luxury houses with pool for sale Hillsborough, United States

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.

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.

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.

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!

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.

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.

Located on a prime north side perch, this magnificent, one-of-a kind, completely reconstructed property offers nearly 9,000± square feet of conditioned space with over 7,000± sq.ft. of turn-key living space on 4 levels. Ideal for entertaining, the main level boasts tremendous scale and flow with seamless connectivity to the south facing outdoor space. This private, wind-protected oasis feels more Malibu or Cabo than San Francisco and boasts an endless pool/hot tub, outdoor shower, kitchen and multiple sitting areas. The bedroom level has four en-suites, laundry and a private, rear facing primary bedroom. From the sky lounge, open the glass wall for iconic Golden Gate Bridge, Alcatraz and Telegraph Hill views from the north facing walkout patio. The panoramic view roof deck is accessed through a retractable skylight. The lower level features a luxe guest suite, a state-of-the-art movie theater, wellness center, a wine room, and a spa with a steam room and sauna. This home was built using the finest materials available. Other features include an elevator to all levels, parking for 6-8 cars, water filtration system, lutron lighting system, multiple wet bars, custom light fixtures, Gaggenau and Sub Zero appliances, hidden in-ceiling speakers, air conditioning, advanced audio visual, integrated security systems and much more.

The much-anticipated sale of the Robertson Estate along Russian Hill’s Gold Coast is a moment to pause, to appreciate, and lay hold to a historic ownership opportunity in the life of San Francisco’s oldest surviving residential property. Built during the Gold Rush years in sole majesty along the northern slope of Russian Hill, the panoramic views of 825 Francisco Street from the Golden Gate Bridge to Coit Tower tell the story of San Francisco’s boom-bust history. Behind the entry gate is a private oasis, a country home in the city, and one of San Francisco’s last remaining legacy estates. The 8,440± square foot, five-bedroom residence offers an elegant lifestyle for those who value privacy and the experience of high-quality indoor/outdoor living within the city limits. Impeccably maintained over its current thirty-eight-year ownership period, this sale represents a once-in-a-lifetime opportunity to steward the next chapter of one of San Francisco’s most important private residences. San Francisco’s oldest surviving residential property. Built in 1849 by Captain R.C. Ruskin. The 13,385 square foot lot is one of only four remaining Russian Hill legacy estates. Perched along the Russian Hill Gold Coast, the property enjoys 270-degree panoramic views that capture the Golden Gate Bridge, Mount Tamalipas, Angel Island, Alcatraz, Hyde Street Pier, Coit Tower, the Bay Bridge, and the downtown skyline. Set back from the street and surrounded by tall hedges and border trees, this coveted “country home” in the city enjoys uncommon privacy and secure living within the city limits. A large-scale renovation honored the Victorian vernacular exterior elevations, while significantly increasing the interior volumes with lateral expansions and a pent-room addition. Grand entertaining public rooms include a large reception foyer, a living room with walkout view terrace and fireplace, and a formal dining room with direct access to the garden terrace. The kitchen offers romantic indoor-outdoor living with a breakfast area leading to the terrace through French doors. Multiple seating areas and a lap pool elevate this elegant leisure area. The main level private library is accented by voluminous bookshelves, fireplace, a grand Palladian bay-view window, and a walkout terrace. A glamourous skylit central staircase delivers access to all three principal levels of the home. The primary suite enjoys panoramic views of the San Francisco Bay. It is completed by an office, gas fireplace, double dressing rooms, and a bath with views of the Hyde Street Pier and Coit Tower. The pent-room level has a sitting room with wet bar, ensuite bedroom, and direct access to a spectacular roof terrace that has multiple sitting areas and 360-degree views. Four additional bedrooms complete the home. Three of the four are ensuite. The lower level is comprised of a playroom, multiple task rooms, temperature-controlled wine cave, and large amounts of storage. The property has two elevators. An internal hill-a-vator from the two-car garage accesses lower level and main level. Second elevator accesses lower level, main level, and primary suite level.

Three-level contemporary home with elevator, two-story guest house, pool pavilion, plus pool and spa on just over one acre of gated rounds. Graceful curves adorn walls, ceilings, windows, and cabinetry that maximize storage. Exotic woods of curly maple, pear, and Sapele mahogany complement maple and Halila limestone floors and counters in Brazilian granite and limestone. Five bedrooms and Six and a half baths, a library, lounge, a full bar, a nine-seat theatre, 2,000 bottle wine cellar, a fitness center with steam sauna, plus two offices one with a secret Orient Express train car room with an overhead train track that runs through both rooms. The guest house is designed in a Japanese teahouse style and the pavilion has a full kitchen for poolside entertaining. Meticulously landscaped grounds have many water features including streams, ponds, and waterfalls. Behind the scenes is home automation, security, a whole-home backup generator, radiant heat & EV charging in the 5-car garage. Close-in location. Excellent Los Altos schools.

Designed by renowned Palo Alto architect Steve Borlik, this stylish home is situated at the end of a premier cul-de-sac just steps from downtown Los Altos and acclaimed Santa Rita Elementary. Perfectly turn-key from top to bottom, this single-level home offers an incredible great room, spacious formal dining room, inviting family room, private bedroom wing, and a large, well-designed backyard. Enjoy high-end construction and materials, custom built-ins, expansive picture windows, a built-in sound system, and solar powered energy. Having both a formal dining room and an open-concept kitchen and family room provides the perfect venue for entertaining and relaxing with family. And in the backyard, a gorgeous travertine patio surrounds the resort-style pool and spa, a fire pit patio sits within an area of level lawn, and a garden has two large raised beds and easy access to a storage shed or potential ADU site. Move-in ready, with a highly coveted location!

LESS THAN ONE MILE FROM THE LOS ALTOS VILLAGE, this just completed home exudes a European modern style on a fully level lot of more than 1.1 acres. The entire property epitomizes luxury & sophistication, featuring exceptional details & unparalleled craftsmanship rarely found at this level in new construction. The homes sleek towering lines & standing seam metal roof make a commanding first impression beyond a crushed stone motor court that gives a nod to its European ambiance. The main residence spans two levels with San Francisco Bay views from the upper level & a central great room that serves as the heart of the home. The interiors are designed with impeccable taste and a commitment to high-end finishes & attention to detail that set a new standard. Hand-painted electrical outlets, curbless thresholds throughout, & a floating lighted staircase that stands as an architectural work of art exemplify this commitment. Indoor/outdoor living is a signature of the design with a vast willow covered steel arbor defining dining & lounging beside the pool & spa. A sweeping lawn offers wonderful space for recreation & entertaining & just beyond, the fully equipped ADU unfolds with matching quality. Total of ~6,704 SF; House 4,195, ADU 526; Garage 483; Storage 105. Rear & front patios 1,395

Striking contemporary home with expansive grounds and privately located pool. Over one-third acre lot includes an inviting front garden courtyard, spacious rear terrace, manicured level lawn and stone walkways leading to the sun-swept pool. Newly remodeled in 2015. Traditional foyer introduces espresso-hued floors that extend through the main level. Formal dining room with wood-burning fireplace and wide front window. Open concept chef’s kitchen with Poggenpohl cabinetry, Caesarstone counters, peninsula with breakfast bar seating, waterfall-wrapped island and stainless steel appliances. Three bedrooms on main level. Spacious master retreat encompasses the entire second level with dormer ceiling and carpeted floors; master bath with tumbled marble tile, separate vanities, glass-enclosed shower, and free-standing tub. Beautifully landscaped grounds. Attached 2-car garage with electric car outlet. Desirable North Los Altos location. Excellent Los Altos schools!

New contemporary home with breathtaking views designed by award-winning M Designs Architects. Stacked stone and cedar define the sleek modern lines of the exterior. Spacious living/dining room combination spans the depth of the home overlooking the family room; retractable glass doors open to a front terrace with views out to the Bay. Short flight of steps down to the open kitchen and family room with exquisite wood-paneled ceiling and views on three sides. Kitchen with lacquered custom Porcelanosa cabinetry topped in quartz, large island with counter seating, top-of-the-line appliances and large walk-in pantry. Upstairs master bedroom suite with walls of windows and sliding doors to a beautiful terrace w/ unobstructed views. Lower-level home theatre, spacious recreation room w/ full bar and full bathroom. Beautifully landscaped grounds include a series of front decks and level lawn areas. Secluded pool in a resort-like setting. Just minutes to the Village. Excellent Los Altos Schools!