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135 Wyndham DR, Portola Valley
$4,600,000
4 Beds ⋅ 4 Baths ⋅ ML82025987 MLS
Beautifully updated & remodeled for contemporary living, this home enjoys a rare setting on a circular street in central Portola Valley. Framed by towering redwoods & mature oaks, the property enjoys exceptional privacy with a sunlit deck & spa plus a seasonal creek that traces the rear border. Home open & light filled design, featuring reconfigured living areas, designer kitchen, & perfectly hued refinished hardwood floors. Main living areas are designed with flexibility for formal or everyday living. Great room that encompasses the kitchen, family room, & formal dining space, while an adjoining library also offers the option of use as a formal dining room. All of the spaces open to the enchanting rear grounds including a large office off the living room. Tranquil main-level primary suite with remodeled bath & direct access to the spa deck. Second bedroom & bath on this level are ideal for guests plus a dedicated office. Upper level features a spacious recreation room with fireplace & refreshment center, plus two additional bedrooms, each opening to a rear deck with stairs to the yard, & remodeled bath. Completing this inviting retreat is its close-in location just minutes from Portola Valley Town Center, Windy Hill hiking trails, & acclaimed Portola Valley schools.

135 Wyndham DR, Portola Valley

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

Sold listing courtesy of Courtney Charney from PARCA
30 Minoca RD, Portola Valley
$4,550,000
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 RD, Portola Valley

Listed by Monica & Mandy Group, 650-465-5971 from Compass
(If provided) CoList: from

Sold listing courtesy of Loren Dakin from PARCA
55 Vista Verde WAY, Portola Valley
$4,450,000
3 Beds ⋅ 5 Baths ⋅ ML82060715 MLS
Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10- and 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a quiet place to retreat. An expansive walk-in closet and beautifully appointed marble bath complete the suite with a sense of understated luxury. Two additional bedrooms, one is en-suite. Sweeping views, multi-level deck and pergola extend into the gardens, with a built-in outdoor kitchen and barbecue.

55 Vista Verde WAY, Portola Valley

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

Sold listing courtesy of Michele Harkov from APR
11 Hawk View, Portola Valley
$4,025,000
4 Beds ⋅ 4 Baths ⋅ ML82021580 MLS ⋅ Portola Valley Ranch BLDG.
This is a home that's all about light, views, and easy living. Whether you're gathering with friends, finding a quiet corner to unwind, or just enjoying the beauty of nature right outside your door, this home has it all. As you arrive, a soothing water feature sets a calming tone. Step inside to a dramatic living room with soaring open-beam ceiling and a sliding skylight that fills the space with natural light and fresh air. The open kitchen and dining areas make gatherings effortless, flowing easily for everyday living or entertaining. The primary suite is a true retreat, with a fireplace, a spa-like bathroom, and a generous walk-in closet. With four bedrooms and four bathrooms in total, plus a private-entry studio perfect for guests, work, or creative pursuits. Multiple decks and patio offer sweeping views of the hillsides and valley beyond. This home includes a tropical-themed spa room with a hot tub and sauna, a wellness escape right at home. Portola Valley Ranch amenities include a vineyard, two swimming pools, tennis, a fitness facility, community garden, community room, access to hiking trails, a dog park, and so much more. Located near shops and restaurants, Stanford, Silicon Valley, commute routes, and midway between San Francisco & San Jose international airports.

11 Hawk View, Portola Valley

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

Sold listing courtesy of Jim Tierney from NTE
76 Vista Verde WAY, Portola Valley
$4,000,000
5 Beds ⋅ 6 Baths ⋅ ML82025339 MLS
Come right in. Enjoy the view. This stunning remodel completed in 2025 offers space, views, and peace of mind. With completely new high-end finishes throughout, this Mid-Century Modern masterpiece sits atop a private, lush acre, seamlessly blending modern luxury with nature's tranquility. Designed for those who appreciate both serenity and grand entertaining, a true retreat where hawks glide above. The expansive open-concept living space flows into a gourmet kitchen, featuring Bertazzoni five-burner gas stove, refrigerator and dishwasher plus gorgeous brass fixtures. Floor-to-ceiling windows showcase panoramic views of rolling hills & twinkling city lights, creating an awe-inspiring backdrop. A grand two-story entryway leads to an elegant dining area, warmed by a glass-enclosed gas fireplace. Step onto the rooftop deck, where alfresco dining meets unparalleled stargazing & sunset views. The primary suite is a private sanctuary, complete with a spa-like soaking tub and a bed perfectly positioned for breathtaking sunset views. Four additional bedrooms offer luxury & privacy for all, each has its own full bath. This is more than a home. It's an experience of modern elegance, timeless design, & natures embrace.

76 Vista Verde WAY, Portola Valley

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

Sold listing courtesy of Ruth Mistry from CBR
90 Hayfields RD, Portola Valley
$3,945,000
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 RD, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA
670 La Mesa Drive, Portola Valley
$3,850,000
3 Beds ⋅ 2 Baths ⋅ ML82030423 MLS
This thoughtfully remodeled home sits on a large, level lot just a few homes from the heart of the Ladera community. Completely renovated, it offers a fresh, modern aesthetic while maintaining a practical and comfortable layout. Light-filled living, dining, and kitchen spaces are well connected and work well for both everyday living and entertaining. Three bedrooms and two updated bathrooms provide flexibility, including a primary suite designed as a private retreat. The expansive backyard allows for seamless indoor-outdoor use with ample room for recreation or future enhancements. Conveniently located near the Ladera Recreation Center, school bus stops, local shopping and dining, Stanford, and major commute routes, the property presents a move-in-ready opportunity in a highly regarded neighborhood.

670 La Mesa Drive, Portola Valley

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

Sold listing courtesy of RECIP from RCIP
285 Golden Oak DR, Portola Valley
$3,800,000
3 Beds ⋅ 2 Baths ⋅ ML82037272 MLS
Located in prime central Portola Valley, discover the potential of this single-level home & spectacular property. With 3 bdrms, 2 bthrms, & 2,210 sq. ft. of living space on an expansive 42,575 sq. ft. lot, this home offers a rare opportunity to create your dream lifestyle. The front door leads you into a spacious living room w/ a cozy fireplace, stunning floor-to-ceiling windows & a dining area. The kitchen & adjoining family room flow seamlessly to the private backyardfeaturing a large deck and sparkling pool. On clear days, enjoy stunning views of the South Bay both while inside the home and from the backyard. The freshly painted interior and brand-new carpet provide a clean slate, ready for your personal touch. The primary suite includes two walk-in closets and a private bathroom, while the two additional bedrooms share a convenient hall bath. Functional amenities like a dedicated laundry room and attached 2-car garage add to the home's overall comfort and practicality. Ideally situated for easy access to PV schools, Stanford, Highway 280, local shopping, and scenic hiking trails, this property combines convenience and natural beauty. First time on the market, this home presents a unique opportunity to customize and enjoy a peaceful retreat in a very desirable location.

285 Golden Oak DR, Portola Valley

Listed by Kimm Terpening, 650-867-4880 from Compass
(If provided) CoList: Jennifer Alfaro from Compass

Sold listing courtesy of Lisa Dippel from NTERO
60 Linaria WAY, Portola Valley
$3,750,000
4 Beds ⋅ 3 Baths ⋅ ML82030885 MLS
Stunning Home in Highly Desirable Ladera Neighborhood. Elegant Living Room with Fireplace and High Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Stainless Steel Appliances and Breakfast Bar Opens to Family Room with Fireplace and Skylight. Primary Suite Retreat Features Spacious Walk-in Closet, Double Sinks, and Stall Shower. Four Bedrooms. Three Bathrooms. Interior Features Include Laundry Room, Central Heating and Air Conditioning, and Ample Natural Light Throughout. Lovely Landscaped 12,561 +/- Lot. Award Winning Las Lomitas School District

60 Linaria WAY, Portola Valley

Listed by Keri Nicholas, 650-533-7373 from Parc Agency Corporation
(If provided) CoList: from

Sold listing courtesy of Brian Dakin from APR
141 Lake RD, Portola Valley
$3,700,000
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 RD, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Hoi Wing Ng from NTERO
310 Old Spanish TRL, Portola Valley
$3,670,000
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 TRL, Portola Valley

Listed by Costantini Team, 650-430-8425 from Compass
(If provided) CoList: from

Sold listing courtesy of Alexander Nichols from EXPCA
5 Sandstone ST, Portola Valley
$3,600,000
3 Beds ⋅ 3 Baths ⋅ ML82042677 MLS ⋅ Portola Valley Ranch BLDG.
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 ST, Portola Valley

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

Sold listing courtesy of Shelly Roberson from APR
35 Bear Paw, Portola Valley
$3,595,000
3 Beds ⋅ 3 Baths ⋅ ML82024569 MLS ⋅ Portola Valley Ranch Association BLDG.
Located in one of Silicon Valleys most desirable residential enclaves, Portola Valley Ranch, amid 350 acres of private open space preserve, this refined contemporary home fully embraces its natural surroundings. Clean architectural lines, sliding glass doors and clerestory windows define the expansive living / dining great room and suffuse it with light. Beautiful Australian eucalyptus flooring throughout the home unifies it with a warm, welcoming aesthetic. Custom cherry cabinetry accentuated by walnut trim in the chef's kitchen and adjacent family room create an inviting setting for cooking while gathering with family and friends. The oversized primary bedroom with a front balcony that extends the length of the room has a marvelous view of mature trees framing the western hills. Two additional bedrooms, both opening to the outdoors, share the bright hall bath. The oversized two car garage includes an EV charger and a storage closet ideal for wine collectors. Tucked away on a quiet cul-de-sac in this special community offering a clubhouse, tennis courts, pools, exercise facilities, a vineyard, a playground and hiking trails, this serene retreat feels miles away but is conveniently located just minutes from highway 280 and Stanford University. Dont miss it!

35 Bear Paw, Portola Valley

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

Sold listing courtesy of Wen Guo RE Group from KWPEN
918 La Mesa DR, Portola Valley
$3,500,000
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 DR, Portola Valley

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

Sold listing courtesy of Lynn Wilson Roberts from APR
846 Portola RD, Portola Valley
$3,460,000
3 Beds ⋅ 5 Baths ⋅ ML82004013 MLS
Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/ stunning natural beauty & breathtaking views while a stone's throw away from Silicon Valley's buzzing energy. This is where luxury meets elite, but in a serene, peaceful setting. Explore the trails on horseback, soak in the awe-inspiring scenery, enjoy quant local restaurants like Rossotti's Alpine Inn, the ThursdayFarmer's Market just steps away, & the acclaimed top-rated schools. Portola Valley has it all! A perfect blend of equestrian adventure, mesmerizing nature, academic excellence while minutes away from all the major tech giants, & a tight knit community atmosphere that's second to none. Welcome Home!

846 Portola RD, Portola Valley

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

Sold listing courtesy of Anne King from KWPA
475 Cervantes RD, Portola Valley
$3,455,000
3 Beds ⋅ 3 Baths ⋅ ML82022989 MLS
Discover the potential at 475 Cervantes Rd, nestled in the heart of Portola Valley, where opportunity meets prime location. Situated on a lovely 1 acre lot, this property presents a remarkable canvas for those looking to build or remodel in order to create their optimal living space. The home boasts 2,550 feet of living space, featuring 3 bedrooms, 2.5 bathrooms. The primary bedroom is a retreat in itself, complete with an ensuite bathroom that includes a separate tub and shower. The additional two bedrooms share a convenient and spacious hall bath. The heart of this home is its open-concept kitchen and family room, perfect for gatherings and entertaining. The kitchen comes equipped with a center island and a cozy eating area, while the family room offers built-in bookcases and fireplace. For more formal occasions, enjoy the separate dining room and large living room. To enhance the thoughtful flow of the home, all common areas lead to the serene backyard. Additional amenities include a dedicated laundry room, a detached 2-car garage, a screened patio and a deck overlooking the private yard while offering a peaceful retreat and space for outdoor enjoyment. This home already offers fabulous spaces and a thoughtful floor plan; it just needs the creativity of its next owner.

475 Cervantes RD, Portola Valley

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

Sold listing courtesy of Eric Ruxton from TERA
375 La Cuesta DR, Portola Valley
$3,300,000
3 Beds ⋅ 2 Baths ⋅ ML82025326 MLS ⋅ Ladera BLDG.
Experience serene, modern living in this beautifully updated 3-bedroom, 2-bath ranch home infused with Japanese-inspired design, with a harmonious connection to the outdoors, creating an atmosphere of calm and balance throughout. Light-filled living spaces flow seamlessly to a private backyard oasis, creating the perfect setting for both relaxation and entertaining. Spacious living room featuring a built-in bookcase and gas fireplace. Modern kitchen with granite and stainless steel counters, breakfast bar, and updated cabinetry. Separate family room with easy access to the backyard. Private backyard retreat with black-bottom pool, pergola, with space for gatherings. Close to the Ladera Shopper and Ladera Recreation Center, near the bus stop and Woodland School, just 3.5 miles to Stanford University, easy access to commute routes, Silicon Valley, and mid-way between San Francisco and San Jose International Airports. Optional membership to the Ladera Recreation Center provides year-round tennis, pickleball & fitness programs, a seasonal aquatics program, and a variety of community events and activities.

375 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS
21 Valley Oak ST, Portola Valley
$3,262,000
4 Beds ⋅ 4 Baths ⋅ ML82031869 MLS
Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat with a huge price adjustment offered at $3,199,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining and tranquil living. A gourmet kitchen, featuring stainless steel appliances flows seamlessly into spacious living and dining areas. The private primary suite offers a luxurious, spa-inspired ensuite, creating a serene haven. Outside, the beautifully landscaped lot, enveloped by Portola Valley's iconic oaks, provides a secluded oasis for relaxation or outdoor gatherings. Enjoy an excellent community of neighbors and access to top-rated schools, including Ormondale Elementary, Corte Madera Middle, and Woodside High School (buyer to verify eligibility).Perfectly positioned to get away from the lights of the city while remaining close to Silicon Valley's tech hubs, scenic trails, and Roberts Market, this home offers unmatched privacy and convenience. Seize this rare opportunity to own a slice of Portola Valleys idyllic lifestyle!

21 Valley Oak ST, Portola Valley

Listed by Nathan Nahouraii, 408-209-9556 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Lisa Keith from GGSIR
163 Crescent AVE, Portola Valley
$3,250,000
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 AVE, Portola Valley

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

Sold listing courtesy of Michael Williams from 7B3140
30 Pine Ridge WAY, Portola Valley
$3,229,000
4 Beds ⋅ 3 Baths ⋅ ML82012992 MLS
Ideally located in the heart of Silicon Valleys most exclusive corridor, this Portola Valley estate offers effortless access to Highway 280, Stanford University, Stanford Hospital, Sand Hill Road venture capital firms, and leading technology campuses including Meta, Google, Apple, NVIDIA, and Tesla. Perched on an elevated approx 2 acre private hillside lot, the property showcases dramatic 180-degree panoramic Bay views across the Peninsula skyline and western mountain ranges, a rare vantage point that must be experienced in person. This is a premier opportunity to build a custom modern estate or reimagine the existing residence into a luxury Silicon Valley retreat. Nearly every window frames sweeping natural vistas and seamless indoor outdoor living.Experience executive-level living with privacy, scale, and proximity, minutes to Palo Alto, Menlo Park, Los Altos, top-rated schools, elite dining, and major innovation hubs, while enjoying the tranquility of one of the Peninsulas most prestigious residential enclaves.A rare opportunity to secure a legacy view property in Silicon Valley, ideal for those seeking privacy, convenience, and world-class panoramic views.

30 Pine Ridge WAY, Portola Valley

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

Sold listing courtesy of Angie Wolff from NTERO
124 Foxwood RD, Portola Valley
$3,100,000
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 RD, Portola Valley

Listed by Lisa Keith, 650-703-8644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Liz Daschbach from Compass

Sold listing courtesy of Lisa Keith from GGSIR
130 Erica WAY, Portola Valley
$3,080,000
4 Beds ⋅ 2 Baths ⋅ ML82044409 MLS ⋅ Ladera BLDG.
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

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

Sold listing courtesy of Sanit Bordeianu from CBR
100 TAN OAK DR, Portola Valley
$3,055,000
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 DR, Portola Valley

Listed by Janet Davis, 650-867-3373 from Hometown Realty A Janet Pepe Davis Agency
(If provided) CoList: from

Sold listing courtesy of Erika Demma from APR
221 W Floresta WAY, Portola Valley
$3,050,000
3 Beds ⋅ 2 Baths ⋅ ML82047659 MLS ⋅ Ladera BLDG.
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

Listed by Steve Coan, 408-234-8700 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Jessica Heredia from RPSNT
435 Golden Oak DR, Portola Valley
$3,000,000
4 Beds ⋅ 4 Baths ⋅ ML82025132 MLS
Escape the ordinary at 435 Golden Oak Drive, an architecturally distinct 4-bedroom, 3.5-bath retreat in one of Portola Valleys most coveted enclaves. Set on nearly 1.5 acres at the end of a private drive, this residence offers rare privacy while still being minutes from Silicon Valley conveniences. Expansive windows fill the home with natural light and frame the surrounding landscape. Multiple decks across different levels create seamless indoor-outdoor living and provide inviting spaces for morning coffee, evening wine, or entertaining. The interior has been refreshed with new flooring and paint throughout, creating a clean, modern backdrop. The layout offers flexibility for family living, hosting, or working from home, with generous bedrooms and well-placed common areas. Located in an exclusive neighborhood known for its beauty, privacy, and top-rated schools, the property is also walking distance to the iconic Alpine Inn. Nearby are some of the Peninsulas most prestigious country clubs offering golf, tennis, dining, and social amenities. A rare opportunity to own a true retreat in the heart of the Peninsula.

435 Golden Oak DR, Portola Valley

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

Sold listing courtesy of Sergey Yusupov from RISEHOME
377 Wayside RD, Portola Valley
$2,850,000
3 Beds ⋅ 2 Baths ⋅ ML82041743 MLS
Peaceful Updated Country Living on Nearly 1.5 Acres . Beautifully updated and framed by sun-swept open meadows and majestic trees, this property spans nearly 1.5 acres at the end of a lane. An inviting front porch takes in the tranquil surroundings and sounds of nature. Stepping inside, the ambiance is bright and inviting with refinished hardwood floors, crisp white woodwork, and expansive windows and glass doors. The designer all- white kitchen has Carrara marble counters and stainless steel appliances, including a quality Viking gas range. A separate wing comprises 2 full-size bedrooms and one small bedroom, plus 2 full baths. Perfect for exercise, art, and/or office needs is a detached 2-room studio plus a Nordic-inspired newly added second studio. Tying it all together are many beautiful and versatile outdoor living spaces plus a fully fenced vegetable garden, small orchard, and a chicken coop.

377 Wayside RD, Portola Valley

Listed by Janis F. Grube, 650-346-8690 from Friedenberg Grube Real Estate
(If provided) CoList: from

Sold listing courtesy of Angela K. Galatolo from AGNC
16 Tynan WAY, Portola Valley
$2,700,000
3 Beds ⋅ 2 Baths ⋅ ML82032072 MLS
Just up the hill off of Portola Valley Road is this beautifully maintained 3-bedroom, 2-bath home which offers the perfect blend of comfort and functionality. A welcoming formal entry sets the tone, with stairs leading to the main open living area. The spacious living room with vaulted ceilings, floor to ceiling windows opens effortlessly to a back deck and large lush backyard with a designer playhouse. The updated gourmet kitchen features a center island, beautiful wood cabinetry, and tranquil views of the surrounding natural landscape of the backyard. There is a cozy loft with a full bathroom and walk-in closet, plus a deck, thats perfect for a home office, playroom, or additional bedroom/ living space.The expansive attached garage/ basement provide an exceptional amount of bonus space, laundry area and storage, offering flexibility for a variety of needs. The driveway has been expanded. Highly ranked, Portola Valley School District This home is just minutes from the town center, Highway 280, and scenic hiking and biking trails, tennis facilities and more. This is a must See!

16 Tynan WAY, Portola Valley

Listed by Sue Nystrom-Walsh, 408-482-9343 from Compass
(If provided) CoList: Silke Stearns from Compass

Sold listing courtesy of Michele Harkov from APR
40 Deer Path DR, Portola Valley
$2,550,000
3 Beds ⋅ 3 Baths ⋅ ML82007263 MLS
Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow between the living room, dining area and kitchen. The expansive living room includes a wood burning fireplace surrounded by a sunken, built-in circular sofa, a wet bar and an additional large area ideal for a game table. The dining area flows seamlessly to the large kitchen, complete with island and walk in pantry. Access to the connecting deck from all three areas creates a large space ideal for indoor/outdoor entertaining. Completing the level is a spacious bedroom, a full bath. The lower level accommodates the primary suite and the third spacious bedroom, both with en suite baths, walk-in closets and outside access. The conveniently placed large laundry room includes ample cabinetry, a sink and an attached large storage room.

40 Deer Path DR, Portola Valley

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

Sold listing courtesy of Andy Pham from FIHI
108 Santa Maria AVE, Portola Valley
$2,250,000
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 AVE, Portola Valley

Listed by Janeen Poutre, 408-209-6640 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of James Steele from COMPS
208 Canyon DR, Portola Valley
$1,760,000
2 Beds ⋅ 1 Baths ⋅ ML82042381 MLS
Vintage home, circa 1956, situated on a 1/3 acre parcel in a quiet corner of Portola Valley. This cozy, uncomplicated home could become your haven away from the hustle and bustle of Silicon Valley life -- or, it could become the site of your dream home. Reimage this cottage or create something completely new! Nearby is Robert's Market (groceries,etc.) a hardware store, the fire department, a full-service (gas and repairs) station. This area is favored by cyclists and hikers. And it's a quick distance to Freeway 280 for commutes north and south.

208 Canyon DR, Portola Valley

Listed by Nancy Goldcamp, 650-400-5800 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Samie Goodman from CBR

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