath offers custom-built white maple cabinetry and a natural soapstone countertop. White plank flooring in the kitchen and baths transitions smoothly into warm French oak hardwood flooring in the main living areas, giving the home a natural sense of flow and warmth. In the bedrooms, soft carpeting offers a cozy retreat at the end of the day. Outside, the low-maintenance backyard is ready for easy entertaining, relaxed weekends, and time spent enjoying the privacy of home. Located on the west side of San Mateo near shopping, schools, and freeway access, this home offers a rare balance of convenience and retreat.

321 La Casa AVE, San Mateo

Listed by Cindy Moscaret, 650-759-3356 from Compass
(If provided) CoList: from

Sold listing courtesy of Linda Yang from CHENG

617 Harrow AVE, San Mateo
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061445 MLS
Welcome to this charming Sunnybrae home, where original character, thoughtful updates and an exceptional San Mateo location come together. Offering 3 bedrooms, 2 baths and approx. 1,450 sq ft on a 4,500+ sq ft lot, the home features original hardwood floors, abundant natural light, bay and garden windows, skylights and a wood-burning fireplace. The spacious eat-in kitchen offers generous cabinetry, Corian counters, built-in ovens and a wine fridge. The private primary suite includes a walk-in closet and refreshed en-suite bath with Carrara-inspired porcelain tile and double sinks. Out back, a brick patio opens to a private garden recently pruned for the season, with mature roses, bougainvillea and hydrangeas that burst into color throughout the year. Also includes a private sauna and bonus workspace. Close to parks, downtown shopping and dining, SF and Silicon Valley, with district-wide magnet school options and Aragon High nearby.

617 Harrow AVE, San Mateo

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

Sold listing courtesy of Nick Huynh from KINE

3992 Pasadena DR, San Mateo
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82060920 MLS
First time on the market in over 70 years! Welcome to this cherished 3-bedroom, 2-bathroom family home in the highly desirable San Mateo Village neighborhood. The inviting living room features beautiful built-in bookshelves, while the dining room showcases an exposed beam ceiling and a warm, welcoming atmosphere. Additional highlights include two updated bathrooms, beautiful hardwood floors, dual-pane windows, and central heating. The well-appointed kitchen features stainless steel double ovens, a gas cooktop, and a convenient breakfast nook that seamlessly opens to the spacious family room, complete with a vaulted ceiling and wet bar. Step outside from the breakfast nook into the expansive, private backyard an ideal setting for entertaining, relaxing, or enjoying time with family and friends. A Trex deck and paver patio provide multiple areas for outdoor dining and gathering. The backyard also features a versatile bonus room/shed with electrical outlets, offering excellent potential for a work-from-home office, gym, hobby space, or additional storage. Ideally situated near Casanova Park, Caltrain, Hillsdale Shopping Center, Whole Foods, and the vibrant Bay Meadows community. Commuters will appreciate convenient access to Highways 101, 92, and 280.

3992 Pasadena DR, San Mateo

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

Sold listing courtesy of Travis Damberger from SEXO01

406 E 28th AVE, San Mateo
$2,000,000
3 Beds ⋅ 4 Baths ⋅ ML82034765 MLS
End-unit 2-floor townhome overlooking Bay Meadows Park on E 28th with unobstructed park views. Open main floor with living, dining, kitchen, laundry room and large bedroom suite with full and half bath naturally flowing from one room to the next on the first floor. Upgrades include quartz counters, brand new blinds, designer lighting fixtures, a large island, and custom pull-out cabinets. Upstairs there are 2 additional bedroom suites with generous storage. Mastersuite features a large walk-in closet with deluxe organizers, double vanities, and shower with large bathtub and separate toilet stall for privacy. 11 ceilings, recessed lighting with dimmers, new high-end fixtures and ethernet wiring. Large extra long 2-car tandem garage with extra motorcycle parking or storage area. Coveted Bay Meadows location and low HOA fee of $560/month which covers water and exterior. A short walk to Hillsdale Mall, Caltrain baby bullet station, multiple parks, Nueva School, Whole Foods, Blue Bottle Coffee, Fieldwork Beer Garden, and many more.

406 E 28th AVE, San Mateo

Listed by Sophia Wong, 408-438-2902 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Michelle Kim from MOSAIK

137 Elm ST, San Mateo
$2,000,000
4 Beds ⋅ 3 Baths ⋅ ML82034015 MLS
Wow, $300,000 price reduction and substantial tax savings if approved for Mills Act! Own a piece of History in this Classic 1907 Queen Anne Victorian with large open living room, kitchen/dining, separate front office, sun room and secluded yard on oversized 9,000 sqft lot. Previously owned by A.P. Giannini, founder of Bank of Italy/BofA. Traditional bench seat entry welcomes guests to this grand estate waiting for your remodel and upgrades. Kitchen features built-in oven, dishwasher, gas range with custom hood and large walk-in pantry. Separate laundry room, hardwood floors, rear patio. Detached two car garage with original carriage house would be ideal for an ADU. Newer shingled roof and new sewer lateral. Easy access to downtown shops, parks & transportation. Property may qualify for the Mills Act.

137 Elm ST, San Mateo

Listed by Michael Verdone, 650-208-0669 from Economic Concepts
(If provided) CoList: from

Sold listing courtesy of Bobby Aguirre from SMPLH

413 36th AVE, San Mateo
$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

128 42nd AVE, San Mateo
$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

413 Franklin PKWY, San Mateo
$1,999,000
4 Beds ⋅ 4 Baths ⋅ ML82031510 MLS
Stunning Bay Meadows residence in a vibrant, walkable community with top-rated schools. This beautifully designed home offers four bedrooms, four bathrooms, and approximately 2,454 square feet of refined modern living. Built in 2017, it showcases sleek architecture and a bright, open-concept layout ideal for today's lifestyle. The chef's kitchen is a showstopper, featuring a six-burner range, quartz countertops, custom cabinetry, and an oversized island perfect for entertaining. The luxurious primary suite includes a spa-inspired bathroom and a generous walk-in closet, while a first-floor bedroom suite provides exceptional flexibility for guests, a home office, or a playroom. Thoughtful designer upgrades include white oak flooring, solar shades, custom closet systems, surround sound, and a Nest smart home system. Additional highlights include an attached two-car garage with epoxy floors and energy-efficient systems throughout. Ideally located just steps from parks, restaurants, coffee shops, and Whole Foods, with convenient access to Caltrain and Highways 101 and 280, this home offers the perfect blend of comfort, style, and connectivity.

413 Franklin PKWY, San Mateo

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

Sold listing courtesy of Amy Yao from NTERO

2876 Catalino ST, San Mateo
$1,988,000
3 Beds ⋅ 4 Baths ⋅ ML82059854 MLS
RARELY AVAILABLE END-UNIT | COMMUNITY GARDEN VIEWS | IN THE HEART OF BAY MEADOWS| SIDE-BY-SIDE 2-CAR GARAGE Welcome to 2876 Catalino St - this beautifully positioned end-unit townhome with a community garden views on a quiet st. The light-filled main level features : soaring ceilings, wood flooring, an open-concept floor plan - the dinning area flowing seamlessly into the gourmet kitchen & the spacious great room. The kitchen features granite countertops & full backsplash/white cabinetry/GE Monogram SS appliances/a newer KitchenAid dishwasher. 2 balconies extend the living space outdoors. Take the daily retreat at the Primary bedroom w/ his&her closets w/organizers/dual vanities/a spacious shower/a separate toilet area. An additional bedroom has its own en-suite full bath & WIC. The entry-level features an en-suite bedroom perfect for visiting guest/extended family or home office. Extra benefits include in-unit laundry, Hunter Douglass roller shades, recessed lighting, generous storage throughout & a side-by-side 2-car garage. Walk to parks, playgrounds, Caltrain, Whole Foods, Blue Bottle Coffee, and Hillsdale Shopping Center, national recognized Nueva School. Easy access to HWY 101/92 makes commuting to SFO /South Bay a breeze. Your dream home awaits here!

2876 Catalino ST, San Mateo

Listed by Cynthia Cheung, 925-639-5138 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Connor Lennan from CITYRE

201 Chesterton PL, San Mateo
$1,975,000
3 Beds ⋅ 2 Baths ⋅ ML82042458 MLS
Welcome to 201 Chesterton Place in beautiful San Mateo, a wonderfully updated 3 Bed / 1.5 Bath home. This is an enchanting, storybook home, on a corner with excellent curb appeal. Wonderful mature trees are complimented by a blooming garden. Fresh paint and newly refinished hardwood floors showcase the inviting floorpan. Relish in the remodeled kitchen, a perfect place for your culinary creations. The dining room and backyard can be easily accessed from the kitchen, providing you with seamless indoor/outdoor entertaining. The spacious living room has a wood burning fireplace and an abundance of natural sunlight. The home is wired for high-speed internet, and comes with a large one car garage with ample storage and an adjacent home office. Whether you're a homeowner looking for a welcoming space or an investor seeking value, this property's combination of solid bones and thoughtful improvements makes it a compelling opportunity. Situated just steps from downtown San Mateo and Burlingame, this location is truly walk-to-everything living, minutes to Caltrain, Central Park, and an incredible array of shops, cafes, and restaurants, with easy access to Highway 101 & 92 for seamless commutes up and down the Peninsula.

201 Chesterton PL, San Mateo

Listed by Scott Casas, 650-823-6077 from Casas Real Estate
(If provided) CoList: David Casas from Casas Real Estate

Sold listing courtesy of Craig Smith from NTERO

420 Voelker DR, San Mateo
$1,960,000
2 Beds ⋅ 2 Baths ⋅ ML82056912 MLS
Nestled in a serene, peaceful setting, this inviting two-bedroom-plus-office home offers a rare blend of privacy, comfort, and effortless convenience. Beautifully refreshed with new interior paint, stylish luxury vinyl plank flooring, and two updated, yet not fully remodeled, bathrooms, the residence exudes a warm, contemporary charm. The kitchen offers a functional, efficient layout with modern appliances and practical counter space, suitable for everyday needs. The sun-drenched living room is anchored by a fireplace, creating an airy and inviting atmosphere. A versatile office provides the perfect space for remote work, creative projects, or hosting overnight guests. Indoor-outdoor living is seamless here. Enjoy your morning coffee in the private, enclosed front courtyard, or retreat to your generous backyard, featuring a spacious deck and poured-concrete patio a true outdoor oasis. The primary bedroom opens directly to this private retreat, blending comfort with nature. Ideally located near vibrant pocket parks, the Hillsdale Shopping Center, Caltrain, and major commute routes, this home offers the perfect balance: a peaceful, private sanctuary with exceptional walkability.

420 Voelker DR, San Mateo

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

Sold listing courtesy of Meixi Song from CBR

3031 Flores ST, San Mateo
$1,950,000
3 Beds ⋅ 2 Baths ⋅ ML82052310 MLS
First time on the market in over 35 years! From the welcoming front porch to the expansive backyard deck, this charming home offers a warmth and character that feels increasingly rare. Lovingly maintained, this single-level residence features inviting living spaces, 3 bedrooms, 2 baths, a fireplace-centered living room, a sunroom retreat, and a spacious primary suite with its own fireplace. The kitchen shines with sleek quartz countertops and a suite of brand-new stainless steel appliances, creating a space that's as functional as it is beautiful. A detached cottage tucked toward the rear of the property adds flexibility and separation from the main residence, while the backyard deck provides an ideal setting for entertaining, outdoor dining, or simply enjoying time at home. Ideally located near Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes, this special property offers a unique blend of charm, convenience, and opportunity in a sought-after San Mateo neighborhood. Welcome home!

3031 Flores ST, San Mateo

Listed by Suzanne Garcia, 650-924-5772 from Compass
(If provided) CoList: from

Sold listing courtesy of Maggie Ly from 3541

1519 Trollman AVE, San Mateo
$1,950,000
4 Beds ⋅ 4 Baths ⋅ ML82038810 MLS
Beautifully updated home located on a quiet street in the heart of San Mateo. 1,610 sqft main house plus 438 sqft ADU.The main home features a thoughtfully designed 3-bedroom, 3-bathroom layout, complemented by a fully permitted 1-bedroom, 1-bathroom ADU, an ideal setup for multi-generational living, a private guest suite, or rental income. Every inch has been updated with modern finishes, including new flooring, fresh designer paint, and updated kitchen and bathrooms. The exterior is equally impressive, featuring a beautifully landscaped front yard and a low-maintenance backyard designed for effortless outdoor entertaining. The location offers a lifestyle of unparalleled convenience: enjoy a 8-minute bike ride to the vibrant restaurants and cafes of Downtown San Mateo, or take a short stroll to the Bay Trail, Harborview Park, Golf Course, and Yacht Club. Families will especially love the proximity to the "magical" playground at Coyote Point Recreation Area. Perfectly positioned in the center of the Peninsula, this home is a commuters dream. Just 20 minutes to San Francisco and 30 minutes to the South Bay with easy access to all major transit. This is a rare opportunity to own a turnkey, income-potential property in one of San Mateo's most convenient, amenity-rich neighborhoods.

1519 Trollman AVE, San Mateo

Listed by Joyce Zhao, 408-249-0908 from Keller Williams Thrive
(If provided) CoList: from

Sold listing courtesy of Shardul Mehta from RDFIN

121 S Fremont ST, San Mateo
$1,950,000
4 Beds ⋅ 5 Baths ⋅ ML82027650 MLS
Welcome to 121 S Fremont Street, a brand-new, meticulously crafted home showcasing designer finishes and exceptional attention to detail throughout. This spacious residence offers four generously sized bedrooms and five luxurious bathrooms, including a spa-inspired primary suite featuring a serene bath retreat and a large walk-in closet. Thoughtfully designed for modern living, the open-concept layout seamlessly connects the living, dining, and gourmet kitchen areas, making it perfect for both everyday comfort and entertaining. Every element of this home has been curated for style and functionality. Additional highlights include a one-car garage, plus extra off-street parking for convenience. Ideally situated just moments from vibrant downtown San Mateo, you'll enjoy easy access to an array of shops, restaurants, parks, and top-rated schools. Commuters will appreciate the quick connections to Highways 101 and 280, offering smooth travel to both Silicon Valley and San Francisco. Don't miss this rare opportunity to own a turnkey, design-forward home in one of the Peninsula's most desirable neighborhoods.

121 S Fremont 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

1418 Hancock AVE, San Mateo
$1,950,000
4 Beds ⋅ 2 Baths ⋅ ML82024526 MLS
Welcome to this stunning 4BD/2BA home in the highly sought-after San Mateo Parkside neighborhood! Filled with natural light & modern comfort, this beautifully maintained home sits on an impressive 9745 SqFt corner lot surrounded by mature trees, offering privacy, shade & exceptional outdoor living. Enjoy 1670 SqFt of single-level living w/ a bright & spacious living room w/ a fireplace, refinished hardwood floors, an updated kitchen w/ refaced cabinets, stone countertops, stainless steel appliances & a cozy dining nook. Entertain in the separate family & dining area that opens directly to a huge backyard oasis, perfect for gatherings, relaxation & gardening under a canopy of greenery. Retreat to the primary suite w/ a spa-like updated bath, while three additional bedrooms share an enhanced full bath with a shower/tub combo. Additional upgrades include refinished hardwood & LVP flooring, dual-pane windows, updated electrical, structural retrofit, and an energy-efficient HVAC with mini-split system for year-round comfort. Attached two-car garage, storage, and laundry area with washer and dryer, this home blends style, function & unbeatable outdoor space. Located moments from top rated schools, parks, waterfront trails, shopping & HWY101, this is Parkside living at its finest!

1418 Hancock AVE, San Mateo

Listed by Lucy Goldenshteyn, 415-860-5586 from Redfin
(If provided) CoList: from

Sold listing courtesy of Hongran Stone from GRANS

3917 Donner ST, San Mateo
$1,928,000
5 Beds ⋅ 3 Baths ⋅ ML82063298 MLS
The perfect duplex design where suburban living meets urban amenities! Located in the ultra convenient Laurel Park/Hillsdale community with several of San Mateo's newest shopping and entertainment destinations almost at your doorstep. Rare VACANT duplex units allow for market rate rents or easy owner occupancy. The first unit is a 3 bedroom & 2 bath single family style home and the second a 2 bedroom & 1 bath unit. They are separated by attached garages. Each unit has a front porch/deck, large living room, generous dining area, and upgraded kitchen, plus direct access to the attached oversized one car garages with full size washer & dryer hookups. Private layout with both units primary bedrooms upstairs. Ideal for owner occupancy with a spacious 3bed/2bath home with rental or in-law potential in the second unit. Near public/private schools, renovated Hillsdale Mall, Bel Mateo shops, Bay Meadows, Park Place Shopping featuring Whole Foods, and both Beresford and Indian Springs Parks. Convenient commute just off El Camino Real and near Hillsdale Blvd connecting to Highways 101 and 280 with ease plus nearby Cal-Train access. Extensive recent upgrades include fresh interior/exterior paint, upgraded flooring, modern lights, fresh landscaping and new City compliant Sewer Lateral.

3917 Donner ST, San Mateo

Listed by Benjamin Chirko, 650-954-8769 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Wendy Leung from APR

908 S Grant ST, San Mateo
$1,920,000
3 Beds ⋅ 2 Baths ⋅ ML82025806 MLS
This beautifully maintained Mediterranean-style split-level home blends original architectural details with contemporary upgrades. The lower level features a spacious 3rd bedroom (converted with permits) with recessed lighting, and bright accent windows, complemented by a second full bathroom. French doors open to a large, tiled courtyard ideal for outdoor entertaining. The private, lushly landscaped garden and yard offers a serene retreat. Inside, the elegant open-concept living, dining, and kitchen areas showcase a coved ceiling and a striking granite-faced fireplace. The updated kitchen includes granite countertops, stainless steel appliances, skylight, birch cabinetry, and a welcoming breakfast bar. Upstairs, two full bedrooms feature custom plantation shutters, gleaming hardwood floors, and double-pane windows. The remodeled designer bathroom boasts marble and tile accents, a relaxing soaking tub, and a separate stall shower. The larger bedroom offers French doors opening to a period-inspired tiled balcony with wrought iron railing. Additional highlights include a full basement with laundry area, abundant storage, and potential for a wine cellar or home gym. This unique and versatile home is a true gem that combines sophistication, comfort, and classic Mediterranean appeal.

908 S Grant ST, San Mateo

Listed by Loren Dakin, 650-714-8662 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Johnson Woo from MXR

1657 Sugarloaf DR, San Mateo
$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

3518 Winway CIR, San Mateo
$1,915,000
3 Beds ⋅ 1 Baths ⋅ ML82050634 MLS
Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

3518 Winway CIR, San Mateo

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

Sold listing courtesy of Julie Boc from SGP

535 W Hillsdale BLVD, San Mateo
$1,910,000
3 Beds ⋅ 2 Baths ⋅ ML82060990 MLS
Westside Opportunity! Located in the heart of the popular Hillsdale area of San Mateo, this home greets you with a courtyard entry. Step into the spacious light filled living /dining room with dramatic walls of glass to enjoy the outdoor scenery. The cheerful kitchen has an abundance of cabinet space and a generous eating area. Next to the kitchen is a convenient laundry room. Off the living room area, you will discover the first bedroom with built-in desk and shelving. A Jack & Jill bathroom and another larger bedroom. At the end of the hall is the spacious Primary bedroom, which has a built-in dressing table, double closets, lots of natural light and a door to the side outdoor area. The primary bathroom features a shower over the tub and a linen closet. Use your imagination to make the private backyard a special haven, lots of possibilities with a beautiful oak tree, persimmon tree, and citrus tree. The yard goes beyond the fence with a creek side setting. The property also has a two car garage. Additional benefits to this location are your close proximity to the Hillsdale Mall, trader Joe's, parks, library, schools, public transportation, and easy access to both 101,92, and 280 freeways.

535 W Hillsdale BLVD, San Mateo

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

Sold listing courtesy of Cory Liu from KWPEN

18 Hillbarn CT, San Mateo
$1,910,000
2 Beds ⋅ 2 Baths ⋅ ML82055327 MLS
VIEWS, VIEWS, VIEWS! 2 BEDROOM PLUS DEN OR STUDY COULD BE 3RD BEDROOM AND 2 FULL BATHROOMS! MID-CENTURY WESTWOOD KNOLLS CONTEMPORARY HOME ELEVATED BY VIEWS, STYLE, COMFORT AND A PREMIUM LOCATION BETWEEN SILICON VALLEY AND SAN FRANCISCO! A FEW MINUTES FROM SHOPPING, HILLSDALE SHOPPING CENTER,GROCERY SHOPPING, TRADER JOE'S, SHOPS, DINING ,ENTERTAINMENT, ROBLOX, DOWNTOWN SAN MATEO, PLENTIFUL PARKS INCLUDE LAURELWOOD, SAN MATEO CENTRAL, CRYSTAL SPRINGS, SAWYER COMP TRAIL, AND COYOTE POINT RECREATION AREA. THE MAJOR CLOSE COMMUTE ARTERIES ARE HIGHWAYS 92,101, 280 AND 82 (THE EL CAMINO REAL) . PLEASE DON'T FORGET THE AWARD WINNING SCHOOLS. THE NIGHT VIEWS ARE BEAUTIFUL AND PANORAMIC WHETHER OUTSIDE OR RELAXING INSIDE THE HOME. THE REAR YARD IS VERY PRIVATE. THE CARPORT IS OVERSIZED WITH CABINETRY FOR STORAGE. THE OFFICE/DEN CAN BE USED AS A 3RD BEDROOM. THIS CONTEMPORARY HOME CAPITALIZES ON A FLOWING AND OPEN FLOOR PLAN. THE KITCHEN AND BATHROOM WERE REMODELED IN 2025. THE 6 BURNER GAS OVEN AND RANGE AND THE REFRIGERATOR ARE NEW IN JULY, 2026. THE FOAM ROOF HAS BEEN RE-COATED BY DURA FOAM ROOFING IN 2026 AND SECTION 1 TERMITE CLEARANCE IN 2026.

18 Hillbarn CT, San Mateo

Listed by Joseph Randazzo, 408-460-2684 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Katie Figueroa from CBR

1220 Quince ST, San Mateo
$1,900,000
3 Beds ⋅ 2 Baths ⋅ ML82046456 MLS
Welcome to this charming 3 bedroom, 2 bathroom home offering 1,270 sq ft of comfortable living space in the highly sought after Homestead neighborhood. Full of warmth, character, and future potential, this home is move in ready today while still offering opportunities to make it your own over time. Adding even more flexibility is a legal 172 sq ft bonus room located just off the finished garage, ideal for a home office, gym, playroom, creative studio, or guest space. Set on a 5,000 sq ft lot, the property features mature fig, apricot, and citrus trees, creating a peaceful backyard setting perfect for gardening, entertaining, or simply enjoying fresh fruit from your own yard. The location is truly exceptional, situated just half a block from Borel Middle School, allowing parents the rare convenience of watching their children walk into school right from home. This prime location is also zoned for top rated Baywood Elementary, Borel Middle, and Aragon High School, making it an incredible opportunity to live in one of San Mateos most desirable neighborhoods. Whether you're looking for a home you can enjoy immediately or one you can gradually customize and expand over time, 1220 Quince offers comfort, convenience, and outstanding long term value in an unbeatable location!

1220 Quince ST, San Mateo

Listed by Maryann Ernst, 415-361-9921 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Sophia Wang from ATFIN

239 Prague ST, San Mateo
$1,900,000
3 Beds ⋅ 2 Baths ⋅ ML82038527 MLS
Tucked into the most desirable pocket of North Shoreview, this beautifully updated home sits on a quiet street known for its wide blocks and welcoming neighborhood feel. With 3 bedrooms and 2 bathrooms including a private primary suite, this home offers an exceptional 1,740 square feet of living space. This home is move-in ready with brand new luxury vinyl flooring throughout and thoughtfully remodeled spaces. The updated kitchen features gorgeous new cabinetry, quartz countertops, and a comfortable breakfast nook, perfect for everyday living. Both bathrooms have been tastefully remodeled, creating a clean, modern feel. A standout feature is the bright and versatile sunroom, ideal for a home office, playroom, workout area, or bonus living space. Situated on a desirable corner lot, the wraparound yard offers wonderful outdoor living with grassy play space, a patio for al fresco dining, and a side deck perfect for entertaining. Additional highlights include a huge two-car garage, offering ample storage and convenience. Ideally located just moments from the Bay Trail, Coyote Point, and Meta, with several neighborhood parks nearby, and just a short drive to the vibrant downtowns of Burlingame and San Mateo. A true turn-key home in a fantastic neighborhood - just move in and enjoy!

239 Prague ST, San Mateo

Listed by Caitlin Beanan, 650-576-3994 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cam Thompson from CBR

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