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$19,800,000

At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices, & a detached guesthouse provide outstanding flexibility for family, guests & extended stays. Grand public rooms are designed for formal entertaining supported by a chefs kitchen equipped to accommodate large-scale gatherings. The lower level is dedicated entirely to recreation & entertaining, offering multiple lounges, a commercial-quality cinema, an extensive wine cellar designed for a significant collection, a full bar, second kitchen, and a well-appointed gym w/steam shower & sauna. Outdoor amenities rival those found at private resorts. The grounds feature an oversized pool and spa with rock waterfall, expansive terraces, a covered loggia with full outdoor kitchen, and regulation-size tennis court currently surfaced for basketball. This is a property where scale, amenities, & location come together for an exceptional lifestyle.

6 Beds ⋅ 11 Baths ⋅ ML82037186 MLS

At a premier lower Hillsborough setting, this extraordinary estate stands as one of the finest in all of Hillsborough. This property delivers a lifestyle of luxury & scale across 1.3 level acres with exceptional privacy. The main residence unfolds over 3 expansive levels, each with generously proportioned rooms, elaborate architectural detailing & substantial volume. 6 bedroom suites, 2 offices, & a detached guesthouse provide outstanding flexibility for family, guests & extended stays. Grand public rooms are designed for formal entertaining supported by a chefs kitchen equipped to accommodate large-scale gatherings. The lower level is dedicated entirely to recreation & entertaining, offering multiple lounges, a commercial-quality cinema, an extensive wine cellar designed for a significant collection, a full bar, second kitchen, and a well-appointed gym w/steam shower & sauna. Outdoor amenities rival those found at private resorts. The grounds feature an oversized pool and spa with rock waterfall, expansive terraces, a covered loggia with full outdoor kitchen, and regulation-size tennis court currently surfaced for basketball. This is a property where scale, amenities, & location come together for an exceptional lifestyle.

925 Seabury RD, Hillsborough

Listed by Zach Trailer, 650-906-8008 from Compass
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$10,300,000

Located in one of Hillsborough's most coveted neighborhoods, 19 Farm Lane is an exceptional residence set along tree-lined streets amid extraordinary privacy & beautifully manicured grounds. Flowering plants, mature landscaping, & a massive flat lot create an impressive sense of arrival, complemented by an expansive driveway & 3-car garage. Inside, large windows, high ceilings, skylights, & recessed lighting create an airy, light-filled atmosphere. The thoughtfully designed floor plan offers effortless everyday living & entertaining, with a well-equipped kitchen, formal dining room, & generous living spaces. The lower level features a spacious living room & family room, two en-suite bedrooms with walk-in closets, & an additional bedroom ideal for guests or extended living. Upstairs, the luxurious primary suite offers two walk-in closets & a spa-like bathroom. Outside, the expansive backyard is a private sanctuary surrounded by lush landscaping & centered around a sparkling pool. Just minutes by bike from Downtown Burlingame's shops & restaurants, the home also offers access to some of California's finest schools. With its exceptional setting, privacy, flat lot, pool, and versatile floor plan, 19 Farm Lane presents a rare opportunity to experience the best of Hillsborough living.

6 Beds ⋅ 5 Baths ⋅ ML82057038 MLS

Located in one of Hillsborough's most coveted neighborhoods, 19 Farm Lane is an exceptional residence set along tree-lined streets amid extraordinary privacy & beautifully manicured grounds. Flowering plants, mature landscaping, & a massive flat lot create an impressive sense of arrival, complemented by an expansive driveway & 3-car garage. Inside, large windows, high ceilings, skylights, & recessed lighting create an airy, light-filled atmosphere. The thoughtfully designed floor plan offers effortless everyday living & entertaining, with a well-equipped kitchen, formal dining room, & generous living spaces. The lower level features a spacious living room & family room, two en-suite bedrooms with walk-in closets, & an additional bedroom ideal for guests or extended living. Upstairs, the luxurious primary suite offers two walk-in closets & a spa-like bathroom. Outside, the expansive backyard is a private sanctuary surrounded by lush landscaping & centered around a sparkling pool. Just minutes by bike from Downtown Burlingame's shops & restaurants, the home also offers access to some of California's finest schools. With its exceptional setting, privacy, flat lot, pool, and versatile floor plan, 19 Farm Lane presents a rare opportunity to experience the best of Hillsborough living.

19 Farm LN, Hillsborough

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

Sold listing courtesy of Michele Oravec from APR

$8,800,000

FOR COMP PURPOSES ONLY

6 Beds ⋅ 6 Baths ⋅ ML82053405 MLS

FOR COMP PURPOSES ONLY

30 Bayberry PL, Hillsborough

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

Sold listing courtesy of Jenn Gilson from MCGR

$8,000,000

Situated in Lower North Hillsborough, this gated property encompasses approximately 30,348 square feet flat lot and represents a rare estate-caliber parcel for the discerning buyer. Mature landscaping, privacy, and abundant sun exposure define the setting, just moments from downtown San Mateo, Burlingame Avenues shopping and dining, and top-rated Hillsborough schools. The expansive grounds feature broad lawn areas, a sparkling pool and cabana, detached guest house, greenhouse, two-car garage, enclosed carport, and circular drive, creating a substantial footprint across the site. The existing residence, including a 1997 addition, is approximately 5,533 square feet, offers generous scale and presents an opportunity for significant renovation, reconfiguration, or potential redevelopment. See floor plans for details. Large, flat lot of this size are increasingly scarce in Lower North Hillsborough, providing the opportunity to create a customized estate in one of the Peninsulas most desirable neighborhoods with enduring long-term value.

5 Beds ⋅ 5 Baths ⋅ ML82036808 MLS

Situated in Lower North Hillsborough, this gated property encompasses approximately 30,348 square feet flat lot and represents a rare estate-caliber parcel for the discerning buyer. Mature landscaping, privacy, and abundant sun exposure define the setting, just moments from downtown San Mateo, Burlingame Avenues shopping and dining, and top-rated Hillsborough schools. The expansive grounds feature broad lawn areas, a sparkling pool and cabana, detached guest house, greenhouse, two-car garage, enclosed carport, and circular drive, creating a substantial footprint across the site. The existing residence, including a 1997 addition, is approximately 5,533 square feet, offers generous scale and presents an opportunity for significant renovation, reconfiguration, or potential redevelopment. See floor plans for details. Large, flat lot of this size are increasingly scarce in Lower North Hillsborough, providing the opportunity to create a customized estate in one of the Peninsulas most desirable neighborhoods with enduring long-term value.

730 Hillsborough BLVD, Hillsborough

Listed by Alex Hawkins, 408-348-5013 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

Sold listing courtesy of Alex Hawkins from CRNAN

$7,825,000

For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life, featuring four generous bedrooms along with three full and two half baths. Among its many refined living spaces is a sophisticated library, offering the perfect sanctuary for a home office or quiet reflection. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking grounds outside. Set within a lush, private envelope, the property is defined by stunning curated gardens that create a verdant oasis. These meticulously maintained outdoor spaces provide a level of privacy that is increasingly rare, ensuring a serene retreat. Meticulously cared for and brimming with potential, this is a once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era.

4 Beds ⋅ 5 Baths ⋅ ML82046534 MLS

For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life, featuring four generous bedrooms along with three full and two half baths. Among its many refined living spaces is a sophisticated library, offering the perfect sanctuary for a home office or quiet reflection. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking grounds outside. Set within a lush, private envelope, the property is defined by stunning curated gardens that create a verdant oasis. These meticulously maintained outdoor spaces provide a level of privacy that is increasingly rare, ensuring a serene retreat. Meticulously cared for and brimming with potential, this is a once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era.

1955 Parkside AVE, Hillsborough

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

Sold listing courtesy of Jenny MacLeod from APR

$6,700,000

Elegant transitional Colonial in sought-after lower Hillsborough, set on a private, tree-lined lot. Light-filled interiors with garden views throughout. Kitchen with Carrera marble and Thermador appliances flows into gracious, defined living and dining spaces. La Cantina folding doors open to a resort-style backyard with built-in BBQ, firepit, and multiple entertaining areas. Renovated in 2020 with French oak floors, all new Marvin windows, and updated finishes throughout. Four bedrooms upstairs, including two spacious primary suites. Private, serene setting just moments from North School, Crocker Middle School, and Burlingame Avenues shops and dining

4 Beds ⋅ 5 Baths ⋅ ML82043371 MLS

Elegant transitional Colonial in sought-after lower Hillsborough, set on a private, tree-lined lot. Light-filled interiors with garden views throughout. Kitchen with Carrera marble and Thermador appliances flows into gracious, defined living and dining spaces. La Cantina folding doors open to a resort-style backyard with built-in BBQ, firepit, and multiple entertaining areas. Renovated in 2020 with French oak floors, all new Marvin windows, and updated finishes throughout. Four bedrooms upstairs, including two spacious primary suites. Private, serene setting just moments from North School, Crocker Middle School, and Burlingame Avenues shops and dining

755 Bromfield RD, Hillsborough

Listed by Max Lo, 650-307-8816 from Green Banker Realty
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$6,500,000

Evoking the romance and timeless elegance of classic Spanish Colonial Revival architecture, this enchanting residence welcomes with a sun-drenched brick courtyard framed by lush gardens and climbing bougainvillea. Rich in character, the home showcases exposed wood beams, hand-laid terracotta tile, and artisan-inspired finishes that create a warm yet sophisticated ambiance throughout. Designed for effortless indoor-outdoor living, the expansive courtyard terrace offers multiple gathering spaces ideal for entertaining, quiet mornings, or alfresco dining beneath the canopy of mature landscaping. A sprawling lawn with a grand fountain frame the rear of the property. Charming balconies, arched passageways, and architectural detailing lend an old-world European feel while abundant natural light enhances the homes inviting atmosphere. Inside, the home boasts nearly 6,000 square feet of living space, including multiple separate living quarters perfect for large families, live-in help or guests. Exquisite woodwork and details are abundant throughout the household, with hand-carved fireplaces, curved leaded glass windows, and hand-painted murals. Private, serene, and full of architectural distinction, this is a rare offering that captures the beauty and craftsmanship of a bygone era.

6 Beds ⋅ 6 Baths ⋅ ML82046653 MLS

Evoking the romance and timeless elegance of classic Spanish Colonial Revival architecture, this enchanting residence welcomes with a sun-drenched brick courtyard framed by lush gardens and climbing bougainvillea. Rich in character, the home showcases exposed wood beams, hand-laid terracotta tile, and artisan-inspired finishes that create a warm yet sophisticated ambiance throughout. Designed for effortless indoor-outdoor living, the expansive courtyard terrace offers multiple gathering spaces ideal for entertaining, quiet mornings, or alfresco dining beneath the canopy of mature landscaping. A sprawling lawn with a grand fountain frame the rear of the property. Charming balconies, arched passageways, and architectural detailing lend an old-world European feel while abundant natural light enhances the homes inviting atmosphere. Inside, the home boasts nearly 6,000 square feet of living space, including multiple separate living quarters perfect for large families, live-in help or guests. Exquisite woodwork and details are abundant throughout the household, with hand-carved fireplaces, curved leaded glass windows, and hand-painted murals. Private, serene, and full of architectural distinction, this is a rare offering that captures the beauty and craftsmanship of a bygone era.

420 El Arroyo RD, Hillsborough

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of Charles Griffith from MCGR

$6,000,000

4 Beds ⋅ 5 Baths ⋅ ML82042279 MLS

1162 Barroilhet DR, Hillsborough

Listed by The Dwyer Group, 650-703-1183 from Compass
(If provided) CoList: George Langford from Compass

Sold listing courtesy of The Laugesen Team from KWPEN