Imagine a setting so private, so scenic, and so inspired by nature…a place where centuries-old trees frame unobstructed vistas above the waters of the Bay and into the San Francisco skyline…a place where modern marvels like Salesforce Tower glimmer on the horizon…a place where nature elevates your daily flow comprising a beautifully refreshed Colonial classic, an all-new luxury guesthouse, and all-new landscaping integrating epic Bay-view decks and usable garden. 215 Pinehill Road is this inspired setting, perched on nearly 2 acres at the heart of Hillsborough’s legendary “2-acre corridor.” These surrounding lands, including streets such as Robin Road, Pinehill, and upper Ralston, were the original subdivision of the Carolands Chateau. Today, they stand as the Town’s most majestic view parcels, purveying many eight-figure estates in tranquil prestige.

Your compound begins discreetly with a gated entry. Emerging through the driveway, the Bay views are already on display. The exterior architecture presents itself in the East Coast vernacular, warmly lifted from the pages of Connecticut manors.  Once inside, the unimpeded vistas are purely California. Grand-size rooms create large-scale gathering venues flowing out to the view decks, which become an “outdoor living room” unto themselves. The main home has just completed a designer enhancement, including espresso hardwoods, optic white color-palette, rich millwork accents, new lighting, enhanced great room flow, and much more…all interacting in fresh new circulation with the outdoors. Above the detached 2-car garage, an all-new, totally remodeled guesthouse takes center stage as your luxury carriage house, complete with kitchen, laundry, spa bathroom, and soaring outlooks above Salesforce Tower and the Bay Bridge.

The main house floorplan with 4 bedrooms defines a smooth sequence from indoors to outdoors. The kitchen/family great room was recently “opened up” in the remodel, yielding a huge flowing space that expands out to the party deck and views. Your mornings in the kitchen will present the sun cascading upon Bay waters to the east. Your evenings on the deck are immersed in a tapestry of light. Skyscrapers gleam against the lighted spans of the bridge. The Berkeley hills draw a silhouette in the distance. From coffee to cocktails, from morning to night, this is your window to the world. A recently reconfigured staircase is an elegant ascent to the top floor. Four bedrooms all together upstairs (including three with nonstop Bay view) define the hallway. The enormous master suite is complete with seating area and newly expanded walk-in closet.

The just-completed remodel has also vastly expanded function and beauty of the grounds of approx. 2 acres. A previous vintage pool was removed to make way for a spacious grassy lawn centering amid the new entertainment decks. Everywhere you look, new destinations emerge in the garden: a new grassy plateau just outside the living room inspires a play structure or Zen garden. The driveway has become more spacious and now hosts a convenient parking space for the guesthouse. Two separate decks offer enough sq. ft. for your next wedding or fundraiser gala, backdropped by the pristine majesty of greenbelt, sun, and Bay.

Best of all, Hillsborough’s 2-acre corridor delivers a completely “north-centric” lifestyle, connecting easily to downtown Burlingame, Highway 280, and SFO in just a short drive. Your invitation to life’s celebrations…your tranquil prestige.