luxury real estate for sale Pescadero, United States

Island Farm presents a unique and unparalleled opportunity to own 564 acres conveniently accessible to Silicon Valley. This extraordinary estate has been under the stewardship of a single family for over a century and has graciously welcomed numerous dignitaries and notable figures throughout history. 5 parcels in total, Riparian water rights; 6 cottages, multiple barns and outbuildings, private reservoir, picturesque pond around main cabin, 86 acres of redwood forest, abundant wildlife, paved driveways, 2 locked front gates, high coastal hills with Pacific Ocean views and a beautiful spring-fed, year-round creek. Set amid San Gregorio's mild year-round climate and natural splendor with its rugged cliffs, sandy beaches and captivating wildlife just moments away from this magnificent property.

Escape to the country coastal lifestyle just two minutes from the sandy beaches of the Pacific Ocean. Spanning 19 acres of mostly level grounds, this pristine property offers opportunities for organic farming and equestrian pursuits and has private access to Tunitas Creek with direct trail to the ocean. At its heart lies a stylishly designed home where contemporary elegance seamlessly unfolds. Towering ceilings, expansive windows, and an open floor plan create a modern ambiance. Fine hardwood floors, cable-strung stair railings, and exquisite tile and quartz finishes enhance the allure. The gourmet kitchen and separate wine bar anchor the flowing public spaces and a vast front deck with built-in heaters welcomes al fresco enjoyment. There are 4 bedrooms plus an ocean-view office or 5th bedroom. The main-level primary suite has a spa-inspired luxe bath plus there are two bedrooms in a separate wing with a large living room making it the perfect quarters for extended family. Three detached units serve as possible future living spaces or for office/storage needs now. Equestrian amenities include a 6-stall barn, fenced corrals and arena, plus a vintage barn. Two acres of organic farmland await cultivation and water is plentiful with four wells. Just 10 minutes away, find world-class golf, the Ritz Carlton, and charming downtown Half Moon Bay with boutique shops and restaurants. Whether cherishing the tranquil privacy of everyday life or escaping city life for coastal living on the weekends, this property offers the best of California living just one-half hour from the San Francisco Peninsula. At a Glance • Luxe contemporary style home 2 minutes from the beach • Approximately ~ 19.06 acres (18.93 acres + 0.1375 acre easement) • One-quarter interest in shared 0.55 acre easement to enchanting Tunitas Creek culminating at the Pacific Ocean • 4 bedrooms, office or 5th bedroom, and 3.5 baths, including 2-bedroom, 1-bath guest quarters • Approximately 3,345 square feet of living space • Detached studios, with plumbing in place, for potential future living quarters, office space, and/or workshops • Equestrian facilities with 6-stall barn, workshop, fenced corrals and potential arena space, plus large vintage barn • Approximately 2 acres of organic farmland • 4 wells plus creek with pump • Just 10-minute drive to quaint downtown Half Moon Bay with boutique shops and restaurants

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.

Interesting opportunity to build on this peaceful oak-studded parcel. Sun and shade, flat and grade, seasonal creek, this land could be the location for your estate home or quiet get-away. 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 adjacent to this property. Seller has 2 lots for sale (0-220 and 0-250) and the actual address is not yet determined. Land has been surveyed and septic perc tested. Electric pole on site and area should have plentiful water for a well. 1 mile from Thomas Fogarty Winery.

Interesting opportunity to build on this peaceful, sun-drenched parcel. This land could be a great location for your estate home or quiet get-away. 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 adjacent to this property. Seller has 2 lots for sale (0-220 and 0-250 Heacox) and the actual address is not yet determined. Land has been surveyed and septic perc tested. Plans available to prospective buyers. Electric pole on site and an old well. Miles of trails and open space. 1 mile from Thomas Fogarty Winery.

Welcome to The Lake House! This beautiful, 6 bedroom, 8 bathroom house sits on 4.2± acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla powerwalls. An outside gym - a Kenguru Pro Fitness Workout station, dog run, and custom-built tree house are all located on one side of the property. Upon entering the front door, the captivating views draw you immediately to the upper terraces. On the main level of the home, there are 3 en suite bedrooms and a separate office with full bath, along with the living/dining room, eat in kitchen and family room. The lower level has a secondary prime bedroom with large bath and closet area. Two bedrooms with a shared bath. A safe room, and a small theater room with a full bath, and a large family/playroom supported by a secondary kitchen area. There are over 4000± sq. ft. of floating deck designed terraces featuring slate squares. A built in fire pit with a level for comfortable seating allows one to enjoy the sunsets over the valley. The stucco walls are finished with Brazilian ipa wood accents and ceilings under the first floor decking. There is an attached 2-car garage and a detached 2-car garage. 2 EV outlets. Private 20,000 gallon water tank with dedicated hydrant. The private lake provides an ideal spot for swimming, fishing, or just relaxing in the sun. Walk the trail around the lake and relax in your own private redwood grove. Enjoy the privacy and tranquility of country living, with access to an extensive trail system, and still be able to quickly access the flats - only 3.9 miles from 280. Portola Valley schools.

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!

This stunning Portola Valley gem is set back from the street on almost one-third acre. Beautifully updated, this move-in ready home boasts one-level living with a level yard in the front and a private terrace in the back. Inside, newly refinished hardwood floors, an updated kitchen, and bathrooms with designer touches throughout provide elegance and style throughout the tastefully appointed country home. Expansive windows provide abundant natural light into the living spaces. The finished garage offers additional play and storage space with potential for a family room. The gated front motor court provides plenty of parking. The level yard, fresh landscaping and new pavers make it perfect for entertaining and outdoor activities. Additionally, the home's sizeable lot provides various expansion options. Conveniently located near Highway 280 and Sand Hill Road venture capital centers, this home is perfect for commuters. Close to Portola Valley schools, Village Square, the library, the Farmer's Market, and trails on the Woodside/Portola Valley loop, it is a true Portola Valley gem!

Rare 3.3 level acres-perfect for a family compound with multiple structures for the ultimate in flexibility of use and all in a fabulous close-in-location. Comprised of several buildings with the opportunity to create a family compound, conference center, or both, the entire estate blends Spanish Revival architecture, with signature red-tiled roofs, and sleek modern interiors. Espresso-hued hardwood floors, towering sky-lit ceilings, and entire walls of glass imbue the home with sophisticated style and brilliant natural light and all on an exceptional setting. Main home with 4 bedrooms and 5.5 baths, including a 2-bath primary suite. Impressive open concept kitchen with vaulted ceiling opening seamlessly to the family room with multiple doors to the impressive grounds. Detached office/conference center/recreation structure with 1 bedroom and 1.5 baths. Attached fitness center/recreation room with 1 bath and sauna. Detached guest house,1-bedroom, 1-bath with full kitchen. Two three car garages for a total of 6 garage spaces. All inclusive approximately 10,066 square feet-buyer to verify. Incredible value and opportunity with excellent Portola Valley Schools, perimeter trees, sparkling pool, gated estate-a must see.

Move in condition and lovely views of the western hills. The home's versatile floor plan (officially three bedrooms and four bathrooms) includes an expansive lower level with a large family room, extra storage area, and a large guest/au pair suite or second home office. The main level has an open living, dining, and kitchen area, the primary suite is amazing featuring: a gas fireplace in the bedroom, a small private deck with views, a large primary bathroom with a large glass shower, two vanities, spacious dressing area, and a huge primary closet. Also on a third level and in the primary suite area is a stunning office with views western hills and a private deck. You'll never go back to the office once you've worked here! Two other bedrooms and bathrooms are on this same level. The kitchen is a large entertainer's island kitchen with state-of-the-art appliances. The living, dining and kitchen area opens to a new Trex deck which boasts expansive views. The lower level offers a spacious family room with a fireplace, a full bathroom, and a large storage area. Also on the lower level is an au pair or guest suite. Wonderful views from the hot tub off the family room. A two car garage is located off the family room. The home has solar panels and three Tesla batteries, as well as EV charging.

Embrace breathtaking views from the mid-century modern rustic home in prime Westridge location of Portola Valley. Set on ~2.5 private acres, this gem is a blank canvas for the creative buyer. Great layout with good-sized rooms ready for personalized improvements. Ideal location with top-rated Portola Valley Schools. Incredible value!

Undeveloped parcel in prime location in central Woodside set amongst estate properties. Currently used as vineyard and adjacent to 211 Winding Way that is being offered for sale. Endless possibilities to create your own compound and vision. Stately trees and gentle knoll with loads of sunshine.

The allure of nature seamlessly intertwines with architectural brilliance at this exclusive vineyard estate on one of Woodsides most esteemed streets. Spanning over 4.399 acres, with the possibility of purchasing the adjacent lot of 3 acres for a total of 7.4 level acres, the entrance sets the tone of what lies within with an organic setting that begins with a serene lily pond and interconnected waterways with architecture by Atelier Ugo Sap of San Francisco and built by Van Acker Construction whose detail work is undeniable. The grand formal living room an antique mantelpiece adorn the wood burning fireplace and formal dining room grace the home for large gatherings. Dedicated office with fireplace, impressive open kitchen, breakfast and family room. Two levels with elevator, 6 bedrooms including luxurious primary suite, 6 full baths, and 2 half-baths including two main-level bedroom suites. Rustic-designed 1 bed/1 bath pool house with luxurious spa and kitchen. Additional structure for flexible use as gym, office or guest house with kitchenette and bath. Sparkling pool and magnificent grounds. Approximately 11,650 total square feet including 3-car garage. Cultivating wine, jam, honey and olive oil from the property. Acclaimed Woodside Elementary School and convenient location.

This secluded, gated 2.96+/- acre property has three bedrooms, three bathrooms in the main home, and a stunning separate art studio/office with its own driveway. This contemporary home offers a seamless integration of home and nature. The vaulted ceilings soar at approximately 14 feet. Skylights and oversized windows and doors provide natural light and an effortless flow to the natural surroundings— providing inspiration. The living room has a fireplace and sets of doors on both sides that open to patios. A nearby office with built-ins is a few steps up. The formal dining room is surrounded with windows and doors. This allows you to expand entertaining to the outdoor areas. The eat-in kitchen offers sleek maple cabinetry— and lots of it. Stainless steel appliances provide a chef with the right tools. There is a pool, and nearby lower-level apartment or exercise space, with a full bathroom and kitchenette. Located in the desirable Westridge Neighborhood, this home is the epitome of Portola Valley living and is just a short distance to the global financial and tech centers on Sand Hill Road. Highlights: Main Home • Desirable Westridge Neighborhood. Close to Highway 280 for easy access to San Francisco and Silicon Valley. • Three bed, three bathroom, with office, 4320+/- square foot main home. • Lower level au pair/guest apartment with a private entrance, Murphy bed, full bath, kitchenette, and storage. Wall of windows and doors open to a patio overlooking the pool. Pool has shade cabana. • Spacious living room with fireplace, and refinished maple floors. Wall of oversized windows/doors open on both sides to vast terraces. • Large dining area wrapped in windows and doors that fill the space with light and create an easy flow inside and out for expanded entertaining options. • Office featuring custom built-ins. • Primary suite has exceptional storage that includes built-in display shelving that reaches to the ceiling. Fireplace, private bath, over sized doors open to a patio. • Eat-in kitchen with custom maple cabinets, pressed concrete floors, stainless steel appliances, desk area, and adjacent large laundry room with extra storage and two utility sinks. • Amazing art studio/garage or guest House: 1496 square feet; a separate drive leads to this detached building design studio. Soaring ceiling has skylights, plus industrial and directional display lighting. Oversized doors for receiving guests or moving artwork or parking multiple collectable cars. Full bathroom. Kitchenette. Custom artwork storage. Plus, upper-level office (or possible loft bedroom) • Two-car garage plus a one-car carport. Generous off-street parking. • Woodworking/creative space with roll up garage door. • Freshly painted exteriors. Refinished maple hardwood floors. Excellent storage throughout. • Gated property of approximately 2.96 acres. Includes a pool with sheltered cabana/barbecue area, walking paths, and an elevated deck area. • Schools: Ormandale Elementary K-3, Corte Madera School 4-8, Woodside High School 9-12

Located on nearly two acres beyond a gated entrance, this vineyard property is steeped in privacy and enjoys amazing views of multiple open space preserves. The open and flowing design is oriented to the views from every room. Designer appointments extend throughout, unified by stunning Cumaru hardwood floors on the expansive main level. Here, a spacious living room features two separate seating areas, while the large formal dining room and gourmet kitchen provide ample space for friends and family to join in. At the center of it, all is a dramatic three-sided fireplace crowned by a copper hood that rises to the second-story ceiling with a hand-patinaed finish. There are two bedrooms on the main level, an ideal guest suite and one currently used as a family room just off the kitchen with direct access to a dual-entry bath. The loft-style primary suite comprises the upper level complete with a private balcony, fireplace sitting area, and spa-inspired bathroom. Rounding out the accommodations is a flexible-use room ideal for a fitness center or possible 4th bedroom, plus a 3,000-bottle all-redwood wine cellar. Outdoor living awaits on the vast Ipe deck that spans the rear of the home overlooking the 423-vine Pinot Noir vineyard, the open space views, and the sweeping low-maintenance landscaping that surrounds the home. This home is just minutes to Highway 280 for Silicon Valley or San Francisco access, minutes to trailheads in Foothills Park, and has access to excellent Los Altos schools – a superb lifestyle option on the fast-paced Peninsula.

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.**

One of the most stunning estates to hit the market in Los Altos Hills. Extensively remodeled with the highest quality finishes and fixtures imaginable, offering the ultimate in indoor-outdoor living. Extremely private: expansive 1.3+ acre lot & vineyard property which flows into the Pearson-Arastradero Preserve. Impeccable Japanese inspired landscaping with pool & spa. Includes 2 story au pair unit. Located within the highly sought-after Palo Alto Unified School District. Just minutes to the 280 Fwy/Page Mill Rd exit.

Step into luxurious living within this exclusive gated community, boasting a spacious top-floor condo with captivating views of the Sharon Heights golf course. Featuring two generous bedrooms, two baths, and a large balcony/patio, this residence offers both comfort and elegance. Recent upgrades, including new interior paint, carpet, and renovated bathrooms, enhance its appeal. Enjoy access to fantastic amenities such as a heated community pool and clubhouse, all within the highly acclaimed Las Lomitas School District. Conveniently located near Sharon Park with its koi pond and grassy picnic areas, Sharon Heights Shopping Center, with easy access to Stanford Shopping Center, Stanford Medical Center, and major commuting routes, this is upscale living at its finest.

Coming Soon! Located on 1.63 gated acres at the end of a cul-de-sac, this vineyard estate has been transformed into chic sophisticated and organic modern style. Also transformed for sustainable living, the property has solar-powered electricity, Two Tesla Powerwall backups, Electric vehicle charging, and a synthetic lawn. There are five bedrooms each with en suite bath, an office, and a half-bath. The living room doubles as a home theatre with a retractable screen and projection system. The sleek modern kitchen has high-end finishes and all Miele appliances. There is a large casual dining area, a sunroom with heated floors, and a sizeable family room opening to the pool terrace. Main-level guest suite, three mezzanine level suites, and top-floor primary suite with private office, steam shower, and hydrotherapy tub. Wonderful grounds with pool, spa, four-hole putting green, and terraced Merlot and Chardonnay vineyards with a view gazebo at the top. Excellent Palo Alto schools.