Luxury houses for sale Pescadero, United States

Nestled amongst an expanse of coastal valleys and ridges, this legacy 162+ acre ranch, which has been in the same family for nearly a century, can now be yours. The property features a large country home, barn, workshop, huge pond for swimming and fishing and an unofficlal, but well used air strip. Western views of the ocean are spectacular - especially the sunsets! Designed and crafted by the artisan owners in 1983, the house is a statement of simplicity and ingenuity. The well thought-out floor plan, is appx 4230 square feet with views that will take your breathe away. Hand-crafted doors and windows, open beams and wood paneling hewn from locally sourced wood, contribute to making the house not only comfortable and liveable, but also, exceptionally unique. The home features 4 bedrooms, 3 full and 1 half baths. The spacious sun-drenched, country kitchen has a large area for dining and looks out over the gardens up to the Langley mountain range. The formal dining room features the same warm wood panelling as the kitchen and has views to the ocean, pond and gardens. The terraced courtyard is accessed from either the dining room or the main entrance - great for entertaining - showcasing the same spectacular ocean views. Upon entering the expansive, yet welcoming living room, you will feel the memories, the music and the artistic inspiration plus the infinite possibilties for enjoyment and relaxation. The cozy library off of the entrance hallway could also be used as a guest room, with full bath access. The second level features the additional bedrooms and baths. An unfinished basement with laundry has exterior access and plenty of storage. Boasting one of the best fishing spots in all of Woodside, fishing as well as swimming, kayaking, canoeing, paddle-boarding or simply relaxing on the wooden dock, are all activities that can be thoroughly enjoyed on the property's magical pond. The country home exudes personality and happiness. The ranch is right out of an old Western movie yet minutes to Sand Hill Road and Stanford. Williamson Act allows for large property tax savings.

One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the 10+ car garage to a viewing room at the top of one of the turrets. Personal quarters include multiple apartments plus tremendous, dedicated office space. The barn is a matching masterpiece with both buildings hand-crafted by local and international artisans with individual details taking up to a year to complete. Magnificent grounds include a 4-tee golf practice area, RC car track, resort-inspired pool and spa, and direct access to miles and miles of hiking and equestrian trails in bordering Wunderlich Park. Woodside or PV schools. 17 minutes to Woodside town center.

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.

Coming Soon! Located in the sought-after Woodside neighborhood of Skywood Acres, this magnificent three-level home offers breathtaking panoramic views of the Bay and City Lights. With a compound-like setting, privacy and stunning vistas of The Peninsula and Bay are ensured. Spanning approximately 5,500 square feet, it accommodates large families and remote work with two offices. The well-designed layout includes a spacious kitchen, separate dining and family rooms, a library, and an office. The ground floor features four bedrooms, including two primary, one with a balcony, and five luxurious bathrooms. Remodeled baths and kitchen blend elegance and contemporary flair while preserving the Spanish architectural theme. The third-floor office provides inspiring views from San Fransico to San Jose. This Skywood Acres residence combines luxury, comfort, and mesmerizing views for a serene retreat. La Honda Winery manages the vineyard and produces quality wine! Make this your Home Sweet Home!

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.

New engineering & architectural masterpiece on 6.6 acres of complete privacy for those seeking absolute discretion. Architecture by award-winning Swatt Miers & top-end construction. 360-degee views of the Bay, East Bay hills, Windy Hill, and western mountains. Over 11,000sf of total space with 3 levels with elevator and seamless indoor/outdoor transitions with disappearing glass walls. 6 bedrooms, 2 lounges, office, family room/kitchen, recreation room with bar, theatre & wine cellar, plus detached ADU also ideal for fitness center or remote office. Detached 4-car garage and significant off-street parking. A world-class destination for luxurious living as well as corporate and/or professional events with vast level grounds, infinity edge pool, and amazing rooftop deck with breathtaking vistas. Midway between San Francisco and Silicon Valley. Minutes to shops, restaurants and Hwy 280. Excellent Portola Valley schools.

Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 - acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, and softly illuminated by chandeliers from Spain. Designed to perfection for toady's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen and a seamless flow to the loggia and vast private grounds. Five bedroom suites, including for both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and a sauna. the estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, and expansive lawns and meadows. Located in one of the country's most exclusive zip codes, nearby Venture capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

3 level acres Prime Central Woodside with a very nice single level Ranch home and accessory structures. Pinot and Merlot wine vineyards which can be easily removed for a larger yard. Very convenient location near central town and commuting. Excellent Schools. Surrounded by larger estates of much higher value.

Portola Valley's Finest! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

Situated on nearly 12 acres of flat, tranquil, private land, Villa del Prato comprises three structures, each fit for purpose: a 12,000-square-foot family home; a 6,500-square-foot entertainment or business building; and a 2,000-square-foot pool house for a total of more than 20,000 square feet of livable space. Built in 2021 and designed by the award-winning team of Andrew Skurman and Suzanne Tucker, there is no other property like it in Portola Valley or the Bay Area. Inspired by classical Italian villas, the stunning four-bedroom family home (with five full baths and two powder rooms) is the heart of this grand estate. Featuring airy indoor-outdoor loggias, soaring 20-foot ceilings, arching windows, walnut interior finishings, and elegant stonework, the home evokes the Tuscan countryside. Outside, mahogany rafter tails, solid Italian stone columns, and antique clay roof tiles show care and consideration in craftsmanship. Radiant under-floor heating and smart-home controlled HVAC systems ensure year-round comfort. The two-level home offers unique amenities, including an elevator, bespoke eat-in kitchen with spacious island and walk-in pantry, 3,500-bottle wine cave, family room with raised stage, and a 900-square-foot dressing suite designed to resemble a Chanel boutique that doubles as a safe room, with bullet- and bomb-proof glass, walls, and doors.  The master suite occupies its own wing, complete with a luxurious his-and-hers bathroom, soaking tub with ceiling-height windows, well-appointed home office with built-in storage, and private loggia. A breathtaking spiral staircase leads to the lower level and two dressing suites. Beyond the main home, the pool house offers a tranquil retreat for guests or your teens. Enjoy a fully-equipped gym, stunning Great Room with 16-foot ceilings and a gourmet kitchen, plush bedroom, laundry room, and two full bathrooms. Outside, a resort-style pool and expansive, private grounds round out the feeling of a five-star hotel experience. The property is subdivided into three plots, though no gates or walls split the compound. Each building comes complete with its own address, as well as separate mechanical systems infrastructure, backup propane and power generators, and irrigation wells. Additional modern amenities include: hospital-grade HEPA filters for year-round clean air (including during fire season); gated entryway, state-of-the-art video security, and commercial skyscraper-quality materials for a secure exterior; and elaborate audio-visual architecture, including 24 app-controlled audio zones for an immersive sound experience. Five garages make this sprawling estate a car-collector’s dream. The entertainment/business building offers a unique opportunity for customization. Fully fitted out with electrical, plumbing, HVAC, and other key systems, the elegant structure is a playground for your imagination. Picture it as a ballroom, home office, conference center, staff housing, or launchpad for your next startup. The lower level includes space for a 7,500+ bottle wine collection and, with nearly 12-foot-high ceilings, could even act as a nightclub. Villa del Prato is a rare jewel ready for its next owner. Enjoy the feeling of your own boutique hotel in a rural oasis, just minutes from the bustle and commerce of Silicon Valley.

Serene and active lifestyle you dream of: mountain and valley views from each room! Hobby vineyard! Golf course adjacent! Neighborhood access to Foothills Park hiking trails! A custom-milled front door greets you and reveals a dramatic entry and living room with vaulted ceiling, large picture windows, stacked stone fireplace, random plank hardwood floors, and sunny views to the south bay. Hardwood floors extend into a generous-sized dining room with large picture window. The remodeled open-concept kitchen/family room area features granite countertops, high-end stainless steel appliances, recessed lighting, painted cabinets, built-in desk, and breakfast bar. The family room area opens to flagstone-clad front patio with fountain. An enormous primary suite retreat features newly updated bathroom with soaking tub, walk-in closet, romantic free-standing fireplace, and private deck. There are three additional large bedrooms, two updated bathrooms, and a nice laundry room. Parking options abound with oversized garage, generous lower driveway, and front entry circle driveway. One acre gently sloped lot features Cabernet Sauvignon, Cabernet Franc, Merlot and Pinot varietals. Approximately 400 mature vines originally planted in 1981 (with graftings added 1990's-2012) and annual production 600-1,200 lbs. Palo Alto schools! Palo Alto city services and utilities (not PG&E)!

Nestled in the prestigious enclave of Los Altos Hills, this expansive 2.7-acre estate presents a rare opportunity to own a piece of paradise with magnificent views of the bay and rolling hills. This remarkable residence offers a tranquil retreat with its panoramic vistas that capture the essence of Northern California's beauty. The property's generous acreage affords privacy and serenity, set amidst a picturesque landscape of mature trees and natural greenery. The existing home, visible from an aerial perspective, is a testament to classic architecture, with the potential to become your custom dream home. The exceptional Los Altos Hills location combines the best of both worlds — a peaceful countryside setting and proximity to the vibrant communities of Silicon Valley. Residents can enjoy the quiet life within their expansive grounds while being just a short drive from world-class dining, shopping, and entertainment, as well as tech hubs and excellent schools. This is more than a home; it's a lifestyle offering — with ample space for a future guest house, private vineyard, or a garden oasis. Whether you seek to sculpt the existing structure into a modern marvel or to craft an entirely new vision, this property is a canvas for your aspirations. Experience the allure of the bay's shimmering waters and the tranquility of the hills. This Los Altos Hills jewel is a haven of potential, waiting for a discerning buyer to realize its full splendor. **Some photos of this property have been Virtually altered.**

Designed by William A. Churchill and inspired by Frank Lloyd Wright, this home is an extraordinary architectural masterpiece. One of the most sophisticated living and entertainment homes in Silicon Valley. Privately located on 3.38 gated acres, the expansive entry is surrounded by a professionally managed vineyard of over an acre of Pinot Noir, Cabernet Sauvignon and Vermentino grape varietals. Inside the home, the open floor plan, 35-foot ceilings and extensive windows allow for great flow and for the beauty of the outdoors to be a part of your everyday living. Teak walls, floors and ceilings create a serene, clean look for the residence. A welcoming atmosphere for intimate family living or large group entertaining. The approximately 8,660 square foot home features five bedrooms and six full and two half baths. The primary bedroom suite is a stunning retreat with a fireplace, secluded outdoor terrace and dramatic ceiling. Adjacent the dressing and relaxation area is a work of art with ample closet space, two full bathrooms, two walk in closets, and a shared elevated jetted tub. Each of the additional bedrooms have unique features such as ceilings of glass, views of the gardens and large adjoining bathrooms. The living room area is set apart for quiet gatherings and further views of the magnificent grounds and Santa Cruz Mountains. Adjacent for entertaining is five seat wet bar and game area. Adjacent library/office includes hand crafted bookcases and fireplace. A spectacular formal dining room is a striking feature of the home. With built in modern cabinetry and beautiful walls of glass bringing light and nature to the room. An inviting, open kitchen has granite counters, a commercial SubZero refrigerator with glass doors, top of the line appliances and a spacious breakfast nook. The large, comfortable family room is adjacent for easy indoor/outdoor living. The outdoor entertainment area is designed to capture the unobstructed western hill views and includes a cascading pool and spa, verandas, barbecue and dining areas. Outside space is peaceful with quiet spaces throughout the property and includes an expansive grass area, garden vegetable planters and basketball hoop. The home is complete with a private spa/massage room, wet and dry saunas, gym room, and a private entry office with kitchen and bath. There is also a temperature controlled wine cellar for 1,000 bottles, four wood burning fireplaces and four car garage with EV charger. Las Lomitas schools. An entertainer's paradise with a resort like experience.

No expenses were spared in architectural design and finish for this bespoke custom-built home, available to purchase now prior to completion this summer. Modern architecture adorned by towering heritage greenery—flanked by soft capacious lawns—intentionally frames unobstructed city light views over the San Francisco Bay, a nearly unheard-of offering in the prestigious community of Atherton. A layered mix of warm, rich woods, hand-selected imported Italian stone, and luxurious neutrals complement the bright, airy flow of this beautiful open-concept residence; it is beyond compare. Elevated living in energy efficient clean and healthy systems from a hospital grade clean air HVAC system to organic finishes, and Shou Sugi Ban cladding. Created by award-winning architect EID, it will completely blow away all of your expectations. Just under 13,000 square feet all in.

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.

This property offers timeless luxury and exceptional privacy beyond a gated entrance at the end of a private lane. The impressive two-story home is surrounded by expansive grounds spanning approximately two acres with a significant opportunity to add amenities like a tennis court, pool, car collector's garage, accessory dwelling unit, and vineyard. A generous maximum development area of 25,839 square feet allows for redevelopment of the home as well. Custom built and on the market for the first time, the home exudes a Mediterranean ambiance with gracefully arched tall windows. Inside, grand formal dining and living venues lead to a spacious kitchen, breakfast area, and a dramatic two-story family room. There are five bedrooms, a custom office, and four and a half baths arranged over the two levels. An attached four-car garage with built-in storage and electric vehicle charging adds the finishing touch. Classic and elegant, this property offers abundant potential in a close-in location with access to acclaimed Palo Alto schools. (Note: some of the interior and exterior photos have been virtually staged to showcase the potential options)

This elegant Los Altos Hills home sits on an ideal, close-in location with spectacular views spanning from downtown San Francisco to the South Bay. Classic and timeless, with mid-century modern inspiration, this stunning home offers impressive living square footage on a private lot of approximately 46,174+/- SF. Walls of windows, soaring ceilings and sliding glass doors create a graceful feeling of true indoor-outdoor living. The homes 7 bedrooms, media/workout room and 4.5 baths are ideally arranged over multiple levels for the utmost in flexibility. New 200 Amp electrical panel, paint and updated landscaping. Top Los Altos Schools include Bullis Gardener, Egan Middle and Los Altos High.

Nestled in the prestigious Emerald Hills neighborhood, this stunning four-bedroom, two and a half-bathroom home offers breathtaking views of South Bay and a thoughtfully designed layout for stylish living and entertaining. The light-filled open floor plan creates an inviting atmosphere, starting with the formal living room featuring a cozy fireplace that flows into a spacious dining area. The generously sized kitchen, complete with a charming bay window, provides serene views of the backyard and patio. The step-down family room, warm and welcoming, is ideally located next to a well-appointed half bathroom and a conveniently situated laundry room. Upstairs, the private primary suite offers a true retreat, while three additional, spacious bedrooms share a full hall bathroom. The beautifully landscaped backyard offers multiple seating areas, ideal for relaxation or hosting gatherings. Enjoy sweeping views and peaceful moments on the patio, an outdoor oasis for unforgettable evenings.

Coming Soon! Recognized as one of the most majestic estate homes in Los Altos Hills, this property exudes European grandeur with a focus on lavish entertaining both indoors and outdoors. The property's gated entrance and motor court create a commanding first impression with details that include carved balustrade railings, water features, and massive iron and glass front door. The homes architecturally distinct floor plan integrates the front entrance with the opulent interior living spaces, arranged around a central courtyard and leading to the beautifully landscaped grounds. An infinity-edge pool, spa, fireplace, and barbecue center set the stage for magnificent outdoor gatherings. Each room showcases meticulous craftsmanship, featuring ornate ceiling designs, plaster walls, sophisticated lighting, grand fireplaces, and custom cabinetry. The main residence has six bedroom suites, two offices, a lounge, and eight and a half baths, complemented by a one bedroom, one bath guest house. Adding to the estate's allure are the lower-level recreational room, fitness center, theater, and wine cellar, alongside an attached six car garage. A pinnacle of luxury and Old World sophistication, this unparalleled property offers close-in convenience and with access to excellent Los Altos schools.

This gorgeous, spacious contemporary home is nestled atop the trees of verdant Emerald Hills, an unincorporated town between Woodside and Redwood City and close to 280. With sweeping Bay views all the way to Mt. Diablo, this much luxury at this price has to be seen to be believed. Set between two greenbelts, the privacy is unbeatable. Beautiful landscaping, a hot tub with a view, and an expansive back deck make indoor-outdoor part of life. Tasteful, open-plan, and sophisticated, there are 12-foot ceilings throughout, wood, stone, and carpet floors, skylights and light-flooded windows. On the ground floor, there is a large family room, 3 bedrooms and 2 bathrooms (1 en-suite) along with a laundry room, mudroom, and grand staircase. The main stairs leads to the living areas on the second floor, with a wall of windows, two large living rooms (both with gas fireplaces), a dining room, and a gourmet kitchen built for chefs. Also on this floor is the vast master bedroom with a gas fireplace and en-suite bathroom with shower, jetted tub, and two walk-in closets. Multiple outdoor spaces are accessed from this level. On the third level, there are 2 additional bedrooms (or offices) with a full bath, a library area, and access to another outdoor patio and the hot tub. Close to many great hiking trails (Edgewood Park ¼ mile away, dog-friendly Pulgas Ridge 3 miles), and 1 mile to the award-winning Roy Cloud Elementary School. 7 minutes to 280, 8 minutes to Whole Foods and 12 minutes to 101.