Ascendrealestatehomes.com Search Results

$14,850,000

Situated on 1.25 acres in central Portola Valley and comprised of four distinct structures, this property captures the essence of refined California living. The main residence is designed for effortless single-level living, characterized by vaulted ceilings, European white oak floors, honed marble, and custom designer lighting. The chef's kitchen is equipped with custom cabinetry, Moroccan tilework, and premium appliances. The primary suite offers a secluded sanctuary complete with vaulted ceilings, a fireplace sitting area, and French doors leading to a private garden terrace. Its ensuite bath is finished with radiant-heated Belgian Bluestone floors, a deep soaking tub, and a marble walk-in shower. Beyond the primary residence, two well-equipped, fully independent structures, a one-bedroom ADU and a detached studio/guest house provide exceptional flexibility. A heavy timber-built car barn with an upper-level recreation lounge adds further functionality to the compound. Private spaces for entertaining, dining and relaxation are set among mature redwoods, heritage oaks, and perennial gardens. Positioned minutes from Interstate 280, top-rated schools, open space preserves, and athletic clubs, this property offers a peaceful rural lifestyle with convenient access to Silicon Valley.

6 Beds ⋅ 6 Baths ⋅ ML82062830 MLS

Situated on 1.25 acres in central Portola Valley and comprised of four distinct structures, this property captures the essence of refined California living. The main residence is designed for effortless single-level living, characterized by vaulted ceilings, European white oak floors, honed marble, and custom designer lighting. The chef's kitchen is equipped with custom cabinetry, Moroccan tilework, and premium appliances. The primary suite offers a secluded sanctuary complete with vaulted ceilings, a fireplace sitting area, and French doors leading to a private garden terrace. Its ensuite bath is finished with radiant-heated Belgian Bluestone floors, a deep soaking tub, and a marble walk-in shower. Beyond the primary residence, two well-equipped, fully independent structures, a one-bedroom ADU and a detached studio/guest house provide exceptional flexibility. A heavy timber-built car barn with an upper-level recreation lounge adds further functionality to the compound. Private spaces for entertaining, dining and relaxation are set among mature redwoods, heritage oaks, and perennial gardens. Positioned minutes from Interstate 280, top-rated schools, open space preserves, and athletic clubs, this property offers a peaceful rural lifestyle with convenient access to Silicon Valley.

155 Grove DR, Portola Valley

Listed by The Dreyfus Group, 650-485-3476 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$11,500,000

Spanning an exceptionally rare 5.239 flat acres, this remarkable property offers an unrivaled combination of privacy & convenience in one of the Peninsula's most desirable locations. Large, level parcels of this scale are virtually impossible to find, particularly in such a central setting with effortless access to Palo Alto, Menlo Park, Stanford & leading tech campuses. The property enjoys a breathtaking pastoral setting framed by gently rolling hills & bordered by the tranquil waters of Los Trancos Creek. Unlike many large estates on the Peninsula, this exceptional property is reached without navigating winding hillside roads. Comprising two APNs of approximately 4 & 1.239 acres, the estate presents unparalleled flexibility for creating a legacy family compound. Preliminary design concepts by a renowned architect envision a spectacular estate 20,000+ sqft. Geographically located in Portola Valley, the property falls under Santa Clara County planning & building jurisdiction & benefits from acclaimed Palo Alto schools. Offering unmatched scale, a rare flat topography, extraordinary privacy, pastoral beauty & one of the Peninsula's most coveted locations, this is a remarkable canvas upon which to create a world-class estate that will be enjoyed for generations to come.

ML82062842 MLS

Spanning an exceptionally rare 5.239 flat acres, this remarkable property offers an unrivaled combination of privacy & convenience in one of the Peninsula's most desirable locations. Large, level parcels of this scale are virtually impossible to find, particularly in such a central setting with effortless access to Palo Alto, Menlo Park, Stanford & leading tech campuses. The property enjoys a breathtaking pastoral setting framed by gently rolling hills & bordered by the tranquil waters of Los Trancos Creek. Unlike many large estates on the Peninsula, this exceptional property is reached without navigating winding hillside roads. Comprising two APNs of approximately 4 & 1.239 acres, the estate presents unparalleled flexibility for creating a legacy family compound. Preliminary design concepts by a renowned architect envision a spectacular estate 20,000+ sqft. Geographically located in Portola Valley, the property falls under Santa Clara County planning & building jurisdiction & benefits from acclaimed Palo Alto schools. Offering unmatched scale, a rare flat topography, extraordinary privacy, pastoral beauty & one of the Peninsula's most coveted locations, this is a remarkable canvas upon which to create a world-class estate that will be enjoyed for generations to come.

Address not disclosed, Portola Valley

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

$11,500,000

Spanning an exceptionally rare 5.239 flat acres, this remarkable property offers an unrivaled combination of privacy & convenience in one of the Peninsula's most desirable locations. Large, level parcels of this scale are virtually impossible to find, particularly in such a central setting with effortless access to Palo Alto, Menlo Park, Stanford & leading tech campuses. The property enjoys a breathtaking pastoral setting framed by gently rolling hills & bordered by the tranquil waters of Los Trancos Creek. Unlike many large estates on the Peninsula, this exceptional property is reached without navigating winding hillside roads. Comprising two APNs of approximately 4 & 1.239 acres, the estate presents unparalleled flexibility for creating a legacy family compound. Preliminary design concepts by a renowned architect envision a spectacular estate 20,000+ sqft. Geographically located in Portola Valley, the property falls under Santa Clara County planning & building jurisdiction & benefits from acclaimed Palo Alto schools. Offering unmatched scale, a rare flat topography, extraordinary privacy, pastoral beauty & one of the Peninsula's most coveted locations, this is a remarkable canvas upon which to create a world-class estate that will be enjoyed for generations to come.

ML82062838 MLS

Spanning an exceptionally rare 5.239 flat acres, this remarkable property offers an unrivaled combination of privacy & convenience in one of the Peninsula's most desirable locations. Large, level parcels of this scale are virtually impossible to find, particularly in such a central setting with effortless access to Palo Alto, Menlo Park, Stanford & leading tech campuses. The property enjoys a breathtaking pastoral setting framed by gently rolling hills & bordered by the tranquil waters of Los Trancos Creek. Unlike many large estates on the Peninsula, this exceptional property is reached without navigating winding hillside roads. Comprising two APNs of approximately 4 & 1.239 acres, the estate presents unparalleled flexibility for creating a legacy family compound. Preliminary design concepts by a renowned architect envision a spectacular estate 20,000+ sqft. Geographically located in Portola Valley, the property falls under Santa Clara County planning & building jurisdiction & benefits from acclaimed Palo Alto schools. Offering unmatched scale, a rare flat topography, extraordinary privacy, pastoral beauty & one of the Peninsula's most coveted locations, this is a remarkable canvas upon which to create a world-class estate that will be enjoyed for generations to come.

57-59 Los Trancos Woods RD, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(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

$7,995,000

A rare Portola Valley sanctuary unfolds across more than 2.5 mostly level acres, where privacy, space, western views, and golden sunsets create an extraordinary sense of retreat. Designed entirely on one level, the four-bedroom, three-bath main residence balances relaxed everyday living with effortless entertaining. An elegant foyer opens to bright, inviting interiors, including a generous living room that flows naturally into a well-equipped kitchen. Sunlight fills each bedroom, creating peaceful retreats throughout. A separate one-bedroom, one-bath guest house offers exceptional flexibility for visitors, extended family, a private office, or creative space. The detached three-car garage provides abundant parking and storage. With expansive grounds, tranquil surroundings, and a prized setting near acclaimed Portola Valley schools, this distinctive property is a rare opportunity to enjoy indoor-outdoor living, remarkable versatility, and the timeless beauty of Portola Valley.

5 Beds ⋅ 4 Baths ⋅ ML82060701 MLS

A rare Portola Valley sanctuary unfolds across more than 2.5 mostly level acres, where privacy, space, western views, and golden sunsets create an extraordinary sense of retreat. Designed entirely on one level, the four-bedroom, three-bath main residence balances relaxed everyday living with effortless entertaining. An elegant foyer opens to bright, inviting interiors, including a generous living room that flows naturally into a well-equipped kitchen. Sunlight fills each bedroom, creating peaceful retreats throughout. A separate one-bedroom, one-bath guest house offers exceptional flexibility for visitors, extended family, a private office, or creative space. The detached three-car garage provides abundant parking and storage. With expansive grounds, tranquil surroundings, and a prized setting near acclaimed Portola Valley schools, this distinctive property is a rare opportunity to enjoy indoor-outdoor living, remarkable versatility, and the timeless beauty of Portola Valley.

1080 Westridge DR, Portola Valley

Listed by Josh Rubin, 650-575-5981 from Compass
(If provided) CoList: from

$7,495,000

Located in the highly desirable Westridge neighborhood, this impressive 2.62+/- acre property offers views, room for expansion, a vineyard, a separate ADU, and a freshly updated home with 4 bedrooms and 3 remodeled baths. The kitchen has new appliances and flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has a tall, beamed ceiling, 3 closets and a deck that overlooks the property and Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space. This space is served by a separate entrance for flexibility. A lower level is a blank slate. It has a workshop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center and a full bath. Potential for a wine cellar. The ADU is 1 bed, 1 bath and has an open living/dining/kitchenette space, as well as a private deck and entrance. There is a small upper pasture and a large area at the front of the property that could be used for horses, a pool, or possibly a tennis court. Central Portola Valley location, convenient to shopping, Alpine Hills Tennis and Swim Club, The Alpine Inn, excellent PV schools and easy commute routes.

4 Beds ⋅ 3 Baths ⋅ ML82058982 MLS

Located in the highly desirable Westridge neighborhood, this impressive 2.62+/- acre property offers views, room for expansion, a vineyard, a separate ADU, and a freshly updated home with 4 bedrooms and 3 remodeled baths. The kitchen has new appliances and flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has a tall, beamed ceiling, 3 closets and a deck that overlooks the property and Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space. This space is served by a separate entrance for flexibility. A lower level is a blank slate. It has a workshop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center and a full bath. Potential for a wine cellar. The ADU is 1 bed, 1 bath and has an open living/dining/kitchenette space, as well as a private deck and entrance. There is a small upper pasture and a large area at the front of the property that could be used for horses, a pool, or possibly a tennis court. Central Portola Valley location, convenient to shopping, Alpine Hills Tennis and Swim Club, The Alpine Inn, excellent PV schools and easy commute routes.

15 Naranja WAY, Portola Valley

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

$7,495,000

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

5 Beds ⋅ 8 Baths ⋅ ML82036782 MLS ⋅ Blue Oaks BLDG.

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

1 Redberry RDG, Portola Valley

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: from

$5,488,000

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley

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