This exceptional property presents East Coast-inspired 5-star living in Woodside. Beyond privacy gates opening to approximately 1.6 acres, the property showcases expert craftsmanship beginning with classic shutters, a shingled exterior, and peaked rooflines. Inside, traditional designer style elegantly unifies the two-story main home, which is complemented by an equally impressive guest house or Accessory Dwelling Unit in a very private setting. 

Refined millwork and refinished hardwood maple flooring extends throughout the main level, which begins with a classic and timeless living room and formal dining room, each opening to a central deck for al fresco enjoyment. The kitchen, which opens fully to the family room, is a masterpiece ready for the most demanding chef, but the adjacent sunroom is the home’s true central gathering place. Here, natural light flows in through wall-to-wall windows on three sides beneath a towering shiplap ceiling and a customized wine bar invites more casual entertaining. A bedroom suite, or ideal office, and a designer laundry room round out the accommodations on the main level.

The second floor features four large bedrooms, highlighted by the primary suite, which includes an entire room converted to a couture closet plus two additional walk-in closets. Another bedroom has an en suite bath while two bedrooms share an adjoining bath. 

The separate guest house, or Accessory Dwelling Unit, features reclaimed wood and beams from a Pennsylvania barn, an expansive living room, a large gourmet kitchen with dining area, plus a separate bedroom and bath. Beneath the guest house is the ideal spot for a wine cellar. 

Tying it all together are gorgeous terraced grounds with a pool, spa, large sport court, level lawn for play, and vast deck designed around a heritage oak tree for outdoor living. Remarkable in its beauty, attention to detail, and incredible livability, this home is located in one of the most sought-after towns midway between San Francisco and Silicon Valley – the ultimate family or executive retreat.