Search for Homes in the Truman Annex

The Truman Annex Homes for Sale

The Truman Annex used to be a Navy Base. It's named after our former President Harry S. Truman because that was his winter retreat home and it's located in Old Town Key West. You should check out the Little Whitehouse if you haven't already. If you are familiar with Key West than you know this is a convenient location in Old Town because you are walking distance to Duval Street, Fort Zachary Beach and other fine amenities this island has to offer. This is a private gated community and has different homes/styles to choose from.

In the historic Old Town of Key West, Florida, you’ll find the prestigious district of Truman Annex, named after President Harry Truman it is the home of the “Little White House.” The Little White House is a grand historic home built in 1890, was used as the winter retreat of the President in the late 1940’s, and today it is known as the Harry S. Truman Little White House Museum. Truman Annex is a 6-block planned luxury community of tropical beauty designed to encapsulate the unique spirit of historic Key West. The neighborhood is found on the western edge of Old Town and is bounded by Southard, Front and Whitehead Streets.

Truman Annex real estate consists of multi-million dollar Key West homes, condos, and townhouses within several distinct neighborhoods. You can find historic Italian and Greek Revival homes renovated as gorgeous luxury mansions with white picket fences and perfectly landscaped lawns. At the southern end of Truman Annex, you’ll find a collection of Southern Cottage style homes with tin roofs and porches. Adjacent to Mallory Square there is a delightful planned subdivision with a conch cottage design, free-standing homes, and condos with access to picturesque gardens and community swimming pools.

No matter which Truman Annex neighborhood you choose, you'll be in a prime location within walking distance to Mallory Square, Duval Street and other Key West attractions, including the beach at Fort Zachary Taylor State Park. Other neighborhood points of interest include the Mel Fisher Treasure Museum, US Coast Guard Cutter Ingham Maritime Museum, and the Audubon House and Tropical Gardens. The meticulous tropical landscaping gives the community a picturesque park-like ambiance and along upper Duval Street, you’ll find some of Key West’s best entertainment, shopping, and dining. Truman Annex is a sought-after address for high-end vacation rentals and permanent residents desiring to live near the heart of Key West. It is also a popular destination for homebuyers attracted to the exciting culture of Key West and its rich history and heritage. If you would like to learn more about the homes for sale in Truman Annex of Key West, Florida, please don’t hesitate to contact us for more information.

Truman Annex's Newest Listings

$12,000,000
6 Beds 6 Baths 602640 MLS
Available for the first time in over a decade, this unparalleled rare island sanctuary awaits the most discerning buyer! Located in the exclusive gated Truman Annex, this distinctive 6-bedroom 5.5 bath grand estate boasts endless amounts of charm and character. Lauded for its breathtaking ocean views, sunrises and sunsets, this spectacular, expansive estate is situated on a 10,000 square foot double lot surrounded by abundant tropical vegetation and lush foliage. Historic in nature, the Truman Annex area served as President Harry S. Truman's winter home where he dealt with pressing issues of his presidency. This property will be transferred with a Truman Annex Transient Rental License, a most valuable commodity, allowing for your return on investment. The main house features 6 bedrooms and 5.5 bathrooms. A storied widow's walk is located on the top of the 3rd floor and is easily accessible with the push of a button. With over 800 square feet of covered porches, this home offers impressive indoor and outdoor living. A great veranda overlooks the estate's landscape with lush green grass, exotic trees, and a 30 plus foot heated lap pool. A separate guest house, garden gazebo, art studio, and carport, parking for 4 vehicles complete this trophy estate. Unprecedented ocean and city views can be seen from the second-floor balconies as well as the widow's walk. Located on a peaceful cul-de-sac, yet moments away from all the happenings the island is renowned for. This highly coveted gated community is close to an array of local attractions, as well as high-end galleries, shops, and restaurants. The estate is in close walking proximity to the island's most beautiful beach, Fort Zachary Taylor State Park, which is steeped in history and affords a magnificent setting for bird watching and fishing. This highly acclaimed, private, sought-after property is waiting for you to call it home.

504 Noah, Key West