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Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

5 Beds ⋅ 8 Baths ⋅ ML82034238 MLS ⋅ Blue Oaks BLDG.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

$7,998,000

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

6 Beds ⋅ 6 Baths ⋅ ML82042439 MLS ⋅ Westridge Subdivision BLDG.

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

138 Bolivar LN, Portola Valley

Listed by Stephanie Elkins, 650-400-2933 from Coldwell Banker Realty
(If provided) CoList: from

$4,995,000

Perched along the western ridge of prestigious Portola Valley Ranch, this exceptional residence captures breathtaking views of rolling hillsides and spectacular sunsets. Soaring ceilings, dramatic walls of glass, abundant skylights, and expansive view decks create a seamless connection between indoor and outdoor living. The thoughtfully designed main level features gracious living and dining rooms opening to view decks, a skylit kitchen with granite island, and a spacious primary suite showcasing panoramic ridge views. A dedicated office and second bedroom with private deck and adjacent full bath complete the main level. Downstairs, a generous family/media room with custom built-ins, two additional bedrooms, guest bath, and access to the lower deck provide exceptional versatility. Set amid 453 acres of natural beauty, the Portola Valley Ranch offers miles of scenic trails, swimming pools, tennis courts, fitness center, clubhouse, community garden, orchard, vineyard and dog park. Ideally located near top Portola Valley schools, Woodside Priory, Robert's Market, Ladera Shopping Center, Alpine Hills and Ladera Oaks swim and tennis clubs, and Stanford. An extraordinary opportunity to enjoy spectacular views, natural tranquility, and the coveted Portola Valley lifestyle.

4 Beds ⋅ 3 Baths ⋅ ML82064258 MLS ⋅ Portola Valley Ranch BLDG.

Perched along the western ridge of prestigious Portola Valley Ranch, this exceptional residence captures breathtaking views of rolling hillsides and spectacular sunsets. Soaring ceilings, dramatic walls of glass, abundant skylights, and expansive view decks create a seamless connection between indoor and outdoor living. The thoughtfully designed main level features gracious living and dining rooms opening to view decks, a skylit kitchen with granite island, and a spacious primary suite showcasing panoramic ridge views. A dedicated office and second bedroom with private deck and adjacent full bath complete the main level. Downstairs, a generous family/media room with custom built-ins, two additional bedrooms, guest bath, and access to the lower deck provide exceptional versatility. Set amid 453 acres of natural beauty, the Portola Valley Ranch offers miles of scenic trails, swimming pools, tennis courts, fitness center, clubhouse, community garden, orchard, vineyard and dog park. Ideally located near top Portola Valley schools, Woodside Priory, Robert's Market, Ladera Shopping Center, Alpine Hills and Ladera Oaks swim and tennis clubs, and Stanford. An extraordinary opportunity to enjoy spectacular views, natural tranquility, and the coveted Portola Valley lifestyle.

12 Hawkview ST, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

$4,150,000

Beautifully renovated 5 bed/2.5 bath mid-century home on prime street. Convenient, quiet location, close to shops, trails, and Alpine Hills Tennis and Swimming Club. Many upgrades including new appliances, newly refinished hardwood floors, new paint and carpeting, new roof (installed 2026), new furnace and A/C, new plantings, newly renovated driveway and more.

5 Beds ⋅ 3 Baths ⋅ ML82061808 MLS

Beautifully renovated 5 bed/2.5 bath mid-century home on prime street. Convenient, quiet location, close to shops, trails, and Alpine Hills Tennis and Swimming Club. Many upgrades including new appliances, newly refinished hardwood floors, new paint and carpeting, new roof (installed 2026), new furnace and A/C, new plantings, newly renovated driveway and more.

30 Minoca RD, Portola Valley

Listed by Monica & Mandy Group, 650-465-5971 from Compass
(If provided) CoList: from

$2,950,000

Tucked away on one of Laderas most desirable cul-de-sacs, this delightful classic ranch home offers timeless charm, comfortable living, and a wonderful connection to the outdoors. Filled with natural light, the inviting interior features gleaming hardwood floors, a spacious living room with a wall of windows, and filtered views of the Stanford Hills. The updated eat-in kitchen combines style and functionality with custom cabinetry, and abundant storage. Three generously sized bedrooms provide comfortable retreats, including a spacious primary suite with an updated bathroom featuring a contemporary design and walk-in shower. Set on a private, sunny 8,800-square-foot tiered lot, the grounds feature fruit trees and inviting outdoor spaces with plenty of room for entertaining, gardening, or play. Whether enjoying a quiet morning in the sunshine or gathering with family and friends, this special property offers a relaxed California lifestyle. Ideally located near the Ladera Shopper and Ladera Rec. It's also close to Stanford University, major commute routes, and many Silicon Valley employers. Situated between San Francisco and San Jose International Airports, this charming home combines a peaceful neighborhood setting with everyday convenience.

3 Beds ⋅ 2 Baths ⋅ ML82064337 MLS ⋅ Ladera BLDG.

Tucked away on one of Laderas most desirable cul-de-sacs, this delightful classic ranch home offers timeless charm, comfortable living, and a wonderful connection to the outdoors. Filled with natural light, the inviting interior features gleaming hardwood floors, a spacious living room with a wall of windows, and filtered views of the Stanford Hills. The updated eat-in kitchen combines style and functionality with custom cabinetry, and abundant storage. Three generously sized bedrooms provide comfortable retreats, including a spacious primary suite with an updated bathroom featuring a contemporary design and walk-in shower. Set on a private, sunny 8,800-square-foot tiered lot, the grounds feature fruit trees and inviting outdoor spaces with plenty of room for entertaining, gardening, or play. Whether enjoying a quiet morning in the sunshine or gathering with family and friends, this special property offers a relaxed California lifestyle. Ideally located near the Ladera Shopper and Ladera Rec. It's also close to Stanford University, major commute routes, and many Silicon Valley employers. Situated between San Francisco and San Jose International Airports, this charming home combines a peaceful neighborhood setting with everyday convenience.

251 Dedalera DR, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

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