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$4,500,000

From its central Portola Valley location, this newly remodeled home is set far back from the street on a corner lot of nearly one acre. Expansive meadows envelop the property, leading to a backyard oasis with sparkling pool and ample space for outdoor gatherings. Updates abound, including elegant white oak floors on the main level, new carpet upstairs, plus remodeled kitchen and bathrooms, all complemented by a fresh contemporary color palette inside and out. The living and formal dining rooms are perfect for refined entertaining, yet the true focal point is the kitchen and adjoining family room, which open to the pool area through sliding glass doors. With 5 bedrooms and 3 baths, including one on the main level, as well as the primary suite upstairs and three additional bedrooms, this home is both spacious and versatile for remote work needs. With Its convenient location to nearby hiking and riding trails as well as top-rated schools... This an excellent place to call home.

5 Beds ⋅ 3 Baths ⋅ ML81943643 MLS

From its central Portola Valley location, this newly remodeled home is set far back from the street on a corner lot of nearly one acre. Expansive meadows envelop the property, leading to a backyard oasis with sparkling pool and ample space for outdoor gatherings. Updates abound, including elegant white oak floors on the main level, new carpet upstairs, plus remodeled kitchen and bathrooms, all complemented by a fresh contemporary color palette inside and out. The living and formal dining rooms are perfect for refined entertaining, yet the true focal point is the kitchen and adjoining family room, which open to the pool area through sliding glass doors. With 5 bedrooms and 3 baths, including one on the main level, as well as the primary suite upstairs and three additional bedrooms, this home is both spacious and versatile for remote work needs. With Its convenient location to nearby hiking and riding trails as well as top-rated schools... This an excellent place to call home.

8 Hillbrook DR, Portola Valley

Listed by Dean Asborno, 650-255-2147 from Compass
(If provided) CoList: from

Sold listing courtesy of Judy Byrnes from CBR

$6,505,000

Unique opportunity to buy and build your dream home with Thomas James Homes in the idyllic Ladera neighborhood. Head inside to an open concept floorplan thats perfect for entertaining with a gourmet kitchen that features an eat-at island, top-of-the-line appliances, quartz countertops, walk-in pantry, dining area, and spacious great room. Adjacent is an office, flex room, and ADU with a private entrance, kitchenette, and en suite bath. Ascend the stairs to discover a loft, laundry room with sink, 3 secondary bedrooms, and 2 full baths. The grand suite features a luxurious grand bath with a dual-sink vanity, walk-in shower, freestanding soaking tub, and walk-in closet. Closing out the home is a roof deck where you catch the scenic view of Portola Valley. Estimated home completion date is Spring 2024. This home is part of our escalated pricing program. Please inquire to learn more. *Illustrative landscaping shown is generic and does not represent the landscaping proposed for this site.

5 Beds ⋅ 5 Baths ⋅ ML81942694 MLS

Unique opportunity to buy and build your dream home with Thomas James Homes in the idyllic Ladera neighborhood. Head inside to an open concept floorplan thats perfect for entertaining with a gourmet kitchen that features an eat-at island, top-of-the-line appliances, quartz countertops, walk-in pantry, dining area, and spacious great room. Adjacent is an office, flex room, and ADU with a private entrance, kitchenette, and en suite bath. Ascend the stairs to discover a loft, laundry room with sink, 3 secondary bedrooms, and 2 full baths. The grand suite features a luxurious grand bath with a dual-sink vanity, walk-in shower, freestanding soaking tub, and walk-in closet. Closing out the home is a roof deck where you catch the scenic view of Portola Valley. Estimated home completion date is Spring 2024. This home is part of our escalated pricing program. Please inquire to learn more. *Illustrative landscaping shown is generic and does not represent the landscaping proposed for this site.

264 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Jodi Campion from APR

$3,150,000

Enjoy the natural light streaming through this 3 BD/3.5 BA 3,005 sq ft modern home situated on 0.46 acres in the exclusive Portola Valley Ranch community. Wood detailing and many windows epitomize California living. Countless skylights set within vaulted wood-beamed ceilings fill the grand entry, living room w/ custom fireplace & dining room. Decks span the length of home on both stories, taking in sprawling vistas. Large eat-in kitchen w/ ample cherry cabinetry & granite countertops has its own deck adjacent to cozy breakfast nook w/ built-in buffet. Relax in the private hot tub just off primary suite's sunroom. The optimal floor plan promotes family living with spacious primary on main floor while family room, guest bedrooms and guest bathrooms are downstairs. Enjoy the numerous amenities like the 2 pools, 3 tennis courts and hiking trails. It's a quick commute to Palo Alto and Silicon Valley, but the hundreds of acres of surrounding open space lends an easy bucolic feel.

3 Beds ⋅ 4 Baths ⋅ ML81942610 MLS

Enjoy the natural light streaming through this 3 BD/3.5 BA 3,005 sq ft modern home situated on 0.46 acres in the exclusive Portola Valley Ranch community. Wood detailing and many windows epitomize California living. Countless skylights set within vaulted wood-beamed ceilings fill the grand entry, living room w/ custom fireplace & dining room. Decks span the length of home on both stories, taking in sprawling vistas. Large eat-in kitchen w/ ample cherry cabinetry & granite countertops has its own deck adjacent to cozy breakfast nook w/ built-in buffet. Relax in the private hot tub just off primary suite's sunroom. The optimal floor plan promotes family living with spacious primary on main floor while family room, guest bedrooms and guest bathrooms are downstairs. Enjoy the numerous amenities like the 2 pools, 3 tennis courts and hiking trails. It's a quick commute to Palo Alto and Silicon Valley, but the hundreds of acres of surrounding open space lends an easy bucolic feel.

2 Thistle ST, Portola Valley

Listed by Kerwin Cowperthwaite, 650-851-8030 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Valerie Soltau from PARCA

$2,850,000

This charming home embodies mid-century design with its flat planes, geometric lines & large picture windows that welcome the indoors with nature. Walls of windows flood the interior with natural light & frame the picturesque view of the backyard. The open-concept layout of the living & dining rooms provides a seamless flow, perfect for entertaining guests or relaxing with family. Classic galley kitchen with ample storage. Step outside into your own private paradise & live the quintessential indoor/outdoor California lifestyle. The beautifully landscaped yard is a quiet escape with two entertaining patios, & plenty of space for gardening, play, & leisure. The bedroom wing has a spacious primary suite + 3 more bedrooms. Attached 1-car garage + open carport for convenient covered parking. Convenient to the Ladera Rec., neighborhood paths & the Ladera Shopper. Only 3.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

4 Beds ⋅ 2 Baths ⋅ ML81940061 MLS ⋅ Ladera BLDG.

This charming home embodies mid-century design with its flat planes, geometric lines & large picture windows that welcome the indoors with nature. Walls of windows flood the interior with natural light & frame the picturesque view of the backyard. The open-concept layout of the living & dining rooms provides a seamless flow, perfect for entertaining guests or relaxing with family. Classic galley kitchen with ample storage. Step outside into your own private paradise & live the quintessential indoor/outdoor California lifestyle. The beautifully landscaped yard is a quiet escape with two entertaining patios, & plenty of space for gardening, play, & leisure. The bedroom wing has a spacious primary suite + 3 more bedrooms. Attached 1-car garage + open carport for convenient covered parking. Convenient to the Ladera Rec., neighborhood paths & the Ladera Shopper. Only 3.5 miles to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

285 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 Kari Chadwell from RFON

$1,088,000

Discover your sanctuary in Portola Valley! Tucked away amidst the serene beauty of Los Trancos, this charming 2-bedroom, 1-bath house offers tranquility yet minutes to town. Set on a generous 7920 square foot lot, the property boasts an enclosed porch and inviting front and back decks. The cozy living room, complete with a fireplace, is the perfect spot for relaxing evenings. The open floor plan kitchen caters to both everyday living and entertaining. The private backyard holds abundant potential, whether for terraced gardening or a play area for pets. Experience the true sense of community in Los Trancos Woods, where neighbors are friends and community potlucks and events are the norm. Escape the stress of Silicon Valley and immerse yourself in nature, while benefiting from excellent Portola Valley schools and a vibrant town center. This home offers the perfect opportunity to enhance the existing footprint or plan your own dream home in one of San Mateo County's top neighborhoods.

2 Beds ⋅ 1 Baths ⋅ ML81928027 MLS ⋅ Los Trancos Woods Community Assc BLDG.

Discover your sanctuary in Portola Valley! Tucked away amidst the serene beauty of Los Trancos, this charming 2-bedroom, 1-bath house offers tranquility yet minutes to town. Set on a generous 7920 square foot lot, the property boasts an enclosed porch and inviting front and back decks. The cozy living room, complete with a fireplace, is the perfect spot for relaxing evenings. The open floor plan kitchen caters to both everyday living and entertaining. The private backyard holds abundant potential, whether for terraced gardening or a play area for pets. Experience the true sense of community in Los Trancos Woods, where neighbors are friends and community potlucks and events are the norm. Escape the stress of Silicon Valley and immerse yourself in nature, while benefiting from excellent Portola Valley schools and a vibrant town center. This home offers the perfect opportunity to enhance the existing footprint or plan your own dream home in one of San Mateo County's top neighborhoods.

103 El Nido RD, Portola Valley

Listed by Boyenga Team, 650-380-3981 from Compass
(If provided) CoList: from

Sold listing courtesy of Boyenga Team from COMPS

$1,550,000

Immerse yourself at this enchanting Portola Valley location. Situated on a private, picturesque three-quarter acre parcel, made up of two parcels (APN 080-060-100/.4644 AC & APN 080-060-110/.2856 AC) in the scenic Los Trancos Woods, this property presents a unique opportunity. You'll be captivated by the idyllic surroundings and the sense of seclusion this property offers. Nestled amidst nature's beauty, you'll find a delightful 2-bedroom, 1-bath cottage waiting to be transformed. Whether you're seeking to remodel or to create your own brand-new masterpiece, this property provides the perfect canvas. Easy access to Hwy 280, ensuring a seamless commute to San Francisco, San Jose, Stanford University, Stanford Medical Center, and minutes away from Ladera Shopping Center and Portola Valley town, offering a variety of shopping and dining options with award-winning PV schools. It's an unparalleled opportunity. Don't miss your chance to own this remarkable piece of Portola Valley's beauty.

2 Beds ⋅ 1 Baths ⋅ ML81935018 MLS

Immerse yourself at this enchanting Portola Valley location. Situated on a private, picturesque three-quarter acre parcel, made up of two parcels (APN 080-060-100/.4644 AC & APN 080-060-110/.2856 AC) in the scenic Los Trancos Woods, this property presents a unique opportunity. You'll be captivated by the idyllic surroundings and the sense of seclusion this property offers. Nestled amidst nature's beauty, you'll find a delightful 2-bedroom, 1-bath cottage waiting to be transformed. Whether you're seeking to remodel or to create your own brand-new masterpiece, this property provides the perfect canvas. Easy access to Hwy 280, ensuring a seamless commute to San Francisco, San Jose, Stanford University, Stanford Medical Center, and minutes away from Ladera Shopping Center and Portola Valley town, offering a variety of shopping and dining options with award-winning PV schools. It's an unparalleled opportunity. Don't miss your chance to own this remarkable piece of Portola Valley's beauty.

243 Bonita RD, Portola Valley

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of John Forsyth James from APR

$4,450,000

This private, quiet, flat, and picturesque 3.2+ acre parcel offers an extraordinary opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhood. Surrounded by mature trees, a park-like setting, & panoramic views this is an opportunity not to be missed. Save time & start with architectural plans from award-winning architects. The plans are for a single-story residence plus an ADU ~8,039 total maximum sq ft building area with an endless spa & infinity pool. This square footage would also include an ADU of 1,200 maximum sq ft. The thoughtful design for a one-of-a-kind estate takes in the breathtaking Hill views from almost every room in the residence as well as indoor-outdoor lifestyle ideal for everyday living & grand entertaining. A convenient location & an easy 3-minute drive to grocery shopping, restaurants, shops & Highway 280. Neighboring Palo Alto & Menlo Park are a convenient 10-minute drive away. Access to top-rated Portola Valley Schools.

ML81920689 MLS

This private, quiet, flat, and picturesque 3.2+ acre parcel offers an extraordinary opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhood. Surrounded by mature trees, a park-like setting, & panoramic views this is an opportunity not to be missed. Save time & start with architectural plans from award-winning architects. The plans are for a single-story residence plus an ADU ~8,039 total maximum sq ft building area with an endless spa & infinity pool. This square footage would also include an ADU of 1,200 maximum sq ft. The thoughtful design for a one-of-a-kind estate takes in the breathtaking Hill views from almost every room in the residence as well as indoor-outdoor lifestyle ideal for everyday living & grand entertaining. A convenient location & an easy 3-minute drive to grocery shopping, restaurants, shops & Highway 280. Neighboring Palo Alto & Menlo Park are a convenient 10-minute drive away. Access to top-rated Portola Valley Schools.

385 Westridge DR, Portola Valley

Listed by Gary Campi, 650-917-2433 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Kim Gelman from APR

$7,800,000

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

5 Beds ⋅ 7 Baths ⋅ ML81924892 MLS

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

10 Redberry RDG, Portola Valley

Listed by Kavanaugh Group, 650-400-8076 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hugh Cornish from CBR

$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 RD, Portola Valley

Listed by Ginny&John Kavanaugh, 650-400-8076 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Un Represented from NOBUY