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This exquisite private estate in the Truman Annex is one of the few properties with a Whitehead Street address. This estate is one of the historical gems of Key West. At one time, it was the Coast Guard Commanders' quarters. This 14,410 sf. lot is one of the largest in the Truman Annex. The main house is two stories with a working fireplace in the great room. It boasts a high-end designer kitchen, Wolf and SubZero appliances. The main house has three bedrooms, two full baths and a half. The primary bedroom has a walk-in closet, laundry and private balcony. Plenty of outdoor porch areas around the main house connect it to the guest quarters and two bedrooms with a full bath. The grounds are lush and tropical, with an outdoor bar finished with stainless steal appliances. The patio area will not disappoint, with a cabana bath, outdoor shower, and laundry. The heated pool has an artfully done waterfall. There is a very private spa nestled into the tropical setting. The carport has room for three to four cars. Plenty of storage sheds throughout the grounds. Full security system, electronic gate, and of course, all the peace of mind with the staffed security in the Annex. The home is equipped with a full-house generator. This historic well-maintained property will satisfy the most discerning buyer—just the right mix of history with all the modern touches.