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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

510 Porter, Key West image
510 Porter, Key West $975,000

This quaint 2 bedroom, 1 full and 1 half bathroom townhouse is nestled in Porter Lane inside the popular Truman Annex. This bright and welcoming townhouse is perfectly si...

  • 2 Beds
  • 2 Baths
  • 595605 MLS
101 Front Unit 5, Key West image
101 Front Unit 5, Key West $999,000

Unique opportunity to own a successful vacation rental in sought after Truman Annex. Upon entering the home you will observe soaring 11 ft ceilings and an open floor plan...

  • 2 Beds
  • 3 Baths
  • 595190 MLS
518 Emma, Key West image
518 Emma, Key West $2,785,000

Beautifully maintained single-family home located in Truman Annex. Features three bedrooms upstairs with fourth bedroom downstairs. Open floor plan with French doors that...

  • 4 Beds
  • 3 Baths
  • 595042 MLS
100 Admirals, Key West image
100 Admirals, Key West $1,975,000

Tucked away on a quiet cul-de-sac in the exclusive Truman Annex compound is this beautiful 2 story detached single family home with adjacent carport. Enjoy indoor outdoor...

  • 3 Beds
  • 3 Baths
  • 594896 MLS
620 Thomas Unit 177, Key West image
620 Thomas Unit 177, Key West $699,000

This first-floor end unit has a terrific location, tucked in the back corner away from traffic and parking. This 2-bedroom, 1 bath opportunity will be great for the inves...

  • 2 Beds
  • 1 Baths
  • 594874 MLS
62 Front, Key West image
62 Front, Key West $3,225,000

Incredible opportunity to own both a delightful single family home in the coveted Truman Annex gated community AND a Four Bedroom Transiently Licensed Turn Key Luxury Vac...

  • 4 Beds
  • 3 Baths
  • 594806 MLS
107 Front Unit 116, Key West image
107 Front Unit 116, Key West $1,895,000

This 2-bedroom, 2.5 bath Harbour Place condominium overlooks the Atlantic Ocean and the Gulf of Mexico with breathtaking sunset views. Spacious deck is perfect for entert...

  • 2 Beds
  • 3 Baths
  • 594717 MLS
410 Porter, Key West image
410 Porter, Key West $1,150,000

Porter Court Condominium in Truman Annex. Open floor plan with living, dinning, kitchen and half-bath on the first floor. The second floor has 2 bedrooms each with privat...

  • 2 Beds
  • 3 Baths
  • 594415 MLS
326 Caroline, Key West image
326 Caroline, Key West $4,950,000

Amazing opportunity. This magnificent estate enjoys over 13,000 square feet of tropical landscaping, including a three bedroom, three bathroom main house and full 2 story...

  • 5 Beds
  • 5 Baths
  • 594145 MLS
109 Front Unit 111, Key West image
109 Front Unit 111, Key West $2,350,000

This waterfront Harbour Place condominium overlooks both the Atlantic Ocean and the Gulf of Mexico. Beautiful sunset views from the huge open deck, allowing plenty of roo...

  • 3 Beds
  • 3 Baths
  • 594004 MLS
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Key West, FL 33040
305.923.4833 

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