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$4,498,000

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.

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

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

1586 Lexington AVE, San Mateo

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

$2,350,000

Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

3 Beds ⋅ 3 Baths ⋅ ML82060906 MLS

Welcome to 1665 Toyon Court, a stunning residence nestled in one of San Mateos most desirable sugar loaf neighborhoods. This beautifully updated spacious single-family home can be yours to keep with the fresh interior paint, recessed lighting, and updated master bathroom. And high ceiling from the bright living room that flows to the dining area, and to the spacious kitchen with modern updates, stainless steel appliances, Step into a beautifully landscaped backyard featuring a dining patio, lush green lawn, and plenty of space for outdoor gatherings, gardening, or quiet morning coffee. Spacious living room and a family room, and a half bathroom on the first level, and 3 bedrooms and 2 bathrooms on the second level. Retreat into the privacy of the primary bedroom with an ensuite bath with an oversized tub and shower, and a walk-in closet. The 2-car garage and outside parking space allow guests to park efficiently. The school district is Belmont-Redwood Shores School District (Fox elementary, Ralston Middle and Carlmont High). Easy access to Highways 92, 101, and I-280 for a seamless Silicon Valley or San Francisco commute.

1665 Toyon CT, San Mateo

Listed by Fay Du, 650-796-5586 from Bay1st Realty & Mortgage Inc
(If provided) CoList: from

$1,175,000

Welcome to Top of the Mounds, San Mateo's premier luxury condominium community. This thoughtfully updated condo captures sweeping treetop views of the Bay, San Mateo Bridge, and East Bay hills from nearly every room. Light-filled 2BR/2BA home of approximately 2,036 s/f (per county records). Floor-to-ceiling sliders in the living and dining rooms open to an expansive covered balcony; new wide-plank hardwood flows between them. Decorative fireplace anchors the living area; concealed wet bar serves living room and kitchen. Updated kitchen with freshly painted raised-panel cabinetry, Taj Mahal quartzite countertops with full backsplash, breakfast area, brand-new GE cooktop and refrigerator, and built-in wall oven. Spacious primary suite with generous closets, new carpet, and en suite bath; newly carpeted second bedroom, additional full bath, and in-unit laundry. Forced-air heating/cooling, new light fixtures, and fresh paint throughout. Two-car tandem parking plus storage. Amenities: lobby attendant, on-site management, newly remodeled lobby/common areas, pool, spa, sauna, fitness center, social room, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and Caltrain. HOA $1,625/mo.

2 Beds ⋅ 2 Baths ⋅ ML82060974 MLS

Welcome to Top of the Mounds, San Mateo's premier luxury condominium community. This thoughtfully updated condo captures sweeping treetop views of the Bay, San Mateo Bridge, and East Bay hills from nearly every room. Light-filled 2BR/2BA home of approximately 2,036 s/f (per county records). Floor-to-ceiling sliders in the living and dining rooms open to an expansive covered balcony; new wide-plank hardwood flows between them. Decorative fireplace anchors the living area; concealed wet bar serves living room and kitchen. Updated kitchen with freshly painted raised-panel cabinetry, Taj Mahal quartzite countertops with full backsplash, breakfast area, brand-new GE cooktop and refrigerator, and built-in wall oven. Spacious primary suite with generous closets, new carpet, and en suite bath; newly carpeted second bedroom, additional full bath, and in-unit laundry. Forced-air heating/cooling, new light fixtures, and fresh paint throughout. Two-car tandem parking plus storage. Amenities: lobby attendant, on-site management, newly remodeled lobby/common areas, pool, spa, sauna, fitness center, social room, and guest suites. Ideally located near Downtown San Mateo, Burlingame Avenue, shopping, dining, and Caltrain. HOA $1,625/mo.

50 Mounds RD 204, San Mateo

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

$3,199,500

Exceptional single-level home set on an expansive ±19,412 sq ft lot in Baywood Park, this 3-bedroom, 2-bath home offers 2,152 sq ft of living space. The kitchen features a Thermador range/oven, a refrigerator, and a Thermador dishwasher, providing a well-equipped cooking area. Hardwood and tile flooring run throughout the home, complementing the formal dining room and separate family room. Enjoy cozy evenings by the fireplaces situated in both the family room and living room. The primary bathroom includes a walk-in stall shower, while the second bathroom offers a shower over tub. The laundry is conveniently located in the utility room, which is complete with a washer and dryer. Additional comforts include central forced-air heating, central AC, ceiling fans, double-pane windows, a skylight, recessed lighting, and owned solar power. The property also includes a two-car garage. This home is part of the San Mateo-Foster City Elementary School District. Conveniently located near shopping, dining, and Highways 92, 280, and 101.

3 Beds ⋅ 2 Baths ⋅ ML82058269 MLS

Exceptional single-level home set on an expansive ±19,412 sq ft lot in Baywood Park, this 3-bedroom, 2-bath home offers 2,152 sq ft of living space. The kitchen features a Thermador range/oven, a refrigerator, and a Thermador dishwasher, providing a well-equipped cooking area. Hardwood and tile flooring run throughout the home, complementing the formal dining room and separate family room. Enjoy cozy evenings by the fireplaces situated in both the family room and living room. The primary bathroom includes a walk-in stall shower, while the second bathroom offers a shower over tub. The laundry is conveniently located in the utility room, which is complete with a washer and dryer. Additional comforts include central forced-air heating, central AC, ceiling fans, double-pane windows, a skylight, recessed lighting, and owned solar power. The property also includes a two-car garage. This home is part of the San Mateo-Foster City Elementary School District. Conveniently located near shopping, dining, and Highways 92, 280, and 101.

1286 Parrott DR, San Mateo

Listed by Kent Flinn, 650-534-7749 from Intero Real Estate Services
(If provided) CoList: from

$550,000

Open Sun 9-20 1-4***Hot new price! Approx 75K price reduction & recently staged! Now only 550K plus SUBSTANTIAL seller $ credit to buyer = GREAT BUY!***Have lenders ready to lend on this unit & complex for as little as 10% down! Top floor 2 bdrm, 2 full bath quiet condo with a penthouse view! Recent pest report completion. Some remodeling, including lovely laminate flooring, and both bathrooms have some upgrading, BUT seller is willing to contribute substantial $ for buyer's preferred remodel. Open concept plan for living room, kitchen (w/island), & dining area. Oh-so-convenient PRIVATE garage w/storage + parking pass for 2nd outside spot. Functional roomy elevator means no need to use the stairs & makes moving in easy. The pet-friendly HOA also offers a gorgeous swimming pool plus manicured lawn. Los Prados Park is a short EZ walk and offers dog park, tennis courts, playground, soccer fields, etc. This home is ideally located just minutes from Hillsdale Shopping Center, Mariners Island Shopping Center, and Downtown San Mateo, plus it offers easy access for the 101 and 92 commuters. As for schools, all grades are no more than 2 miles away. Daycare & preschool are available too.

2 Beds ⋅ 2 Baths ⋅ CC41132412 MLS ⋅ Not Listed BLDG.

Open Sun 9-20 1-4***Hot new price! Approx 75K price reduction & recently staged! Now only 550K plus SUBSTANTIAL seller $ credit to buyer = GREAT BUY!***Have lenders ready to lend on this unit & complex for as little as 10% down! Top floor 2 bdrm, 2 full bath quiet condo with a penthouse view! Recent pest report completion. Some remodeling, including lovely laminate flooring, and both bathrooms have some upgrading, BUT seller is willing to contribute substantial $ for buyer's preferred remodel. Open concept plan for living room, kitchen (w/island), & dining area. Oh-so-convenient PRIVATE garage w/storage + parking pass for 2nd outside spot. Functional roomy elevator means no need to use the stairs & makes moving in easy. The pet-friendly HOA also offers a gorgeous swimming pool plus manicured lawn. Los Prados Park is a short EZ walk and offers dog park, tennis courts, playground, soccer fields, etc. This home is ideally located just minutes from Hillsdale Shopping Center, Mariners Island Shopping Center, and Downtown San Mateo, plus it offers easy access for the 101 and 92 commuters. As for schools, all grades are no more than 2 miles away. Daycare & preschool are available too.

3090 Los Prados 24, San Mateo

Listed by Steve Hill, (925) 202-6597 from Balboa Real Estate
(If provided) CoList: Courtney Ayers from RE/MAX Accord

$2,750,000

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

2 Beds ⋅ 3 Baths ⋅ ML82043883 MLS

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

20 W 3rd AVE 601, San Mateo

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

$5,695,000

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

5 Beds ⋅ 6 Baths ⋅ ML82015578 MLS ⋅ Bel Aire Heights BLDG.

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

118 Rosewood Lane, San Mateo

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