Refine Search
Map
Sort by
1005 Portola RD, Portola Valley
$3,566,750
5 Beds ⋅ 4 Baths ⋅ ML82007268 MLS
Secluded in complete privacy above the street, this contemporary home embodies a true connection to nature through its vast expanses of glass and warm, organic finishes. Designed with a modernist spirit, and award-winning for green design, the home showcases soaring vaulted ceilings, open concept living spaces, and entire walls of glass that frame the surrounding greenery. Bamboo floors, cherry cabinetry, slate accents, and terrazzo countertops combine to create a sophisticated yet welcoming ambiance that harmonizes beautifully with the natural setting. Sustainable living unfolds behind the scenes with four Powerwall's, two EV charging stations, tankless hot water, and 11-zone radiant heat. The home's versatile layout offers ideal flexibility for recreation, entertaining, or even private living quarters, plus a separate office with half-bath. Indoor-outdoor flow is seamless with multiple decks, an atrium-style entry, and numerous sliding glass doors opening to fresh-air living spaces. Set on an expansive lot of approximately 30,040 square feet, comprised of three separate parcels, the property offers rare space and serenity while still being close to everything. Access is easy from a convenient driveway on Wayside Road, leading to carport parking with EV charging.

1005 Portola RD, Portola Valley

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

Sold listing courtesy of Lena Gustafsson from COMPS
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
300 Cervantes RD, Portola Valley
$3,925,000
3 Beds ⋅ 3 Baths ⋅ ML82006466 MLS
Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture windows & sliding glass doors that frame the breathtaking scenery at every turn. Thoughtfully designed layout spans two levels with 3 bedrooms & 2.5 baths, a recreation room with an office center & built-in Murphy bed, plus a flexible-use room for office, fitness, or play. Designed for both everyday living & effortless entertaining, the home features grand gathering spaces that flow seamlessly to expansive outdoor venues, including two separate decks, one with built-in barbecue & adjoining covered dining lounge. Adding a rare & unexpected highlight, a separately fenced & sunswept pool is positioned at one end of the grounds surrounded by lawn & wooded views. Completing the appeal are a detached two-car garage, abundant off-street parking, & access to excellent Portola Valley schools. A truly special opportunity in one of the Peninsula's most desirable neighborhoods.

300 Cervantes RD, Portola Valley

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

Sold listing courtesy of Daniel Flores from COMP
415 Golden Oak DR, Portola Valley
$5,300,000
4 Beds ⋅ 4 Baths ⋅ ML82006455 MLS
You wake up one morning on the deck of 415 Golden Oak Drive, coffee in hand, gazing at a view that makes time stand still. From this elevated perch in central Portola Valley, the South Bay unfolds rolling hills, morning mist, and the quiet promise of a perfect day. This beautifully updated 4-bedroom, 3.5-bath home offers approximately ~4,300 sq. ft. of refined living space, blending clean architectural lines, natural light, and sweeping sightlines. Set on just under two acres with lawn, pool, mature trees, and expansive decks the property is both functional and breathtaking. Inside, vaulted ceilings and large windows frame the views. The open living and dining areas flow into a thoughtfully designed kitchen with high-end appliances, custom cabinetry, and a spacious island ideal for entertaining or quiet mornings. The ~600 sq. ft. primary suite is a private retreat with a spa-like bath, walk-in closet, and a balcony perfect for stargazing or late-night talks. A separate bonus room with full bath offers flexible space for guests, work, or play. Located in the heart of Portola Valley, minutes from top-rated schools, scenic trails, and local shops, this isn't just a home its a vantage point. A place where space, calm, and style come together.

415 Golden Oak DR, Portola Valley

Listed by Scott Hayes, 650-245-5044 from Compass
(If provided) CoList: from

Sold listing courtesy of Josh Rubin from COMPS
1036 Los Trancos RD, Portola Valley
$4,412,000
3 Beds ⋅ 3 Baths ⋅ ML82005872 MLS
Nestled on a gorgeous virtually flat half acre this stunning Mediterranean style home is surrounded by the pristine beauty of the adjacent Blue Oaks open space, with VIEWS stretching across the East Bay to the glittering Oakland skyline. Masterfully built in 2011 the homes thoughtful design marries a spacious, versatile floor plan with exquisite details: soaring reclaimed wood beams, graceful arched plaster doorways, a classic clay tile roof, and vibrant tile accents, including handcrafted stair risers that add a touch of old-world charm. Expansive custom windows and doors frame the idyllic setting flooding the interior with natural light and seamlessly connecting to the rear deck open and sparkling newly built POOL (2023). This property truly offers the best of everything ! A tranquil retreat in a great neighborhood, just minutes to local shopping, commute routes, Stanford and the award winning Portola Valley schools !

1036 Los Trancos RD, Portola Valley

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

Sold listing courtesy of Angie Wolff from NTERO
909 Westridge DR, Portola Valley
$8,000,000
5 Beds ⋅ 4 Baths ⋅ ML82004802 MLS
On the top of the hill at the end of a long private driveway and nestled on 3.5 mostly usable acres sits this very private home. Offering spectacular 270 degree views this 5 bedroom, 3 bath home sits on one of the finest sites in Portola Valley. The well-appointed private home features bright and light interiors with wonderful views throughout its effortless multi level design. The main level offers a living room, office, dining room, family room kitchen and primary suite all with western hill views. The lower level offers 4 additional bedroom, a laundry room and additional Office of Exercise room. There is also a barn and a large fenced in garden area.

909 Westridge DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA
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
130 Deer Meadow LN, Portola Valley
$9,000,000
4 Beds ⋅ 4 Baths ⋅ ML82003847 MLS
In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood and white oak floors that span the open, multi-level floor plan designed for flow and functionality. Expanses of glass at every turn bring in the light, the landscape, and the views, creating a seamless connection to the outdoors. The living, dining, and family rooms flow off the chefs kitchen, which is highlighted by a commercial-quality AGA range. The primary suite is privately located, three bedrooms and two baths are in a separate wing, plus there is a gym with outside sauna. A rare and captivating retreat in one of Portola Valleys most exclusive locations.

130 Deer Meadow LN, Portola Valley

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

Sold listing courtesy of Vincent O'Shea, from ALREB
831 La Mesa DR, Portola Valley
$5,000,000
3 Beds ⋅ 4 Baths ⋅ ML82003366 MLS ⋅ Ladera BLDG.
Step into this stunning single-level remodeled modern home nestled in the desirable Ladera neighborhood. Blending contemporary design with everyday comfort, this thoughtfully renovated home is the ultimate expression of California living. Dream chef's kitchen featuring a large center island, high-end appliances, custom cabinetry, & a walk-in pantry. This home has radiant heating, custom concrete floors, & large picture windows that flood the space with natural light, seamlessly blending indoor & outdoor living. Two spacious bedrooms share a Jack & Jill bathroom. A versatile bonus room perfect for a media room, home office, or even a fourth bedroom. Your own private resort awaits outside. Relax or entertain in the lush backyard, complete with a sparkling pool, mature landscaping, and multiple outdoor living areas. Convenienty located to the Ladera Rec Center, 5 miles to Stanford, near Silicon Valley, commute routes, and midway between San Francisco & San Jose international airports.

831 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 Mark Cohan from COMPS
30 Cheyenne PT, Portola Valley
$6,550,000
4 Beds ⋅ 4 Baths ⋅ ML82001354 MLS
Transformed with a whole-home renovation, this exquisite home offers luxurious designer style and wellness-focused amenities in a prime Central Portola Valley location. Every detail has been elevated, with stunning interiors featuring heated tiled floors in every room. Expansive retractable glass doors create a seamless indoor/outdoor connection in the living and dining room plus there is a spacious kitchen and family room combination with built-in casual dining area. A spa-like ambiance defines this 4-bedroom, 3.5-bath home, anchored by a sumptuous primary suite with steam shower. A private wellness retreat continues outside on the tremendous rear deck which feels like living space, including a recessed spa, cold plunge tub, and cedar-lined sauna. A lower deck with linear gas fireplace invites gatherings, sanded walking paths encourage quiet reflection beside the creek, and a vast synthetic lawn awaits recreation. Designed for effortless living and exceptional comfort, this home also has a wonderfully converted garage bay with the perfect space for a remote office.

30 Cheyenne PT, Portola Valley

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

Sold listing courtesy of Bryan Jacobs from RWH
45 Bear Gulch Drive, Portola Valley
$8,000,000
5 Beds ⋅ 4 Baths ⋅ ML81996632 MLS
Extensively remodeled and move in ready. This home has 3-levels with 5 bed, 3.5 baths, a great room with chefs kitchen, large dining room & cozy sitting room...all opening to yard & pool. Need a home office, bookshelf lined library complete with desk, large family room, and a lower-level with space for a gym/game or media room/separate craft or homework center, large office with custom built-ins, (the lower-level has a private stairway & entrance). In addition there is a guest cottage with a full kitchen, living/dining area, 2 bedrooms, and full bath (separately accessible for pool area). The 1.25+/- ac. lot has been landscaped to perfection. It is a private, restorative environment that provides seasonal color, nourishment, room to play, & entertain. The home is embraced by the venue in a way that blurs the line between indoors and out. Every window frames lush vistas, the solar-heated pool, majestic redwoods, & level lawn The home has 2 entrances, ample extra parking, a 2-car garage, separate 1-car garage, plus a storage shed. The central Portola Valley location convenient to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 4 min. to Hwy. 280.

45 Bear Gulch Drive, Portola Valley

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

Sold listing courtesy of Donald Knight from CBR
1144 Los Trancos RD, Portola Valley
$2,925,000
3 Beds ⋅ 3 Baths ⋅ ML82001168 MLS
Sweeping views of the San Francisco Bay, this beautifully appointed home borders the 235-acre Coal Mine Ridge Open Space Preserve & has access to its 10+ miles of scenic hiking trails. Approximately 0.75 acre comprising a 7,585 square-foot lot plus a permanent, exclusive-use easement of 25,015 square feet. Nearly every room enjoys breathtaking Bay views. Dramatic living room flows seamlessly into the elegant dining room. Open kitchen & large breakfast area are well-appointed with custom cherry cabinetry & premium appliances. Primary bedroom suite is a luxurious retreat that spans one end of the main level, with significant customized wardrobe space off a foyer entrance with walk in closet. A private balcony with Bay Views, a signature wood-paneled & vaulted ceiling, & a spa-like bath with a jetted tub and shower, each for two. Lower level with a spacious family room & large deck with Bay views. There are two bedrooms on this level including one that opens to the Bay view deck shared with the family room & one with large walk-in closet, plus there is a well-appointed bath. Lot size is approximately 7,585 sq. ft. plus a permanent exclusive-use easement of 25,015 square feet. Excellent Portola Valley schools and close proximity to Stanford.

1144 Los Trancos RD, Portola Valley

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

Sold listing courtesy of Lyn jason Cobb from CBR
6 Redberry RDG, Portola Valley
$7,250,000
4 Beds ⋅ 5 Baths ⋅ ML81999228 MLS
Beautiful 4 Bedroom 4.5 Bathroom Home on Private Cul-de-Sac. Formal Entry. Elegant Living Room with Fireplace and Vaulted Ceilings. Formal Dining Room with High Ceilings and Ample Natural Light. Chef's Kitchen with Center Island with Sink, Wolf Range, Subzero Refrigerator, and Butler's Pantry. Opens to Dining Area and Family Room with Vaulted Ceilings, Fireplace, and Bar. 4 Bedrooms. 4.5 Bathrooms. Lower Level Features Bedroom, Office, Full Bathroom, Bar, Rec Room, and 10,000 Bottle Wine Cellar. Attached 3-Car Garage with EV Charging. Lovely Landscaped 2.56 Acre Lot . Award Winning Portola Valley Schools

6 Redberry RDG, Portola Valley

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

Sold listing courtesy of Kristin Gray from SGP
4760 Alpine RD, Portola Valley
$3,550,000
4 Beds ⋅ 4 Baths ⋅ ML81999222 MLS
Located in desirable Portola Valley, this 4-bedroom, 4-bath approximately 2930 square foot home offers a tranquil setting for everyday living and entertaining. Situated on an acre lot (per county), the property provides ample outdoor space including a tiered deck, stable and paddock. High ceilings in the spacious foyer and living room create a dramatic, light-filled entry to the home. The formal dining room with wet bar overlooks the living room, creating an ideal setting for entertaining. The kitchen is conveniently located between the dining and family rooms and includes a spacious area for casual dining as well as a separate built-in cabinet unit providing added prep space. The primary suite and two additional bedrooms are clustered at one end of the house. The primary bedroom includes deck access and a spacious en-suite bath with a walk-in closet. One of the additional bedrooms includes en-suite bath and the remaining bedroom is adjacent to a third full bath. The fourth bedroom and full bath are located just off the family room an ideal setting for house guests. Photos are virtually staged.

4760 Alpine RD, Portola Valley

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

Sold listing courtesy of Rachel Sudano from CBR
4 Buck Meadow DR, Portola Valley
$5,765,000
4 Beds ⋅ 4 Baths ⋅ ML81998945 MLS
On nearly 2 acres in the prestigious Blue Oaks community, an enclave of custom homes surrounded by 217 acres of open space, this custom-built home showcases Mediterranean design and sweeping views from most rooms. Outside, the Terracotta clay tiled roof makes a striking first impression while inside, lofty ceilings, deep crown moldings, and floors in antique French tiles and fine oak exude timeless appeal. The two-story floor plan, plus lower-level garage, comprises formal living and dining rooms, a cherry-paneled office, and an updated kitchen with custom cabinetry, natural stone countertops, and high-end appliances. The adjacent family room has a focal point stone fireplace and built-in media center and most rooms open to the grounds where heritage oaks, bluestone patios, and a citrus orchard are surrounded by beautiful grounds and vistas. Upstairs, the primary suite is a luxurious retreat alongside a second suite that is ideal for guests, plus two additional bedrooms and a bath. A community pool, spa, and clubhouse are added bonuses, along with miles of hiking trails and access to top-rated Portola Valley schools. Welcome to the Blue Oaks lifestyle.

4 Buck Meadow DR, Portola Valley

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

Sold listing courtesy of Jennifer Bitter from DP
65 Cheyenne PT, Portola Valley
$7,575,000
4 Beds ⋅ 4 Baths ⋅ ML81997192 MLS
Just over 1 acre in central Portola Valley, this modernist masterpiece was designed by award- winning architect Arthur Dyson who worked with Frank Lloyd Wright. The Zen-inspired lifestyle has resort-like grounds and breathtaking Windy Hill views. A striking glass walkway continues inside, where a 2-story wall of falling water and all-glass staircase set a tone of modern panache. The organic ambiance continues with barrel-vaulted ceilings with glass at each end, copper wall accents, and floors in slate and maple. Living room, dining room, and family room offer seamless sightlines to a central cantilevered fireplace, entire walls of glass present the views, and the kitchen is equipped with top-tier appliances. A private office plus main-level primary suite with additional office space cater to remote work needs. Second bedroom and bath on main level plus 2 bedrooms and bath on lower level. Pool, separate spa, plus vast open and covered decks. Excellent Portola Valley schools.

65 Cheyenne PT, Portola Valley

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

Sold listing courtesy of Billy McNair from CBR
4 Franciscan RDG, Portola Valley
$4,625,000
5 Beds ⋅ 4 Baths ⋅ ML81995488 MLS ⋅ Portola Valley Ranch BLDG.
Portola Valley Ranch, the hidden gem of the Bay Area embodying the perfect combination of convenience and serenity. Located on 450 acres with 350 of those dedicated to open space with miles of hiking trails. Experience luxury living in this spacious 5-bedroom, 3.5 bath home with breathtaking views of the hills. Expansive windows, large skylights and multiple sliding doors create multi-directional light. The large kitchen with custom island and quartz countertops includes a fireplace and big eat-in area with soaring windows. This home has hardwood floors throughout and many upgrades including custom touches of Italian plaster walls in updated bathrooms, wet bar, temperature-controlled wine cellar, sauna, EV Level 1 chargers. Residents enjoy the pools, tennis courts, vineyard, fitness center, community garden, dog park and childrens play area with easy access to Stanford University, Hospital and shopping. Acclaimed Portola Valley Schools.

4 Franciscan RDG, Portola Valley

Listed by Scott Chase, 650-947-4685 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Brad K. Le from ELEV
171 Gabarda WAY, Portola Valley
$5,027,000
5 Beds ⋅ 4 Baths ⋅ ML81993243 MLS ⋅ Ladera BLDG.
Remodeled & expanded modern rustic home in the heart of Ladera blends timeless style & sophistication & offers the perfect balance of luxury & comfort. An elevated patio provides a great welcoming space to greet your guests & take in the view. The chefs kitchen will have you cooking like a pro, featuring casual dining, a large island with sink, high-end appliances, custom walnut cabinets, & sleek design details like kickboard lighting. Wide plank white oak floors flow seamlessly through the home, creating a warm & inviting atmosphere. Open up the living space with a moveable wall or create effortless indoor-outdoor living with a foldable window wall. Integrated smart home systems give you added control at your fingertips. Light-filled primary suite has a luxurious bathroom with soaking tub, picture window, & stunning views of the Stanford Hills & Portola Valley from your private balcony. A finished bonus room is perfect for a home gym with ample storage. Gorgeous mature landscaping surrounds the home, offering a serene & private retreat with hot tub, wood-burning pizza oven, & gas firepit ideal for year-round enjoyment. Conveniently located to Ladera Rec, 4.5 mi. to Stanford, easy access to Silicon Valley, commute routes & mid-way between SFO & SJC International airports.

171 Gabarda WAY, Portola Valley

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

Sold listing courtesy of Michael Galli from APR
6 Arastradero RD, Portola Valley
$6,900,000
4 Beds ⋅ 2 Baths ⋅ ML81993203 MLS
Tucked away in a serene, private enclave bordering the picturesque Pearson-Arastradero Preserve, this remarkable 2.8-acre estate offers an unparalleled views and usable land. With breathtaking panoramic views of the western hills, direct access to an extensive network of scenic trails, and a charming residence spanning 3,225 square feet, this property is a true haven for those seeking tranquility and sophistication. The thoughtful layout ensures both comfort and functionality, featuring designated office spaces for productivity, as well as inviting restful areas throughout the home. A striking spiral staircase elegantly connects the expansive living room to a private office, epitomizing the seamless fusion of style and practicality.

6 Arastradero RD, Portola Valley

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

Sold listing courtesy of Christina Hengehold from CBR
20 Meadow LN, Portola Valley
$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
5 Oak Forest CT, Portola Valley
$4,990,000
4 Beds ⋅ 6 Baths ⋅ ML81990000 MLS
Nestled on more than 1.5 acres, this exquisite home has been thoughtfully transformed to deliver an unparalleled living experience. With more than 4,200 sf, the home exudes luxury, from its soaring ceilings and impeccable finishes to the dramatic use of glass. Expansive living areas, multiple fireplaces, a gourmet kitchen, and an executive office offer both comfort and style. Four bedrooms are highlighted by a private, retreat-like primary suite, complete with a spa-inspired bathroom. Outside, multi-level grounds provide the perfect venues for enjoying the idyllic setting, and this home also includes air conditioning, and a 3-car garage. Located just moments from trails, nature preserves, and Roberts Market, this home offers tranquility and convenience, while easy access to Interstate 280 ensures the entirety of the Bay Area is within easy reach. Plus, children may attend acclaimed schools such as Ormondale Elementary and Corte Madera Middle (buyer to verify eligibility).

5 Oak Forest CT, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA
130 Escanyo WAY, Portola Valley
$4,050,000
4 Beds ⋅ 3 Baths ⋅ ML81989990 MLS
Welcome to 130 Escanyo Way, a newly remodeled gem nestled in the desirable Ladera neighborhood of Portola Valley. This elegant 4 bedroom 3 bathroom home is designed for comfort and style. Step inside to discover a spacious living room adorned with soaring ceilings, built-in bookcases and a cozy fireplace. Walls of windows and multiple skylights bathe the home in natural light. The heart of the home is the open-concept family room, kitchen and dining area which seamlessly opens to the private backyard. The kitchen boasts a center island, beautiful cabinetry and brand-new appliances. The spa-like primary suite is a true sanctuary featuring two walk-in closets, a luxurious soaking tub and separate shower. Two additional bedrooms share an ensuite bathroom and the 4th bedroom provides comfort and convenience for family or guests. The attached garage and driveway space allow for extra storage and convenient parking. Located on a cul-de-sac this home offers a serene retreat while only being a short stroll to Ladera Recreation Center, shopping and 280. Don't miss this rare opportunity to own a home that perfectly blends tranquility and modern living.

130 Escanyo WAY, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS
160 Shawnee PASS, Portola Valley
$7,162,500
4 Beds ⋅ 4 Baths ⋅ ML81983641 MLS
Gorgeous 4 Bedroom, 3.5 Bathroom Home with Separate Office on Flat Acre in Highly Desirable Central Portola Valley. Classic Ranch Style Home With Perfectly Landscaped Grounds, Circular Driveway, and Custom Iron Gates. Great Room With Open Space for Living, Dining, and Kitchen, All Beneath a Cathedral Ceiling With Recessed Lighting, 7.1 Surround Sound Speakers and White Oak Floors. Living Area Features a Sleek Gas-Log Fireplace Flanked By Recessed Shelves. The Kitchen is a Modern Masterpiece With Midtone and White Cabinetry, Stunning Dolomite Stone, Subway Set Tiles, Large Island With Counter Seating; Skylights and a Mudroom/Pantry. Primary Bedroom Suite Features Walk-in Closet, Secondary Closet, Double Sinks, and Sliding Glass Doors to the Rear Grounds. Nest Thermostats, Electrolux Washer/Dryer. Two Car Garage With Epoxy Floor, Built-Ins, Storage Area, And EV Charging. Lovely Landscape Design by Thomas Klope Associates, Sparkling Pool, Synthetic Lawn, Patio, Deck, Raised Bed For Vegetables, Fruit Trees, and Lavender. Large Pickle Ball/Volleyball Court. Premier Central Portola Valley Location, Easy Access to Corte Madera Creek. Award Winning Portola Valley Schools

160 Shawnee PASS, Portola Valley

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

Sold listing courtesy of Judy Citron from COMPS
220 Golden Hills DR, Portola Valley
$9,200,000
4 Beds ⋅ 6 Baths ⋅ ML81981281 MLS
Set on two acres of picturesque rolling hills dotted with California oaks, this country manor is architecturally designed to evoke the beauty & appeal of a French country estate. Inside & out, the home embodies elegance & charm with rustic sophistication. The exterior is a harmonious blend of natural stone & stucco siding, complemented by a high-pitched Vermont slate roof. Large arched windows & handcrafted oak timber doors enhance the sense of history & authenticity. The design features a masterfully constructed covered bridge, made from reclaimed barn wood & bluestone flooring, connecting the round turret of the main home to the upper-level guest quarters above one of two garages. Handcrafted wrought iron railings, skillfully forged by a blacksmith, adorn the bridge, the front porch, & stairways from the motor court, adding artistic detail at every corner. Home exudes rustic grandeur with lofty ceilings constructed from hand-hewn century-old beam timbers. Located just minutes from the heart of Silicon Valley, this country manor harmoniously blends architectural splendor, natural beauty, & modern conveniences. It stands as a testament to refined living, where the allure of the past meets the dynamism of the present, creating a sanctuary that is both timeless and contemporary.

220 Golden Hills DR, Portola Valley

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

Sold listing courtesy of Kavanaugh Group from CBR
3343 Alpine RD, Portola Valley
$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

155 Bear Gulch DR, Portola Valley
$6,700,000
5 Beds ⋅ 6 Baths ⋅ ML81980494 MLS
Stunning Completely Renovated 5 Bedroom 5.5 Bathroom Spanish Hacienda Architecture Home with Breathtaking Views. Formal Entry. Elegant Living Room with Fireplace. Formal Dining Room. Chef's Eat-in Kitchen with Center Island with Sink, Bay Window, Skylight, New Subzero Refrigerator, New Appliances, and Pantry. Spacious Family Room with Vaulted Ceilings, Built-Ins, and Fireplace. 5 Spacious Bedrooms. 5.5 Bathrooms. Separate Office with Built-in Cabinets and Shelves. Spacious Loft Area with Skylights. Laundry Room with Sink and Built-in Cabinets. Primary Suite Retreat Features High Ceilings, Two Spacious Walk-in Closets, Double Sinks, Standalone Tub, and Stall Shower. Interior Features Include Ample Natural Light, High Ceilings, Central Heating and Air Conditioning, New Skylights, Refinished Fireplaces, New Additional Bathroom, and High-end Finishes Throughout. New Roof. Complete Privacy on 1.65+/- Acres. Sparkling Pool and Spa. Award Winning Portola Valley Schools.

155 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA
178 Pinon DR, Portola Valley
$10,625,000
4 Beds ⋅ 5 Baths ⋅ ML81980491 MLS
Stunning Hacienda Compound with Separate Guest House, Pool House, and Greenhouse Amidst Beautifully Landscaped Courtyards. Formal Entry Elegant Living Room. Separate Office with Built-ins. Formal Dining Room. Chef's Kitchen with Center Island, Wolf Appliances, and Breakfast Room Opens to Spacious Family Room with Fireplace and Built-ins. Primary Suite Retreat Features Double Sinks, Stall Shower, Stone Soaking Tub, and Two Walk-in Closets. 4 Spacious Bedrooms. 4.5 Bathrooms. Upper Level Features Spacious Loft and Full Bathroom. Lower Level Features Expansive Wine Cellar. Interior Features Include High Ceilings, Multi-Zone Heating and Airconditioning, Laundry Room, and Vaulted Ceilings. Separate Guest House Includes Kitchen, Fireplace, and Full Bathroom. Separate Pool House Includes Full Bathroom. Lovely Landscaped 2.86 +/- Acre Lot with Sparkling Pool, Enclosed Courtyards, Mature Cactus Gardens and Landscaping, and Hand Laid Stonework. Award Winning Portola Valley Schools.

178 Pinon DR, Portola Valley

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

Sold listing courtesy of Tim Kerns from CBR
1240 Westridge DR, Portola Valley
$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 Arastradero RD, Portola Valley
$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
567 Cresta Vista LN, Portola Valley
$12,100,000
4 Beds ⋅ 4 Baths ⋅ ML81973965 MLS
New Price on one of Portola Valleys finest properties! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

567 Cresta Vista LN, Portola Valley

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: Peter Cowperthwaite from Golden Gate Sotheby's International Realty

Sold listing courtesy of Julie Hadidi from COMPS

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Real Estate Company are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved

How much is your home worth?

Get instant property value now!