luxury house for sale Pescadero, United States

An exceptional Woodside estate set on approximately 6.6 acres, this private 4-bed, 3-bath residence offers a rare opportunity to experience refined living surrounded by nature. Encompassing approximately 2,760 sq ft, the home is thoughtfully designed to capture captivating views of the surrounding mountains & clear across the Bay while providing a serene retreat just moments from local amenities. Soaring ceilings, expansive living spaces create a sense of volume & elegance, complemented by two fireplaces adding warmth & character throughout the home. Generously sized bedrooms offer comfort & privacy, while large windows invite an abundance of natural light. The kitchen serves as a central gathering space, featuring an island, pantry & seamless connection to the main living areas. Indoor-outdoor flow leads to a spacious deck & hot tub, perfect for relaxing & set against a backdrop of tranquil, open land. The grounds offer remarkable privacy & scale w/space to explore & unwind. Additional features include a recently installed Jackery generator, Tesla EV charger, attached 2-car garage & abundant on-site parking. This is a rare offering for the discerning buyer seeking an elegant refuge where peace, privacy & convenience coexist in one of the Peninsulas most prestigious settings.

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.

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.

This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the surrounding natural beauty. High-end functional upgrades include a spacious center island kitchen with adjacent family area & fireplace. A formal dining room overlooking the pond and into the Redwoods. A spacious living room with soaring ceilings and fireplace. A large primary bedroom with a spacious walk in master bathroom and a nice private deck with a hot tub. 2 artist studios / offices. One was used a pottery studio the other was a photographic studio. Outside, the property serves as a private retreat with direct access to local hiking and biking trails. An additional magical feature is the adjacent pond. This provides a magical setting and helps the home create an oasis of peace and tranquility.

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Road and Highway 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 with a half bath on one side, and a guest retreat with kitchenette and full bath on the other. This sets the tone for the home's 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. Additional spaces include two more bedrooms, a library with fireplace, wine room, and mudroom. Owned solar and EV charging (240V) add efficiency. 12,400 square foot lot within the Portola Valley School District.

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.

Set on 8.5 private acres in coveted Half Moon Bay, this beautifully remodeled contemporary ranch offers the rare combination of refined living and exceptional equestrian amenities just minutes from town. The home has been thoughtfully redesigned with a clean, modern aesthetic and an effortless indoor-outdoor flow. A dramatic living room anchored by an architectural steel fireplace opens to serene views of the creek and mature landscaping, while the formal dining area creates an elegant setting for entertaining. The chef’s kitchen is finished with sleek European cabinetry and top-tier appliances including a Gaggenau stove and steamer, Miele dishwasher, oven and refrigerator, and a built-in wine fridge. A spacious family room and dedicated office add flexibility for both relaxed living and working from home. The property is equally impressive for equestrian use. A well-designed barn offers three stalls, tack room and hay storage, complemented by paddocks, an arena, and open pasture. Direct trail access makes it ideal for riders seeking both privacy and immediate connection to the coastal trail system. Additional features include a detached two-car garage and a separate one-bedroom mobile home with kitchen, living room and bath—perfect for guests, extended family, or caretaker use. Gated and peaceful, yet just minutes from the charm of downtown and the coast, this is a rare opportunity to own a turnkey ranch property in one of the most desirable areas along the San Mateo County coastline. Offered at $3,798,000

Located within the gated Ocean Colony community, this spacious 5-bedroom, 3.5-bath residence offers exceptional coastal living just moments from the beach. Beautifully updated and meticulously maintained, the home blends elegant design with comfortable everyday living. The main level features a formal living room, formal dining room, and a chef-style kitchen appointed with high-end appliances and marble countertops. A spacious family room opens seamlessly to the backyard, creating the perfect indoor-outdoor flow for entertaining. The outdoor space includes a patio, cozy firepit, and a private putting green. This level also includes a versatile office or guest bedroom with an ensuite bathroom and a convenient half bath. Upstairs, the expansive primary bedroom suite offers a relaxing retreat with a sitting area, dedicated home gym space, and a luxurious ensuite bathroom with dual vanities and three walk-in closets. Three additional bedrooms, a full bathroom, and a laundry area complete the upper level. Additional features include owned solar panels, Tesla Powerwalls and EV chargers, and a spacious three-car garage. The landscaping is drought tolerant requiring little to no water and very low maintenance. Ideally located near The Ritz-Carlton Half Moon Bay, the beach, and the shops and restaurants of Downtown Half Moon Bay, the home also offers convenient access to Highway 92 for commuting to the greater Bay Area. Residents of Ocean Colony enjoy resort-style amenities including a clubhouse and fitness facilities, pool and tennis, and 36 holes of golf adjacent to The Ritz-Carlton making this an exceptional opportunity to enjoy the best of coastal living.

Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The predominantly single-level floor plan, fully oriented to the spectacular views, with an upstairs primary suite, offers generous scale, abundant natural light, and a seamless connection to the surrounding landscape. The garden and the home create a magical place for exploration, imagination and outdoor play. At the same time, the property presents an exceptional long-term opportunity. The expansive acreage, extraordinary views, and quiet, coveted location provide an ideal foundation for further transformation whether through renovation or the creation of a dream home. The result is a property that offers both immediate enjoyment and significant potential in one of Portola Valley's most sought-after settings.

With five bedrooms, four bathrooms, this home has space and options. The 1.14± acre gated property enjoys level lawn, pool and mature privacy trees. The home is welcoming. They say the kitchen is the heart of the home and this space embodies that. Amenities include quality appliances and extras: six-burner Wolf range, two ovens, microwave and warming drawers, two dishwashers – one for dishes, one for pots and pans. Exceptional storage with pull-out shelving, custom corner cabinets and an appliance lift. The island provides workspace and seating. An adjacent family room has light, a fireplace, and access to the large deck. French doors open to incorporate the formal dining/living rooms into this space. Beamed ceilings, a fireplace, hardwood floors, a wall of windows and doors allow you to access the deck, to enjoy the view and host large gatherings. With a private entry a flexible, bookshelf-lined space could be an office, au pair or guest suite. There are two primary suites: three additional bedrooms plus an office. The upper-level has the second primary and includes a bonus room for an office/nursery/or workout space. There is a bedroom off the family room (ideal for guests). Great Portola Valley location: close to local shopping, Alpine Hills Swim & Tennis club, The Alpine Inn, excellent Portola Valley schools, and just four minutes to Highway 280.

Thoughtfully designed for comfort, functionality, and connection to nature, 360 McGaffigan Mill Road features wood-clad vaulted ceilings, abundant natural light, and a spacious, inviting kitchen with generous storage and workspace, perfect for gathering and entertaining. The luxurious primary suite is a true sanctuary with a spa-like bathroom, two large closets, and direct access to a private back deck and hot tub. Upstairs, a loft bedroom serves as a junior suite with its own en-suite bathroom. A well-appointed laundry room with ample storage leads to a charming full guest bath featuring a clawfoot tub and deck access. Outdoor living shines with a massive wrap-around deck totaling approx. 1669 sq ft, ideal for relaxing or entertaining. The property includes a 1944 sq ft garage, larger than many homes in the area with a full bathroom, plus a 676 sq ft carport, two additional covered parking areas, RV parking, and a large paved driveway. Mature gardens offer ornamental beauty and food production, supported by a heated greenhouse. Additional highlights include fully owned solar, excellent sun exposure, and convenient access to Silicon Valley and highly rated local 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 blend of modern design, artisanal craftsmanship, and an intimate connection to nature. Reimagined through an extensive down-to-the-studs renovation, every detail has been thoughtfully curated to create a home that feels both elevated and deeply personal. Walls of glass frame ever-changing views of the surrounding landscape, while soaring ceilings and clean architectural lines invite natural light to pour through the interiors. 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, serving as both a design centerpiece and gathering place. The kitchen and dining areas flow seamlessly to expansive outdoor decks, creating effortless indoor-outdoor living. A cantilevered breakfast nook captures the morning light, offering a serene place to begin the day as the hills awaken beyond. The primary suite is a private sanctuary, oriented to the east to welcome soft sunrise views. Custom book-matched eucalyptus paneling, a spa-inspired bath, and a steam shower create a retreat-like experience, where nature becomes part of daily living. Designed for both quiet moments and elevated entertaining, the home reveals multiple spaces to gather and unwind—from sunlit terraces to intimate interiors enhanced by a whole-home sound system. Outdoors, mature oaks and curated landscaping surround the property, while a hilltop spa offers a peaceful escape beneath the stars. With all-new systems, advanced lighting controls, and bespoke finishes throughout, this is a home where design, comfort, and setting come together in perfect harmony—just minutes from downtown Los Altos and the heart of Silicon Valley. FEATURE HIGHLIGHTS Down-to-the-studs renovation with all-new systems Sculptural cold-rolled steel fireplace (custom fabricated) Quarter-sawn French oak flooring throughout Custom book-matched eucalyptus millwork Lutron lighting + whole-home Sonos sound system Cantilevered breakfast nook with sunrise orientation Spa-inspired primary suite with steam shower Expansive decks + seamless indoor-outdoor flow Hilltop spa with panoramic views EV charger + modern infrastructure throughout

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been wonderfully maintained, boasting all ensuite bedrooms, a study, gym, and media lounge with full bar. Enjoy a sensational master chefs kitchen, ultra-luxurious primary suite, multiple fireplaces, surround sound, and ground-level guest/au pair quarters. Superb details include graceful turrets, round windows, soaring ceilings, gorgeous hardwood floors, and extensive millwork throughout. Outdoor retreats abound with amenities like a barbecue island, fireplace, paver terraces, wisteria-laden pergola, raised beds, and more. Moments from shopping, dining, trails, and breathtaking scenery, this piece of bucolic paradise is nestled near tech and venture capital centers, and only ~ 30 minutes from SFO and SJC. Excellent Portola Valley Schools. Property is on sewer giving a buyer full use of the lot. Main residence 5861 sq ft, guest house 732 sq ft=6593 sq ft Plus 888 sq ft garage.

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.

Classic architecture & beautifully curated grounds define this inviting Woodside home set on more than one-third acre moments from the town center. Stone-clad exteriors, newly planted lawns, & a picture-perfect approach introduce interiors that are warm, welcoming, & thoughtfully designed for everyday living. Natural light fills the home through expansive windows, hardwood floors, detailed millwork, & a floor plan that offers both openness & comfortable separation of spaces. Main living areas transition easily from formal rooms to casual gathering spaces, welcoming family room & well-appointed kitchen designed for both function & connection. Lower-level recreation/media room adds flexibility for entertainment or office use. Privately located primary suite with jetted tub & steam shower, bedroom with its own outside entrance & adjacent bath ideal for guest quarters. Outdoor living is a central focus, with a large arbor-covered deck extending from the home & terraced grounds below featuring a play area & garden spaces, all enhanced by refreshed landscaping. Located on a cul-de-sac street in the Woodside Glens neighborhood, with acclaimed Woodside School & offers a combination of traditional appeal, updated comfort, & an exceptionally convenient setting with a true sense of retreat.

Walk, run, ride, wheel to the beach (no car needed) from this spacious 4-bedroom, 3-bathroom residence with 2,876 square feet, including the Legal ADU, (1 bedroom, 1 bath, 750 sq ft) offering ample room for comfortable living. The heart of the home is the exquisite kitchen, featuring high-end amenities such as a six burner WOLF gas range, granite countertops, a double oven, and an island with a sink. It's fully equipped with a dishwasher, exhaust fan, garbage disposal, ice maker, microwave, and refrigerator, making it perfect for culinary enthusiasts. This home is designed with radiant floor heating to provide warmth during cooler months, creating a cozy atmosphere, complemented by a beautiful fireplace. The flooring throughout the house adds to its elegant appeal. Laundry is conveniently located inside the home, ensuring ease and efficiency. The property also includes a 2-car garage for secure vehicle storage. Situated in the Cabrillo Unified School District, this home is ideal for anyone seeking a vibrant community. Don't miss the chance to make this exceptional Half Moon Bay property your new home.

Welcome to Cypress Cove, a sought-after coastal community. This beautifully updated three-bedroom, three full bathroom home features a bright open layout, vaulted ceilings, hardwood and marble floors, and newer carpet in the bedrooms. The chef’s kitchen impresses with a Barazza four-burner gas cooktop, oversized stainless steel sink, Miele oven and dishwasher, and a premium Liebherr refrigerator. Spacious primary suite features a walk-in closet and a spa-glass shower with skylight. Enjoy multiple living areas, a private deck, and an abundance of natural light throughout. Additional highlights include a cozy fireplace, recessed lighting, a laundry closet with a washer/dryer, and an attached two-car garage with an additional 9' x 18' bonus storage room. Located minutes from the ocean, hiking trails, and charming downtown amenities, this residence combines modern convenience with a serene lifestyle.

Coming Soon! Regally positioned in complete privacy on approximately three acres, this palatial residence conjures images of European grand manors. Masterfully crafted with unparalleled quality, the estate presents luxurious grandeur and sumptuous comfort in equal measures. From the magnificent entrance with multiple water features and impressive porte cochere to the lavishly appointed interiors, the ambiance is decidedly elegant and glamorous. Vast expanses of richly veined marble or Brazilian walnut finish the floors, crown moldings are uniquely appointed with unmatched detail, and lofty ceilings showcase dazzling German chandeliers. Grand formal rooms are complemented by a more relaxed family room adjoining a tremendous gourmet kitchen, a cherry paneled office is fit for any executive, a twelve-seat theatre, and wine cellar awaits your collection. Outside, the grounds are truly resort-inspired with an infinity edge pool and spa, amazing entertainment terrace lined with European statuary, barbecue center, and breathtaking grounds.

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.

Set on more than 2.7 acres at the end of a private lane, this classic traditional home offers exceptional space, privacy, and long-term potential. Cobblestone-clad accents and timeless architectural details lend enduring curb appeal, while the home’s generous scale provides a comfortable setting today for everyday living along with a meaningful opportunity to transform in the future. Formal living and dining rooms, an eat-in kitchen, and a spacious family room with cathedral ceiling precede a separate wing with five bedrooms, including the primary suite. The substantial acreage defines the property, with wide-open areas ideal for recreation, gardens, or future enhancements. Access to highly regarded Palo Alto schools further strengthens the appeal. Size, privacy, and exceptional land come together in a property that offers both immediate livability and lasting potential. FEATURES • Classic architectural appeal at the end of the lane • Approximately 2.763 acres (118,986 square feet) • Abundant natural light with 13 skylights • Freshly updated with new carpet • Formal living and dining rooms • Eat-in kitchen and spacious family room • Expansive deck spans one side of the home • Sweeping lawn and meadows surround the home • Attached three-car garage • Just three miles from the Los Altos Village

Extraordinary residence on 5.32 acres with opulence and European inspiration at every turn. Impeccably crafted by renowned builder Markay Johnson in 2014 on a private gated lane with gated driveway and sweeping views of San Francisco Bay. Lavish beauty throughout the home with hand-selected marble from Milan, elaborate millwork, Doric columns, intricate carvings, and gilded details. All-marble staircase with hand-forged railings leads to the upper level with formal living room, formal dining room, tremendous kitchen, family room, office, plus grand primary suite with 2 full baths. 3 luxurious bedroom suites plus large office and conference center make up the ground level. Breathtaking views from every room on both levels. Elevator in the main residence. 1-bedroom pool house and studio guest house, each with bath and full kitchen. Sparkling pool and spa plus fireplace terrace for idyllic entertaining in complete privacy.