luxury real estate for sale Pescadero, United States

Above the gentle curve of the San Gregorio Creek, this rare and enchanting 3-acre property offers a peaceful retreat minutes from the center of La Honda. The home features country charm with its wrap-around porch, fireplace, and views of the surrounding nature. A flexible floor plan includes three bedrooms, 2 full bathrooms plus a bonus room. The attached two-car garage includes EV charging capability and a generous workshop with plenty of storage. Super opportunity to use as either a full-time residence or weekend escape. Rich in history, the home retains its timeless charm while benefiting from key infrastructure updates. Adjacent to the home, a sunny, flat meadow, framed by mature trees, presents exceptional possibilities. Gardening, farm-to-table vegetables, animals, addition of outbuildings, the opportunities are numerous! Additional features include a private well and charming bridge access to the property, creating a truly distinctive setting that feels worlds away while remaining within reach of modern conveniences.

Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

Rare opportunity to build on this oak-studded parcel. Large home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet getaway. Approximately one mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are perfectly situated to access the hiking and riding trails that abound in the open space near this property. Seller has two lots for sale (0-220 and 0-250 Heacox), and the actual address is not yet determined. Electric pole on site. Seasonal creek and temperate climate.

Tranquil land. Excellent opportunity to build on! This sun-drenched parcel has a gentle grade for development.3800 ft2 home plus 1000 ft2 ADU deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. Plenty of room for horses, animal,s and/or hobby farm, you'll find that you are conveniently located to access the hiking and riding trails that abound in the area's open space. Seller has 2 lots for sale (0-220 and 0-250 Heacox); the actual address is not yet determined. Electric pole on site. Old well on-site (plentiful water here), you add septic system. Invest in your future!

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.

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.

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.

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.

Spectacular views stretch across Silicon Valley from this private gated retreat set on approximately 3.30 acres. Designed to capture the remarkable views from every major living space, the home combines breathtaking natural beauty with an exceptionally functional and versatile floor plan. Soaring ceilings, walls of glass, and seamless indoor/outdoor connections create an inviting atmosphere throughout, while an expansive deck spanning the rear of the home provides the perfect setting for entertaining while enjoying a front-row seat to one of Los Altos Hills' most remarkable views. The remodeled kitchen features abundant custom cabinetry, a large center island, premium appliances, and a sunny breakfast nook. The private primary suite is complemented by a sunny sitting room, remodeled bath, and well-positioned secondary bedrooms. Flexible living spaces include a lower-level family/recreation room with a wet bar and full bath, an upper-level bedroom or study, and a detached office with patio access. Majestic oak trees, a vineyard, level open spaces, and expansive entertaining terraces enhance the more than three-acre setting, creating a rare opportunity to enjoy privacy and extraordinary natural beauty in a desirable location served by acclaimed Los Altos schools.

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

Coming Soon! Just over two acres with sweeping San Francisco Bay and western hill views and about 300 Pinot Noir and Chardonnay vines. The Estate comprises a beautifully appointed four-bedroom main home, a separate one-bedroom cottage with a full kitchen, a converted barn and an underground wine cellar. The main home is a split-level design intended to capture views, ranging from Yerba Buena Island to Moffett Field, from almost every room. The cottage offers a private place ideal for guests or extended family. The converted barn currently has a winemaking/multipurpose room, a half-bath, and an upstairs studio or office. The underground cellar is naturally cooled. Interiors throughout all buildings are beautifully appointed while maintaining rustic European character. Outdoor spaces include a wraparound Bay view deck with hot tub, a deck connected to one of the lower bedrooms and expansive crushed stone patios beside the vineyard with olive and fruit trees, ideal for entertaining. Additional features include a detached five-car garage, minutes to hiking trails at Foothill Park and Byrne Reserve, and access to excellent Los Altos schools.

Tucked into the rolling hills of Los Altos Hills, this architecturally striking retreat offers a rare convergence of modern design, artisanal craftsmanship, and an extraordinary connection to nature. Reimagined through an extensive renovation, the home was thoughtfully designed to embrace its surroundings at every turn. Walls of glass frame ever-changing views of the landscape, while soaring ceilings, clean architectural lines, and abundant natural light create an effortless sense of openness. The main living spaces are grounded by quarter-sawn French oak floors and anchored by a dramatic sculptural fireplace, hand-fabricated from cold-rolled steel to serve as both an architectural centerpiece and natural gathering place. The kitchen and dining spaces flow seamlessly onto expansive outdoor decks, blurring the line between indoors and out and creating an exceptional setting for everyday living and entertaining. A cantilevered breakfast nook is positioned toward the eastern horizon, capturing beautiful morning light and views across the surrounding open space. The primary suite is a private sanctuary, thoughtfully oriented east to capture the soft morning light and sunrise views. Custom book-matched fumed eucalyptus paneling brings warmth and sophistication, while the spa-inspired bath, sculptural soaking tub, and steam shower create a restorative retreat where the surrounding landscape becomes part of the experience. Designed equally for quiet moments and elevated entertaining, the home reveals a collection of spaces to gather, retreat, and reconnect—from intimate interiors and expansive decks to a hilltop spa beneath the stars. Mature oaks, abundant wildlife, and the peaceful setting create the feeling of a private mountain escape, all while remaining connected to the heart of Silicon Valley. A home defined not simply by its architecture, but by the experience of living within it.

Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

There is a particular quiet at 411 Glenwood Avenue, and it has nothing to do with the address and everything to do with what is missing from the view. Stand on the main level and look out through walls of glass, and the first thing you notice is the treetops. The second is what you do not see: neighbors. Oak canopy, dappled light, and the open expanse of the Joan Olson Preserve fill the windows instead, so the sense of being tucked into the trees, private and unbothered, follows you from the kitchen to the deck to the primary suite upstairs. Friends who visit tend to call it the treehouse. The name sticks. The house itself is a genuine mid-century original, built in 1959 and gently modernized without losing its bones. Mohagany wood paneling, a brick fireplace, and warm cork and hardwood floors carry the era through the main living spaces. The kitchen is open to the great room, with stone counters, a gas cooktop, and seating for the kind of morning where nobody is in a hurry. Walls of glass open the indoors onto a broad deck built for slow dinners and longer conversations, with the preserve as a backdrop instead of a fence line. Upstairs, the bedrooms offer that same treetop view that defines the rest of the house. Downstairs, the floorplan offers so many possibilities. An open room with a slider to a flat yard surrounded by greenery could be an office, play room or flex space. Next to it is an en suite bedroom with a sliding door opening to a private patio. There is also a storage room that could function as a cozy office, plus laundry and additional storage areas. Cross the street and you are not on a street anymore. A trailhead into the Joan Olson Preserve sits directly across from the house, and it functions less like a scenic bonus and more like a second driveway. Regulars use it as a shortcut into downtown Woodside on foot, coffee in hand, oaks overhead the entire way. It is the kind of amenity that is nearly impossible to find on the Peninsula: genuine nature access, at the front door, that also happens to be the fastest way to town. Speaking of town, downtown Woodside is close enough to be a daily habit rather than a special trip. The Village Bakery, Buck's, and the everyday rhythm of small-town Woodside life are minutes away, while Highway 280 keeps the rest of the Peninsula and the city within easy reach. The property also sits within the Woodside Elementary School District, a TK through 8 program that consistently draws some of the strongest ratings in the state, a rare thing to find paired with this kind of privacy and land. 411 Glenwood is not a house that asks you to choose between nature and convenience, privacy and walkability, an easy commute and the feeling of being away from it all. It offers all of it at once, quietly, the way the best Woodside properties always have.

Situated on just over an acre on non pass through street, this exquisite traditional home blends exceptional space and privacy with elegant craftsmanship. Timeless architectural details enhance its curb appeal, while a generous layout ensures comfort for everyday living. Enjoy formal living and dining rooms, complemented by a spacious chef's kitchen that flows seamlessly into a large family room featuring a fireplace. The tranquil backyard is a retreat with a pool, spa, and beautifully landscaped grounds offering picturesque views of the Hills. It is ideally situated just minutes from the vibrant downtowns of Los Altos and Palo Alto. This coveted address combines a tranquil country atmosphere near hiking and biking trails at Arastradero Preserve with proximity to Silicon Valley's top employers, acclaimed restaurants, award-winning Palo Alto schools and Palo Alto Hills Country Club.

Rising from one of the highest points of a peaceful hilltop neighborhood near Boulder Creek Golf Club, this beautifully updated single-level home is full of natural wonder. A newly replaced redwood deck wraps 3 sides, inviting long mornings with coffee, evening barbecues, and quiet moments among the trees where deer and owls visit by evening and hummingbirds by day. Inside, an enormous picture window frames a stunning view of Ben Lomond Mountain from the spacious kitchen, appointed with new quartz countertops and a breakfast bar. Two living spaces invite you to gather or unwind: a formal living room warmed by a new gas-insert fireplace, and a wood-paneled den with a classic wood stove. The oversized primary suite offers an en-suite bath with double vanities and a walk-in closet, while two additional bedrooms and a hall bath complete the home. All set on a private corner lot with a gently sloping, shade-filled backyard. Your hilltop haven awaits.

Set on beautifully landscaped grounds with sweeping Bay views, this impeccably maintained Woodside residence offers a rare blend of privacy, scale, and resort inspired living. Thoughtfully designed to balance formal and casual living, the home features a gracious entry introducing light filled interiors with high ceilings, refined millwork, and an elegant flow throughout. The living and dining rooms offer defined spaces for entertaining, while the well appointed kitchen with custom cabinetry, stone countertops, and a central island anchors the homes gathering spaces and opens to the adjacent family room. The family room connects seamlessly to the outdoors, extending daily living into the surrounding landscape. The primary suite is a private retreat with generous proportions, a view deck, and a spa like bath. Three additional bedrooms provide flexibility for guests, office, or extended living. Designed for everyday living and entertaining, the grounds offer expansive patios, a pool, and a covered lounge area. Multiple vantage points capture natural beauty and Bay views, creating a sense of tranquility throughout. Now thoughtfully repositioned for todays market, offering a timely opportunity to secure a premier Woodside residence with convenient access to Peninsula amenities.

This exceptional 2.8-acre vacant parcel presents an extraordinary opportunity in a prestigious setting, offering endless possibilities for building. Perfectly situated beside a magnificent high-end estate, also available for sale at 961 High Road, this property can stand on its own or combine with the neighboring estate for an unparalleled expanse. The vacant land, bordering the Menlo Country Club, offers gently rolling terrain with open meadows, wildflowers, perimeter trees, and views of the East Bay hills. With a serene landscape and conceptual plans for a custom residence and accessory structures, this lot offers a unique chance to establish an exceptional property in a sought-after location. 961 High Road is also for sale.

Views! Views! Views! Calling all developers, investors, and future homeowners. Located in Emerald Hills and perched atop the highest ridgeline above Redwood City you'll find this undeveloped gem. This exceptional property offers nearly one acre (41,337 s.f.) of land across four contiguous parcels. It's a rare opportunity to own one of the last large view properties in all of Silicon Valley. The sweeping panoramic views are truly unmatched. Surrounded by a peaceful, private setting, you'll feel worlds away from the hustle and bustle while remaining just minutes from one of the most economically vibrant regions in the world. Located at the halfway point betweren San Francisco and San Jose. This unparalled property features frontage on two streets, and Municipal utilities are located at the property frontage, offering added convenience for future development. If you're looking for privacy without sacrificing access to town, close proximity to freeways and airports, this is the ideal location. Endless views, exceptional potential, and a setting unlike any other. An adjacent 1.27-acre parcel located downhill is also available for purchase separately, creating an opportunity to assemble an even larger estate or development site.

Prime development opportunity in Los Altos Hills! Bring your architect and builder to transform this highly desirable lot, which offers stunning hill views from the second story. The existing structure is a tear-down providing a blank canvas for your custom dream home or next investment project. Nestled in a private and tranquil location, this is the perfect opportunity for clients looking to build their dream home.

Nestled on a quiet, beautifully wooded lot in desirable Woodside Hills, this meticulously updated residence blends timeless elegance with modern comfort. Light-filled interiors showcase expansive windows, refined finishes, custom window coverings and seamless indoor-outdoor flow. The remodeled chef's kitchen (2019) features a quartz-topped island, custom cabinetry, and premium Thermador, Bosch, and LG appliances, while opening to inviting dining and family spaces. A gracious living room with a redesigned gas fireplace and access to a deck creates an ideal setting for entertaining. Up the grand staircase, a serene primary suite offers high ceilings, dual walk-in closets, and a spa-inspired bath with soaking tub, curb-less shower, and designer finishes. Two additional bedrooms enjoy natural light and peaceful views. Extensively renovated, the backyard presents a resort-like retreat with multiple entertaining areas, a saltwater pool, AZEK decking, stamped concrete patios, gazebo and stone retaining walls and box planters, all surrounded by majestic oaks. Smart home features throughout the home include an EV charger. This exceptional home is situated in a premier, ultra-private location while being close to the Town of Woodside, Redwood City, schools, shopping, dining and Hwy 280.

Nestled on a quiet, beautifully wooded lot in desirable Woodside Hills, this meticulously updated residence blends timeless elegance with modern comfort. Light-filled interiors showcase expansive windows, refined finishes, custom window coverings and seamless indoor-outdoor flow. The remodeled chef's kitchen (2019) features a quartz-topped island, custom cabinetry, and premium Thermador, Bosch, and LG appliances, while opening to inviting dining and family spaces. A gracious living room with a redesigned gas fireplace and access to a deck creates an ideal setting for entertaining. Up the grand staircase, a serene primary suite offers high ceilings, dual walk-in closets, and a spa-inspired bath with soaking tub, curb-less shower, and designer finishes. Two additional bedrooms enjoy natural light and peaceful views. Extensively renovated, the backyard presents a resort-like retreat with multiple entertaining areas, a saltwater pool, AZEK decking, stamped concrete patios, gazebo and stone retaining walls and box planters, all surrounded by majestic oaks. Smart home features throughout the home include an EV charger. This exceptional home is situated in a premier, ultra-private location while being close to the Town of Woodside, Redwood City, schools, shopping, dining and Hwy 280.

Villa Anahid Just completed---architectural masterpiece showcasing 3 above-ground levels ---5 bedrooms, 6 full baths & 2 half-baths, plus a separate 2-bedroom, 2.5-bath ADU w/kitchen and laundry. A sculptural floating staircase spans all 3 levels plus there is an elevator. Dramatic living spaces include an entry level lounge with fireplace, refreshment center, wine cellar display wall, living plant wall, and theater with seating for 9. Second level main living/dining area has motorized retractable glass walls and an onyx-clad fireplace wall. Two exceptional kitchens, one for a personal chef and each with Miele appliances. This level also has a family room open to the kitchen, bedroom suite & fitness center with steam room and large sauna. Top floor primary suite w/tremendous private terrace, three additional suites, spacious lounge, & access to the ADU. Incredible outdoor amenities include a 56-foot pool w/sheer descent waterfall, oversized spa, barbecue center & programmable waterfalls. Smart features throughout plus solar power with 4 Tesla Powerwalls and 5 EV charging outlets. Excellent Las Lomitas schools. This home is close to Stanford University, venture capital centers, SF tech companies & 2 international airports.

Own a remarkable 1.4 acre parcel in Atherton, nestled at the end of a tranquil cul-de-sac. A perfect opportunity to build your dream home without compromise. The lot offers natural beauty and privacy in a park-like setting, creating a tranquil oasis that feels far from the hustle and bustle yet is close to the coveted Las Lomitas school district, prestigious private schools, Highway 280, and nearby shopping districts. Just minutes from Stanford University and Sand Hill Road, this property combines convenience and exclusivity.