Welcome to 99 Applehead nestled within the prestigious confines of the exclusive gated community of Applehead Island. This home sits on an estate-sized lot with an additional lot (101A) included for a total of .60 acres. This timeless classic stands as a testament to refined taste with its circle drive and grand entryway that showcases sweeping stairs adorned with large columns and double doors. Upon entry into the gallery your eye is drawn to the soaring ceilings and beautiful stain glass windows. This home offers plenty of space to entertain with a formal living room, family room, library with built in bar and large eat in kitchen with butler's pantry. The large primary bedroom is located on the main floor and offers a stunning lakeview, ensuite bath and large walk in closets. Upstairs offers an open space perfect for an office or children's play area, two oversized guest rooms with large closets and en suite baths. A large cedar closet is located upstairs as well. Enjoy outdoor living on the partially covered terrace that spans the length of the home with large columns and custom iron railing. The expansive yard offers more than enough space for a pool and a casita if desired. A former wine cellar inside the garage would make a fantastic bunk room or private office. Other features include a beautiful porte cochere, 2.5 car garage, sprinkler system, and boat house. Don't miss your chance to own a piece of paradise. Great investment opportunity! Appointment required.