Bcallahan.com Search Results

$2,188,000

Unrivaled in contemporary refinement, this expansive 4BR/4BA townhouse is set in one of Bay Meadows premier locations and stands among the communitys most distinguished residences. Architected with the presence, scale, and livability of a single-family home, the intentionally proportioned spaces flow naturally across a highly functional multi-level floor plan. Soaring ceilings, wide-plank floors, sophisticated tile-clad feature walls, modern wainscoting, rich moldings, custom built-ins, and recessed lighting elevate the interiors throughout. Premium appliances, integrated surround-sound ceiling speakers, custom closets, and a whole-home water filtration and softening system further reflect the homes exceptional attention to detail. Generous living and dining areas extend from the kitchen, giving an open, connected feel. Main-level bedroom and full bath offer welcome separation, complemented by a private lower-level ensuite bedroom. Upstairs, two additional bedrooms include a spacious primary suite with an oversized shower, walk-in closet, and private balcony. Dedicated laundry room and a finished, attached two-car garage complete the home. Paramount convenience places the community garden, parks, dining, Hillsdale Mall, and Caltrain just moments away.

4 Beds ⋅ 4 Baths ⋅ ML82061062 MLS

Unrivaled in contemporary refinement, this expansive 4BR/4BA townhouse is set in one of Bay Meadows premier locations and stands among the communitys most distinguished residences. Architected with the presence, scale, and livability of a single-family home, the intentionally proportioned spaces flow naturally across a highly functional multi-level floor plan. Soaring ceilings, wide-plank floors, sophisticated tile-clad feature walls, modern wainscoting, rich moldings, custom built-ins, and recessed lighting elevate the interiors throughout. Premium appliances, integrated surround-sound ceiling speakers, custom closets, and a whole-home water filtration and softening system further reflect the homes exceptional attention to detail. Generous living and dining areas extend from the kitchen, giving an open, connected feel. Main-level bedroom and full bath offer welcome separation, complemented by a private lower-level ensuite bedroom. Upstairs, two additional bedrooms include a spacious primary suite with an oversized shower, walk-in closet, and private balcony. Dedicated laundry room and a finished, attached two-car garage complete the home. Paramount convenience places the community garden, parks, dining, Hillsdale Mall, and Caltrain just moments away.

403 Neves RD, San Mateo

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

$2,000,000

Modern sophistication meets effortless indoor-outdoor living in this beautifully remodeled 4-bedroom, 3-full bath San Mateo Village home on a tree-lined street. Expanded with permits in 2017, the home is filled with natural light from generous windows and a large skylight, while hardwood floors, crown molding, wainscoting, double-pane windows, and thoughtful updates reflect pride of ownership throughout. The open-concept living, dining, kitchen, and family areas create an inviting flow for everyday living and entertaining, featuring a gas-burning fireplace, quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast island. Hidden pocket doors create separation, sliding glass doors connect the family room to a large patio and landscaped backyard, while the serene primary suite features vaulted ceilings, a walk-in closet & spa-like shower. Dedicated laundry room, central A/C and heat, updated electrical, plumbing, fire sprinkler system, attached garage w/epoxy flooring, and a 220V/30-amp EV charging outlet. Conveniently located near George Hall Elementary, Hillsdale High, Caltrain, Hillsdale Shopping, Whole Foods, Bay Meadows, and Hwy 101, 92, and 280, with neighborhood block gatherings and nearby Casanova Park adding to the welcoming sense of community.

4 Beds ⋅ 3 Baths ⋅ ML82059723 MLS

Modern sophistication meets effortless indoor-outdoor living in this beautifully remodeled 4-bedroom, 3-full bath San Mateo Village home on a tree-lined street. Expanded with permits in 2017, the home is filled with natural light from generous windows and a large skylight, while hardwood floors, crown molding, wainscoting, double-pane windows, and thoughtful updates reflect pride of ownership throughout. The open-concept living, dining, kitchen, and family areas create an inviting flow for everyday living and entertaining, featuring a gas-burning fireplace, quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast island. Hidden pocket doors create separation, sliding glass doors connect the family room to a large patio and landscaped backyard, while the serene primary suite features vaulted ceilings, a walk-in closet & spa-like shower. Dedicated laundry room, central A/C and heat, updated electrical, plumbing, fire sprinkler system, attached garage w/epoxy flooring, and a 220V/30-amp EV charging outlet. Conveniently located near George Hall Elementary, Hillsdale High, Caltrain, Hillsdale Shopping, Whole Foods, Bay Meadows, and Hwy 101, 92, and 280, with neighborhood block gatherings and nearby Casanova Park adding to the welcoming sense of community.

3981 Casanova DR, San Mateo

Listed by Eva Chen, 415-971-5171 from Compass
(If provided) CoList: Jeff Chen from Compass

$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

$2,988,000

Rare 17,200 sq ft lot offers privacy, space & views at the end of private cul-de-sac. Single-level home w/ open floor plan, hardwood floors throughout. 3 beds incl. spacious primary suite. Large office could be the 4th bedroom. Gourmet kitchen opens to family room w/ fireplace & breakfast bar. Amazing grounds with many sitting areas, sports court and views of the hills. Minutes to shopping, freeways & top San Mateo schools yet worlds away from Silicon Valley's pace. Must see!

3 Beds ⋅ 2 Baths ⋅ ML82060608 MLS

Rare 17,200 sq ft lot offers privacy, space & views at the end of private cul-de-sac. Single-level home w/ open floor plan, hardwood floors throughout. 3 beds incl. spacious primary suite. Large office could be the 4th bedroom. Gourmet kitchen opens to family room w/ fireplace & breakfast bar. Amazing grounds with many sitting areas, sports court and views of the hills. Minutes to shopping, freeways & top San Mateo schools yet worlds away from Silicon Valley's pace. Must see!

65 Mountain View PL, San Mateo

Listed by Ady Wunderman, 408-348-7653 from Realty Ventures
(If provided) CoList: Sarit Netanel from Realty Ventures

$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

$2,495,000

616 S Amphlett Blvd represents a unique opportunity to acquire a well-located mixed-use investment property in the heart of San Mateo. Situated along the established Amphlett corridor, the property benefits from a central Peninsula location, excellent accessibility, and proximity to some of San Mateos most active commercial, residential, and employment areas. The property features an +-4,260sf warehouse/commercial building along with a separate +-1,670sf apartment building, creating a versatile mix of commercial and residential space. The residential component includes a 2-bedroom / 1-bath apartment unit, while an on-site income-producing billboard with a long-term lease through 2050 provides an additional revenue stream. This diversified configuration creates an attractive opportunity for an investor, owner-user, or business, with the ability to benefit from commercial, residential, and billboard income. The propertys layout also provides flexibility for a variety of potential commercial uses and offers additional long-term upside potential, subject to applicable zoning and approvals. Strategically located just off US-101, 616 S Amphlett Blvd provides excellent regional connectivity with convenient access to Highway 92, I-280, and El Camino Real.

ML82060083 MLS

616 S Amphlett Blvd represents a unique opportunity to acquire a well-located mixed-use investment property in the heart of San Mateo. Situated along the established Amphlett corridor, the property benefits from a central Peninsula location, excellent accessibility, and proximity to some of San Mateos most active commercial, residential, and employment areas. The property features an +-4,260sf warehouse/commercial building along with a separate +-1,670sf apartment building, creating a versatile mix of commercial and residential space. The residential component includes a 2-bedroom / 1-bath apartment unit, while an on-site income-producing billboard with a long-term lease through 2050 provides an additional revenue stream. This diversified configuration creates an attractive opportunity for an investor, owner-user, or business, with the ability to benefit from commercial, residential, and billboard income. The propertys layout also provides flexibility for a variety of potential commercial uses and offers additional long-term upside potential, subject to applicable zoning and approvals. Strategically located just off US-101, 616 S Amphlett Blvd provides excellent regional connectivity with convenient access to Highway 92, I-280, and El Camino Real.

616 S Amphlett BLVD, San Mateo

Listed by Kevin J. Phillips, 650-380-2868 from SC Properties
(If provided) CoList: from

$2,398,000

Rare opportunity to own a contemporary duplex offering two executive-style townhouse residences on one lot, built in 2004. Live in one, rent out the other, create an ideal multi-generational setup, or explore the potential for condo conversion. Both residences are exceptionally bright with abundant natural light and quality finishes throughout. 1710 Gum, the owner's residence, offers 2 bedrooms and 2.5 baths, with both bedrooms featuring en-suite baths. Wood flooring, soaring ceilings, recessed lighting, and a gourmet kitchen create an inviting environment. The spacious primary suite features a custom closet, luxurious bath with soaking tub, and private balcony. The backyard is perfect for entertaining, with a built-in BBQ gas line and vegetable garden beds with drip irrigation. One car garage with extra storage, A/C, and in-unit laundry. 1712 Gum offers 2 bedrooms, 2.5 baths, plus a versatile loft that could be a 3rd bedroom. The open floor plan features wood flooring, soaring ceilings, recessed lighting, gourmet kitchen, and a primary suite with gorgeous bath and soaking tub. Private balcony, side patio, attached one car garage, and A/C. A commuters dream! Steps from Hayward Park Caltrain, Starbucks, restaurants, shopping, and easy access to all major freeways. Welcome home!

4 Beds ⋅ ML82060063 MLS

Rare opportunity to own a contemporary duplex offering two executive-style townhouse residences on one lot, built in 2004. Live in one, rent out the other, create an ideal multi-generational setup, or explore the potential for condo conversion. Both residences are exceptionally bright with abundant natural light and quality finishes throughout. 1710 Gum, the owner's residence, offers 2 bedrooms and 2.5 baths, with both bedrooms featuring en-suite baths. Wood flooring, soaring ceilings, recessed lighting, and a gourmet kitchen create an inviting environment. The spacious primary suite features a custom closet, luxurious bath with soaking tub, and private balcony. The backyard is perfect for entertaining, with a built-in BBQ gas line and vegetable garden beds with drip irrigation. One car garage with extra storage, A/C, and in-unit laundry. 1712 Gum offers 2 bedrooms, 2.5 baths, plus a versatile loft that could be a 3rd bedroom. The open floor plan features wood flooring, soaring ceilings, recessed lighting, gourmet kitchen, and a primary suite with gorgeous bath and soaking tub. Private balcony, side patio, attached one car garage, and A/C. A commuters dream! Steps from Hayward Park Caltrain, Starbucks, restaurants, shopping, and easy access to all major freeways. Welcome home!

1710-1712 Gum ST, San Mateo

Listed by Tami Chiu, 650-867-7634 from Coldwell Banker Realty
(If provided) CoList: from

$2,398,000

Rare opportunity to own a contemporary duplex offering two executive-style townhouse residences on one lot, built in 2004. Live in one, rent out the other, create an ideal multi-generational setup, or explore the potential for condo conversion. Both residences are exceptionally bright with abundant natural light and quality finishes throughout. 1710 Gum, the owner's residence, offers 2 bedrooms and 2.5 baths, with both bedrooms featuring en-suite baths. Wood flooring, soaring ceilings, recessed lighting, and a gourmet kitchen create an inviting environment. The spacious primary suite features a custom closet, luxurious bath with soaking tub, and private balcony. The backyard is perfect for entertaining, with a built-in BBQ gas line and vegetable garden beds with drip irrigation. One car garage with extra storage, A/C, and in-unit laundry. 1712 Gum offers 2 bedrooms, 2.5 baths, plus a versatile loft that could be a 3rd bedroom. The open floor plan features wood flooring, soaring ceilings, recessed lighting, gourmet kitchen, and a primary suite with gorgeous bath and soaking tub. Private balcony, side patio, attached one car garage, and A/C. A commuters dream! Steps from Hayward Park Caltrain, Starbucks, restaurants, shopping, and easy access to all major freeways. Welcome home!

4 Beds ⋅ 6 Baths ⋅ ML82060061 MLS

Rare opportunity to own a contemporary duplex offering two executive-style townhouse residences on one lot, built in 2004. Live in one, rent out the other, create an ideal multi-generational setup, or explore the potential for condo conversion. Both residences are exceptionally bright with abundant natural light and quality finishes throughout. 1710 Gum, the owner's residence, offers 2 bedrooms and 2.5 baths, with both bedrooms featuring en-suite baths. Wood flooring, soaring ceilings, recessed lighting, and a gourmet kitchen create an inviting environment. The spacious primary suite features a custom closet, luxurious bath with soaking tub, and private balcony. The backyard is perfect for entertaining, with a built-in BBQ gas line and vegetable garden beds with drip irrigation. One car garage with extra storage, A/C, and in-unit laundry. 1712 Gum offers 2 bedrooms, 2.5 baths, plus a versatile loft that could be a 3rd bedroom. The open floor plan features wood flooring, soaring ceilings, recessed lighting, gourmet kitchen, and a primary suite with gorgeous bath and soaking tub. Private balcony, side patio, attached one car garage, and A/C. A commuters dream! Steps from Hayward Park Caltrain, Starbucks, restaurants, shopping, and easy access to all major freeways. Welcome home!

1710-1712 Gum ST, San Mateo

Listed by Tami Chiu, 650-867-7634 from Coldwell Banker Realty
(If provided) CoList: from

$2,788,000

Beautifully remodeled single-family home in the heart of San Mateo. Ideally located with convenient access to shopping, dining, parks, and major tech campuses, this light-filled home is thoughtfully updated and move-in ready. The open-concept living and dining areas flow seamlessly into a contemporary kitchen featuring brand-new appliances. A kitchenette on the same level offers added flexibility perfect for an in-law or extended-family setup. All three bathrooms have been beautifully updated with high-end finishes, complemented by fresh interior paint, updated flooring, and recessed lighting throughout. A basement provides valuable additional space for storage, a home office, or other flexible uses. Additional upgrades include a brand-new water heater, making this stylish and versatile San Mateo home ready for its next owner.

4 Beds ⋅ 3 Baths ⋅ ML82059732 MLS

Beautifully remodeled single-family home in the heart of San Mateo. Ideally located with convenient access to shopping, dining, parks, and major tech campuses, this light-filled home is thoughtfully updated and move-in ready. The open-concept living and dining areas flow seamlessly into a contemporary kitchen featuring brand-new appliances. A kitchenette on the same level offers added flexibility perfect for an in-law or extended-family setup. All three bathrooms have been beautifully updated with high-end finishes, complemented by fresh interior paint, updated flooring, and recessed lighting throughout. A basement provides valuable additional space for storage, a home office, or other flexible uses. Additional upgrades include a brand-new water heater, making this stylish and versatile San Mateo home ready for its next owner.

942 S Eldorado ST, San Mateo

Listed by Wen Guo RE Group, 650-817-5000 from KW Advisors
(If provided) CoList: from

$2,988,000

Experience the pinnacle of Peninsula living at Gramercy on the Park, one of San Mateo's most prestigious addresses. 555 Laurel Ave offers a seamless blend of high-end comfort and urban vibrancy, perfectly tailored for those seeking a sophisticated, low-maintenance lifestyle without compromising on luxury or convenience. A bright, open-concept layout with high ceilings and a cozy fireplace defines the interior. A sleek designer kitchen features stainless appliances and stone countertops, flowing naturally into a spacious living area. It is a space meticulously designed for both relaxation and effortless entertaining, extending to a private terrace- the ideal sanctuary for an evening glass of Cabernet. The primary suite serves as a true retreat, complete with generous wardrobe space and a spa-like ensuite. Every corner of this home ensures a harmonious balance of style and function. Beyond your front door, the very best of San Mateo is yours to explore. Located just moments from the lush greenery of Central Park, you are a quick trip from downtown dining, the cinema, and upscale boutiques. With the Caltrain station and major commuter corridors blocks away, you are perfectly positioned for effortless access to both San Francisco and Silicon Valley.

4 Beds ⋅ 3 Baths ⋅ ML82059114 MLS

Experience the pinnacle of Peninsula living at Gramercy on the Park, one of San Mateo's most prestigious addresses. 555 Laurel Ave offers a seamless blend of high-end comfort and urban vibrancy, perfectly tailored for those seeking a sophisticated, low-maintenance lifestyle without compromising on luxury or convenience. A bright, open-concept layout with high ceilings and a cozy fireplace defines the interior. A sleek designer kitchen features stainless appliances and stone countertops, flowing naturally into a spacious living area. It is a space meticulously designed for both relaxation and effortless entertaining, extending to a private terrace- the ideal sanctuary for an evening glass of Cabernet. The primary suite serves as a true retreat, complete with generous wardrobe space and a spa-like ensuite. Every corner of this home ensures a harmonious balance of style and function. Beyond your front door, the very best of San Mateo is yours to explore. Located just moments from the lush greenery of Central Park, you are a quick trip from downtown dining, the cinema, and upscale boutiques. With the Caltrain station and major commuter corridors blocks away, you are perfectly positioned for effortless access to both San Francisco and Silicon Valley.

555 Laurel AVE 122, San Mateo

Listed by Jacklyn Friedland, 650-766-0791 from Compass
(If provided) CoList: from

$2,250,000

OFFERS DUE FRIDAY SEPTEMBER 4TH BY 12NOON Welcome to 508 Maple Street, a beautifully refreshed 3-bedroom, 2-bath home ideally located just moments from vibrant Downtown San Mateo. Fresh interior and exterior paint, new light fixtures, and a newly tiled fireplace bring a clean, updated feel throughout. Outside, refreshed landscaping enhances the homes curb appeal, while the garage features a newly epoxied floor for a polished finish. Enjoy the convenience of being within walking distance to Downtown San Mateos popular restaurants, shops, cafe's, entertainment, and Caltrain. A wonderful opportunity to enjoy comfortable living in one of San Mateos most convenient locations.

3 Beds ⋅ 2 Baths ⋅ ML82059351 MLS

OFFERS DUE FRIDAY SEPTEMBER 4TH BY 12NOON Welcome to 508 Maple Street, a beautifully refreshed 3-bedroom, 2-bath home ideally located just moments from vibrant Downtown San Mateo. Fresh interior and exterior paint, new light fixtures, and a newly tiled fireplace bring a clean, updated feel throughout. Outside, refreshed landscaping enhances the homes curb appeal, while the garage features a newly epoxied floor for a polished finish. Enjoy the convenience of being within walking distance to Downtown San Mateos popular restaurants, shops, cafe's, entertainment, and Caltrain. A wonderful opportunity to enjoy comfortable living in one of San Mateos most convenient locations.

508 Maple ST, San Mateo

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

$3,500,000

Beautifully updated with a rare combination of location, quality, and thoughtful detail, nestled on a tree-lined street in the coveted Baywood neighborhood. A reimagined great room features raised ceilings, red oak hardwood floors, and abundant natural light, creating an effortless sense of space. The open-concept kitchen is anchored by a large island, crisp white shaker cabinetry, stainless steel appliances, and a farmhouse sink, ideal for both everyday living and entertaining. Large sliding glass doors open to a low-maintenance backyard with a patio and drop-down projector screen, perfect for outdoor movie or game nights. Behind the beauty, extensive improvements bring peace of mind, from new electrical, plumbing, and ductwork to a suite of smart-home features thoughtfully integrated throughout. Owned solar, Tesla Powerwall, EV-ready, central heating, and a finished garage with epoxy flooring further elevates comfort and functionality. Flexible floorplan offers 4 bedrooms + a bonus room that can serve as a study or 5th bedroom, along with 3 modern bathrooms. Short walk to downtown San Mateo, Central Park, and the library. Quick access to Hillsdale Shopping Center, Caltrain, Hwy 92, 101 & 280 for easy commute to San Francisco or the South Bay. Top-rated Baywood/Aragon schools.

5 Beds ⋅ 3 Baths ⋅ ML82058809 MLS

Beautifully updated with a rare combination of location, quality, and thoughtful detail, nestled on a tree-lined street in the coveted Baywood neighborhood. A reimagined great room features raised ceilings, red oak hardwood floors, and abundant natural light, creating an effortless sense of space. The open-concept kitchen is anchored by a large island, crisp white shaker cabinetry, stainless steel appliances, and a farmhouse sink, ideal for both everyday living and entertaining. Large sliding glass doors open to a low-maintenance backyard with a patio and drop-down projector screen, perfect for outdoor movie or game nights. Behind the beauty, extensive improvements bring peace of mind, from new electrical, plumbing, and ductwork to a suite of smart-home features thoughtfully integrated throughout. Owned solar, Tesla Powerwall, EV-ready, central heating, and a finished garage with epoxy flooring further elevates comfort and functionality. Flexible floorplan offers 4 bedrooms + a bonus room that can serve as a study or 5th bedroom, along with 3 modern bathrooms. Short walk to downtown San Mateo, Central Park, and the library. Quick access to Hillsdale Shopping Center, Caltrain, Hwy 92, 101 & 280 for easy commute to San Francisco or the South Bay. Top-rated Baywood/Aragon schools.

731 W Capistrano WAY, San Mateo

Listed by Christy Pak, 415-816-4866 from Compass
(If provided) CoList: Renna Lin from Compass

Sold listing courtesy of Kevin Peterson from KWSCV

$2,998,000

Located in the highly desirable neighborhood of San Mateo Park, this 3-bedroom, 2.5-bath home blends old-world charm with elegant indoor-outdoor living. Tastefully remodeled, highlights include a captivating living room with a vaulted, open beam ceiling, abundant natural light, hardwood floors, a gas log fireplace and beautiful mantel and surround flanked by custom bookshelves. The LaCantina accordion doors lead to a partially covered back patio with a lush and expansive yard. Additional features of this home include * Formal dining room with built-in cabinetry and wine fridge * Spacious eat-in kitchen with stainless steel appliances * Dedicated and stylish laundry/mud room * Powder room * Bedroom one and two share a Jack and Jill bathroom with elegant finishes and a tub/shower combination * Custom Roman shade window coverings and skylights with electronic window coverings * Serene primary ensuite with built-in cabinetry and walk-in closet * Primary bathroom features two separate vanities and extra-large shower * Central A/C * Solar panels (rented) * Two-car attached garage with Tesla charger * Large, easy access attic. Downtown San Mateo and Burlingame are just minutes away with top dining, fresh markets, and boutiques. Easy commutes on CalTrain and Int. 101 and 280.

3 Beds ⋅ 3 Baths ⋅ ML82058247 MLS

Located in the highly desirable neighborhood of San Mateo Park, this 3-bedroom, 2.5-bath home blends old-world charm with elegant indoor-outdoor living. Tastefully remodeled, highlights include a captivating living room with a vaulted, open beam ceiling, abundant natural light, hardwood floors, a gas log fireplace and beautiful mantel and surround flanked by custom bookshelves. The LaCantina accordion doors lead to a partially covered back patio with a lush and expansive yard. Additional features of this home include * Formal dining room with built-in cabinetry and wine fridge * Spacious eat-in kitchen with stainless steel appliances * Dedicated and stylish laundry/mud room * Powder room * Bedroom one and two share a Jack and Jill bathroom with elegant finishes and a tub/shower combination * Custom Roman shade window coverings and skylights with electronic window coverings * Serene primary ensuite with built-in cabinetry and walk-in closet * Primary bathroom features two separate vanities and extra-large shower * Central A/C * Solar panels (rented) * Two-car attached garage with Tesla charger * Large, easy access attic. Downtown San Mateo and Burlingame are just minutes away with top dining, fresh markets, and boutiques. Easy commutes on CalTrain and Int. 101 and 280.

25 Ericson RD, San Mateo

Listed by Mary Jo McCarthy, 650-400-6364 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$2,198,000

Welcome home to this lovely home in the secluded neighborhood of Homestead. This exquisite property offers 1720 sq ft of living space on a 5,000 sq ft lot. This family home of over 70 years features 3 bedrooms, including master suite, 2 full baths, formal living room with a fireplace, and a kitchen family great room for all your family gatherings. A fireplace in the living room makes a cozy atmosphere, hardwood floors throughout, plus new carpet and paint, which invites the buyer to move right in! This home is located in the highly recognized Baywood School district, Aragon, Borel, and Baywood schools are all within walking distance. Borel park is right around the corner, and close proximity to local transportation, shopping, restaurants, 101 and 92, one minute away. This home is a perfect blend of luxury, comfort and convenience. Don't miss this opportunity to make it yours!

3 Beds ⋅ 2 Baths ⋅ ML82058545 MLS

Welcome home to this lovely home in the secluded neighborhood of Homestead. This exquisite property offers 1720 sq ft of living space on a 5,000 sq ft lot. This family home of over 70 years features 3 bedrooms, including master suite, 2 full baths, formal living room with a fireplace, and a kitchen family great room for all your family gatherings. A fireplace in the living room makes a cozy atmosphere, hardwood floors throughout, plus new carpet and paint, which invites the buyer to move right in! This home is located in the highly recognized Baywood School district, Aragon, Borel, and Baywood schools are all within walking distance. Borel park is right around the corner, and close proximity to local transportation, shopping, restaurants, 101 and 92, one minute away. This home is a perfect blend of luxury, comfort and convenience. Don't miss this opportunity to make it yours!

1513 Edinburgh St., San Mateo

Listed by Julie Vejmola, 650-302-8853 from Coldwell Banker Realty
(If provided) CoList: from

$2,398,000

2339 Clipper Street just feels right. Maybe its the light. Maybe its the water stretched behind you. Or maybe its that you can make dinner, pour some wine, open the doors to the deck, and suddenly staying home feels like the best plan! Set on the waters edge of Marina Lagoon, this 4 bdrm home has a relaxed sophistication that just comes naturally. The floor plan is open and airy, the rooms are filled w/ natural light, and the water is always part of the experience. The kitchen is made for people who actually love to cook, or at the very least, appreciate a beautiful place to gather while someone else does the cooking! An expansive island anchors the room, while Miele appliances handler the serious work. Custom tile brings style to the space while a skylight overhead adds just the right amount of drama. The master suite is spacious and private w/ direct access to the backyard deck. The family rm and an additional guest bedroom open to the deck, creating a connection between the house and the waterfront. Outside, the large backyard runs right to the lagoons edge, giving you plenty of room for dinner parties, lazy afternoons, or simply siting by the water and doing absolutely nothing. Then theres the dock. Because when you live on the water, you should be able to use it!

4 Beds ⋅ 3 Baths ⋅ ML82058529 MLS

2339 Clipper Street just feels right. Maybe its the light. Maybe its the water stretched behind you. Or maybe its that you can make dinner, pour some wine, open the doors to the deck, and suddenly staying home feels like the best plan! Set on the waters edge of Marina Lagoon, this 4 bdrm home has a relaxed sophistication that just comes naturally. The floor plan is open and airy, the rooms are filled w/ natural light, and the water is always part of the experience. The kitchen is made for people who actually love to cook, or at the very least, appreciate a beautiful place to gather while someone else does the cooking! An expansive island anchors the room, while Miele appliances handler the serious work. Custom tile brings style to the space while a skylight overhead adds just the right amount of drama. The master suite is spacious and private w/ direct access to the backyard deck. The family rm and an additional guest bedroom open to the deck, creating a connection between the house and the waterfront. Outside, the large backyard runs right to the lagoons edge, giving you plenty of room for dinner parties, lazy afternoons, or simply siting by the water and doing absolutely nothing. Then theres the dock. Because when you live on the water, you should be able to use it!

2339 Clipper ST, San Mateo

Listed by Greg Damelio, 650-245-8700 from Christie's International Real Estate Sereno
(If provided) CoList: from

$2,599,000

Located in the hills of San Mateo, welcome home to this beautifully appointed detached single-family residence featuring 3 bedrooms and 2.5 bathrooms.Whether preparing everyday meals or entertaining guests, enjoy gourmet cooking with built-in Monogram Series stainless steel appliances and a professional-style six-burner range. A dedicated wine refrigerator provides convenient storage for your favorite bottles.Enjoy movie nights with in-ceiling surround sound, or step outside to the inviting back patio where you may catch a glimpse of deer wandering nearby. Spend the afternoon barbecuing, then gather around the fire pit for a relaxing evening under the stars. Energy and technology features include solar panels with two battery storage units, two EV chargers in front, and an additional charging option inside the garage. The home also features dual-zone air conditioning, security cameras, and an alarm system. Conveniently located near supermarkets, restaurants, College of San Mateo, The Peninsula Golf & Country Club, and Highway 92, providing easy access throughout the Peninsula.

3 Beds ⋅ 3 Baths ⋅ ML82058484 MLS ⋅ Verona Ridge Homeowners Assoc. BLDG.

Located in the hills of San Mateo, welcome home to this beautifully appointed detached single-family residence featuring 3 bedrooms and 2.5 bathrooms.Whether preparing everyday meals or entertaining guests, enjoy gourmet cooking with built-in Monogram Series stainless steel appliances and a professional-style six-burner range. A dedicated wine refrigerator provides convenient storage for your favorite bottles.Enjoy movie nights with in-ceiling surround sound, or step outside to the inviting back patio where you may catch a glimpse of deer wandering nearby. Spend the afternoon barbecuing, then gather around the fire pit for a relaxing evening under the stars. Energy and technology features include solar panels with two battery storage units, two EV chargers in front, and an additional charging option inside the garage. The home also features dual-zone air conditioning, security cameras, and an alarm system. Conveniently located near supermarkets, restaurants, College of San Mateo, The Peninsula Golf & Country Club, and Highway 92, providing easy access throughout the Peninsula.

39 Live Oak DR, San Mateo

Listed by W. David Chow, 415-828-1128 from Affinity Real Estate
(If provided) CoList: from

$2,995,000

Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

5 Beds ⋅ 7 Baths ⋅ ML82055548 MLS

Newly Built 2021 Home w/ ADU in Prime San Mateo! This fully permitted property offers 4,085 sqft total living space 2,919 sqft in the main home plus a 1,166 sqft ADU. The main home features 10-foot ceilings, custom 8-foot doors, recessed lighting, and 10-foot built-in bookcase. The living room offers a cozy fireplace & bay window that bring in natural light. The chefs kitchen is a showstopper, complete with a skylight, a 9-foot island with built-in sink, wine cooler, and premium Miele & Thermador appliances. The primary suite includes a custom walk-in closet and connects to a junior suite, perfect for flexible living. Bathrooms offer radiant heated floors and spa-like finishes. Additional highlights include dual-zone HVAC, fire sprinklers, and a solid concrete foundation w/ reinforced beams. The backyard is a low-maintenance retreat with mature fruit trees. The ADU offers stylish & luxury living with Miele-equipped kitchen, a sleek waterfall island w/ built-in microwave, a custom wine cellar with glass doors and LED lighting, soaring 11-foot ceilings, a private master suite, a half bath, & approximately 800 sqft of expansive storage. Conveniently located near top-rated Aragon High School, parks, shopping, dining, and with easy access to SM Downtown, Hwy 101, 92, Caltrain & SFO.

1305 Maple ST, San Mateo

Listed by Anders Fung, 415-260-5841 from Sequoia Commercial Group
(If provided) CoList: from

$2,730,000

Amazing Large Lot with Canyon Views.

3 Beds ⋅ 3 Baths ⋅ ML82058436 MLS

Amazing Large Lot with Canyon Views.

1450 Parrott DR, San Mateo

Listed by Greg Stange, 650-208-5196 from Compass
(If provided) CoList: from

Sold listing courtesy of Kyle Else from HC44P

$2,799,000

Located in the Top Rated Belmont School District. This light-filled, two story floor plan flows effortlessly, greeting you with soaring ceilings and grand windows that frame serene neighborhood views. The expansive main living areas provide distinct spaces for entertaining, formal dining, and casual day-to-day relaxation. At the heart of the home is a spacious kitchen waiting to host your culinary adventures, seamlessly connecting to an inviting family room. Upstairs, the generous primary suite serves as a peaceful retreat, featuring an en-suite bath and ample closet space. Three additional well-sized bedrooms offer ultimate flexibility for family, overnight guests, or a dedicated home office setup. Step outside to a private backyard lot spanning 0.17 acres, perfectly primed for weekend BBQs, outdoor dining, and gardening. Complete with an attached multi-car garage, this property delivers the ideal Silicon Valley lifestyle close to parks, premier shopping!

4 Beds ⋅ 3 Baths ⋅ ML82057847 MLS

Located in the Top Rated Belmont School District. This light-filled, two story floor plan flows effortlessly, greeting you with soaring ceilings and grand windows that frame serene neighborhood views. The expansive main living areas provide distinct spaces for entertaining, formal dining, and casual day-to-day relaxation. At the heart of the home is a spacious kitchen waiting to host your culinary adventures, seamlessly connecting to an inviting family room. Upstairs, the generous primary suite serves as a peaceful retreat, featuring an en-suite bath and ample closet space. Three additional well-sized bedrooms offer ultimate flexibility for family, overnight guests, or a dedicated home office setup. Step outside to a private backyard lot spanning 0.17 acres, perfectly primed for weekend BBQs, outdoor dining, and gardening. Complete with an attached multi-car garage, this property delivers the ideal Silicon Valley lifestyle close to parks, premier shopping!

1169 Ramblewood WAY, San Mateo

Listed by George Chopoff, 650-743-4865 from RE/MAX Gold Redwood Shores
(If provided) CoList: Giovanni Bruschi from RE/MAX Gold Redwood Shores

$3,150,000

An expanded Eichler that's as livable as it is beautiful. Set on a quiet cul-de-sac, this 4+ bedroom home sits on an oversized 10,880 sq. ft. lot, blending iconic mid-century design with thoughtful modern engineering. Beyond the private front courtyard, vaulted ceilings and signature walls of glass provide brilliant natural light to the living spaces, framing private garden views. Four bedrooms, 2 bathrooms, a sunroom, a flexible bonus room, a separate laundry room and outdoor storage deliver the space, comfort and functionality needed for modern life (county records show 2140sf, floor plans show 2400sf). Step out to a backyard designed for seamless indoor-outdoor living, complete with a dining areas, a hot tub and mature landscaping. A free-standing studio adds flexible space for a home office, gym, or creative workshop. Engineered for reliable, year-round comfort, this all-electric home features owned solar, a Tesla Powerwall, Level 2 EV charging, dual-pane windows and mini-split heat pumps. Located near the Highlands Rec Center, Sawyer Camp Trail, and top schools, this property offers a combination rarely available: classic Eichler soul, an expansive lot and self-sufficiency for true peace of mind.

4 Beds ⋅ 2 Baths ⋅ ML82057692 MLS

An expanded Eichler that's as livable as it is beautiful. Set on a quiet cul-de-sac, this 4+ bedroom home sits on an oversized 10,880 sq. ft. lot, blending iconic mid-century design with thoughtful modern engineering. Beyond the private front courtyard, vaulted ceilings and signature walls of glass provide brilliant natural light to the living spaces, framing private garden views. Four bedrooms, 2 bathrooms, a sunroom, a flexible bonus room, a separate laundry room and outdoor storage deliver the space, comfort and functionality needed for modern life (county records show 2140sf, floor plans show 2400sf). Step out to a backyard designed for seamless indoor-outdoor living, complete with a dining areas, a hot tub and mature landscaping. A free-standing studio adds flexible space for a home office, gym, or creative workshop. Engineered for reliable, year-round comfort, this all-electric home features owned solar, a Tesla Powerwall, Level 2 EV charging, dual-pane windows and mini-split heat pumps. Located near the Highlands Rec Center, Sawyer Camp Trail, and top schools, this property offers a combination rarely available: classic Eichler soul, an expansive lot and self-sufficiency for true peace of mind.

40 Powhatan PL, San Mateo

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

Sold listing courtesy of Sue Crawford from CBR

$2,975,000

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

4 Beds ⋅ 4 Baths ⋅ ML82057695 MLS

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

145 43rd AVE, San Mateo

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

$2,450,000

Mid-century modern Highlands Eichler on a large Approx. 7,778 square foot landscaped lot with room for expansion or an ADU! Entertaining living room w/10-foot high soaring ceilings. Updated Sliding doors and dual pane windows. Nicely maintained original wood paneled walls. Four bedrooms Two baths, sitting room/office, plus additional space in garage ideal for game room. New carpets, new interior/exterior paint. Foam roof. Kids playroom in backyard. Outdoor covered patio for a relaxing shaded space. Rec center includes community pool, tennis courts, and after school programs. Sawyer Camp Road close by for walking, jogging, plus bike trails along the Crystal Springs reservoir. Close to Highlands Elementary School. In the Aragon High School district. Location! Location! Location!

4 Beds ⋅ 2 Baths ⋅ ML82057712 MLS ⋅ Highlands BLDG.

Mid-century modern Highlands Eichler on a large Approx. 7,778 square foot landscaped lot with room for expansion or an ADU! Entertaining living room w/10-foot high soaring ceilings. Updated Sliding doors and dual pane windows. Nicely maintained original wood paneled walls. Four bedrooms Two baths, sitting room/office, plus additional space in garage ideal for game room. New carpets, new interior/exterior paint. Foam roof. Kids playroom in backyard. Outdoor covered patio for a relaxing shaded space. Rec center includes community pool, tennis courts, and after school programs. Sawyer Camp Road close by for walking, jogging, plus bike trails along the Crystal Springs reservoir. Close to Highlands Elementary School. In the Aragon High School district. Location! Location! Location!

1708 Monticello RD, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joe Day from COMPS

$2,150,000

Discover a rare opportunity in San Mateo's sought-after Los Prados neighborhood. This beautifully maintained duplex offers approximately 2,638 square feet of living space on an expansive 8,482 square-foot lot, combining versatility, privacy, and exceptional indoor-outdoor living. Ideal for an owner-occupant, multigenerational household, or investor, the property offers comfort and long-term potential. The two residences include a spacious 3-bedroom, 2-bath main home and a separate 2-bedroom, 1-bath unit. Both have been thoughtfully updated with well-appointed kitchens, hardwood and tile flooring, skylights, generous storage, heating and cooling, and private laundry. Separate utility meters add flexibility. Private, fully fenced rear yards feature mature landscaping, citrus trees, lush lawn, drought-tolerant plantings, patios, and inviting walkways. A covered pergola creates an ideal setting for outdoor dining and entertaining, while a garden shed/home office offers flexible space for work, hobbies, or storage. Conveniently located near neighborhood shopping, Hillsdale, the Bay Trail, and major Peninsula commute routes, the property provides easy access to Highways 101 and 92, San Carlos Airport, and SFO. You do not want to miss this beauty!

5 Beds ⋅ 3 Baths ⋅ ML82057701 MLS

Discover a rare opportunity in San Mateo's sought-after Los Prados neighborhood. This beautifully maintained duplex offers approximately 2,638 square feet of living space on an expansive 8,482 square-foot lot, combining versatility, privacy, and exceptional indoor-outdoor living. Ideal for an owner-occupant, multigenerational household, or investor, the property offers comfort and long-term potential. The two residences include a spacious 3-bedroom, 2-bath main home and a separate 2-bedroom, 1-bath unit. Both have been thoughtfully updated with well-appointed kitchens, hardwood and tile flooring, skylights, generous storage, heating and cooling, and private laundry. Separate utility meters add flexibility. Private, fully fenced rear yards feature mature landscaping, citrus trees, lush lawn, drought-tolerant plantings, patios, and inviting walkways. A covered pergola creates an ideal setting for outdoor dining and entertaining, while a garden shed/home office offers flexible space for work, hobbies, or storage. Conveniently located near neighborhood shopping, Hillsdale, the Bay Trail, and major Peninsula commute routes, the property provides easy access to Highways 101 and 92, San Carlos Airport, and SFO. You do not want to miss this beauty!

3342-3344 Los Prados ST, San Mateo

Listed by Disen Cai RE Group, 650-622-2156 from KW Advisors
(If provided) CoList: from

$3,150,000

Joseph Eichler w/ amazing unobstructed Santa Cruz Mountain views in the heart of the Highlands neighborhood! Beautiful mid-century modern w/ original period details including a light & bright open floor plan w/ exposed beams, high ceilings, wood panel siding, & globe pendant lighting. A spacious living room area welcomes you, seamlessly combining into a dining room/family room area along with a chefs eat-in kitchen w/ a large custom island w/ breakfast bar, custom cabinets, & stainless steel appliances. Ready to move-in with quality updates including double pane windows, custom Hunter Douglas automatic shades, radiant heating, updated bathrooms w/ imported tiles, copper plumbing, LVP flooring, & even an electric car charger. While a custom Garapa front fence welcomes you, the backyard is an entertainers delight w/ manicured hardscaping & landscaping, a glass rear fence, & your very own heated pool w/ hot tub & high end imported automatic pool cover. Conveniently located within Crystal Springs Shopping Center, Highway 280, Sawyer Trail, & a desirable school district. Such a proper & gorgeous home.

4 Beds ⋅ 2 Baths ⋅ ML82057464 MLS

Joseph Eichler w/ amazing unobstructed Santa Cruz Mountain views in the heart of the Highlands neighborhood! Beautiful mid-century modern w/ original period details including a light & bright open floor plan w/ exposed beams, high ceilings, wood panel siding, & globe pendant lighting. A spacious living room area welcomes you, seamlessly combining into a dining room/family room area along with a chefs eat-in kitchen w/ a large custom island w/ breakfast bar, custom cabinets, & stainless steel appliances. Ready to move-in with quality updates including double pane windows, custom Hunter Douglas automatic shades, radiant heating, updated bathrooms w/ imported tiles, copper plumbing, LVP flooring, & even an electric car charger. While a custom Garapa front fence welcomes you, the backyard is an entertainers delight w/ manicured hardscaping & landscaping, a glass rear fence, & your very own heated pool w/ hot tub & high end imported automatic pool cover. Conveniently located within Crystal Springs Shopping Center, Highway 280, Sawyer Trail, & a desirable school district. Such a proper & gorgeous home.

2052 Lexington AVE, San Mateo

Listed by Chris A. Sabido, 650-922-8888 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Lisa Oh from CBR

$2,850,000

Storybook Charm on one of the best streets in Beresford Manor! Oodles of traditional character have been preserved in this wonderful home. Entertain in the spectacular Living Room with its soaring, open-beamed ceiling and original parquet hardwood floors. Holiday and entertainment memories are waiting to be made in the generous formal dining room and the whole family will be accommodated in three LARGE bedrooms. Move-in ready now, this home has had some updating over the years, including a very functional kitchen, and still has loads of potential to add your personal touches. Outdoors, the property exudes care and warmth with a beautifully maintained garden and room for outdoor entertainment. The spacious 1-car garage has ample extra space for a workshop and even boasts a half bathroom (permit status unknown). Located close to shops and restaurants on 25th Ave., Hillsdale Shopping Center, Caltrain, and Hwys 101 & 92, you're moments from everyday conveniences. This home has endless potential; charm, location, and opportunity in one of San Mateos most desirable neighborhoods.

3 Beds ⋅ 2 Baths ⋅ ML82057169 MLS

Storybook Charm on one of the best streets in Beresford Manor! Oodles of traditional character have been preserved in this wonderful home. Entertain in the spectacular Living Room with its soaring, open-beamed ceiling and original parquet hardwood floors. Holiday and entertainment memories are waiting to be made in the generous formal dining room and the whole family will be accommodated in three LARGE bedrooms. Move-in ready now, this home has had some updating over the years, including a very functional kitchen, and still has loads of potential to add your personal touches. Outdoors, the property exudes care and warmth with a beautifully maintained garden and room for outdoor entertainment. The spacious 1-car garage has ample extra space for a workshop and even boasts a half bathroom (permit status unknown). Located close to shops and restaurants on 25th Ave., Hillsdale Shopping Center, Caltrain, and Hwys 101 & 92, you're moments from everyday conveniences. This home has endless potential; charm, location, and opportunity in one of San Mateos most desirable neighborhoods.

274 Delmar WAY, San Mateo

Listed by Christopher Hawkins, 408-568-8123 from Redfin
(If provided) CoList: from

Sold listing courtesy of Carly Seiff from APR

$3,250,000

Architectural elegance meets modern luxury in this masterfully reimagined Eichler-inspired residence in the coveted San Mateo Highlands. Thoughtfully renovated from top to bottom, this 4-bedroom, 2-bath home offers 1,764 sq. ft.living space on a private, flat lot surrounded by mature trees. Walls of glass, soaring beam ceilings, and all-new windows create a seamless indoor-outdoor connection filled with natural light.The chef's kitchen showcases custom cabinetry, premium Thermador appliances, exquisite Taj Mahal quartzite countertops with custom fabrication, designer under-cabinet and island lighting.Engineered hardwood floors flow throughout the open-concept living and dining areas, highlighted by a dramatic fireplace wall and views of the beautifully landscaped grounds.Spa-inspired bathrooms feature custom floating vanities with matching Taj Mahal quartzite, Toto washlet toilets, and designer finishes. Newly completed hardscape and landscape, a private front courtyard atrium with fountain, serene backyard water feature, new horizontal fencing, and multiple entertaining spaces.Additional highlights include a finished two-car garage with epoxy flooring and exceptional attention to detail throughout. Ideally located near parks, hiking trails, shopping, and major commuter routes.

4 Beds ⋅ 2 Baths ⋅ ML82055667 MLS

Architectural elegance meets modern luxury in this masterfully reimagined Eichler-inspired residence in the coveted San Mateo Highlands. Thoughtfully renovated from top to bottom, this 4-bedroom, 2-bath home offers 1,764 sq. ft.living space on a private, flat lot surrounded by mature trees. Walls of glass, soaring beam ceilings, and all-new windows create a seamless indoor-outdoor connection filled with natural light.The chef's kitchen showcases custom cabinetry, premium Thermador appliances, exquisite Taj Mahal quartzite countertops with custom fabrication, designer under-cabinet and island lighting.Engineered hardwood floors flow throughout the open-concept living and dining areas, highlighted by a dramatic fireplace wall and views of the beautifully landscaped grounds.Spa-inspired bathrooms feature custom floating vanities with matching Taj Mahal quartzite, Toto washlet toilets, and designer finishes. Newly completed hardscape and landscape, a private front courtyard atrium with fountain, serene backyard water feature, new horizontal fencing, and multiple entertaining spaces.Additional highlights include a finished two-car garage with epoxy flooring and exceptional attention to detail throughout. Ideally located near parks, hiking trails, shopping, and major commuter routes.

1739 Lexington AVE, San Mateo

Listed by Soofie Jadallah, 650-785-3096 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Kathy Tai from GGP2V

$3,250,000

Experience a fully remodeled, chic interior design, offering breathtaking bay views and an enchanting deck and flat lawn. Nestled in the desirable SM Terrace neighborhood, this home offers the perfect balance of privacy and convenience with easy access to commuter freeways, Beresford Park, and downtown San Mateo, plus walkability to Meadow Heights Elementary. High ceilings and oversized windows flood the living and dining rooms with natural light, highlighting wide-plank French oak floors, and curated lighting. At the heart of the home, the chef's kitchen features custom cabinetry, Gaggenau ovens, a beverage refrigerator, and a five-burner Thermador gas cooktop. The space flows effortlessly into the family room and out to a private Trex deck and lush lawnideal for entertaining, play, or pets. The serene primary suite boasts 4 closets and a spa-like updated bath with a double vanity, soaking tub, and custom walk-in shower. Two additional sun-filled bedrooms share a tastefully remodeled second bath. Modern conveniences include a two-car garage with epoxy flooring and a Tesla charger, plus a separate light-filled bonus room perfect for a home office or studio. Complete with extensive dry under-house storage, this home perfectly balances style, function, and indoor-outdoor flow.

3 Beds ⋅ 2 Baths ⋅ ML82056866 MLS

Experience a fully remodeled, chic interior design, offering breathtaking bay views and an enchanting deck and flat lawn. Nestled in the desirable SM Terrace neighborhood, this home offers the perfect balance of privacy and convenience with easy access to commuter freeways, Beresford Park, and downtown San Mateo, plus walkability to Meadow Heights Elementary. High ceilings and oversized windows flood the living and dining rooms with natural light, highlighting wide-plank French oak floors, and curated lighting. At the heart of the home, the chef's kitchen features custom cabinetry, Gaggenau ovens, a beverage refrigerator, and a five-burner Thermador gas cooktop. The space flows effortlessly into the family room and out to a private Trex deck and lush lawnideal for entertaining, play, or pets. The serene primary suite boasts 4 closets and a spa-like updated bath with a double vanity, soaking tub, and custom walk-in shower. Two additional sun-filled bedrooms share a tastefully remodeled second bath. Modern conveniences include a two-car garage with epoxy flooring and a Tesla charger, plus a separate light-filled bonus room perfect for a home office or studio. Complete with extensive dry under-house storage, this home perfectly balances style, function, and indoor-outdoor flow.

788 Sequoia AVE, San Mateo

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

Sold listing courtesy of Danielle Shapiro Stroud from COMPS

$2,898,000

Absolutely stunning, fully reimagined corner lot home! This turnkey 4 bedroom, 3 bath residence was remodeled with permits, and features a new roof less than one year old, updated electrical and plumbing, new heating system ductwork, recessed LED lighting, luxury vinyl plank flooring, and designer finishes. The versatile layout offers 3 bedrooms and 2 full baths on the main level, including a private en suite guest bedroom. Upstairs features a luxurious primary suite with a spa inspired bath and adjoining family room ideal as a media room, office, or second living area. The chefs kitchen offers quartz counters, a large island, Viking appliances, concealed Miele hood, and custom cabinetry. Decorative electric fireplace. Beautifully landscaped front and rear yards, built in fire pit, attached side by side 2 car garage, and side yard with possible ADU or additional parking potential, buyer to verify with the City of San Mateo. Move in ready!

4 Beds ⋅ 3 Baths ⋅ ML82035522 MLS

Absolutely stunning, fully reimagined corner lot home! This turnkey 4 bedroom, 3 bath residence was remodeled with permits, and features a new roof less than one year old, updated electrical and plumbing, new heating system ductwork, recessed LED lighting, luxury vinyl plank flooring, and designer finishes. The versatile layout offers 3 bedrooms and 2 full baths on the main level, including a private en suite guest bedroom. Upstairs features a luxurious primary suite with a spa inspired bath and adjoining family room ideal as a media room, office, or second living area. The chefs kitchen offers quartz counters, a large island, Viking appliances, concealed Miele hood, and custom cabinetry. Decorative electric fireplace. Beautifully landscaped front and rear yards, built in fire pit, attached side by side 2 car garage, and side yard with possible ADU or additional parking potential, buyer to verify with the City of San Mateo. Move in ready!

751 27th AVE, San Mateo

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