Sugarloaf Real Estate, Homes, Condos for Sale in San Mateo, CA

3 Beds ⋅ 2 Baths ⋅ ML82057532 MLS

Here's your opportunity to get into a desirable San Mateo neighborhood and make a home truly your own. Welcome to 651 29th Avenue, a 3-bedroom, 2-bath home offering approximately 1,220 square feet of living space on a generous 5,984-square-foot lot. Freshly painted inside and out and featuring beautifully refinished hardwood floors, the home feels bright, welcoming, and ready to enjoy. The main level offers a comfortable living room, dining area, kitchen, two bedrooms, and a full bathroom. Just off the kitchen, a staircase leads to the third bedroom and second full bathroom, creating a private and flexible space that's ideal for guests, a home office, or a separate retreat. Outside, newly landscaped front and back yards provide plenty of space to enjoy the Peninsula lifestyle. The backyard features a covered patio, lawn area, and room to entertain, garden, play, or simply relax outdoors. Best of all, this is a home you can enjoy today while making it your own over time without paying a premium for someone else's renovation choices. Conveniently located near shopping, dining, parks, everyday amenities, and major commute routes, 651 29th Avenue offers an appealing combination of location, outdoor space, flexible living, and future potential. Come see the possibilities for yourself.

651 29th AVE, San Mateo

Listed by Adam Chinn, 650-877-2801 from KW Advisors
(If provided) CoList: from

$1,649,000

3 Beds ⋅ 1 Baths ⋅ ML82055999 MLS

Wow!! This Home Checks All The Boxes!! Designer Upgrades Galore!! Mint Move In Condition!! Features Include: Quite Cul-De-Sac Westwood Knolls Location, Spacious Living Room With Wood Burning Fireplace, Large Dining Area, Remodeled Light Filled Eat In Kitchen, Updated Bathroom, Refinished Hardwood Floors, New Windows, Freshly Painted Interior And Exterior, Attached 2 Car Garage, Large Rear Yard With Concrete Patio Area, Stunning Bay And City Views. Easy Access To: Hillsdale Mall, 42/43 Ave Shopping, Cal-Trains Stations, Hwy's 101, 92, And Vibrant Downtown San Mateo Just A Short Drive Away. Don't Miss Out On This Special Home!!

4308 Edison ST, San Mateo

Listed by Steven Hauschildt, 650-270-0829 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

$1,588,000

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

$2,800,000

4 Beds ⋅ 3 Baths ⋅ ML82056813 MLS

Stunning 4-bedroom, 3-bath home plus office in coveted West Side San Mateo, showcasing sweeping views of the San Francisco Bay and city skyline through a dramatic front picture window. Thoughtfully remodeled, this home blends modern design with exceptional craftsmanship. The heart of the home is a stunning chef's kitchen with an island, counter seating, beautiful contemporary finishes, and seamless flow to the dining and living areas. Filled with natural light, it captures beautiful views, creating an inviting space for everyday living and entertaining. The generous primary suite features two closets, including a walk-in, and a beautifully updated bath with designer finishes. The kitchen and office open to a private backyard with a patio and newly landscaped, terraced gardens, while a new front deck enhances the home's curb appeal. Recent upgrades include the kitchen, bathrooms, roof, windows, doors, interior and exterior paint, deck, landscaping, and more. Attached two-car garage. A bonus area of approximately 750 square feet beneath the home (not included in the living area) includes water hookups and offers endless possibilities for a gym, studio, workshop, wine cellar, speakeasy, or potential future ADU (buyer to verify).

351 Rolling Hills AVE, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,888,000

4 Beds ⋅ 3 Baths ⋅ ML82056194 MLS

Prepare to be dazzled! Seriously...this home is impeccable and as close to perfection as you're likely to find. The level of care and attention to detail is beyond remarkable. Everything has been done and done in the highest quality. Stunning remodeled kitchen with top of the line Thermador and Bosch appliances. 6 burner gas cooktop, artistic and delightful choices in paint in multiple rooms, gorgeously refinished hardwood floors, band new Presidential shingle roof, completely redone in ground pool and outdoor patio area. Unbelievably well thought out bathroom fixtures and remodel. Gorgeous light fixtures. The house is incredible and definitely not to be missed.

3239 Countryside DR, San Mateo

Listed by Jim Minkey, 650-576-1732 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,890,000

4 Beds ⋅ 2 Baths ⋅ ML82055970 MLS

Welcome to this charming and well-maintained 4-bedroom, 2-bathroom home offering timeless character, flexible living space, and exceptional potential in one of San Mateo's most desirable neighborhoods. A welcoming covered front porch opens to bright, sun-filled interiors featuring beautiful hardwood floors, fresh neutral finishes, and large picture windows that flood the home with natural light. The spacious living room with a classic brick fireplace flows seamlessly into a formal dining room, creating an inviting setting for both everyday living and entertaining. The kitchen is clean, functional, and filled with natural light, offering original cabinetry and freestanding appliances. An excellent opportunity for a future remodel to create your dream kitchen. The versatile lower level significantly expands the home's livability with a generous family room, a private fourth bedroom, a full bathroom, and a convenient laundry area ideal for guests, extended family, a home office, or multi-generational living. Outside, enjoy mature landscaping, an inviting front yard, and wonderful curb appeal. Ideally located near parks, shopping, dining, Caltrain, major commute routes, and highly regarded schools, this home offers the perfect combination of comfort, location, and opportunity.

148 Burbank AVE, San Mateo

Listed by Steve Belluomini, 650-207-5253 from Corcoran Icon Properties
(If provided) CoList: from

$1,799,000

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

$2,098,000

3 Beds ⋅ 2 Baths ⋅ ML82054610 MLS

Welcome to 912 Viewridge Drive, a light-filled retreat in the desirable San Mateo Knolls. This spacious 3-bedroom, 2-bath home offers over 1,900 square feet of living space, blending comfort, privacy, and breathtaking Bay views. A striking orange front door welcomes you into the grand entry, where beautiful hardwood floors flow throughout the home. The living and dining rooms are bathed in natural light and showcase stunning views of the Bay. The updated eat-in kitchen features new quartz countertops and opens to the family room. Expansive glass sliders from the kitchen, family room, and primary suite create effortless indoor-outdoor living and lead to the home's private backyard retreat. The spacious primary suite offers a remodeled en-suite bath, and a walk-in closet. Outside, discover your own peaceful hillside oasis with a private lookout where you'll enjoy sweeping views from the Peninsula to San Francisco. Additional highlights include a two-car garage with a bonus room ideal for an office. Backing directly to Sugarloaf Open Space, you'll enjoy access to miles of hiking and walking trails. While feeling worlds away from the hustle and bustle, you're just minutes from major commute routes, downtown San Mateo, shopping, dining, and everything the Peninsula has to offer.

912 Viewridge DR, San Mateo

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

$848,888

2 Beds ⋅ 2 Baths ⋅ ML82054213 MLS ⋅ 1700 De Anza HOA BLDG.

Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the desirable Laurelwood neighborhood in the San Mateo Hills. Located on the first floor for easy access, this well designed home features the community's most desirable floor plan, w/ bedrooms on opposite sides of the living area for maximum privacy. Hardwood floors enhance the main living spaces, while plush carpeting adds comfort to the bedrooms. An in-unit washer/dryer provide everyday convenience. The kitchen features granite countertops, stainless steel appliances, & a built-in wine refrigerator. The living room has a gas fireplace & opens to a private balcony. The secure building offers an array of amenities, including a pool, hot tub, fire pit, lounge chairs, gym, & a reservable guest suite for visiting family. The beautifully maintained lobby & common areas create a welcoming atmosphere. Additional highlights include one reserved parking space in the secure attached garage, extra storage, & an unbeatable location. Enjoy easy access to shopping, the local Farmers' Market, parks, & highly rated schools. Commuters will appreciate the convenient location just off Highway 92, w/ quick access to Highways 280 & 101. This home truly offers the perfect combination of comfort, convenience, & resort-style living.

1700 De Anza BLVD 109C, San Mateo

Listed by Brandon Denman, 650-303-0880 from Denman Real Estate Group, Inc.
(If provided) CoList: from

$3,398,888

5 Beds ⋅ 4 Baths ⋅ ML82054023 MLS

Now Offered at an Exceptional Value! Welcome to this stunning, completely reimagined home showcasing exceptional style, quality, and craftsmanship. This 5-bedroom, 4-bath residence features designer finishes and an expansive backyard for year-round enjoyment. Elegant hardwood floors, abundant natural light, and premium upgrades include a remodeled chef's kitchen with high-end appliances, custom cabinetry, waterfall-edge quartz countertops, solar designed to help power the home and heat the pool, tankless water heater, newer roofs, and gutters. The kitchen flows seamlessly into the dining area and living room with a custom gas fireplace. A rare detached 4-car garage with gym offers ADU potential (buyer to verify), home office, studio, or fitness center. The versatile floor plan includes a spacious family/game room with custom bar plus a main-level bedroom and full bath, ideal for guests or multigenerational living. Upstairs, the luxurious primary suite features a fireplace, spa-inspired bath with jacuzzi tub, separate shower, walk-in closet, plus three additional bedrooms and two full baths. The resort-style backyard is a private oasis with a sparkling solar-heated pool, electric safety cover, and jacuzzi. Experience luxury living in West San Mateo.

326 30th AVE, San Mateo

Listed by Leon D'Aquino, 650-740-0564 from RE/MAX Gold Redwood Shores
(If provided) CoList: from

$1,998,000

4 Beds ⋅ 2 Baths ⋅ ML82049398 MLS

Charming San Mateo 4 bedroom 2 bath offers tons of natural light with hardwood floors throughout. Cozy Living room with fireplace. Comfortable living spaces are ideal for everyday life and entertaining, while the expansive lot offers room to garden, expand, or simply enjoy the outdoors. Spacious Front porch and rear deck with large backyard perfect for relaxation and entertaining. Attached 2 car garage with plenty of storage. The property's central location is also exceptionally convenient just a short walk away to parks, schools, shopping, restaurants, transportation and easy commute access. Don't Miss!

3010 Alameda De Las Pulgas, San Mateo

Listed by Michael Haywood Jr., 650-773-0266 from eXp Realty of California Inc
(If provided) CoList: from

$1,749,000

3 Beds ⋅ 2 Baths ⋅ ML82053230 MLS

HARMING CHARACTER NEAR HILLSDALE SHOPPING CENTER | Enjoying excellent walkability to top attractions, this Westwood Knolls residence abounds with charm, modern elegance, and must-have convenience. Highlights include coffered and trey ceilings, beautiful hardwood floors, a sizable window- lined family room, and extensive side and rear yards with space for both play and leisure. Living and dining rooms embellished with stately details flow into the family room for effortless entertaining. Granite countertops, stainless appliances, and Shaker cabinetry elevate the central, light-filled kitchen. One bedroom boasts outdoor access, while the private primary suite offers a luxurious stone-clad bath. Upgrades include bath and kitchen remodels, some dual-pane windows, updated roofing, and stylish paint. Stroll to San Mateo Medical Center, popular parks, groceries at Trader Joes, and shopping, dining, and entertainment at Hillsdale Shopping Center while also near Caltrain, Roblox, freeways, Downtown San Mateo, and award-winning schools!

126 W 39th AVE, San Mateo

Listed by Mike Strouf, 408-844-8311 from Real Brokerage Technologies
(If provided) CoList: from

$1,790,000

3 Beds ⋅ 3 Baths ⋅ ML82050882 MLS

Located in one of San Mateo's most convenient and quietly tucked-away enclaves, 1634 Sugarloaf Drive presents a refined Peninsula residence designed for spacious everyday living, effortless entertaining, and easy access to the best of the Bay Area. This beautifully maintained 3-bedroom, 2.5-bath attached single-family home features an open floor plan, soaring ceilings, and a generous sense of space throughout. The main living, dining, and kitchen areas connect with ease, creating an inviting setting for both relaxed daily living and hosting guests. The home offers well-proportioned bedrooms, including a serene primary suite, along with flexible living spaces that adapt beautifully to todays lifestyle. Energy-efficient features, including solar power, add everyday comfort and long-term value. A 2-car garage provides convenience and functionality, while the peaceful setting offers a welcome sense of privacy and retreat. Ideally positioned near Highway 92, Interstate 280, and Highway 101, the home offers seamless access to San Francisco, Silicon Valley, the coast, and the greater Bay Area. Elegant, spacious, and exceptionally well located, 1634 Sugarloaf Drive is a rare opportunity to enjoy a sophisticated San Mateo lifestyle with the ease of central Peninsula living.

1634 Sugarloaf DR, San Mateo

Listed by Drew Doran, 650-766-2080 from Compass
(If provided) CoList: from

Sold listing courtesy of Vicky Yu from CBR

$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

$985,000

2 Beds ⋅ 2 Baths ⋅ ML82050327 MLS ⋅ 1700 De Anza Association BLDG.

Welcome to 1700 De Anza, a highly desirable condo community in San Mateos sought-after Laurelwood neighborhood. Offers a comfortable and functional floor plan, abundant natural light, and a private outdoor space perfect for relaxing, entertaining, or enjoying the peaceful surroundings. A beautifully updated kitchen featuring quartz countertops, contemporary cabinetry, and a premium suite of high-end Thermador stainless steel appliances, including a built-in refrigerator. Thoughtfully designed with clean lines and abundant workspace, this kitchen combines luxury finishes with everyday functionality. The dining room is complete with a bar area, wine fridge and plenty of cabinets. Split Bedrooms, Stacked laundry & updated spa like baths make this move in ready. Residents enjoy an exceptional collection of amenities, including a pool, spa, fitness center, beautifully maintained grounds, outdoor gathering areas, & secure building access. Two deeded parking spaces included. Ideally located near Laurelwood & Crystal Springs shopping centers, parks, scenic hiking trails, & major commuter routes including Highways 92, 280, & 101, this home offers convenient access to Silicon Valley, San Francisco, & SFO. Enjoy low-maintenance living in one of the Peninsulas most sought-after communities.

1700 De Anza BLVD 306C, San Mateo

Listed by Yelena Lepina, 650-288-2815 from Luxuriant Realty
(If provided) CoList: Maksim Shepelev from Luxuriant Realty

Sold listing courtesy of Julie Baumann from APR

$2,455,000

3 Beds ⋅ 3 Baths ⋅ ML82049914 MLS ⋅ Sugarloaf BLDG.

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

1632 Toyon CT, San Mateo

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

Sold listing courtesy of Michael Peng Li from GVFR

$2,700,000

5 Beds ⋅ 4 Baths ⋅ ML82049817 MLS

Magnificent 5-bedroom estate featuring breathtaking bay views, situated in the highly desirable neighborhood. Abundance of natural light streaming through a dramatic picture window, illuminating the elegant living room & dining area. The heart of the home is a chef's gourmet kitchen and family room, highlighted by vaulted ceilings, skylights, high-end custom cabinetry, granite countertops, a massive center island, surround sound system for 3 TVs, perfect for both luxury everyday living and grand-scale entertaining. The secluded master suite offers a dedicated den, walking closet, spacious bathroom with a soaking tub and separate shower for ultimate relaxation. On the opposite side of the house, a separate wing has 4 additional bedrooms, including 2 en-suite bedrooms, plus a hall bathroom with a jetted tub, providing exceptional comfort and privacy for family and guests. Situated on over 14,000 sf lot. One-of-a-kind backyard showcases a cascading waterfall leading to a hilltop retreat with panoramic Bay view. The hilltop entertainment area features a Disneyland-inspired bar, TV, BBQ, outdoor kitchen, refrigerators, hot tub and more. Conveniently located between San Francisco and Silicon Valley.

241 42nd AVE, San Mateo

Listed by Jeannie Hu, 650-400-8007 from Realty World Dominion
(If provided) CoList: from

Sold listing courtesy of Lana Morin from NTERO

$2,810,888

4 Beds ⋅ 3 Baths ⋅ ML82049343 MLS

Modern living and thoughtful design truly shine at this fully reimagined home. Clean lines, high quality materials, rich design elements and contemporary comforts come together to create something that feels both elevated and effortlessly livable. Every aspect of this home has been redesigned with intention. New hardwood flooring, freshly insulated walls and new drywall set a calm, clean canvas. A functional floor plan lets daily life move naturally from room to room. The kitchens quality speaks for itself with custom cabinetry, dazzling quartzite counters and upscale elements. Outside, contemporary landscaping frames the property with quiet sophistication. The grounds are designed to extend your indoor living space and invites you to slow down and settle in. Tucked at the back of the yard, a detached studio brings the same thoughtful details and modern sensibility as the main house. Purpose-built for the way people work today, it's a private, refined space that makes flexibility feel like a luxury you didn't know you needed. This newly redesigned home offers the highest level of comfort and confidence. Come ready to fall in love!

674 30th AVE, San Mateo

Listed by Daniel Choi, 415-297-2391 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Asha Raghupathy from NTERO

$3,100,000

3 Beds ⋅ 3 Baths ⋅ ML82048939 MLS

If there is one home you need to see this week - this is it! Introducing 3011 Greenoak Court, a spectacular new offering located in one of San Mateo's most highly regarded and sought-after neighborhoods. Quiet, peaceful and serene, yet close to nearly every imaginable amenity, the Greenoak home has so much to offer. Featuring a beautifully remodeled kitchen (with commercial grade appliances, stone counters and a dedicated non-formal eating area), two and one-half upgraded bathrooms, a fantastic one-level open floor plan (with oversized rooms and a dedicated family room adjacent to the kitchen), a private "bedroom wing", a large separate office / workout room - and more... Several strategically placed glass doors situated along the rear of the home smartly segue to the spacious and spectacular "resort-style" rear yard. With features such as a glistening in-ground swimming pool, a separate spa, a large grass play area, a veggie garden, a secluded sun-yard, an entertaining patio and lush surrounding foliage - this is your opportunity to literally "vacation at home"... The curb appeal is undeniable with artistically designed - well tended gardens and sleek custom hardscape that beautifully frame the compelling front entrance. In short, the Greenoak home has it all!

3011 Greenoak CT, San Mateo

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

Sold listing courtesy of Ashley Shi from E3RL

$2,580,000

3 Beds ⋅ 2 Baths ⋅ ML82048926 MLS

Welcome to 3028 Greenoak Court, a beautifully maintained single family home on a quiet culdesac in San Mateo's desirable Laurelwood neighborhood, offering comfort and convenience just minutes from premier shopping, dining, and outdoor recreation. This 2,290 sq ft residence on a 8,573 sq ft lot features three bedrooms, two full bathrooms, and a bonus office/den - primary suite and two bedrooms are located on the main floor. The home includes three fireplaces located in the living room, family room, and office/den - adding warmth and character throughout, along with the convenience of a separate laundry room. The updated kitchen offers white granite countertops, a ceramic hexagon mosaic tile backsplash, and a ceramic electric cooktop stove/oven and refrigerator, opening to a combined family/dining area for a functional and inviting layout. Luxury vinyl plank flooring runs throughout, and the formal living room showcases a grand picturesque view of Laurelwood and Sugarloaf hills. A spacious private backyard and attached two car garage complete the home. Its prime location offers quick, convenient connectivity to Highways 92, 280, and 101, delivering the ideal blend of suburban tranquility and urban accessibility in one of San Mateo's most desirable hillside communities.

3028 Greenoak CT, San Mateo

Listed by Tony Tseng, 650-906-5709 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Frances Boscacci from CBR

$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

$2,050,000

3 Beds ⋅ 2 Baths ⋅ ML82046435 MLS

Welcome to 3409 Del Monte Street, a beautifully updated single-level home blending timeless charm with modern comfort in a desirable San Mateo neighborhood. Filled with natural light and thoughtfully refreshed throughout, this inviting residence offers an ideal layout for everyday living and entertaining. The spacious living and dining area features rich hardwood flooring, recessed lighting, a classic fireplace, and expansive glass doors opening to the backyard. The updated kitchen includes quartz countertops, stainless steel appliances, generous prep space, and a bright breakfast nook. Comfortable bedrooms feature plantation shutters and abundant natural light throughout. Bathrooms have been tastefully updated with clean contemporary finishes and functional design. The expansive backyard features a large paver patio, mature trees, and lush lawn space ideal for outdoor dining, entertaining, play, or relaxation. An existing covered porch area with a concrete pad offers flexibility for future sunroom or indoor-outdoor living possibilities. Conveniently located near parks, shopping, dining, and major commuter routes, this is a wonderful opportunity to enjoy stylish single-level living in San Mateo. Welcome home!

3409 Del Monte ST, San Mateo

Listed by Laura Lee, 650-455-5326 from Compass
(If provided) CoList: William Cheung from Compass

Sold listing courtesy of Sonia Vu Takeshima from MZ54Q

$2,150,000

3 Beds ⋅ 3 Baths ⋅ ML82046386 MLS

OPEN HOUSE SAT 5/9 & 5/10 2-4 PM & TUE 5/12 10:30 AM-12 PM. NESTLED IN THE HIGHLY DESIRABLE SAN MATEO TERRACE NEIGHBORHOOD, THIS CHARMING 3-BEDROOM, 2.5-BATH HOME OFFERS AN IDEAL BLEND OF COMFORT, SPACE, AND TIMELESS APPEAL. FILLED WITH ABUNDANT NATURAL LIGHT, THIS HOME FEATURES A WELL-DESIGNED FLOOR PLAN WITH A WELCOMING LIVING ROOM, FORMAL DINING ROOM, AND AN EAT-IN KITCHEN THAT'S PERFECT FOR EVERYDAY LIVING. A SEPARATE FAMILY ROOM PROVIDES ADDITIONAL SPACE TO RELAX OR ENTERTAIN, WHILE TWO FIREPLACES ADD WARMTH AND CHARACTER THROUGHOUT. RECENT IMPROVEMENTS INCLUDE FRESH INTERIOR AND EXTERIOR PAINT, REFINISHED HARDWOOD FLOORS, NEW CARPETING, A NEW ROOF, AND A BEAUTIFULLY REMODELED PRIMARY BATHROOM. THE OVERSIZED GARAGE OFFERS LOTS OF VERSATILITY, COMPLETE WITH A LAUNDRY AREA AND A BONUS SPACE IDEAL FOR A HOME OFFICE, PLAYROOM, OR GYM. SET ON A LEVEL, PRIVATE LOT, THE BACKYARD FEATURES A SPACIOUS PATIO PERFECT FOR OUTDOOR DINING OR SIMPLY ENJOYING THE PEACEFUL SURROUNDINGS WITH YOUR MORNING COFFEE. CONVENIENTLY LOCATED NEAR SHOPPING & DINING, AND MAJOR COMMUTING ROUTES AND PUBLIC TRANSPORTATION, THIS HOME IS A WONDERFUL OPPORTUNITY TO ENJOY THE BEST OF SAN MATEO LIVING.

303 30th AVE, San Mateo

Listed by Maxine & Michelle Dumas, 650-591-8000 from Dumas & Company
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR

$2,545,000

2 Beds ⋅ 2 Baths ⋅ ML82046382 MLS

Set on an oversized 8,000+ square foot lot, 219 29th Avenue is a rare retreat where timeless charm, natural beauty, and everyday functionality come together seamlessly. Offering approximately 1,800 square feet of living space, this thoughtfully designed residence features 2 bedrooms, 2 bathrooms, and a spacious bonus room ideal for a home office, den, guest space, or potential 3rd bedroom. Beautifully refinished hardwood floors run throughout, adding warmth and character. The updated kitchen features quartz countertops and a spacious breakfast area set into charming bay windows with a built-in banquet overlooking the backyard. A formal dining room and light-filled living spaces flow seamlessly to two separate decks overlooking the spectacular grounds, creating effortless indoor-outdoor living. The property also includes a detached 2-car garage with space for parking, storage, or future possibilities. Surrounded by mature greenery and lush foliage, the outdoor spaces feel like a private sanctuary. Quietly tucked on one of the neighborhoods most desirable low-traffic streets, the location offers the perfect balance of serenity and convenience, moments from 25th Avenue shopping and dining, Beresford Park, and Hillsdale Shopping Center.

219 29th AVE, San Mateo

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

Sold listing courtesy of David Martin from CBR

$1,895,000

3 Beds ⋅ 3 Baths ⋅ BE41133611 MLS

Put your own finishing touches on this Beresford neighborhood house and you'll be set for years to come. Features include a spacious living room with built up fireplace, Italian plaster walls, wood floors and bayed front windows. The dining room sits perfectly between the living room and large added family room for good sized gatherings. The family room has sliders that open to the blank canvas yard. Zhuzh up the kitchen and add the finishing touches to complete the access to the family room. Upstairs are 3 bedrooms, a unfilled bonus space off one bedroom (office? hobby room?), and 2 updated bathrooms. Downstairs is a utility room with laundry area and access to the garage/ Wood and tile floors throughout/ Located near Beresford Rec Center, schools, shopping and freeway access/Square footage differs from county records/Buyer and buyer's agent to investigate as desired/Disclosures IO- https://app.disclosures.io/link/3034-Beverly-Street-ziicljn7

3034 Beverly, San Mateo

Listed by Karen Knox, (510) 909-1317 from A.C. Goldt Realty
(If provided) CoList: from

Sold listing courtesy of Jason Phuong Pham from SBKS01

$1,650,000

4 Beds ⋅ ML82044974 MLS

Pride of Ownership Duplex in Prestigious Hillsdale Neighborhood bordering Westwood Knolls. First time on the market in over 45 years! Excellent opportunity for owner-occupier or investor. Nicest property on the street strategically positioned on an oversized corner lot. Beautiful mature landscaping creates attractive curb appeal. Two very well maintained homes with private yard areas. Each home offers a private garage that includes a washer & dryer. Upgraded electrical system and newer water heaters. Opportunity to convert garage space into ADU! Prime location walking distance to Hillsdale Shopping Center and the newly improved Hillsdale Caltrain station. Best-in-class neighborhood amenities, easy commuter access, and major planned redevelopment activity create durable rental demand and long-term value capture. Hillsdale Shopping Center is a full-service retail destination with 130+ stores, a modern dining terrace and a luxury cinema, offering everyday conveniences and lifestyle retail minutes from the property.

34 & 36 W 38th AVE, San Mateo

Listed by Matthew Thomson, 650-515-6555 from Compass
(If provided) CoList: Bryan Danforth from Compass

Sold listing courtesy of Rachid Atie from SCPR

$2,700,000

4 Beds ⋅ 4 Baths ⋅ ML82044863 MLS

Welcome to this meticulously maintained 4 bedroom home nestled in the heart of San Mateo's coveted Sugarloaf community with views of SF and mountains! Upstairs features an expansive living room with a dining room, updated gourmet chef kitchen, 3 bedrooms including the spacious master bedroom and 2 updated bathrooms. Tons of natural light streaming through the giant windows. Downstairs you will find a great-sized office for your WFH needs, a huge family room, another bedroom, a half bathroom and a newly added bathroom. An expansive deck easily accessible through sliding doors in the living & family room, making entertaining a snap! A low maintenance backyard with newly installed turf and mature trees provides a swift escape from life's hustle and bustle! Easy access to shopping, dining, 101&280, SF and San Jose. Welcome home!!!

3728 Southwood AVE, San Mateo

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

Sold listing courtesy of Vicky Yu from CBR

$2,125,000

3 Beds ⋅ 2 Baths ⋅ ML82044424 MLS

Welcome to this beautifully maintained ranch-style home in San Mateos desirable Hillsdale neighborhood. Situated on an oversized corner lot, this 3BD/2BA home offers an open floor plan ideal for modern living and entertaining. The bright living room features floor-to-ceiling windows and two French doors that open to a spacious deck, seamlessly connecting indoor and outdoor spaces.The home includes a primary suite with double closets, fully remodeled bathrooms, and wood flooring throughout. The kitchen features abundant cabinet storage, quartz countertops, a Thermador gas cooktop with hood, and dual Fisher & Paykel DishDrawer dishwashers. Upgrades include central heating and A/C, improved insulation, and well-maintained air systems.Enjoy a fenced front yard and a private backyard with mature fruit trees. Conveniently located near Hillsdale Shopping Center, parks, restaurants, Caltrain, and major commute routes, with easy access to Hwy 101 & 92.Hillsdale Shopping Center is proposed for long-term redevelopment, which may include mixed-use residential, office, retail, and dining (buyer to verify). Owning a home with lifestyle and potentials! Move-in ready and not to be missed!

402 Stephen RD, San Mateo

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

Sold listing courtesy of Heng Seroff Group from APR

$3,200,000

3 Beds ⋅ 3 Baths ⋅ ML82042933 MLS

Welcome home! This sleek and modern property with incredible remodeled kitchen and gleaming refinished hardwood floors is perched in a perfect location emphasizing privacy with views of the hills and across the Bay from the back yard. Drought tolerant landscaping along with owned solar and backup battery means this is the green home you've been waiting for. On the main floor are all of the bedrooms and bathrooms, and a separate family room on the lower floor offers opportunities for different activities while entertaining large groups of friends and family. Ample storage is everywhere, including the garage shelving and unfinished basement. Hike to Sugarloaf Mountain in Laurelwood Park or take a long walk to local favorite shops and restaurants near the intersection of Hillsdale and Hwy 92! Don't miss this incredible opportunity to live in the heart of the Peninsula!

3315 Caxton CT, San Mateo

Listed by Clint Moore, 408-426-0741 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of The Dwyer Group from APR

$2,795,000

3 Beds ⋅ 3 Baths ⋅ ML82043406 MLS

This beautifully updated single-story residence (with ADU) showcases designer finishes and thoughtful upgrades throughout. Ideally located on a quiet, low-traffic street in San Mateo, the home offers convenient access to Caltrain, public transit, and the shopping and dining at Hillsdale Mall. The well-designed floor plan features multiple inviting living spaces, including a formal living room, a separate family room, an elegant dining area, and a bright eat-in kitchenperfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece, appointed with stainless steel appliances, stone countertops, a spacious island, and a cozy fireplace, with seamless access to the deck and backyard for indoor-outdoor living. Three generously sized bedrooms include a luxurious primary suite retreat, complete with a spa-inspired bathroom featuring an oversized walk-in shower, soaking tub, and a large walk-in closet. Additional highlights include tastefully remodeled bathrooms with modern tile and stone finishes, along with a versatile ~500 sq ft ADUideal for guests, a home office, or rental income. All of this is set on an expansive 8,985 sq ft lot, offering space, privacy, and endless possibilities.

142 30th AVE, San Mateo

Listed by Michael Robles, 415-990-1234 from Coldwell Banker Realty
(If provided) CoList: from

$1,775,000

3 Beds ⋅ 2 Baths ⋅ ML82043124 MLS

Wonderful opportunity to own a bright, sun-filled home in the highly desirable Westwood Knolls neighborhood! It has exceptional potential to move in, renovate, expand, or build new. The existing ~1,180 sq ft single-level home features 3 bedrooms and 2 bathrooms, with main living areas thoughtfully positioned to capture natural light and views. A spacious combined living and dining area creates an inviting setting, complemented by wood floors, abundant storage, and an updated kitchen. Step outside to a private backyard, perfect for entertaining or relaxing with patio space, lawn area, mature landscaping, and room to create your dream outdoor retreat. Additional highlights include an attached two-car garage with ample storage and workspace. Ideally located just minutes from shopping, dining, parks, and major commute routes, including proximity to Hillsdale Shopping Center, Caltrain, and easy access to Highways 92 and 101. Enjoy a peaceful residential setting while remaining conveniently connected to both San Francisco and Silicon Valley. Don't miss this rare chance to own a view property with incredible upside in one of San Mateo's most sought-after neighborhoods!

423 42nd AVE, San Mateo

Listed by Cathy Liu, 408-826-2548 from Realty Innova
(If provided) CoList: from

Sold listing courtesy of Susan Lewandowski from SGP

$1,100,000

2 Beds ⋅ 1 Baths ⋅ ML82042746 MLS

Property sold as-is in contractor-special condition via private sale. Listed for MLS recording purposes only. Not actively marketed.

678 29th, San Mateo

Listed by Brian Lee, 650-520-0025 from KW Elevate
(If provided) CoList: Yvette Petersen from KW Elevate

Sold listing courtesy of Yvette Petersen from KWSCV

$3,950,000

4 Beds ⋅ 4 Baths ⋅ ML82029852 MLS

A beautifully expanded and reimagined contemporary rancher offering relaxed Modern California luxury. The thoughtfully designed open floor plan showcases a sleek, light-filled kitchen that flows seamlessly into the family and dining areas, creating an ideal setting for effortless entertaining. Four generously sized bedrooms offer refined comfort, highlighted by an elegant primary suite featuring dual walk-in closets designed for effortless luxury. A dedicated office provides the perfect setting for sophisticated remote work or a private library retreat. The expansive utility room is thoughtfully appointed with walls of custom cabinetry, delivering exceptional storage with style and convenience. Expansive views extend to a lush, landscaped backyard, embracing the quintessential indoor-outdoor California lifestyle. Do not miss the opportunity to experience this exceptional home and discover elevated living at its finest.

412 Stephen RD, San Mateo

Listed by Ellen Vera, 650-862-8603 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Radha Rustagi from KWCU

$2,400,000

4 Beds ⋅ 2 Baths ⋅ ML82042415 MLS

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

723 Linda CT, San Mateo

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

Sold listing courtesy of Yulia Goyal from PNN

$2,438,000

4 Beds ⋅ 3 Baths ⋅ ML82042341 MLS

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

105 Louise LN, San Mateo

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

Sold listing courtesy of Vivian Shao Rooks from GRBA

$2,220,000

3 Beds ⋅ 2 Baths ⋅ BE41129969 MLS

EXTENSIVELY UPGRADED WITH INTENTION AND QUALITY THROUGHOUT. Comprehensively renovated, this home showcases thoughtful improvements across every major system and living space. Structural upgrades include a NEW ROOF, NEW GUTTERS, and 20-PANEL SUNPOWER SOLAR SYSTEM (2022), along with FULL HOME INSULATION (attic and crawlspace), UPGRADED 200amp ELECTRICAL PANELS, ALL-NEW ELECTRICAL WIRING TO CODE, and a HIGH-EFFICIENCY HEAT PUMP SYSTEM WITH AC. Additional features include SMART THERMOSTATS, EV-READY 220V OUTLETS, ENGINEERED WOOD FLOORING AND RECESSED LED LIGHTING THROUGHOUT. The CHEF'S KITCHEN is beautifully appointed with CUSTOM CABINETRY, QUARTZ COUNTERTOPS, and a FULL SUITE OF BOSCH APPLIANCES, including a 36" GAS RANGE, COUNTER DEPTH BUILT-IN REFRIGERATOR, DISHWASHER, AND DRAWER MICROWAVE. Bathrooms have been RENOVATED WITH NEW TIMELESS SUBWAY TILE, MODERN FIXTURES, AND CUSTOM VANITIES, while the PRIMARY SUITE features a WALK-IN SHOWER for a more open, modern layout. The GARAGE FEATURES NEW EPOXY FLOOR (2025). BONUS ARCHITECTURAL PLANS FOR A FUTURE ADU, offering EXPANSION, UPSIDE POTENTIAL, multi-generational living. Enjoy sweeping BAY AND CITY VIEWS from a beautifully designed, FULLY USABLE LOT featuring BBQ, ENTERTAINING AREAS, A LUSH GRASS PLAY AREA, SERENE and MATURE TREES

3740 Sky Ct, San Mateo

Listed by Patty Ho, (408) 568-2288 from Solution Real Estate
(If provided) CoList: from

Sold listing courtesy of Favian Madrigal from KINE

$2,402,000

4 Beds ⋅ 2 Baths ⋅ ML82041331 MLS

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

3408 Spyglass DR, San Mateo

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

Sold listing courtesy of Eric McCafferty from GGSIR

$2,070,000

5 Beds ⋅ ML82040812 MLS

Opportunities like this are few and far between in one of the Peninsulas most desirable communities located in central Silicon Valley. Investors and owner-occupants have an uncommon opportunity to acquire a turnkey, two-unit multifamily property on a quiet street situated moments from major employers, transit corridors, shopping and dining. These updated units have hardwood flooring; kitchens and baths are in very good condition. The configured unit mix offers flexibility for owner occupancy or lease. The first unit features a spacious 3-bedroom, 2-bath residence with a large private deck and backyard; the second unit is comprised of a well-appointed 2-bedroom, 1-bath unit with its own outdoor space. Both units are ideal for attracting long-term tenants seeking both comfort and functionality. A standout feature of the property is its direct access to nearby parks, schools , sports fields, and expansive green space year-round - increasing valuable in todays competitive rental market

65 Burbank AVE, San Mateo

Listed by John S Reese, 650-207-2318 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$1,800,888

3 Beds ⋅ 2 Baths ⋅ ML82040797 MLS

Welcome to 184 42nd Avenue in San Mateo's highly sought-after Westwood Knolls neighborhood. Sweeping Bay views make this home's location truly special, offering a rare opportunity to reimagine or build new. The existing 1,305 sq ft home features a single-level floor plan with 3 bedrooms and 1.5 bathrooms. The main living areas are positioned to capture the views, creating a bright and open setting. Situated on a generous 9,789 sq ft lot, the property presents excellent potential for expansion, renovation, or new construction. Additional features include an attached two-car garage with ample storage and workspace. Conveniently located near Caltrain, Highways 92 and 101, Hillsdale Shopping Center, El Camino Real, and a variety of shops, dining, parks, and trails.

184 42nd AVE, San Mateo

Listed by David Weil, 650-823-3855 from Pacific Trust Real Estate
(If provided) CoList: Nick Granoski from Pacific Trust Real Estate

Sold listing courtesy of Kathy Tai from GGP2V

$2,588,000

3 Beds ⋅ 3 Baths ⋅ ML82040699 MLS

Welcome to a masterfully reimagined residence where modern sophistication meets the effortless comfort of California living. This home was expertly transformed to prioritize light, greeting you with an open floor plan anchored by gleaming hardwood floors that catch an abundance of warmth. The heart of the home is a show-stopping central kitchen a chefs dream designed for high-end catering and casual morning coffee. Centrally positioned, it is elegantly flanked by a dining area and an inviting family space, creating a seamless "Great Room" effect. Whether you are hosting gala-style events or enjoying quiet evenings by the fire, the flow is both intuitive & grand. Bridging style and function, the home features a custom-designed mudroom. This thoughtful addition serves as the ultimate transition space, keeping daily essentials organized so the main living areas remain pristine. The layout includes three generous bedrooms and three full bathrooms, each offering a private sense of retreat with updated contemporary finishes. Your private dream awaits outside. The backyard is a shimmering sanctuary, featuring a sparkling pool and an expansive patio for alfresco dining. Located minutes from parks and boutique shopping, this is more than a renovation its a total lifestyle upgrade.

716 30th AVE, San Mateo

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: from

Sold listing courtesy of Anuja Krishnan from KWPEN

$2,220,000

4 Beds ⋅ 3 Baths ⋅ ML82040487 MLS ⋅ Denali Association BLDG.

Welcome to 15 Amy Dr! This recently updated 4-bedroom, 3-bathroom home offers the perfect blend of modern elegance and convenience. The gourmet kitchen, complete with high-end finishes, seamlessly opens to the living and dining rooms, creating an inviting space for entertaining and everyday living. The primary suite is a true retreat, featuring an adjoining updated bathroom, a spacious walk-in closet, and a private balcony perfect for enjoying your morning coffee or unwinding in the evening. Enjoy the benefits of easy access to highways 280 and 101, making commutes a breeze. Outdoor enthusiasts will love the nearby tennis courts and hiking trails, while families will appreciate the highly regarded Belmont schools.

15 Amy Dr, San Mateo

Listed by Debbie Livingston, 415-336-3091 from Compass
(If provided) CoList: from

Sold listing courtesy of Brandon Stovall from COMPS

$2,450,000

3 Beds ⋅ 3 Baths ⋅ ML82039160 MLS ⋅ Sugarloaf BLDG.

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

3400 Douglas CT, San Mateo

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

Sold listing courtesy of Hira Bakhsh from SZIR01

$2,500,000

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

$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

$2,510,000

3 Beds ⋅ 2 Baths ⋅ ML82038596 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in The Lanes, a highly sought-after tree-lined cul-de-sac community in San Mateo. Thoughtfully refreshed & impeccably maintained, the home blends modern style, comfort, & effortless California living. At the heart of the home is a stunning chef's kitchen with an expansive island, high-end appliances, & elegant finishes-perfect for everyday living & entertaining. The open layout flows seamlessly into the main living spaces, filling the home with natural light & creating a warm, inviting atmosphere. The spacious primary suite offers a private retreat with a spa-inspired bathroom & a walk-in closet. Additional bedrooms provide flexibility for family or guests. What truly sets this property apart is its park-side setting. The backyard backs directly to open green space, offering rare privacy & tranquil views. With the park just beyond your yard, it feels like an extension of your outdoor living space-ideal for relaxing mornings or entertaining. A detached backyard studio adds versatility for a home office, gym, or creative space. Ideally located near commute routes, shopping, dining, & highly regarded schools, this home offers a rare opportunity to enjoy park-side living in one of San Mateos most desirable neighborhoods.

240 Briar LN, 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

$2,450,000

3 Beds ⋅ 3 Baths ⋅ ML82038538 MLS

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

311 W Hillsdale BLVD, San Mateo

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

Sold listing courtesy of Amy Brenner from RDFIN

$2,450,000

3 Beds ⋅ 3 Baths ⋅ 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

$2,450,000

3 Beds ⋅ 3 Baths ⋅ ML82031825 MLS

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

347 Rolling Hills AVE, San Mateo

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

Sold listing courtesy of Rachel DiNapoli from DWELL

$2,860,000

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

$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

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