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$3,998,000

Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10- and 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a quiet place to retreat. An expansive walk-in closet and beautifully appointed marble bath complete the suite with a sense of understated luxury. Two additional bedrooms, one is en-suite. Sweeping views, multi-level deck and pergola extend into the gardens, with a built-in outdoor kitchen and barbecue.

3 Beds ⋅ 5 Baths ⋅ ML82060715 MLS

Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10- and 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a quiet place to retreat. An expansive walk-in closet and beautifully appointed marble bath complete the suite with a sense of understated luxury. Two additional bedrooms, one is en-suite. Sweeping views, multi-level deck and pergola extend into the gardens, with a built-in outdoor kitchen and barbecue.

55 Vista Verde WAY, Portola Valley

Listed by Peter Cowperthwaite, 650-207-4101 from Golden Gate Sotheby's International Realty
(If provided) CoList: Shaler B Barnes from Golden Gate Sotheby's International Realty

$2,299,000

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass, and two cozy wood-burning fireplaces. The main floor centers around a functional kitchen with a central island and walk-in pantry, opening directly to a multi-level wraparound deck designed for effortless indoor-outdoor living and scenic dining. The layout includes a primary suite positioned to capture morning light, complete with an oversized bath and walk-in closet. Three additional bedrooms feature a built-in loft, a walk-in closet, and a ground-floor room with private outdoor entry ideal for a peaceful home office. Sprawling level lawn areas, mature trees, and a hot tub set for stargazing complete the grounds. Extras include an attached 2-car garage, large utility room, ample parking, Jackery backup battery, and a Tesla EV charger. Located minutes from trailheads, preserves, central Woodside, and I-280-a high-elevation retreat moments from Silicon Valley.

4 Beds ⋅ 3 Baths ⋅ ML82058136 MLS

Panoramic Views, Absolute Privacy Perched high above the valley on over six acres, this rare 4-bedroom, 3-bath mountain sanctuary pairs total seclusion with sweeping, unobstructed views stretching clear across the Bayfrom vibrant sunrises over the water to shimmering city lights at night. Inside, three thoughtfully designed levels of living space are anchored by soaring ceilings, expansive glass, and two cozy wood-burning fireplaces. The main floor centers around a functional kitchen with a central island and walk-in pantry, opening directly to a multi-level wraparound deck designed for effortless indoor-outdoor living and scenic dining. The layout includes a primary suite positioned to capture morning light, complete with an oversized bath and walk-in closet. Three additional bedrooms feature a built-in loft, a walk-in closet, and a ground-floor room with private outdoor entry ideal for a peaceful home office. Sprawling level lawn areas, mature trees, and a hot tub set for stargazing complete the grounds. Extras include an attached 2-car garage, large utility room, ample parking, Jackery backup battery, and a Tesla EV charger. Located minutes from trailheads, preserves, central Woodside, and I-280-a high-elevation retreat moments from Silicon Valley.

255 Allen RD, Woodside

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

$5,748,000

Picture yourself living here where every level opens up to breathtaking views and indoor/outdoor living feels effortless. This new construction home features a stunning glass elevator and wraparound floating stairs that make every part of the home easy to access. From the moment you arrive, the front exterior turns heads with large-scale bronze tile and clear cedar paneling. Step over a calming water feature, then through a pivot swing entry door, and you're instantly welcomed into something special. The entry level is made for entertaining, with a sports-bar style entertainment area and spacious patio deck overlooking the valley and the bay. Just imagine evenings on the deck, watching the sunset. A spiral staircase then takes you to the rooftop deck, complete with lounging seating and a fire pit a perfect place to relax and enjoy the scenery. Inside, the open kitchen is designed to impress, featuring black glass cabinetry and a waterfall island that flows directly into a generous dining and living space. Downstairs, the bottom level elevates the experience with a recreation area and additional bedrooms that open to beautifully landscaped lawns and your own private nature retreat. Throughout the home, no detail is overlooked; this is the kind of house you don't just see you feel.

5 Beds ⋅ 6 Baths ⋅ ML82055507 MLS

Picture yourself living here where every level opens up to breathtaking views and indoor/outdoor living feels effortless. This new construction home features a stunning glass elevator and wraparound floating stairs that make every part of the home easy to access. From the moment you arrive, the front exterior turns heads with large-scale bronze tile and clear cedar paneling. Step over a calming water feature, then through a pivot swing entry door, and you're instantly welcomed into something special. The entry level is made for entertaining, with a sports-bar style entertainment area and spacious patio deck overlooking the valley and the bay. Just imagine evenings on the deck, watching the sunset. A spiral staircase then takes you to the rooftop deck, complete with lounging seating and a fire pit a perfect place to relax and enjoy the scenery. Inside, the open kitchen is designed to impress, featuring black glass cabinetry and a waterfall island that flows directly into a generous dining and living space. Downstairs, the bottom level elevates the experience with a recreation area and additional bedrooms that open to beautifully landscaped lawns and your own private nature retreat. Throughout the home, no detail is overlooked; this is the kind of house you don't just see you feel.

3724 Laurel WAY, Redwood City

Listed by Marybeth Dorst, 650-245-8890 from Compass
(If provided) CoList: Costantini Team from Compass

$559,000

Rare top-floor end unit in a newer Mediterranean-style building, offering spacious, bright, and immaculate living. Features a gourmet kitchen with High Speed Internet, granite countertops, plus included refrigerator, washer, and dryer. Neutral Berber carpeting throughout and two assigned parking spaces. Enjoy a large private balcony with views of the Ryder Park hills. Prime location close to shopping, dining, and downtown San Mateo, with easy access to Highway 101. Move-in ready and a must-see!

1 Beds ⋅ 1 Baths ⋅ BE41139391 MLS

Rare top-floor end unit in a newer Mediterranean-style building, offering spacious, bright, and immaculate living. Features a gourmet kitchen with High Speed Internet, granite countertops, plus included refrigerator, washer, and dryer. Neutral Berber carpeting throughout and two assigned parking spaces. Enjoy a large private balcony with views of the Ryder Park hills. Prime location close to shopping, dining, and downtown San Mateo, with easy access to Highway 101. Move-in ready and a must-see!

401 S Norfolk St 301, San Mateo

Listed by Robert Sun, (510) 676-4595 from Redfin
(If provided) CoList: from

$4,588,000

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

4 Beds ⋅ 4 Baths ⋅ ML82050181 MLS

Nestled among majestic oak trees on nearly 1.2 acres in Woodside Hills, this home is set well back from the street via a long paver driveway. Spanning 4,150 SF, the interiors feature wide-plank hardwood floors, soaring ceilings, and refined finishes that create a light-filled, airy atmosphere in harmony with its natural surroundings. Expansive formal rooms are complemented by multiple fireplaces, a well-appointed kitchen, and a walk-out family room that opens to the outdoors. The four-bedroom layout includes a primary suite with a spa-inspired bathroom designed for comfort and retreat. Outdoor living is equally compelling, with a generous deck and patio featuring an outdoor kitchen, all framed by a verdant, oak-studded backdrop that emphasizes the home's connection to nature. A three-car garage completes the property, while the setting balances privacy with convenience, just minutes to downtown Redwood City, nearby nature preserves and trailheads, and easy access to Highway 280.

61 Oak Haven WAY, Woodside

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

$695,000

Bring your coastal dream to life! Dreaming of just the right location for your ideal coastal home? Build your vision in this stunning Moss Beach environment, known for its coastal access, stunning beaches, the nearby Fitzgerald Marine Reserve and Enchanted Forest, the iconic and famously haunted Moss Beach Distillery, Coastal Trail and more scenic hiking trails. This tranquil mostly-level lot overlooking valley and hills gives that feel of open-air spaciousness and offers an ideal blend of natural beauty and convenience. With easy access to Highway 1, commuting to San Francisco, the Peninsula, Silicon Valley, and SFO is convenient and efficient. Buyers are to investigate all aspects of developing a home on this parcel with San Mateo County, Montara Water & Sanitary District, etc.

ML82045338 MLS

Bring your coastal dream to life! Dreaming of just the right location for your ideal coastal home? Build your vision in this stunning Moss Beach environment, known for its coastal access, stunning beaches, the nearby Fitzgerald Marine Reserve and Enchanted Forest, the iconic and famously haunted Moss Beach Distillery, Coastal Trail and more scenic hiking trails. This tranquil mostly-level lot overlooking valley and hills gives that feel of open-air spaciousness and offers an ideal blend of natural beauty and convenience. With easy access to Highway 1, commuting to San Francisco, the Peninsula, Silicon Valley, and SFO is convenient and efficient. Buyers are to investigate all aspects of developing a home on this parcel with San Mateo County, Montara Water & Sanitary District, etc.

0 Buena Vista, Moss Beach

Listed by Kirsten Hagen, 650-504-1469 from Compass
(If provided) CoList: from

$8,748,000

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

$1,575,000

Architectural design takes advantage of expansive views of the western hills from most rooms. The front garden area of the property was carefully designed to create an expansive flat area for entertaining and gardening. Abundant parking onsite which includes a 2 car garage, a 3 car uncovered off street parking area, plus 2 parking spaces along the street. In addition to the main house is a self-contained ADU which can serve for extended family or as a rental unit. A rare opportunity on a large scenic lot presents a great opportunity to create a brand-new beautiful home in central Woodside with a private setting. Close to the heart of Silicon Valley and just minutes to Stanford shopping and medical center. Award winning Woodside Schools are a short walk from the site as well as restaurants and shopping in the Village of Woodside. 3615 total sq. ft. consisting of 3,175 livable & 440 garage. All public utilities available.

ML81968553 MLS

Architectural design takes advantage of expansive views of the western hills from most rooms. The front garden area of the property was carefully designed to create an expansive flat area for entertaining and gardening. Abundant parking onsite which includes a 2 car garage, a 3 car uncovered off street parking area, plus 2 parking spaces along the street. In addition to the main house is a self-contained ADU which can serve for extended family or as a rental unit. A rare opportunity on a large scenic lot presents a great opportunity to create a brand-new beautiful home in central Woodside with a private setting. Close to the heart of Silicon Valley and just minutes to Stanford shopping and medical center. Award winning Woodside Schools are a short walk from the site as well as restaurants and shopping in the Village of Woodside. 3615 total sq. ft. consisting of 3,175 livable & 440 garage. All public utilities available.

221 Highland TER, Woodside

Listed by Scott Dancer, 650-888-8199 from Compass
(If provided) CoList: from