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$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
$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
$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
$3,700,000
2 Beds ⋅ 2 Baths ⋅ ML81998192 MLS
Capturing the essence of Portola Valleys natural beauty, this home is a serene retreat with sweeping Windy Hill views from approximately 2.76 acres. Designed with an organic aesthetic that harmonizes with its surroundings, the main residence features a tremendous great room with soaring ceilings with openings to adjoining spaces. The entire living area is oriented toward the views, opening through a wall of glass to a spacious deck designed for outdoor living. Crushed stone paths encircle the grounds, leading to a large patio, a freestanding spa, and an arbor-covered dining lounge. The main home includes two generously sized bedrooms, each with a beautifully appointed en-suite bath. An Accessory Dwelling Unit with both interior and exterior access completes the property, positioned above the two-car garage. There is potential to convert the garage into additional living space (buyer to confirm), as there is also a detached garage with an adjoining heated workshop for further flexibility. Solar-powered electricity with two Powerwall backup batteries adds to the home's appeal. Located in central Portola Valley with access to top-rated schools, this property offers a rare combination of views, natural beauty, and tranquility.

260 Golden Hills DR, Portola Valley

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

Sold listing courtesy of Steve Sharma from SNDI01
$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
$4,995,000
4 Beds ⋅ 3 Baths ⋅ ML81996063 MLS
Freshly Updated on a Beautiful 1+ Acre Level Lot. This stunning level one-acre property offers a rare opportunity to embrace the essence of Portola Valley living, whether enjoying today with its fresh updates or transforming for the future. Just blocks from Town Center and Windy Hill trails, the location is ideal. The main residence features random plank hardwood floors in the living areas, an updated kitchen and baths, and numerous glass doors opening to the wraparound grounds with privacy afforded from its set-back location. With 4 bedrooms and 3 baths, there is also ample space for the addition of an ADU, plus there is a 2-stall vintage barn with tack room and hay room, and large storage shed. Completing the appeal is access to top-rated Portola Valley schools, with the elementary school just minutes away. A rare opportunity to create your dream lifestyle in a premier location.

1365 Westridge DR, Portola Valley

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

Sold listing courtesy of Erika Demma from APR
$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
$4,230,000
3 Beds ⋅ 3 Baths ⋅ ML81987552 MLS
Welcome to this beautifully remodeled residence in the heart of Portola Valley. This phenomenal home boasts an inviting open floor plan that seamlessly blends modern elegance with cozy comfort. The kitchen is a chef's delight featuring a brand new 6 burner range, two sinks, lots of counter space, ample storage, island counter seating and two wine refrigerators. Opening perfectly into the dining area and family room, you will find this to be the heart of the home. Warmed with natural light, skylights and a gas fireplace, the living area provides a bright and airy space with a great indoor/outdoor flow. With 3 spacious bedrooms and 2.5 spa-like bathrooms, this home offers plenty of room for every day relaxation and entertaining. The laundry area is thoughtfully located near the bedrooms. The hardwood floors add a touch of warmth and sophistication. Attached 2 car garage. Situated on a flat 1.2 acre lot, this property offers endless possibilities. Whether you're dreaming of a lush garden, a play area, or even an ADU there's ample space to make it your own or enjoy as-is. Located in prime Central Portola Valley, you're just a short walk from the scenic trails, local amenities & top-rated PV schools. This move-in ready home provides a perfect blend of style, comfort and opportunity.

115 Sausal DR, Portola Valley

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

Sold listing courtesy of DeLeon Team from DLRPA
$4,200,000
4 Beds ⋅ 3 Baths ⋅ ML81987626 MLS
Prime location on a tranquil cul-de-sac in central Portola Valley. This beautifully updated ranch-style home offers a harmonious blend of modern elegance and warm charm. Inside, you'll find 4 bedrooms plus a dedicated office, all set within a thoughtfully designed interior featuring high vaulted ceilings, exposed wooden beams, and expansive floor-to-ceiling windows. The open-concept layout creates a light-filled, airy ambiance, ideal for both entertaining and relaxing. Step outside to a private backyard retreat, complete with a sparkling in-ground pool surrounded by lush, mature landscaping. Located just a short walk from Ormondale Elementary and the prestigious Priory School, this home combines convenience with serenity, making it a true gem in the heart of Portola Valley.

150 Grove DR, Portola Valley

Listed by Terri Kerwin, 650-868-0272 from Golden Gate Sotheby's International Realty
(If provided) CoList: Peter Cowperthwaite from Golden Gate Sotheby's International Realty

Sold listing courtesy of Francesca Lampert from CBR
$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
$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
$3,500,000
4 Beds ⋅ 3 Baths ⋅ ML81981102 MLS
Nestled near the end of a quiet cul-de-sac in the coveted Central Portola Valley neighborhood, this 4 bedroom, 2.5 bath mid-century modern home offers an outstanding opportunity to remodel or build your dream residence. Situated on a fabulous 2.22+/- acre lot, the beautiful setting provides serene views, majestic oak trees, and a stable with paddock. Spacious floor plan includes expansive windows capturing gorgeous views and an abundance of natural light. Expansive circular driveway highlighted by an impressive oak tree allows for easy access. First time on the market in over 50 years, this is truly a unique and rare opportunity. Plus, with its desirable location adjacent to riding/hiking trails and outstanding schools, this is an exceptional property that you will cherish.

391 Golden Hills DR, Portola Valley

Listed by Greg Celotti, 650-740-1580 from Compass
(If provided) CoList: from

Sold listing courtesy of Vincenzo Ferrari from CEAR
$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
$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
$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
$7,500,000
4 Beds ⋅ 4 Baths ⋅ ML81969891 MLS
Custom built in 2014, this organic contemporary home showcases architectural excellence by Simpson Design Group and meticulous construction by Portola Valley Builders. Situated on a beautiful 1.04-acre lot with sweeping views from the western hills at the front to Mount Hamilton at the rear, the property features a secluded pool and spa, plus a chicken coop and vegetable garden for a farm-to-table lifestyle. An inviting front courtyard offers incredible space for outdoor living, leading to the secluded pool area. The one-level, open-concept floor plan boasts towering ceilings, clerestory windows, extensive glass, and white oak floors throughout. Every room opens to the outdoors, including each of the four bedrooms, and skylights illuminate each of the three and a half baths. A spacious office caters to remote work needs or can serve as a fitness or media room. Modern conveniences include EV charging, remote-controlled blinds in the primary suite, surround sound in the great room, and a comprehensive security and surveillance system. Located near Roberts Market, Ladera Shopping Center, and renowned hiking and biking trails, this home is also within the excellent Portola Valley school district. This property offers the perfect blend of luxury, comfort, and convenience.

35 Valencia CT, Portola Valley

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

Sold listing courtesy of Kavanaugh Group from CBR
$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
$4,250,000
3 Beds ⋅ 2 Baths ⋅ ML81967669 MLS
Experience the epitome of Portola Valley living in this 3-bedroom, 2-bathroom home at the end of a quiet cul-de-sac. Nestled on 2.52 acres of serenity with views of Windy Hill, this property offers 1913 sq. ft. - buyer to verify - of elegant living space. The foyer leads to a spacious living room with vaulted ceilings and a fireplace. Almost-approved plans from the town of Portola Valley will expand the livable square footage with an attached JADU. Additional building opportunities have been explored, and plans to build a new home are available for review with our architect. The beautifully landscaped yard boasts a pool, perfect for entertaining. Located in the top-rated Portola Valley school district, close to hiking trails, and a short drive to town, this home combines tranquility with convenience. Dont miss out on this exceptional opportunity to own in Portola Valley.

177 Favonio RD, Portola Valley

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

Sold listing courtesy of Lizabeth Morell from S0119
$4,350,000
3 Beds ⋅ 3 Baths ⋅ ML81965808 MLS
Build Or Remodel Your Dream Home on a 1.98+/- Acre Lot in Portola Valley with Sparkling Pool and Tennis Court. Completely Level Lot in Amazing Location Close to Trails. Award Winning Portola Valley Schools

1265 Westridge DR, Portola Valley

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

Sold listing courtesy of Kevin Barranti from PARCA
$7,236,000
3 Beds ⋅ 4 Baths ⋅ ML81965040 MLS
This secluded, gated 2.96+/- ac property has a 3 bed, 3 bath main home and a stunning separate art studio/office (1496 Interior usable sq ft) with its own driveway. The studio is perfect for an Artist or Car Collector. Or use it as an addition living space as it has a lovely loft area. This contemporary home offers a seamless integration of home and nature. The vaulted ceilings soar at approximately 14. Skylights and over-sized windows and doors provide natural light and an effort- less flow to the natural surroundings providing inspiration. The living room has a fireplace and sets of doors on both sides that open to patios. A nearby office with built-ins is a few steps up. The formal dining room is surrounded with windows and doors. This allows you to expand entertaining to the outdoor areas. The eat-in kitchen offers sleek maple cabinetry and lots of it. Stainless steel appliances provide a chef with the right tools. There is a pool, and nearby lower-level apartment or exercise space, with a full bath, and kitchenette. Located in the desirable Westridge Neighborhood this home is the epitome of Portola Valley living and is just a short distance to the global financial and tech centers on Sand Hill Road.

140 Degas 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 Sue Crawford from CBR
$4,600,000
3 Beds ⋅ 4 Baths ⋅ ML81963388 MLS
SUBSTANTIAL PRICE IMPROVEMENT FOR THIS WONDERFUL SINGLE STORY HOME WITH WESTERN HILL VIEWS! Tucked away in privacy in sought after Portola Valley with direct views of Windy Hill. The classic traditional home features a colorful palette, fine hardwood floors, and traditional millwork, presenting a blend of timeless appeal and potential to infuse contemporary elegance into its classic structure. Spanning one level, each room flows easily from one to the other with formal living spaces, a tremendous eat-in kitchen, and a step-down family room opening to a spacious deck capturing exquisite Windy Hill views. Separate wing with 3 bedrooms, each with en suite bath, plus there is an additional full bath. The primary suite, kitchen, and dining room open to the level rear grounds with ample room for play and entertaining as well as a possible potential site for a pool or ADU. Excellent Portola Valley schools.

140 Fawn LN, Portola Valley

Listed by Judy Byrnes, 650-208-2388 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Debora Smith from SIR
$5,000,000
3 Beds ⋅ 4 Baths ⋅ ML81959359 MLS
Move in condition and lovely views of the Western Hills. The homes versatile floor plan (officially 3 bedrooms and 4 baths) includes an expansive lower level with a large family room , extra storage area and a large guest / au pair suite /2nd home office. . The main level has an open living, dining and kitchen area, the Primary suite is amazing featuring: A gas fireplace in the bedroom a small private deck with views, a large primary bathroom, with a large glass shower, 2 vanities and spacious dressing area, a huge primary closet. Also on a 3rd level and in the Primary Suite area is a stunning office with views western hill and a private deck. You'll never go back to the office once you've worked here! 2 other bedrooms and baths are on this same level. The kitchen is a large entertainers island kitchen with state of the art appliances. The Living, Dining and Kitchen area opens to a new trex deck which boasts expansive views . The lower level offers a spacious family room with a fireplace . A full bath and a large storage area. Also on the lower level is an Au Pair or guest suite. Wonderful Views from the Hot Tub off the family room. A 2 car garage is located off the family room. The home has Solar Panels and 3 Tesla batteries as well as EV charging.

225 Golden Oak DR, Portola Valley

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

Sold listing courtesy of Colleen Foraker from COMPS
$3,750,000
4 Beds ⋅ 3 Baths ⋅ ML81958098 MLS
This stunning Portola Valley residence offers a harmonious blend of luxurious living & natural beauty, nestled on an expansive 1+ acre lot. Discover a thoughtfully designed floor plan featuring an open kitchen adorned with leathered granite countertops & top-of-the-line appliances, perfect for culinary enthusiasts & gatherings with loved ones. The seamless flow extends to the inviting living spaces, where large windows & french doors frame picturesque views of the verdant natural landscape. Highlights include two suites, one on each level, providing privacy & versatility. The primary suite enjoys a private balcony, walk-in closet & seated window nook. Indulge in resort-style amenities including a sparkling pool & a sport court. Whether you're honing your skills or simply enjoying friendly matches, this space promises endless entertainment & recreational possibilities. Ample parking with expansive driveway & convenient 2-car garage. Perfectly situated in the heart of Portola Valley, this home offers a rare opportunity to embrace a coveted lifestyle surrounded by nature, while still being within close proximity to top schools, recreational facilities including Alpine Hills & Ladera Oaks & vibrant downtown hubs with restaurants & shops like Alpine Inn & Ladera Country Shopper.

475 Golden Oak DR, Portola Valley

Listed by Bob Johnston, 650-400-5039 from Coldwell Banker Realty
(If provided) CoList: Francesca Lampert from Coldwell Banker Realty

Sold listing courtesy of Annie Watson from CBR
$4,200,000
3 Beds ⋅ 4 Baths ⋅ ML81957944 MLS
Boasting 3 generous bedrooms, 3.5 bathroom this well maintained home offers 2430 square feet of living space on an one-acre lot. This peaceful haven in central Portola Valley is located on a serene cul-de-sac offering easy access to trails, schools and shopping. The home features a versatile floor plan with an inviting living room, centrally located dining room and huge family room all showcasing the fabulous view and allowing for access to the flat backyard. The updated kitchen has stainless steel appliances, granite countertops and beautiful views to the front yard and the surrounding hills. Pristine hardwood floors flow throughout with tons of natural light creating a space that is wonderful for everyday living or entertaining. Bonus space and full bathroom off the garage create an opportunity for a private office or gym. Whether you move right in, expand or build new this property offers endless possibilities in an A+ location.

22 Adair LN, Portola Valley

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

Sold listing courtesy of Stephanie Elkins from CBR
$8,500,000
5 Beds ⋅ 6 Baths ⋅ ML81957088 MLS
Timeless design aligns w/ contemporary details in this fabulous 5br/4.5ba home. This private 1.23-acre property provides mature landscaping, wrap-around views, & an incredible space for everyday living. Floor-to-ceiling windows fill the home w/ abundant natural light. The main level offers a welcoming entry leading to a designer kitchen w/ endless cabinets, an island w/ bar seating & large windows that frame the outdoor landscape. Off the kitchen is a family room w/ vaulted ceilings, a stone fireplace & direct access to the backyard. Gather in the formal DR or open glass doors in the adjoining LR to enjoy a large deck w/ views overlooking the peaceful pool & spa area. Completing the lower level are 2 bdrms joined by a full bthrm + an ensuite bdrm, laundry room, & versatile bonus room. Upstairs is an ensuite bdrm next to the primary retreat, which features dual walk-in closets, lovely views & a spa-like bthrm. Every room leads to an outdoor space, further showcasing the phenomenal floor plan. A detached bonus space can be used for a gym/office or hobby room. This home also offers an outdoor shower, 1/2 bath by the pool, & storage room that doubles as a wine room. Relish in trails & outdoor recreation throughout Central Portola Valley. A home like this doesn't come around often.

161 Sausal DR, Portola Valley

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

Sold listing courtesy of Terri Kerwin from DP
$4,100,000
4 Beds ⋅ 3 Baths ⋅ ML81953470 MLS
Welcome to this exceptional single-story residence nestled in the highly sought-after Westridge neighborhood of Portola Valley. Set on 2.71 acres, this 2500 sq. ft. home offers a tranquil escape amidst lush surroundings. Experience the serene park-like setting that graces the property, with abundant sunlight filtering through numerous windows to create a welcoming atmosphere. The well-designed kitchen with heated floors, seamlessly transitions into the family room, ideal for gatherings and daily living. Beamed ceilings add character to both the master bedroom and living room, complementing the warmth of the wood ceilings. Skylights in the master bedroom and living room enhance the indoor-outdoor connection, flooding the space with natural light. Step outside to unwind on the front patio surrounded by lush planting beds, or enjoy the expansive play area at the front with a trampoline and play structure.Retreat to the deck, small man-made bridges, and treehouse for a peaceful escape. Modern comforts include two tankless water heaters, Solar, Powerwall, heated floors in kitchen and main bath, bamboo floors,Conveniently located near the town center, Highway 280, and hiking trails. Walk to Ormondale Elementary, and short drive to Corte Madera & Woodside High. (buyer to verify)

320 Cervantes RD, Portola Valley

Listed by Yael Kharman, 408-833-9661 from Corcoran Icon Properties
(If provided) CoList: from

Sold listing courtesy of Andrew Benson from APR
$2,225,000
2 Beds ⋅ 2 Baths ⋅ ML81955437 MLS
An excellent opportunity to create your dream home in the desirable Corte Madera area of Portola Valley. The lot is approximately 15,000 square feet of usable land, including views of the Santa Cruz Mountains, and an oasis garden. The neighborhood provides a community within a community, anchoring itself between Portola Road and Alpine Road. A short stroll to Corte Madera School, Roberts Market, Ace Hardware, and trails (including the hike to Windy Hill). Built in 1945, this property has not been available to the public in 55 years. The approximately 1,600 square foot home includes 2 bedrooms, 2 full bathrooms and a detached 1-car garage with entrance on Prado Court.

191 Corte Madera RD, Portola Valley

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

Sold listing courtesy of Hossein Jalali from CBR
$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
$2,399,000
3 Beds ⋅ 3 Baths ⋅ ML81947717 MLS
Freshly updated, this home harmonizes with the natural beauty of this Corte Madera neighborhood. Capitalizing on the captivating vistas and terraced rear gardens, the home has been thoughtfully expanded with an opportunity to accommodate an Accessory Dwelling Unit or an optimal work-from-home office, if desired. Freshly painted inside and out, and with newly refinished hardwood floors, the home is ready to move in and enjoy today, while also offering the prospect of further customization. The generously proportioned front room, complete with a dining area, fireplace, wet bar, and full bath, provides versatility in use, preceding the eat-in kitchen and spacious great-room with second fireplace and access to the rear yard. A separate wing comprises three bedrooms and two additional bathrooms, including the primary suite. Enhancing the allure is an expansive garage easily accommodating four cars in tandem or offering potential space for a range of alternative purposes. Merely a few blocks away is Roberts Market and the esteemed Corte Madera School (serving grades 4-8), in addition to an extensive network of hiking and biking trails renowned throughout Portola Valley.

236 Canyon DR, Portola Valley

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

Sold listing courtesy of Pamela Tyson from COMPS

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