Set beneath preserved heritage oaks in Sarasota’s Cherokee Park, South Oak is a refined British West Indies residence shaped entirely by its landscape. Light-filled interiors, seamless indoor-outdoor living, and thoughtful scale create a home that feels timeless, grounded, and welcoming.
Nestled within Sarasota’s beloved Cherokee Park, South Oak rises beneath a canopy of heritage live oaks that fully shaped its design. Set on a 30,000-square-foot corner lot, the home was planned around mapped and preserved trees, allowing roots and branches to guide its orientation, footprint, and rhythm. The result is a residence that feels grown from the land—anchored, enduring, and deeply connected to its setting. Expressed in a refined British West Indies style, the 6,100-square-foot home stands elevated yet warm and welcoming. A discreet side-street four-car garage preserves a gracious, human-scaled façade in keeping with the family-centered character of Cherokee Park. Inside, expansive steel windows and doors flood the interiors with light and frame views of the oaks, pool terrace, and spa. A hand-carved fireplace, coffered ceilings, and a dramatic curved staircase rising beside the largest oak reinforce the home’s balance of refinement and ease. Throughout, South Oak is formal yet relaxed—an enduring addition to one of Sarasota’s most cherished neighborhoods.
