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View All San Mateo CA Homes with Pool Listings

$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

$1,588,888
3 Beds ⋅ 3 Baths ⋅ ML82056655 MLS ⋅ Clearview Townhome BLDG.
Nestled among the peaceful hills of San Mateo, this beautifully remodeled end-unit townhome offers approximately 1,920 sq. ft. of thoughtfully designed living space, blending timeless style with modern comfort. Filled with natural light, the open floor plan features refined finishes, clean architectural lines, and inviting living and dining spaces perfect for everyday living and entertaining. The remodeled kitchen boasts premium stainless-steel appliances, granite countertops, custom cabinetry, and generous workspace. Upstairs, the expansive primary suite offers a spacious retreat with a large walk-in closet and a beautifully remodeled contemporary spa-inspired bathroom. Two additional full bedrooms provide flexibility for family, guests, or a home office, while all two and half bathrooms have been tastefully updated with modern finishes. Additional features include a dedicated laundry area, abundant storage, an attached two-car garage, and the added privacy of a desirable end-unit location surrounded by mature landscaping. Ideally situated near vibrant downtown San Mateo, shopping, dining, acclaimed schools, parks, hiking trails, Caltrain, and Highways 92, 101, and 280, this exceptional home offers the perfect balance of peaceful hillside living and convenient Peninsula access.

37 Weepingridge CT, San Mateo

Listed by Christy Herman, 650-678-9579 from Vision Real Estate
(If provided) CoList: from

Sold listing courtesy of Robert Luecke from SHOPI

$535,000
1 Beds ⋅ 1 Baths ⋅ ML82055332 MLS
Welcome to your own peaceful retreat in the highly sought-after Woodlake community. Nestled among majestic redwood trees, scenic walking paths, tranquil ponds, and lush park-like grounds, this beautifully updated home offers the perfect balance of serenity, style, and convenience. Thoughtfully remodeled throughout, the home features stylish quartz countertops, new appliances, updated plank flooring, and fresh designer finishes that create a bright, modern living space. The large sliding glass door opens to a rare oversized private patio, creating the perfect space to relax, entertain, and enjoy California indoor-outdoor living. Woodlake is known for its resort-style lifestyle, offering multiple swimming pools, tennis courts, a fitness center, clubhouse, beautifully maintained grounds, and peaceful water features. Ideally located just minutes from B Avenue, downtown San Mateo, Caltrain, Highway 101, SFO, and major employers, this home offers exceptional convenience while maintaining a true sense of tranquility. Whether you're a first-time buyer, or searching for a low-maintenance Peninsula home, this is a rare opportunity to own a beautifully updated residence in one of San Mateo's most desirable communities. Offers, if any, will be reviewed on Tuesday, August 4, 2026, at 2PM.

845 N Humboldt ST 210, San Mateo

Listed by Billy DeMartini, (650) 867-9293 from Earth Real Estate
(If provided) CoList: from

Sold listing courtesy of Sean Buchanan from NTERO

$900,000
2 Beds ⋅ 2 Baths ⋅ ML82054601 MLS ⋅ 10 Scenic Way BLDG.
Welcome to a beautifully reimagined top-floor condominium in Laurelwood, completely transformed between 2024 and 2026. Offered for the first time in over half a century, this quiet sanctuary combines crisp modern upgrades with a laid-back luxury lifestyle. From the new kitchen and bathrooms with quartz counters, large-format tile and tailored Shaker cabinets, to new skylights, sliding glass doors, electrical and plumbing, the home has been upgraded from the inside out. Step into an elegant layout where luxury vinyl floors carry you through open living and dining spaces, and sliding glass doors frame treetop views before opening to the terrace. Culinary enthusiasts will love the skylit kitchen with a suite of stainless steel appliances, and a dining counter for entertaining ease. The primary suite serves as a private escape, complete with a full-height window, walk-in closet, and stylish bathroom with a sleek dual-sink vanity and walk-in shower. A second view bedroom sits adjacent to the skylit hall bath with space for stacked laundry hookups. Beyond the front door, enjoy garage parking, a carport, and amenities including a pool, spa and clubhouse. Stroll to Laurelwood Shopping Center and dog-friendly Laurelwood Park. Your next chapter starts here.

10 Scenic WAY 307, San Mateo

Listed by Julie Baumann, 650-576-8889 from Compass
(If provided) CoList: Peter Baumann from Compass

Sold listing courtesy of Rachel Sudano from CBR

$848,888
2 Beds ⋅ 2 Baths ⋅ ML82054213 MLS ⋅ 1700 De Anza HOA BLDG.
Welcome to this beautiful 2-bedroom, 2-bathroom condo located in the desirable Laurelwood neighborhood in the San Mateo Hills. Located on the first floor for easy access, this well designed home features the community's most desirable floor plan, w/ bedrooms on opposite sides of the living area for maximum privacy. Hardwood floors enhance the main living spaces, while plush carpeting adds comfort to the bedrooms. An in-unit washer/dryer provide everyday convenience. The kitchen features granite countertops, stainless steel appliances, & a built-in wine refrigerator. The living room has a gas fireplace & opens to a private balcony. The secure building offers an array of amenities, including a pool, hot tub, fire pit, lounge chairs, gym, & a reservable guest suite for visiting family. The beautifully maintained lobby & common areas create a welcoming atmosphere. Additional highlights include one reserved parking space in the secure attached garage, extra storage, & an unbeatable location. Enjoy easy access to shopping, the local Farmers' Market, parks, & highly rated schools. Commuters will appreciate the convenient location just off Highway 92, w/ quick access to Highways 280 & 101. This home truly offers the perfect combination of comfort, convenience, & resort-style living.

1700 De Anza BLVD 109C, San Mateo

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

$3,200,000
4 Beds ⋅ 3 Baths ⋅ ML82053530 MLS
This expanded 2,020 sq. ft. mid-century modern home delivers a move-in-ready experience in the sought-after San Mateo Highlands. The 4-bed, 3-bath layout features exposed beams, dual pane windows, and brand-new premium rigid plank flooring throughout. The fully remodeled open-concept kitchen is anchored by a Bosch induction range, sleek quartz countertops, and handmade Fireclay tile. All 3 baths are completely updated with premium Toto toilets; the primary en-suite offers radiant heated floors. The finished 2-car garage studio features commercial-grade epoxy floors, ideal for a workspace or gym. Seamless indoor-outdoor living is achieved via a 9-foot Fleetwood sliding glass door opening to a custom Seed Studio landscape. This low-maintenance native and artificial turf yard is an entertainers highlight, featuring an arbor dining area, built-in Bromic heater, Lynx outdoor grill, and custom Concreteworks fire pit. Foundational infrastructure is modernized: a 200-amp panel, EV charger, replaced sewer lateral, and new 3-ply roof recoat over a foam base. Efficiency is maximized with a 7.2 kW NEM 2.0 solar system, Nest, Ring, and Rachio. Residents enjoy Highlands Rec Center access, After-School priority, and efficient San Francisco/Silicon Valley commutes.

1719 Monticello RD, San Mateo

Listed by William Fox, 650-576-6124 from Berkshire Hathaway HomeServices DrysdaleProperties
(If provided) CoList: from

Sold listing courtesy of Austin Herman from APR

$1,400,000
2 Beds ⋅ 2 Baths ⋅ ML82051671 MLS ⋅ Hayward Condos Asso BLDG.
This exceptional residence offers the rare combination of style, comfort, and an unbeatable central San Mateo location. Bathed in natural light throughout the day, the home features soaring vaulted ceilings, multiple skylights, expansive open-concept floor plan designed for both everyday living and effortless entertaining. The remodeled kitchen has abundant cabinetry, generous counter space, GE induction cooktop, stainless appliances, eat-in kitchen nook. Inviting living room is anchored by a beautifully tiled fireplace, creating a warm, sophisticated gathering space. Comfort is enhanced with the rare benefit of central AC, while having your own washer and dryer is a great everyday perk. The oversized primary suite serves as a private retreat, complete with a spa-inspired remodeled bath featuring a luxurious soaking tub, and large walk-in shower. There's storage galore, window shutters & vinyl wood floors. Assigned parking + opportunity for 2nd space thru the HOA. Located in heart of San Mateo! Great walk score; to vibrant downtown shops, parks, popular B Street Coffee/Ramen Houses. How about a Swim or use the Hot Tub after a long day? Whether commuting to Silicon Valley or SF, by Caltrain or car, this home offers superior convenience, modern amenities, and urban accessibility!

11 Hayward AVE 3002, San Mateo

Listed by Wong Real Estate Grp, 650-619-2790 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Cliff Whearley from WRLY

$1,080,000
2 Beds ⋅ 3 Baths ⋅ ML82051026 MLS ⋅ Ticonderoga Townhomes BLDG.
Completely rebuilt in 2022, this stunning Tahoe-inspired 2-story townhouse seamlessly blends luxury, sustainability, and AI smart home technology. Soaring arched vaulted ceilings with custom skylights and a retractable sun roof fill the home with natural light, while white oak wood floors and a warm gas fireplace with custom tile and mantle create an effortless elegance throughout. The brand-new granite kitchen features custom wood cabinetry, stainless steel appliances, a trash compactor, and a charming breakfast/office nook overlooking majestic Redwood Trees a chef's dream with an eco-conscious heart. Philips Hue smart lighting, whole-home surround sound, and smart lock entry technology complete the connected living experience. The primary ensuite offers a soaking tub, walk-in shower, dual custom closets, and direct patio access, while a second bedroom and smart Samsung laundry room round out the lower level. Two balconies showcase breathtaking canyon, pool, tennis court, pickleball and hot tub views. A 400 sq. ft. private patio is perfect for entertaining or relaxing. New vapor barrier and insulation dramatically reduce energy costs. Attached garage with whisper-quiet door, Parking Spot #1, and ample guest parking. HOA maintained. Walk to Crystal Springs Village.

2321 Ticonderoga DR, San Mateo

Listed by Mike Masoumi, 408-666-2112 from RE/MAX Santa Clara Valley
(If provided) CoList: from

Sold listing courtesy of Stanley Zhu from KINE

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Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


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