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$2,398,000

Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

2 Beds ⋅ 3 Baths ⋅ ML82060095 MLS

Behind the gates of Baywood Estates, this spacious 2-bedroom, 2.5-bath single-family home offers a private, low-maintenance setting just blocks from downtown San Mateo. Newly updated with white French oak engineered hardwood floors, bathroom tile, and new lighting, its 2,170-square-foot interior is designed for entertaining and everyday ease. Soaring ceilings, a statement fireplace, and walls of glass define the dramatic living room, while an adjoining flex room can serve as an office, formal dining room, or sitting room, with the potential to be enclosed in glass. The open floor plan flows into the dining area and beautifully appointed kitchen, where a marble waterfall island creates a natural gathering place. Outside, mature landscaping surrounds an enclosed backyard with a generous patio, outdoor fireplace, hot tub, and dining beneath market lights. Upstairs, the primary suite features a balcony, two custom closets, and a skylit ensuite. The secondary bedroom opens to a terrace and access to a full bath with a steam shower. An attached 2-car garage with EV charging adds convenience. Residents enjoy gated, landscaped grounds, a pool, and clubhouse near Central Park, Caltrain, dining, shopping, and Hillsborough's scenic lanes.

37 Baywood AVE, San Mateo

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

$2,395,000

STUNNING SOPHISTICATION defines this beautifully appointed residence in San Mateos sought-after Beresford/San Mateo Terrace neighborhood. Set on a 6,000-square-foot lot, this single level, three-bedroom, two-bath home blends timeless character, impressive views, and effortless indoor/outdoor living. Gleaming hardwood floors, beautiful windows, abundant natural light, and a flowing floor plan create an immediate sense of warmth. At the heart of the home, a gracious living room is anchored by a striking stacked-stone fireplace and built-in bookcases, with glass doors opening to the private rear yard. Here, a sparkling pool and spa create an inviting backdrop for entertaining, dining, and relaxation. The well-appointed kitchen features generous cabinetry, stainless steel appliances, granite countertops, skylight, and casual dining area, while the formal dining room connects seamlessly to the outdoors. Three spacious bedrooms include a serene primary suite enjoying views across the pool, gardens, and beyond. An oversized two-car garage, central A/C, tankless water heater, newer windows, and numerous updates complete this exceptional offering near schools, shopping, parks, and transportation.

3 Beds ⋅ 2 Baths ⋅ ML82060965 MLS

STUNNING SOPHISTICATION defines this beautifully appointed residence in San Mateos sought-after Beresford/San Mateo Terrace neighborhood. Set on a 6,000-square-foot lot, this single level, three-bedroom, two-bath home blends timeless character, impressive views, and effortless indoor/outdoor living. Gleaming hardwood floors, beautiful windows, abundant natural light, and a flowing floor plan create an immediate sense of warmth. At the heart of the home, a gracious living room is anchored by a striking stacked-stone fireplace and built-in bookcases, with glass doors opening to the private rear yard. Here, a sparkling pool and spa create an inviting backdrop for entertaining, dining, and relaxation. The well-appointed kitchen features generous cabinetry, stainless steel appliances, granite countertops, skylight, and casual dining area, while the formal dining room connects seamlessly to the outdoors. Three spacious bedrooms include a serene primary suite enjoying views across the pool, gardens, and beyond. An oversized two-car garage, central A/C, tankless water heater, newer windows, and numerous updates complete this exceptional offering near schools, shopping, parks, and transportation.

734 26th AVE, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: from

$2,750,000

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

5 Beds ⋅ 4 Baths ⋅ ML82060807 MLS

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

1478 Cherrywood DR, San Mateo

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

$2,199,000

Beautifully updated and designed for elevated indoor-outdoor California living, 639 Pico offers 1,710 square feet of thoughtfully curated living space. The spacious living room flows effortlessly into the remodeled kitchen and dining area, where views of the backyard create a seamless connection to the homes exceptional outdoor spaces. The flexible floor plan includes four bedrooms and three bathrooms, including a main-level bedroom or office with a custom built-in Murphy bed and desk, offering an ideal setting for guests, work, or both. The backyard is a private retreat and a true extension of the home. Extensively redesigned by Black Diamond Pavers, the resort-inspired setting features a pool, spa, outdoor shower, barbecue area, and multiple spaces for dining, entertaining, and relaxing, all surrounded by mature landscaping and fruit trees. Thoughtful improvements throughout include remodeled kitchen, dining, and laundry spaces; a newly renovated primary bathroom; solar; Ring; Rachio Wi-Fi irrigation; newer ductwork; attic insulation; updated drainage and landscaping; and fresh interior paint. An attached laundry room and one-car garage complete this beautifully maintained home, offering comfort, flexibility, and a rare California lifestyle in a desirable San Mateo setting.

4 Beds ⋅ 3 Baths ⋅ ML82060447 MLS

Beautifully updated and designed for elevated indoor-outdoor California living, 639 Pico offers 1,710 square feet of thoughtfully curated living space. The spacious living room flows effortlessly into the remodeled kitchen and dining area, where views of the backyard create a seamless connection to the homes exceptional outdoor spaces. The flexible floor plan includes four bedrooms and three bathrooms, including a main-level bedroom or office with a custom built-in Murphy bed and desk, offering an ideal setting for guests, work, or both. The backyard is a private retreat and a true extension of the home. Extensively redesigned by Black Diamond Pavers, the resort-inspired setting features a pool, spa, outdoor shower, barbecue area, and multiple spaces for dining, entertaining, and relaxing, all surrounded by mature landscaping and fruit trees. Thoughtful improvements throughout include remodeled kitchen, dining, and laundry spaces; a newly renovated primary bathroom; solar; Ring; Rachio Wi-Fi irrigation; newer ductwork; attic insulation; updated drainage and landscaping; and fresh interior paint. An attached laundry room and one-car garage complete this beautifully maintained home, offering comfort, flexibility, and a rare California lifestyle in a desirable San Mateo setting.

639 Pico AVE, San Mateo

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

$2,199,000

Spectacular living in this water front home in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

4 Beds ⋅ 3 Baths ⋅ ML82051554 MLS ⋅ Mariners Green BLDG.

Spectacular living in this water front home in San Mateo, where you are very near a salt water lagoon that allows you to water ski, paddle board, or canoe right out the back door. Two-story home with a game room that has arcade games, TV, and pool table. Large modern kitchen opens up to the dining and living room that is bathed in sunlight all day and absolutely has the most magnificent sunset. Now its upstairs to 4 bedrooms and another bathroom. Walk down the hall to a large primary bedroom with spacious bathroom that overlooks the bay area; this is a magnificent room that one never wants to leave. Two large pools, two hot tubs, exercise room, pickleball court, and shuffleboard all for you to enjoy with super small dues, almost unbelievable in the bay area. Neighborhood is quiet, safe, and peaceful. The bay trails are right across the street. Then you will love this place.

444 Fathom DR, San Mateo

Listed by Joseph Bentley, 650-867-0199 from The Agency
(If provided) CoList: from