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

4 Beds ⋅ 2 Baths ⋅ ML82064445 MLS

A rare opportunity in San Mateo's desirable Knolls neighborhood! Custom-built in 1957 and cherished by the same family for nearly 70 years, this exceptional home is offered for the first time. Nestled on a secluded, nearly half-acre lot, the property offers privacy, space, and effortless single-level living. With 2,290 sq. ft., the home features 4 bedrooms and 2 bathrooms; beautifully updated kitchen and baths. The thoughtfully designed floor plan separates lively gathering spaces from the peaceful bedroom wing, offering an ideal balance of entertaining and everyday comfort. Light-filled living areas and expansive windows seamlessly connect indoors and out. The true showstopper is the resort-inspired backyard, featuring a sparkling pool, pool house, overlook deck, and generous entertaining spaces. Mature trees and lush surroundings create a private retreat. Ample additional parking alongside the home adds convenience and flexibility offering additional parking for cars or guests. Moments from Sugarloaf Open Space, scenic trails, parks, and schools, this special property is ready for its next chapter. Welcome to The Knolls Haven!

3605 Kingridge DR, San Mateo

Listed by Rosa Baltodano, 650-267-1548 from Compass
(If provided) CoList: from

$1,789,000

3 Beds ⋅ 2 Baths ⋅ ML82064798 MLS

Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

421 W 39th AVE, San Mateo

Listed by Charles Floyd, 650-892-3464 from Compass
(If provided) CoList: from

$1,598,000

2 Beds ⋅ ML82064763 MLS

Situated in established Southeast Hillsdale neighborhood, this charming duplex presents an excellent opportunity for owner-occupants, extended family living, or rental income. Offering approx 1,656 sqft of combined living space the property features two separate 1-bedroom 1-bathroom units, each with a private yard and attached one-car garage. Both homes welcome you with covered front porches and bright living rooms featuring recessed lighting and multiple windows. Eat-in kitchens offer shaker cabinetry, quartz countertops, tile flooring, a full suite of appliances, and sliding glass doors opening to private backyards. Each bedroom features a double-door closet with built-in organization, while remodeled bathrooms include quartz-topped vanities and contemporary tile finishes. Attached garages provide laundry areas and additional storage. Fenced backyards feature concrete patios and low-maintenance artificial turf. Conveniently located near Hillsdale Shopping Center, Whole Foods, Trader Joes, neighborhood parks, and San Mateo Central Park, with easy access to US-101, I-280, and Hillsdale and Hayward Park Caltrain stations.

Garden LN, San Mateo

Listed by Lindsey Baggetta, 650-274-7669 from Compass
(If provided) CoList: from

$2,169,888

3 Beds ⋅ 2 Baths ⋅ ML82064310 MLS

Take advantage of a seller-offered rate buydown, potentially providing qualified buyers with a lower interest rate and lower monthly payment by a substantial amount.Buyer qualification and financing terms are subject to lender approval. This attractive ranch-style home is in great condition, presenting an opportunity for a vibrant California lifestyle. The kitchen is a culinary enthusiast's dream, featuring elegant stone counters and a high-end refrigerator, perfect for preparing and enjoying gourmet meals. Adjacent to this, the living room provides a comfortable gathering space, centered around a cozy fireplace. One of the bathrooms offers the convenience of a walk-in shower. The bedrooms provide private retreats, with one featuring an ensuite bathroom for added comfort and privacy, and another showcasing warm hardwood flooring. Step outside to discover a private yard designed for relaxation and entertainment, complete with a fire pit and an inviting outdoor dining area. A patio and terrace extend the living space outdoors, offering versatile areas for enjoyment. Practicality is also addressed with a built-in garage. This property presents an exceptional opportunity to embrace sophisticated living in a desirable location.

4024 Bayview AVE, San Mateo

Listed by Despina Johnson, 209-570-5893 from PMZ Real Estate
(If provided) CoList: from

$2,900,000

4 Beds ⋅ 4 Baths ⋅ ML82062211 MLS

Fabulous opportunity to own over a 12,000 sq ft of land at the end of a quiet cul-de-sac in one of San Mateos most desirable neighborhoods. This 4-bedroom, 3.5-bath home offers a unique blend of comfort and potential. Enjoy the peaceful, private setting, or explore options to enhance, expand, or build your own private estate. Whether you envision light updates or a custom dream home, the possibilities are endless. A true sanctuary just minutes from top-rated schools, shopping, Parks and transportation.

701 Ventura AVE, San Mateo

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

$3,595,000

8 Beds ⋅ 9 Baths ⋅ ML82063527 MLS

Sophisticated modern living in desirable Westwood Knolls! Situated on a quiet cul-de-sac, extensively renovated and expanded, this exceptional residence offers approx. 3,839 sq. ft. of living space with 8BD/9BA, including a newly constructed two-story rear extension, on an expansive 9,496 sq. ft. lot. The main residence features dramatic 12-ft ceilings, White Oak hardwood floors, an electric fireplace, and accordion glass doors opening to a view deck with breathtaking city and Bay views. The chefs kitchen showcases a waterfall island, quartz countertops, sleek cabinetry, and high-end Thermador appliances, including a built-in wine refrigerator. The main level offers 5BD/6BA, including 4 en-suites, plus a sunroom and family room with fireplace and wet bar. Additional highlights include multi-zone A/C and heating, ceiling speakers, and 3 decks. The downstairs legal ADU (4321A Edison St) offers separate entrance, 3BD/3BA, including 2 en-suites, an open living area, kitchen with eat-in island, sunroom, and a spacious deck. 2-car garage, tankless water heaters, plus an oversized lot with parking for 10+ vehicles, RV, & boat/trailer. Conveniently located near Hillsdale shopping, dining, Caltrain, and major freeways. A rare combination of space, views, modern luxury, and versatility!

4321 Edison ST, San Mateo

Listed by Patrick Lam, 415-710-3704 from CENTURY 21 Masters
(If provided) CoList: from

$1,850,000

3 Beds ⋅ 2 Baths ⋅ ML82063396 MLS

Welcome to this special home in an incredible neighborhood set in sought after San Mateo. Perfectly situated in Westwood Knolls with easy commute access, walking distance to Indian Springs Park, nearby hiking in Laurel Canyon, shopping and dining at Hillsdale Shopping Center is at your convenience. This 3 Bedroom 2 bath home also offers a perfect light filled bonus room with direct outdoor access Invite those to gather and enjoy the warm and welcoming common rooms in this home or relax in the protected patio area or generous rear yard. Let your "Inner Chef" come to play in your beautifully refreshed and functional kitchen. Property has a new roof and completed Sewer Lateral There is a 2-car attached garage with ample storage and washer/dryer area.

419 Voelker DR, San Mateo

Listed by Heather Hansen, 650-483-8030 from Compass
(If provided) CoList: from

$1,750,000

3 Beds ⋅ 1 Baths ⋅ ML82063097 MLS

Located in San Mateo's desirable Westwood Knolls, this neighborhood is known for its tree-lined streets and sunny microclimate. Featuring 3 bedrooms and 1 remodeled bathroom, this home combines modern upgrades, functional floor plan, and classic Peninsula charm. This freshly painted single-story dwelling reveals newly refinished hardwood floors throughout. Comfort is assured with an updated heat pump and A/C. At the heart of the home is a newly remodeled kitchen with quartz countertops, new cabinets, and an open layout flowing into the dining area and versatile great room. Sliding glass doors open to the rear patio from this great room, which adapts as a family room, office, or media lounge. The backyard features low-maintenance stamped concrete for recreation and al fresco dining, complemented by a side yard, and dedicated dog run. Front & back yards are newly landscaped. Practical amenities include an attached garage with laundry, plus a bonus storage room above. Situated steps from Indian Springs Park and local schools, this home offers an exceptional lifestyle. Enjoy quick access to everyday essentials at Hillsdale Shopping Center, Whole Foods, Trader Joes, restaurants, and shopping with a convenient commute to SF and Silicon Valley via Caltrain, 101, 280 & 92.

293 W 39th AVE, San Mateo

Listed by Judy Meuschke, 650-400-2543 from Compass
(If provided) CoList: from

$1,698,000

5 Beds ⋅ 3 Baths ⋅ ML82063298 MLS

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

3917 Donner ST, San Mateo

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

$1,880,000

2 Beds ⋅ 2 Baths ⋅ ML82062628 MLS

This spacious two-bedroom, one-and-a-half-bath home in San Mateos iconic Lanes features wood floors throughout, a generous living and dining area, an updated kitchen with white cabinetry and granite countertops, and two recently updated bathrooms. An entertaining deck overlooks the lush backyard, where a large insulated shed offers space for a workshop or home office. A separate laundry room and two-car garage add everyday convenience.

125 Arrowood LN, San Mateo

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

Sold listing courtesy of The Sharp Group from KWPEN

$1,899,900

3 Beds ⋅ 2 Baths ⋅ ML82061186 MLS

Beautifully-maintained San Mateo home perched in the foothills with a SF city skyline and bay views! The bright, sunny main floor features 2 BR + full BA, large dining/living room with fireplace, eat-in kitchen, hardwood floors throughout, and a large deck off the back to take in the view. Kitchen features cherry cabinets and granite countertops, plus a sunny bay window looking at Indian Springs Park across the street. The full bath features marble shower and floors, a soothing whirlpool bath and spacious luxurious countertop. Downstairs is an additional ~700 sq.ft unpermitted finished walkout basement area with a private master bedroom that opens to the backyard, 3/4 bath, and a family room with bar and fireplace. An oversized two-car garage, loads of storage space, new paint inside and out, plus a lower-maintenance yard with turf round out this special home just waiting for the right family.

340 W 39th AVE, San Mateo

Listed by Marc J Romer, 650-364-2922 from Romer Real Estate
(If provided) CoList: from

$2,350,000

3 Beds ⋅ 3 Baths ⋅ ML82060906 MLS

Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

1665 Toyon CT, San Mateo

Listed by Fay Du, 650-796-5586 from Bay1st Realty & Mortgage Inc
(If provided) CoList: from

$1,650,000

2 Beds ⋅ 2 Baths ⋅ ML82061225 MLS

4020 Edison ST, San Mateo

Listed by The Benson Group, 650-245-4530 from Compass
(If provided) CoList: from

Sold listing courtesy of Alex Lam from APR

$1,910,000

3 Beds ⋅ 2 Baths ⋅ ML82060990 MLS

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

535 W Hillsdale BLVD, San Mateo

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

Sold listing courtesy of Cory Liu from KWPEN

$3,160,000

5 Beds ⋅ 4 Baths ⋅ ML82060807 MLS

A grand Laurelwood residence with impressive scale and presence, this 5-bedroom, 4-bath home offers approx. 2,610 sq.ft. on a 13,000+ sq.ft. lot with a pool and generous outdoor space. Soaring ceilings and a sweeping circular staircase introduce spacious formal and informal living areas. The updated kitchen features a Bertazzoni five-burner range, custom cabinetry, pantry and wine refrigerator, opening with the breakfast area and family room directly to the backyard. An expansive patio and covered pavilion create inviting spaces to dine, gather and relax poolside. The main level includes a flexible fifth bedroom and full bath, ideal for guests or an office. Upstairs, the primary suite with en-suite bath is joined by three additional bedrooms and a spacious dual-vanity bath. Modern upgrades include Tesla solar with Powerwall, EV charging, central A/C, tankless water heater, updated pool equipment, and a recently completed sewer lateral and cleanout. An attached 3-car garage plus pad parking provides ample parking and storage. Convenient to shopping, parks, trails and Highways 92, 101 and 280.

1478 Cherrywood DR, San Mateo

Listed by Marcus Lee, 415-999-2022 from Compass
(If provided) CoList: Todd Montgomery from Compass

Sold listing courtesy of Lina Yang from APR

$1,549,000

3 Beds ⋅ 1 Baths ⋅ ML82059644 MLS

Welcome to 261 36th Avenue, a charming single-level home in San Mateo's desirable Westwood Knolls neighborhood. Built in 1950 and offering 1,045 square feet of thoughtfully planned living space, this three-bedroom, one-bath residence blends classic mid-century character with a bright, functional floorplan. An attached one-car garage and a level 5,000 square foot lot with mature landscaping complete the picture, offering generous room to garden, entertain, and enjoy the outdoors. Homes of this era carry a warmth that's hard to replicate, and this one has been cared for by the same ownership for years. There is a wonderful opportunity here for a buyer to add their own stamp, leveraging the existing floorplan and ample backyard. The location is a standout. Laurel Elementary and the Hillsdale branch of the San Mateo Public Library are just one to two blocks away, with Abbott Middle School and Hillsdale High School both less than a mile from the door. Hillsdale Shopping Center is under half a mile, offering grocery, dining, and specialty retail, and Beresford Recreation Center and Park is approximately one mile away. Commuters will appreciate the Hillsdale Caltrain station roughly a mile away, along with quick access to Highways 92 and 101.

261 36th AVE, San Mateo

Listed by Brittany Saleem, 650-773-2022 from Capital Realty Group
(If provided) CoList: Brett Barron from Capital Realty Group

$4,050,000

5 Beds ⋅ 4 Baths ⋅ ML82057219 MLS

Modern luxury meets breathtaking views! Extensively rebuilt and expanded, this stunning 5 bedroom, 4 bathroom contemporary home offers panoramic Bay views stretching to the San Francisco skyline from both levels. The main level features 3 bedrooms and 2 bathrooms, plus an open-concept chef's kitchen with farmhouse sink, double ovens, built-in gas range, and breakfast bar. The dining and living areas are highlighted by a striking fireplace/media wall and a dramatic wall of folding glass doors opening to an expansive view deck. The newly constructed lower level offers 2 bedrooms and 2 bathrooms, a second kitchen with refrigerator, oven/range, and wine fridge, spacious family room, and another view deck, ideal for multigenerational living, or entertaining guests. Three bedrooms are en suite. Highlights include brand new stainless steel appliances, quartz countertops, laundry on both levels, frameless glass showers, integrated bidet toilets, walk-in closets, A/C, fire sprinklers, 2-car garage, and a large terraced backyard. Turnkey contemporary living in the San Mateo Hills bordering Belmont!

628 Newlands AVE, San Mateo

Listed by Rachel DiNapoli, 650-224-3247 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Marylene Notarianni from CBR

$3,300,000

4 Beds ⋅ 4 Baths ⋅ ML82057695 MLS

Views, views, and more views! This spectacular home takes full advantage of panoramic San Francisco Bay views, with a flexible floor plan and sunny pool. The main level features engineered hardwood floors throughout with a remodeled chef's kitchen with quartzite countertops, GE Monogram stainless appliances and wine refrigerator. The living room & dining room are highlighted with Glamora Italian wallpaper and spectacular views of the Bay and San Francisco. A gas fireplace plays center-stage in the adjacent family room. Three bedrooms and two bathrooms are also on the main level, including a spacious primary suite with an oversized shower surrounded in Porcelanosa tile. Downstairs, youll find an additional bedroom and bathroom, PLUS 400sf+ unpermitted bonus space, including a second kitchen, living room & bathroom - offering plenty of flexibility for guests, extended family, a home office etc. Outside, enjoy the swimming pool/spa, dining patio and an epic kids play area with rock-climbing walls, swings and forts. The attached garage has extra storage space and the thermal solar heats the pool. Window treatments upstairs are all from The Shade Store with remote controls. Bright, flexible and fun, this house has it all with amazing views from nearly every angle!

145 43rd AVE, San Mateo

Listed by The Dwyer Group, 650-931-2036 from Compass
(If provided) CoList: from

Sold listing courtesy of Andrew J. Klink from APR

$2,050,000

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

Sold listing courtesy of Kevin Peterson from KWSCV

$1,650,000

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

Sold listing courtesy of Seema Rathi from CBR

$1,960,000

2 Beds ⋅ 2 Baths ⋅ ML82056912 MLS

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

420 Voelker DR, San Mateo

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

Sold listing courtesy of Meixi Song from CBR

$2,680,000

4 Beds ⋅ 3 Baths ⋅ ML82056813 MLS

Stunning newly renovated home 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

Sold listing courtesy of Samantha Lee from COMPS

$1,720,000

4 Beds ⋅ 2 Baths ⋅ ML82055970 MLS

New price. The largest floor plan on Burbank 4BR/2BA, 1,940 sf on a 5,008 sf lot and priced below every comparable 3-bedroom sale in Westwood Knolls. A welcoming covered front porch opens to bright, sun-filled interiors with beautiful hardwood floors, fresh neutral finishes, and large picture windows. The spacious living room, anchored by a classic brick fireplace, flows into a formal dining room an inviting setting for both everyday living and entertaining. The kitchen is clean, functional, and filled with natural light, with original cabinetry and freestanding appliances: an excellent opportunity to create the kitchen you want. 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, mature landscaping, an inviting front yard, and wonderful curb appeal on a flat, usable lot, near parks, shopping, dining, Caltrain, major commute routes, and highly regarded schools. Rare space, real flexibility, and genuine upside in one of San Mateo's most desirable neighborhoods.

148 Burbank AVE, San Mateo

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

Sold listing courtesy of Mindy Ni from CBR

$1,910,000

2 Beds ⋅ 2 Baths ⋅ ML82055327 MLS

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

18 Hillbarn CT, San Mateo

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

Sold listing courtesy of Katie Figueroa from CBR

$2,850,000

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

Sold listing courtesy of Laura Bryant from KWPEN

$805,000

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

Sold listing courtesy of Courtney Wong from GRBA

$3,200,000

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

Sold listing courtesy of Caitlin Beanan from CBR

$1,905,000

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

Sold listing courtesy of Rosa Baltodano from APR

$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

$3,164,000

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

Sold listing courtesy of Kathy Yu from MXR

$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

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