Truman Annex

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Military housing Key West style

Key West and the U.S. military have been constant companions for more than a century. Truman Annex, a beautiful gated community that borders Old Town, started its life as a U.S. Navy base.

Little remains today of the utilitarian military housing. In the 1990s, a private developer transformed 100 acres into a secluded enclave of single family homes, condominiums and town houses. The beautifully designed neighborhood combines new construction and renovated officers’ housing.

Ubiquitous white Key West fences line the wide streets with their meticulous landscaping and set-back homes. Truman Annex, which takes its name from former U.S. President Harry Truman. Truman spent a significant amount of time at the “Little White House” during his presidency. Today, the Truman home is open to the public and the centerpiece of Truman Annex.

Truman Annex, which is walking distance to Fort Zachary State Park and its lovely beaches, is the popular choice for snowbirds and second-home owners seeking privacy, Key West ambiance and proximity to the best that Old Town offers.

  • Best features: Private, gated community. Close to beaches and state park, as well as Old Town’s bustling restaurants and nightlife.
  • Getting around: Great for walking and biking. Many homes are blessed with private drives.
  • Street boundaries:  Whitehead on the east; Angela to the south; Atlantic Ocean on the west and Front Street on the north.
  • Get more information: compiles Census and other data on Key West’s neighborhoods. You can explore statistical information from household income to age, employment and education – even how long Truman Annex residents have lived there and how long they commute to work.
  • See the map: The Key West Association of Realtors has an excellent map detailing the neighborhoods and streets.