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Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

5 Beds ⋅ 5 Baths ⋅ ML82044375 MLS

Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

300 Uplands DR, Hillsborough

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

Sold listing courtesy of Max Lo from GRBA

$7,106,000

3 Beds ⋅ 4 Baths ⋅ ML82037147 MLS

3 Sherwood CT, Hillsborough

Listed by Chad Krakow, 650-222-7090 from Krakow Company
(If provided) CoList: from

Sold listing courtesy of The Sharp Group from KWPEN

$6,000,000

Sophisticated and beautifully updated, 130 Stonehedge Road offers elegant single-level living in one of Hillsboroughs most desirable enclaves. A formal entry leads to a sun-filled living room with expansive picture windows framing views of the lush grounds. The stunning chefs kitchen features premium appliances, a generous island, and custom cabinetry, connecting seamlessly to the casual living room and the formal dining room for effortless daily living and entertaining. A wide hallway leads to four well-placed bedrooms, including a serene primary suite with a spacious walk-in closet and a spa-inspired bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms enjoy excellent natural light and access to beautifully finished bathrooms. A versatile bonus room offers ideal space for an office, gym, or studio, complemented by a well-equipped laundry room and a three-car garage. The backyard evokes a private retreat with a large entertaining deck overlooking an expansive level lawn bordered by mature trees and fresh landscaping perfect for gatherings, play, and relaxation. Located just minutes from Burlingame, top-rated public and private schools, local country clubs, and convenient commuter routes to San Francisco and Silicon Valley.

4 Beds ⋅ 4 Baths ⋅ ML82027930 MLS

Sophisticated and beautifully updated, 130 Stonehedge Road offers elegant single-level living in one of Hillsboroughs most desirable enclaves. A formal entry leads to a sun-filled living room with expansive picture windows framing views of the lush grounds. The stunning chefs kitchen features premium appliances, a generous island, and custom cabinetry, connecting seamlessly to the casual living room and the formal dining room for effortless daily living and entertaining. A wide hallway leads to four well-placed bedrooms, including a serene primary suite with a spacious walk-in closet and a spa-inspired bathroom with dual vanities, soaking tub, and separate shower. Additional bedrooms enjoy excellent natural light and access to beautifully finished bathrooms. A versatile bonus room offers ideal space for an office, gym, or studio, complemented by a well-equipped laundry room and a three-car garage. The backyard evokes a private retreat with a large entertaining deck overlooking an expansive level lawn bordered by mature trees and fresh landscaping perfect for gatherings, play, and relaxation. Located just minutes from Burlingame, top-rated public and private schools, local country clubs, and convenient commuter routes to San Francisco and Silicon Valley.

130 Stonehedge RD, Hillsborough

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of The Patty Dwyer Group from APR

$5,800,000

Set on a private, gated .86 acres of stunningly landscaped grounds, this exceptional contemporary residence was extensively remodeled to perfection in 2017. Floor-to-ceiling glass walls throughout fill the interior spaces with natural light and create a seamless connection to the serene outdoors. A gracious foyer leads to an elegant living and dining room ensemble wrapped in walls of glass, with a chic fireplace adding warmth and intimacy. The amazing chefs kitchen is anchored by a dramatic center island, ample cabinetry, and generous counter space. Huge sliding glass doors open to a large deck, creating an idyllic setting for morning coffee, dining, or relaxed entertaining. The primary suite features an expansive glass wall with sliding door, a romantic fireplace, huge walk-in closet, and remote-controlled blinds. Two additional bedrooms with dedicated bathrooms offer flexibility, with one beautifully arranged as an office with custom cabinetry and desks. Outside, majestic trees, meandering creek, incredible landscaping, expansive synthetic turf, and wrap-around decking create a truly magical park setting. Extending from El Cerrito to Rockridge Drive, this property offers a rare sanctuary where architecture, light, landscape, and contemporary luxury exist in effortless harmony.

3 Beds ⋅ 3 Baths ⋅ ML82061884 MLS

Set on a private, gated .86 acres of stunningly landscaped grounds, this exceptional contemporary residence was extensively remodeled to perfection in 2017. Floor-to-ceiling glass walls throughout fill the interior spaces with natural light and create a seamless connection to the serene outdoors. A gracious foyer leads to an elegant living and dining room ensemble wrapped in walls of glass, with a chic fireplace adding warmth and intimacy. The amazing chefs kitchen is anchored by a dramatic center island, ample cabinetry, and generous counter space. Huge sliding glass doors open to a large deck, creating an idyllic setting for morning coffee, dining, or relaxed entertaining. The primary suite features an expansive glass wall with sliding door, a romantic fireplace, huge walk-in closet, and remote-controlled blinds. Two additional bedrooms with dedicated bathrooms offer flexibility, with one beautifully arranged as an office with custom cabinetry and desks. Outside, majestic trees, meandering creek, incredible landscaping, expansive synthetic turf, and wrap-around decking create a truly magical park setting. Extending from El Cerrito to Rockridge Drive, this property offers a rare sanctuary where architecture, light, landscape, and contemporary luxury exist in effortless harmony.

739 El Cerrito AVE, Hillsborough

Listed by Jim Arbeed, 650-558-4248 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Cortney Laugesen from KWPEN

$5,350,000

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

3 Beds ⋅ 2 Baths ⋅ ML82046633 MLS

Extremely rare opportunity available to build your dream home on this flat, over-half an acre south facing lot with perimeter foliage and surrounded by estate homes. No trees obstructing the buildable area, Outstanding location surrounded by estate home in lower South Hillsborough, just minutes to Burlingame, top-rated public and private schools and local country clubs. Enjoy the convenience of being located near the San Francisco Airport and Silicon Valley. First time available in 50 +- years.

135 Stonehedge RD, Hillsborough

Listed by Judy Citron, 650-400-8424 from Compass
(If provided) CoList: Talia Citron from Compass

Sold listing courtesy of Geoffrey Nelson from CBR

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