Portola Valley CA 5 Bathroom Real Estate, Homes, Condos for Sale

5 Beds ⋅ 5 Baths ⋅ ML82061086 MLS ⋅ Blue Oaks BLDG.

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

2 Buck Meadow DR, Portola Valley

Listed by Michael Huang, 650-248-0006 from Compass
(If provided) CoList: from

$3,998,000

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

$6,988,000

5 Beds ⋅ 5 Baths ⋅ ML82059349 MLS

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

40 Hillbrook DR, Portola Valley

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

$3,850,000

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

$8,100,000

5 Beds ⋅ 5 Baths ⋅ ML82033403 MLS

Contemporary single-level main residence with attached two-story ADU on 1.1+ private acres finished in 2021, offering direct Windy Hill views and walking distance to Portola Valley Town Center, library, restaurants, farmers market, and trailheads. Striking modern architecture features walls of glass, soaring ceilings, skylights, and white oak floors throughout. The dramatic great room opens to covered and open terraces and a level lawn just off the living room patio, with rear grounds anchored by a heritage oak. The designer kitchen showcases Calacatta marble surfaces, a waterfall island, and high-end appliances. The main residence includes a dedicated office, four bedrooms, and three and a half baths, highlighted by a serene primary suite with Windy Hill views and a Zen-inspired bath with private garden. A privately located bedroom suite is ideal for guests or an au pair. The attached ADU offers one bedroom, one bath, a full kitchen, and a living room with fireplace, with finishes matching the main home. Gated entry, custom pavers, cedar entry door, fountains, mature landscaping, level synthetic lawn, raised garden beds, and fully fenced grounds complete this desirable property. Total Finished square footage: 4,390 sq. ft. (main house: 3,520 sq. ft. and ADU: 870 sq. ft.)

1390 Westridge DR, Portola Valley

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

Sold listing courtesy of John Kavanaugh from CBR

$5,150,000

5 Beds ⋅ 5 Baths ⋅ ML82024481 MLS

880 La Mesa DR, Portola Valley

Listed by Janie Barman, 650-759-1182 from Compass
(If provided) CoList: from

Sold listing courtesy of Keri Nicholas from PARCA

$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

$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

$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

$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

$9,350,000

5 Beds ⋅ 5 Baths ⋅ ML81979365 MLS

Stunning contemporary on 3 FLAT acres, minutes from Rossotti's Alpine Inn & Roberts Market. 1/2 mile up from Alpine Rd. This incredible CUSTOM home was built in 2016 by the current owners sparing no detail nor expense. Entirely SINGLE level with high ceilings and oversized Fleetwood windows & doors throughout, this home epitomizes California indoor/outdoor living. Gorgeous private setting abuts open space and is steps from hiking trails. Features include: Dramatic vaulted ceiling Living Room* Chef's Kitchen with huge island + Prep Kitchen* spacious Formal & Informal Dining Areas* Family Room* Office* Separate Guest Suite w/living area *Yoga Room* Huge Laundry/Mud Room* Wine Cellar* 3 Car Garage*3 EV Chargers* separate Solar Systems for Pool & House*16K Back-up Battery. Outside: Incredible 25 YARD, 2 lane LAP POOL with integrated SPA and COLD PLUNGE* Covered Trellis with custom louvered doors & built-in Heaters* Sound System ***CALGreen Tier 1 Rated Passive Home*** Property is on SEWER * PALO ALTO School District

805 Los Trancos RD, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$6,200,000

4 Beds ⋅ 5 Baths ⋅ ML81974760 MLS

Designed to embrace the sweeping views of the western hills, this sophisticated home exemplifies contemporary elegance with signature floor-to-ceiling corner walls of glass in many rooms, plus towering ceilings, some with solarium glass. The result is tremendous natural light and volume with views at every turn. The dramatic open floor plan is unified with a Versailles pattern of travertine, marble, and granite on the floors, plush carpet in some rooms, and a soft neutral palette throughout. Designed also with entertaining in mind, there is a full bar opening to the pool, a temperature-controlled wine cellar, and a tremendous chefs kitchen. Personal accommodations include a lavish primary suite with a customized office, sitting/fitness room, and sauna. Two additional suites are found on the main level, a suite on the lower level is wired for an optional media room, plus there is a project room/art studio. Every room in the home opens to the outdoors, where the 2.26-acre grounds feature a stunning pool and spa and a vast cantilevered deck that takes full advantage of the views. With a premier location in the heart of central Portola Valley, this home also has a private gate to renowned hiking trails and access to excellent local schools.

395 Golden Hills DR, Portola Valley

Listed by Tom LeMieux, 650-465-7459 from Compass
(If provided) CoList: from

Sold listing courtesy of Mark Chiavetta from CBR

$3,850,000

4 Beds ⋅ 5 Baths ⋅ ML81973012 MLS

From its central Portola Valley location, this bright and light home is positioned at the end of a cul-de-sac street on approximately 1.6 acres of beautiful grounds. The interior showcases vaulted beamed and paneled ceilings in every room, complemented by entire walls of glass in the main living area, characteristic of its mid-century style. Each room has direct access to the outdoors, epitomizing the quintessential indoor/outdoor lifestyle inherent in mid-century design. The two-story floor plan offers exceptional flexibility for a variety of lifestyle needs, including a dedicated office with a private entrance ideal for remote work. On the main level, there are three bedrooms, including the primary suite, alongside a well-appointed ADA-compatible bathroom. Upstairs, bonus quarters provide perfect accommodations for guests or extended family, comprising a bedroom and bath, as well as a living area with a full kitchen, additional bath, and private outside entry. The home's premier central Portola Valley location is just minutes from excellent schools, renowned hiking and biking trails, the town center, and shops and restaurants, making it an excellent choice ready for immediate move-in or further transformation into a dream home.

2 Grove CT, Portola Valley

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

Sold listing courtesy of Shirin Zehtabfard from AALLN13

$6,150,000

5 Beds ⋅ 5 Baths ⋅ ML81968096 MLS

Gorgeous Portola Valley Estate with Level Lot and Views in Prime Location. Formal entry, spacious living room with western hill views, separate dining room opens to terrace. Gourmet chef's kitchen with center island, built-in nook, Viking cooktop, double ovens and Thermador refrigerator. Expansive family room with threes sets of doors opens to stunning yard. Custom office, 5 spacious bedrooms, 4.5 remodeled custom baths, main level bedroom and bath with separate entrance. Indoor laundry room with ample storage, custom mud room, exquisite primary suite with views of western hills and walk in closet. Primary bath includes dual vanities, steam shower, and jetted tub. Ring doorbell, Nest thermostats, gated driveway. Outdoor area includes pool, spa, two fire pits, and heated cabana. Close to Alpine Swim and Tennis. Award winning Portola Valley Schools.

25 Bear Gulch DR, Portola Valley

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

Sold listing courtesy of Rayyan Fani from COMPS

$10,500,000

4 Beds ⋅ 5 Baths ⋅ ML81954802 MLS

Spectacular Bay and hill VIEWS are the backdrop for this impeccably remodeled classic Westridge rancher. Located down a private driveway off the road, the home is nestled on 2.57 serene acres of largely usable land. Features include a sparkling pool and separate spa, two firepits, an outdoor kitchen, a putting green, bocce ball court, gorgeous gardens, a state of the art chicken coop, raised beds, and beautiful Oak covered knolls. Meticulously remodeled with no expense spared, quality features and finishes include Fleetwood sliders, custom Blomberg metal windows, custom cabinetry & built-ins, natural stone & concrete countertops, Oak hardwood floors, barn doors and custom fittings throughout. In addition to the Main House -- *POOL HOUSE: Large Studio/w/2 office areas, Full Bathroom, Kitchenette, a full wall Nano-Door, built-in storage, barn doors, radiant heat and an additional shower outside *Spacious ADU: 1BD/1BA, Living Room, Full kitchen, Laundry, Dressing Room, Custom Barn doors to separate the space, a built-in desk *3 car semi-attached Garage * Property is connected to the SEWER not on septic

332 Westridge DR, Portola Valley

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

Sold listing courtesy of Robert Godar from NTERO

$7,300,000

4 Beds ⋅ 5 Baths ⋅ ML81948215 MLS

An exceptional retreat built in 2021~ nestled in the heart of Portola Valley! Peaceful, private, and serene yet convenient to Silicon Valley and HWY 280. Soaring pitched ceilings and expansive windows offer ample natural light, and glorious garden views. The gourmet kitchen features high-end appliances, island seating, and natural stone countertops. The kitchen seamlessly transitions into the living room and formal dining room. The separate family room boasts a fireplace, wet bar, and garden access. The bedroom wing includes 3 ensuite bedrooms. Primary bedroom w/spacious walk in closet, luxurious bathroom w/soaking tub, large shower, and garden access.4th bedroom in opposite wing w/adjacent full bath. Additional unit above garage w/ full bath~perfect for office/exercise studio. MANY enhancements since original build!

160 Fawn LN, Portola Valley

Listed by Barbara Piuma, 650-464-8593 from Compass
(If provided) CoList: from

Sold listing courtesy of Barbara Piuma from APR

$6,400,000

4 Beds ⋅ 5 Baths ⋅ ML81947438 MLS

Unobstructed, dramatic views of Windy Hill & Skyline Ridge are available from most rooms of this custom home & guest house. Located in prestigious central Portola Valley, the 1.75-acre+/- lot is private, & has potential for future expansion or building a grand estate. Stepping inside, one notices the floor to ceiling windows in the living room with breathtaking views of Windy Hill/Skyline Ridge. The open floor plan, with high ceilings, moves seamlessly from room to room. Large kitchen has abundant cabinetry, a center island with 6-burner Wolf gas stove, Subzero refrigerator, very large pantry, & spacious informal dining area. Large primary suite has a high ceiling, huge walk-in closet with wardrobe organizer, & primary bath with large, open shower, & separate jetted tub. Guest house offers a full kitchen, bathroom with large tiled shower w/ seat, & large living area. New hi-def comp shingle roof, carpeting, and interior paint. Highly-regarded Ormondale Elementary school is nearby.

43 Los Charros LN, Portola Valley

Listed by Jeff Stricker, 650-823-8057 from Compass
(If provided) CoList: from

Sold listing courtesy of Kavanaugh Group from CBR

$6,505,000

5 Beds ⋅ 5 Baths ⋅ ML81942694 MLS

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

264 La Cuesta DR, Portola Valley

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

Sold listing courtesy of Jodi Campion from APR

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