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

4 Beds ⋅ 3 Baths ⋅ ML82064258 MLS

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

12 Hawkview Street, Portola Valley

Listing courtesy of Shelly Roberson from Compass. 650-464-3797

Selling Office: Coldwell Banker Realty.

$4,550,000

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

5 Beds ⋅ 3 Baths ⋅ ML82061808 MLS

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

30 Minoca Road, Portola Valley

Listing courtesy of from Compass. 650-823-8212

Selling Office: Parc Agency Corporation.

$3,700,000

Bay views and cutting-edge smart house design come together in this newly built retreat by the lake. Surrounded by nature, the contemporary home is on a quiet cul-de-sac, leading to acres of open space and hiking trails, The home is designed to embrace its setting with expansive windows, skylights, multiple outdoor spaces, and views stretching to the Bay. At the heart of the home is a light-filled, open-concept living space anchored by a striking chef's kitchen, complete with an oversized island, wet bar, wine fridge, and high-tech appliances. The kitchen flows seamlessly into generous living and entertaining areas, a potential home office, and out to expansive decks, creating an effortless connection between indoors and the surrounding landscape. The multi-level design offers flexibility, including a permitted attached ADU that could alternatively function as an auxiliary family room with second kitchen for guests, a media room or fitness space. Privately situated bedrooms provide peaceful retreats, while the primary suite and rooftop deck offer elevated views of the surrounding greenery to the Bay. State-of-the-art technology is integrated throughout, including Wi-Fi-enabled appliances, solar, Tesla Powerwall, and a dumbwaiter connecting the garage to the main level.

4 Beds ⋅ 5 Baths ⋅ ML82043726 MLS

Bay views and cutting-edge smart house design come together in this newly built retreat by the lake. Surrounded by nature, the contemporary home is on a quiet cul-de-sac, leading to acres of open space and hiking trails, The home is designed to embrace its setting with expansive windows, skylights, multiple outdoor spaces, and views stretching to the Bay. At the heart of the home is a light-filled, open-concept living space anchored by a striking chef's kitchen, complete with an oversized island, wet bar, wine fridge, and high-tech appliances. The kitchen flows seamlessly into generous living and entertaining areas, a potential home office, and out to expansive decks, creating an effortless connection between indoors and the surrounding landscape. The multi-level design offers flexibility, including a permitted attached ADU that could alternatively function as an auxiliary family room with second kitchen for guests, a media room or fitness space. Privately situated bedrooms provide peaceful retreats, while the primary suite and rooftop deck offer elevated views of the surrounding greenery to the Bay. State-of-the-art technology is integrated throughout, including Wi-Fi-enabled appliances, solar, Tesla Powerwall, and a dumbwaiter connecting the garage to the main level.

141 Lake Road, Portola Valley

Listing courtesy of from Coldwell Banker Realty. 415-377-2924

Selling Office: Intero Real Estate Services.

$4,450,000

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

3 Beds ⋅ 5 Baths ⋅ ML82060715 MLS

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

55 Vista Verde Way, Portola Valley

Listing courtesy of Peter Cowperthwaite from Golden Gate Sotheby's International Realty. 650-207-4101

Selling Office: Compass.

$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 Drive, Portola Valley

Listing courtesy of from Golden Gate Sotheby's International Realty. 650-485-3476

Selling Office: Golden Gate Sotheby's International Realty.

$3,250,000

PARK-LIKE SETTING & MOVE-IN READY PORTOLA VALLEY GEM - the main level features an open, light-filled layout centered around a fireplace, with large windows framing views of the surrounding greenery and connection to nature. The PRIMARY BEDROOM ON THE MAIN LEVEL MAKES THE FIRST FLOOR easily ACCESSIBLE, FINISHED GARAGE SPACE & AMPLE PARKING SPACES FOR FAMILY & VISiTORS. The new kitchen and living areas flow directly onto a private deck, overlooking a fenced backyard, mature gardens & relaxing setting perfect for morning coffee & dining place for intimate gatherings. A stylish modern handrail leads you to the versatile lower level, which includes a third bedroom, bathroom, dedicated office area with natural light, and a secondary living space with its own fireplace and sliding glass doors to the garden patio outside leading to curated pathways and a gathering space atop the hillside. The lower level offers a unique opportunity for buyers to also expand the wallk-in utility space for additional lliving area (currently used for extra storage). Ideally located for enjoying the Peninsulas outdoor lifestyle, this home is minutes from local dining, shopping, and extensive trail & bike networks with easy access to Silicon Valley hubs and Stanford University & hospital.

3 Beds ⋅ 2 Baths ⋅ ML82047795 MLS

PARK-LIKE SETTING & MOVE-IN READY PORTOLA VALLEY GEM - the main level features an open, light-filled layout centered around a fireplace, with large windows framing views of the surrounding greenery and connection to nature. The PRIMARY BEDROOM ON THE MAIN LEVEL MAKES THE FIRST FLOOR easily ACCESSIBLE, FINISHED GARAGE SPACE & AMPLE PARKING SPACES FOR FAMILY & VISiTORS. The new kitchen and living areas flow directly onto a private deck, overlooking a fenced backyard, mature gardens & relaxing setting perfect for morning coffee & dining place for intimate gatherings. A stylish modern handrail leads you to the versatile lower level, which includes a third bedroom, bathroom, dedicated office area with natural light, and a secondary living space with its own fireplace and sliding glass doors to the garden patio outside leading to curated pathways and a gathering space atop the hillside. The lower level offers a unique opportunity for buyers to also expand the wallk-in utility space for additional lliving area (currently used for extra storage). Ideally located for enjoying the Peninsulas outdoor lifestyle, this home is minutes from local dining, shopping, and extensive trail & bike networks with easy access to Silicon Valley hubs and Stanford University & hospital.

163 Crescent Avenue, Portola Valley

Listing courtesy of Karen Gunn from Compass. 650-888-9457

Selling Office: MLSListing.

$7,250,000

Custom-designed & built in 2013 to harmoniously blend into the quintessential California landscape, this extraordinary residence seamlessly connects living spaces with the natural beauty outside. Positioned on 3 serene acres, every corner of the home has been masterfully crafted to offer distinct, functional living zones with high-end finishes & thoughtful details, creating an effortless balance of luxury & daily comfort. The main house features a primary suite with abundant storage, private deck & hot tub. The junior bedroom suite has fun living/sleeping spaces, a large 4th bedroom is currently used as a work out room.The 470 SF 1 bedroom cottage provides flexible guest accommodations. A chefs kitchen is equipped with Viking & Miele appliances, a separate clean-up room & walk in pantry. Floor to ceiling windows with gorgeous views of the meadow & oak trees from the living areas connect to paved patios. Dedicated executive office & media room. Other high-end features incl steel framed construction, radiant heat in polished concrete floors, emergency generator plumbed to gas utility with back up propane tank, Lutron smart lighting, owned solar panels, water filtration system, EV hook up, AC to be installed, storage room & walk in wine storage, 2 car garage & cyclist station.

5 Beds ⋅ 5 Baths ⋅ ML82061086 MLS

Custom-designed & built in 2013 to harmoniously blend into the quintessential California landscape, this extraordinary residence seamlessly connects living spaces with the natural beauty outside. Positioned on 3 serene acres, every corner of the home has been masterfully crafted to offer distinct, functional living zones with high-end finishes & thoughtful details, creating an effortless balance of luxury & daily comfort. The main house features a primary suite with abundant storage, private deck & hot tub. The junior bedroom suite has fun living/sleeping spaces, a large 4th bedroom is currently used as a work out room.The 470 SF 1 bedroom cottage provides flexible guest accommodations. A chefs kitchen is equipped with Viking & Miele appliances, a separate clean-up room & walk in pantry. Floor to ceiling windows with gorgeous views of the meadow & oak trees from the living areas connect to paved patios. Dedicated executive office & media room. Other high-end features incl steel framed construction, radiant heat in polished concrete floors, emergency generator plumbed to gas utility with back up propane tank, Lutron smart lighting, owned solar panels, water filtration system, EV hook up, AC to be installed, storage room & walk in wine storage, 2 car garage & cyclist station.

2 Buck Meadow Drive, Portola Valley

Listing courtesy of Michael Huang from Compass. 650-248-0006

Selling Office: Taylor & Huang Properties Inc.

$7,000,000

Set on a beautifully landscaped acre in Portola Valley, this expansive home offers nearly 5,300 square feet of living space beneath soaring ceilings and walls of glass, filling the home with natural light while bringing the verdant landscape into view. The main living spaces include a dramatic living room with statement fireplace, dining room with wet bar, chef's kitchen with top-brand appliances, and inviting family room. Five bedrooms include a retreat-like primary suite with fireplace and spa-inspired bathroom, while the lower level provides its own kitchen, living area, and separate garages. Outside, multi-level grounds feature a deck, hot tub, patios, and trellis-covered dining area. Close to Portola Valley's renowned trails, scenic preserves, Alpine Inn, and Ladera Country Shopper.

5 Beds ⋅ 5 Baths ⋅ ML82059349 MLS

Set on a beautifully landscaped acre in Portola Valley, this expansive home offers nearly 5,300 square feet of living space beneath soaring ceilings and walls of glass, filling the home with natural light while bringing the verdant landscape into view. The main living spaces include a dramatic living room with statement fireplace, dining room with wet bar, chef's kitchen with top-brand appliances, and inviting family room. Five bedrooms include a retreat-like primary suite with fireplace and spa-inspired bathroom, while the lower level provides its own kitchen, living area, and separate garages. Outside, multi-level grounds feature a deck, hot tub, patios, and trellis-covered dining area. Close to Portola Valley's renowned trails, scenic preserves, Alpine Inn, and Ladera Country Shopper.

40 Hillbrook Drive, Portola Valley

Listing courtesy of from Deleon Realty. 650-543-8500

Selling Office: Golden Gate Sotheby's International Realty.

$8,500,000

Built in 2021, this single-level main residence just-over-one-acre in central Portola Valley. Generous gathering spaces include formal living & dining rooms plus an impressive chefs kitchen & extra-large family room. Gas-log fireplaces in living & family rooms, while oversized media screens, distributed sound speakers, surround sound with automated window blinds on clerestory windows & in bedrooms. Privately accessed studio with full bath above the garage offer exceptional flexibility. Spacious primary suite with private terrace, oversized customized closet, & luxurious bath with freestanding tub & large shower. Outdoor living unfolds across a vast rear deck with gas fire pit & built-in barbecue center, large spa, & an expansive synthetic lawn with volleyball net. Terraced grounds extend up the hillside with steps to a sitting area with sweeping views. Extensive amenities include recently added 8.1 kW Tesla solar system with two Powerwall batteries for backup power, Lutron programmable lighting system, dual-zone air conditioning, & Nest thermostats. Survey & architectural renderings are also available for a 650-square-foot ADU. This central Portola Valley setting is just minutes from renowned hiking, biking, & equestrian trails and has access to excellent Portola Valley schools.

5 Beds ⋅ 6 Baths ⋅ ML82061161 MLS

Built in 2021, this single-level main residence just-over-one-acre in central Portola Valley. Generous gathering spaces include formal living & dining rooms plus an impressive chefs kitchen & extra-large family room. Gas-log fireplaces in living & family rooms, while oversized media screens, distributed sound speakers, surround sound with automated window blinds on clerestory windows & in bedrooms. Privately accessed studio with full bath above the garage offer exceptional flexibility. Spacious primary suite with private terrace, oversized customized closet, & luxurious bath with freestanding tub & large shower. Outdoor living unfolds across a vast rear deck with gas fire pit & built-in barbecue center, large spa, & an expansive synthetic lawn with volleyball net. Terraced grounds extend up the hillside with steps to a sitting area with sweeping views. Extensive amenities include recently added 8.1 kW Tesla solar system with two Powerwall batteries for backup power, Lutron programmable lighting system, dual-zone air conditioning, & Nest thermostats. Survey & architectural renderings are also available for a 650-square-foot ADU. This central Portola Valley setting is just minutes from renowned hiking, biking, & equestrian trails and has access to excellent Portola Valley schools.

160 Fawn Lane, Portola Valley

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461

Selling Office: KW Advisors.

$3,055,000

This Sunny 2040 sq ft 4 BR, 3 BA inviting home is on the market for the 1st time in nearly 50 years! Freshly painted interior & in solid shape with lots of warm wood, its ready for you to put your own remodeling stamp on to fit your taste. There are 2 En-suites on either side of the home, a family room off the kitchen w/breakfast bar & nook, grand combo living/dining room off the formal entry, vaulted beamed ceilings, solar panels, double pane windows, air conditioning, inside laundry, large workshop in the oversized garage & a wide driveway for comfortable 3 car parking. The 11,852 sq ft lot with its wide frontage gives great potential to accommodate a guest house/pool or future expansion of the home itself. The sunny backyard has an entertaining garden patio & fountain. A Pair of Glorious Redwoods anchor the right corner of the property majestically waiting for you in this storybook Brookside Park neighborhood of Portola Valley -

4 Beds ⋅ 3 Baths ⋅ ML82059309 MLS

This Sunny 2040 sq ft 4 BR, 3 BA inviting home is on the market for the 1st time in nearly 50 years! Freshly painted interior & in solid shape with lots of warm wood, its ready for you to put your own remodeling stamp on to fit your taste. There are 2 En-suites on either side of the home, a family room off the kitchen w/breakfast bar & nook, grand combo living/dining room off the formal entry, vaulted beamed ceilings, solar panels, double pane windows, air conditioning, inside laundry, large workshop in the oversized garage & a wide driveway for comfortable 3 car parking. The 11,852 sq ft lot with its wide frontage gives great potential to accommodate a guest house/pool or future expansion of the home itself. The sunny backyard has an entertaining garden patio & fountain. A Pair of Glorious Redwoods anchor the right corner of the property majestically waiting for you in this storybook Brookside Park neighborhood of Portola Valley -

100 Tan Oak Drive, Portola Valley

Listing courtesy of Janet Davis from Hometown Realty A Janet Pepe Davis Agency. 650-596-8882

Selling Office: Compass.

$11,040,000

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.

6 Beds ⋅ 11 Baths ⋅ ML81803721 MLS

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.

5660 Alpine Road, Portola Valley

Listing courtesy of from Coldwell Banker Realty. 415-377-2924

Selling Office: Un-Represented Buyer.

$3,500,000

Perched on an elevated corner lot, this spacious contemporary residence is filled with natural light and showcases marvelous Bay views. Skylights and oversized windows illuminate the dramatic two-story entry foyer, creating a bright and airy atmosphere that enhances the home's open-concept design. Expansive views serve as a stunning backdrop to the living room, primary suite, and wraparound outdoor decks, seamlessly blending indoor and outdoor living. The thoughtfully designed kitchen, complete with an informal eating area, opens to both the family room and formal dining room, offering an ideal layout for everyday living and effortless entertaining. The flexible floor plan provides excellent separation of space. Two bedrooms on the main level share a hall bathroom, while upstairs, the luxurious primary suite serves as a private sanctuary. Connected by an elevated walkway, it is thoughtfully separated from the guest suite and dedicated office area. Move-in ready and located in a highly sought-after community with access to the excellent Las Lomitas School District, the Ladera Recreation Center, the Ladera Country Shopping Center, and Stanford University all in close proximity this home presents an outstanding lifestyle opportunity!

4 Beds ⋅ 4 Baths ⋅ ML82051067 MLS

Perched on an elevated corner lot, this spacious contemporary residence is filled with natural light and showcases marvelous Bay views. Skylights and oversized windows illuminate the dramatic two-story entry foyer, creating a bright and airy atmosphere that enhances the home's open-concept design. Expansive views serve as a stunning backdrop to the living room, primary suite, and wraparound outdoor decks, seamlessly blending indoor and outdoor living. The thoughtfully designed kitchen, complete with an informal eating area, opens to both the family room and formal dining room, offering an ideal layout for everyday living and effortless entertaining. The flexible floor plan provides excellent separation of space. Two bedrooms on the main level share a hall bathroom, while upstairs, the luxurious primary suite serves as a private sanctuary. Connected by an elevated walkway, it is thoughtfully separated from the guest suite and dedicated office area. Move-in ready and located in a highly sought-after community with access to the excellent Las Lomitas School District, the Ladera Recreation Center, the Ladera Country Shopping Center, and Stanford University all in close proximity this home presents an outstanding lifestyle opportunity!

918 La Mesa Drive, Portola Valley

Listing courtesy of Colleen Foraker from Compass. 650-380-0085

Selling Office: Compass.

$3,670,000

Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

4 Beds ⋅ 3 Baths ⋅ ML82049530 MLS

Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

310 Old Spanish Trail, Portola Valley

Listing courtesy of from Compass. 650-430-8425

Selling Office: eXp Realty of California Inc.

$4,950,000

Sweeping southeastern views create a spectacular backdrop for this beautifully refreshed 4 bdm 4 bath home, ideally perched atop one of the best locations in Portola Valley Ranch. Offering nearly 4,000 SF (see floorplan!) of thoughtfully designed living space, this move-in ready home blends timeless elegance with the relaxed sophistication of Portola Valley living. The expansive main level is designed to capture breathtaking vistas from nearly every room. A spacious open kitchen flows seamlessly into the dining room and gracious living room, where soaring ceilings, walls of glass, fireplace, and a wraparound deck create an exceptional setting for everyday living and entertaining. The large main-level primary suite features an oversized bath and dressing area, while a second bedroom offers flexibility as a guest suite, home office, or additional bedroom. The lower level features a spacious family room separating two private ensuite bedrooms, creating an ideal retreat for family or guests. A second fireplace, secondary laundry, storage room, and wine room complete this level. Expansive decks on both floors provide spaces to relax and enjoy the views. Residents enjoy the two swimming pools, tennis courts, a community center, scenic walking trails, and an active, welcoming community.

4 Beds ⋅ 4 Baths ⋅ ML82056839 MLS

Sweeping southeastern views create a spectacular backdrop for this beautifully refreshed 4 bdm 4 bath home, ideally perched atop one of the best locations in Portola Valley Ranch. Offering nearly 4,000 SF (see floorplan!) of thoughtfully designed living space, this move-in ready home blends timeless elegance with the relaxed sophistication of Portola Valley living. The expansive main level is designed to capture breathtaking vistas from nearly every room. A spacious open kitchen flows seamlessly into the dining room and gracious living room, where soaring ceilings, walls of glass, fireplace, and a wraparound deck create an exceptional setting for everyday living and entertaining. The large main-level primary suite features an oversized bath and dressing area, while a second bedroom offers flexibility as a guest suite, home office, or additional bedroom. The lower level features a spacious family room separating two private ensuite bedrooms, creating an ideal retreat for family or guests. A second fireplace, secondary laundry, storage room, and wine room complete this level. Expansive decks on both floors provide spaces to relax and enjoy the views. Residents enjoy the two swimming pools, tennis courts, a community center, scenic walking trails, and an active, welcoming community.

2 Franciscan Ridge, Portola Valley

Listing courtesy of Lisa Keith from Golden Gate Sotheby's International Realty. 650-703-8644

Selling Office: Compass.

$14,500,000

Nearly one acre of level grounds sets the stage for this exceptional new home, defined by clean lines, sophisticated materials, and seamless indoor-outdoor living. White oak floors, soaring ceilings, and walls of glass enhance the light-filled interiors that open to the rear grounds where an infinity-edge pool and spa invite entertaining and recreational enjoyment. A tremendous great room anchors the design, complemented by a stunning kitchen, a separate caterers kitchen, and a temperature-controlled wine cellar. A lower-level recreation room with full bar adds flexibility for gatherings and leisure. The main home offers five en suite bedrooms and a half-bath across two levels, including a luxurious primary suite with fireplace and spa-inspired bath. A separate guest house provides additional living space with its own kitchen and private accommodations. Solar power, Tesla Powerwalls, and Lutron home automation enhance comfort and efficiency, all within the highly regarded Portola Valley school district and just minutes from the town center and miles of hiking and biking trails. Square Footage: Main Residence 5,686 | Guest House 800 | Garage 756 | Total 7,242

6 Beds ⋅ 7 Baths ⋅ ML82053175 MLS

Nearly one acre of level grounds sets the stage for this exceptional new home, defined by clean lines, sophisticated materials, and seamless indoor-outdoor living. White oak floors, soaring ceilings, and walls of glass enhance the light-filled interiors that open to the rear grounds where an infinity-edge pool and spa invite entertaining and recreational enjoyment. A tremendous great room anchors the design, complemented by a stunning kitchen, a separate caterers kitchen, and a temperature-controlled wine cellar. A lower-level recreation room with full bar adds flexibility for gatherings and leisure. The main home offers five en suite bedrooms and a half-bath across two levels, including a luxurious primary suite with fireplace and spa-inspired bath. A separate guest house provides additional living space with its own kitchen and private accommodations. Solar power, Tesla Powerwalls, and Lutron home automation enhance comfort and efficiency, all within the highly regarded Portola Valley school district and just minutes from the town center and miles of hiking and biking trails. Square Footage: Main Residence 5,686 | Guest House 800 | Garage 756 | Total 7,242

241 Georgia Lane, Portola Valley

Listing courtesy of from Compass. 650-888-0860

Selling Office: Spanek Inc.

$5,300,000

Defined by the clean lines, soaring ceilings, and abundant natural light that characterize classic mid-century design, this circa 1957 home presents a compelling opportunity in Portola Valley's highly desirable Westridge neighborhood. Unlike many homes of the era, the interiors are bright and inviting, with painted finishes, expansive walls of glass, and a series of eight skylights that fill the home with natural light throughout the day. Vaulted ceilings, versatile gathering spaces, and a thoughtful floor plan create a comfortable environment ready for immediate enjoyment. Equally significant is the setting. Spanning approximately 2.51 acres, the property offers exceptional privacy, expansive mostly level grounds, and a premier location surrounded by some of Portola Valley's most desirable estate properties. Whether enjoyed as it stands today, remodeled, expanded, or reimagined entirely, the combination of land, location, and architectural character creates an opportunity that is becoming increasingly difficult to find in today's market. Further enhancing the appeal is the home's location within the highly regarded Portola Valley school system and its convenient access to Stanford University and many of Silicon Valley's leading technology centers.

5 Beds ⋅ 3 Baths ⋅ ML82052353 MLS

Defined by the clean lines, soaring ceilings, and abundant natural light that characterize classic mid-century design, this circa 1957 home presents a compelling opportunity in Portola Valley's highly desirable Westridge neighborhood. Unlike many homes of the era, the interiors are bright and inviting, with painted finishes, expansive walls of glass, and a series of eight skylights that fill the home with natural light throughout the day. Vaulted ceilings, versatile gathering spaces, and a thoughtful floor plan create a comfortable environment ready for immediate enjoyment. Equally significant is the setting. Spanning approximately 2.51 acres, the property offers exceptional privacy, expansive mostly level grounds, and a premier location surrounded by some of Portola Valley's most desirable estate properties. Whether enjoyed as it stands today, remodeled, expanded, or reimagined entirely, the combination of land, location, and architectural character creates an opportunity that is becoming increasingly difficult to find in today's market. Further enhancing the appeal is the home's location within the highly regarded Portola Valley school system and its convenient access to Stanford University and many of Silicon Valley's leading technology centers.

147 Mapache Drive, Portola Valley

Listing courtesy of Hugh Cornish from Coldwell Banker Realty. 650-619-6461

Selling Office: Action Properties.

$1,720,125

Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant natural light. The airy living room, featuring exposed beams, seamlessly transitions to a large deck and patio, ideal for indoor-outdoor entertainment. The galley kitchen is a chef's delight, featuring stainless steel appliances and ample cabinetry that overlooks the garden. A 545 SF studio is situated behind the one-car garage. While not reflected in the County records, the studio is a flexible space with a kitchen, stacked washer/dryer, full bathroom, new wall-to-wall carpeting, and a private deck - ideal for multi-generational living, working from home, or generating rental income. Positioned on a generous 9,360 SF parcel, you'll enjoy peaceful views and easy access to Portola Valley's lively Town Center and Highway 280 for easy commuting.

3 Beds ⋅ 2 Baths ⋅ ML82024365 MLS

Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant natural light. The airy living room, featuring exposed beams, seamlessly transitions to a large deck and patio, ideal for indoor-outdoor entertainment. The galley kitchen is a chef's delight, featuring stainless steel appliances and ample cabinetry that overlooks the garden. A 545 SF studio is situated behind the one-car garage. While not reflected in the County records, the studio is a flexible space with a kitchen, stacked washer/dryer, full bathroom, new wall-to-wall carpeting, and a private deck - ideal for multi-generational living, working from home, or generating rental income. Positioned on a generous 9,360 SF parcel, you'll enjoy peaceful views and easy access to Portola Valley's lively Town Center and Highway 280 for easy commuting.

1019 Los Trancos Road, Portola Valley

Listing courtesy of Robert Parish from Compass. 650-400-1011

Selling Office: MLSListing.

$20,500,000

Extraordinary custom estate built by RJ Dailey Construction and designed by CJW Architecture in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

5 Beds ⋅ 10 Baths ⋅ ML82054797 MLS

Extraordinary custom estate built by RJ Dailey Construction and designed by CJW Architecture in the desirable Westridge neighborhood. Designed to embrace western hill views with disappearing walls of glass, expansive terraces, and seamless indoor/outdoor living. The predominantly single-level floor plan features 5 bedroom suites, executive and day offices, spacious public rooms for formal and everyday gatherings, a gourmet kitchen, tremendous recreation and wellness level, plus craft/study room. A separate 2-bedroom, 1.5-bath guest house is also perfect for extended family. Resort-inspired grounds include a 50-foot pool, vegetable garden, orchard, barn, 4-car garage, oversized carport, and direct access to scenic trails. Exceptional privacy, remarkable views, and a premier location close to Stanford University, Silicon Valley, and acclaimed public and private schools complete this one-of-a-kind offering.

479 Westridge Drive, Portola Valley

Listing courtesy of Scott Dancer from Compass. 650-888-8199

Selling Office: Compass.

$10,850,000

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

4 Beds ⋅ 7 Baths ⋅ ML82038785 MLS

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

3510 Alpine Road, Portola Valley

Listing courtesy of Sue Crawford from Coldwell Banker Realty. 650-207-8444

Selling Office: HP Properties.

$6,130,000

Spectacular VIEWS are the backdrop of this outstanding remodeled mid-century home located on a quiet, close in cul-de-sac in prime Westridge. Expand, build new or enjoy this lovely home as is, on this spectacular 2.57 acre property featuring incredible views, peaceful gardens & gorgeous Oak studded knolls. Dramatic vaulted ceiling living room w/ full length custom skylight features floor to ceiling windows showcasing the views. Separate formal dining room overlooks the courtyard garden. Gourmet kitchen has custom cabinetry, slab stone countertops and quality appliances. 3 large bedrooms and 3.5 bathrooms include 2 primary suites, one upstairs & one on the main level, all w/ walk-in closets, views & marble bathrooms. Magnificent gardens include a charming, fenced courtyard entry with specimen trees & shrubs, flowering annuals & perennials. The deer fenced rear garden showcases views from the sparkling POOL surrounded by a patio/deck with roses, flower beds and a water feature. Much of the property is usable/level and scattered w/ native trees & well-kept Oaks. This is truly one of the prettiest, most serene settings in PV. Move into this turnkey home, or rent it while you make plans to build your dream home on this amazing, quiet view property!

3 Beds ⋅ 4 Baths ⋅ ML82052876 MLS

Spectacular VIEWS are the backdrop of this outstanding remodeled mid-century home located on a quiet, close in cul-de-sac in prime Westridge. Expand, build new or enjoy this lovely home as is, on this spectacular 2.57 acre property featuring incredible views, peaceful gardens & gorgeous Oak studded knolls. Dramatic vaulted ceiling living room w/ full length custom skylight features floor to ceiling windows showcasing the views. Separate formal dining room overlooks the courtyard garden. Gourmet kitchen has custom cabinetry, slab stone countertops and quality appliances. 3 large bedrooms and 3.5 bathrooms include 2 primary suites, one upstairs & one on the main level, all w/ walk-in closets, views & marble bathrooms. Magnificent gardens include a charming, fenced courtyard entry with specimen trees & shrubs, flowering annuals & perennials. The deer fenced rear garden showcases views from the sparkling POOL surrounded by a patio/deck with roses, flower beds and a water feature. Much of the property is usable/level and scattered w/ native trees & well-kept Oaks. This is truly one of the prettiest, most serene settings in PV. Move into this turnkey home, or rent it while you make plans to build your dream home on this amazing, quiet view property!

578 Cresta Vista Lane, Portola Valley

Listing courtesy of Liz Daschbach from Compass. 650-207-0781

Selling Office: Christie's International Real Estate Sereno.

$3,100,000

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom with1/2 bath on one side, and a guest retreat with kitchenette & full bath on the other. This sets the tone for the homes sleek design and exceptional craftsmanship. Upstairs, soaring ceilings define the expansive living area, where walls of glass invite the outdoors in. Designed for entertaining and everyday living, the great room with modern fireplace opens through telescoping glass doors to an expansive terrace and resort-inspired grounds with a spa. The adjoining kitchen features bespoke counters, rich walnut cabinetry, generous pantry, and top-tier appliances. The luxurious primary suite offers a private terrace, walk-in wardrobe, and serene bath with skylit shower and rainfall fixture. Addt'l spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 sq. ft. lot within the Portola Valley Sch. District.

4 Beds ⋅ 4 Baths ⋅ ML82044193 MLS

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom with1/2 bath on one side, and a guest retreat with kitchenette & full bath on the other. This sets the tone for the homes sleek design and exceptional craftsmanship. Upstairs, soaring ceilings define the expansive living area, where walls of glass invite the outdoors in. Designed for entertaining and everyday living, the great room with modern fireplace opens through telescoping glass doors to an expansive terrace and resort-inspired grounds with a spa. The adjoining kitchen features bespoke counters, rich walnut cabinetry, generous pantry, and top-tier appliances. The luxurious primary suite offers a private terrace, walk-in wardrobe, and serene bath with skylit shower and rainfall fixture. Addt'l spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 sq. ft. lot within the Portola Valley Sch. District.

124 Foxwood Road, Portola Valley

Listing courtesy of Lisa Keith from Golden Gate Sotheby's International Realty. 650-703-8644

Selling Office: Golden Gate Sotheby's International Realty.

$5,600,000

Nestled along coveted Alamos Road in the prestigious Westridge area, this extraordinary property was refurbished top to bottom; presenting a rare opportunity to own a private retreat in one of the Peninsula's most exclusive neighborhoods. Set on nearly 2.75 acres of serene, country-like grounds, this exceptional estate offers unmatched privacy, tranquility, & breathtaking panoramic bay views; all just minutes from Highway 280 & Stanford Shopping Center & Campus. Beautifully & fully renovated, this move-in ready home features 3 bedrooms & 2 bathrooms, thoughtfully designed to capture stunning vistas from nearly every room. Expansive windows & outdoor spaces invite the natural beauty indoors, creating a peaceful sanctuary surrounded by lush greenery & rolling landscapes. Whether you choose to enjoy the home exactly as it is or envision expanding it into a larger custom estate, the possibilities are endless. Add a second story, subterranean garage, ADU, tennis court, lap pool, tranquil pond, an RV or other personalized amenities to create your dream compound. Opportunities like this are exceptionally rare - a timeless setting w/ forever views, exclusive privacy, & unlimited potential. Experience your own private piece of heaven & make this remarkable property yours before its gone!

3 Beds ⋅ 2 Baths ⋅ ML82047359 MLS

Nestled along coveted Alamos Road in the prestigious Westridge area, this extraordinary property was refurbished top to bottom; presenting a rare opportunity to own a private retreat in one of the Peninsula's most exclusive neighborhoods. Set on nearly 2.75 acres of serene, country-like grounds, this exceptional estate offers unmatched privacy, tranquility, & breathtaking panoramic bay views; all just minutes from Highway 280 & Stanford Shopping Center & Campus. Beautifully & fully renovated, this move-in ready home features 3 bedrooms & 2 bathrooms, thoughtfully designed to capture stunning vistas from nearly every room. Expansive windows & outdoor spaces invite the natural beauty indoors, creating a peaceful sanctuary surrounded by lush greenery & rolling landscapes. Whether you choose to enjoy the home exactly as it is or envision expanding it into a larger custom estate, the possibilities are endless. Add a second story, subterranean garage, ADU, tennis court, lap pool, tranquil pond, an RV or other personalized amenities to create your dream compound. Opportunities like this are exceptionally rare - a timeless setting w/ forever views, exclusive privacy, & unlimited potential. Experience your own private piece of heaven & make this remarkable property yours before its gone!

365 Alamos Road, Portola Valley

Listing courtesy of Jeanette Cook from Cook Properties. 650-344-3447

Selling Office: Compass.

$6,100,000

Iconic compound expanded and totally rebuilt in 2012. This home with a storied stone envelope is set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The culinary kitchen is a masterpiece with Carrara marble counters, a massive island, and chef-quality appliances. Designed for a "live-work-play" lifestyle, the estate includes a detached guest Cottage and a huge studio that can serve as the ultimate tech HQ, yoga sanctuary, or artist retreat (virtually staged). 10 Tesla Powerwalls (135kWh) for 48-hour grid independence + 80amp EV charging. Direct $50k fiber line; 12 Wi-Fi 7/6 access points for full-acre coverage. 10-zone smart HVAC (9 new units in 2024) with simultaneous heat/cool capability and 24/7 Unifi AI security. Water: Whole-home filtration, leak-detection shut-off, and smart Rachio irrigation. The Grounds: A resort-style sanctuary featuring a crushed granite drive, double electronic gates, a meandering creek, and an expansive pool deck with a dedicated bath. Updated for the next century of living.

4 Beds ⋅ 6 Baths ⋅ ML82044823 MLS

Iconic compound expanded and totally rebuilt in 2012. This home with a storied stone envelope is set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The culinary kitchen is a masterpiece with Carrara marble counters, a massive island, and chef-quality appliances. Designed for a "live-work-play" lifestyle, the estate includes a detached guest Cottage and a huge studio that can serve as the ultimate tech HQ, yoga sanctuary, or artist retreat (virtually staged). 10 Tesla Powerwalls (135kWh) for 48-hour grid independence + 80amp EV charging. Direct $50k fiber line; 12 Wi-Fi 7/6 access points for full-acre coverage. 10-zone smart HVAC (9 new units in 2024) with simultaneous heat/cool capability and 24/7 Unifi AI security. Water: Whole-home filtration, leak-detection shut-off, and smart Rachio irrigation. The Grounds: A resort-style sanctuary featuring a crushed granite drive, double electronic gates, a meandering creek, and an expansive pool deck with a dedicated bath. Updated for the next century of living.

350 Willowbrook Road, Portola Valley

Listing courtesy of Arthur Sharif from Sotheby's Intl Rlty. 650-804-4770

Selling Office: Compass.

$3,600,000

Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive decks positioned to take full advantage of the natural surroundings. The primary suite with a spa-inspired remodeled bath is conveniently located on the main level and the lower level provides a family room, flexible-use room, and two additional bedrooms and a bath. Adding to the appeal is a full complement of amenities at The Ranch, including pools, tennis courts, a fitness center, vineyard and garden areas, a playground, and miles of scenic trails. A wonderful opportunity to enjoy a close connection to nature with convenient access to both San Francisco and Silicon Valley.

3 Beds ⋅ 3 Baths ⋅ ML82042677 MLS

Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive decks positioned to take full advantage of the natural surroundings. The primary suite with a spa-inspired remodeled bath is conveniently located on the main level and the lower level provides a family room, flexible-use room, and two additional bedrooms and a bath. Adding to the appeal is a full complement of amenities at The Ranch, including pools, tennis courts, a fitness center, vineyard and garden areas, a playground, and miles of scenic trails. A wonderful opportunity to enjoy a close connection to nature with convenient access to both San Francisco and Silicon Valley.

5 Sandstone Street, Portola Valley

Listing courtesy of Dean Asborno from Compass. 650-255-2147

Selling Office: Compass.

$3,050,000

Welcome to Portola Valley! Situated on a lovely, quiet & cul-de-sac & situated in the highly desirable Ladera community! This home has1,560 +/- sq ft. of living space & sits on a 9,600 +/- sft. flat lot w/views & within the highly rated Las Lomitas Elementary school district. The residence offers three bedrooms and two full bathrooms, including a primary bedroom with a walk-in closet and a stall shower. The living room / dining combo features a wood-burning fireplace and open beam ceilings & wood flooring & a slider leading to a lovely expansive backyard with views! The kitchen is equipped with a gas cooktop, built-in oven range, refrigerator, dishwasher, garbage disposal & an eat-in breakfast nook. Heating is provided by central forced air with gas. Laundry facilities are located in the utility room. The home includes a two-car garage and access to community amenities such as an in-ground pool, child's pool, tennis courts, children's playground, Bocce ball, trails & more through the Ladera Recreation Center. A little TLC or a major redo we leave that to you! Professionally cleaned & freshly painted interior await you, a must see!

3 Beds ⋅ 2 Baths ⋅ ML82047659 MLS

Welcome to Portola Valley! Situated on a lovely, quiet & cul-de-sac & situated in the highly desirable Ladera community! This home has1,560 +/- sq ft. of living space & sits on a 9,600 +/- sft. flat lot w/views & within the highly rated Las Lomitas Elementary school district. The residence offers three bedrooms and two full bathrooms, including a primary bedroom with a walk-in closet and a stall shower. The living room / dining combo features a wood-burning fireplace and open beam ceilings & wood flooring & a slider leading to a lovely expansive backyard with views! The kitchen is equipped with a gas cooktop, built-in oven range, refrigerator, dishwasher, garbage disposal & an eat-in breakfast nook. Heating is provided by central forced air with gas. Laundry facilities are located in the utility room. The home includes a two-car garage and access to community amenities such as an in-ground pool, child's pool, tennis courts, children's playground, Bocce ball, trails & more through the Ladera Recreation Center. A little TLC or a major redo we leave that to you! Professionally cleaned & freshly painted interior await you, a must see!

221 W Floresta Way, Portola Valley

Listing courtesy of Steve Coan from Coldwell Banker Realty. 408-234-8700

Selling Office: Represent Realty.

$3,945,000

This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the surrounding natural beauty. High-end functional upgrades include a spacious center island kitchen with adjacent family area & fireplace. A formal dining room overlooking the pond and into the Redwoods. A spacious living room with soaring ceilings and fireplace. A large primary bedroom with a spacious walk in master bathroom and a nice private deck with a hot tub. 2 artist studios / offices. One was used a pottery studio the other was a photographic studio. Outside, the property serves as a private retreat with direct access to local hiking and biking trails. An additional magical feature is the adjacent pond. This provides a magical setting and helps the home create an oasis of peace and tranquility.

6 Beds ⋅ 4 Baths ⋅ ML82043852 MLS

This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the surrounding natural beauty. High-end functional upgrades include a spacious center island kitchen with adjacent family area & fireplace. A formal dining room overlooking the pond and into the Redwoods. A spacious living room with soaring ceilings and fireplace. A large primary bedroom with a spacious walk in master bathroom and a nice private deck with a hot tub. 2 artist studios / offices. One was used a pottery studio the other was a photographic studio. Outside, the property serves as a private retreat with direct access to local hiking and biking trails. An additional magical feature is the adjacent pond. This provides a magical setting and helps the home create an oasis of peace and tranquility.

90 Hayfields Road, Portola Valley

Listing courtesy of Peter Cowperthwaite from Golden Gate Sotheby's International Realty. 650-207-4101

Selling Office: Parc Agency Corporation.

$5,712,500

With 5 bed /4 baths, this home has space & options. The 1.14+/- ac. gated prop. enjoys level lawn, pool & mature privacy trees. The home is welcomingthey say the kitchen is the heart of the home & this space embodies that. Amenities include quality appliances & extras: 6-burner Wolf range, 2 ovens, microwave & warming drawers, 2 dishwashers-one for dishes/one for pots & pans. Exceptional storage with pull out shelving, custom corner cabinets & and an appliance lift. The island provides workspace & seating. An adjacent family room has light, a fireplace, & access to the large deck. French doors open to incorporate the formal dining/living rooms into this space. Beamed ceilings, a fireplace, hardwood floors, a wall of windows & doors allow you to access the deck, to enjoy the view & host large gatherings. With a private entry a flexible, bookshelf-lined space could be an office, au pair or guest suite. There are 2 primary suites: 3 additional bedrooms + an office. The upper-level has the second primary & includes a bonus room for an office/nursery/or workout space. There is a bedroom off the family room (ideal for guests). Great Portola Valley location: close to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 4 min. to Hwy. 280.

5 Beds ⋅ 4 Baths ⋅ ML82039321 MLS

With 5 bed /4 baths, this home has space & options. The 1.14+/- ac. gated prop. enjoys level lawn, pool & mature privacy trees. The home is welcomingthey say the kitchen is the heart of the home & this space embodies that. Amenities include quality appliances & extras: 6-burner Wolf range, 2 ovens, microwave & warming drawers, 2 dishwashers-one for dishes/one for pots & pans. Exceptional storage with pull out shelving, custom corner cabinets & and an appliance lift. The island provides workspace & seating. An adjacent family room has light, a fireplace, & access to the large deck. French doors open to incorporate the formal dining/living rooms into this space. Beamed ceilings, a fireplace, hardwood floors, a wall of windows & doors allow you to access the deck, to enjoy the view & host large gatherings. With a private entry a flexible, bookshelf-lined space could be an office, au pair or guest suite. There are 2 primary suites: 3 additional bedrooms + an office. The upper-level has the second primary & includes a bonus room for an office/nursery/or workout space. There is a bedroom off the family room (ideal for guests). Great Portola Valley location: close to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 4 min. to Hwy. 280.

50 Bear Gulch Drive, Portola Valley

Listing courtesy of Peter Cowperthwaite from Golden Gate Sotheby's International Realty. 650-207-4101

Selling Office: Compass.

$2,250,000

Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently located near Town Center, Highway 280, scenic trails, and local favorites including the Alpine Inn. Served by top-rated Portola Valley schools, including Ormondale and Corte Madera.

3 Beds ⋅ 2 Baths ⋅ ML82034150 MLS

Exceptional opportunity in Woodside Highlands on over half an acre of private, lush grounds. This light-filled 3-bedroom, 2-bath home is set on a quiet lot surrounded by mature trees, gardens, and fruit trees, offering a peaceful retreat in one of Portola Valleys most desirable neighborhoods. The main level features two bedrooms, one bath, hardwood floors, beautiful woodwork, and an oversized kitchen that opens to a sunny deckideal for indoor-outdoor living and entertaining. The lower level offers a flexible layout with a private bedroom or primary suite, full bath, and separate exterior entrance, perfect for guests, home office, or additional living space. Bonus room above the garage provides added versatility. Expansive multi-level grounds include wraparound patios, private garden areas, and tranquil natural surroundings. Elevated views overlook Portola Valley toward the East Bay Hills, offering stunning sunrises and full-moon views. Property offers excellent potential. Conveniently located near Town Center, Highway 280, scenic trails, and local favorites including the Alpine Inn. Served by top-rated Portola Valley schools, including Ormondale and Corte Madera.

108 Santa Maria Avenue, Portola Valley

Listing courtesy of Janeen Poutre from Coldwell Banker Realty. 408-209-6640

Selling Office: Compass.

$3,080,000

Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for indoor-outdoor living. The thoughtfully designed bedroom wing includes four bedrooms, two of which are connected by a Jack-and-Jill pocket door, ideal for shared living or added privacy. The primary suite offers its own en-suite bath and direct patio access. Enjoy a prime location near the Ladera Recreation Center, school bus stop, and Ladera walking paths, with easy access to Stanford, major commute routes, and top Silicon Valley employers. This charming home provides the perfect canvas to add your personal touch and make it your own!

4 Beds ⋅ 2 Baths ⋅ ML82044409 MLS

Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for indoor-outdoor living. The thoughtfully designed bedroom wing includes four bedrooms, two of which are connected by a Jack-and-Jill pocket door, ideal for shared living or added privacy. The primary suite offers its own en-suite bath and direct patio access. Enjoy a prime location near the Ladera Recreation Center, school bus stop, and Ladera walking paths, with easy access to Stanford, major commute routes, and top Silicon Valley employers. This charming home provides the perfect canvas to add your personal touch and make it your own!

130 Erica Way, Portola Valley

Listing courtesy of from Intero Real Estate Services. 650-281-8752

Selling Office: Coldwell Banker Realty.

$1,750,000

Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs, bonus room, second bath, and laundry/storage area provide flexibility for guests, a home office, or future customization, with direct access to the 2 car garage. The main level is approximately 1440 sq. ft, with another 900 sq. of finished basement. The private grounds include a pool and multiple outdoor shaded gathering spaces beneath the oaks to relax or reimagine. Portola Valley is known for its top-rated schools, including Ormondale and Corte Madera, its vibrant Town Center, and miles of scenic trails at Windy Hill Preserve. Whether you envision a thoughtful renovation or a custom rebuild, this property delivers exceptional upside in a premier location.

2 Beds ⋅ 2 Baths ⋅ ML82042559 MLS

Tucked among mature oaks in the coveted Woodside Highlands, 9 Russell Avenue offers a rare blend of privacy, character, and opportunity on nearly one-third of an acre in prestigious Portola Valley. The main level features a generous living room anchored by a remarkable stone fireplace crafted from historic ship ballast, along with a separate family room, two bedrooms, and a full bath. Downstairs, bonus room, second bath, and laundry/storage area provide flexibility for guests, a home office, or future customization, with direct access to the 2 car garage. The main level is approximately 1440 sq. ft, with another 900 sq. of finished basement. The private grounds include a pool and multiple outdoor shaded gathering spaces beneath the oaks to relax or reimagine. Portola Valley is known for its top-rated schools, including Ormondale and Corte Madera, its vibrant Town Center, and miles of scenic trails at Windy Hill Preserve. Whether you envision a thoughtful renovation or a custom rebuild, this property delivers exceptional upside in a premier location.

9 Russell Avenue, Portola Valley

Listing courtesy of James Gardner from Intero Real Estate Services. 408-202-9602

Selling Office: Aspire Homes.

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