A rare and extraordinary find in lower Kent Woodlands, 8 Live Oak Way is the kind of property that almost never comes available. Set on a private, sun-drenched, 0.66 acre street-to-street lot at the end of a quiet lane, this 5,155 sq. ft. gated compound offers total seclusion, breathtaking scale, and sensational indoor-outdoor flow. The dramatic living room stuns with vaulted, exposed beam ceilings and walls of glass. The kitchen is a showpiece, with a statement island and picture window perfectly framing Mt. Tam. The Main level includes open living spaces, a sun-drenched, expansive primary with direct Mt.Tam views, an additional bedroom, a dedicated office, and laundry room. Downstairs, enjoy a rec room with two ensuite bedrooms and access to the outdoors. Two additional structures elevate the lifestyle: a 315 sq. ft. guest house with kitchenette and bath, and a 390 sq. ft. pool house featuring a full-length multi-slide glass door which opens completely to reveal stunning views of Mt. Tam and the glittering pool beyond, creating a true sanctuary of indoor-outdoor living. Additionally there's a hot tub, level lawn, lush gardens, motor court, EV charging, and A/C. A true Kent Woodlands retreat; private, polished, and unforgettable.