San Mateo CA 2000+ Sq. Ft. Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ ML82061391 MLS

Welcome to this lovingly maintained San Mateo Knolls home, offering gorgeous bay and city views throughout. A spacious family room features a stone hearth fireplace and vaulted ceilings. The eat-in kitchen features stainless steel appliances, tile flooring, and a slider leading out to the backyard and deck with more views to enjoy. A versatile bonus room offers flexibility as a home office or fifth bedroom. Three generously sized bedrooms lead to a primary suite with more of the home's signature views. Downstairs offers an array of options: over 500 square feet of stand-up storage, an additional room currently used as a second family room, a two-car garage, and a workshop all with access to the beautifully landscaped yard and its mature trees. With this much space and flexibility, the home comfortably accommodates large families or multi-generational living. San Mateo Knolls is a highly desirable neighborhood, known for excellent nearby schools, scenic trails, convenient shopping, and easy access to transportation and freeways. Welcome home!

3709 Kenwood AVE, San Mateo

Listed by Johnny Heckenberg, 650-776-5779 from Coldwell Banker Realty
(If provided) CoList: Kari Eden Schaiman from Coldwell Banker Realty

$4,999,000

5 Beds ⋅ 5 Baths ⋅ ML82067089 MLS

Fabulous, turnkey single-level residence offers a versatile, open floor plan designed for effortless indoor-outdoor entertaining and the quintessential California lifestyle. Soaring ceilings, abundant windows and skylights fill the interiors with natural light. The expansive great room features a stunning marble fireplace, designer lighting and elegant finishes. A striking backlit onyx bar enhances the adjoining family room, which opens to a beautiful covered patio with built-in BBQ, stone countertops and gas fire pit. The chef's kitchen boasts Thermador appliances, a large center island, walk-in pantry and extensive custom cabinetry. The luxurious primary suite features soaring ceilings, a spacious walk-in closet, patio access and beautifully appointed bath with dual vanities and Toto smart toilet. Five bedrooms include two additional ensuite bedrooms and a bedroom configured as an office with built-in desks and cabinetry. Additional highlights include designer window treatments in select rooms, a stylish powder room, laundry/mudroom and beautifully landscaped grounds. Solar panels, EV charger, nest thermostats, built in sound speakers with Sonos components. two-car garage and additional parking complete this exceptional offering.

376 Glendale RD, San Mateo

Listed by Kim Gelman, 650-888-5537 from Coldwell Banker Realty
(If provided) CoList: from

$3,998,000

3 Beds ⋅ 3 Baths ⋅ ML82067019 MLS

Every once in a while an opportunity comes alongSpectacular Mediterranean style in sought after Baywood Location. This charming home, situated on arguably one of the best streets in Baywood is sure to please. The home boasts generous living areas, high ceilings, spacious bedrooms, remodeled bathrooms, remodeled kitchen and family room, outdoor venues and nuances, new electrical, structural enhancements, new landscaping and fresh paint.this is a real chance to fulfill a dream! Here are just some relevant attributes: 3 Spacious bedrooms: one bedrooms downstairs and two bedrooms upstairs, Primary Bedroom with walk in closet and bright sun deck with views of Baywood, 2.5 bathrooms all of which have been recently updated, Grand Living Room w/ fireplace, vaulted ceilings, front to back views and an abundance of natural light, Huge and remodeled Kitchen-Nook with Family Room w/ outdoor access points, Bonus Lower Level environment with sink and an abundance of natural light. Additional sub area space with utility sink, washer-dryer and abundant storage, Spacious yard, garage, deck & patio areas, and much more!

416 Fairfax AVE, San Mateo

Listed by Gregory Terry, 650-678-1110 from Compass
(If provided) CoList: from

$3,999,000

5 Beds ⋅ 6 Baths ⋅ ML82066864 MLS

A stunning Craftsman, quintessential in charm throughout, embracing today's modern lifestyle. Situated on an oversized line in coveted San Mateo Park. Behind a private gate, you have endless manicured grounds perfect for your very own retreat. A trellised entry beneath towering redwoods includes timeless character and guest accommodations. Inlaid hardwoods, arched openings, and abundant light throughout. The vaulted living room centers on a fireplace with chevron surround, opening to a skylit dining room to french doors leading to a private office. Your chef's renovated kitchen flows to a breakfast area and family room with wood-burning stove opening an intimate yard. A main-level guest suite opens to the garden.The primary suite offers a skylit ceiling, sitting nook, walk-in closet, private terrace, and spa bath with soaking tub; two more bedrooms, a full bathroom, and laundry complete the level. Above the garage includes additional quarters for guest staying or an office with a kitchen, bedroom, bathroom, and terrace. Outside, your expansive yard includes a brick-paved terrace, lawn for play, gated motor court, and multi-car garage - moments from Burlingame Avenue, downtown San Mateo, and Caltrain.

408 Warren RD, San Mateo

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$1,993,303

4 Beds ⋅ 4 Baths ⋅ ML82066558 MLS ⋅ Overlook at The Heights BLDG.

This spacious Plan A residence is upgraded throughout and is a must-see! The gourmet kitchen includes upgraded cabinets and countertops and is an ideal home for entertaining family and friends. The incredible layout affords a one-of-a-kind lifestyle.

2804 Point Reyes WAY, San Mateo

Listed by Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$4,000,000

3 Beds ⋅ 3 Baths ⋅ ML82066323 MLS

426 Edgewood RD, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Laura Bryant from KWPEN

$4,500,000

4 Beds ⋅ 3 Baths ⋅ ML82066318 MLS

520 Clark DR, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Josh Rubin from COMPS

$2,999,888

5 Beds ⋅ 4 Baths ⋅ ML82066159 MLS

This property enjoys a UNIQUE LOCATION, shouldered by lovely land and bordering Hillsborough. In a private and tranquil setting, this sunlit home has SUNSET views along with impressive canyon and Crystal Springs Reservoir VIEWS. Privacy and tranquility from this 5 Bedrooms, plus an Office, 3.5 Bath, floorplan. 3,050 + / - sf. Living Room has vaulted beamed ceiling and an impressive fireplace recently updated with Porcelana tile surround. Patio doors on both sides of the fireplace open to an expansive deck perfect for taking in colorful sunsets and vistas. Spacious Formal Dining Room perfect for large gatherings. Casual Family Room has a 2nd fireplace and patio access for easy entertaining and sunset views. The Eat-In Kitchen was updated in 2023 and has new Quartz Counters, Bosch Oven/Range and dishwasher, and Samsung refrigerator. Large Primary Suite on upper-level with fully remodeled bath. Potential ADU/rental apartment/au pair quarters w/ Private entrance. (Buyer to investigate). EXTRAS: newer flooring (carpets) refinished hardwood floors, high-traffic luxury vinyl, 2.5 remodeled baths, improved/expanded decks, fence and garden refresh, water heater circulation pump in 2025 & MORE! Conveniently located near top-rated schools, shopping, dining, and Highways 92/280/101.

1136 Parrott DR, San Mateo

Listed by Carmen Miranda, 650-743-4320 from Compass
(If provided) CoList: from

$2,048,000

3 Beds ⋅ 2 Baths ⋅ ML82066033 MLS

At the base of the San Mateo Terrace foothills, 3023 Del Ray Street is a 3-bedroom, 2-bath home in San Mateo's Beresford Park neighborhood, offering 2,116 sq ft of character and modern comfort. Colorful gardens and a paver walkway welcome you inside, where hardwood floors, arched doorways, crown molding, and a wood-burning fireplace reflect its 1946 origins. A skylit dining room leads to a thoughtfully updated kitchen, where quartz counters, a marble chevron backsplash, and a Thermador appliance suite make cooking and entertaining a pleasure. A center island with microwave drawer and a breakfast bar connect the kitchen to the family room, where sliding doors open to a Trex deck with peekaboo Bay and East Bay hill views. Below, a paver patio framed by mature maples, roses, and lavender invites outdoor gatherings. Three main-level bedrooms are complemented by a separate lower-level wing with flexible spaces for guests, recreation, entertaining, or working from home. Two updated baths, an 11-kW Generac generator, and an attached garage with laundry and storage add everyday ease. Enjoy nearby Beresford Park, 25th Avenue dining, Hillsdale Shopping Center, Bay Meadows, and Hillsdale Caltrain.

3023 Del Ray ST, San Mateo

Listed by Rumana Jabeen, 650-743-4503 from KW Advisors
(If provided) CoList: from

$2,498,000

3 Beds ⋅ 2 Baths ⋅ ML82064601 MLS

This beloved Colonial pairs classic traditional character with stylish touches, and it feels special the moment you walk in. Sunlight fills every room, highlighting hardwood floors and elegant crown molding. The stunning living room invites gathering, with a cozy fireplace and French doors that bring the outdoors in. The casual dining room, framed by picture windows, is perfect for holiday dinners and celebrations. The home has an updated and inviting kitchen and family room, the true heart of the home. French sliders lead to an expansive backyard, ready for summer barbecues, weekend play, or simply relaxing outside. An ideal floor plan, indoor laundry room, and two-car garage, office or studio make everyday living easy. Walkable to downtown, parks and all the top rated schools. All of this is in the sought-after Baywood/Aragon school district. Come see where your next chapter begins.

1242 Shafter ST, San Mateo

Listed by Gillian Kilroy, 650-868-2644 from Compass
(If provided) CoList: Jeff Beltramo from Coldwell Banker Realty

$2,199,000

4 Beds ⋅ 4 Baths ⋅ ML82065961 MLS

Spectacular living in one of the most desirable floor plans! Offering nearly 2,500 square feet of beautifully designed living space, this stunning home combines modern elegance, spacious interiors, and an unbeatable location. Soaring ceilings, an open-concept floor plan, abundant natural light, and gorgeous wide-plank flooring create a bright and airy atmosphere throughout. At the heart of the home is the expansive chefs kitchen flowing to the dining and living rooma standout feature of this highly sought-after floor planoffering exceptional space for cooking, entertaining, and gathering with family and friends. Upstairs, you'll find three generously sized bedrooms connected by a spacious hallway with convenient built-in storage. The sun-drenched primary suite is a true retreat, featuring a walk-in closet, private patio, and luxurious ensuite bath with dual vanities, an oversized walk-in shower, and separate water closet. The lower level offers incredible flexibility with a spacious fourth bedroom or family room, complete with its own ensuite bathroom and walk-in closet. Attached two-car garage with an EV outlet. Love life in Bay Meadows - moments from Caltrain, Whole Foods, Paddock Park, Hillsdale Shopping Center, and an array of shopping, dining, and everyday amenities.

104 Franklin PKWY, San Mateo

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

$2,413,544

4 Beds ⋅ 3 Baths ⋅ ML82065699 MLS ⋅ Elevate at The Heights BLDG.

This spacious 4-bedroom home features SF Bay and San Mateo bridge views, upgraded flooring, and a gourmet kitchen. Enjoy an open layout, living room balcony, and rooftop patio perfect for entertaining guests and enjoying the views. *Photo of model home not of actual home*

2706 Tiburon ST, San Mateo

Listed by Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,418,312

4 Beds ⋅ 3 Baths ⋅ ML82065697 MLS ⋅ Elevate at The Heights BLDG.

This spacious 4-bedroom home features expansive panoramic views, upgraded flooring, and a gourmet kitchen. Enjoy an open layout, living room balcony, and rooftop patio perfect for entertaining guests and soaking in the surroundings. *Photo of model home not of actual home*

2712 Tiburon ST, San Mateo

Listed by Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,533,928

4 Beds ⋅ 3 Baths ⋅ ML82065696 MLS ⋅ Elevate at The Heights BLDG.

Exceptional design defines the Elevate Plan 1, while modern upgrades enhance every space. This home features a gourmet kitchen, generous living areas, four bedrooms, and a rooftop terrace that is ideal for entertaining and enjoying the views. *Photo of model home not of actual home*

2704 Tiburon ST, San Mateo

Listed by Michele Tancredi, 925-248-4155 from Michelle Tancredi, Broker
(If provided) CoList: from

$2,998,000

4 Beds ⋅ 3 Baths ⋅ ML82065164 MLS

Expanded and fully remodeled, this beautifully reimagined 4-bedroom, 3-bath San Mateo home offers approximately 2,341+/- square feet of thoughtfully designed living space on a 7,583+/- square foot lot. An inviting front porch, cascading entry steps, and striking solid wood front door introduce light-filled interiors with vaulted ceilings, oversized windows, and an open-concept floor plan. The designer kitchen features a generous island with prep sink and flows seamlessly into the living and dining spaces, accented by statement lighting and custom metal and fluted wood shelving. The main-level features three bedrooms, with the primary suite offering a spa-inspired bathroom. Upstairs one additional en suite provides privacy alongside a flexible bonus space and additional storage. The beautifully landscaped backyard features turf lawn, new plantings, and a magnificent sculpted California live oak highlighted by landscape lighting. Additional amenities include air conditioning, an expansive driveway, multi-car garage with epoxy flooring, and EV-ready electrical infrastructure. Conveniently located near parks, shopping, dining, and neighborhood amenities, this home blends modern style, comfort, and exceptional indoor outdoor living.

2800 Monterey ST, San Mateo

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

$2,689,000

3 Beds ⋅ 3 Baths ⋅ ML82065545 MLS

With picture-perfect curb appeal, a great room with big sunny windows, a backyard view deck, and a superb Baywood Park location, this lovely home is ideal for California indoor/outdoor living. Just behind a picket fence, the lush front yard boasts a variety of plantings and a walkway leading to an inviting covered porch. Inside, glowing hardwood floors, natural brick accents, and high ceilings enhance the sense of volume throughout the entertainment and private spaces. Highlights of the 3- bedroom, 3-bath floor plan include a light-filled primary suite and a second bedroom with en suite bath. The backyard features an expansive view deck for enjoying the treetop vistas and a dining patio with pergola. Combining serenity with convenience, this wonderful retreat is just minutes to commute routes, shopping and dining, sought-after schools, plus hiking and biking at beautiful Crystal Springs Reservoir.

171 Starlite DR, San Mateo

Listed by Erica Damelio, 650-888-3884 from Compass
(If provided) CoList: from

$3,499,000

5 Beds ⋅ 4 Baths ⋅ ML82065540 MLS

Set on an expansive 8,670-square-foot lot in coveted San Mateo Park, 509 Crescent Avenue offers an exceptional blend of timeless character, privacy, and effortless indoor-outdoor living. A gracious formal living room and elegant dining room create beautiful spaces for entertaining, while the kitchen serves as the heart of everyday life, opening naturally to the backyard. Outside, a generous lawn framed by mature trees creates a private setting for play, gatherings, and relaxed afternoons at home. Inside, approximately 2,940 square feet unfold across a versatile five-bedroom, four bath floor plan. Two bedrooms on the main level offer flexibility for guests, a home office, or multigenerational living, while upstairs are three additional bedrooms, including the primary suite and two secondary bedrooms that share a full bath. A generous family room provides additional space to gather, and a detached two-car garage adds convenience and flexibility. Enjoy all that San Mateo Park has to offer tree-lined streets, beautiful homes, neighborhood block parties, and walkability. Just minutes from downtown Burlingame, 509 Crescent offers a rare combination of space, privacy, charm, and convenience in one of the Peninsulas most beloved neighborhoods.

509 Crescent AVE, San Mateo

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

$2,898,000

3 Beds ⋅ 3 Baths ⋅ ML82065358 MLS

Welcome to 27 Condon Court... An outstanding San Mateo location in the sought-after Laurelwood neighborhood. This light, bright, airy 3-bedroom, 2.5-bathroom home was originally built in 1973 and has been lovingly updated and maintained by its current owner for many years. The lower level or main level, features high ceilings and a free-flowing floor plan that opens to an outdoor entertaining patio and the rear garden with breathtaking canyon and San Francisco Bay Views. The custom-built 3-hole golf putting green is the centerpiece of this lovely outdoor space. The 2nd floor has an oversized primary suite and two modest bedrooms. There is space to create an additional bedroom. This home has been recently enhanced by many cosmetic updates, including new floors, painting throughout, new light fixtures and light kitchen and bathroom improvements. Laurelwood Park, a 225-acre public open space located is only blocks away. The popular Laurelwood Shopping Center is also blocks away. Award-winning schools are nearby, including the College of San Mateo. This desirable neighborhood blends classic mid-century suburban comfort with immediate suburban conveniences. Easy access to SR-92, Interstate 280, 101 and Highway 1 and SR-35 (Skyline Blvd). We are move-in ready for you. Welcome Home!

27 Condon CT, San Mateo

Listed by Ken Constantino, 650-814-0277 from Compass
(If provided) CoList: from

$2,400,000

4 Beds ⋅ 3 Baths ⋅ ML82065440 MLS

OFFERS DUE MONDAY(2nd) @ 12Noon Welcome home to a private, gated retreat in San Mateo's highly desirable Hayward Park neighborhood, close to downtown. Set back behind a wrought-iron gate, lush landscaping, and a towering palm, this sunny 4 bed, 3 bath home is freshly painted inside with new lighting throughout. A formal entry opens to refinished red oak floors on the first level and stairs. The living room offers a bay window, built-in shelving, and a newly tiled fireplace. The formal dining room opens to the rear yard and features a magnetic metal wall for art. The large kitchen has quartz counters, skylights, under-cabinet lighting, double ovens, a breakfast bar, and a sunny nook. First-floor bedroom with built-in desk plus a full bath. Upstairs, new carpet and an opening stairwell skylight. The large primary retreat has an arched window, a huge walk-in closet, and a bath with walk-in shower and opening skylight. Hall bath with new quartz counter and ample storage. Out back, a private yard with deck, patios, a screenhouse with raised beds, and a detached building for a workshop, studio, gym, or potential ADU, with 220V and exhaust. Owned solar, two furnaces, water filtration, auto drip and landscape lighting. One-car garage plus storage!

115 10th AVE, San Mateo

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

$14,950,000

ML82065118 MLS ⋅ Park Laurel Apartments BLDG.

MNM Realty Group is pleased to offer 14 tenant-in-common (TIC) positions in Park Laurel Apartments. Together they make up a 64.75% undivided interest in a renovated 26-unit apartment community at 710 Laurel Avenue, bordering Central Park in downtown San Mateo. Individual positions range from 0.70% to 32.00% and may be bought on their own or combined. Each is priced pro rata to a $14,950,000 property valuation ($575,000 per unit). The property has received more than $1.3 million in capital improvements, including a seismic retrofit. Eighteen of the 26 units have been fully renovated with in-unit washer/dryers, new kitchens and modern baths. Amenities include a heated pool, a rare feature in the area, and the property has a Walk Score of 97. It sits about 2 miles from Burlingame Avenue and 10 minutes from SFO. TIC positions offer investors a fractional entry into a supply-constrained Peninsula multifamily asset with remaining value-add upside as market rents continue increasing

710 Laurel AVE, San Mateo

Listed by Jake Anthony, 650-787-6707 from MJA Equity Investments, Inc.
(If provided) CoList: Michael J Anthony from MJA Equity Investments, Inc.

$2,500,000

2 Beds ⋅ 3 Baths ⋅ ML82064960 MLS

NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd AVE 601, San Mateo

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

$1,825,000

6 Beds ⋅ ML82064948 MLS

Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware ST, San Mateo

Listed by Ryan Gowdy, 408-309-8660 from The Agency
(If provided) CoList: from

$2,899,888

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

$2,895,000

4 Beds ⋅ 3 Baths ⋅ ML82064849 MLS

Surrounded by mature trees in desirable Baywood Park is a beautifully updated 4 bed, 3 bath home offering approximately 2,260 sq ft of stylish living and inviting indoor-outdoor spaces. Thoughtfully refreshed throughout with new windows, new hardwood floors, a new deck, a new fire pit, and refreshed landscaping. An open living and dining area welcomes you with abundant natural light, a cozy fireplace, and wide-plank flooring. The skylit kitchen features warm wood cabinetry, a statement range, generous counter space, and ample seating, creating an ideal setting for everyday living and entertaining. Step outside to the expansive new deck, perfect for al fresco dining and relaxing with a new fire pit creating the perfect gathering spot. The spacious primary suite offers a well-appointed bath with dual sinks and a separate tub. A lower-level bedroom and full bath provide flexibility for guests, extended family, or a home office. A dedicated laundry room, additional storage, and attached garage complete the homes thoughtful amenities. Enjoy close proximity to Crystal Springs Shopping Center, scenic Crystal Springs trails, and convenient access to Highways 92 and 280. A wonderful opportunity to enjoy modern comfort, natural beauty, and the best of Peninsula living.

1455 Ascension DR, San Mateo

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

$2,550,000

3 Beds ⋅ 2 Baths ⋅ ML82064811 MLS

Craftsman charm, an exceptional kitchen, and a private backyard retreat in San Mateos Hayward Park. Shingle-clad 3-bedroom, (PLUS OFFICE) 2-bath home blends timeless architectural details with thoughtful updates. Beautifully maintained hardwood floors, a wood-burning fireplace, and classic Craftsman built-ins bring warmth and character to the main level. A welcoming covered entry overlooks a magnificent green maple tree. The extensively updated kitchen features wood cabinetry, granite countertops, a breakfast bar, abundant storage with pullouts, and an extra-deep stainless steel sink. A 48-inch Wolf range with double ovens, griddle, and indoor grill anchors the kitchen, complemented by a built-in fryer, pot filler, LG refrigerator and double-drawer beverage refrigerator. An adjoining laundry room adds everyday convenience. Two generously sized bedrooms and a full bath occupy the main level, while the thoughtfully converted, permitted upper level offers two additional bedrooms, a full bath, and a family room. Outside, the private backyard features beautiful stonework, a sauna, lemon tree, and ample side-yard space. A two-car garage includes EV charger and a built-in workshop completes the property. Enjoy downtown shopping and dining nearby, plus convenient access to Caltrain

155 12th AVE, San Mateo

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

Sold listing courtesy of Yelena Lepina from LUXRE

$3,425,000

5 Beds ⋅ 3 Baths ⋅ ML82064797 MLS

Location Location Location A rare find located in the highly sought after area known as Aragon in San Mateo. If you desire an 88 year old home completely updated to 2026 top of the line finishes, this is not your home. This home is move in ready, well built and maintained with some updates over the years including the kitchen (+/- 15 years ago,) and dual pane windows, recessed lighting, and crown molding throughout. The hardwood floors are original. If you have a desire to update bathrooms to the color and finishes of your choosing and create your own backyard oasis this home is perfect for you! *County records indicate 1,980 sf home consisting of 4 bedroom and 1 bathroom. Home is a 5 bedroom, 2.5 bathroom home totaling approx. 2,420 sf. Buyers to due diligence.

323 Sonora DR, San Mateo

Listed by Sarah Griffith, 408-667-2381 from Griffith & Associates
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$3,300,000

4 Beds ⋅ 2 Baths ⋅ ML82064754 MLS

Lovers of mid-century style will appreciate this circa 1960 home, completely transformed circa 2018 with a modern open-concept design. Signature mid-century modern elements include vaulted, beamed and paneled ceilings, walls of floor-to-ceiling glass, and exceptional indoor/outdoor living. Wide plank white oak floors extend throughout, complemented by a crisp white palette and beautiful natural light. A spacious living room is wrapped in glass and anchored by a floor-to-ceiling white brick gas fireplace, and the open dining room has sliding doors to the front terrace. The skylit designer kitchen features quartz finishes, a large island with seating, and premium appliances. 4 bedrooms and 2 beautifully remodeled luxe baths include a primary suite with custom walk-in closet. Ensconced in lush, mature foliage on an extra-large, raised corner lot, this serene home enjoys exceptional privacy and East Bay hill views from the expansive front terrace beneath a towering Pacific Madrone. Finished 2-car garage. Highlands Elementary and buses to Aragon High School just up the street, plus an outstanding nearby recreation center that includes a pool, clubhouse, gym, tennis/pickleball courts, and playground.

1476 Forge RD, San Mateo

Listed by James Steele, 650-796-2523 from Compass
(If provided) CoList: from

Sold listing courtesy of Richard Cairo from INTR15

$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

$3,950,000

3 Beds ⋅ 3 Baths ⋅ ML82063634 MLS

Filled with character and curb appeal, 469 Fairfax offers something especially hard to find in Baywood: true single-level living combined with an extraordinary amount of additional flexible space. The main level lives entirely like a single-story home, with three bedrooms and two baths, an open and updated eat-in kitchen with stainless steel appliances, living room, dining room and sunroom. The floor plan is comfortable, functional and easy for everyday living. But theres much more downstairs. Approximately 1,200+ square feet of bonus space includes a room staged as a fourth bedroom with ensuite bath and walk-in closet, a family/media room, bar area, office and laundrycreating tremendous flexibility for guests, working from home and entertaining. And beyond that is another approximately 1,000 square feet of walk-in storage and workshop spacean incredible bonus for a home in this neighborhood. The private backyard is equally appealing, with turf, a pergola, fountain, mature palms and plenty of room to entertain. A detached two-car garage completes the property. Great curb appeal, single-level everyday living, central AC, substantial bonus space and a private backyardall in the heart of Baywood.

469 Fairfax AVE, San Mateo

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

$1,688,000

3 Beds ⋅ ML82064035 MLS

Excellent opportunity! Updated and meticulously maintained, w/fully updated electrical, heating, and new appliances. Mid-century modern, side by side, one level duplex, perfectly located between the vibrant downtowns of San Mateo and Burlingame. Discover the very best of the Peninsula! Easy commuter access to SFO, San Francisco and Silicon Valley, Caltrain, biking and walking. Close to cafes, restaurants, fitness studios, Coyote Point Park and much more! Rent out both units, or live in one, rent out the other. Perfect for the seasoned investor or multi-generational living, NO STAIRS! Separate meters for gas, electricity, and water. Contemporary kitchens and bathrooms, high-end durable laminate flooring, with ample storage space. Each unit comes w/an attached garage and its own washer/dryer. Elegant wainscoting, tall ceilings, and large, lower hopper windows create a a charming, airy feel. Colorful, flowering plants adorn the back patios and are enjoyable from the interior, while majestic trees create beautiful, shaded areas enjoyable in the front private driveway. Front Unit: 2 Bed 1 Bath / Rear Unit: 1 Bed 1 Bath. Come check it out!

450-452 State ST, San Mateo

Listed by Frances Boscacci, 650-759-7885 from Coldwell Banker Realty
(If provided) CoList: Matt Jadallah from Coldwell Banker Realty

Sold listing courtesy of Benjamin Chirko from CBR

$1,595,000

4 Beds ⋅ 3 Baths ⋅ ML82063947 MLS

Hello? 1810 Kehoe is calling, and you don't want to miss it! Think about it... you've got 4 bedrooms, 3 baths, and over 2,000 sq. ft. of level living on a 5,200 sq. ft. lot, all within walking distance to parks, schools, and the local recreation center! Recently renovated with gleaming hardwood floors, a new kitchen and appliances, updated electrical, new interior and exterior paint, plus so much more! Don't forget the HUGE family room, only steps away from the sunny backyard! A 2 car garage and mature landscaping add to the daily joy of coming home. With easy access to Highways 101 and 92, be sure to put this home at the top of your must see list!

1810 Kehoe AVE, San Mateo

Listed by Alex Lehr, 650-766-5300 from Guide Real Estate
(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

$1,895,000

4 Beds ⋅ ML82063441 MLS

Located in prime west side San Mateo, this duplex offers 2,356 square feet of total space featuring hardwood flooring in the rear unit and vinyl flooring in the front unit. The front unit has been beautifully updated with new kitchen cabinets, stainless appliances and quartz countertops, as well as an updated bathroom and an additional half bath. Both units include a separate laundry room with a washer and dryer for convenient laundry access. The front unit has forced air heating and air conditioning, while the back unit has forced air heating. Both units have a one car garage with the front unit being attached. Conveniently located near shopping, dining, and freeway access. Don't miss this incredible investment opportunity.

1228 Maple ST, San Mateo

Listed by Stuart Yoxsimer, 650-342-4314 from Switzer Goldau & Associates
(If provided) CoList: from

Sold listing courtesy of Daniel Buckley Chavez from CBR

$1,928,000

5 Beds ⋅ 3 Baths ⋅ ML82063298 MLS

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

3917 Donner ST, San Mateo

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

Sold listing courtesy of Wendy Leung from APR

$2,750,000

4 Beds ⋅ 3 Baths ⋅ BE41148826 MLS

Discover 458 Turner Terrace,a unique vintage 1912 San Mateo Heights crafted home on a large 10,003 sq ft lot featuring old world charm.Craftmanship only found in this era,high ceilings,wainscoating,french doors,lots of classic trim. Living room with wood burning fireplace.Large formal dining room with built in hutch, separate music room,study room.This home features 4 bedrooms 2.25 baths,large primary suite,old fashion bathtub,large 2nd bedroom with retreat area.Large yards with rear yard patio.Detached 2 car garage perfect for adu and plenty of room to park.New features include new roofs,new refinished hardwood floors,freshly paint inside and out.Basement area for storage,Just earthquake retrofitted.new water heater.All section 1 & 2 termite inspection items completed. Move in ready,update kitchen and baths at your leisure.Come see this old world charmer today. Open sat/sun 9/26/27 1-4

458 Turner Terrace, San Mateo

Listed by Gregory Silva, (510) 889-1777 from EXP Realty of California, Inc
(If provided) CoList: from

Sold listing courtesy of Frank Cooke from BHGJF

$7,558,000

5 Beds ⋅ 5 Baths ⋅ ML82062748 MLS

Gorgeous Nantucket-inspired residence in coveted San Mateo Park, moments from Burlingame Avenue's shops and restaurants. Tucked behind private gates amid mature trees, this beautifully renovated home offers luxurious finishes and timeless style throughout. The bright chef's kitchen features a center island, professional-grade appliances, a walk-in pantry with wine fridge, and a built-in banquette, opening to an inviting family room with French doors to the resort-like backyard: private terrace, level lawn, pool and spa, and a pool cabana with fireplace. Formal living and dining rooms, a laundry room, pool bath, powder room, and attached 2-car garage complete the main level. Upstairs, the primary suite offers a custom walk-in closet and a spa-like bath with dual-sink vanity and marble finishes; three additional bedrooms share a generous hall bath with dual vanity, separate shower, and soaking tub. A large media/bonus room and private office with built-in daybeds add versatility, while a finished third-level dormer with built-in desks and an en-suite bath offers space for a bedroom, au pair suite, or additional home office. An enviable location near Caltrain, SFO, and commute routes to San Francisco and Silicon Valley. 5 bed | 4.5 bath | ±4,275 sf | ±0.35-acre lot.

709 Hurlingham AVE, San Mateo

Listed by Michele Oravec, 415-948-3500 from Compass
(If provided) CoList: from

$3,350,000

3 Beds ⋅ 3 Baths ⋅ ML82062258 MLS

Storybook charm gives way to unexpected scale in this distinctive 1920s San Mateo Park home. Surrounded by lush gardens, its cottage-like exterior gives little indication of what unfolds inside. Rich wood floors, exceptional custom millwork & built-ins throughout. Beautifully detailed living & dining rooms lead to a kitchen where a soaring ceiling and high windows fill the space with light. Limestone counters, Sub-Zero refrigeration, Gaggenau ovens & a six-burner gas cooktop create a space designed for serious cooking. The adjoining garden room, walled in vintage knotty pine, opens to the backyard where a brick veranda, lawn, mature gardens & wisteria-covered pergola create an enchanting outdoor retreat. Two bedrooms on the main level, including a spacious garden-facing primary with French doors to the outdoors, while upstairs, an expansive full-floor suite offers vaulted ceilings, an ensuite, & adjoining office or sitting room. Decades of thoughtful stewardship pair the homes enduring character with an extraordinary level of upgrades, including seismic reinforcement, copper plumbing, radiant heating, extensive insulation & sound-reduction construction. Distinctive, beautifully crafted & wonderfully unexpected, this is a home that reveals more of its character at every turn.

760 Edgewood RD, San Mateo

Listed by Rob Decontreras, 415-999-1717 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA

$3,795,000

3 Beds ⋅ 3 Baths ⋅ ML82062548 MLS

321 Avila RD, San Mateo

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

Sold listing courtesy of Kevin Peterson from KWSCV

$2,395,000

6 Beds ⋅ 7 Baths ⋅ ML82061552 MLS

Discover an expansive San Mateo property in the desirable Beresford area, offering an impressive 6 bedrooms, 2 full bathrooms, and 5 half bathrooms. With a versatile layout and abundant space, this property presents a variety of possibilities for buyers seeking room for extended family, guests, a home office, or flexible living arrangements. Previously used as a care home, the property offers a unique opportunity to reimagine the space to suit your needs and lifestyle. The generous bedroom and bathroom count provides flexibility rarely found in the area. Ideally situated in the Beresford neighborhood of San Mateo, the home offers convenient access to parks, shopping, dining, recreation, and everyday amenities. Enjoy being within walking distance of vibrant 25th Avenue, where you'll find local markets, grocery shops, restaurants, and a variety of stores for everyday essentials. You'll also be close to Hillsdale Shopping Center, nearby green spaces, Coyote Point, and the many attractions throughout San Mateo and the Peninsula. Whether you're looking for a spacious home, a flexible property with adaptable spaces, or an opportunity to create something uniquely your own, this property offers the space, location, and versatility to bring your vision to life.

435 Portola DR, San Mateo

Listed by Guillean Arradaza, 415-480-7738 from Kinetic Real Estate
(If provided) CoList: Ruben Hernandez from Kinetic Real Estate

$6,800,000

4 Beds ⋅ 4 Baths ⋅ ML82061202 MLS

A truly exceptional San Mateo Park residence, 128 Clark combines timeless architectural character, refined interiors, and beautifully landscaped grounds. This elegant home offers 4-bedroom, 3.5-bath home also features a dedicated office and an extraordinary primary suite. The formal living room features a fireplace and elegant architectural detailing, while the gracious dining room is perfectly suited to memorable gatherings. At the heart of the home, the spacious kitchen offers a substantial stone island, custom cabinetry, extensive windows, and a wonderful connection to the adjoining family and entertaining spaces. The spectacular primary suite is a true retreat, filled with natural light and overlooking the beautifully landscaped grounds. Throughout the home, French doors and oversized windows invite the lush gardens indoors, creating a seamless transition between the living spaces and the private outdoor setting. A wine room and extensive built-in storage on the lower level. Outside, the beautifully designed gardens offer manicured lawns, mature trees, flowering plantings, terraces, and multiple spaces for relaxing and entertaining. The grounds provide an exceptional sense of privacy and tranquility.

128 Clark DR, San Mateo

Listed by Daniel Buckley Chavez, 650-576-5708 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of David Tapper from CBR

$6,155,000

4 Beds ⋅ 4 Baths ⋅ ML82061889 MLS

A Montecito-inspired retreat in the heart of Baywood. Behind its white stucco facade, black-framed windows, and terracotta roofline lies a Spanish-influenced home built for both everyday living and effortless entertaining. The main level features a formal Living Room with an 11-ft barrel-vaulted ceiling, arched windows, gas fireplace, and oak floors, plus a formal Dining Room, well-appointed Kitchen with bay-window Breakfast Area, main-level bedroom/bath, office, and mudroom. French doors open to a private Arto-tile patio and lush grounds. The garden level offers a Family Room with yard access and a powder room. Upstairs: a Primary Suite with steam shower, walk-in closets and bonus room, two additional bedrooms, hall bath, and laundry. Detached 2-car garage and motor court. Minutes from San Mateo Central Park, downtown shopping and dining, and easy freeway access to Silicon Valley and SF.

342 Parrott DR, San Mateo

Listed by Jenn Gilson, 650-642-6957 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

$2,198,000

5 Beds ⋅ 2 Baths ⋅ ML82061838 MLS

Space, character, and endless potential come together at 2425 Alameda de las Pulgas! Lovingly cared for by the same family since the 1960s, this 5Bed/2Bath, 2,785 sqft residence is ready for a new owner to bring their own vision to life. The main level features a spacious living room with fireplace, dining room, kitchen, 2BRS/1BA. Upstairs, 3BRS/1BA & a finished attic/playroom. Upstairs has potential for an ADU or separate living space. (Buyer to investigate feasibility.) Beautifully landscaped front and back yards create a peaceful, garden-like setting filled with mature plantings and multiple areas to relax, play, or entertain. A charming waterfall feature adds to the tranquility of the backyard, while a two-car garage provides additional parking and storage. This property presents a rare opportunity in San Mateo's sought-after Beresford Park neighborhood. Conveniently located near all that San Mateo has to offer, including shopping, dining, parks, recreation, schools, and everyday amenities, with easy access to Caltrain,Major freeways for commuting throughout the Peninsula, Silicon Valley, and San Francisco.

2425 Alameda De Las Pulgas, San Mateo

Listed by Allison M Fujimoto, 650-888-3863 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$4,350,000

4 Beds ⋅ 4 Baths ⋅ ML82061797 MLS

Sophisticated renovated home on a tree-lined street in El Cerrito Park, walking distance to Downtown San Mateo. 4 bedrooms and 3.5 bathrooms across approximately 2,720 s/f (per county records) plus additional 220 s/f for laundy/mud room, on a 7,010 s/f lot. Main level includes primary suite with walk-in closet and skylit marble bath, plus office and powder room, for easy single-level living. Formal living and dining room with vaulted ceiling, gas fireplace, plantation shutters and hardwood floors. Exceptional great room with built-in media wall flows to the remodeled kitchen with custom cabinetry, stone countertops, Wolf appliances and SubZero refrigerator. Upstairs second primary suite, comfortable and private for guests, with walk-in closet, dual vanity, glass-enclosed shower and soaking tub, plus second bedroom with full bath. Oversized attached two-car garage with California Closets cabinetry and Level 2 EV charger. Owned 20-panel solar system has typically powered home, including two EVs. Rear yard with covered terrace, flagstone patio, level lawn, and Persian lime and blood orange trees. Close to Caltrain, with Central Park and San Mateo Library nearby; easy access to Hwy 101, 92 and 280. San Mateo Park Elementary, Borel Middle, and San Mateo High (buyer to verify).

36 Belford WAY, San Mateo

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

Sold listing courtesy of Susan Herman from APR

$2,437,500

4 Beds ⋅ 3 Baths ⋅ BE41148710 MLS

This stunning, free-flowing 4-bedroom, 3-bathroom home features an open floor plan with a chef's kitchen and top-of-the-line appliances. Downstairs offers 2 bedrooms, a spa-like bathroom, and a dedicated laundry room. French doors off the back open onto a lovely deck, connecting to the indoor/outdoor lifestyle California is known for. Upstairs, you'll find another bedroom and a spa-like bathroom, along with a spacious and well-laid-out primary ensuite. The backyard offers a beautiful, private space, plus a detached two-car garage with high ceilings - and potential for an in-law unit conversion. Just blocks from downtown San Mateo and all it has to offer, the location is unmatched, and this home will be the envy of the neighborhood.

940 S Idaho St, San Mateo

Listed by Daniel Donate, (510) 335-9095 from Serhant California, Inc
(If provided) CoList: Michael Roberts from Serhant California, Inc

Sold listing courtesy of Rebecca Popnikolov from RBT

$4,000,000

4 Beds ⋅ 3 Baths ⋅ ML82061732 MLS

First time on the market in 50 years - this charming Spanish-style home in San Mateo's desirable Aragon neighborhood offers warmth, character, and timeless appeal. This well-maintained 4BR/3BA offers +/-2,565 sf home features hardwood floors throughout, with parquet in the entry, living room, and formal dining room. The oversized living room and vaulted ceiling add airy elegance, perfect for entertaining. The main level includes a spacious kitchen, separate eating area, laundry room, and a versatile bedroom/office with full bath. Upstairs, the primary suite offers a spacious sitting area. Set on a 6050 sf flat lot, the backyard is ideal for dining, playing, gardening, or relaxing with potential for an ADU, as well as a charming garden shed. Enjoy an unbeatable location near downtown San Mateo and top-ranked schools.

210 Avila RD, San Mateo

Listed by Brett Barron, 650-400-7089 from Capital Realty Group
(If provided) CoList: Brittany Saleem from Capital Realty Group

Sold listing courtesy of Raziel A. Ungar from APR

$4,498,000

3 Beds ⋅ 2 Baths ⋅ ML82060534 MLS ⋅ The Highlands BLDG.

A rare architectural offering, this one-of-a-kind 1956 Mid-Century Modern X-100 prototype, designed by an acclaimed team of architects, represents a pivotal moment in mid-century modern design. The home showcases six exposed steel I-beams, eliminating interior load-bearing walls and creating a dramatic open, light-filled environment with seamless indoor-outdoor flow. Thoughtfully restored while honoring its original vision, recent updates include fresh interior/exterior paint, recoated foam roof, refinished vinyl and concrete floors, updated radiant heating, curated furnishings, and refreshed landscaping. The home is organized around two private garden atriums with in-ground planting beds, while 32 feet of skylights flood the interiors with natural light. Signature materials, steel, glass, and Formica, highlight the home's authentic modernist character. Built-ins and kitchen elements are fully integrated into the architecture. Debuted in 1956, the X-100 gained national attention and influenced generations of modern residential design, set against the backdrop of Crystal Springs Reservoir. Listed on the National Register, this is a true collector-grade property ideal for design enthusiasts, historians, and those seeking a singular living experience. A legacy of visionary design.

1586 Lexington AVE, San Mateo

Listed by Boyenga Team, 408-373-1660 from Compass
(If provided) CoList: Graeham Watts from Compass

$2,400,000

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

Sold listing courtesy of Eleanor Poon from TYUEN

$2,700,000

4 Beds ⋅ 5 Baths ⋅ ML82061522 MLS

This home was sold off market, it was a great house at a great location that needed TLC.

2012 Timberlane WAY, San Mateo

Listed by Roshan Izadi, 650-245-8888 from Compass
(If provided) CoList: from

Sold listing courtesy of Shiraz Zack-Kanga from APR

$1,900,000

2 Beds ⋅ ML82061457 MLS

414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers including Sony Interactive Entertainment, Roblox, GoPro, and Franklin Templeton in San Mateo, Oracle in Redwood Shores, and Meta in Menlo Park. Hillsdale Caltrain and the Bay Meadows mixed-use development are both nearby, and Hillsdale Shopping Center provides additional dining and retail options.

414 E 16th AVE, San Mateo

Listed by Adam Foley, 408-893-8063 from CBRE, Inc.
(If provided) CoList: from

$3,940,000

4 Beds ⋅ 4 Baths ⋅ ML82061271 MLS

122 Castilian WAY, San Mateo

Listed by Milana Ostroy, 650-222-0706 from Serhant California Inc
(If provided) CoList: from

Sold listing courtesy of Heidi Maierhofer from KWPEN

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