Defined by a clean coastal exterior of white brick, Hardie plank siding, and a metal roof, 69 Live Oak Street presents a timeless architectural profile across four thoughtfully designed levels, the result of a collaboration between architects Leslie Schwartz and Rob Bounds of 30A North Design and builder Timothy O'Hara of Coastal Custom Builders. Seamlessly set among the old growth oaks of Old Seagrove, and ideally positioned just 200 yards from the Live Oak Street beach access, the home offers convenient proximity to the Gulf while maintaining a sense of privacy. A dedicated game room anchors the ground floor, where soaring 12-foot ceilings frame a relaxed gathering space with ample seating, shuffleboard, and pinball. Just beyond, the outdoor living area extends the experience with a private pool, spa, and fully equipped summer kitchen--designed for seamless indoor-outdoor entertaining. Two king guest suites offer privacy and comfort, setting the tone for the home's ability to comfortably accommodate guests from the moment you enter. A half bath, full laundry room with dual washers and dryers, owner's storage, mudroom, and garage complete the level, all connected by elevator service to the upper floors. The main living level unfolds with an open layout designed for hosting at scale. A spacious den and secondary sitting area flow into a dining space that comfortably accommodates large gatherings, all centered around a chef's kitchen featuring a 6-by-14-foot quartz island, 48" dual fuel Wolf range, and integrated Sub-Zero refrigeration. A secondary prep area provides additional workspace and storage, supporting effortless entertaining. This level also includes a private king suite and a bunk room with custom queen-over-queen accommodations, further expanding the home's flexible sleeping capacity. Upstairs, the primary suite offers a quiet retreat, complete with a spa-like bath featuring dual vanities, a soaking tub, and a separate shower, along with direct access to a spacious balcony overlooking the backyard. Additional king guest suites and dual bunk configurations create a layout designed to comfortably host large groups while maintaining a sense of privacy throughout. The fourth level is dedicated entirely to an open-air rooftop deck, where treetop views of Old Seagrove and expansive skies create a setting equally suited for morning coffee or evening gatherings. Designed with both lifestyle and performance in mind, the home accommodates up to 28 guests and presents an opportunity meaningful annual rental income.