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$4,600,000

Beautifully updated & remodeled for contemporary living, this home enjoys a rare setting on a circular street in central Portola Valley. Framed by towering redwoods & mature oaks, the property enjoys exceptional privacy with a sunlit deck & spa plus a seasonal creek that traces the rear border. Home open & light filled design, featuring reconfigured living areas, designer kitchen, & perfectly hued refinished hardwood floors. Main living areas are designed with flexibility for formal or everyday living. Great room that encompasses the kitchen, family room, & formal dining space, while an adjoining library also offers the option of use as a formal dining room. All of the spaces open to the enchanting rear grounds including a large office off the living room. Tranquil main-level primary suite with remodeled bath & direct access to the spa deck. Second bedroom & bath on this level are ideal for guests plus a dedicated office. Upper level features a spacious recreation room with fireplace & refreshment center, plus two additional bedrooms, each opening to a rear deck with stairs to the yard, & remodeled bath. Completing this inviting retreat is its close-in location just minutes from Portola Valley Town Center, Windy Hill hiking trails, & acclaimed Portola Valley schools.

4 Beds ⋅ 4 Baths ⋅ ML82025987 MLS

Beautifully updated & remodeled for contemporary living, this home enjoys a rare setting on a circular street in central Portola Valley. Framed by towering redwoods & mature oaks, the property enjoys exceptional privacy with a sunlit deck & spa plus a seasonal creek that traces the rear border. Home open & light filled design, featuring reconfigured living areas, designer kitchen, & perfectly hued refinished hardwood floors. Main living areas are designed with flexibility for formal or everyday living. Great room that encompasses the kitchen, family room, & formal dining space, while an adjoining library also offers the option of use as a formal dining room. All of the spaces open to the enchanting rear grounds including a large office off the living room. Tranquil main-level primary suite with remodeled bath & direct access to the spa deck. Second bedroom & bath on this level are ideal for guests plus a dedicated office. Upper level features a spacious recreation room with fireplace & refreshment center, plus two additional bedrooms, each opening to a rear deck with stairs to the yard, & remodeled bath. Completing this inviting retreat is its close-in location just minutes from Portola Valley Town Center, Windy Hill hiking trails, & acclaimed Portola Valley schools.

135 Wyndham DR, Portola Valley

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

Sold listing courtesy of Courtney Charney from PARCA

$4,000,000

Come right in. Enjoy the view. This stunning remodel completed in 2025 offers space, views, and peace of mind. With completely new high-end finishes throughout, this Mid-Century Modern masterpiece sits atop a private, lush acre, seamlessly blending modern luxury with nature's tranquility. Designed for those who appreciate both serenity and grand entertaining, a true retreat where hawks glide above. The expansive open-concept living space flows into a gourmet kitchen, featuring Bertazzoni five-burner gas stove, refrigerator and dishwasher plus gorgeous brass fixtures. Floor-to-ceiling windows showcase panoramic views of rolling hills & twinkling city lights, creating an awe-inspiring backdrop. A grand two-story entryway leads to an elegant dining area, warmed by a glass-enclosed gas fireplace. Step onto the rooftop deck, where alfresco dining meets unparalleled stargazing & sunset views. The primary suite is a private sanctuary, complete with a spa-like soaking tub and a bed perfectly positioned for breathtaking sunset views. Four additional bedrooms offer luxury & privacy for all, each has its own full bath. This is more than a home. It's an experience of modern elegance, timeless design, & natures embrace.

5 Beds ⋅ 6 Baths ⋅ ML82025339 MLS

Come right in. Enjoy the view. This stunning remodel completed in 2025 offers space, views, and peace of mind. With completely new high-end finishes throughout, this Mid-Century Modern masterpiece sits atop a private, lush acre, seamlessly blending modern luxury with nature's tranquility. Designed for those who appreciate both serenity and grand entertaining, a true retreat where hawks glide above. The expansive open-concept living space flows into a gourmet kitchen, featuring Bertazzoni five-burner gas stove, refrigerator and dishwasher plus gorgeous brass fixtures. Floor-to-ceiling windows showcase panoramic views of rolling hills & twinkling city lights, creating an awe-inspiring backdrop. A grand two-story entryway leads to an elegant dining area, warmed by a glass-enclosed gas fireplace. Step onto the rooftop deck, where alfresco dining meets unparalleled stargazing & sunset views. The primary suite is a private sanctuary, complete with a spa-like soaking tub and a bed perfectly positioned for breathtaking sunset views. Four additional bedrooms offer luxury & privacy for all, each has its own full bath. This is more than a home. It's an experience of modern elegance, timeless design, & natures embrace.

76 Vista Verde WAY, Portola Valley

Listed by Deniece Watkins Smith, 650-744-0888 from Compass
(If provided) CoList: from

Sold listing courtesy of Ruth Mistry from CBR

$3,300,000

Experience serene, modern living in this beautifully updated 3-bedroom, 2-bath ranch home infused with Japanese-inspired design, with a harmonious connection to the outdoors, creating an atmosphere of calm and balance throughout. Light-filled living spaces flow seamlessly to a private backyard oasis, creating the perfect setting for both relaxation and entertaining. Spacious living room featuring a built-in bookcase and gas fireplace. Modern kitchen with granite and stainless steel counters, breakfast bar, and updated cabinetry. Separate family room with easy access to the backyard. Private backyard retreat with black-bottom pool, pergola, with space for gatherings. Close to the Ladera Shopper and Ladera Recreation Center, near the bus stop and Woodland School, just 3.5 miles to Stanford University, easy access to commute routes, Silicon Valley, and mid-way between San Francisco and San Jose International Airports. Optional membership to the Ladera Recreation Center provides year-round tennis, pickleball & fitness programs, a seasonal aquatics program, and a variety of community events and activities.

3 Beds ⋅ 2 Baths ⋅ ML82025326 MLS ⋅ Ladera BLDG.

Experience serene, modern living in this beautifully updated 3-bedroom, 2-bath ranch home infused with Japanese-inspired design, with a harmonious connection to the outdoors, creating an atmosphere of calm and balance throughout. Light-filled living spaces flow seamlessly to a private backyard oasis, creating the perfect setting for both relaxation and entertaining. Spacious living room featuring a built-in bookcase and gas fireplace. Modern kitchen with granite and stainless steel counters, breakfast bar, and updated cabinetry. Separate family room with easy access to the backyard. Private backyard retreat with black-bottom pool, pergola, with space for gatherings. Close to the Ladera Shopper and Ladera Recreation Center, near the bus stop and Woodland School, just 3.5 miles to Stanford University, easy access to commute routes, Silicon Valley, and mid-way between San Francisco and San Jose International Airports. Optional membership to the Ladera Recreation Center provides year-round tennis, pickleball & fitness programs, a seasonal aquatics program, and a variety of community events and activities.

375 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$3,000,000

Escape the ordinary at 435 Golden Oak Drive, an architecturally distinct 4-bedroom, 3.5-bath retreat in one of Portola Valleys most coveted enclaves. Set on nearly 1.5 acres at the end of a private drive, this residence offers rare privacy while still being minutes from Silicon Valley conveniences. Expansive windows fill the home with natural light and frame the surrounding landscape. Multiple decks across different levels create seamless indoor-outdoor living and provide inviting spaces for morning coffee, evening wine, or entertaining. The interior has been refreshed with new flooring and paint throughout, creating a clean, modern backdrop. The layout offers flexibility for family living, hosting, or working from home, with generous bedrooms and well-placed common areas. Located in an exclusive neighborhood known for its beauty, privacy, and top-rated schools, the property is also walking distance to the iconic Alpine Inn. Nearby are some of the Peninsulas most prestigious country clubs offering golf, tennis, dining, and social amenities. A rare opportunity to own a true retreat in the heart of the Peninsula.

4 Beds ⋅ 4 Baths ⋅ ML82025132 MLS

Escape the ordinary at 435 Golden Oak Drive, an architecturally distinct 4-bedroom, 3.5-bath retreat in one of Portola Valleys most coveted enclaves. Set on nearly 1.5 acres at the end of a private drive, this residence offers rare privacy while still being minutes from Silicon Valley conveniences. Expansive windows fill the home with natural light and frame the surrounding landscape. Multiple decks across different levels create seamless indoor-outdoor living and provide inviting spaces for morning coffee, evening wine, or entertaining. The interior has been refreshed with new flooring and paint throughout, creating a clean, modern backdrop. The layout offers flexibility for family living, hosting, or working from home, with generous bedrooms and well-placed common areas. Located in an exclusive neighborhood known for its beauty, privacy, and top-rated schools, the property is also walking distance to the iconic Alpine Inn. Nearby are some of the Peninsulas most prestigious country clubs offering golf, tennis, dining, and social amenities. A rare opportunity to own a true retreat in the heart of the Peninsula.

435 Golden Oak DR, Portola Valley

Listed by Joe Polyak, 415-595-2647 from Rise Homes
(If provided) CoList: Valerie Mattei from Rise Homes

Sold listing courtesy of Sergey Yusupov from RISEHOME

$4,275,000

Experience the charm and comfort of this beautifully maintained Ladera home, offering generous living spaces, an open floor plan, and seamless indoor-outdoor flow ideal for gatherings and everyday living. The inviting living room features a wall of windows, a wood-burning fireplace, and wide-plank hardwood floors throughout. The open floor plan of the kitchen, featuring a large center island, dining area, and adjoining family room, is the true heart of this home. A convenient full bath is located near the family room for guests or access from the backyard. En-suite primary bedroom with direct access to the backyard for a peaceful morning coffee or evening relaxation. Three spacious bedrooms share a newly updated bathroom. Enjoy California living in a spacious, level backyard with deck, paver patio, built-in BBQ, and inviting gas firepit. Convenient to the Ladera Recreation Center, school bus stop, local shopping, restaurants, Stanford, and commute routes.

4 Beds ⋅ 3 Baths ⋅ ML82024644 MLS ⋅ Ladera BLDG.

Experience the charm and comfort of this beautifully maintained Ladera home, offering generous living spaces, an open floor plan, and seamless indoor-outdoor flow ideal for gatherings and everyday living. The inviting living room features a wall of windows, a wood-burning fireplace, and wide-plank hardwood floors throughout. The open floor plan of the kitchen, featuring a large center island, dining area, and adjoining family room, is the true heart of this home. A convenient full bath is located near the family room for guests or access from the backyard. En-suite primary bedroom with direct access to the backyard for a peaceful morning coffee or evening relaxation. Three spacious bedrooms share a newly updated bathroom. Enjoy California living in a spacious, level backyard with deck, paver patio, built-in BBQ, and inviting gas firepit. Convenient to the Ladera Recreation Center, school bus stop, local shopping, restaurants, Stanford, and commute routes.

630 La Mesa DR, Portola Valley

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

Sold listing courtesy of Loveless Team from NTERO

$3,595,000

Located in one of Silicon Valleys most desirable residential enclaves, Portola Valley Ranch, amid 350 acres of private open space preserve, this refined contemporary home fully embraces its natural surroundings. Clean architectural lines, sliding glass doors and clerestory windows define the expansive living / dining great room and suffuse it with light. Beautiful Australian eucalyptus flooring throughout the home unifies it with a warm, welcoming aesthetic. Custom cherry cabinetry accentuated by walnut trim in the chef's kitchen and adjacent family room create an inviting setting for cooking while gathering with family and friends. The oversized primary bedroom with a front balcony that extends the length of the room has a marvelous view of mature trees framing the western hills. Two additional bedrooms, both opening to the outdoors, share the bright hall bath. The oversized two car garage includes an EV charger and a storage closet ideal for wine collectors. Tucked away on a quiet cul-de-sac in this special community offering a clubhouse, tennis courts, pools, exercise facilities, a vineyard, a playground and hiking trails, this serene retreat feels miles away but is conveniently located just minutes from highway 280 and Stanford University. Dont miss it!

3 Beds ⋅ 3 Baths ⋅ ML82024569 MLS ⋅ Portola Valley Ranch Association BLDG.

Located in one of Silicon Valleys most desirable residential enclaves, Portola Valley Ranch, amid 350 acres of private open space preserve, this refined contemporary home fully embraces its natural surroundings. Clean architectural lines, sliding glass doors and clerestory windows define the expansive living / dining great room and suffuse it with light. Beautiful Australian eucalyptus flooring throughout the home unifies it with a warm, welcoming aesthetic. Custom cherry cabinetry accentuated by walnut trim in the chef's kitchen and adjacent family room create an inviting setting for cooking while gathering with family and friends. The oversized primary bedroom with a front balcony that extends the length of the room has a marvelous view of mature trees framing the western hills. Two additional bedrooms, both opening to the outdoors, share the bright hall bath. The oversized two car garage includes an EV charger and a storage closet ideal for wine collectors. Tucked away on a quiet cul-de-sac in this special community offering a clubhouse, tennis courts, pools, exercise facilities, a vineyard, a playground and hiking trails, this serene retreat feels miles away but is conveniently located just minutes from highway 280 and Stanford University. Dont miss it!

35 Bear Paw, Portola Valley

Listed by Colleen Foraker, 650-380-0085 from Compass
(If provided) CoList: Carolyn Keddington from Compass

Sold listing courtesy of Wen Guo RE Group from KWPEN

$4,100,000

Embraced by the serene beauty of Foothills Park and Los Trancos Open Space Preserve, this stunning home is neatly perched. Its hard to improve on Mother Nature, but this ~1.2-acre property certainly complements her work. Peaceful surroundings and sweeping ridgeline views create an astounding backdrop, enjoyed from the expansive deck and patio each extending the homes living space outdoors. The 3 bed, 2.5 bath residence offers a warm blend of elegance and comfort. The dramatic foyer opens to a formal living and dining area with custom built-ins and tall arched windows framing the view. The spacious, eat-in kitchen features high-end appliances, generous storage, and a large island that flows seamlessly into the inviting family room with custom cabinetry, perfect for everyday living or entertaining. The upper level hosts the primary suite which includes a private balcony, multiple closets, and an elegant bath, while a full bath serves the additional bedrooms. A detached guest apartment with its own address, kitchen, laundry and bath; a 2-car garage with 60 linear feet of storage; solar panels with dual Enphase IQ batteries; high-speed internet; and excellent schools.

3 Beds ⋅ 3 Baths ⋅ ML82024513 MLS

Embraced by the serene beauty of Foothills Park and Los Trancos Open Space Preserve, this stunning home is neatly perched. Its hard to improve on Mother Nature, but this ~1.2-acre property certainly complements her work. Peaceful surroundings and sweeping ridgeline views create an astounding backdrop, enjoyed from the expansive deck and patio each extending the homes living space outdoors. The 3 bed, 2.5 bath residence offers a warm blend of elegance and comfort. The dramatic foyer opens to a formal living and dining area with custom built-ins and tall arched windows framing the view. The spacious, eat-in kitchen features high-end appliances, generous storage, and a large island that flows seamlessly into the inviting family room with custom cabinetry, perfect for everyday living or entertaining. The upper level hosts the primary suite which includes a private balcony, multiple closets, and an elegant bath, while a full bath serves the additional bedrooms. A detached guest apartment with its own address, kitchen, laundry and bath; a 2-car garage with 60 linear feet of storage; solar panels with dual Enphase IQ batteries; high-speed internet; and excellent schools.

289 Ramona RD, 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

Sold listing courtesy of Peter Cowperthwaite from DP

$5,150,000

5 Beds ⋅ 5 Baths ⋅ ML82024481 MLS

880 La Mesa DR, Portola Valley

Listed by Janie Barman, 650-759-1182 from Compass
(If provided) CoList: from

Sold listing courtesy of Keri Nicholas from PARCA

$6,200,000

Remodeled and expanded on 1.3 level acres with tennis court, views, and beautiful grounds in central Portola Valley. Custom craftsmanship and artistic detail showcase cathedral ceilings with industrial lighting and windmill-style fans, numerous skylights, and reclaimed wood accents creating rustic sophistication. Two dramatic works by a Post Ranch Inn artist a sculptural stainless-steel fireplace surround and a custom steel hot tub on the elevated deck merge art and function. Gourmet kitchen with French Lacanche range and rolling ladder to upper storage. Primary suite couture closet designed for nearly 500 pairs of shoes also has a rolling ladder plus a spa like bath with open shower. Natural landscaping, pollinator gardens, and impressive variety of fruit trees. Private tennis court enhances the rear grounds. Moments from the town center and Windy Hill trails for the ultimate Portola Valley lifestyle. Excellent Portola Valley schools.

5 Beds ⋅ 4 Baths ⋅ ML82022890 MLS

Remodeled and expanded on 1.3 level acres with tennis court, views, and beautiful grounds in central Portola Valley. Custom craftsmanship and artistic detail showcase cathedral ceilings with industrial lighting and windmill-style fans, numerous skylights, and reclaimed wood accents creating rustic sophistication. Two dramatic works by a Post Ranch Inn artist a sculptural stainless-steel fireplace surround and a custom steel hot tub on the elevated deck merge art and function. Gourmet kitchen with French Lacanche range and rolling ladder to upper storage. Primary suite couture closet designed for nearly 500 pairs of shoes also has a rolling ladder plus a spa like bath with open shower. Natural landscaping, pollinator gardens, and impressive variety of fruit trees. Private tennis court enhances the rear grounds. Moments from the town center and Windy Hill trails for the ultimate Portola Valley lifestyle. Excellent Portola Valley schools.

70 Stonegate RD, Portola Valley

Listed by Ciana Megan Tierney, 650-954-8642 from Compass
(If provided) CoList: from

Sold listing courtesy of Erika Demma from APR

$3,455,000

Discover the potential at 475 Cervantes Rd, nestled in the heart of Portola Valley, where opportunity meets prime location. Situated on a lovely 1 acre lot, this property presents a remarkable canvas for those looking to build or remodel in order to create their optimal living space. The home boasts 2,550 feet of living space, featuring 3 bedrooms, 2.5 bathrooms. The primary bedroom is a retreat in itself, complete with an ensuite bathroom that includes a separate tub and shower. The additional two bedrooms share a convenient and spacious hall bath. The heart of this home is its open-concept kitchen and family room, perfect for gatherings and entertaining. The kitchen comes equipped with a center island and a cozy eating area, while the family room offers built-in bookcases and fireplace. For more formal occasions, enjoy the separate dining room and large living room. To enhance the thoughtful flow of the home, all common areas lead to the serene backyard. Additional amenities include a dedicated laundry room, a detached 2-car garage, a screened patio and a deck overlooking the private yard while offering a peaceful retreat and space for outdoor enjoyment. This home already offers fabulous spaces and a thoughtful floor plan; it just needs the creativity of its next owner.

3 Beds ⋅ 3 Baths ⋅ ML82022989 MLS

Discover the potential at 475 Cervantes Rd, nestled in the heart of Portola Valley, where opportunity meets prime location. Situated on a lovely 1 acre lot, this property presents a remarkable canvas for those looking to build or remodel in order to create their optimal living space. The home boasts 2,550 feet of living space, featuring 3 bedrooms, 2.5 bathrooms. The primary bedroom is a retreat in itself, complete with an ensuite bathroom that includes a separate tub and shower. The additional two bedrooms share a convenient and spacious hall bath. The heart of this home is its open-concept kitchen and family room, perfect for gatherings and entertaining. The kitchen comes equipped with a center island and a cozy eating area, while the family room offers built-in bookcases and fireplace. For more formal occasions, enjoy the separate dining room and large living room. To enhance the thoughtful flow of the home, all common areas lead to the serene backyard. Additional amenities include a dedicated laundry room, a detached 2-car garage, a screened patio and a deck overlooking the private yard while offering a peaceful retreat and space for outdoor enjoyment. This home already offers fabulous spaces and a thoughtful floor plan; it just needs the creativity of its next owner.

475 Cervantes RD, Portola Valley

Listed by Jennifer Alfaro, 650-888-8338 from Compass
(If provided) CoList: Kimm Terpening from Compass

Sold listing courtesy of Eric Ruxton from TERA

$4,025,000

This is a home that's all about light, views, and easy living. Whether you're gathering with friends, finding a quiet corner to unwind, or just enjoying the beauty of nature right outside your door, this home has it all. As you arrive, a soothing water feature sets a calming tone. Step inside to a dramatic living room with soaring open-beam ceiling and a sliding skylight that fills the space with natural light and fresh air. The open kitchen and dining areas make gatherings effortless, flowing easily for everyday living or entertaining. The primary suite is a true retreat, with a fireplace, a spa-like bathroom, and a generous walk-in closet. With four bedrooms and four bathrooms in total, plus a private-entry studio perfect for guests, work, or creative pursuits. Multiple decks and patio offer sweeping views of the hillsides and valley beyond. This home includes a tropical-themed spa room with a hot tub and sauna, a wellness escape right at home. Portola Valley Ranch amenities include a vineyard, two swimming pools, tennis, a fitness facility, community garden, community room, access to hiking trails, a dog park, and so much more. Located near shops and restaurants, Stanford, Silicon Valley, commute routes, and midway between San Francisco & San Jose international airports.

4 Beds ⋅ 4 Baths ⋅ ML82021580 MLS ⋅ Portola Valley Ranch BLDG.

This is a home that's all about light, views, and easy living. Whether you're gathering with friends, finding a quiet corner to unwind, or just enjoying the beauty of nature right outside your door, this home has it all. As you arrive, a soothing water feature sets a calming tone. Step inside to a dramatic living room with soaring open-beam ceiling and a sliding skylight that fills the space with natural light and fresh air. The open kitchen and dining areas make gatherings effortless, flowing easily for everyday living or entertaining. The primary suite is a true retreat, with a fireplace, a spa-like bathroom, and a generous walk-in closet. With four bedrooms and four bathrooms in total, plus a private-entry studio perfect for guests, work, or creative pursuits. Multiple decks and patio offer sweeping views of the hillsides and valley beyond. This home includes a tropical-themed spa room with a hot tub and sauna, a wellness escape right at home. Portola Valley Ranch amenities include a vineyard, two swimming pools, tennis, a fitness facility, community garden, community room, access to hiking trails, a dog park, and so much more. Located near shops and restaurants, Stanford, Silicon Valley, commute routes, and midway between San Francisco & San Jose international airports.

11 Hawk View, Portola Valley

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

Sold listing courtesy of Jim Tierney from NTE

$4,250,000

Welcome to this beautiful home located in central Portola Valley. This spacious 4-bedroom, 3-bathroom residence offers comfortable living with generous amenities. A secluded fourth bedroom and full bath provide a comfortable solution for guests or extended family. The kitchen is well-positioned with an electric cooktop, double oven, refrigerator, and opens to the rear patio. The living room boasts vaulted ceilings, providing an open and airy feel enhanced by a wall of windows overlooking the patio area. The bedrooms are well-sized with ample closet space. Recently painted in a neutral tone with complementary carpets, this home is turn-key and one can move right in and enjoy the holidays! Ideally positioned on 1.6 acres. with two level tiers and a downslope, the oak studded lot is both private and accessible. The property features a solar-heated in-ground pool, and a convenient pool house complete with a full bath - perfect for relaxation and entertaining. The Portola Valley Elementary School District serves the area. With additional structures like a lighted pergola, and large storage shed, this home is a perfect blend of comfort and functionality.

4 Beds ⋅ 3 Baths ⋅ ML82019049 MLS

Welcome to this beautiful home located in central Portola Valley. This spacious 4-bedroom, 3-bathroom residence offers comfortable living with generous amenities. A secluded fourth bedroom and full bath provide a comfortable solution for guests or extended family. The kitchen is well-positioned with an electric cooktop, double oven, refrigerator, and opens to the rear patio. The living room boasts vaulted ceilings, providing an open and airy feel enhanced by a wall of windows overlooking the patio area. The bedrooms are well-sized with ample closet space. Recently painted in a neutral tone with complementary carpets, this home is turn-key and one can move right in and enjoy the holidays! Ideally positioned on 1.6 acres. with two level tiers and a downslope, the oak studded lot is both private and accessible. The property features a solar-heated in-ground pool, and a convenient pool house complete with a full bath - perfect for relaxation and entertaining. The Portola Valley Elementary School District serves the area. With additional structures like a lighted pergola, and large storage shed, this home is a perfect blend of comfort and functionality.

20 Bear Gulch DR, Portola Valley

Listed by Denise Welsh, 415-999-0727 from Compass
(If provided) CoList: from

Sold listing courtesy of Ashu Chadha from COMPS

$4,600,000

Single-level ranch home set on a private acre in a forest-like oasis with majestic redwoods. This renovated 4-bedroom, 2.5-bath residence features a cozy family room and a spacious living room with cathedral ceilings and a wall of windows that fill the home with natural light while showcasing the serene yard. A half-moon driveway provides a welcoming approach, complemented by a separate driveway leading to a large garage. The kitchen is designed for both beauty and function, with custom cabinetry, interior lighting, double sinks, built-in Thermador refrigerator, La CornuFe' range with an elegant exhaust. The bathrooms are thoughtfully updated, offering a soaking tub and walk-in shower. Portola Valley Trails are right outside your door!

4 Beds ⋅ 3 Baths ⋅ ML82017822 MLS

Single-level ranch home set on a private acre in a forest-like oasis with majestic redwoods. This renovated 4-bedroom, 2.5-bath residence features a cozy family room and a spacious living room with cathedral ceilings and a wall of windows that fill the home with natural light while showcasing the serene yard. A half-moon driveway provides a welcoming approach, complemented by a separate driveway leading to a large garage. The kitchen is designed for both beauty and function, with custom cabinetry, interior lighting, double sinks, built-in Thermador refrigerator, La CornuFe' range with an elegant exhaust. The bathrooms are thoughtfully updated, offering a soaking tub and walk-in shower. Portola Valley Trails are right outside your door!

240 Willowbrook DR, Portola Valley

Listed by Roberto Ruiz, 408-234-7249 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Samira Amid-Hozour from SGP

$4,400,000

Set against the stunning backdrop of Portola Valleys rolling hills, 369 La Cuesta Drive offers a rare blend of natural beauty and modern convenience. This coveted location is known for its peaceful atmosphere, scenic trails, highly regarded schools, and proximity to the tech and business hubs of Silicon Valleyideal for those seeking both tranquility and connectivity. This brand-new Aro Home is a showcase of sophisticated design and thoughtful functionality. The architecture features clean, modern lines and expansive glass that brings the outdoors in. Open living and dining areas flow into a chefs kitchen with premium appliances, a large island, and high-end finishes. Bedrooms offer comfort and privacy, and the primary suite includes a walk-in closet and spa-inspired bath with a walk-in shower. Pioneering sustainable living, this carbon-negative home features solar power, energy-efficient systems, water-saving fixtures, and precision-engineered construction. Built off-site and assembled on location, it reflects Aro Homes commitment to environmental responsibility. Smart home integration allows seamless control of lighting, climate, and security offering a truly modern living experience.

5 Beds ⋅ 3 Baths ⋅ ML82018200 MLS

Set against the stunning backdrop of Portola Valleys rolling hills, 369 La Cuesta Drive offers a rare blend of natural beauty and modern convenience. This coveted location is known for its peaceful atmosphere, scenic trails, highly regarded schools, and proximity to the tech and business hubs of Silicon Valleyideal for those seeking both tranquility and connectivity. This brand-new Aro Home is a showcase of sophisticated design and thoughtful functionality. The architecture features clean, modern lines and expansive glass that brings the outdoors in. Open living and dining areas flow into a chefs kitchen with premium appliances, a large island, and high-end finishes. Bedrooms offer comfort and privacy, and the primary suite includes a walk-in closet and spa-inspired bath with a walk-in shower. Pioneering sustainable living, this carbon-negative home features solar power, energy-efficient systems, water-saving fixtures, and precision-engineered construction. Built off-site and assembled on location, it reflects Aro Homes commitment to environmental responsibility. Smart home integration allows seamless control of lighting, climate, and security offering a truly modern living experience.

369 La Cuesta DR, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$3,850,000

Nestled in the highly sought-after Ladera neighborhood, this spacious home is the perfect blend of serenity, functionality, & comfort. With breathtaking views of the San Francisco Bay & surrounding treetops, this property is a private retreat that effortlessly accommodates both everyday living & vibrant entertaining. Step into the expansive living room, where a vaulted ceiling, hardwood floors, & a cozy fireplace create a warm & inviting ambiance. A wraparound deck offers seamless indoor-outdoor flow & stunning panoramic views. Adjacent to the living space is a light-filled dining room with a direct line of sight to San Francisco. Chef's eat-in kitchen has a large center island and breakfast bar. Primary suite offers stunning vistas and a peaceful haven at the end of the day. Downstairs, three bedrooms share a full bath with an adjoining family room, offering flexibility for family, guests, or a home office. A fully independent 1-bedroom, 1-bath attached unit with its own entrance, kitchenette, & access to the backyard presents an exceptional opportunity for guest accommodations, au pair quarters. The private backyard is a level space perfect for play, gardening, or relaxing in the shade. Optional membership is available to the Ladera Rec Center with swim & tennis.

5 Beds ⋅ 3 Baths ⋅ ML82016762 MLS ⋅ Ladera BLDG.

Nestled in the highly sought-after Ladera neighborhood, this spacious home is the perfect blend of serenity, functionality, & comfort. With breathtaking views of the San Francisco Bay & surrounding treetops, this property is a private retreat that effortlessly accommodates both everyday living & vibrant entertaining. Step into the expansive living room, where a vaulted ceiling, hardwood floors, & a cozy fireplace create a warm & inviting ambiance. A wraparound deck offers seamless indoor-outdoor flow & stunning panoramic views. Adjacent to the living space is a light-filled dining room with a direct line of sight to San Francisco. Chef's eat-in kitchen has a large center island and breakfast bar. Primary suite offers stunning vistas and a peaceful haven at the end of the day. Downstairs, three bedrooms share a full bath with an adjoining family room, offering flexibility for family, guests, or a home office. A fully independent 1-bedroom, 1-bath attached unit with its own entrance, kitchenette, & access to the backyard presents an exceptional opportunity for guest accommodations, au pair quarters. The private backyard is a level space perfect for play, gardening, or relaxing in the shade. Optional membership is available to the Ladera Rec Center with swim & tennis.

760 La Mesa DR, Portola Valley

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

Sold listing courtesy of Fred Glick from GLICK

$3,200,000

Discover this mid-century modern-style gem in the sought-after Corte Madera neighborhood. Positioned on a desirable street and flat lot at the top of Canyon Drive and Crescent Road, this 3-bed, 2-bath home features vaulted ceilings, an open floor plan, fireplace, hardwood floors, floating staircase and abundant natural light through glass doors, picture windows and skylights. The versatile bedroom or possible media room on the first-floor opens to an inviting outdoor space with a fenced backyard and garden. Additional highlights include a 2-car garage with side yard access, washer/dryer hookup, and a storage shed for extra workspace. Enjoy a pet-friendly, active community walking distance to top rated public and private schools, Roberts Market, biking routes, and network of local hiking trails, just minutes from Stanford University and Palo Alto without ever having to get on the highway.

3 Beds ⋅ 2 Baths ⋅ ML82010192 MLS

Discover this mid-century modern-style gem in the sought-after Corte Madera neighborhood. Positioned on a desirable street and flat lot at the top of Canyon Drive and Crescent Road, this 3-bed, 2-bath home features vaulted ceilings, an open floor plan, fireplace, hardwood floors, floating staircase and abundant natural light through glass doors, picture windows and skylights. The versatile bedroom or possible media room on the first-floor opens to an inviting outdoor space with a fenced backyard and garden. Additional highlights include a 2-car garage with side yard access, washer/dryer hookup, and a storage shed for extra workspace. Enjoy a pet-friendly, active community walking distance to top rated public and private schools, Roberts Market, biking routes, and network of local hiking trails, just minutes from Stanford University and Palo Alto without ever having to get on the highway.

340 Canyon DR, Portola Valley

Listed by Karen Gunn, 650-888-9457 from Compass
(If provided) CoList: from

Sold listing courtesy of Isabella Esguerra from APR

$3,229,000

Ideally located in the heart of Silicon Valleys most exclusive corridor, this Portola Valley estate offers effortless access to Highway 280, Stanford University, Stanford Hospital, Sand Hill Road venture capital firms, and leading technology campuses including Meta, Google, Apple, NVIDIA, and Tesla. Perched on an elevated approx 2 acre private hillside lot, the property showcases dramatic 180-degree panoramic Bay views across the Peninsula skyline and western mountain ranges, a rare vantage point that must be experienced in person. This is a premier opportunity to build a custom modern estate or reimagine the existing residence into a luxury Silicon Valley retreat. Nearly every window frames sweeping natural vistas and seamless indoor outdoor living.Experience executive-level living with privacy, scale, and proximity, minutes to Palo Alto, Menlo Park, Los Altos, top-rated schools, elite dining, and major innovation hubs, while enjoying the tranquility of one of the Peninsulas most prestigious residential enclaves.A rare opportunity to secure a legacy view property in Silicon Valley, ideal for those seeking privacy, convenience, and world-class panoramic views.

4 Beds ⋅ 3 Baths ⋅ ML82012992 MLS

Ideally located in the heart of Silicon Valleys most exclusive corridor, this Portola Valley estate offers effortless access to Highway 280, Stanford University, Stanford Hospital, Sand Hill Road venture capital firms, and leading technology campuses including Meta, Google, Apple, NVIDIA, and Tesla. Perched on an elevated approx 2 acre private hillside lot, the property showcases dramatic 180-degree panoramic Bay views across the Peninsula skyline and western mountain ranges, a rare vantage point that must be experienced in person. This is a premier opportunity to build a custom modern estate or reimagine the existing residence into a luxury Silicon Valley retreat. Nearly every window frames sweeping natural vistas and seamless indoor outdoor living.Experience executive-level living with privacy, scale, and proximity, minutes to Palo Alto, Menlo Park, Los Altos, top-rated schools, elite dining, and major innovation hubs, while enjoying the tranquility of one of the Peninsulas most prestigious residential enclaves.A rare opportunity to secure a legacy view property in Silicon Valley, ideal for those seeking privacy, convenience, and world-class panoramic views.

30 Pine Ridge WAY, Portola Valley

Listed by Angie Wolff, 650-704-0475 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO

$3,380,000

VALUE VALUE VALUE! Nestled in the heart of one of Silicon Valleys most sought-after communities, 10 Bear Gulch Drive in Portola Valley presents a rare and exciting opportunity. This timeless Craftsman-style home sits on a sprawling 1.25-acre parcel and offers a 3-bedroom, 2-bath main residence plus a detached guest cottageideal for extended family, home office, or rental potential. Priced to sell due to its current condition, this property is the ultimate blank canvas for those seeking to remodel, rebuild, or even explore lot-split potential (buyer to verify with city). Whether youre dreaming of a serene family retreat or a visionary development project, the possibilities are endless. Living in Portola Valley means being surrounded by nature while remaining remarkably close to everything. Just moments from local favorites like Rossottis Alpine Inn and the Portola Valley Town Center, you'll also enjoy access to the scenic Windy Hill Open Space Preserve, miles of biking and hiking trails, and beloved community events like the summer concert series and farmers market. With top-rated schools, a welcoming small-town atmosphere, and a laid-back commute to Stanford, Sand Hill Road, and Highway 280, this location blends peaceful living with everyday convenience. Make this yours!

3 Beds ⋅ 2 Baths ⋅ ML82014861 MLS

VALUE VALUE VALUE! Nestled in the heart of one of Silicon Valleys most sought-after communities, 10 Bear Gulch Drive in Portola Valley presents a rare and exciting opportunity. This timeless Craftsman-style home sits on a sprawling 1.25-acre parcel and offers a 3-bedroom, 2-bath main residence plus a detached guest cottageideal for extended family, home office, or rental potential. Priced to sell due to its current condition, this property is the ultimate blank canvas for those seeking to remodel, rebuild, or even explore lot-split potential (buyer to verify with city). Whether youre dreaming of a serene family retreat or a visionary development project, the possibilities are endless. Living in Portola Valley means being surrounded by nature while remaining remarkably close to everything. Just moments from local favorites like Rossottis Alpine Inn and the Portola Valley Town Center, you'll also enjoy access to the scenic Windy Hill Open Space Preserve, miles of biking and hiking trails, and beloved community events like the summer concert series and farmers market. With top-rated schools, a welcoming small-town atmosphere, and a laid-back commute to Stanford, Sand Hill Road, and Highway 280, this location blends peaceful living with everyday convenience. Make this yours!

10 Bear Gulch DR, Portola Valley

Listed by Danny Burgess, 650-665-0922 from eXp Realty of California Inc
(If provided) CoList: from

Sold listing courtesy of Heidi Tang from VINE

$6,020,000

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the home has been meticulously curated, with radiant-heated concrete and white oak floors, soaring ceilings, and floor-to-ceiling walls of glass stretching the entire length of the home. The sleek white kitchen is finished with Carrara marble and anchored by two large islands part of a dramatic great room that includes formal and casual living spaces, dining area, and seamless access to the outdoors, pool, and views. The multi-level floor plan features a luxurious primary suite with spa-inspired bath and an enormous skylit dressing room, two additional bedrooms with a shared luxe bath, and a striking hallway bath. Outdoor amenities include a solar-heated pool, spa, fire pits, crushed stone walking paths, an elevated pavilion, and expansive Ipe deck. All just minutes from trails, town conveniences, and top-rated Portola Valley schools.

3 Beds ⋅ 3 Baths ⋅ ML82012718 MLS

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the home has been meticulously curated, with radiant-heated concrete and white oak floors, soaring ceilings, and floor-to-ceiling walls of glass stretching the entire length of the home. The sleek white kitchen is finished with Carrara marble and anchored by two large islands part of a dramatic great room that includes formal and casual living spaces, dining area, and seamless access to the outdoors, pool, and views. The multi-level floor plan features a luxurious primary suite with spa-inspired bath and an enormous skylit dressing room, two additional bedrooms with a shared luxe bath, and a striking hallway bath. Outdoor amenities include a solar-heated pool, spa, fire pits, crushed stone walking paths, an elevated pavilion, and expansive Ipe deck. All just minutes from trails, town conveniences, and top-rated Portola Valley schools.

22 Grove DR, Portola Valley

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Citron from COMPS

$2,950,000

On the market for the first time in nearly 50 years, this classic ranch home is set on a lushly planted corner lot of approximately one-third acre. Gardens are the soul of this property - loving tended & richly layered with heritage roses, wisetria, towering redwoods, & a soothing water feature. Brick walkway winds through the front gardens, while the private rear grounds invite outdoor living with a large patio, an arbor-covered lounge, a deck built around a majestic oak tree, & a seasonal creek along the edge of the property. This home offers timeless comfort with three bedrooms & two full baths, including a spacious primary suite with French doors to the gardens. Cathedral wood-paneled ceiling in the living room, numerous skylights throughout the home, & generously sized windows bring natural light into every space. Kitchen & casual dining area open directly to the rear yard, as well as to the family room with fireplace. Located close to Portola Valley's town center & Windy Hill trailhead, & with access to top-rated schools, this cherished home offers a wonderful opportunity to enjoy peaceful surroundings & exceptional gardens in a close-in location.

3 Beds ⋅ 2 Baths ⋅ ML82009816 MLS

On the market for the first time in nearly 50 years, this classic ranch home is set on a lushly planted corner lot of approximately one-third acre. Gardens are the soul of this property - loving tended & richly layered with heritage roses, wisetria, towering redwoods, & a soothing water feature. Brick walkway winds through the front gardens, while the private rear grounds invite outdoor living with a large patio, an arbor-covered lounge, a deck built around a majestic oak tree, & a seasonal creek along the edge of the property. This home offers timeless comfort with three bedrooms & two full baths, including a spacious primary suite with French doors to the gardens. Cathedral wood-paneled ceiling in the living room, numerous skylights throughout the home, & generously sized windows bring natural light into every space. Kitchen & casual dining area open directly to the rear yard, as well as to the family room with fireplace. Located close to Portola Valley's town center & Windy Hill trailhead, & with access to top-rated schools, this cherished home offers a wonderful opportunity to enjoy peaceful surroundings & exceptional gardens in a close-in location.

3 Wyndham DR, Portola Valley

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

Sold listing courtesy of Lynn Roberts from COMP52

$6,700,000

Welcome to this stunning home in Portola Valley, offering a perfect blend of comfort and elegance. With a generous living space of 4,088 sq ft situated on a 47,517 sq ft lot, this property provides ample room for relaxation and entertainment. The home features three spacious bedrooms, including a primary bedroom conveniently located on the ground floor, and two full bathrooms equipped with double sinks. Separate structure perfect for office or large gym. Sunroom for relaxing and views. PV Schools The kitchen is a culinary delight with its sleek granite countertops, ideal for preparing gourmet meals. Enjoy dining in the formal dining room or the eat-in kitchen, catering to both casual and formal occasions. The family room offers a separate retreat for gatherings and relaxation. This beautiful residence boasts exquisite hardwood and wood flooring throughout, adding warmth and charm to the interior. Cozy up by the fireplace on cooler evenings, creating a perfect ambiance. Laundry is convenient with an inside washer and dryer setup. The home is part of the Portola Valley Elementary School District. Additional amenities include central AC, a whole house/attic fan, central forced air heating, and a two-car garage, ensuring comfort and practicality all year round.

3 Beds ⋅ 3 Baths ⋅ ML82008992 MLS

Welcome to this stunning home in Portola Valley, offering a perfect blend of comfort and elegance. With a generous living space of 4,088 sq ft situated on a 47,517 sq ft lot, this property provides ample room for relaxation and entertainment. The home features three spacious bedrooms, including a primary bedroom conveniently located on the ground floor, and two full bathrooms equipped with double sinks. Separate structure perfect for office or large gym. Sunroom for relaxing and views. PV Schools The kitchen is a culinary delight with its sleek granite countertops, ideal for preparing gourmet meals. Enjoy dining in the formal dining room or the eat-in kitchen, catering to both casual and formal occasions. The family room offers a separate retreat for gatherings and relaxation. This beautiful residence boasts exquisite hardwood and wood flooring throughout, adding warmth and charm to the interior. Cozy up by the fireplace on cooler evenings, creating a perfect ambiance. Laundry is convenient with an inside washer and dryer setup. The home is part of the Portola Valley Elementary School District. Additional amenities include central AC, a whole house/attic fan, central forced air heating, and a two-car garage, ensuring comfort and practicality all year round.

165 Golden Oak DR, Portola Valley

Listed by Dana Cappiello, 415-264-5464 from Sotheby's Intl Rlty
(If provided) CoList: Derek Cappiello from Sotheby's Intl Rlty

Sold listing courtesy of Keyko Pintz from AGNC

$2,550,000

Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow between the living room, dining area and kitchen. The expansive living room includes a wood burning fireplace surrounded by a sunken, built-in circular sofa, a wet bar and an additional large area ideal for a game table. The dining area flows seamlessly to the large kitchen, complete with island and walk in pantry. Access to the connecting deck from all three areas creates a large space ideal for indoor/outdoor entertaining. Completing the level is a spacious bedroom, a full bath. The lower level accommodates the primary suite and the third spacious bedroom, both with en suite baths, walk-in closets and outside access. The conveniently placed large laundry room includes ample cabinetry, a sink and an attached large storage room.

3 Beds ⋅ 3 Baths ⋅ ML82007263 MLS

Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow between the living room, dining area and kitchen. The expansive living room includes a wood burning fireplace surrounded by a sunken, built-in circular sofa, a wet bar and an additional large area ideal for a game table. The dining area flows seamlessly to the large kitchen, complete with island and walk in pantry. Access to the connecting deck from all three areas creates a large space ideal for indoor/outdoor entertaining. Completing the level is a spacious bedroom, a full bath. The lower level accommodates the primary suite and the third spacious bedroom, both with en suite baths, walk-in closets and outside access. The conveniently placed large laundry room includes ample cabinetry, a sink and an attached large storage room.

40 Deer Path DR, Portola Valley

Listed by Kavanaugh Group, 650-400-5312 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Andy Pham from FIHI

$3,925,000

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture windows & sliding glass doors that frame the breathtaking scenery at every turn. Thoughtfully designed layout spans two levels with 3 bedrooms & 2.5 baths, a recreation room with an office center & built-in Murphy bed, plus a flexible-use room for office, fitness, or play. Designed for both everyday living & effortless entertaining, the home features grand gathering spaces that flow seamlessly to expansive outdoor venues, including two separate decks, one with built-in barbecue & adjoining covered dining lounge. Adding a rare & unexpected highlight, a separately fenced & sunswept pool is positioned at one end of the grounds surrounded by lawn & wooded views. Completing the appeal are a detached two-car garage, abundant off-street parking, & access to excellent Portola Valley schools. A truly special opportunity in one of the Peninsula's most desirable neighborhoods.

3 Beds ⋅ 3 Baths ⋅ ML82006466 MLS

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture windows & sliding glass doors that frame the breathtaking scenery at every turn. Thoughtfully designed layout spans two levels with 3 bedrooms & 2.5 baths, a recreation room with an office center & built-in Murphy bed, plus a flexible-use room for office, fitness, or play. Designed for both everyday living & effortless entertaining, the home features grand gathering spaces that flow seamlessly to expansive outdoor venues, including two separate decks, one with built-in barbecue & adjoining covered dining lounge. Adding a rare & unexpected highlight, a separately fenced & sunswept pool is positioned at one end of the grounds surrounded by lawn & wooded views. Completing the appeal are a detached two-car garage, abundant off-street parking, & access to excellent Portola Valley schools. A truly special opportunity in one of the Peninsula's most desirable neighborhoods.

300 Cervantes RD, Portola Valley

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

Sold listing courtesy of Daniel Flores from COMP

$4,412,000

Nestled on a gorgeous virtually flat half acre this stunning Mediterranean style home is surrounded by the pristine beauty of the adjacent Blue Oaks open space, with VIEWS stretching across the East Bay to the glittering Oakland skyline. Masterfully built in 2011 the homes thoughtful design marries a spacious, versatile floor plan with exquisite details: soaring reclaimed wood beams, graceful arched plaster doorways, a classic clay tile roof, and vibrant tile accents, including handcrafted stair risers that add a touch of old-world charm. Expansive custom windows and doors frame the idyllic setting flooding the interior with natural light and seamlessly connecting to the rear deck open and sparkling newly built POOL (2023). This property truly offers the best of everything ! A tranquil retreat in a great neighborhood, just minutes to local shopping, commute routes, Stanford and the award winning Portola Valley schools !

3 Beds ⋅ 3 Baths ⋅ ML82005872 MLS

Nestled on a gorgeous virtually flat half acre this stunning Mediterranean style home is surrounded by the pristine beauty of the adjacent Blue Oaks open space, with VIEWS stretching across the East Bay to the glittering Oakland skyline. Masterfully built in 2011 the homes thoughtful design marries a spacious, versatile floor plan with exquisite details: soaring reclaimed wood beams, graceful arched plaster doorways, a classic clay tile roof, and vibrant tile accents, including handcrafted stair risers that add a touch of old-world charm. Expansive custom windows and doors frame the idyllic setting flooding the interior with natural light and seamlessly connecting to the rear deck open and sparkling newly built POOL (2023). This property truly offers the best of everything ! A tranquil retreat in a great neighborhood, just minutes to local shopping, commute routes, Stanford and the award winning Portola Valley schools !

1036 Los Trancos RD, Portola Valley

Listed by Liz Daschbach, 650-207-0781 from Compass
(If provided) CoList: from

Sold listing courtesy of Angie Wolff from NTERO

$4,250,000

Nestled in one of Ladera's most sought-after cul-de-sac locations, this updated split-level home offers the perfect blend of comfort, style, and functionality. This residence is ideal for modern living with three spacious bedrooms and three full bathrooms. A large living room features a lighted coffered ceiling, designer color palette, and custom-built-ins. Cooking is a snap in the chef's kitchen with a breakfast bar and open floor plan to the dining and living rooms. A split-level bonus room has a vaulted ceiling, a full bath, and a home office with serene views of the Stanford Hills. The primary suite has two walk-in closets and an elegantly updated bathroom. Enjoy the California indoor-outdoor lifestyle in the beautifully landscaped backyard, where two French doors lead to a covered patio. A brick terrace framed by a low-maintenance succulent garden surrounds a fire table, ideal for entertaining or relaxing with friends and family under the stars. Direct access to the main Ladera walking path puts you minutes from the Ladera Shopper, school bus stop, and just a short distance to the Ladera Rec Center. Perfectly positioned just 4 miles to Stanford, with quick access to major Silicon Valley tech campuses, and midway between San Francisco and San Jose International airports.

3 Beds ⋅ 3 Baths ⋅ ML82005491 MLS ⋅ Ladera BLDG.

Nestled in one of Ladera's most sought-after cul-de-sac locations, this updated split-level home offers the perfect blend of comfort, style, and functionality. This residence is ideal for modern living with three spacious bedrooms and three full bathrooms. A large living room features a lighted coffered ceiling, designer color palette, and custom-built-ins. Cooking is a snap in the chef's kitchen with a breakfast bar and open floor plan to the dining and living rooms. A split-level bonus room has a vaulted ceiling, a full bath, and a home office with serene views of the Stanford Hills. The primary suite has two walk-in closets and an elegantly updated bathroom. Enjoy the California indoor-outdoor lifestyle in the beautifully landscaped backyard, where two French doors lead to a covered patio. A brick terrace framed by a low-maintenance succulent garden surrounds a fire table, ideal for entertaining or relaxing with friends and family under the stars. Direct access to the main Ladera walking path puts you minutes from the Ladera Shopper, school bus stop, and just a short distance to the Ladera Rec Center. Perfectly positioned just 4 miles to Stanford, with quick access to major Silicon Valley tech campuses, and midway between San Francisco and San Jose International airports.

161 E Floresta WAY, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$8,000,000

On the top of the hill at the end of a long private driveway and nestled on 3.5 mostly usable acres sits this very private home. Offering spectacular 270 degree views this 5 bedroom, 3 bath home sits on one of the finest sites in Portola Valley. The well-appointed private home features bright and light interiors with wonderful views throughout its effortless multi level design. The main level offers a living room, office, dining room, family room kitchen and primary suite all with western hill views. The lower level offers 4 additional bedroom, a laundry room and additional Office of Exercise room. There is also a barn and a large fenced in garden area.

5 Beds ⋅ 4 Baths ⋅ ML82004802 MLS

On the top of the hill at the end of a long private driveway and nestled on 3.5 mostly usable acres sits this very private home. Offering spectacular 270 degree views this 5 bedroom, 3 bath home sits on one of the finest sites in Portola Valley. The well-appointed private home features bright and light interiors with wonderful views throughout its effortless multi level design. The main level offers a living room, office, dining room, family room kitchen and primary suite all with western hill views. The lower level offers 4 additional bedroom, a laundry room and additional Office of Exercise room. There is also a barn and a large fenced in garden area.

909 Westridge DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA

$3,800,000

Located in tranquil Portola Valley, this single-level, 3-bedroom, 2-bath home with pool and spa sits on an oak tree studded 1.2-acre lot (per county). Ample skylights, sliding doors and picture windows create rooms filled with natural light and peaceful views of the surrounding landscape. The spacious living room and dining area flow seamlessly into the large, modern kitchen and family room. Easy access to the rear yard from these spaces make them ideal for indoor and outdoor entertaining. The bedroom wing includes the primary suite with remodeled ensuite bath, two additional bedrooms, a second remodeled full bath with new LG washer/dryer, and a hall linen closet. A two-story structure adjacent to the main house offers a range of possibilities. The upper level includes new flooring, a closet and remodeled 1/2 bath, ideal for use as a guest room, office, artist studio or game room. The lower level includes a wine cellar, workshop and storage space. This convenient location is just minutes to local hiking trails, shopping and restaurants, major commute routes, Stanford University and the excellent Portola Valley schools.

3 Beds ⋅ 2 Baths ⋅ ML81999778 MLS

Located in tranquil Portola Valley, this single-level, 3-bedroom, 2-bath home with pool and spa sits on an oak tree studded 1.2-acre lot (per county). Ample skylights, sliding doors and picture windows create rooms filled with natural light and peaceful views of the surrounding landscape. The spacious living room and dining area flow seamlessly into the large, modern kitchen and family room. Easy access to the rear yard from these spaces make them ideal for indoor and outdoor entertaining. The bedroom wing includes the primary suite with remodeled ensuite bath, two additional bedrooms, a second remodeled full bath with new LG washer/dryer, and a hall linen closet. A two-story structure adjacent to the main house offers a range of possibilities. The upper level includes new flooring, a closet and remodeled 1/2 bath, ideal for use as a guest room, office, artist studio or game room. The lower level includes a wine cellar, workshop and storage space. This convenient location is just minutes to local hiking trails, shopping and restaurants, major commute routes, Stanford University and the excellent Portola Valley schools.

90 Bear Gulch DR, Portola Valley

Listed by Kavanaugh Group, 650-400-5312 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Camille Eder from CBR

$3,460,000

Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/ stunning natural beauty & breathtaking views while a stone's throw away from Silicon Valley's buzzing energy. This is where luxury meets elite, but in a serene, peaceful setting. Explore the trails on horseback, soak in the awe-inspiring scenery, enjoy quant local restaurants like Rossotti's Alpine Inn, the ThursdayFarmer's Market just steps away, & the acclaimed top-rated schools. Portola Valley has it all! A perfect blend of equestrian adventure, mesmerizing nature, academic excellence while minutes away from all the major tech giants, & a tight knit community atmosphere that's second to none. Welcome Home!

3 Beds ⋅ 5 Baths ⋅ ML82004013 MLS

Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/ stunning natural beauty & breathtaking views while a stone's throw away from Silicon Valley's buzzing energy. This is where luxury meets elite, but in a serene, peaceful setting. Explore the trails on horseback, soak in the awe-inspiring scenery, enjoy quant local restaurants like Rossotti's Alpine Inn, the ThursdayFarmer's Market just steps away, & the acclaimed top-rated schools. Portola Valley has it all! A perfect blend of equestrian adventure, mesmerizing nature, academic excellence while minutes away from all the major tech giants, & a tight knit community atmosphere that's second to none. Welcome Home!

846 Portola RD, Portola Valley

Listed by Elena Licari, 650-868-0069 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Anne King from KWPA

$9,000,000

In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood and white oak floors that span the open, multi-level floor plan designed for flow and functionality. Expanses of glass at every turn bring in the light, the landscape, and the views, creating a seamless connection to the outdoors. The living, dining, and family rooms flow off the chefs kitchen, which is highlighted by a commercial-quality AGA range. The primary suite is privately located, three bedrooms and two baths are in a separate wing, plus there is a gym with outside sauna. A rare and captivating retreat in one of Portola Valleys most exclusive locations.

4 Beds ⋅ 4 Baths ⋅ ML82003847 MLS

In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood and white oak floors that span the open, multi-level floor plan designed for flow and functionality. Expanses of glass at every turn bring in the light, the landscape, and the views, creating a seamless connection to the outdoors. The living, dining, and family rooms flow off the chefs kitchen, which is highlighted by a commercial-quality AGA range. The primary suite is privately located, three bedrooms and two baths are in a separate wing, plus there is a gym with outside sauna. A rare and captivating retreat in one of Portola Valleys most exclusive locations.

130 Deer Meadow LN, Portola Valley

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

Sold listing courtesy of Vincent O'Shea, from ALREB

$6,550,000

Transformed with a whole-home renovation, this exquisite home offers luxurious designer style and wellness-focused amenities in a prime Central Portola Valley location. Every detail has been elevated, with stunning interiors featuring heated tiled floors in every room. Expansive retractable glass doors create a seamless indoor/outdoor connection in the living and dining room plus there is a spacious kitchen and family room combination with built-in casual dining area. A spa-like ambiance defines this 4-bedroom, 3.5-bath home, anchored by a sumptuous primary suite with steam shower. A private wellness retreat continues outside on the tremendous rear deck which feels like living space, including a recessed spa, cold plunge tub, and cedar-lined sauna. A lower deck with linear gas fireplace invites gatherings, sanded walking paths encourage quiet reflection beside the creek, and a vast synthetic lawn awaits recreation. Designed for effortless living and exceptional comfort, this home also has a wonderfully converted garage bay with the perfect space for a remote office.

4 Beds ⋅ 4 Baths ⋅ ML82001354 MLS

Transformed with a whole-home renovation, this exquisite home offers luxurious designer style and wellness-focused amenities in a prime Central Portola Valley location. Every detail has been elevated, with stunning interiors featuring heated tiled floors in every room. Expansive retractable glass doors create a seamless indoor/outdoor connection in the living and dining room plus there is a spacious kitchen and family room combination with built-in casual dining area. A spa-like ambiance defines this 4-bedroom, 3.5-bath home, anchored by a sumptuous primary suite with steam shower. A private wellness retreat continues outside on the tremendous rear deck which feels like living space, including a recessed spa, cold plunge tub, and cedar-lined sauna. A lower deck with linear gas fireplace invites gatherings, sanded walking paths encourage quiet reflection beside the creek, and a vast synthetic lawn awaits recreation. Designed for effortless living and exceptional comfort, this home also has a wonderfully converted garage bay with the perfect space for a remote office.

30 Cheyenne PT, Portola Valley

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

Sold listing courtesy of Bryan Jacobs from RWH