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    Search for Homes in Truman Annex

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    Truman Annex

    Rich in history, quaint in charm.

    Truman Annex has primarily been Navy property. To share a bit of brief history, the Navy first came to Key West in 1823. During both the Mexican – American War and Spanish – American War, the Navy further expanded its presence on the island. It wasn’t until World War I that the Navy moved into what is now known as Truman Annex where they built a submarine base. After World War I, this base was used sparingly through World War II and the four decades after.

    In 1987, the Truman Annex Parcel was sold to developer Pritam Singh for $17M. The Navy retained the remainder of the Truman Waterfront until 2002 when 33 additional acres were conveyed to the City of Key West. This area is currently being developed as The Truman Waterfront Park with ample open-water green space, an amphitheater, and a children’s splash park!  The remaining 17 acres were retained by the Navy and are used today as headquarters of JIATF-South.

    Truman Annex is Key West’s largest gated community which is comprised of seven distinct areas: The Foundry, Mills Place, Harbour Place, Porter Court, President’s Lane, Shipyard Condos and the prestigious private homes of Truman Annex. The renovation and new construction of both historic properties such as The Foundry and the private homes are exquisite. In addition to the beautiful architecture and open streets, Truman Annex is home to the Truman Little White House, where President Harry Truman hosted his working vacations in Key West.

    Truman Annex contains both year-round and seasonal residents. Within the Annex, there are certain eligible properties that have a “special residential transient rental permit”. These properties are allowed to rent for a minimum of 7 days up to 26 weeks per year, which makes these locations enticing investments. Off-street parking is currently appraising at an all-time premium.

    Travel south on Southard Street to the Waterfront Park and follow the road to the Eco-Discovery Center and the entrance to Ft. Zachary Taylor State Park, the island’s only natural beach where the Atlantic Ocean and the Gulf of Mexico meet. There is a wonderful swimming area with large rocks perfect for the beginning snorkeler. Ft. Zach, as the local’s call it, is a wonderful place to spend your days off, have picnics with family and friends, and take in the breath-taking sunsets we are famous for! 

    New Listings in Truman Annex

    620 Thomas Unit 284, Key West image
    620 Thomas Unit 284, Key West $849,000

    This second-floor, two bed, one bath condominium features soaring vaulted ceilings that make a bright and airy space. Freshly painted interior, tile floors throughout and...

    • 2 Beds
    • 1 Baths
    • 604685 MLS
    206 Southard Unit 4, Key West image
    206 Southard Unit 4, Key West $875,000

    Take a look at Pelican, a nicely furnished and renovated upstairs Shipyard condo. This 2 bedroom/1 bathroom unit is perfectly set up for you to enjoy all that Key West ha...

    • 2 Beds
    • 1 Baths
    • 604658 MLS
    206 Southard Unit 1, Key West image
    206 Southard Unit 1, Key West $892,000

    Here's a spectacularly renovated first floor end unit in Shipyard. Acacia hardwood floors throughout, redesigned kitchen includes granite counters and stainless appliance...

    • 2 Beds
    • 1 Baths
    • 604635 MLS
    518 Emma, Key West image
    518 Emma, Key West $3,499,000

    Beautiful Truman Annex. Open floor plan with 3 sets of French Doors that open up to your private tropical Oasis, with a stunning lagoon shaped pool with rock waterfall. ...

    • 4 Beds
    • 3 Baths
    • 604612 MLS
    202 Southard Unit 11, Key West image
    202 Southard Unit 11, Key West $809,000

    This one bedroom condo is a little slice of paradise. It's located in the gated community of The Shipyard in Truman Annex, so you're close to all the action but far enoug...

    • 1 Beds
    • 1 Baths
    • 604206 MLS
    302 Southard Unit 3 Units for Sale, Key West image
    302 Southard Unit 3 Units for Sale, Key West $383,725

    Now available is a majority interest in the Courthouse Business Center. Offered are 3 of the 37 individual units. These popular one-room offices were built new in 2001. L...

    • 4 Baths
    • 603997 MLS
    401 Emma Unit H, Key West image
    401 Emma Unit H, Key West $3,195,000

    Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds...

    • 2 Beds
    • 2 Baths
    • 603849 MLS
    101 Front Unit 23, Key West image
    101 Front Unit 23, Key West $1,569,000 ▼

    Rare opportunity this weekend to tour this active vacation rental!Imagine waking up in a living Key West travel brochure. Sun dancing through shady treelined streets of h...

    • 2 Beds
    • 3 Baths
    • 603658 MLS
    101 Admirals, Key West image
    101 Admirals, Key West $7,900,000

    Incredibly private & spectacular property on one of the largest lots in the gated community of Truman Annex, an absolutely stunning old town estate! A wall of tropical fo...

    • 5 Beds
    • 4 Baths
    • 603583 MLS
    206 Southard Unit 3, Key West image
    206 Southard Unit 3, Key West $898,000

    This is a ground floor condo that the seller will be converting back to the original 2-bedroom layout. It currently offers an expanded living area with two sets of impact...

    • 2 Beds
    • 1 Baths
    • 603549 MLS
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    Key West, FL 33040
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