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2265 Ralston AVE, Hillsborough

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

An elegant study in Refined Modern Country architecture, this newly completed Hillsborough estate is defined by proportion, craftsmanship, & connection to the landscape. Set on a level 0.51-acre lot in Country Club Manor, top-tier schools & Downtown Burlingame are within easy reach. Classic covered porches, architectural details, & bespoke millwork establish a graceful rhythm. Inside, approximately 4,933 sq. ft. unfolds, balancing comfort & understated sophistication, encompassing 4 spacious bedrooms, 5 full baths, 2 powder rooms, 2 laundry rooms, & a beautifully appointed mudroom. Expansive glass doors draw the outdoors inward, opening the living spaces to grounds as an extension of the home. Al fresco living spaces invite long lunches & evening gatherings, while an outdoor kitchen, lush landscaping, & sparkling pool create an atmosphere that feels cultivated & relaxed. Set apart for privacy, the approximately 774 sq. ft. guest house offers 1 bedroom, 1 bath, & a private sauna retreat for guests, extended family, or work. Entirely custom-built & meticulously crafted, this exceptional estate embodies a rare level of California luxury: sophisticated yet welcoming, grand yet intimate, & designed to become the backdrop for a lifetime of unforgettable moments.

5 Beds ⋅ 8 Baths ⋅ ML82061925 MLS

An elegant study in Refined Modern Country architecture, this newly completed Hillsborough estate is defined by proportion, craftsmanship, & connection to the landscape. Set on a level 0.51-acre lot in Country Club Manor, top-tier schools & Downtown Burlingame are within easy reach. Classic covered porches, architectural details, & bespoke millwork establish a graceful rhythm. Inside, approximately 4,933 sq. ft. unfolds, balancing comfort & understated sophistication, encompassing 4 spacious bedrooms, 5 full baths, 2 powder rooms, 2 laundry rooms, & a beautifully appointed mudroom. Expansive glass doors draw the outdoors inward, opening the living spaces to grounds as an extension of the home. Al fresco living spaces invite long lunches & evening gatherings, while an outdoor kitchen, lush landscaping, & sparkling pool create an atmosphere that feels cultivated & relaxed. Set apart for privacy, the approximately 774 sq. ft. guest house offers 1 bedroom, 1 bath, & a private sauna retreat for guests, extended family, or work. Entirely custom-built & meticulously crafted, this exceptional estate embodies a rare level of California luxury: sophisticated yet welcoming, grand yet intimate, & designed to become the backdrop for a lifetime of unforgettable moments.

1950 Ralston AVE, Hillsborough

Listed by Gina Haggarty, 650-207-5192 from Compass
(If provided) CoList: Jenny MacLeod from Compass

$14,980,000

*MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 additional ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette.

7 Beds ⋅ 8 Baths ⋅ ML82012140 MLS

*MILLION DOLLAR REDUCTION!!!* HILLSBOROUGH'S BEST IN CLASS, THIS IS LUXURY! MUST SEE!!! A BREATHTAKING TROPHY ESTATE BLENDING TIMELESS ELEGANCE WITH RESORT-STYLE LIVING. This architectural masterpiece offers an extraordinary layout designed for both grand entertaining & intimate daily life. Sweeping driveway & motor court lead to 2 garages with car lifts ideal for collectors. The outdoor retreat features an infinity-edge pool, spa, expansive pool deck w/ designer pergola, full outdoor kitchen & BBQ, tennis court, guest house, bocce court, rose garden & a dedicated childrens play area. Inside, a dramatic foyer opens to soaring ceilings, a formal living room bathed in natural light, a grand dining room, chefs kitchen w/ breakfast nook & spacious family room. A luxe billiard room w/ wine bar, elegant sitting room, private office & guest suite complete the main level. Upstairs, the primary suite stuns w/ romantic fireplace, spa-inspired bath & oversized walk-in closet. 3 additional ensuite bedrooms & attic storage offer comfort & flexibility. The lower level is a true entertainers dream featuring a cinema-quality home theater, game room & kitchenette.

1600 Marlborough RD, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$12,000,000

Offered as a rare presale opportunity with the ability to personalize select finishes, this modern architectural masterpiece is estimated for completion in Q3 2027. Privately situated on a level half-acre cul-de-sac lot, the residence offers approximately 5,722 square feet of refined living space, including an attached ADU & pool. A dramatic double-height foyer with a full-height porcelain slab feature wall and statement chandelier creates a striking first impression. Soaring ceilings, premium engineered oak flooring, a dramatic floating staircase, and walls of glass create a striking sense of scale and effortless indoor-outdoor living. The showpiece kitchen features custom European-inspired cabinetry with warm natural wood finishes, natural quartzite surfaces, a waterfall island, and premium Miele appliances. A private balcony, spa-inspired primary bath, custom wine display, Control4 automation, and beautifully landscaped grounds complete the residence. Buy early for preferred pricing and design personalization.

7 Beds ⋅ 7 Baths ⋅ ML82059857 MLS

Offered as a rare presale opportunity with the ability to personalize select finishes, this modern architectural masterpiece is estimated for completion in Q3 2027. Privately situated on a level half-acre cul-de-sac lot, the residence offers approximately 5,722 square feet of refined living space, including an attached ADU & pool. A dramatic double-height foyer with a full-height porcelain slab feature wall and statement chandelier creates a striking first impression. Soaring ceilings, premium engineered oak flooring, a dramatic floating staircase, and walls of glass create a striking sense of scale and effortless indoor-outdoor living. The showpiece kitchen features custom European-inspired cabinetry with warm natural wood finishes, natural quartzite surfaces, a waterfall island, and premium Miele appliances. A private balcony, spa-inspired primary bath, custom wine display, Control4 automation, and beautifully landscaped grounds complete the residence. Buy early for preferred pricing and design personalization.

20 Castle CT, Hillsborough

Listed by Phil Chen, 415-271-1920 from Christie's International Real Estate Sereno
(If provided) CoList: Axis Elite Team from Aspire Homes

$7,750,000

Set behind private gates in coveted Lower Hillsborough, this French-inspired estate blends timeless architecture with gracious spaces for everyday living and entertaining. A slate roof and architectural details introduce the home, while a grand entry with a sweeping curved staircase creates a memorable arrival. Elegant formal living and dining rooms are complemented by four fireplaces and an inviting library with custom built-in shelving. The kitchen features a Wolf range and opens to the spacious family room, creating a comfortable gathering place at the heart of the home. Soaring ceilings, Caribbean pine flooring, and travertine finishes add warmth and character throughout. The expansive primary suite offers a peaceful retreat with a soaking tub and appointed bath. Outside, landscaped grounds provide inviting spaces for relaxation and entertaining, with the gentle sounds of nearby San Mateo Creek creating a tranquil natural backdrop. Ideally located just minutes from the downtowns of Burlingame and San Mateo, with their dining, boutique shopping, and entertainment, the property offers easy access to excellent schools, major commute routes, San Francisco, and Silicon Valley. A rare opportunity to experience refined living in one of the Peninsula's most desirable neighborhoods.

5 Beds ⋅ 5 Baths ⋅ ML82064709 MLS

Set behind private gates in coveted Lower Hillsborough, this French-inspired estate blends timeless architecture with gracious spaces for everyday living and entertaining. A slate roof and architectural details introduce the home, while a grand entry with a sweeping curved staircase creates a memorable arrival. Elegant formal living and dining rooms are complemented by four fireplaces and an inviting library with custom built-in shelving. The kitchen features a Wolf range and opens to the spacious family room, creating a comfortable gathering place at the heart of the home. Soaring ceilings, Caribbean pine flooring, and travertine finishes add warmth and character throughout. The expansive primary suite offers a peaceful retreat with a soaking tub and appointed bath. Outside, landscaped grounds provide inviting spaces for relaxation and entertaining, with the gentle sounds of nearby San Mateo Creek creating a tranquil natural backdrop. Ideally located just minutes from the downtowns of Burlingame and San Mateo, with their dining, boutique shopping, and entertainment, the property offers easy access to excellent schools, major commute routes, San Francisco, and Silicon Valley. A rare opportunity to experience refined living in one of the Peninsula's most desirable neighborhoods.

501 El Cerrito AVE, Hillsborough

Listed by Ranya Kaileh Francis, 415-722-5115 from Sotheby's Intl Rlty
(If provided) CoList: Haifa Khoury from Sotheby's Intl Rlty

$7,280,000

$715,000 Price Reduction! Lowest price home in Lower North Hillsborough! Welcome to this exceptional lower North Hillsborough estate that blends timeless architectural charm with sophisticated modern living. Spanning over 5180sf, this 5 bedroom 6 bath home has it all! A welcoming front porch with dormer windows enhance the homes inviting exterior. The chef's kitchen is thoughtfully appointed for both everyday living and entertaining, with two sets of French doors opening to an expansive patio complete with a built-in grill and full-length pergola. The grand room is truly designed to impress, featuring dual fireplaces and multiple French doors. . The abundant natural light throughout the home creates a rich environment for family living and guest entertainment. The primary suite, along with two additional bedrooms on the main level, features vaulted ceilings and custom-designed closets. The lower level provides an exceptional extension of the living space, offering a spacious media room, two additional bedrooms, a butler's pantry, and a dedicated artist studio or gym. Additional luxuries include central air conditioning, backup generator, and a whole-home audio system. Just minutes to downtown Burlingame, North Elementary and Crocker Middle School, this wonderful home has it all!

5 Beds ⋅ 6 Baths ⋅ ML82057580 MLS

$715,000 Price Reduction! Lowest price home in Lower North Hillsborough! Welcome to this exceptional lower North Hillsborough estate that blends timeless architectural charm with sophisticated modern living. Spanning over 5180sf, this 5 bedroom 6 bath home has it all! A welcoming front porch with dormer windows enhance the homes inviting exterior. The chef's kitchen is thoughtfully appointed for both everyday living and entertaining, with two sets of French doors opening to an expansive patio complete with a built-in grill and full-length pergola. The grand room is truly designed to impress, featuring dual fireplaces and multiple French doors. . The abundant natural light throughout the home creates a rich environment for family living and guest entertainment. The primary suite, along with two additional bedrooms on the main level, features vaulted ceilings and custom-designed closets. The lower level provides an exceptional extension of the living space, offering a spacious media room, two additional bedrooms, a butler's pantry, and a dedicated artist studio or gym. Additional luxuries include central air conditioning, backup generator, and a whole-home audio system. Just minutes to downtown Burlingame, North Elementary and Crocker Middle School, this wonderful home has it all!

901 Hillsborough BLVD, Hillsborough

Listed by Nick Corcoleotes, 650-207-2758 from Coldwell Banker Realty
(If provided) CoList: from

$4,099,000

HILLSBOROUGH'S BEST JUST GOT BETTER WITH A NEW PRICE!!! A MUST SEE! Located in the sought-after Lakeview neighborhood, this private and inviting home is surrounded by mature trees and offers an abundance of indoor and outdoor spaces for comfortable living and entertaining. The main level features a spacious living room and family room combination connected to the dining area, with large windows and glass doors filling the home with natural light and creating a seamless connection to the outdoors. The kitchen offers all the essentials for everyday living, while three bedrooms on the main level include a generously sized primary suite. The lower level adds versatility with a recreation room and an additional guest en-suite bedroom. Behind the garage, a separate finished space provides even more flexibility and can serve as a media room, home office, gym, or whatever suits your needs. Outdoors, enjoy multiple patio areas, expansive open spaces, several decks, mature landscaping, and an ice-cold swimming pool / hot tub combo; creating a private setting for relaxing or entertaining. There is so much to offer and only so much space to say it all. Best of all, this exceptional location provides access to some of Californias finest schools & is just a short drive to downtown Burlingame.

4 Beds ⋅ 3 Baths ⋅ ML82059435 MLS

HILLSBOROUGH'S BEST JUST GOT BETTER WITH A NEW PRICE!!! A MUST SEE! Located in the sought-after Lakeview neighborhood, this private and inviting home is surrounded by mature trees and offers an abundance of indoor and outdoor spaces for comfortable living and entertaining. The main level features a spacious living room and family room combination connected to the dining area, with large windows and glass doors filling the home with natural light and creating a seamless connection to the outdoors. The kitchen offers all the essentials for everyday living, while three bedrooms on the main level include a generously sized primary suite. The lower level adds versatility with a recreation room and an additional guest en-suite bedroom. Behind the garage, a separate finished space provides even more flexibility and can serve as a media room, home office, gym, or whatever suits your needs. Outdoors, enjoy multiple patio areas, expansive open spaces, several decks, mature landscaping, and an ice-cold swimming pool / hot tub combo; creating a private setting for relaxing or entertaining. There is so much to offer and only so much space to say it all. Best of all, this exceptional location provides access to some of Californias finest schools & is just a short drive to downtown Burlingame.

1548 Kingswood DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$3,999,000

Updated 4-bedroom, 3.5-bath home in Hillsborough's Lakeview neighborhood, near Crystal Springs Reservoir with convenient I-280 access to San Francisco and Silicon Valley. Double entry doors open to a foyer and bright living room with a fireplace, built-ins, and picture windows flanking a sliding door. Recessed lighting throughout and modern fixtures enhance the interiors. The dining room features a chandelier and display cabinet. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and an island with a prep sink and breakfast bar. It opens to the family room with deck access. Off the kitchen, the laundry room has cabinetry, a utility sink, and access to the powder room. The kitchen area also connects to a two-car garage with ample storage and a room arranged as a wine cellar. A separate wing houses four bedrooms and three full baths. The primary suite includes a walk-in closet, dual-sink vanity, glass-enclosed shower, and sliding doors to the rear deck. Enjoy a covered area beside the family room, built-in spa, swing, and direct deck access to lawns on both sides and a motor court. For inviting interiors, expansive outdoor space, and a convenient location, look no further than 1365 Lakeview Dr in Hillsborough.

4 Beds ⋅ 4 Baths ⋅ ML82064158 MLS

Updated 4-bedroom, 3.5-bath home in Hillsborough's Lakeview neighborhood, near Crystal Springs Reservoir with convenient I-280 access to San Francisco and Silicon Valley. Double entry doors open to a foyer and bright living room with a fireplace, built-ins, and picture windows flanking a sliding door. Recessed lighting throughout and modern fixtures enhance the interiors. The dining room features a chandelier and display cabinet. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, and an island with a prep sink and breakfast bar. It opens to the family room with deck access. Off the kitchen, the laundry room has cabinetry, a utility sink, and access to the powder room. The kitchen area also connects to a two-car garage with ample storage and a room arranged as a wine cellar. A separate wing houses four bedrooms and three full baths. The primary suite includes a walk-in closet, dual-sink vanity, glass-enclosed shower, and sliding doors to the rear deck. Enjoy a covered area beside the family room, built-in spa, swing, and direct deck access to lawns on both sides and a motor court. For inviting interiors, expansive outdoor space, and a convenient location, look no further than 1365 Lakeview Dr in Hillsborough.

1365 Lakeview DR, Hillsborough

Listed by Stanley Lo, 650-373-0007 from Green Banker Realty
(If provided) CoList: from

$3,998,000

Set on approximately 0.62 acres in desirable Lower South Hillsborough, this inviting ranch-style residence offers an exceptional combination of privacy, space, convenience, and tremendous potential. The home features three bedrooms and two-and-a-half bathrooms, with beautiful hardwood floors, freshly painted interiors, and newly refinished flooring creating a bright and welcoming backdrop. A generously sized family room and separate dining room both open directly to the expansive backyard, providing wonderful indoor-outdoor flow and effortless access to the patio and lawn. The private grounds are a standout feature, offering a large outdoor patio, expansive grassy areas, and ample room to reimagine the property over time. The generous lot also provides potential for an ADU or additional improvements, subject to applicable approvals. A two-car garage plus additional carport provides excellent parking and storage. Ideally situated in Lower South Hillsborough, the property enjoys convenient access to South School, Crystal Springs Uplands School, downtown San Mateo, shopping, dining, and major commute routes.

3 Beds ⋅ 3 Baths ⋅ ML82063576 MLS

Set on approximately 0.62 acres in desirable Lower South Hillsborough, this inviting ranch-style residence offers an exceptional combination of privacy, space, convenience, and tremendous potential. The home features three bedrooms and two-and-a-half bathrooms, with beautiful hardwood floors, freshly painted interiors, and newly refinished flooring creating a bright and welcoming backdrop. A generously sized family room and separate dining room both open directly to the expansive backyard, providing wonderful indoor-outdoor flow and effortless access to the patio and lawn. The private grounds are a standout feature, offering a large outdoor patio, expansive grassy areas, and ample room to reimagine the property over time. The generous lot also provides potential for an ADU or additional improvements, subject to applicable approvals. A two-car garage plus additional carport provides excellent parking and storage. Ideally situated in Lower South Hillsborough, the property enjoys convenient access to South School, Crystal Springs Uplands School, downtown San Mateo, shopping, dining, and major commute routes.

140 Rockridge RD, Hillsborough

Listed by Emma Elfving, 650-773-5115 from Compass
(If provided) CoList: from

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