Los Trancos Woods - Vista Verde Real Estate, Homes, Condos for Sale in Portola Valley, CA

4 Beds ⋅ 2 Baths ⋅ ML82065541 MLS

Tucked away in the heart of the Vista Verde neighborhood, 205 Old Spanish Trail offers a rare sense of scale and connection to the landscape. Set on approximately 1.6 acres, this property feels like a private retreat, where the architecture serves as a front-row seat to the rolling hills and lush, wooded surroundings that make Portola Valley so iconic. The main residence features 4 bedrooms and 2 bathrooms designed with an emphasis on flow and natural light. High ceilings and large windows frame stunning bay views and greenery outside, while the expansive decks act as a true extension of the living space. Whether youre hosting a sunset dinner or enjoying a quiet morning above the treeline, these outdoor areas provide a breathtaking backdrop for everyday life. Complementing the main home is a separate 1-bedroom, 1-bathroom guest house. This versatile space is ideal for visitors, a quiet home office, or a creative studio, offering a level of flexibility that is hard to find. Surrounded by mature trees and crisp air, the property feels worlds away while remaining deeply connected to the Peninsulas most sought-after amenities. It is a home that celebrates its environment, offering a lifestyle defined by space, serenity, and the timeless beauty of the California woods.

205 Old Spanish TRL, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

$799,000

ML82065204 MLS

Discover a rare opportunity in Portola Valleys highly sought-after Los Trancos neighborhood. Spanning a picturesque one-acre lot, this premier property offers sweeping views of the surrounding greenbelt, canyon, valley, and, on a clear day, the iconic San Francisco skyline. As one of the few remaining parcels in the area, the listing includes seller-provided plans for a sleek, contemporary modular home designed by renowned architect Daniel Piechota, recently featured in the Wall Street Journal. Echoing design elements from Piechotas celebrated $9 million Carmel residence, the architectural vision showcases expansive walls of glass that seamlessly frame the surrounding natural beauty. According to the seller, the modular plans have already received approval from the State of California, with site and foundation plans fully complete and ready for submission to the county. Whether you choose to capitalize on these stunning, high-end plans to save significant design and planning time, or decide to craft a custom vision from the ground up, this extraordinary property provides the ultimate foundation for your dream California retreat.

251 Vista Verde WAY, Portola Valley

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

$4,999,999

5 Beds ⋅ 4 Baths ⋅ ML82060764 MLS

A rare expression of Old World Spanish architecture awaits on approximately 3.13 private acres in Portola Valley. Built in 1963, this distinctive adobe residence offers approximately 5,040 square feet, five bedrooms, and three-and-a-half baths, with a sense of character seldom encountered in Silicon Valley. Original architectural details, richly textured adobe and brickwork, and a Spanish tile roof evoke the warmth of a secluded Mediterranean retreat. Generous living and gathering spaces, a formal dining room, fireplaces, and an expansive upper-level wraparound deck create opportunities to enjoy the homes remarkable setting. Multiple patios overlook natural surroundings, while mature landscaping and generous grounds offer privacy, tranquility, and room to envision the next chapter. Preserved in largely original condition, the home invites a discerning buyer to celebrate its authentic craftsmanship or undertake a considered restoration. Located in the Portola Valley school district, this is a compelling opportunity to own a substantial estate property where land, architecture, and peaceful surroundings take center stage.

10 Joaquin RD, Portola Valley

Listed by Wen Guo RE Group, 650-776-4085 from KW Advisors
(If provided) CoList: from

$1,649,000

2 Beds ⋅ 2 Baths ⋅ ML82063275 MLS

Fresh, inviting, and completely sophisticated, this retreat has been transformed into a light-filled setting. Easily accessed via wide streets, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open concept design lends an unexpected sense of expansiveness. A crisp palette of whites defines the interiors, from the all-white kitchen with quartz countertops and subway tile backsplashes to the remodeled baths finished in marble and tile. Vaulted ceilings with skylights and exposed beams enhance the airy atmosphere, while wood-like luxury vinyl floors provide continuity throughout. Multiple sets of glass doors open to wraparound flagstone patios and expansive land, where limited tree canopies allow brilliant sunlight to fill both the interiors and outdoor gathering spaces. Finishing touches include a separate laundry room, an outdoor storage shed, and a two-car carport. Portola Valleys acclaimed schools and miles of scenic trails are just moments away, making this a remarkable opportunity to enjoy contemporary style and comfort today with the option to expand in the future. Easy access to Sand Hill Road, Stanford, HWY 280 & more

76 Old Spanish TRL, Portola Valley

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

$7,250,000

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

Sold listing courtesy of Penelope Huang from THP

$4,450,000

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

Sold listing courtesy of Michele Harkov from APR

$3,670,000

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

Sold listing courtesy of Alexander Nichols from EXPCA

$3,100,000

4 Beds ⋅ 4 Baths ⋅ ML82044193 MLS

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom with1/2 bath on one side, and a guest retreat with kitchenette & full bath on the other. This sets the tone for the homes sleek design and exceptional craftsmanship. Upstairs, soaring ceilings define the expansive living area, where walls of glass invite the outdoors in. Designed for entertaining and everyday living, the great room with modern fireplace opens through telescoping glass doors to an expansive terrace and resort-inspired grounds with a spa. The adjoining kitchen features bespoke counters, rich walnut cabinetry, generous pantry, and top-tier appliances. The luxurious primary suite offers a private terrace, walk-in wardrobe, and serene bath with skylit shower and rainfall fixture. Addt'l spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 sq. ft. lot within the Portola Valley Sch. District.

124 Foxwood RD, Portola Valley

Listed by Lisa Keith, 650-703-8644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Liz Daschbach from Compass

Sold listing courtesy of Lisa Keith from GGSIR

$3,700,000

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

Sold listing courtesy of Hoi Wing Ng from NTERO

$1,650,000

3 Beds ⋅ 2 Baths ⋅ ML82038783 MLS

Nestled among the scenic hills of Portola Valley, this 3-bedroom, 2-bathroom home offers a rare opportunity to enjoy peaceful living surrounded by nature. Set on a generous lot, the property presents endless possibilities to remodel, expand, or build your dream home in one of the Peninsulas most desirable communities. Inside, the family room features vaulted ceilings with natural wood detail, creating a warm and inviting space filled with character. Windows frame beautiful hillside views, bringing the surrounding greenery indoors and enhancing the tranquil atmosphere. The updated kitchen showcases exposed wood cabinetry, blending rustic charm with modern functionality. Throughout the home, lush green scenery is visible from nearly every angle. The expansive lot provides ample space for outdoor living, gardening, or future expansion, offering exceptional potential. First time available in approximately 55 years. Ideally located just 10 minutes from Portola Valley Town Center, the historic Alpine Inn, Highway 280, and Webb Ranch, with easy access to renowned hiking trails, parks, and open space preserves, allowing you to fully embrace the Portola Valley lifestyle.

244 Bonita RD, Portola Valley

Listed by Talia Citron, 650-465-4814 from Compass
(If provided) CoList: Judy Citron from Compass

Sold listing courtesy of Josh Felder from RDFIN

$499,000

ML82037840 MLS

Create your dream home on this spacious 25,878 sq/ft lot in Los Trancos Woods, Portola Valley. Slightly sloped lot with room to build a 4000+ sq/ft home. All utilities are available on the street as well as soil and engineering reports. Located just short drive to Alpine Hills Tennis and Swimming Club, Alpine Inn, Roberts Market, and award-winning Portola Valley schools. Views of Foothills Park and easy access to endless hiking, biking, and running trails.

145 Foxwood Road RD, Portola Valley

Listed by Josh Felder, 650-400-7142 from Redfin
(If provided) CoList: from

$7,495,000

5 Beds ⋅ 8 Baths ⋅ ML82036782 MLS ⋅ Blue Oaks BLDG.

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a backdrop of natural beauty with miles of nearby hiking trails, plus sweeping views out to the San Francisco Bay & East Bay hills from the top level. Main level is ideal for both grand entertaining & comfortable everyday living, offering formal venues, professional office, & seamless connection to expansive outdoor spaces that include front & rear terraces, loggia with fireplace, plus an in-ground spa & outdoor shower. Primary suite has Bay views & each bedroom has private balconies & elegantly appointed bathrooms. Finishing touches include an attached 4-car garage, backup generator, & a community pool & clubhouse. Blue Oaks location offers quick access to Portola Valley's charming town center & excellent public & privates schools, with Stanford University just 15 minutes away. Acreage & open space provide unmatched lifestyle in one of the area's most sought-after neighborhoods.

1 Redberry RDG, Portola Valley

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

$8,748,000

5 Beds ⋅ 8 Baths ⋅ ML82034238 MLS ⋅ Blue Oaks BLDG.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

7 Redberry RDG, Portola Valley

Listed by Billy McNair, 650-862-3266 from Coldwell Banker Realty
(If provided) CoList: from

$550,000

ML82033730 MLS

A rare chance to bring your dream home to life in the heart of the coveted Portola Valley School District! Nestled on a serene, 6,878-square-foot forested lot, 1050 Los Trancos offers more than just land. It's a head start on creating something extraordinary. With San Mateo County Planning & Building Department approved plan, this property is truly shovel-ready for your vision. The plans include a beautifully designed, light-filled 2,154-square-foot home featuring 3 bedrooms, 2.5 bathrooms, and a 400-square-foot deck perfect for soaking in the natural surroundings. A detached 400-square-foot, 2-car garage completes the package.Sellers are providing those approved plans, required studies + contact information for the various professionals who helped make this dream home possible and who are happy to help new owners build! Dont miss the opportunity to build your future!

1050 Los Trancos RD, Portola Valley

Listed by Ting Tan, 650-686-1885 from Compass
(If provided) CoList: Charlie Giang from Compass

Sold listing courtesy of Laura Bertolacci from DWELL

$4,000,000

5 Beds ⋅ 6 Baths ⋅ ML82025339 MLS

Come right in. Enjoy the view. This stunning remodel completed in 2025 offers space, views, and peace of mind. With completely new high-end finishes throughout, this Mid-Century Modern masterpiece sits atop a private, lush acre, seamlessly blending modern luxury with nature's tranquility. Designed for those who appreciate both serenity and grand entertaining, a true retreat where hawks glide above. The expansive open-concept living space flows into a gourmet kitchen, featuring Bertazzoni five-burner gas stove, refrigerator and dishwasher plus gorgeous brass fixtures. Floor-to-ceiling windows showcase panoramic views of rolling hills & twinkling city lights, creating an awe-inspiring backdrop. A grand two-story entryway leads to an elegant dining area, warmed by a glass-enclosed gas fireplace. Step onto the rooftop deck, where alfresco dining meets unparalleled stargazing & sunset views. The primary suite is a private sanctuary, complete with a spa-like soaking tub and a bed perfectly positioned for breathtaking sunset views. Four additional bedrooms offer luxury & privacy for all, each has its own full bath. This is more than a home. It's an experience of modern elegance, timeless design, & natures embrace.

76 Vista Verde WAY, Portola Valley

Listed by Deniece Watkins Smith, 650-744-0888 from Compass
(If provided) CoList: from

Sold listing courtesy of Ruth Mistry from CBR

$1,720,125

3 Beds ⋅ 2 Baths ⋅ ML82024365 MLS

Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant natural light. The airy living room, featuring exposed beams, seamlessly transitions to a large deck and patio, ideal for indoor-outdoor entertainment. The galley kitchen is a chef's delight, featuring stainless steel appliances and ample cabinetry that overlooks the garden. A 545 SF studio is situated behind the one-car garage. While not reflected in the County records, the studio is a flexible space with a kitchen, stacked washer/dryer, full bathroom, new wall-to-wall carpeting, and a private deck - ideal for multi-generational living, working from home, or generating rental income. Positioned on a generous 9,360 SF parcel, you'll enjoy peaceful views and easy access to Portola Valley's lively Town Center and Highway 280 for easy commuting.

1019 Los Trancos RD, Portola Valley

Listed by Robert Parish, 650-400-1011 from Compass
(If provided) CoList: from

Sold listing courtesy of David Leland from J01975

$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

$850,000

ML82016029 MLS

Perched in the peaceful Los Trancos Woods neighborhood of Portola Valley, 161 Los Trancos Road is a rare opportunity to bring your vision to life. This vacant 6,685 square foot lot comes with a full set of architectural plans- permit-ready- for a thoughtfully designed, two-story modern residence over a finished basement. The approved plans feature a 4-bedroom, 5-bathroom home with over 3,100 square feet of living space, including a grand primary suite, open-concept main level, and bonus flex space in the basement. An additional 400 square foot attached ADU offers income potential, multigenerational living, or a spacious guest retreat, in addition to an attached 2-car garage. Surrounded by natural beauty, the proposed home captures the essence of Portola Valley living- privacy, serenity, and a deep connection to nature- all just minutes from Alpine Road and local amenities. Whether you're a builder, investor, or future homeowner, this is your chance to build a bespoke residence in one of the Peninsulas most coveted communities. Plans and reports available upon request.

161 Los Trancos CIR, 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 Domarina Beitpoulice from 1STC

$8,750,000

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

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

5 Redberry RDG, Portola Valley

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

Sold listing courtesy of Kavanaugh Group from CBR

$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

$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

$1,650,000

2 Beds ⋅ 2 Baths ⋅ ML82002420 MLS

Come see this modern marvel. With a variety of recent updates, this spacious two bedroom bungalow is a wonderful country living retreat. Views of open space hills and near to Coal Mine Open Space Preserve and a host of scenic hiking trails. Situated on a 7,440 sf lot with ample off street parking on newly paved driveway, the home features a new roof, a main floor living room with high ceilings, hardwood floors, large wood white-washed beams, large glass picture windows and a scenic deck for having your morning coffee. The recently updated kitchen is conveniently located near a sunny series of rear decks, framed with gardens, mature oak trees and a sloping backyard, making a picturesque setting for outdoor entertaining. The primary suite is on the main level and includes space for a small office set up and an updated bathroom with dual sinks and a spa tub. A second bedroom upstairs has views of the nearby open space hills and features another recently updated bathroom. Los Trancos Woods neighborhood is only minutes from a host of amenities which include Roberts Market, Windy Hill Open Space Preserve, Rossottis Alpine Inn, Stanford University and Hospital and Silicon Valley business activities. It is in the acclaimed Portola Valley School District. This is your next home!

128 Los Trancos CIR, Portola Valley

Listed by Helen Miller, 650-400-1317 from Compass
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$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

$7,250,000

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

$5,765,000

4 Beds ⋅ 4 Baths ⋅ ML81998945 MLS

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

4 Buck Meadow DR, Portola Valley

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

Sold listing courtesy of Jennifer Bitter from DP

$1,850,000

2 Beds ⋅ 1 Baths ⋅ ML81988410 MLS

Luxury Silicon Valley Getaway in Portola Valley with Views, updated single family /rustic modern interior, move-in ready and personal retreat on a large 11,500 square foot lot, surrounded by natural beauty, a network of trails. Open floor plan with natural light throughout, skylights, hardwood floors, built in bookshelves, new kitchen and appliances, eat-in kitchen and sliding glass doors to the expansive deck from living room and primary bedroom, outdoor Jacuzzi, bonus room below can be used for guests, entertainment, media room, hobbies, workshop or possible JDU, Room to expand on large lot. Less than 5 miles without getting on the freeway to Stanford University. Enjoy the Sunrise trail steps away from your private sanctuary with access to 650+ acres open space and trails. Also, direct access to Arastradero Preserve and Los Trancos Open Space with over 1500 acres of more hiking trails.

1023 Los Trancos RD, Portola Valley

Listed by Karen Gunn, 650-888-9457 from Compass
(If provided) CoList: from

Sold listing courtesy of JJ Team:Jones/Cassel from NTERO

$3,025,000

4 Beds ⋅ 3 Baths ⋅ ML81995172 MLS

A rare gem in the heart of Portola Valley! Nestled on a serene 1/3-acre lot, this beautifully maintained property offers two charming homesperfect for multi-generational living, guests, or rental income. The main residence boasts 3 beds, 2 baths, a formal living and dining area, an inviting family room, and a luxurious primary suite. High ceilings, abundant natural light, and thoughtful updates enhance the warm, welcoming ambiance. The detached 1-bed, 1-bath guest cottage (approx. 600 sq. ft.) has a private entrance, ideal for extended stays or potential rental income. Outside, enjoy the asphalted sports court, lush landscaping, and ample parking, including a spacious oversized garage. Connected to the sewer, this home is move-in ready with top-rated Portola Valley schools nearby. Access to hiking trails. Located minutes from Alpine Rd., this peaceful retreat offers both tranquility and convenience. Don't miss this exceptional opportunity!

111 Carmel WAY, Portola Valley

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

Sold listing courtesy of Kimm Terpening from COMPS

$1,505,000

3 Beds ⋅ 1 Baths ⋅ ML81988053 MLS

Discover this warm and inviting home in Portola Valley. The open floor plan seamlessly connects the living spaces, featuring a cozy living room with a fireplace, a spacious dining area. Vaulted beam ceilings adorned with skylights that bathe the interior in natural sunlight. Sliding glass doors lead to a wraparound deck, perfect for indoor-outdoor living. Steps away, you'll find a bright and functional kitchen, ideal for everyday meals. The home offers three generously sized bedrooms that share a full hall bathroom. A partial basement includes a convenient laundry area and extra storage space. Outside, relax or entertain in the expansive, tranquil yard, offering a serene retreat. Conveniently located close to local amenities and the exceptional Portola Valley school district. This property combines comfort, charm, and functionality!

155 Los Trancos CIR, Portola Valley

Listed by John Shroyer, 650-787-2121 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Mohsen Nejad from NEJAD

$2,375,000

3 Beds ⋅ 2 Baths ⋅ ML81980417 MLS

Serene bay views welcome you to this single-level, 3 bedroom, office/bonus room, 2 bath private retreat in Portola Valley's best kept secret, Los Trancos Woods. Set among mature oaks, enjoy sweeping bay views of three bridges, San Francisco, Stanford University, and the East Bay. The secluded property is on a cul-de-sac just steps across the road from a small lake and acres of open space with walking trails. Live in a private world apart, yet minutes from Stanford, 280, Menlo Park, Palo Alto and all Silicon Valley has to offer. The open floor plan with smaller bedrooms was modeled after a Usonian design of Frank Lloyd Wright. The remodeled home now includes an updated kitchen with marble counters, a larger master bedroom / bathroom and another large room that can function as a dining room / living room next to a tranquil Zen garden outside. Vaulted ceilings, floor-to-ceiling windows, and multiple skylights capture abundant natural light. In the master bath, relax in the jetted tub while gazing at heritage oaks. Custom features integrate the stunning views into the living spaces. The expansive deck, spanning the length of the house, is ideal for entertaining or viewing nighttime city lights around the Bay.

143 Lake RD, Portola Valley

Listed by Kevin Quellmalz, 415-699-0834 from Coldwell Banker Realty
(If provided) CoList: Kavanaugh Group from Coldwell Banker Realty

Sold listing courtesy of Stella Rosh from APR

$2,500,000

3 Beds ⋅ 2 Baths ⋅ ML81975586 MLS

113 Foxwood RD, Portola Valley

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

Sold listing courtesy of Julianne Foley from DWELL

$1,850,000

3 Beds ⋅ 2 Baths ⋅ ML81973975 MLS

Welcome to your dream retreat at 127 Los Trancos Circle in Portola Valley! This enchanting 3-bedroom, 2-bathroom home spans approximately 1,364 square feet, offering the perfect blend of cabin charm and modern amenities. The high ceilings and loft area create an open, airy atmosphere that you'll love coming home to. The property is set on an 8,208 square foot lot, featuring a beautifully designed yard that provides ample outdoor space for relaxation and recreation. Enjoy the serenity and privacy of your own slice of nature, with lush surroundings. The homes rustic appeal is complemented by contemporary conveniences, making it a perfect haven for those seeking a balance of tranquility and modern living. Highlights include an updated kitchen, spacious living areas, and large windows that flood the home with natural light. Don't miss the chance to make this unique and charming property yours. Schedule a tour today and experience the magic of 127 Los Trancos Circle!

127 Los Trancos CIR, Portola Valley

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

Sold listing courtesy of Evan Kohen from APR

$1,320,000

2 Beds ⋅ 1 Baths ⋅ ML81973813 MLS

A stunning floor to ceiling river rock fireplace is the centerpiece for this delightful, updated 1930s cottage. The open floor plan wraps the main level all around this beautiful touch of history, while large windows and two skylights in an open wood ceiling invite generous sunlight in. The living area leads out onto an expansive deck overlooking Los Trancos Creek. The lower level includes two bedrooms, one full bath, and a large laundry room. Both bedrooms have attractive open beam ceilings and open onto a second deck. This enchanting property borders Palo Alto Foothills Open Space Reserve yet is only 5-6 minutes from Alpine Road with its nearby gas station, hardware store, fire station, and Roberts Market. It is located within the highly regarded Portola Valley School District. Whether you are hiking nearby trails or relaxing on your deck enjoying the soothing sounds of the creek, this property promises to make you feel at home.

132 Carmel WAY, Portola Valley

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

Sold listing courtesy of Jonathan King from NTERO

$4,900,000

6 Beds ⋅ 7 Baths ⋅ ML81972426 MLS

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

1061 Los Trancos RD, Portola Valley

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

Sold listing courtesy of Andres Ardila from COMP

$2,075,000

3 Beds ⋅ 2 Baths ⋅ ML81963123 MLS

Welcome to 1183 Los Trancos Road! This unique property offers a charming cottage with distinct character and a separate accessory dwelling unit (ADU), nestled in the scenic and tranquil environment of Portola Valley. The main house features warm wood floors vaulted ceilings and a central stone fireplace in the spacious living room. The skylit kitchen comes equipped with granite-topped counters and new gas range. Adjacent to the kitchen, the sunny dining room with French doors that open to expansive decks that embrace the outdoors. A covered wrap-around porch offers stunning hillside views, and a redwood hot tub provides a serene spot to relax and enjoy the natural surroundings. The primary suite is a cozy retreat with stone shower, skylight, custom stone-topped vanity, stylish end grain wood floor. Two additional bedrooms share a hall bath w/ceramic tile surround and a tub. The ADU features rustic wood floors, a granite-topped kitchen, gas range & new microwave,a cozy living area w/ fireplace, sleeping area and adjoining bathroom. French doors open to a private deck, offering additional private outdoor space. Direct access to miles of hiking trails from your doorstep and located just minutes from Stanford, HWY 280 and essential shopping & highly rated Portola Valley schools.

1183 Los Trancos RD, Portola Valley

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

Sold listing courtesy of Christina Nguyen from RDFIN

$1,500,000

2 Beds ⋅ 1 Baths ⋅ ML81961289 MLS

Here is a great opportunity to envision and customize your dream home in prestigious Portola Valley! Incredible views of Palo Alto, Stanford Dish and city lights, framed by majestic mountains. The opposite view overlooks a peaceful lake. On a 15,000 sq ft lot you will have plenty of room to expand or remodel. The adjoining parcel/lot is also included in the price for an additional 11,417 sq ft. Only minutes to 280. Take advantage of everything Portola Valley has to offer: nature trails, Alpine Hills Tennis and Swimming Club, top-rated schools and more!

155 Lake RD, Portola Valley

Listed by Suzie Snowden, 408-438-6470 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Lorimer from AR1CORP

$3,450,000

5 Beds ⋅ 6 Baths ⋅ ML81961409 MLS

Over an acre plays host to this spectacular Mediterranean-style home with breathtaking views of the San Francisco Bay. Step inside to discover 4,400 sf of interiors adorned with high-end finishes and appointments, with two fireplaces, expansive formal rooms, a gym, office, and a gourmet kitchen equipped with premium appliances. 5 bedrooms, each with its own en suite, are highlighted by the primary suite featuring a spa-inspired bathroom. French doors throughout the home beckon you to breezy outdoor spaces, where panoramic views await amidst lush surroundings, and the sprawling front yard provides ample space for recreation and relaxation. Though you will feel a wonderful sense of privacy here, you will still be within reach of all the area has to offer, with easy access to nearby amenities such as nature preserves, trails, downtown Los Altos, and Interstate 280. Additionally, children may attend acclaimed schools Ormondale Elementary and Corte Madera (buyer to verify eligibility).

190 Vista Verde WAY, Portola Valley

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

Sold listing courtesy of DeLeon Team from DLRPA

$3,900,000

4 Beds ⋅ 4 Baths ⋅ ML81953987 MLS

Portola Valley provides an idyllic backdrop for this home set on more than an acre of land. Step through the front door and immerse yourself in a luminous, spacious ambiance, as high ceilings provide a sense of openness and a bold use of glass floods the home with natural light while framing jaw-dropping views. Enjoy expansive gathering spaces, the kitchen with granite-slab countertops, a captivating game room, and comfortable bedrooms, including one that easily adapts to office use. Sprawling grounds take full advantage of this spectacular setting and offer outstanding space for outdoor enjoyment, while also providing a detached 1-bedroom guest home. And while nearby nature preserves impart a wonderful sense of privacy here, a short car ride will connect you to all the amenities the surrounding area has to offer; plus, you will have access to acclaimed schools Ormondale and Corte Madera (buyer to verify eligibility). Refined, peaceful Silicon Valley living awaits.

25 Las Piedras CT, Portola Valley

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

Sold listing courtesy of DeLeon Team from DLRPA

$2,610,816

5 Beds ⋅ 3 Baths ⋅ ML81946329 MLS

This oak studded approximately 1.05-acre property with striking views of the bay is located in the quiet Los Trancos neighborhood of Portola Valley. The inspired use of clerestory and roof windows and sliding glass doors fills the two-level, 5-bedroom, 3-bath home with an abundance of natural light and views of the tranquil surroundings. The two-story foyer creates a dramatic entry and flows directly into the living room and dining room, both with views to the East bay hills. The updated kitchen with new appliances includes a casual dining area and conveniently connects to both the dining room and large family room with an office space. Enjoy the peaceful, serene setting of Los Trancos while being just minutes to local shopping and restaurants, open space preserves, commute routes, Stanford and the excellent Portola Valley schools.

371 Old Spanish TRL, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Rowene Hood from ROWH

$1,550,000

2 Beds ⋅ 1 Baths ⋅ ML81935018 MLS

Immerse yourself at this enchanting Portola Valley location. Situated on a private, picturesque three-quarter acre parcel, made up of two parcels (APN 080-060-100/.4644 AC & APN 080-060-110/.2856 AC) in the scenic Los Trancos Woods, this property presents a unique opportunity. You'll be captivated by the idyllic surroundings and the sense of seclusion this property offers. Nestled amidst nature's beauty, you'll find a delightful 2-bedroom, 1-bath cottage waiting to be transformed. Whether you're seeking to remodel or to create your own brand-new masterpiece, this property provides the perfect canvas. Easy access to Hwy 280, ensuring a seamless commute to San Francisco, San Jose, Stanford University, Stanford Medical Center, and minutes away from Ladera Shopping Center and Portola Valley town, offering a variety of shopping and dining options with award-winning PV schools. It's an unparalleled opportunity. Don't miss your chance to own this remarkable piece of Portola Valley's beauty.

243 Bonita RD, Portola Valley

Listed by Granoski,Weil Assoc., 650-269-8556 from Compass
(If provided) CoList: from

Sold listing courtesy of John Forsyth James from APR

$7,800,000

5 Beds ⋅ 7 Baths ⋅ ML81924892 MLS

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

10 Redberry RDG, Portola Valley

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

Sold listing courtesy of Hugh Cornish from CBR

Browse All Los Trancos Woods - Vista Verde Properties for Sale

Los Trancos Woods - Vista Verde Real Estate & Homes

How much is your home worth?

How much is your home worth?