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

47 El Cerrito AVE, San Mateo

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

Sold listing courtesy of Lizi Tabet from APR
$1,650,000
5 Beds ⋅ ML82019034 MLS
Waterfront living and investment opportunity in San Mateo! This rare duplex sits along the peaceful Lago Street lagoon and offers two well-designed units: one featuring 3 bedrooms and 1.5 bathrooms, and the other offering 2 bedrooms and 1 bathroom. Both enjoy beautiful water views, creating a serene backdrop that makes this property truly special. Whether youre an investor seeking strong rental potential or a buyer looking to live in one unit while generating income from the other, this duplex provides excellent flexibility. The location is unbeatableenjoy nearby parks, top schools, shopping, dining, and easy access to major freeways for commuting. With its combination of lifestyle appeal and investment value, this property is a unique opportunity you wont want to miss.

1567 Lago ST, San Mateo

Listed by Eric Chang, 408-512-4366 from Crossbay Group Inc
(If provided) CoList: from

Sold listing courtesy of Emily Lin from CRBG
$4,800,000
5 Beds ⋅ 4 Baths ⋅ ML82016119 MLS
Welcome to this spacious 5-bedroom, 3.5 bathroom brand new home located in the vibrant city of San Mateo. With a generous 2,969 sqft living space, 22,611 sq ft lot, new presidential shingles roof, this property offers a perfect blend of comfort and functionality. The heart of the home is the open kitchen with Thermador appliances, Rift sawn white oak cabinets,opening up to the patio overlooking the huge backyard with Zypher outdoor kitchen, ideal for culinary enthusiasts and family gatherings. Grohe/Brizo finishes in the bathroom and kitchen, Toto Toilets, a life style with high level taste. Enjoy the luxury of central AC and cooling, ensuring comfort in every season. The white oak engineered flooring throughout the home complements the interior with style and durability, while the fireplace adds a touch of warmth and ambiance to the living area. Practicalities are seamlessly integrated with a convenient Electrolux laundry setup. Located within the San Mateo-Foster City Elementary School District, this residence ensures educational access for families. Additional amenities include central forced air heating and a dining area, providing the perfect setting for hosting meals. With a 2-car garage and a substantial lot size, this home offers ample space for your needs.

510 Yale DR, San Mateo

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

Sold listing courtesy of Maria Scott from CBR
$2,550,000
5 Beds ⋅ 4 Baths ⋅ BE41106385 MLS
This is the home you have been looking for. Welcome to 328 Midvale Ave, a beautifully curated residence nestled in one of San Mateo's most desirable Westwood Knolls neighborhood. This inviting single family home is surrounded by rolling hills and bay views. Features open-concept floor plan and renovated with five bedrooms (three ensuite), four bathrooms, 2723 sq ft. The gourmet kitchen is outfitted with shaker-style cabinetry, sleek countertops, stainless-steel appliances and complete with a breakfast nook and walk-in pantry. A spacious family/media room features generous built-in storage and a mini-bar. The living, dining, and kitchen areas flow seamlessly onto a beautifully landscaped garden complete with gazebo that is designed for gathering, relaxing and entertaining. Newly installed central AC system, EV charger, smart thermostat, electric fireplace are some amenities the home offers. This home is centrally located in the Bay for convenient commuting to SF or Silicon Valley. Close proximity to the biggest park in the city with trails and picnic as well as grocery stores, restaurants and shoppings are within a short drive.

328 Midvale Ave, San Mateo

Listed by Karen Ka Tam, (510) 685-5286 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Kevin Pickett from SGP
$3,560,000
5 Beds ⋅ 4 Baths ⋅ ML82015845 MLS
Time-Honored Home on an Expansive Corner Lot in Sought-After San Mateo Park! This beautiful traditional home has been lovingly owned by the same family for more than 50 years. Filled with time-honored character, the home has numerous updates for today's lifestyle, including a wonderful family room just off the kitchen. The wraparound yards are perfect for indoor/outdoor living or a gardening enthusiast. Plus, this home is just minutes from either downtown Burlingame or San Mateo for upscale shopping and dining.

635 Occidental AVE, San Mateo

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

Sold listing courtesy of Raziel A. Ungar from APR
$3,288,000
5 Beds ⋅ 4 Baths ⋅ ML82015719 MLS
Experience modern luxury living in this stunning 4-bedroom, 3-bathroom residence, ideally located in the heart of San Mateo and zoned for the highly regarded Aragon High School. Designed with a clean transitional aesthetic, this brand-new home features an open-concept layout, soaring 10-foot ceilings, an oversized fireplace in the great room, and abundant natural light throughout. The flexible floor plan includes one bedroom on the main level and three upstairs, including a spacious primary suite with a walk-in closet. The chefs kitchen is the centerpiece, featuring custom cabinetry, designer finishes, pot filler, and an oversized kitchen island that comfortably accommodates seating for four. Luxurious bathrooms showcase Hansgrohe fixtures and custom vanities, creating spa-like spaces for relaxation. Smart lighting in the living areas allows you to control ambiance with ease via smartphone app or voice commands for a truly modern living experience. Adding to its allure, the property features a detached ADU with a full kitchen, bathroom, and a private alleyway entrance ideal for guests, rental income, or a dedicated workspace. Located just blocks from Central Park, shops, and dining, this exceptional property offers modern design, functionality, and a highly walkable lifestyle.

125 15th AVE, San Mateo

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

Sold listing courtesy of Wayne Shen from APR
$5,695,000
5 Beds ⋅ 6 Baths ⋅ ML82015578 MLS ⋅ Bel Aire Heights BLDG.
Offered in one of San Mateo"s most exclusive enclaves a rare jewel in the prestigious, Bel Aire Heights, a 19-home luxury community of San Mateo Hills. Perched high above the city with unobstructed views of the Pulgas Water Temple and the majestic western hills, this grand, sexy, and luxurious residence is a true showstopper. With over 3,500 square feet of meticulously curated living space, this 5-bedroom, 5.5-bath estate blends timeless elegance with modern sophistication. Every inch of this home is thoughtfully designed with high-end, designer finishes from rich hardwood floors and custom millwork to a chefs kitchen outfitted with top-tier appliances and sleek stone surfaces. Soaring ceilings and expansive picture windows flood the home with natural light and frame the stunning views, creating a seamless indoor-outdoor experience. Retreat to your private sanctuary, where peace, privacy, and beauty surround you. Whether entertaining in style or savoring quiet moments, 118 Rosewood Lane is a very special place to call home.

118 Rosewood Lane, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

$3,115,000
5 Beds ⋅ ML82015662 MLS
Welcome to this charming Spanish style home situated on a corner lot along a picturesque tree-lined street in the heart of Hayward Park. Framed by palm trees & lush lawn, the front porch leads to a central foyer that opens to the main home or the upper level - ideal for multi-generational, extended family, or guests. Generously sized & designed to live like two SFRs. The main residence offers arched windows, bright living rm with wood burning FP, formal dining rm & eat-in kitchen. All three bedrooms are on one level, including a primary suite with dual sinks & separate tub/shower; one secondary bedroom enjoys a private balcony. A large family rm off the kitchen features a FP, laundry area & slider to an expansive yard with a pool & built-in waterfalls, spa & an outdoor kitchen with BBQ, sink, fridge, TV & FP. The upper level offers a private entry, living rm with FP & balcony, dining rm, eat-in kitchen & laundry. Both bedrooms open to a shared balcony & the primary suite includes a FP, two closets & full bath - perfect for extended family, guests, or rental income. An attached two-car garage completes this home. Easy access to Downtown San Mateo, Central Park, Caltrain & Hillsdale Shopping Center, this home offers space & flexibility in a prime location.

1107 Palm AVE, San Mateo

Listed by Diana Walsh, 650-678-8537 from Walsh Properties
(If provided) CoList: from

Sold listing courtesy of Carol Reen from COMPS
$2,350,000
5 Beds ⋅ ML82015006 MLS
A rare and exceptional opportunity to get two properties on one lot. 1401 Woodberry Avenue is a two-bedroom, two-bath home with spacious yard and two- car garage. Enjoy the outdoor space and manicured yard year-round. 3400 Glendora is a three- bedroom, two- bath home with a sun-filled patio and spacious living room. Enjoy easy access to Laurelwood Shopping Center, parks and open space - all just steps from your front door. Easy access to shopping, restaurants, and freeways make this a wonderful place to call home. Rental income or multi-generational living are just a few options for the owner of this unique property. Property Highlights: Home #1 3 Bedrooms / 2 Bathrooms Comfortable, well-proportioned layout perfect for families Home #2 2 Bedrooms / 2 Bathrooms Ideal for extended family, guests, rental, or home office Expansive Lot 9,150 Sq Ft Ample outdoor space, mature landscaping, and potential for further customization or ADU (buyer to verify) Prime Location Just minutes from Laurelwood Shopping Center, parks, top schools, and the College of San Mateo Quick access to highways 92, 101, and 280 for easy commuting Truly Unique Offering Two full homes on one parcel Live in one and rent the other, or enjoy both under one ownership

1401 Woodberry AVE, San Mateo

Listed by Dan Lyons, 650-892-2736 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Anna Lam from GSTAR
$3,200,000
5 Beds ⋅ 3 Baths ⋅ ML82012262 MLS
Nestled in the historically rich Glazenwood neighborhood of Hayward Park in San Mateo this property presents a unique opportunity to own a piece of local heritage. This captivating residence seamlessly blends classic charm with modern updates, set within a neighborhood steeped in the grandeur of early 20th-century. Upon entering, you are greeted by a foyer featuring a striking staircase with iron detailing. To the right, an elegant living room awaits, complete with a fireplace, sconce lighting, and convenient access to the expansive deck. The Kitchen is thoughtfully designed with panel-ready appliances integrated with surrounding cabinetry. Adjacent is a breakfast nook and window seat. A convenient bedroom and full bath are also located on this main level. Ascend the staircase to discover 4 generously sized bedrooms, each boasting ample natural light. The primary bedroom features a private en-suite bathroom, while two additional bedrooms share a convenient Jack-and-Jill access to the third full bathroom. The backyard is a tranquil escape with an outdoor fireplace and a comfortable lounge area. A charming Spanish balcony provides an elevated view of the surroundings. Exceptional functionality, low-maintenance turfed lawn and the significant bonus of RV/boat parking potential

901 Laurel, San Mateo

Listed by Bruno A. Baldini, 415-939-4212 from Century 21 Baldini Realty
(If provided) CoList: Mia Baldini from Century 21 Baldini Realty

Sold listing courtesy of Martin Santiago from KWPEN
$2,850,000
5 Beds ⋅ 3 Baths ⋅ ML82011799 MLS
Privately located at the end of a cul-de-sac in the highly sought-after "The Lanes neighborhood", this beautifully updated home offers impressive curb appeal and a fantastic San Mateo location. Recently painted inside and out, the traditional exterior is framed by manicured gardens, lawn, and Japanese maples. The spacious two-level floor plan features 5 bedrooms and 3 full baths, with expansive formal rooms, a remodeled kitchen with breakfast area, and a large family room opening to the rear gardens. Three bedrooms, including the primary suite, are on the main level, while two more bedrooms and a bath are upstairs. Hardwood floors, recessed lighting, and quality appliances enhance the timeless style. Outdoor highlights include a large patio, raised garden beds, and lots of roses and camellias. Direct access to West Hillsdale Park at the end of the street, one block to Hillsdale High School, and just one-half mile to Hillsdale Shopping Center.

406 Heather LN, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Hira Bakhsh from SFLT01
$1,855,000
5 Beds ⋅ 3 Baths ⋅ ML82010236 MLS
Completely rebuilt in 2008 and recently remodeled with all new stainless steel appliances, 5 large bedrooms and 3 full baths. Plently of room for that work at home office. Living room is over size. Side patio and rear patio. Master bedroom has large shower and Spa Tub and double sinks and don't miss the walkin closet and Bay window. RV parking.

1508 Lodi AVE, San Mateo

Listed by John Geer, 650-533-5646 from Consolidated Investments
(If provided) CoList: from

Sold listing courtesy of Hal Light from OBLIGHT
$2,835,000
5 Beds ⋅ 5 Baths ⋅ ML82009928 MLS
Experience refined single-level living in this beautifully designer-renovated 5-bedroom, 4.5-bath San Mateo home, ideally situated on a quiet street in a top-notch location. Enjoy peace of mind with a new roof, fully owned solar, dual-pane windows, updated plumbing, smart LED lighting, smart HVAC, and tankless water heaters. The open floor plan blends the gourmet kitchen, dining, and living areas into a bright, inviting space perfect for relaxed living and stylish entertaining. The chef's kitchen features Thor appliances, custom cabinetry, quartz counters, and a generous island, all set against gleaming hardwood floors. Two private primary suites and a stair-free design provide comfort and ease. Step into the expansive backyard rarely found on an extra-large San Mateo block, featuring lush drought-resistant landscaping, LED lighting, a pergola, and a cozy fire pit, creating an ideal setting for outdoor gatherings or quiet evenings. A detached Bonus Accessory unit with its own bath offers versatility as an office, gym, or guest retreat. With parks, shopping, and top schools within walking distance plus easy access to 101, 280, and 92 this home delivers lifestyle, efficiency, and unmatched convenience.

2810 Isabelle AVE, San Mateo

Listed by Suzy V Melgar, 415-756-7471 from Melgar Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Gary (gang) Liu from CBR
$2,850,000
5 Beds ⋅ 5 Baths ⋅ ML82006112 MLS
Discover the epitome of Westwood living in this exquisitely updated and expanded residence, where modern luxury meets timeless elegance. Imagine seamless transitions from sophisticated formal spaces, featuring glowing hardwood floors and soaring ceilings, to relaxed indoor/outdoor living. The heart of the home is a stunning chef's kitchen and spacious family room that effortlessly extend to an entertainer's dream patio and a tranquil, verdant backyard your private oasis. Retreat to the upper-level primary suite with a generous walk-in closet, or welcome guests in the convenient main-level suite. Offering exceptional flexibility, the 5-bedroom, 4.5-bath layout includes a lower-level suite with a separate entrance, presenting exciting ADU potential. Connoisseurs will appreciate the stylish wine cellar. Enjoy the unparalleled convenience of being just a half-block from Indian Springs Park and a short stroll to Hillsdale Shopping Center, downtown amenities, and major commute routes. This is more than a home; it's a lifestyle.

3740 Hacienda ST, San Mateo

Listed by JJ Team:Jones/Cassel, 650-435-2496 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$4,250,000
5 Beds ⋅ 4 Baths ⋅ ML82004389 MLS
Located in the prestigious and highly desirable San Mateo Park neighborhood, this architecturally stunning home, built in 1936, stands gracefully on a prominent corner lot. The property features inviting living spaces, including a dramatic living room with a large focus window and a cozy den with a fireplace, ideal for a home office or library. The elegant formal dining room is adorned with French doors and handsome molding, leading to an updated kitchen that is complemented by an adjacent breakfast room, perfect for morning meals. The main floor offers convenience with a large laundry room and a versatile space that can serve as a first-floor bedroom or family room, catering to various lifestyle needs. Upstairs, the luxurious primary suite features a dressing room and en-suite bath, alongside three additional bedrooms and a full bath, providing ample space for family or guests. A generous bonus room located above the attached two-car garage serves as an ideal playroom or creative studio. Outside, a private yard with pool offers a serene retreat for outdoor relaxation and entertainment. Additionally, residents enjoy access to a shared tennis court. This home offers an exceptional living experience in one of the most desirable neighborhoods.

485 Dorchester RD, San Mateo

Listed by Susan Herman, 650-400-4383 from Compass
(If provided) CoList: Austin Herman from Compass

Sold listing courtesy of Caroline K. Huo Group from KWPEN
$3,100,000
5 Beds ⋅ 4 Baths ⋅ ML82004276 MLS
Distinguished Baywood Home with Views and Pool! Elevated above the street in Baywood, one of San Mateo's most sought-after neighborhoods, this traditional home exudes timeless elegance with its grand proportions and refined details. Thoughtful updates are found throughout. A spacious and flowing floor plan offers formal living and dining rooms, an updated kitchen and family room combination, plus a lower-level recreation room. Filtered views stretch toward the San Francisco Bay, enhancing the home's premier setting. A private rear yard with an elevated pool completes the appeal on this most desirable street lined with architectural gems and just one-half mile from downtown San Mateo.

324 Georgetown AVE, San Mateo

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

Sold listing courtesy of The The Patty Dwyer Group from APR
$1,475,000
5 Beds ⋅ 2 Baths ⋅ ML82003148 MLS
Experience refined living in this updated 5-bedroom, 2-bathroom home nestled in the sought-after South Shoreview neighborhood. This home features formal living and dining rooms, a spacious family room plus a dedicated office or optional fifth bedroom perfect for remote work or multi-generational living. The primary suite offers ultimate privacy with an oversized walk in closet and onsuite, spa-like bath. The gourmet kitchen boasts rich chestnut cabinetry, granite countertops, and modern appliances, seamlessly connecting to the formal dining area ideal for entertaining. Upgraded throughout with recessed lighting, dual-pane windows, new carpet, and contemporary fixtures. Enjoy the oversized backyard with a slate patio and automated sprinklers, plus central heating, a cozy fireplace, and an attached one car garage with laundry. Walking distance to Bayside/Joinville park next to the Performing Arts Academy. Located close to parks, shopping, and major commuter routes, this move-in ready home blends style, comfort, and convenience.

1040 Patricia AVE, San Mateo

Listed by Dana Carmel, 650-804-2393 from Represent Realty
(If provided) CoList: from

Sold listing courtesy of Sternsmith Group from APR
$7,850,000
5 Beds ⋅ 5 Baths ⋅ ML82001585 MLS
For comp purposes only

410 Occidental AVE, San Mateo

Listed by The Patty Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR
$2,885,000
5 Beds ⋅ 3 Baths ⋅ ML82001231 MLS
OFFERS DUE WEDNESDAY APRIL 16TH BY 12NOON - This home comes bearing gifts - not just in features, but in lifestyle! From peaceful hillside views to a sun-soaked patio with fruit bearing trees and a raised garden bed, every corner invites you to savor home life. Picture afternoons by the pool and evenings under the stars with the hillside as your backdrop. Inside, comfort meets style in a spacious, open-concept kitchen and family room designed as the hub of the home with seamless flow to the patio expanding your living and entertaining space. Kitchen features new appliances, quartz countertops, and under-cabinet lighting, custom built-in blending beauty and function, offering a home office setup, space for homework, display cherished items, and storage for everyday essentials. Main floor w/full bath for guests or after a day by the pool, dedicated laundry room with upstairs chute adds fun to your daily routine. 5 spacious bedrooms provide room for everyone and versatility. Primary suite w/designer vanity and updated finishes, a walk-in wardrobe with mirrored doors. Full bath w/dual vanity serves additional bedrooms for shared routines. 3-car garage. Stylish storage shed. Fire-resistant steel roof. Neighborhood: Annual Block Party, Highlands Rec Center w/activities for all ages.

65 Bennington DR, San Mateo

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

Sold listing courtesy of Dima Khoury from APR
$2,600,000
5 Beds ⋅ 3 Baths ⋅ ML81998775 MLS
Beautiful and spacious 5 BD/3 BA home on a quite, peaceful wooded parcel of over one-half acre. Recent upgrades: owned solar and Tesla battery backup, heat pump heater/AC, heat pump water heater, smart washer/dryer, newer kitchen appliances incl. an induction range, 200 amp electrical panel, Level 2 EV charging outlet, newer roof, & chicken coop. Add'l features: recessed lighting, dual pane windows, generous cabinet and closet space, low maintenance landscaping. Upper (street) level: 3 spacious BDs, 2 updated BAs, updated kitchen, dining area and living room that opens to a larger deck w/SF & lovely canyon views. Lower level: 2 BDs, 1 updated BA, large family room w/backyard & hot tub access, attached 3 car garage w/tons of storage & ample driveway space that can conveniently fit up to 4 cars. Lower fenced backyard area features a patio & chicken coop but has plenty of space to repurpose if a lawn or larger patio is desired. Enjoy the tranquility of this picturesque wooded canyon setting w/potential for future improvement to suit your needs. It feels like you're away from it all while really just minutes from the vibrant San Mateo/Mid-Peninsula life. Easy access to Hwys 92, 101 and 280, Laurelwood Park, Sugarloaf Mountain and excellent restaurants, shopping & schools.

3939 Kingridge DR, San Mateo

Listed by Becky Geller, 415-225-8172 from Compass
(If provided) CoList: from

Sold listing courtesy of Fadi Shamieh from SQRE
$3,620,000
5 Beds ⋅ 4 Baths ⋅ ML81998733 MLS
Single Story Modern High Quality Extensively Remodeled Masterpiece in San Mateo. 5 bedrooms, 3 full bathrooms and a powder room. Boasting 2,927 sq ft of beautifully designed open layout and 7,000 sq ft lot. Features include: Hidden pantry with wine fridge, utility/laundry room, two bedroom suites, rear bi-fold doors, high ceilings, and skylights. Thermador appliances include gas stove with professional vent, refrigerator, freezer, microwave, and dishwasher. Central air and heat. Enjoy proximity to Hillsdale Mall, Beresford Park, and Peninsula Golf & Country Club.

411 27th AVE, San Mateo

Listed by Greg Bryant, 650-817-5656 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of JJ Team:Jones/Cassel from NTERO
$2,600,000
5 Beds ⋅ 3 Baths ⋅ ML81998034 MLS
FIRST TIME ON MARKET! A stylish and beautifully maintained Whitecliff home offering generous space and an abundance of natural light. Large eat-in kitchen, primary bedroom suite, downstairs family room, indoor laundry, and 2-car garage. Dramatic high ceilings in the main living area, fireplaces in both living and family rooms, ample storage and inviting rear deck surrounded by sport court and mature trees. Coveted Highlands location providing easy access to Highway 280 and 92, Silicon Valley, San Francisco and the Coast. Nearby to Crystal Springs Village, Highlands Recreation Center, and scenic hiking trails. This is a very well-loved and highly desirable home!

2184 Bunker Hill DR, San Mateo

Listed by Karyl Eldridge, 650-558-6910 from Coldwell Banker Realty
(If provided) CoList: Jennifer Cheung from Coldwell Banker Realty

Sold listing courtesy of Daniel Xi from CBR
$2,850,000
5 Beds ⋅ 3 Baths ⋅ ML81997923 MLS
Stunning, recently renovated mid-century modern Highlands Eichler situated on a generous 8,500+ sq ft lot along one of the neighborhoods most desirable streets. Expansive, soaring windows flood the home with natural light while maintaining exceptional privacy. A versatile new addition offers endless possibilities: perfect as a bedroom suite with a home office, au pair quarters, or even an ADU. This beautifully updated home boasts 5 inviting bedrooms and 3 modern bathrooms, complemented by a sleek, remodeled kitchen with new appliances. Fresh interior paint, new flooring, and a stylish electric fireplace in the living room create an ideal space for entertaining. The property includes a convenient two-car garage. Steps away, the neighborhood recreation center offers a community pool, tennis courts, full-time daycare, and after-school programs. Outdoor enthusiasts will love the nearby Sawyer Camp Road, featuring scenic walking and biking trails along the Crystal Springs Reservoir. Perfectly positioned for commuters, this home provides easy access to Silicon Valley and San Francisco employers. A rare blend of modern luxury, mid-century charm, and an unbeatable location!

2018 Ticonderoga DR, San Mateo

Listed by Michael Talis, 650-766-6100 from Coldwell Banker Realty
(If provided) CoList: Elena Talis from Coldwell Banker Realty

Sold listing courtesy of Jim Minkey from TODAY
$2,298,000
5 Beds ⋅ ML81996151 MLS
This exquisite 3-unit triplex blends historic charm with modern updates, ideally located between Burlingame and San Mateo's vibrant downtowns. A prime opportunity for owner-occupants seeking rental income or investors maximizing returns, this 3,744 sq. ft. property is a must-see! Distinctive Living Spaces: Front Unit (2BD/1BA): A charming home with a formal entry, sunroom, and spacious living room with a gas insert fireplace. The formal dining room boasts an elegant built-in hutch, while the updated kitchen blends classic character with modern convenience. Second Unit (1BD/1BA): An open-concept layout with fresh 2024 carpeting and a private enclosed yard, offering comfort and privacy. Top-Floor Unit (2BD/2BA): A light-filled retreat featuring vaulted ceilings, in-unit laundry, and modern finishes. Turnkey: With double-pane windows, refinished hardwood floors, remodeled kitchens/baths, and a newer roof, this property is ready for immediate occupancy. Shared amenities include a central laundry room and private yard spaces. Prime Location & Outdoor Appeal:Beautifully landscaped grounds, 2 private yards, and easy access to top dining and shopping make this property a true investment opportunity.

221 Grand BLVD, San Mateo

Listed by Sheldon Rilliet, 415-559-9691 from Compass
(If provided) CoList: from

Sold listing courtesy of Crystal Shetaya from NULR
$1,350,000
5 Beds ⋅ 3 Baths ⋅ ML81995847 MLS
Welcome to 352 -354 Ramona Street in charming San Mateo, CA! This delightful 5-bedroom, 3-bathroom offers a perfect blend of comfort and creativity across its 1,224 + square feet. Recently renovated, the home greets you with its welcoming atmosphere, enhanced by crown mouldings, recessed lighting, and dual pane windows. The open living area in the ADU, adorned with hardwood floors. The well-appointed kitchen, featuring a breakfast bar and cooktop, is ideal for culinary enthusiasts. The primary ensuite boasts a walk-in closet, offering ample storage. A second kitchen adds convenience and flexibility, especially for those who love to entertain. Outdoor enthusiasts will appreciate the expansive 7,125 square foot lot, complete with a private yard, deck, and barbecue area, perfect for gatherings. The art studio invites creativity, while the 3-car deattached garage and on-site parking provide ease and accessibility. This home also offers a common garden and patio space, ideal for enjoying California's beautiful weather. Embrace the charm and possibilities of this San Mateo gem!

352 Ramona ST 352-354, San Mateo

Listed by Tony Gabb, 650-888-9013 from Compass
(If provided) CoList: from

Sold listing courtesy of Tony Gabb from APR
$1,575,000
5 Beds ⋅ ML81993977 MLS
1401-1403 Cary Avenue in San Mateo is a well-maintained duplex situated on a spacious 5,479 SF lot, offering an excellent investment or owner-occupant opportunity. Built in 1950, the property features two updated units: a vacant 3-bedroom, 1-bathroom unit and an occupied 2-bedroom, 1-bathroom unit generating $3,300 per month in rental income. Both units have been thoughtfully upgraded with modern kitchens and bathrooms, providing contemporary comfort while maintaining the charm of the original construction. Each living room is highlighted with 12-foot ceilings and traditional fireplaces. With tenants responsible for all expenses, this property presents a low-maintenance income-producing asset in a desirable location. Note: The Property has been Virtually staged for illustration purposes.

1401-1403 Cary AVE, San Mateo

Listed by Sam Runco, 650-759-3414 from Marcus & Millichap
(If provided) CoList: Philip Batlin from Marcus & Millichap

Sold listing courtesy of Kris Mares from KWPEN
$1,675,000
5 Beds ⋅ ML81993749 MLS
Compass Commercial is pleased to announce the exclusive listing of 422 E. 16th Street. Discover a prime investment opportunity in this well-maintained fourplex at 422 16th Avenue in San Mateo, California. This multifamily investment opportunity offers an ideal blend of location, convenience, and steady rental income. The property features a total of four units: one (1) spacious 2-bedroom/1-bath apartment with a private backyard and patio, alongside three (3) 1-bedroom/1-bath units. Each residence boasts dual-pane windows, ensuring energy efficiency and comfort for tenants. Built in 1961, the building spans 3,964 square feet on a 4,800 square foot lot. Residents benefit from four dedicated carports with storage, as well as brand-new onsite laundry facilities. Situated within walking distance of Station Park's shops and restaurants, this property provides excellent connectivity to Highways 101 and 92, as well as the Hayward Park Caltrain Station.

422 E 16th AVE, San Mateo

Listed by Nate Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Compass

Sold listing courtesy of Joey Wang from OBBKWR
$4,100,000
5 Beds ⋅ 5 Baths ⋅ ML81993401 MLS
Welcome to 1238 Quince, a custom luxury two-story home + ADU offering 2,540 total living sq ft of modern elegance in the Baywood Area. Remodeled from the ground up and completed in Feb 2025, the stone facade greets you as you head to the designer kitchen with marble countertops, custom hood, 48" dual fuel Wolf range, Sub Zero fridge, Bosche dishwasher, custom cabinetry, walk-in pantry, and bar w/ wine fridge. The main floor includes a private office/family room, laundry room w/ sink, and guest bedroom with ensuite bath, perfect for multi-generational living. Luxury lighting throughout complements the custom staircase, leading to the primary suite and two additional bedrooms sharing a jack-and-jill bathroom. The spacious primary suite boasts vaulted ceilings, a private balcony, custom walk-in closet, double vanities + make-up vanity, freestanding tub, high-end shower, and toilet room. Downstairs, enjoy indoor/outdoor living with sliders opening to drought-tolerant backyard. Fire pit and built-in bbq. Separate ADU w/ kitchenette and full bathroom for versatile living. Two-car garage. Prime location on quiet street, located near top San Mateo schools. Designed and built by SWW Properties. Don't miss this opportunity to experience the difference of living in a one-of-one custom home!

1238 Quince ST, San Mateo

Listed by Ryan LeDoux, 650-465-2969 from Compass
(If provided) CoList: from

Sold listing courtesy of Laura Lee from APR
$1,050,000
5 Beds ⋅ 2 Baths ⋅ ML81993202 MLS
Nestled in the desirable North Shoreview neighborhood, this hidden gem presents a fantastic opportunity for those looking to put their personal touch on a home and create something truly special. With great bones and a spacious layout, this fixer-upper is brimming with potential. This property features 5 bedrooms, 2 bathrooms with 1800+sqft of living space. The detached garage is perfect for a potential ADU with separate entrance. This fantastic location is walking distance to North Shoreview Montessori School, the Bay Trails, Coyote Point Park, Ryder Park, popular dog park at Seal Point & municipal golf course! Ideal commute for the new Meta/Facebook campus, Sony, Gilead, Visa, Snowflake, Rakuten, Tesla, and Medidata with easy access to 101 and 92. Enjoy Downtown San Mateo with exciting restaurants, shops and nightlife. Convenient shopping, including Whole Foods, Trader Joe, Chavez Market & Safeway.

120 S Kingston ST, San Mateo

Listed by Kelly McSweeney, 650-215-8355 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gabriel De Armero from TODAY
$3,500,000
5 Beds ⋅ 5 Baths ⋅ ML81991836 MLS
This fully remodeled five-bedroom, five-bathroom home exudes modern elegance and functionality at every turn. Upon entering, you'll be welcomed by a light-filled, open living and dining area that leads to the brand-new chef's kitchen. Featuring a stunning island with a sink, the kitchen is outfitted with top-of-the-line Thermador appliances, including a double oven and two wine fridges. Sliding glass doors lead from the kitchen to the spacious deck, outdoor kitchen and newly turfed backyard, great for both play and relaxation. Four of the bedrooms are located on the main level and feature en-suite bathrooms. There is a full laundry room with a stacked washer and dryer, adding convenience to the home's many features. The lower level has a junior ADU with its own kitchen, bedroom, and private entry. This space connects to the office and media room, as well as the 2-car garage. A new EV charger rounds out the property's functional features. Conveniently located minutes from Laurelwood Shopping Center and a quick drive to Downtown San Mateo, this property is close to shopping and dining. Additionally, it is just minutes from award-winning public and private schools and provides easy access to Highways 92 & 101 and Interstate 280.

768 28th AVE, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Hebe Li from AGNC

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