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$3,695,000
3 Beds 3 Baths ML82056981 MLS
Some homes are simply built. Others are cared for, collected, and shaped over time. Set among mature trees and thoughtfully designed gardens, this distinctive Portola Valley farmhouse reflects years of careful stewardship. Reclaimed wide-plank North Carolina pine floors, plaster walls and ceilings, painted millwork, marble, handmade tile, exposed beams and French doors give the home its character. The kitchen features a La Cornue range, original farmhouse sink, marble countertops, generous island, butler's pantry and cozy dining nook. The dining room is suited to everyday meals and larger gatherings, while the living room centers on a marble wood-burning fireplace and opens through two sets of French doors to a covered porch overlooking the gardens. The primary suite includes a walk-in closet and marble bath with mosaic tile and imported European brass fixtures. Upstairs are two additional bedrooms, a claw-foot bath and flexible spaces for study, work, hobbies or storage. A spacious family room is located downstairs. Originally designed by landscape artist Cevan Forristt, the grounds are rare for Portola Valley largely flat and usable, with mature trees, fruit trees, grapevines, water features and multiple areas for outdoor gathering.

133 Russell AVE, Portola Valley

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

$5,495,000
5 Beds 3 Baths ML82052353 MLS Westridge BLDG.
Defined by the clean lines, soaring ceilings, and abundant natural light that characterize classic mid-century design, this circa 1957 home presents a compelling opportunity in Portola Valley's highly desirable Westridge neighborhood. Unlike many homes of the era, the interiors are bright and inviting, with painted finishes, expansive walls of glass, and a series of eight skylights that fill the home with natural light throughout the day. Vaulted ceilings, versatile gathering spaces, and a thoughtful floor plan create a comfortable environment ready for immediate enjoyment. Equally significant is the setting. Spanning approximately 2.51 acres, the property offers exceptional privacy, expansive mostly level grounds, and a premier location surrounded by some of Portola Valley's most desirable estate properties. Whether enjoyed as it stands today, remodeled, expanded, or reimagined entirely, the combination of land, location, and architectural character creates an opportunity that is becoming increasingly difficult to find in today's market. Further enhancing the appeal is the home's location within the highly regarded Portola Valley school system and its convenient access to Stanford University and many of Silicon Valley's leading technology centers.

147 Mapache DR, Portola Valley

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

$3,825,000
4 Beds 3 Baths ML82049530 MLS
Welcome to 310 Old Spanish Trail in Portola Valley, a beautifully maintained custom home built in 2006 and lovingly cared for by its original owner. With gleaming floors, soaring ceilings, and expansive windows framing the natural landscape, the home feels remarkably fresh and almost brand new. Set in one of the Bay Area's most desirable communities, this property offers a rare combination of privacy, tranquility, and value. The scenic drive through Portola Valley's rolling hills leads to a setting that feels secluded, yet is minutes from restaurants, shops, and conveniences. Designed for modern living, every room is generously sized with high ceilings and abundant natural light. Expansive decks stretch across the rear of the home, creating seamless indoor/outdoor living with peaceful tree views. The decks connect directly to a high-end gourmet kitchen, making the home ideal for entertaining. The living, family, and dining rooms are stunning, featuring dramatic windows, beautiful finishes, and an exceptional open layout. In addition to four bedrooms, including a spacious primary suite, the home offers a dedicated office and a huge unfinished bonus room not included in the stated square footage (450 sq ft), providing excellent potential for expansion, recreation, or storage.

310 Old Spanish TRL, Portola Valley

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

$5,950,000
4 Beds 3 Baths ML82045714 MLS
Located in the highly desirable Westridge subdivision of Portola Valley, this approximately 3.9-acre property presents an exceptional opportunity to remodel or create a new legacy estate. The superb setting is defined by privacy and sweeping western hill views, including Windy Hill. The expansive parcel offers broad open space, mature oaks, and gently terraced grounds providing a remarkable canvas for a future vision. The existing circa 1967 single-level Ranch style home spans approximately 3,300 square feet with 4 bedrooms, an office, and 3 full baths. Freshly painted interiors and exterior enhance its character, which includes walls in fine wood paneling, floors in terra cotta tile and hardwood, cathedral ceilings, and numerous sliding glass doors oriented to the western hill views. Located within the highly regarded Portola Valley school system and moments from Stanford University and key Silicon Valley tech centers, this property offers rare scale, views, and opportunity in a premier location.

747 Westridge DR, Portola Valley

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

Sold listing courtesy of Keri Nicholas from PARCA

$4,625,000
3 Beds 3 Baths ML82042701 MLS
Sweeping, unobstructed views define this mid-century modern home, set on more than two acres in central Portola Valley - just minutes from interstate 280, Stanford University, & grocery stores. Entire walls of glass frame the hills from nearly every room, while beamed & paneled ceilings & classic design elements like the fireplace & redwood-paneled walls reflect the home's architectural roots & connection to its natural surroundings. The home offers a light-filled environment that is ready to move right in. The expansive setting & generous lot-size present exceptional potential to further transform, expand or even build new to fully capitalize on the extraordinary views. The predominantly one-level floor plan offers comfortable living with a combination of open gathering spaces, private bedrooms, plus a flexible-use lower level that includes a possible office & fourth bedroom. Outdoor spaces are highlighted by a large screened-in porch & deck, providing effortless indoor-outdoor living, all oriented toward the breathtaking Portola Valley views. Rarely does a property offer such a compelling combination of immediate livability & long-term potential, all centered around some of the most iconic, sweeping views of Portola Valley.

25 Cordova CT, Portola Valley

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

Sold listing courtesy of Loren Dakin from PARCA

$3,600,000
3 Beds 3 Baths ML82042677 MLS Portola Valley Ranch BLDG.
Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive decks positioned to take full advantage of the natural surroundings. The primary suite with a spa-inspired remodeled bath is conveniently located on the main level and the lower level provides a family room, flexible-use room, and two additional bedrooms and a bath. Adding to the appeal is a full complement of amenities at The Ranch, including pools, tennis courts, a fitness center, vineyard and garden areas, a playground, and miles of scenic trails. A wonderful opportunity to enjoy a close connection to nature with convenient access to both San Francisco and Silicon Valley.

5 Sandstone ST, Portola Valley

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

Sold listing courtesy of Shelly Roberson from APR

$5,850,000
3 Beds 3 Baths ML82025817 MLS
On an expansive, level acre, this single-level residence captures the essence of relaxed California living where indoor and outdoor spaces flow effortlessly and every detail invites connection with nature. A welcoming front patio opens to the home's bright and spacious interiors, where generous living and dining areas are anchored by broad windows and warm hardwood floors. The open-concept kitchen and breakfast area overlook the pool and gardens, blending casual comfort with an easy elegance that defines the homes spirit. Three bedrooms, three baths, and two dedicated offices create flexibility for family life, guests, and work-from-home needs. The expansive primary suite enjoys garden views, large walk-in closet, and a spa-like bath. Outside, the property unfolds like a private oasis, complete with a sparkling pool and spa, multiple entertaining terraces, lush lawn, and a dedicated pickleball court. Additional features include a large recreation room, laundry/mud room, carport, and three storage sheds. Perfectly located within one of Portola Valleys most desirable neighborhoods, this home is moments from scenic hiking trails, top-rated schools, and the conveniences of nearby Sand Hill Road, Menlo Park, and Stanford University.

135 Meadowood DR, Portola Valley

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

Sold listing courtesy of Evan Kohen from APR

$4,275,000
4 Beds 3 Baths ML82024644 MLS Ladera BLDG.
Experience the charm and comfort of this beautifully maintained Ladera home, offering generous living spaces, an open floor plan, and seamless indoor-outdoor flow ideal for gatherings and everyday living. The inviting living room features a wall of windows, a wood-burning fireplace, and wide-plank hardwood floors throughout. The open floor plan of the kitchen, featuring a large center island, dining area, and adjoining family room, is the true heart of this home. A convenient full bath is located near the family room for guests or access from the backyard. En-suite primary bedroom with direct access to the backyard for a peaceful morning coffee or evening relaxation. Three spacious bedrooms share a newly updated bathroom. Enjoy California living in a spacious, level backyard with deck, paver patio, built-in BBQ, and inviting gas firepit. Convenient to the Ladera Recreation Center, school bus stop, local shopping, restaurants, Stanford, and commute routes.

630 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 Loveless Team from NTERO

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

35 Bear Paw, Portola Valley

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

Sold listing courtesy of Wen Guo RE Group from KWPEN

$4,100,000
3 Beds 3 Baths ML82024513 MLS
Embraced by the serene beauty of Foothills Park and Los Trancos Open Space Preserve, this stunning home is neatly perched. Its hard to improve on Mother Nature, but this ~1.2-acre property certainly complements her work. Peaceful surroundings and sweeping ridgeline views create an astounding backdrop, enjoyed from the expansive deck and patio each extending the homes living space outdoors. The 3 bed, 2.5 bath residence offers a warm blend of elegance and comfort. The dramatic foyer opens to a formal living and dining area with custom built-ins and tall arched windows framing the view. The spacious, eat-in kitchen features high-end appliances, generous storage, and a large island that flows seamlessly into the inviting family room with custom cabinetry, perfect for everyday living or entertaining. The upper level hosts the primary suite which includes a private balcony, multiple closets, and an elegant bath, while a full bath serves the additional bedrooms. A detached guest apartment with its own address, kitchen, laundry and bath; a 2-car garage with 60 linear feet of storage; solar panels with dual Enphase IQ batteries; high-speed internet; and excellent schools.

289 Ramona RD, Portola Valley

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

Sold listing courtesy of Peter Cowperthwaite from DP

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

475 Cervantes RD, Portola Valley

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

Sold listing courtesy of Eric Ruxton from TERA

$5,500,000
4 Beds 3 Baths ML82011438 MLS
Fabulous views at this 3800 sf home plus 1200 sf ADU , greenhouse and pool on nearly 2 acres in prime Portola Valley. Gorgeous property with sublime views on nearly 2 acres in the prime Westridge neighborhood of Portola Valley. The gorgeous updated ranch-style home has sublime views of the hills and a formal entry, living room with fireplace and built-ins, large eat-in kitchen with Viking range, and two subzero refrigerators, bright pantry with skylight; full bath off kitchen, large office with built-in file drawers and fireplace. The 1,000-sf sunroom accommodates living, dining and work areas and has Bosch dishwasher, Thermador grill and a wine cooler. Four distinct bedrooms; primary has doors to patio, walk-in closet, bathroom with steam shower and heated floors. Large office in main home + in converted garage bay. Outside there is a gorgeous garden in full bloom, pool, hot tub, greenhouse, ample extra storage and beautiful views to the coastal mountains. Separate private well-appointed two+ bedroom ADU. Loads of built-in bookcases, and cabinets. You won't want to miss this distinctive property on almost two acres. Solar panels provide electricity throughout the property.

1175 Westridge DR, Portola Valley

Listed by Monica & Mandy Group, 650-823-8212 from Compass
(If provided) CoList: from

Sold listing courtesy of Cindy Hung from NTERO

$4,250,000
4 Beds 3 Baths ML82019049 MLS
Welcome to this beautiful home located in central Portola Valley. This spacious 4-bedroom, 3-bathroom residence offers comfortable living with generous amenities. A secluded fourth bedroom and full bath provide a comfortable solution for guests or extended family. The kitchen is well-positioned with an electric cooktop, double oven, refrigerator, and opens to the rear patio. The living room boasts vaulted ceilings, providing an open and airy feel enhanced by a wall of windows overlooking the patio area. The bedrooms are well-sized with ample closet space. Recently painted in a neutral tone with complementary carpets, this home is turn-key and one can move right in and enjoy the holidays! Ideally positioned on 1.6 acres. with two level tiers and a downslope, the oak studded lot is both private and accessible. The property features a solar-heated in-ground pool, and a convenient pool house complete with a full bath - perfect for relaxation and entertaining. The Portola Valley Elementary School District serves the area. With additional structures like a lighted pergola, and large storage shed, this home is a perfect blend of comfort and functionality.

20 Bear Gulch DR, Portola Valley

Listed by Denise Welsh, 415-999-0727 from Compass
(If provided) CoList: from

Sold listing courtesy of Ashu Chadha from COMPS

$6,950,000
4 Beds 3 Baths ML82019602 MLS
Located in the desirable WESTRIDGE Neighborhood, this impressive 2.62+/- ac. property offers views, room for expansion, a vineyard, separate ADU, and a freshly updated home with 4 bedrooms & 3 remodeled baths. The kitchen has new appliances, & flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has tall beamed ceiling, 3 closets, & deck that overlooks the property & Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space This space is served by a separate entrance for flexibility. A lower level is a blank slate. Finishedit has a work-shop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center. Potential for a wine cellar. And there is a full bath. The ADU is 1 bed. 1 bath & has an open living/dining/kitchenette space, + private deck & entrance. There is a small upper pasture or a large area at the front of the property that could be used for horses or pool, possibly a tennis court or just let nature share its beauty with you. Central Portola Valley location, convenient to shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent PV schools, & just 5+/- min. to Hwy. 280.

15 Naranja WAY, Portola Valley

Listed by Peter Cowperthwaite, 650-544-8968 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Peter Cowperthwaite from DP

$4,600,000
4 Beds 3 Baths ML82017822 MLS
Single-level ranch home set on a private acre in a forest-like oasis with majestic redwoods. This renovated 4-bedroom, 2.5-bath residence features a cozy family room and a spacious living room with cathedral ceilings and a wall of windows that fill the home with natural light while showcasing the serene yard. A half-moon driveway provides a welcoming approach, complemented by a separate driveway leading to a large garage. The kitchen is designed for both beauty and function, with custom cabinetry, interior lighting, double sinks, built-in Thermador refrigerator, La CornuFe' range with an elegant exhaust. The bathrooms are thoughtfully updated, offering a soaking tub and walk-in shower. Portola Valley Trails are right outside your door!

240 Willowbrook DR, Portola Valley

Listed by Roberto Ruiz, 408-234-7249 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Samira Amid-Hozour from SGP

$4,400,000
5 Beds 3 Baths ML82018200 MLS
Set against the stunning backdrop of Portola Valleys rolling hills, 369 La Cuesta Drive offers a rare blend of natural beauty and modern convenience. This coveted location is known for its peaceful atmosphere, scenic trails, highly regarded schools, and proximity to the tech and business hubs of Silicon Valleyideal for those seeking both tranquility and connectivity. This brand-new Aro Home is a showcase of sophisticated design and thoughtful functionality. The architecture features clean, modern lines and expansive glass that brings the outdoors in. Open living and dining areas flow into a chefs kitchen with premium appliances, a large island, and high-end finishes. Bedrooms offer comfort and privacy, and the primary suite includes a walk-in closet and spa-inspired bath with a walk-in shower. Pioneering sustainable living, this carbon-negative home features solar power, energy-efficient systems, water-saving fixtures, and precision-engineered construction. Built off-site and assembled on location, it reflects Aro Homes commitment to environmental responsibility. Smart home integration allows seamless control of lighting, climate, and security offering a truly modern living experience.

369 La Cuesta DR, Portola Valley

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

Sold listing courtesy of RECIP from RCIP

$3,850,000
5 Beds 3 Baths ML82016762 MLS Ladera BLDG.
Nestled in the highly sought-after Ladera neighborhood, this spacious home is the perfect blend of serenity, functionality, & comfort. With breathtaking views of the San Francisco Bay & surrounding treetops, this property is a private retreat that effortlessly accommodates both everyday living & vibrant entertaining. Step into the expansive living room, where a vaulted ceiling, hardwood floors, & a cozy fireplace create a warm & inviting ambiance. A wraparound deck offers seamless indoor-outdoor flow & stunning panoramic views. Adjacent to the living space is a light-filled dining room with a direct line of sight to San Francisco. Chef's eat-in kitchen has a large center island and breakfast bar. Primary suite offers stunning vistas and a peaceful haven at the end of the day. Downstairs, three bedrooms share a full bath with an adjoining family room, offering flexibility for family, guests, or a home office. A fully independent 1-bedroom, 1-bath attached unit with its own entrance, kitchenette, & access to the backyard presents an exceptional opportunity for guest accommodations, au pair quarters. The private backyard is a level space perfect for play, gardening, or relaxing in the shade. Optional membership is available to the Ladera Rec Center with swim & tennis.

760 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 Fred Glick from GLICK

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

30 Pine Ridge WAY, Portola Valley

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

Sold listing courtesy of Angie Wolff from NTERO

$6,020,000
3 Beds 3 Baths ML82012718 MLS
Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the home has been meticulously curated, with radiant-heated concrete and white oak floors, soaring ceilings, and floor-to-ceiling walls of glass stretching the entire length of the home. The sleek white kitchen is finished with Carrara marble and anchored by two large islands part of a dramatic great room that includes formal and casual living spaces, dining area, and seamless access to the outdoors, pool, and views. The multi-level floor plan features a luxurious primary suite with spa-inspired bath and an enormous skylit dressing room, two additional bedrooms with a shared luxe bath, and a striking hallway bath. Outdoor amenities include a solar-heated pool, spa, fire pits, crushed stone walking paths, an elevated pavilion, and expansive Ipe deck. All just minutes from trails, town conveniences, and top-rated Portola Valley schools.

22 Grove DR, Portola Valley

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

Sold listing courtesy of Judy Citron from COMPS

$6,700,000
3 Beds 3 Baths ML82008992 MLS
Welcome to this stunning home in Portola Valley, offering a perfect blend of comfort and elegance. With a generous living space of 4,088 sq ft situated on a 47,517 sq ft lot, this property provides ample room for relaxation and entertainment. The home features three spacious bedrooms, including a primary bedroom conveniently located on the ground floor, and two full bathrooms equipped with double sinks. Separate structure perfect for office or large gym. Sunroom for relaxing and views. PV Schools The kitchen is a culinary delight with its sleek granite countertops, ideal for preparing gourmet meals. Enjoy dining in the formal dining room or the eat-in kitchen, catering to both casual and formal occasions. The family room offers a separate retreat for gatherings and relaxation. This beautiful residence boasts exquisite hardwood and wood flooring throughout, adding warmth and charm to the interior. Cozy up by the fireplace on cooler evenings, creating a perfect ambiance. Laundry is convenient with an inside washer and dryer setup. The home is part of the Portola Valley Elementary School District. Additional amenities include central AC, a whole house/attic fan, central forced air heating, and a two-car garage, ensuring comfort and practicality all year round.

165 Golden Oak DR, Portola Valley

Listed by Dana Cappiello, 415-264-5464 from Sotheby's Intl Rlty
(If provided) CoList: Derek Cappiello from Sotheby's Intl Rlty

Sold listing courtesy of Keyko Pintz from AGNC

$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

$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

$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

$4,250,000
3 Beds 3 Baths ML82005491 MLS Ladera BLDG.
Nestled in one of Ladera's most sought-after cul-de-sac locations, this updated split-level home offers the perfect blend of comfort, style, and functionality. This residence is ideal for modern living with three spacious bedrooms and three full bathrooms. A large living room features a lighted coffered ceiling, designer color palette, and custom-built-ins. Cooking is a snap in the chef's kitchen with a breakfast bar and open floor plan to the dining and living rooms. A split-level bonus room has a vaulted ceiling, a full bath, and a home office with serene views of the Stanford Hills. The primary suite has two walk-in closets and an elegantly updated bathroom. Enjoy the California indoor-outdoor lifestyle in the beautifully landscaped backyard, where two French doors lead to a covered patio. A brick terrace framed by a low-maintenance succulent garden surrounds a fire table, ideal for entertaining or relaxing with friends and family under the stars. Direct access to the main Ladera walking path puts you minutes from the Ladera Shopper, school bus stop, and just a short distance to the Ladera Rec Center. Perfectly positioned just 4 miles to Stanford, with quick access to major Silicon Valley tech campuses, and midway between San Francisco and San Jose International airports.

161 E Floresta WAY, Portola Valley

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

Sold listing courtesy of Josh Rubin from COMPS

$4,200,000
4 Beds 3 Baths ML82001968 MLS Portola Valley Ranch BLDG.
Set within the highly desirable Portola Valley Ranch, 20 Foxtail is a beautifully designed 4-bedroom, 3-bath residence that seamlessly blends architectural character with the tranquility of its natural surroundings. Thoughtfully crafted, this home is an entertainer's delight with soaring vaulted ceilings in the spacious living room and adjoining kitchen. The gourmet kitchen offers sleek built-in refrigerator and freezer units, generous counter space, and ample room for a full-sized dining table ideal for everyday living and entertaining. The primary suite is a peaceful retreat, featuring a skylit ensuite bath with dual-sink vanity, large walk-in shower, custom California Closets, and direct access to the deck and hot tub perfect for unwinding under the stars. Walls of sliding glass doors throughout the home create a natural flow to multiple outdoor decks, where sweeping views of the Western hills invite effortless indoor-outdoor living. Enjoy access to the outstanding PV Ranch community amenities including swimming pools, tennis courts, fitness rooms, vineyard, vegetable garden, clubhouse, play area, dog park, and miles of scenic hiking trails and open space. All of this serenity is just minutes from local shopping, Stanford Nexus, and award-winning Portola Valley schools.

20 Foxtail, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Leslie Woods from SGP

$1,600,000
2 Beds 3 Baths ML82001310 MLS
Welcome to a remaining piece of Portola Valley history, full of possibilities! The charming and rustic original structure, with its tall brick fireplace, high ceiling, and exposed rafters, rests on a sunny, gently sloped, half acre lot. Later additions include a very large primary bedroom and bath. A wide veranda wraps around two sides of the house, perfect for relaxing while taking in the expansive view over Portola Valley and on to the East Bay hills. Colorful sunrises, full moons, and an occasional complete rainbow are yours to enjoy. An additional deck provides another viewing spot, with access from both the primary bedroom and the dining room. Nestled in the Woodside Highlands neighborhood, this location offers Portola Valley's excellent schools and provides nearby access to Portola Valley's hiking trails and to the popular Town Center with its library, children's playground, tennis and pickle ball courts, playing field, a redwood grove, and farmers' market. The half acre lot is all usable. Old stonework lines paths and a pond, and off street parking is plentiful. Bring your imagination and make this lovely space your own!

102 Santa Maria AVE, Portola Valley

Listed by Jean Isaacson, 650-387-8427 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Jean Isaacson from GGSIR

$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

$7,485,000
3 Beds 3 Baths ML81998853 MLS Westridge HOA BLDG.
Contemporary masterpiece with spectacular Windy Hill views designed by architect Ana Williamson. Featuring steel I-beams, soaring ceilings create openness & strategically placed windows fill the space with light highlighting the natural setting. The modern open floor plan includes chef's kitchen with high-end appliances, custom Italian cabinetry & Dekton ceramic countertops. Floor to ceiling sliding Fleetwood glass doors make for easy indoor/outdoor entertaining, extending on to the covered patio with heated floors, fireplace, & Italian pizza oven. The primary suite upstairs has expansive views, walk-in closet & large chic bathroom. Built with fire safety in mind with a metal roof, no exposed eaves, fire sprinklers, owned solar & backup generator. Detached 770 sq ft guest house with full kitchen, 1.5 bathrooms & large bedroom. Bonus detached 350 sq ft workshop w/ extra storage provides a multitude of possibilities. Over 1 acre fully fenced with drought resistant Mediterranean native landscaping, mini orchard, ipe trellis with mature wisteria, 100 sq ft garden shed & raised garden beds. This thoughtfully designed luxury home offers privacy, stunning views, proximity to town, access to commute routes in Silicon Valley & serene hiking trails in the rolling hills of Portola Valley.

140 Pinon DR, Portola Valley

Listed by Julia Laquer, 650-434-2755 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Peter Cowperthwaite from DP

$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

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