A Classic Key West Winter Retreat in the Heart of the Meadows. Tucked away on one of the quiet, one way streets of the historic Meadows, this elevated Key West home offers a rare opportunity to enjoy Old Town living as it was meant to be - charming, neighborly and removed from the bustle of tourism, yet moments from everything that makes the Island special. Built entirely of original Dade County Pine, the home exudes warmth and craftsmanship, with rich hardwood floors and timeless architectural details throughout. The main residence features two comfortable bedrooms and two and a half baths designed for relaxed living and easy entertaining. A charming sleeping loft provides flexible space for visiting family or grandchildren, with reading nooks and an office space. Outdoors, a separate pool house sits adjacent to the refreshing dipping pool, creating the perfect ambiance for quiet afternoons, morning swims or evening cocktails under the Island sky. Thoughtful storage and off street parking add convenience rarely found in Old Town. The Meadows is beloved for it's sense of community - a neighborhood where neighbors know one another, streets invite evening strolls and island life unfolds at an unhurried pace. Elevated, secure and full of character, this home is ideal for those seeking a lock and leave winter residence that blends history, comfort and the authentic spirit of Key West. A place to slow down, settle in and make winter feel like home.