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269 Woodbridge CIR, San Mateo
$2,990,000
4 Beds ⋅ 3 Baths ⋅ ML82039543 MLS
Welcome to this beautifully remodeled traditional home in the Woodbridge Park neighborhood of San Mateo, zoned to top-rated Belmont schools. Flooded with natural light, this rarely available 2-story residence offers a versatile floor plan. Upstairs, you will find a primary suite featuring high ceilings & a seating area along with 2 additional bedrooms each with their own walk-in closet. A bedroom & a full bath on the main level provide flexibility for guests or a home office. A grand entry opens to an elegant living room with vaulted ceilings & a formal dining area, creating an inviting space for everyday living. At the heart of the home, you will find an open layout where a fully remodeled kitchen flows effortlessly into a sunny eating area & an inviting family room. Double sliding doors open to the flat backyard perfect for indoor-outdoor living & entertaining. The stunning kitchen showcases white cabinetry, quartz counters, SS appliances, tile backsplash & a center island. Other highlights include newly installed white oak engineered hardwood floors & carpet, fresh paint, chic light fixtures, recessed lighting, laundry room & 2 car garage. Ideally located near parks, Hillsdale Mall, freeways, Caltrain & SFO. First time on the market, this is the one you have been waiting for!

269 Woodbridge CIR, San Mateo

Listed by Sanit Bordeianu, 650-430-3500 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Steven Wen from KWCU

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

341 Sylvan AVE, San Mateo

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

Sold listing courtesy of Magic Li from CBR

117 Lakewood CIR, San Mateo
$3,300,000
4 Beds ⋅ 3 Baths ⋅ ML82039454 MLS
Located in the highly desirable Baywood Park neighborhood of San Mateo, this beautiful updated home offers an exceptional blend of comfort, convenience, and everyday amenities. Just moments from Crystal Springs Village with access to Safeway, Starbucks, CVS Pharmacy, and popular local dining including Rainbow Pizza. Conveniently situated near Highways 92 and 280 with easy access to Highway 101, Hillsdale Shopping Center, and Downtown San Mateo. Set within highly regarded school boundaries. This elegant Neo-Mediterranean residence features a spacious front lawn and inviting curb appeal. Inside, a grand open-concept foyer, living room, and dining area are highlighted by soaring double-height ceilings and abundant natural light through large windows. The well-appointed eat-in kitchen offers granite countertops, stainless steel appliances, ample cabinetry, a center island with breakfast bar, and a breakfast nook, opening to a generous family room with fireplace and backyard access. The main level includes a guest bedroom, office, full bath, and laundry room. Upstairs are three bedrooms and two baths, including a spacious primary suite with dual vanities, soaking tub, walk-in shower, and ample closet space. Private backyard with patio, lawn, and circular hillside deck.

117 Lakewood CIR, San Mateo

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of Max Lo from GRBA

1581 Ascension DR, San Mateo
$2,720,000
4 Beds ⋅ 3 Baths ⋅ ML82039396 MLS
Welcome to 1581 Ascension Drive, a beautifully maintained 4-bd, 3-ba home in San Mateos desirable Baywood Park neighborhood. Offering approximately 2,240 sq ft of living space on a 10,450 sq ft lot, this home features a bright, functional layout w/ soaring ceilings & abundant natural light. The inviting living room showcases hardwood floors, high ceilings, large windows, & a fireplace with modern sconces. It flows into the dining area w/ a new light fixture, creating an open, airy feel. The spacious kitchen offers stone countertops, ample cabinetry, recessed lighting, & a breakfast nook with backyard access. The adjacent family room provides addtl living space w/ recessed lighting & new carpeting. The expansive paved backyard features multiple patio areas, ideal for entertaining & outdoor living. The main level includes a bedroom & full bathroom, perfect for guests or flexible use. Upstairs, three addtl bedrooms offer great natural light, incl a primary suite with ensuite bath. The hallway bathroom features double sinks & updated finishes. Additional highlights include fresh interior paint, hardwood flooring in main areas, a dedicated laundry room, and an attached two-car garage. Conveniently located near top-rated schools, parks, shopping, dining, and major commuter routes.

1581 Ascension DR, San Mateo

Listed by OWN Real Estate, 650-888-0153 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of DonnaMarie Baldwin from APR

3528 Broadview CT, San Mateo
$1,870,000
3 Beds ⋅ 3 Baths ⋅ ML82038440 MLS ⋅ Sugarloaf BLDG.
Belmont schools! Gorgeous Sugarloaf residence on a quiet cul-de-sac, blending sophisticated design with serene living, featuring three spacious bedrooms and two and a half bathrooms, including a huge primary suite with a soaking tub and a separate stall shower. Vaulted ceilings, a bay window overlooking the serene rear deck garden, and gleaming wood floors create a space where natural light glistens throughout. The gourmet kitchen is highlighted by designer finishes, quartz countertops and stainless-steel appliances. The kitchen flows seamlessly to the dining and living areas, creating an ideal space for both entertaining and everyday living. Modern light fixtures throughout enhance the home's sophisticated ambiance. The private backyard is perfect for entertaining or quiet al fresco moments. Beautiful community with access to tennis courts, all within highly top-rated schools! HOA only $800 / year. This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Welcome home!!!

3528 Broadview CT, San Mateo

Listed by Vicky Yu, 650-701-5058 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Xi from CBR

2439 Willow WAY, San Mateo
$1,485,246
3 Beds ⋅ 3 Baths ⋅ ML82038962 MLS ⋅ Viewpointe at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay. It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. Its few minutes drive from easy commuter access to 92, 101, or 280 and highly ranked schools. Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails. Within 10 minutes drive there is the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails. SF airport is fifteen minutes drive. Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes. Solar is included which helps to lower energy cost.

2439 Willow WAY, San Mateo

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

2449 Willow WAY, San Mateo
$1,304,528
3 Beds ⋅ 3 Baths ⋅ ML82038954 MLS ⋅ Viewpointe at The Heights BLDG.
This tranquil enclave of homes nestled amongst lush green space with stunning panoramic views of the peninsula with proximity to San Francisco, Silicon Valley, and Half Moon Bay.  It is conveniently located within a few blocks of Laurelwood Plaza with a grocery store, vibrant restaurants, coffee, tea, and shopping. Its few minutes drive from easy commuter access to 92, 101, or 280 and highly ranked schools.  Lifestyle enhancing amenities include outdoor fitness areas, dog park, community gardens, picnic areas, tot lot, and walking trails.  Within 10 minutes drive there is the Peninsula Golf, downtown, Cal train station, Hillsdale Mall, Costco, Whole Foods, and Crystal Springs hiking trails.  SF airport is fifteen minutes drive.  Luxury designer finishes include quartz countertop, gorgeous full kitchen backsplash, upgraded cabinets, premium wood floors, and lux bathroom finishes.  Solar is included which helps to lower energy cost.

2449 Willow WAY, San Mateo

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

Sold listing courtesy of Bin Zhou from FT23T

1761 Klamath AVE, San Mateo
$1,760,000
3 Beds ⋅ 3 Baths ⋅ ML82038540 MLS
Experience timeless charm and modern comfort in this beautifully updated 3BD/2.5BA home, ideally located in the desirable Parkside neighborhood of San Mateo. Situated on a beautifully landscaped 5,782 sq ft corner lot, this light-filled home has extensive updates throughout.The home features a welcoming formal living room with a decorative fireplace that flows seamlessly into the formal dining room & a completely remodeled chefs kitchen with new cabinetry, quartz countertops, and stainless steel appliances. The living area opens to a private backyard oasis, complete with a deck, patio, garden area, and storage shed perfect for relaxing or entertaining.Three spacious bedrooms include a primary suite with a remodeled spa-inspired bathroom and walk-in closet. A beautifully updated guest bathroom features a modern walk-in shower. Highlights include dual-pane windows, new wood flooring, central heating, freshly painted interior, and an updated retrofitted foundation. The attached garage offers a bonus room and half bath, along with a laundry area & storage space. Located on one of the neighborhoods most charming streets, this home is just minutes from Hwy 101 & 92, Hillsdale Mall, Caltrain, parks, schools, and offers convenient access to SF & SV. This is truly a must-see!

1761 Klamath AVE, San Mateo

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

Sold listing courtesy of Jing Hu from CBR

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

311 W Hillsdale BLVD, San Mateo

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

Sold listing courtesy of Amy Brenner from RDFIN

6 Barneson AVE, San Mateo
$2,200,000
3 Beds ⋅ 3 Baths ⋅ ML82038229 MLS ⋅ SunBarneson BLDG.
Enjoy the comfort and space of a single-family home within an intimate townhome community. Located in Baywood, this beautifully designed 3-bedroom, 2.5-bath residence is one of just seven homes in a boutique development, offering privacy, charm, and a true neighborhood feel. This home features a bright open-concept main level highlighted by soaring vaulted ceilings and expansive living and dining spaces that flow effortlessly together perfect for both everyday living and entertaining. The stylish kitchen is the centerpiece of the home, featuring a large center island, sleek quartz countertops, and stainless-steel appliances. Upstairs, the luxurious primary suite offers a peaceful retreat with a spacious walk-in closet and a spa-inspired bath complete with a tub, stall shower, and refined finishes. Two additional bedrooms provide flexibility for family, guests, or a home office. Convenient upstairs laundry room adds to the homes thoughtful design. Step outside to a unique patio and private yard, an uncommon luxury for townhome living, ideal for outdoor dining. Walk to the vibrant shops and restaurants of downtown San Mateo, offering the perfect blend of neighborhood tranquility and urban convenience. Highly regarded schools nearby add to the appeal of this exceptional property.

6 Barneson AVE, San Mateo

Listed by Jim Tierney, 650-544-4663 from NetEquity Real Estate
(If provided) CoList: from

Sold listing courtesy of Chris Molnar from CBR

818 W Grant PL, San Mateo
$2,670,000
3 Beds ⋅ 3 Baths ⋅ ML82038142 MLS
Your new lifestyle awaits in this exceptional, tri-level traditional style home nestled on a quiet tree lined round about cul-de-sac. Thoughtfully designed addition blends comfort w a versatile floor plan. Entryway reveals living room w vaulted ceiling and fireplace trimmed with built-in bookshelves. A charming vintage main stairway leads to 2 large bedrooms and full bath w stall shower, tub and quartz counter top vanity. Spacious and private third level primary ensuite with a wall of closets adjacent to the primary bath w stall shower and dual sinks w quartz countertop. Oversized family room w soaring vaulted ceiling, skylights, a raised brick fireplace replete w dual built-in bookshelves and large informal dining area. Glass pane door opens to the renovated side deck for extended outdoor living and year round entertaining. Sunny level yard w brick walkway. The heart of the home is the well appointed open concept kitchen featuring ample sleek quartz counters, breakfast/serving bar w seating, recessed lighting, expansive cabinetry and a double oven w separate gas cooktop. The convenient second stairway provides additional access to the upper level living quarters. Lower level enjoys a guest bath, home office and laundry room. Hardwood floors and double pane windows throughout.

818 W Grant PL, San Mateo

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

Sold listing courtesy of Serena Conti from APR

3992 Casanova DR, San Mateo
$2,585,000
4 Beds ⋅ 3 Baths ⋅ ML82037503 MLS
Turn-key Modern Masterpiece in highly desirable San Mateo Village! Previously taken down to the studs and expanded, this single-story stunner features a brilliant open floor plan, vaulted ceilings, and an abundance of natural light. The chefs kitchen is equipped with high-end Bertazzoni appliances, beautiful quartz countertops, and custom cabinetry, flowing seamlessly across gorgeous engineered hardwood floors. You can buy with absolute confidence knowing this home was comprehensively upgraded during its massive remodel, featuring modernized electrical and plumbing, a premium tankless water heater, dual-pane windows, updated roof and insulation, plus Central Heating & A/C. Perfectly situated just steps from Casanova and Lauriedale Parks, you are minutes away from top dining, shopping, and major commute routes. Come experience the incredible neighborhood friendliness and community spirit that The Village is famous formove right in and welcome home!

3992 Casanova DR, San Mateo

Listed by Lina Pan, 669-666-4384 from SALA Homes Realty & Development
(If provided) CoList: from

Sold listing courtesy of Sameen Babar from SZIR01

417 36th AVE, San Mateo
$2,450,000
3 Beds ⋅ 3 Baths ⋅ ML82037646 MLS
Exceptional split-level San Mateo home, proudly owned by the same family for 62 years. Charming curb appeal with front porch, colorful landscaping, and private entry. The tiled foyer opens to a bright living room with oversized bay windows showcasing beautiful hill views, a classic fireplace, and gleaming hardwood floors. Formal dining room with designer chandelier and sliding glass doors opens to a covered patio and sunny backyard. The updated kitchen features skylight, stainless appliances, double oven, pantry, wet bar, granite counters, and custom cabinetry, flowing into a breakfast area and spacious family room with gas fireplace and sliding doors to the yardideal for everyday living and entertaining. Upstairs are three bedrooms with views and two baths, including a generous primary suite with stall shower, soaking tub, and bonus space for an office or walk-in closet. The lower level offers flexible living space with private exterior access, half bath, laundry area, storage, and attached two-car garage. South-facing backyard with mature fruit trees, lawn, and patio. A/C and central heat. Conveniently located near parks, schools, shopping, and transportation.

417 36th AVE, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Anna C. Wong from APR

638 Oregon AVE, San Mateo
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML82037465 MLS
Unsurpassed quality defines this reimagined home at 638 Oregon Avenue. Rebuilt from the ground up, it features top-shelf construction, craftsmanship, and woodwork. The entryway includes a striking staircase. The high-end, open kitchen is filled with natural light, crafted with the finest materials, and includes an eat-in bar. The family room is an elegant living area with high ceilings, built-ins, natural light, and lots of space. Glass doors open to a beautifully landscaped backyard with a two-tier stone patio, extending the living space outdoors. One bedroom and one and a half bathrooms are downstairs. The upstairs primary suite has a stunning closet with high-end built-ins and an elegant en suite bathroom. Crown molding, wainscoting, and custom cabinetry combine functional design and quality materials. Integrated smart lighting, whole-home audio, and remote-controlled shades add convenience. Other features include central air, whole-house water filtration, tankless water heater, and a two-car garage.

638 Oregon AVE, San Mateo

Listed by Maria Scott, 650-207-9841 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Greg Damelio from SGP

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

347 Rolling Hills AVE, San Mateo

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

Sold listing courtesy of Rachel DiNapoli from DWELL

1762 Kelly ST, San Mateo
$1,835,000
3 Beds ⋅ 3 Baths ⋅ ML82037338 MLS
Located in the desirable Parkside neighborhood this beautifully 2 story home offers 3 bedrooms, 2.5 baths, plus a versatile den. Approx. 2,150 sq. ft. Situated on a 5,757 sq. ft. lot. Also features an attached 2 car garage & inviting outdoor spaces. The main level welcomes you w/beautiful teak floors, an updated kitchen showcasing custom Italian tile work, & an adjacent dining area ideal for entertaining. The living room features a cozy gas fireplace & sliding glass doors that open to the landscaped backyard. Additional highlights include double-pane windows, recessed lighting, plantation shutters, a stylishly remodeled hall bathroom w/custom tile & tiled floors, & a convenient laundry room w/half bath. 2 bedrooms & a den complete the lower level, offering flexibility for guests, or a home office. Upstairs, a spacious family room w/hardwood floors, water views a fireplace that is enhanced by soaring vaulted, beamed ceilings, Anderson windows, & access to a private balcony. The primary suite includes a beautifully updated bath w/an oversized shower, custom tile work, porcelain sink, Toto toilet & skylight. The nicely landscaped grounds feature a wrap-around deck, lawn area, & brick patio perfect for relaxing or entertaining. Fresh exterior paint adds to the homes curb appeal.

1762 Kelly ST, San Mateo

Listed by Jeff LaMont, 650-740-8808 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Rosa Baltodano from APR

250 Harvard RD, San Mateo
$3,550,000
4 Beds ⋅ 3 Baths ⋅ ML82036747 MLS
This beautifully preserved home showcases rich wood detailing, elegant millwork, and charming vintage touches at every turn. Sun-filled living spaces feature hardwood floors, classic fireplace, stained glass accents, and oversized windows that frame lovely neighborhood views. The inviting dining room, cozy bedrooms, and thoughtfully designed living areas blend historic craftsmanship with comfortable everyday livingcreating a warm, character-filled home that feels both refined and welcoming. Close to Silicon Valley, San Francisco and top-rated public and private schools. Disclosure link: https://app.disclosures.io/link/250-Harvard-Road-oh6wdpwz Open house Sat 3/28 2-4pm Sun 3/29 1-4 or tex Ting at 415.359.8419 or Trish at 650.808.0972 for showings.

250 Harvard RD, San Mateo

Listed by Ting Wang Conway, 415-359-8419 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mariana Pappalardo from COMPS

1211 Wayne WAY, San Mateo
$1,650,000
3 Beds ⋅ 3 Baths ⋅ ML82036658 MLS
Meticulously Remodeled Bay Meadows End Unit | Walk to Whole Foods & Parks Low Maintanence & Simple Living Lifestyle! True turnkey and upgraded throughout. This 3-bedroom, 2.5-bathroom end unit in San Mateo's sought-after Bay Meadows community has been meticulously remodeled with modern finishes and thoughtful details at every turn. Walk in and notice fresh paint throughout the entire home. The open-concept main level features soaring high ceilings, abundant natural light, a cozy fireplace with designer accent wall, and a split-level layout that creates distinct living and dining areas. The remodeled kitchen boasts quartz countertops, a center island, breakfast nook, and dual gas appliances. Recessed lighting runs throughout. All bedroom closets feature custom organized shelving systems. A covered balcony deck adds private outdoor space. The two-car garage comes finished with epoxy flooring and a Tesla EV charger. Location, location, location. Walk to 18 acres of community parks. Bay Meadows KinderCare is on the same street, and the home is zoned for top-rated George Hall Elementary (A, Niche), Abbott Middle, and A+ rated Hillsdale High. Minutes to Hillsdale Caltrain and Highways 101/92. Buyer to verify all info for including but not limited to zoning, classification and HOA

1211 Wayne WAY, San Mateo

Listed by Rami Tannous, 408-888-5144 from Nick Sadek Sotheby's International Realty
(If provided) CoList: Mathew Hindy from Nick Sadek Sotheby's Internati

Sold listing courtesy of Ann Chang from SQRE

379 Derby AVE, San Mateo
$1,520,000
2 Beds ⋅ 3 Baths ⋅ ML82036598 MLS
Welcome to 379 Derby Avenue, an elegant multi-level residence offering refined living within the coveted Brightside Community of Bay Meadows. Recently updated with new interior paint, brand-new carpeting, and stylish light fixtures, this move-in-ready home feels bright and inviting from the moment you enter. The main level showcases an open-concept design where the living room, dining area, and well-appointed kitchen come together seamlessly, creating a sophisticated space ideal for both everyday living and effortless entertaining. A private balcony extends the living experience outdoors, while a chic powder room adds convenience for guests. The upper-level features two spacious bedroom suites, each with its own private bathroom, providing a peaceful retreat with exceptional privacy, along with a thoughtfully located hallway laundry closet for everyday ease. On the ground level, a generous two-car garage and abundant storage space offer practicality without compromising design. Ideally located in San Mateo near major commuter routes, shopping, dining, and parks, this residence combines modern comfort, stylish updates, and a vibrant Peninsula lifestyle in one exceptional home.

379 Derby AVE, San Mateo

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

Sold listing courtesy of Doyle Keeton from OBOKWOAK

1521 Cherrywood DR, San Mateo
$2,860,000
5 Beds ⋅ 3 Baths ⋅ ML82036587 MLS
PRICE ADJUSTMENT!! Welcome to 1521 Cherrywood Dr - A standout 5 bedrooms + office, 2.5 bath retreat nested in one of San Mateos most sought-after Laurelwood neighborhoods. Set on a generous ~8700 sq. ft. lot. This 1975 built home offers ~2710 sq. ft. of thoughtfully designed living space, perfect for families & entertaining. The home welcomes you with a spacious floor plan, an elegant staircase, a sun filled living room with a fireplace & an inviting formal dining room with sliding doors to the lush gardens. The heart of this home is a well-appointed kitchen with a majestic inviting island - a place to create memories with family & friends. The cozy family room flows directly into a large private oasis backyard. Imagine hosting a private party within a serene garden space under mature trees and a waterfall. Office conveniently located on ground level and 5 private bedrooms upstairs. Additional features include, cherrywood hardwood floors, gourmet granite countertops, custom cabinetry, stainless steel appliances, radiant flooring in the primary bath, putting green, seperate laundry & attached 2 car garage. This centrally located Laurelwood enclave features premium schools, shopping destinations, scenic trails, parks and major commuter routes. OFFERS DUE, Tuesday 4/21/26 at 10am.

1521 Cherrywood DR, San Mateo

Listed by Dzovig Derounian, 650-302-3288 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Rumana Jabeen from KWPEN

275 41st AVE, San Mateo
$2,700,800
4 Beds ⋅ 3 Baths ⋅ ML82036465 MLS
This truly must-see property is the envy of the neighborhood and ready for you to move in. Beautifully crafted and spacious, this four-bedroom, three-bathroom home was substantially renovated. Plus, the location is ideal, right next to essentially everything you could need. The main level features soaring 14-foot ceilings and a bright, airy open floor plan. It includes a convenient lower-level en suite with a private side-door entrance. Upstairs, you will find the primary en suite, two additional bedrooms, and a dedicated laundry room. The kitchen opens directly to a patio area perfect for alfresco dining and a level play area featuring low-maintenance artificial turf. This home includes modern upgrade on your checklist: Custom cabinets and high-end appliances,Radiant floor heating in bathrooms and laundry room, Engineered 5/8 clear oak flooring, Heat pump HVAC system and an 80-gallon heat-pump water heater, Upgraded electrical panel, Double-pane windows and a 40-year rated roof, Five-coat stucco exterior system, Gutters connected to underground drainage, (2) 50 amp plugs in garage. The location is ideal, offering easy access to shopping, restaurants, Laurelwood Park, major freeways, and Caltrain. Home is assigned to Hillsdale HS and is rated 9/10.

275 41st AVE, San Mateo

Listed by Michele Dee, 650-455-2260 from Better Homes and Gardens RE Reliance
(If provided) CoList: from

Sold listing courtesy of April Zhao from BQG

1360 Parrott DR, San Mateo
$4,030,000
5 Beds ⋅ 3 Baths ⋅ ML82035736 MLS
Set on an expansive ±10,968 sq ft flat lot in Baywood Park, this exceptional single-level home offers rare scale, views, and flexibility. Featuring 5 bedrooms and 3 full bathrooms, the layout supports both everyday living and long-term versatility. Western-facing exposure captures sweeping views toward Crystal Springs Lake and dramatic sunsets that become an everyday routine. Interiors showcase wide-plank hardwood floors, abundant natural light, skylights, and seamless indoor/outdoor flow. The chefs kitchen anchors the home with custom wood cabinetry, natural stone surfaces, a furniture-style island with built-in wine refrigerator, professional gas cooktop with custom hood, double wall ovens, and generous storage. Living and dining areas open to a large paver patio, private low-maintenance yard with premium turf, deck and raised planting beds. The primary suite includes dual walk-in closets and en-suite bath. A detached two-car garage also offers an attached separate bonus space ideal for home office or fitness studio, plus attic storage in both the garage and main home. A rare combination of views, lot size, and single-level living in Baywood Park is exactly what you have been looking for to call.. Home

1360 Parrott DR, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Matt Skrabo from KWPA

1912 Los Altos DR, San Mateo
$3,050,000
4 Beds ⋅ 3 Baths ⋅ ML82035392 MLS
Stunning 4 bed | 3 bath move-in ready home located in the coveted Baywood Park neighborhood! From the moment you step through the front door you are greeted by a stunning view. The inviting floor plan features a living room with dining area, separate family room, and a downstairs bedroom with full bath. The inside laundry provides convenient access from the garage to the main level. The kitchen and family room open to an expansive patio and deck, perfect for entertaining. Upstairs rear-facing bedrooms share the same beautiful view, and the primary suite offers a walk-out roof deck providing additional possibilities, whether enjoying morning coffee or exploring future expansion options to increase square footage. Freshly painted interior and exterior, new water heater, some new ductwork, new carpet, updated lighting, refreshed landscaping and more! Wonderful neighborhood setting with Crystal Springs Village/Shopping Center just down the street featuring Starbucks, CVS, Safeway and casual dining options. Filoli Historic House & World-Class Garden is approximately 10 miles away for year round enjoyment! Centrally located near Highways 280 & 101 for an easier commute with SFO approximately 15 miles away.

1912 Los Altos DR, San Mateo

Listed by Debra Sanders, 408-391-6533 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mansour Moussavian from APR

25 McAker CT 103, San Mateo
$1,130,000
3 Beds ⋅ 3 Baths ⋅ ML82034003 MLS ⋅ Pacific Garden of San Mateo HOA BLDG.
BEST VALUE! Renovated corner-unit townhouse-style condo nestled in the vibrant West Side of San Mateo, offering abundant natural light, high ceilings, and skylights for a bright, airy feel throughout. The first level features a full bedroom with a nearby half bath, ideal for guests, a home office, or multi-generational living. Upstairs are two spacious bedroom suites, including a primary en-suite with walk-in closet and dual-vanity bath. Enjoy an open-concept living and dining area with a fireplace and access to a private front patio. The kitchen features shaker cabinets, stainless steel appliances, and new fixtures, complemented by stone countertops. Additional highlights include LVP flooring, central heating, dual-pane windows, and in-unit washer/dryer. With no one above or below, this townhouse lives like a single-family home. The home includes two assigned EV-ready parking spaces in a secured garage with an additional storage unit. Prime location just minutes to downtown San Mateo, Caltrain, Hillsdale Mall, restaurants, parks, major commute routes (Hwy 92/101), and everyday conveniences. Zoned for highly sought-after Aragon High School. A wonderful opportunity to enjoy a light-filled home in one of San Mateos most convenient neighborhoods.

25 McAker CT 103, San Mateo

Listed by Kevin Peterson, 650-451-8763 from KW Elevate
(If provided) CoList: from

Sold listing courtesy of Kenneth Yip from PB92T

2026 Fairmont DR, San Mateo
$2,345,000
3 Beds ⋅ 3 Baths ⋅ ML82035580 MLS
Opportunity knocks! Built in 1977, this Whitecliff built home offers three bedrooms with two and one half baths with 1,880 square feet of living space, set in the San Mateo hills in a serene canyon setting. Spacious living room with high ceilings, separate dining area, eat in kitchen and family room. Huge primary suite with a dry sauna and large walk in closet. This lovely home needs TLC with tremendous upside to put your own personal touches to make it your dream home. There's a three car garage with a huge attic, that could offer endless possibilities or even expansion. Close to shopping, with easy access to 92, 280 101 and the San Francisco International airport.

2026 Fairmont DR, San Mateo

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

Sold listing courtesy of Morgan Aiello from CBR

42 Lyonridge LN, San Mateo
$1,500,000
3 Beds ⋅ 3 Baths ⋅ ML82031004 MLS
Experience "turn-key" luxury in this meticulously reimagined home, perfectly positioned in the center of the community with the rare privacy of no rear neighbors and serene, tree-lined views. The open-concept interior blends high-end modern upgrades with effortless functionality, featuring a reconfigured chefs kitchen with Samsung appliances and a built-in Reverse Osmosis system, wide-plank flooring, and a stunning designer fireplace. Every detail has been elevated, from the customizable recessed lighting to the primary suites custom walk-in closet and contemporary bath with sleek black hardware. The home is packed with practical luxuries, including AT&T fiber-ready connectivity, a high-capacity double-tier washer, and a sun-drenched hallway bath with a bright skylight. Ideally located near Highway 92 and the College of San Mateo campus with an abundance of guest parking right at your doorstep, this home offers a sophisticated sanctuary for modern living.

42 Lyonridge LN, San Mateo

Listed by Sunnie Li, 650-218-2178 from SALA Homes Realty & Development
(If provided) CoList: from

Sold listing courtesy of Allison M Fujimoto from TODAY

638 Rand ST, San Mateo
$2,080,000
3 Beds ⋅ 3 Baths ⋅ ML82035367 MLS
A beautifully maintained single-level residence offering a wonderful sense of openness, light, and everyday comfort. Expansive front and rear grounds create a generous feeling of space and privacy, while natural light fills the seamless layout and enhances the home's airy, inviting atmosphere. The overall flow feels balanced and welcoming from the moment you enter. Well-proportioned bedrooms, including walk-in closet features, support effortless functionality. An EV-ready garage adds modern convenience. Ideally located with easy walking access to Seal Point Park and within the highly regarded Aragon High School attendance area. A thoughtfully composed Peninsula home with three bedrooms and two and a half baths, offering enduring comfort, scale, and everyday ease.

638 Rand ST, San Mateo

Listed by Anthony Yu, 650-787-9978 from Realty One Group Extreme
(If provided) CoList: from

Sold listing courtesy of Kris Mares from KWPEN

701 2nd AVE 2, San Mateo
$1,520,000
2 Beds ⋅ 3 Baths ⋅ ML82034923 MLS
An exceptional opportunity to own a thoughtfully crafted townhome built in 2016 by esteemed luxury builder Thorenfeldt Construction, ideally situated in the heart of San Mateo. This impeccably maintained residence showcases a seamless fusion of classic craftsmanship and contemporary elegance, just moments from vibrant downtown San Mateo. Inside, wide-plank hardwood floors, refined millwork, and designer tile selections create a warm yet sophisticated ambiance throughout. The expansive main level is designed for both everyday living and effortless entertaining, featuring a chef-inspired kitchen equipped with premium Bosch stainless steel appliances, sleek quartz countertops, and a generous breakfast bar that flows into the open-concept living and dining areas. Upstairs, you'll find two spacious bedrooms plus a versatile den/office with a closet, easily convertible into a third bedroom to suit your needs. Additional highlights include smart home wiring, recessed LED lighting, and oversized walk-in closets. The home offers two dedicated parking spaces, including an attached one-car garage and adjacent outdoor parking. Enjoy unbeatable convenience with shops, restaurants, parks, a movie theater, and Caltrain just a short stroll away, along with easy access to HWY 101 & 280.

701 2nd AVE 2, San Mateo

Listed by Lawrence Ko, 650-995-4049 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Susan Caccia from VANTAGE

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