Portola Valley CA 6+ Bedroom Real Estate, Homes, Condos for Sale

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 LN, Portola Valley

Listed by Brent & Mary Gullixson, 650-888-0860 from Compass
(If provided) CoList: from

$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

$7,998,000

6 Beds ⋅ 6 Baths ⋅ ML82042439 MLS ⋅ Westridge Subdivision BLDG.

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

138 Bolivar LN, Portola Valley

Listed by Stephanie Elkins, 650-400-2933 from Coldwell Banker Realty
(If provided) CoList: from

$5,900,000

6 Beds ⋅ 4 Baths ⋅ ML82039381 MLS

This masterwork of "ultimate bungalow" design evokes the spirit of the iconic Gamble and Gamble, honoring the Arts and Crafts movement's devotion to natural materials and visible joinery. This hand-crafted sanctuary offers a seamless transition from the wild creek-side environment to a sheltered interior. Clad in traditional cedar shingles with overhanging eaves, the home sits in organic harmony with its acre lot. An 18-foot ceiling anchors the Great Hall, its massive scale made intimate by hand-finished built-ins and intricate millwork. From the elegant dining room wainscoting to custom cabinetry, every detail celebrates "honesty of construction." The expansive canopy deck preserves two ancient redwoods that rise through the decking to create a living ceiling, a direct nod to building around nature. The architecture is a dialogue between forest and floor plan. The open-concept kitchen, with Wolf, Viking, and Sub-Zero appliances, integrates into a timeless space illuminated by lighting that highlights natural textures. True to the Craftsman ideal, French doors in the living room, primary suite, and massive upstairs loft dissolve the boundary between shelter and garden. Modern necessities, a Tesla charger, and turf lawn are implemented with a focus on environmental stewardship.

340 Willowbrook DR, Portola Valley

Listed by Art Sharif, 650-804-4770 from Sotheby's Intl Rlty
(If provided) CoList: from

Sold listing courtesy of Dorothy Coulter from EXT

$5,205,000

6 Beds ⋅ 6 Baths ⋅ ML82012664 MLS

Positioned behind electronic gates at the end of a cul-de-sac with just four other homes, this architecturally significant home offers privacy, scale, & thoughtfully considered living on 1.354 acres. Spanning approximately 5,970 square feet of living space offering ample accommodations. Main level offers beautifully scaled rooms designed for entertaining & everyday comfort, flexible layout for formal living & dining areas, lounge, & a connoisseur's wine cellar with adjoining tasting room. Kitchen is appointed with granite finishes, high-end appliances, & space for casual dining, plus an expansive open family room in the center of the design. Primary suite positioned for optimal light & privacy, dual terraces, sitting area with fireplace, couture closet room, & luxurious en suite bath. An adjoining bedroom provides the ideal space for a nursery/office. Outdoor amenities are equally impressive with a large pool, separate spa, built-in barbecue, prolific rose garden, a protected vegetable garden, fruit trees, & a small vineyard. With two attached 2-car garages, extensive storage, & access to acclaimed Portola Valley schools, this home presents a rare opportunity to own a one-of-a-kind property in an exceptional location.

3 Oak Forest CT, Portola Valley

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

Sold listing courtesy of Val Vandervort from VERIT

$8,750,000

6 Beds ⋅ 9 Baths ⋅ ML82011147 MLS ⋅ Blue Oaks BLDG.

Prominently perched on the Portola Valley hillside, this contemporary home has been upgraded with the finest materials and craftsmanship providing glorious panoramic views of rolling hills with Silicon Valley and the Bay in the distance. This home is elegant, sophisticated and secluded and just a short drive to Silicon Valley with easy freeway access. The flexible floor plan includes six bedroom suites, dedicated office/den with fireplace, living room with soaring ceilings, fireplace, adjacent balcony and forever views, great room with access to the outdoor kitchen and spa plus a gathering spot and an in-home theater on the lower level. The kitchen is appointed with high-end appliances, butlers pantry, island and breakfast bar, all open to the casual dining/family room--perfect for intimate gatherings and sufficient for hosting formal dinner parties or large events. The garden boasts wrap around balconies and patios, views, beautiful plantings in front and sunny, enclosed fruit/vegetable beds below. Solar power system with robust Tesla battery support, 5 zone heat & A/C, full property security system, two laundry facilities, two two-car garages and community pool/spa complete this move-in ready home. Top rated Portola Valley schools. Close by hiking/biking/equestrian trails.

5 Redberry RDG, Portola Valley

Listed by Omar M. Kinaan, 650-776-2828 from Golden Gate Sotheby's International Realty
(If provided) CoList: Ellen Ashley from Golden Gate Sotheby's International Realty

Sold listing courtesy of Kavanaugh Group from CBR

$56,000,000

6 Beds ⋅ 13 Baths ⋅ ML81978361 MLS

Villa del Prato is a singular gem among Silicon Valley estates. Nestled in the woodlands of Portola Valley on nearly 12 acres of tranquil, private, flat land, the estate comprises three structures: a main house (12,000 sf); an entertainment or business building (6,500 sf); and a pool house (2,000 sf). Inspired by classic Palladian Italian architecture, each structure is reminiscent of a Tuscan villa, featuring soaring arches, 20-foot ceilings, dramatic skylights, solid stone columns direct from Italy, and the finest-quality finishes. The main home, built on two levels, features a one-of-a-kind 900-square-foot dressing suite that doubles as a safe room. Unseen are advanced systems for the comfort and security of residents and guests. The entertainment/business building provides an opportunity for customization. With its towering columns, airy loggia, and spacious ballroom, it could be utilized for entertaining, as a home office, conference center, staff housing, or a home for your next startup. Electrical, plumbing, HVAC, and other key systems are fully fitted out. This grand estate is centrally located close to Hwy 280 mid-way between San Francisco and San Jose, with easy access to major airports and technology and business centers. (All sf info per plans).

20 Meadow LN, Portola Valley

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Leslie Bauer from CTYRE

$4,999,000

6 Beds ⋅ 6 Baths ⋅ ML81981087 MLS

Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

3343 Alpine RD, Portola Valley

Listed by David Cauchi, 415-203-5726 from Compass
(If provided) CoList: from

$10,000,000

6 Beds ⋅ 8 Baths ⋅ ML81976258 MLS ⋅ Westridge BLDG.

Premier Westridge Estate in the Heart of Portola Valley. 6 Bedrooms, 6 Baths, 2 half baths. Dramatic Foyer with 19' ceils, LIbrary with gas fireplace, Gallery, Living Room with Vaulted Ceilings, Formal DR. Great Room/Family Room with vaulted ceilings, wood burning fireplace and skylights.. Guest House with gas fireplace, kitchen, full bath. and w/d. Covered Gas BBQ and cabinets. Large Patio with gas firepit. Mature gardens, majestic redwoods and oaks. Commune with nature on over 2.5 acres of level, usable land. Direct access to Portola Valley's lovely horse and hiking trails. 2 entrances with security gates. Handsome, natural and full of understated elegance, this contemporary craftsman home was built in 2006 and finished in 2007 by CJW Architecture and Peninsula Custom Homes Contractors. Newer Barnmaster stable complete with full bathroom, office, tack room, laundry room, utility sink and large, matted stalls with individual paddocks.

1240 Westridge DR, Portola Valley

Listed by Don DeFranco, 415-722-7259 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$5,741,000

6 Beds ⋅ 5 Baths ⋅ ML81979643 MLS

This exquisite property, in Santa Clara County w/Palo Alto schools captures the essence of Portola Valley on a spectacular 1.28 +/- acre lot. Boasting scenic beauty of Stanford hills and Felt Lake this home features a 1695 +/-sf single-level guest house w/ground-level access. With 3 beds, 3 bas, office and bonus room in the 4146 +/- sf main residence and 3 beds, 2 bas in guest house, plus 2-stall horse stable, this home provides versatile living options. Remodeled by RJ Dailey in 1983, the main homes exquisite structural beamed ceilings and custom windows perfectly frame the view of the surrounding open space and glorious sunsets. Cool tile and warm wood floors enhance the open floor plan and newly carpeted bedrooms provide comfort. Kitchen is large and bright w/luscious views. A separate guest house, accessible via its own driveway, offers independent living. High ceilings and large great room are complemented w/updated eat-in chefs kitchen and granite counters. The primary suite features, spa bath, luxurious soaking tub, 2 walk-in closets and storage loft. Each home features a 2-car garage and the guest house also includes a workout room/office and workshop.This property offers a tranquil sanctuary near hiking and biking trails, Rossottis Alpine Inn and Ladera Country Shopper.

5 Arastradero RD, Portola Valley

Listed by Bogard-Tanigami Team, 650-924-8365 from The Agency
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$4,900,000

6 Beds ⋅ 7 Baths ⋅ ML81972426 MLS

Only 7 minute drive from Hwy 280 this brand new ultra high end construction (2024) Modern/Contemporary home (Certificate of Occupancy issued May 2024) boasting 6 bedrooms (5 ensuite) inc 2 primary suites w/soaking tubs, 7 bathrooms, fully equipped ADU unit with separate entrance, 24' high ceilings & 10 ft doors throughout, glass elevator w/3 stops, chef's kitchen with upgraded appliances flowing to grand family room w/double indoor/outdoor fireplaces, 500 bottle wine cellar, office, expansive sky deck view terrace. Radiant heat + A/C, and up to 10 car parking, Adjacent 8,000 sq ft lot also available for purchase. Rare to find a newly constructed home of this caliber in Portola Valley. Highly sought after Portola Valley School District. Ultra high-end construction.

1061 Los Trancos RD, Portola Valley

Listed by Andres Felipe Ardila, 415-608-1003 from Compass
(If provided) CoList: from

Sold listing courtesy of Andres Ardila from COMP

$18,800,000

7 Beds ⋅ 8 Baths ⋅ ML81969904 MLS

Resting on over 3 acres, this spectacular estate, completed in 2024, presents an unparalleled living experience. Sleek exteriors, characterized by clean lines and minimalist design, evoke the precision of modern art. Step inside to experience interiors thoughtfully crafted to cater to a contemporary lifestyle, with walls of glass that seamlessly integrate indoor and outdoor spaces while showcasing awe-inspiring views spanning the San Francisco Bay and beyond. Generous gathering areas, a chef's kitchen, office, and more provide captivating venues, complemented by grounds featuring a pool. And this incredible location offers all-encompassing feelings of seclusion while still being close to everything Silicon Valley has to offer - San Francisco and San Jose are ~40 minutes way, two international airports are easily accessible, and Palo Alto, Stanford University, Sand Hill Road, and the area's premier public and private schools are all within easy reach.

138 Goya RD, Portola Valley

Listed by DeLeon Team, 650-900-7000 from Deleon Realty
(If provided) CoList: from

Sold listing courtesy of Mary & Brent Gullixson from COMPS

$3,509,000

7 Beds ⋅ 4 Baths ⋅ ML81943845 MLS

Private and luxurious 12-acre Portola Valley estate just minutes from the center of town, Stanford, and Silicon Valley. Sweeping unobstructed views of western hills, Fogarty Winery vineyards, and the bay. Architecturally significant 4600' home is an entertainers dream with soaring ceilings, skylights, many terraces, flat expanses, 20+ car parking, 350-bottle wine cellar, and more. 7 brs, 4 lux renovated bths. 3 fireplaces. Polished hardwood floors and top-of-the-line tile, stone, and granite finishes. Flex floor plan - for extended family, au pair, and more. Open and airy kitchen is equipped with SubZero, Thermador/Miele appliances will please the family chef. Additional kit on lower level is perfect for caterers and parties/events. Hot tub+gazebo. Extensive landscaping. Room to roam, bike, and play on fenced acreage. Planting garden, dog kennel and a children's playground. Potential for 2 ADUs (buyer to confirm). Truly the best value for indoor/outdoor estate living in Silicon Valley.

5933 Alpine RD, Portola Valley

Listed by Don DeFranco, 415-722-7259 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Burcin Can Metin from ATLASARE

$11,200,000

6 Beds ⋅ 7 Baths ⋅ ML81927378 MLS

Welcome to this exceptional retreat atop a private, secluded 2.18 ac property with signature views of Windy Hill. Completed in 2019, this custom, contemporary masterpiece blends seamlessly into the surrounding natural beauty w/ a wood exterior and standing seam metal roof. Attention to detail evident at every turn, beginning with the pivoting black oak front door and continuing inside where white oak defines the floors, cabinetry, doors & accents walls/ceilings. The result is a captivating organic feel embodying the essence of the Portola Valley lifestyle. Thoughtful floor plan arranged mostly on 1 level w/ 6 bds, including an upstairs 2 bd guest apartment w/ kitchen. Formal venues, a tremendous great room, plus an office offer flexibility of use. Outside, the grounds are equally enchanting w/ a sparkling pool, fire pit, bocce court, pergola, veg garden & chicken coop. Fleetwood doors open fully for indoor outdoor experience. Truly impressive.

191 Meadowood DR, Portola Valley

Listed by Lynn Wilson Roberts, 650-279-5358 from Compass
(If provided) CoList: from

Sold listing courtesy of Sean Foley from APR

$15,500,000

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

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6+ Bedroom Portola Valley Real Estate