This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood, this beautifully maintained compound features a two-bedroom, two-bath main house, a charming carriage house converted into a private ensuite cabana, and a separate pool house with a sitting room and half bath and an additional bedroom and full bathroom. Thoughtfully updated, the property boasts new air conditioning throughout, a tankless hot water system, a high-efficiency washer and dryer, and luxury appliances from Miele, Sub-Zero and Bosch. The lush garden, a haven for butterflies, showcases prized lignum vitae trees and a vibrant collection of tropical foliage and flowering plants. Inside, the home is both stylish and inviting, seamlessly flowing onto the expansive outdoor deck. Here, you'll find a heated pool, a separate hot tub, an outdoor shower, and plenty of space to relax or entertain. There's even off-street parking for a small car or golf cart (though street parking is readily available). Just a block and a half from Garrison Bight and minutes by bike to Duval Street, the harbor, or Higgs Beach, this home offers both tranquility and accessibility. Whether you're looking for the perfect entertaining space or a private retreat, this distinctive property delivers in every way.