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Experience the ultimate in California living with this spectacular one-level gated estate, offering breathtaking panoramic bay views and luxurious indoor-outdoor living. Thoughtfully designed by architect Ron Shimamoto for comfort, style, and privacy, this bright and spacious 4 Bedroom, 3 ½ Bath home features both formal and casual living spaces, including a detached home office. Soaring ceilings, gleaming hardwoods and a wraparound entertainment deck complete with a hot tub. Formal living & dining rooms and kitchen/family-room all with bay views flowing to the outdoor deck. The primary suite is a true sanctuary with serene garden views, a cedar-lined walk-in closet and a spa-inspired bath with dual vanities and soaking tub. The homes tranquil ambiance continues in the beautifully landscaped Zen garden, where pathways meander beneath a canopy of mature trees. Immaculate 3-car garage with storage and minutes away from Hillsborough's award-winning Crocker Middle School and West Elementary, with convenient access to I-280 for an easy commute. Welcome Home!

4 Beds ⋅ 4 Baths ⋅ ML82013408 MLS

Experience the ultimate in California living with this spectacular one-level gated estate, offering breathtaking panoramic bay views and luxurious indoor-outdoor living. Thoughtfully designed by architect Ron Shimamoto for comfort, style, and privacy, this bright and spacious 4 Bedroom, 3 ½ Bath home features both formal and casual living spaces, including a detached home office. Soaring ceilings, gleaming hardwoods and a wraparound entertainment deck complete with a hot tub. Formal living & dining rooms and kitchen/family-room all with bay views flowing to the outdoor deck. The primary suite is a true sanctuary with serene garden views, a cedar-lined walk-in closet and a spa-inspired bath with dual vanities and soaking tub. The homes tranquil ambiance continues in the beautifully landscaped Zen garden, where pathways meander beneath a canopy of mature trees. Immaculate 3-car garage with storage and minutes away from Hillsborough's award-winning Crocker Middle School and West Elementary, with convenient access to I-280 for an easy commute. Welcome Home!

581 Laurent RD, Hillsborough

Listed by Hope Pilch, 650-619-4732 from HP Properties
(If provided) CoList: from

Sold listing courtesy of Raziel A. Ungar from APR

$4,820,000

COMP PURPOSES ONLY

6 Beds ⋅ 6 Baths ⋅ ML82012939 MLS

COMP PURPOSES ONLY

2905 Privet DR, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$6,710,000

Contemporary Wow Factor, hidden Bay-view retreat. Barely visible from the road, this sophisticated haven in the hills commands utmost privacy, vistas, and epic volume.

5 Beds ⋅ 7 Baths ⋅ ML82012120 MLS

Contemporary Wow Factor, hidden Bay-view retreat. Barely visible from the road, this sophisticated haven in the hills commands utmost privacy, vistas, and epic volume.

10 Fawn CT, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Geoffrey Nelson from CBR

$4,180,000

ONE OF HILLSBOROUGH'S BEST DEALS!!! Nestled in the prestigious Tobin Clark Estates, this home blends privacy, timeless architecture, and classic elegance. Surrounded by pristine landscaping and gently rolling hills, it's located in one of the Peninsulas most desirable neighborhoods. The home itself is seated on almost 1/2 acre of flat land. A long motor court driveway with elegant concrete pavers leads to the entrance, framed by mature trees and clean white trim. Inside, expansive living spaces are filled with natural light thanks to tall windows and glass doors. Here you'll also find high vaulted ceilings and recessed lighting. The living and family rooms each open to the backyard, and the floor plan of the family room flows seamlessly into a bright breakfast nook and a well-equipped kitchen. A formal dining room offers space for hosting. Bedrooms are comfortable, with a spacious primary suite featuring a spa-like bath and large closet. Outside, enjoy a sparkling pool and spa, patio, lawn, and a charming guest/pool house with a full bedroom & bathroom (not include in total bed/bath count). Additional highlights include a 3-car garage and indoor laundry/mudroom. Conveniently close to top-rated schools, and just minutes from downtown San Mateo and Burlingame. THIS HOME HAS IT ALL!

4 Beds ⋅ 3 Baths ⋅ ML82011873 MLS

ONE OF HILLSBOROUGH'S BEST DEALS!!! Nestled in the prestigious Tobin Clark Estates, this home blends privacy, timeless architecture, and classic elegance. Surrounded by pristine landscaping and gently rolling hills, it's located in one of the Peninsulas most desirable neighborhoods. The home itself is seated on almost 1/2 acre of flat land. A long motor court driveway with elegant concrete pavers leads to the entrance, framed by mature trees and clean white trim. Inside, expansive living spaces are filled with natural light thanks to tall windows and glass doors. Here you'll also find high vaulted ceilings and recessed lighting. The living and family rooms each open to the backyard, and the floor plan of the family room flows seamlessly into a bright breakfast nook and a well-equipped kitchen. A formal dining room offers space for hosting. Bedrooms are comfortable, with a spacious primary suite featuring a spa-like bath and large closet. Outside, enjoy a sparkling pool and spa, patio, lawn, and a charming guest/pool house with a full bedroom & bathroom (not include in total bed/bath count). Additional highlights include a 3-car garage and indoor laundry/mudroom. Conveniently close to top-rated schools, and just minutes from downtown San Mateo and Burlingame. THIS HOME HAS IT ALL!

937 Parrott DR, Hillsborough

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

Sold listing courtesy of The Patty Dwyer Group from APR

$5,050,000

Perched on almost an acre in Hillsborough, this expansive property offers the perfect balance of luxury, privacy, and breathtaking surroundings. Tastefully updated in 2003, the 4 bedroom, 2.5-bathroom residence plus a separate 1BR & 1BA ADU with its own attached two-car garage, providing an excellent space for extended family, guests, or private accommodations. The main house also features an additional two-car garage, bringing the total to four. Designed for both comfort and sophistication, the home features a spacious primary suite with a Jacuzzi tub. Distinct formal dining, family, and living areas create an inviting yet functional layout. The gourmet kitchen is equipped with a central island, perfect for both everyday cooking and entertaining. Hardwood flooring extends throughout, enhancing the homes warmth and refinement. The beautifully landscaped grounds, boasts partial views and a secure gated entry. This exceptional home presents a rare opportunity to experience premier Hillsborough living, where space, style, and serenity come together effortlessly.

5 Beds ⋅ 4 Baths ⋅ ML82011157 MLS

Perched on almost an acre in Hillsborough, this expansive property offers the perfect balance of luxury, privacy, and breathtaking surroundings. Tastefully updated in 2003, the 4 bedroom, 2.5-bathroom residence plus a separate 1BR & 1BA ADU with its own attached two-car garage, providing an excellent space for extended family, guests, or private accommodations. The main house also features an additional two-car garage, bringing the total to four. Designed for both comfort and sophistication, the home features a spacious primary suite with a Jacuzzi tub. Distinct formal dining, family, and living areas create an inviting yet functional layout. The gourmet kitchen is equipped with a central island, perfect for both everyday cooking and entertaining. Hardwood flooring extends throughout, enhancing the homes warmth and refinement. The beautifully landscaped grounds, boasts partial views and a secure gated entry. This exceptional home presents a rare opportunity to experience premier Hillsborough living, where space, style, and serenity come together effortlessly.

2260 Summit DR, Hillsborough

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

Sold listing courtesy of Leon Hu from SEHU01

$3,710,000

Newly remodeled 4 bedroom, 3 bathroom home located in the prestigious city of Hillsborough. Situated on a generous 31,799 sq ft (0.73 Acres) lot, this expansive home offers 3,172 sq ft of refined living space , natural light with newly remodeled kitchen, large breakfast area, and brand new deck. Designed for comfort, luxury, and modern elegance, perfect for both everyday living and entertaining. Potential option to build an ADU with a separate entrance from View Haven Road. Centrally located, in a highly sought-after area known for its distinguished schools. Highly rated West Hillsborough Elementary School K-5 is just 0.6 miles away and Crocker Middle School 6-8 is just 2.7 miles away.A rare gem in Hillsborough.

4 Beds ⋅ 3 Baths ⋅ ML82011006 MLS

Newly remodeled 4 bedroom, 3 bathroom home located in the prestigious city of Hillsborough. Situated on a generous 31,799 sq ft (0.73 Acres) lot, this expansive home offers 3,172 sq ft of refined living space , natural light with newly remodeled kitchen, large breakfast area, and brand new deck. Designed for comfort, luxury, and modern elegance, perfect for both everyday living and entertaining. Potential option to build an ADU with a separate entrance from View Haven Road. Centrally located, in a highly sought-after area known for its distinguished schools. Highly rated West Hillsborough Elementary School K-5 is just 0.6 miles away and Crocker Middle School 6-8 is just 2.7 miles away.A rare gem in Hillsborough.

1315 Black Mountain RD, Hillsborough

Listed by John Pang, 650-699-2838 from Realty One Group Extreme
(If provided) CoList: from

Sold listing courtesy of John Pang from VHVOG

$6,530,000

NEW PRICE!! Nestled on .66 acres in Lower North Hillsborough, this stunning home is located near North Hillsborough School. The 2-story foyer leads to a spacious LR w/ fireplace insert, recessed lighting, built-in speakers, & large windows framing tranquil views of lush greenery. The formal DR offers picturesque views of patio & pool. The oversized eat-in kitchen boasts granite countertops, & custom wooden cabinetry. It comes equipped w/high-end appliances, including 2 dishwashers, Viking refrigerator, 6-burner range, & double ovens. The breakfast area opens rear patio, enhancing the kitchen's flow. The spacious family rm has soaring ceilings, 2 skylights, built-in speakers, fireplace, & bar w/ wine fridge, sink, & an add'l refrigerator. A powder room is situated off the entry. Also on main level is office or 5th BR, w/its own full bath. Upstairs, a generously sized primary BR suite features luxurious walk-in closet, fireplace, & access to private balcony. The attached bathroom has skylight, double-headed shower, & double sinks. 3 add'l BRs, 2 more bathrooms, & a laundry rm complete the 2nd level. Add'l features include a 3-car garage w/built-ins, 2 furnaces, & 2 AC units. The rear patio & yard offer a serene oasis, w/ pool, 2 spas, & outdoor kitchen w/BBQ area.

5 Beds ⋅ 5 Baths ⋅ ML82010779 MLS

NEW PRICE!! Nestled on .66 acres in Lower North Hillsborough, this stunning home is located near North Hillsborough School. The 2-story foyer leads to a spacious LR w/ fireplace insert, recessed lighting, built-in speakers, & large windows framing tranquil views of lush greenery. The formal DR offers picturesque views of patio & pool. The oversized eat-in kitchen boasts granite countertops, & custom wooden cabinetry. It comes equipped w/high-end appliances, including 2 dishwashers, Viking refrigerator, 6-burner range, & double ovens. The breakfast area opens rear patio, enhancing the kitchen's flow. The spacious family rm has soaring ceilings, 2 skylights, built-in speakers, fireplace, & bar w/ wine fridge, sink, & an add'l refrigerator. A powder room is situated off the entry. Also on main level is office or 5th BR, w/its own full bath. Upstairs, a generously sized primary BR suite features luxurious walk-in closet, fireplace, & access to private balcony. The attached bathroom has skylight, double-headed shower, & double sinks. 3 add'l BRs, 2 more bathrooms, & a laundry rm complete the 2nd level. Add'l features include a 3-car garage w/built-ins, 2 furnaces, & 2 AC units. The rear patio & yard offer a serene oasis, w/ pool, 2 spas, & outdoor kitchen w/BBQ area.

801 Eucalyptus AVE, Hillsborough

Listed by Austin Herman, 650-773-8652 from Compass
(If provided) CoList: Susan Herman from Compass

Sold listing courtesy of Vahid Firouzdor from COMPS

$11,000,000

5 Beds ⋅ 5 Baths ⋅ ML82010162 MLS

240 W Santa Inez AVE, Hillsborough

Listed by Daniel Buckley Chavez, 650-576-5708 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Buckley Chavez from CBR

$5,125,000

Located in lower Skyfarm, this beautifully updated classic ranch is introduced by a circular motor court and refreshed landscaping on approx. 0.63 acres. Timeless details include parquet and hardwood floors, crown moldings, and wainscot paneling, with freshly painted interiors and new lighting. The living room impresses with a coffered ceiling, marble fireplace, and French doors to the pool and serene canyon-view grounds. A formal dining room, gourmet kitchen with granite slab countertops and high-end appliances, and adjacent family room provide ideal spaces for everyday living. A dedicated office/library offers dual access to the living room and primary suite. The flexible floor plan includes 4 bedrooms and 3.5 baths, with the primary suite and two bedrooms in one wing and a separate guest/au pair bedroom and bath near the kitchen and garage. Outdoor living is enhanced by large decks, dark-bottom pool, and play areas all with canyon views. Excellent Hillsborough schools, including North Elementary and Crocker Middle School.

4 Beds ⋅ 4 Baths ⋅ ML82010031 MLS

Located in lower Skyfarm, this beautifully updated classic ranch is introduced by a circular motor court and refreshed landscaping on approx. 0.63 acres. Timeless details include parquet and hardwood floors, crown moldings, and wainscot paneling, with freshly painted interiors and new lighting. The living room impresses with a coffered ceiling, marble fireplace, and French doors to the pool and serene canyon-view grounds. A formal dining room, gourmet kitchen with granite slab countertops and high-end appliances, and adjacent family room provide ideal spaces for everyday living. A dedicated office/library offers dual access to the living room and primary suite. The flexible floor plan includes 4 bedrooms and 3.5 baths, with the primary suite and two bedrooms in one wing and a separate guest/au pair bedroom and bath near the kitchen and garage. Outdoor living is enhanced by large decks, dark-bottom pool, and play areas all with canyon views. Excellent Hillsborough schools, including North Elementary and Crocker Middle School.

2295 Skyfarm DR, Hillsborough

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

Sold listing courtesy of Mike Bohnert from CBR

$6,300,000

Elegant home in prime Lower Hillsborough. Built in 2004, featuring high ceilings, formal living, dining rooms, and a spacious master suite overlooking a sun-drenched pool. Highlights include a pool house, BBQ area, solar panels, and a generous lotperfect for indoor-outdoor living.

4 Beds ⋅ 4 Baths ⋅ ML82009472 MLS

Elegant home in prime Lower Hillsborough. Built in 2004, featuring high ceilings, formal living, dining rooms, and a spacious master suite overlooking a sun-drenched pool. Highlights include a pool house, BBQ area, solar panels, and a generous lotperfect for indoor-outdoor living.

380 Arden RD, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$3,500,000

Opportunity awaits at 2845 Churchill Drive in Hillsboroughs prestigious Skyfarm neighborhood. This stately Tudor-style home sits on a large, private lot at the end of a quiet cul-de-sac and offers endless potential to create your dream residence. With 4 bedrooms and 3.5 baths, the home features a generous layout with formal living and dining rooms, a family room, and a spacious kitchen ready for reimagining. The expansive backyard includes a pool, spa, and mature landscaping an ideal canvas for personalized outdoor living. Whether you're looking to restore its original charm or redesign with a modern vision, this is a rare chance to put your personal touch on a timeless Hillsborough property. Prime location near top-rated schools and just minutes to downtown Burlingame.

4 Beds ⋅ 4 Baths ⋅ ML82009068 MLS

Opportunity awaits at 2845 Churchill Drive in Hillsboroughs prestigious Skyfarm neighborhood. This stately Tudor-style home sits on a large, private lot at the end of a quiet cul-de-sac and offers endless potential to create your dream residence. With 4 bedrooms and 3.5 baths, the home features a generous layout with formal living and dining rooms, a family room, and a spacious kitchen ready for reimagining. The expansive backyard includes a pool, spa, and mature landscaping an ideal canvas for personalized outdoor living. Whether you're looking to restore its original charm or redesign with a modern vision, this is a rare chance to put your personal touch on a timeless Hillsborough property. Prime location near top-rated schools and just minutes to downtown Burlingame.

2845 Churchill DR, Hillsborough

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

Sold listing courtesy of Emma Elfving from APR

$4,100,000

This sunlit 4-bedroom plus office, 3.5-bath home offers 3,310 sq. ft of beautifully updated interiors on a usable half-acre lot. Enjoy a seamless layout with hardwood floors, a spacious kitchen-family room combo, formal living and dining rooms, and a flexible 5th bedroom perfect for guests, a home office, or gym. The private backyard is your personal oasis complete with a sparkling pool, area for a sport court, patio, and lawn for year-round entertaining. Located on a quiet street with top-rated Hillsborough schools and just minutes from downtown Burlingame, San Mateo, hiking trails, and major tech hubs this is the home you've been waiting for.

4 Beds ⋅ 4 Baths ⋅ ML82008959 MLS

This sunlit 4-bedroom plus office, 3.5-bath home offers 3,310 sq. ft of beautifully updated interiors on a usable half-acre lot. Enjoy a seamless layout with hardwood floors, a spacious kitchen-family room combo, formal living and dining rooms, and a flexible 5th bedroom perfect for guests, a home office, or gym. The private backyard is your personal oasis complete with a sparkling pool, area for a sport court, patio, and lawn for year-round entertaining. Located on a quiet street with top-rated Hillsborough schools and just minutes from downtown Burlingame, San Mateo, hiking trails, and major tech hubs this is the home you've been waiting for.

1500 Oak Rim DR, Hillsborough

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

Sold listing courtesy of Manjit Hundle from CCBHG

$4,350,000

Welcome to 3780 Ralston Avenue, an exceptional residence nestled in the heart of Hillsborough's prestigious Carolands neighborhood. This beautifully maintained home offers four spacious bedrooms, three full bathrooms, and over 2,700 square feet of refined living space on a generously sized lot, providing privacy, comfort, and timeless California elegance. Step inside to find a flowing floor plan filled with natural light, perfect for both everyday living and entertaining. The expansive living and dining areas feature large windows that frame lush outdoor views, while the well-appointed kitchen offers ample cabinetry and direct access to the backyard oasis. Outside, unwind in your private paradise complete with a sparkling swimming pool, mature landscaping, and plenty of room for outdoor gatherings. Located minutes from top-rated Hillsborough schools, vibrant downtown Burlingame, and major commuter routes, this home blends serene suburban living with modern convenience. Don't miss this opportunity to own a slice of luxury in one of Hillsborough's most desirable locations. Enjoy the Matterport photos to take you through the home. Easy access to 280, 92, and the San Francisco International Airport.

4 Beds ⋅ 3 Baths ⋅ ML82008958 MLS

Welcome to 3780 Ralston Avenue, an exceptional residence nestled in the heart of Hillsborough's prestigious Carolands neighborhood. This beautifully maintained home offers four spacious bedrooms, three full bathrooms, and over 2,700 square feet of refined living space on a generously sized lot, providing privacy, comfort, and timeless California elegance. Step inside to find a flowing floor plan filled with natural light, perfect for both everyday living and entertaining. The expansive living and dining areas feature large windows that frame lush outdoor views, while the well-appointed kitchen offers ample cabinetry and direct access to the backyard oasis. Outside, unwind in your private paradise complete with a sparkling swimming pool, mature landscaping, and plenty of room for outdoor gatherings. Located minutes from top-rated Hillsborough schools, vibrant downtown Burlingame, and major commuter routes, this home blends serene suburban living with modern convenience. Don't miss this opportunity to own a slice of luxury in one of Hillsborough's most desirable locations. Enjoy the Matterport photos to take you through the home. Easy access to 280, 92, and the San Francisco International Airport.

3780 Ralston AVE, Hillsborough

Listed by David Tapper, 415-370-7195 from Coldwell Banker Realty
(If provided) CoList: Scott Storek from Coldwell Banker Realty

Sold listing courtesy of Sternsmith Group from APR

$4,500,000

Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry, flowing seamlessly into the family room with a stunning stone fireplace. French doors lead to an outdoor oasis with a sparkling pool, spa, heated cabana/pool house, and an outdoor kitchen perfect for entertaining. The outdoor pool cabana features a bathroom. The luxurious primary suite offers vaulted ceilings, a custom walk-in closet, and a spa-like bath with dual rain showers. This home also features lots of custom cabinetry throughout, a new drainage system, and beautifully landscaped grounds. Too many details to list here. Located just minutes from bustling Downtown San Mateo and offering easy access to Highway 280, this estate blends Mediterranean charm with modern upgrades, creating a one-of-a-kind retreat.

4 Beds ⋅ 4 Baths ⋅ ML82008449 MLS

Experience the Ultimate in Hillsborough Luxury Living! This Mediterranean-inspired estate in the prestigious Carolands neighborhood offers unparalleled privacy, elegance, and modern amenities. Step inside to discover a grand foyer, vaulted ceilings, and expansive windows that bathe the home in natural light. The gourmet kitchen, featuring a Viking range, a center island, and custom cabinetry, flowing seamlessly into the family room with a stunning stone fireplace. French doors lead to an outdoor oasis with a sparkling pool, spa, heated cabana/pool house, and an outdoor kitchen perfect for entertaining. The outdoor pool cabana features a bathroom. The luxurious primary suite offers vaulted ceilings, a custom walk-in closet, and a spa-like bath with dual rain showers. This home also features lots of custom cabinetry throughout, a new drainage system, and beautifully landscaped grounds. Too many details to list here. Located just minutes from bustling Downtown San Mateo and offering easy access to Highway 280, this estate blends Mediterranean charm with modern upgrades, creating a one-of-a-kind retreat.

1260 Hayne RD, Hillsborough

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

Sold listing courtesy of Nona Ehyaei from COMPS

$4,780,000

GREAT NEW PRICE!! Spectacular single-level home on a flat lot at the end of a cul-de-sac with 5 bedrooms, 3.5 bathrooms, separate office and a bonus media room (not included in square footage). With privacy, views and 2 expansive lawns, this home creates a perfect setting for indoor/outdoor living in Hillsborough. The formal dining room and living room open up onto the back patio and yard, while the chef's kitchen combines a family room and eat-in dining area, With a private patio, the primary bedroom features an ensuite bathroom and walk-in closet. The 5th bedroom is on the far side of the home with separate entrance & bathroom - it could serve as a separate unit or gym. Head outside and there's space for dining, entertaining and playing (don't miss the 2nd large lawn area). .All that and access to a small path to top-rated West Elementary School right across the street! (County records show 3,170 sq ft. Seller converted far left 3rd car garage space into media playroom without permit. Floor Plans As Built, a 3rd party vendor shows square footage as 3439 sq ft which does not include the unpermitted media/playroom), Buyer to satisfy

5 Beds ⋅ 4 Baths ⋅ ML82008142 MLS

GREAT NEW PRICE!! Spectacular single-level home on a flat lot at the end of a cul-de-sac with 5 bedrooms, 3.5 bathrooms, separate office and a bonus media room (not included in square footage). With privacy, views and 2 expansive lawns, this home creates a perfect setting for indoor/outdoor living in Hillsborough. The formal dining room and living room open up onto the back patio and yard, while the chef's kitchen combines a family room and eat-in dining area, With a private patio, the primary bedroom features an ensuite bathroom and walk-in closet. The 5th bedroom is on the far side of the home with separate entrance & bathroom - it could serve as a separate unit or gym. Head outside and there's space for dining, entertaining and playing (don't miss the 2nd large lawn area). .All that and access to a small path to top-rated West Elementary School right across the street! (County records show 3,170 sq ft. Seller converted far left 3rd car garage space into media playroom without permit. Floor Plans As Built, a 3rd party vendor shows square footage as 3439 sq ft which does not include the unpermitted media/playroom), Buyer to satisfy

50 Roberts WAY, Hillsborough

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

Sold listing courtesy of Fan Wang from KWCU

$3,970,000

CONTEMPORARY CLASSIC WITH A SCENIC GARDEN JOURNEY: Tucked away on a prestigious and rarely offered street, 1431 Carlton Road takes you on a trip where each stop reveals the beauty of the entire journey. The story begins at the heart of Hillsborough, the scenic Lower Lakeview area where canyon crests join jetliner Bay views, and the ambiance feels perfectly lost in time. Circa 1948 Hillsborough, when this home was crafted on a vista plateau, was an exciting period where contemporary designs began blending with traditional, and the inflections of Mid Century started to stylishly inform family comfort. *4 huge bedrooms, plus Office or possible 5th bedroom *Awesome indoor/outdoor flow with rooms stepping out to flat patio, flat lawn, and some Bay view *Recently refreshed with new landscaping, beautiful hardwood floors, designer paint palette and more *Stately living room with 9ft. ceilings, 25 feet long, Bay-view picture windows and yard access *Fabulous new hardscape and lawns *Double Primary Suites on main level (plus Office) plus 2 enormous beds upstairs with 14 ft. vaulted ceilings *Secret side orchard for possible future pool, ADU, or deluxe Bocci Court! *Quiet street of Lower Lakeview 0.9 mile to West School, 1.0 mile to 280 on-ramp, 2.1 mile to Nueva Hillsborough campus.

4 Beds ⋅ 3 Baths ⋅ ML82008148 MLS

CONTEMPORARY CLASSIC WITH A SCENIC GARDEN JOURNEY: Tucked away on a prestigious and rarely offered street, 1431 Carlton Road takes you on a trip where each stop reveals the beauty of the entire journey. The story begins at the heart of Hillsborough, the scenic Lower Lakeview area where canyon crests join jetliner Bay views, and the ambiance feels perfectly lost in time. Circa 1948 Hillsborough, when this home was crafted on a vista plateau, was an exciting period where contemporary designs began blending with traditional, and the inflections of Mid Century started to stylishly inform family comfort. *4 huge bedrooms, plus Office or possible 5th bedroom *Awesome indoor/outdoor flow with rooms stepping out to flat patio, flat lawn, and some Bay view *Recently refreshed with new landscaping, beautiful hardwood floors, designer paint palette and more *Stately living room with 9ft. ceilings, 25 feet long, Bay-view picture windows and yard access *Fabulous new hardscape and lawns *Double Primary Suites on main level (plus Office) plus 2 enormous beds upstairs with 14 ft. vaulted ceilings *Secret side orchard for possible future pool, ADU, or deluxe Bocci Court! *Quiet street of Lower Lakeview 0.9 mile to West School, 1.0 mile to 280 on-ramp, 2.1 mile to Nueva Hillsborough campus.

1431 Carlton RD, Hillsborough

Listed by Geoffrey Nelson, 650-455-3735 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Robin Li from BQG

$8,000,000

Located in Hillsboroughs coveted Carolands neighborhood, this exceptional 5BD/5.5BA home has been meticulously renovated and expanded to exemplify modern luxury living. Situated on a generous half-acre lot, the property offers a private retreat with a swimming pool and spillover spa. Enjoy seamless indoor-outdoor living with an open floor plan, soaring ceilings, skylights, and La Cantina doors. The chefs kitchen features high-end Miele appliances, including a built-in coffee machine and walk-in pantry. The primary suite boasts a walk-in closet and a spa-inspired bathroom with an oversized vanity, curbless walk-in shower, and soaking tub. The versatile lower level includes a family room with a second kitchen, perfect for entertaining alongside a dedicated exercise room with an infrared sauna to promote wellness. A separate poolside shed provides an ideal space for a home office, and the custom theater offers an immersive viewing experience with lounge seating and surround sound. Additional upgrades encompass smart home technology w/ Ubiquiti cameras, and pre-wiring for WiFi access points. The professionally landscaped backyard features artificial turf, grass, sand play area, and a tranquil water feature. A spacious 3-car garage completes this exceptional and turnkey property.

5 Beds ⋅ 6 Baths ⋅ ML82007876 MLS

Located in Hillsboroughs coveted Carolands neighborhood, this exceptional 5BD/5.5BA home has been meticulously renovated and expanded to exemplify modern luxury living. Situated on a generous half-acre lot, the property offers a private retreat with a swimming pool and spillover spa. Enjoy seamless indoor-outdoor living with an open floor plan, soaring ceilings, skylights, and La Cantina doors. The chefs kitchen features high-end Miele appliances, including a built-in coffee machine and walk-in pantry. The primary suite boasts a walk-in closet and a spa-inspired bathroom with an oversized vanity, curbless walk-in shower, and soaking tub. The versatile lower level includes a family room with a second kitchen, perfect for entertaining alongside a dedicated exercise room with an infrared sauna to promote wellness. A separate poolside shed provides an ideal space for a home office, and the custom theater offers an immersive viewing experience with lounge seating and surround sound. Additional upgrades encompass smart home technology w/ Ubiquiti cameras, and pre-wiring for WiFi access points. The professionally landscaped backyard features artificial turf, grass, sand play area, and a tranquil water feature. A spacious 3-car garage completes this exceptional and turnkey property.

510 Darrell RD, Hillsborough

Listed by Mike Danao, 650-274-8890 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Jenn Gilson from MCGR

$4,910,000

Welcome to this luxurious, newly remodeled 5-bedroom, 3-bathroom home located in the prestigious city of Hillsborough. Situated on a generous and flat 21,780 sqft lot, this expansive home offers 3,260 sqft of refined living space designed for comfort, luxury, and modern elegance. Gourmet kitchen equipped with top brand appliances seamlessly blends the spacious living rooms and lovely dining room, perfect for both everyday living and entertaining. The bright and elegant primary suite includes a walk-in closet and a full bathroom offering dual vanities and a bathtub. Completely new HVAC systems(installed in April 2025)! Most of the electrical wiring behind walls is also new (replaced in 2025)! All high end brands used - Primarily Rohl Plumbing and Toto Toilets! Most Appliances are Thermador! Wood cabinets! Step outside to your private backyard oasis, beautifully landscaped with endless opportunities for outdoor entertaining. Enjoy the tranquil setting with a sparkling swimming pool and a stylish pergola! Great schools nearby! Easy commuting to top tech campuses like Meta, Google, Apple, NVIDIA, etc. An extraordinary opportunity, this is the perfect place to create lasting memories!

5 Beds ⋅ 3 Baths ⋅ ML82007528 MLS

Welcome to this luxurious, newly remodeled 5-bedroom, 3-bathroom home located in the prestigious city of Hillsborough. Situated on a generous and flat 21,780 sqft lot, this expansive home offers 3,260 sqft of refined living space designed for comfort, luxury, and modern elegance. Gourmet kitchen equipped with top brand appliances seamlessly blends the spacious living rooms and lovely dining room, perfect for both everyday living and entertaining. The bright and elegant primary suite includes a walk-in closet and a full bathroom offering dual vanities and a bathtub. Completely new HVAC systems(installed in April 2025)! Most of the electrical wiring behind walls is also new (replaced in 2025)! All high end brands used - Primarily Rohl Plumbing and Toto Toilets! Most Appliances are Thermador! Wood cabinets! Step outside to your private backyard oasis, beautifully landscaped with endless opportunities for outdoor entertaining. Enjoy the tranquil setting with a sparkling swimming pool and a stylish pergola! Great schools nearby! Easy commuting to top tech campuses like Meta, Google, Apple, NVIDIA, etc. An extraordinary opportunity, this is the perfect place to create lasting memories!

1575 Kingswood DR, Hillsborough

Listed by Coco Tan, 408-256-2728 from Keller Williams Realty-Silicon Valley
(If provided) CoList: from

Sold listing courtesy of Molly Du from KWSV

$3,900,000

Cape Cod Charm in Lower Hillsborough! An utterly spell bounding property that offers an amazing ambiance of natural beauty and architectural style. Enchanted creekside setting with lush grounds, spectacular color, peaked roofs, meandering pathways and white picket fences emerge simultaneously upon arrival. Circa 1936, meticulously maintained and exploding with character. Wide plank flooring, white paneled walls, wainscoting, bead board built-ins, touches of brick, charming nooks and stunning dormer windows throughout. An abundance of natural light with several French Doors leading to the rear veranda and the pristine grounds. Two primary en suites, one per floor. Separate office. Modern day upgrades include windows and doors, fresh paint, remodeled baths and impressive lighting. Attached garage and additional basement/workshop area. Acclaimed South Elementary, Crocker Middle and Aragon High School. Considering price, location, condition, and size, this special property represents the best of value that Hillsborough has to offer and poses as an ideal investment to enjoy all the convenience and amenities that peninsula living is famous for.

4 Beds ⋅ 5 Baths ⋅ ML82007421 MLS

Cape Cod Charm in Lower Hillsborough! An utterly spell bounding property that offers an amazing ambiance of natural beauty and architectural style. Enchanted creekside setting with lush grounds, spectacular color, peaked roofs, meandering pathways and white picket fences emerge simultaneously upon arrival. Circa 1936, meticulously maintained and exploding with character. Wide plank flooring, white paneled walls, wainscoting, bead board built-ins, touches of brick, charming nooks and stunning dormer windows throughout. An abundance of natural light with several French Doors leading to the rear veranda and the pristine grounds. Two primary en suites, one per floor. Separate office. Modern day upgrades include windows and doors, fresh paint, remodeled baths and impressive lighting. Attached garage and additional basement/workshop area. Acclaimed South Elementary, Crocker Middle and Aragon High School. Considering price, location, condition, and size, this special property represents the best of value that Hillsborough has to offer and poses as an ideal investment to enjoy all the convenience and amenities that peninsula living is famous for.

807 Crystal Springs RD, Hillsborough

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

Sold listing courtesy of Sam Kaykin from UMBRA

$3,700,000

Tucked away at the end of a quiet cul-de-sac in Hillsborough's prestigious Tobin Clark Estate, 35 Anguido Court offers refined living, expansive views, and a thoughtfully designed layout. A paver driveway leads to a stately portico and spacious foyer. The bright formal living room features a wall of windows, elegant fireplace, recessed lighting, and hardwood floors throughout. A formal dining room with large picture windows complements the well-appointed kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The adjacent breakfast nook captures sweeping views from the Hillsborough hills to the SF Bay and opens to two balconies--ideal for outdoor dining. The primary suite includes balcony access, a walk-in closet, dual sinks, makeup vanity, soaking tub, walk-in shower. Additional main level highlights include a powder room and laundry room. Downstairs offers a spacious family room with fireplace, wet bar, wraparound deck, landscaped lawn, 3 bedrooms, and a full bath. Close to top schools, Hwy 92, CSM, and Laurelwood Shopping Center. Experience the comfort, space, and views this exceptional Tobin Clark residence has to offer. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ ML82007005 MLS

Tucked away at the end of a quiet cul-de-sac in Hillsborough's prestigious Tobin Clark Estate, 35 Anguido Court offers refined living, expansive views, and a thoughtfully designed layout. A paver driveway leads to a stately portico and spacious foyer. The bright formal living room features a wall of windows, elegant fireplace, recessed lighting, and hardwood floors throughout. A formal dining room with large picture windows complements the well-appointed kitchen with granite countertops, stainless steel appliances, and ample cabinetry. The adjacent breakfast nook captures sweeping views from the Hillsborough hills to the SF Bay and opens to two balconies--ideal for outdoor dining. The primary suite includes balcony access, a walk-in closet, dual sinks, makeup vanity, soaking tub, walk-in shower. Additional main level highlights include a powder room and laundry room. Downstairs offers a spacious family room with fireplace, wet bar, wraparound deck, landscaped lawn, 3 bedrooms, and a full bath. Close to top schools, Hwy 92, CSM, and Laurelwood Shopping Center. Experience the comfort, space, and views this exceptional Tobin Clark residence has to offer. Schedule your showing today!

35 Anguido CT, Hillsborough

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

Sold listing courtesy of Stanley Lo from GRBA

$6,922,500

Modern English Tudor masterpiece located at the end of a private cul-de-sac in prestigious Hillsborough with views of San Francisco. Extensively remodeled/rebuilt in two phases (2003 and 2009), the attention to detail is obvious and exquisite. With 5,892sf of living space plus 1,000+sf of indoor bonus space, this home provides everything you need: 4 bedrooms in the main home, plus a level-in second unit with a living room, bed, bath & kitchen with separate entrance. 25+ foot high vaulted ceilings in the living room with a seamless flow between the chef's kitchen/great room (with views of SF), formal dining & living room, library/office space. Wrap-around entertainment patios are perfect for the family or hosting large (100+) events. The primary suite is one of four upstairs bedrooms, with a spa-like bathroom and private patio. Two beds share a bath and the one bedroom has floor-to-ceiling windows to SF. Downstairs: a large media/family room, bathroom & 1000sf+ of add'l bonus space including extensive storage, finished spaces & access to the turf/play area. Radiant heat throughout much of the home and quality craftsmanship. Top-rated Hillsborough public schools and perfectly situated between San Francisco and Silicon Valley.

5 Beds ⋅ 7 Baths ⋅ ML82006663 MLS

Modern English Tudor masterpiece located at the end of a private cul-de-sac in prestigious Hillsborough with views of San Francisco. Extensively remodeled/rebuilt in two phases (2003 and 2009), the attention to detail is obvious and exquisite. With 5,892sf of living space plus 1,000+sf of indoor bonus space, this home provides everything you need: 4 bedrooms in the main home, plus a level-in second unit with a living room, bed, bath & kitchen with separate entrance. 25+ foot high vaulted ceilings in the living room with a seamless flow between the chef's kitchen/great room (with views of SF), formal dining & living room, library/office space. Wrap-around entertainment patios are perfect for the family or hosting large (100+) events. The primary suite is one of four upstairs bedrooms, with a spa-like bathroom and private patio. Two beds share a bath and the one bedroom has floor-to-ceiling windows to SF. Downstairs: a large media/family room, bathroom & 1000sf+ of add'l bonus space including extensive storage, finished spaces & access to the turf/play area. Radiant heat throughout much of the home and quality craftsmanship. Top-rated Hillsborough public schools and perfectly situated between San Francisco and Silicon Valley.

30 Drayton RD, Hillsborough

Listed by The Patty Dwyer Group, 650-931.2036 from Compass
(If provided) CoList: from

Sold listing courtesy of The Laugesen Team from KWPEN

$4,200,000

Lower Hillsborough at its best: move-in ready mid-century modern home that was re-imagined in 2017 with an open floor plan,remodeled,kitchen,bathrooms & indoor/outdoor living.At the heart of the home,a custom-made dual-sided fireplace adds a dramatic focal point.The remodeled chef's kitchen equipped with sleek stainless steel appliances(Wolf stove),dual-ovens & custom cabinetry.Floor-to-ceiling dual-paned windows are the highlight of the living room with views of the valley & Bay while formal dining area and piano niche provide warmth with built-in bookshelves.The primary suite with a spa-like bathroom & walk-in closet are on the main level along with one additional bedroom and den, a full bathroom and powder room. Downstairs is your own private oasis with an additional ensuite bedroom,family room,library/game room and access the beautifully landscaped backyard. With a hot tub, fountain, 2 large entertaining patios and views, the outdoor spaces are the perfect complement to the home.The location,with Hillsborough's top ranked public schools,close proximity to San Francisco, Silicon Valley,and easy access to Burlingame shopping/restaurants,makes this an A+ home. County records show 3964 sq ft, Realist 3270 sq ft & floor plan sketch provided by sellers 3390 sq ft.Buyer to satisfy.

3 Beds ⋅ 4 Baths ⋅ ML82006475 MLS

Lower Hillsborough at its best: move-in ready mid-century modern home that was re-imagined in 2017 with an open floor plan,remodeled,kitchen,bathrooms & indoor/outdoor living.At the heart of the home,a custom-made dual-sided fireplace adds a dramatic focal point.The remodeled chef's kitchen equipped with sleek stainless steel appliances(Wolf stove),dual-ovens & custom cabinetry.Floor-to-ceiling dual-paned windows are the highlight of the living room with views of the valley & Bay while formal dining area and piano niche provide warmth with built-in bookshelves.The primary suite with a spa-like bathroom & walk-in closet are on the main level along with one additional bedroom and den, a full bathroom and powder room. Downstairs is your own private oasis with an additional ensuite bedroom,family room,library/game room and access the beautifully landscaped backyard. With a hot tub, fountain, 2 large entertaining patios and views, the outdoor spaces are the perfect complement to the home.The location,with Hillsborough's top ranked public schools,close proximity to San Francisco, Silicon Valley,and easy access to Burlingame shopping/restaurants,makes this an A+ home. County records show 3964 sq ft, Realist 3270 sq ft & floor plan sketch provided by sellers 3390 sq ft.Buyer to satisfy.

525 El Arroyo RD, Hillsborough

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

Sold listing courtesy of Victor Lo from SRAI

$3,800,000

Circa 1900 classic and timeless colonial revival situated in Lower South Hillsborough's Premier Location. On the market for the first time in 40 years, a storybook presence remains, now presented in a soft white palette with expansive spaces filled with natural light. Offering 3 bedrooms, a dedicated office for remote work or 4th bed, and 2.5 baths arranged across two levels. Enchanting sun rooms off the living room, dining room, and upstairs primary suite provide inviting spaces to relax or entertain. Two upstairs rooftop decks offer fresh air enjoyment. The rear yard feels like a hidden garden, wrapped in privacy and anchored by a vintage brick patio, lush lawn, and vine-covered lounge for dining and gatherings. Classic curb appeal, framed by manicured hedges and deep gardens, completes this extraordinary offering in a prime close-in location just blocks from downtown San Mateo. Welcome home!

3 Beds ⋅ 3 Baths ⋅ ML82006467 MLS

Circa 1900 classic and timeless colonial revival situated in Lower South Hillsborough's Premier Location. On the market for the first time in 40 years, a storybook presence remains, now presented in a soft white palette with expansive spaces filled with natural light. Offering 3 bedrooms, a dedicated office for remote work or 4th bed, and 2.5 baths arranged across two levels. Enchanting sun rooms off the living room, dining room, and upstairs primary suite provide inviting spaces to relax or entertain. Two upstairs rooftop decks offer fresh air enjoyment. The rear yard feels like a hidden garden, wrapped in privacy and anchored by a vintage brick patio, lush lawn, and vine-covered lounge for dining and gatherings. Classic curb appeal, framed by manicured hedges and deep gardens, completes this extraordinary offering in a prime close-in location just blocks from downtown San Mateo. Welcome home!

123 Baywood AVE, Hillsborough

Listed by Cam Thompson, 650-302-2611 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Maria Scott from CBR

$12,000,000

A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen includes a ThermadorÃÂ® cooktop, Sub-ZeroÃÂ® fridge/freezer, wine cooler, and butler's pantry. A separate guest/in-law wing offers 2 en-suite bedrooms, lounge, and private entrance. The expansive primary suite spans half the upper level with dual walk-ins and a spa-like bath. A lower level includes a wine cellar and flexible storage space. Resort-style grounds boast a pool, spa, outdoor kitchen, fire pit, tennis/basketball court, detached en-suite guest studio, and a detached two-car garage currently used as a gym. A 3-car attached garage, paver motor court, solar panels, and modern central HVAC complete this exceptional offering just minutes from downtown Burlingame.

7 Beds ⋅ 8 Baths ⋅ ML82006309 MLS

A rare once-in-a-generation opportunity to own a true TROPHY PROPERTY in Hillsborough's coveted Homeplace neighborhood. This gated Mediterranean estate offers timeless architecture and modern luxury across approx. 6,880 sq ft on 1.22 acres. With 7 beds, 6 full baths, and 2 half baths, the home features elegant formal rooms, hardwood floors, French doors, and recessed lighting. The gourmet kitchen includes a ThermadorÃÂ® cooktop, Sub-ZeroÃÂ® fridge/freezer, wine cooler, and butler's pantry. A separate guest/in-law wing offers 2 en-suite bedrooms, lounge, and private entrance. The expansive primary suite spans half the upper level with dual walk-ins and a spa-like bath. A lower level includes a wine cellar and flexible storage space. Resort-style grounds boast a pool, spa, outdoor kitchen, fire pit, tennis/basketball court, detached en-suite guest studio, and a detached two-car garage currently used as a gym. A 3-car attached garage, paver motor court, solar panels, and modern central HVAC complete this exceptional offering just minutes from downtown Burlingame.

2181 Parkside AVE, Hillsborough

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

Sold listing courtesy of Charles Griffith from MCGR

$5,000,000

This beautifully remodeled home blends timeless charm with modern comfort. Located on a generous lot in one of Hillsborough's most desirable neighborhoods, the 4-bedroom, 3-bathroom layout offers light-filled, open-concept living perfect for todays lifestyle. The chefs kitchen with stainless steel appliances and a large island flows seamlessly into the living, dining, and family rooms opening directly to a lush garden oasis. The main level features three spacious bedrooms, including a serene primary suite, while the lower-level attached ADU suite is ideal for guests or a home office. Outside, enjoy a built-in BBQ, expansive lawn, and mature landscaping perfect for relaxing or entertaining. Move-in ready and full of character, this home is a rare Hillsborough gem.

4 Beds ⋅ 3 Baths ⋅ ML82006064 MLS

This beautifully remodeled home blends timeless charm with modern comfort. Located on a generous lot in one of Hillsborough's most desirable neighborhoods, the 4-bedroom, 3-bathroom layout offers light-filled, open-concept living perfect for todays lifestyle. The chefs kitchen with stainless steel appliances and a large island flows seamlessly into the living, dining, and family rooms opening directly to a lush garden oasis. The main level features three spacious bedrooms, including a serene primary suite, while the lower-level attached ADU suite is ideal for guests or a home office. Outside, enjoy a built-in BBQ, expansive lawn, and mature landscaping perfect for relaxing or entertaining. Move-in ready and full of character, this home is a rare Hillsborough gem.

1024 La Cuesta RD, Hillsborough

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

Sold listing courtesy of Emma Elfving from APR

$8,000,000

5 Beds ⋅ 6 Baths ⋅ ML82005653 MLS

915 W Santa Inez AVE, Hillsborough

Listed by Tim Anderson, 650-279-7281 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Gregory Terry from APR

$4,760,000

Tucked beneath a canopy of majestic redwoods, this stylish single-level home blends timeless design with effortless indoor-outdoor living, and sits on one of Hillsborough's most coveted streets in Lower South Hillsborough. Fully reimagined in 2017, the residence offers 3 bedrooms, 3.5 bathrooms, and 2,352 square feet of thoughtfully designed space on a nature-filled lot in one of Hillsboroughs most desirable locations. Every room connects seamlessly to the outdoorswhether its the serene backyard retreat off the primary suite or the barbecue-ready dining area just off the kitchen. The open-concept layout is anchored by a chic modern kitchen that flows into two inviting living areas, one with a cozy fireplace perfect for quiet evenings or casual entertaining. Moments from both Downtown Burlingame and Downtown San Mateo, this home offers the perfect balance of tranquility and convenience.

3 Beds ⋅ 4 Baths ⋅ ML82005190 MLS

Tucked beneath a canopy of majestic redwoods, this stylish single-level home blends timeless design with effortless indoor-outdoor living, and sits on one of Hillsborough's most coveted streets in Lower South Hillsborough. Fully reimagined in 2017, the residence offers 3 bedrooms, 3.5 bathrooms, and 2,352 square feet of thoughtfully designed space on a nature-filled lot in one of Hillsboroughs most desirable locations. Every room connects seamlessly to the outdoorswhether its the serene backyard retreat off the primary suite or the barbecue-ready dining area just off the kitchen. The open-concept layout is anchored by a chic modern kitchen that flows into two inviting living areas, one with a cozy fireplace perfect for quiet evenings or casual entertaining. Moments from both Downtown Burlingame and Downtown San Mateo, this home offers the perfect balance of tranquility and convenience.

244 Roblar AVE, Hillsborough

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

Sold listing courtesy of The Laugesen Team from KWPEN

$13,750,000

1.81 level acres in the most prime area of Lower Hillsborough. This is the only building site available in Hillsborough, Atherton or Woodside that will accommodate a true world class estate and everything that comes with it. Also sub-dividable into two .9 acre lots.

6 Beds ⋅ 5 Baths ⋅ ML82004484 MLS

1.81 level acres in the most prime area of Lower Hillsborough. This is the only building site available in Hillsborough, Atherton or Woodside that will accommodate a true world class estate and everything that comes with it. Also sub-dividable into two .9 acre lots.

210 Uplands DR, Hillsborough

Listed by Edward Stephens, 650-208-1301 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jim Arbeed from CBR

$6,250,000

Perfectly situated in the heart of South Hillsborough, 280 Uplands Drive offers a rare opportunity on an expansive, flat over half-acre lot surrounded by beautiful estates. Rebuilt and remodeled approximately 35 years ago, this 5-bedroom, 4.5-bath home spans nearly 5,000 square feet and features a generous floor plan, lush landscaping, and a swimming pool. While currently owner-occupied and not fully showcased, this property boasts exceptional bones and unlimited potential. Whether you are looking to remodel, expand, or create your dream estate, this prime location offers the perfect canvas to match your lifestyle. Very Easy to show anytime, call Mike at 650773 0266 for showing appointment. Don't miss this one!

5 Beds ⋅ 5 Baths ⋅ ML82004231 MLS

Perfectly situated in the heart of South Hillsborough, 280 Uplands Drive offers a rare opportunity on an expansive, flat over half-acre lot surrounded by beautiful estates. Rebuilt and remodeled approximately 35 years ago, this 5-bedroom, 4.5-bath home spans nearly 5,000 square feet and features a generous floor plan, lush landscaping, and a swimming pool. While currently owner-occupied and not fully showcased, this property boasts exceptional bones and unlimited potential. Whether you are looking to remodel, expand, or create your dream estate, this prime location offers the perfect canvas to match your lifestyle. Very Easy to show anytime, call Mike at 650773 0266 for showing appointment. Don't miss this one!

280 Uplands DR, Hillsborough

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

Sold listing courtesy of Michael Haywood Jr. from EXPCA

$8,330,000

In the Burlingame Country Club area, this stunning renovation combines chic sophistication with Spanish flair. Featuring 5 bedrooms and 5.5 baths across two levels, the home has espresso-hued hardwood and Saltillo tile floors complemented by updated lighting, 3 fireplaces with modern style. The floor plan features upstairs living areas and the primary suite opening to the resort-inspired rear grounds, along with two additional bedroom suites. Two bedrooms on the entrance level share a bath. Formal living and dining rooms give way to a remodeled kitchen and family room that includes a study center, and all baths are remodeled with designer touches. Fig-covered walls envelop the wraparound loggia leading to glorious rear grounds with solar-heated pool and spa, heated cabana with barbecue kitchen, fireplace, media, & full bath plus level lawn and built-in trampoline. Ideally positioned midway between Silicon Valley & SF, with minutes-away proximity to SFO and top-rated Hillsborough public & private schools. Open Homes Photography measured the home at 4,784SQFT, 5 BD & 5.5BA. Buyer is to verify and satisfy themselves with square footage, lot size, BD & BA count.

5 Beds ⋅ 6 Baths ⋅ ML82002467 MLS

In the Burlingame Country Club area, this stunning renovation combines chic sophistication with Spanish flair. Featuring 5 bedrooms and 5.5 baths across two levels, the home has espresso-hued hardwood and Saltillo tile floors complemented by updated lighting, 3 fireplaces with modern style. The floor plan features upstairs living areas and the primary suite opening to the resort-inspired rear grounds, along with two additional bedroom suites. Two bedrooms on the entrance level share a bath. Formal living and dining rooms give way to a remodeled kitchen and family room that includes a study center, and all baths are remodeled with designer touches. Fig-covered walls envelop the wraparound loggia leading to glorious rear grounds with solar-heated pool and spa, heated cabana with barbecue kitchen, fireplace, media, & full bath plus level lawn and built-in trampoline. Ideally positioned midway between Silicon Valley & SF, with minutes-away proximity to SFO and top-rated Hillsborough public & private schools. Open Homes Photography measured the home at 4,784SQFT, 5 BD & 5.5BA. Buyer is to verify and satisfy themselves with square footage, lot size, BD & BA count.

110 New Place RD, Hillsborough

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Alicia Sanguinetti from APR