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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

202 Southard Unit 4, Key West image
202 Southard Unit 4, Key West $932,000

This ground floor, two- bedroom, one bath condo features tile floors, granite kitchen counter tops and updated bath with shower. French doors open to the large rear deck ...

  • 2 Beds
  • 1 Baths
  • 601570 MLS
546 Porter, Key West image
546 Porter, Key West $1,295,000

Truly charming townhome in the award winning Truman Annex located in the heart of Old Town. This lovely home features two bedrooms with ensuite bathrooms plus a powder ro...

  • 2 Beds
  • 3 Baths
  • 601505 MLS
620 Thomas Unit 186, Key West image
620 Thomas Unit 186, Key West $959,000

First floor Shipyard condominium features 2 bedrooms and 1 bath. Updated kitchen with stainless steel appliances, granite countertop, and updated bath with shower. Large ...

  • 2 Beds
  • 1 Baths
  • 601443 MLS
216 Southard, Key West image
216 Southard, Key West $1,399,000

There are only four of these townhomes located in their own private enclave on the South side of Southard Street. This unit has been updated with a reconfigured kitchen w...

  • 2 Beds
  • 3 Baths
  • 601137 MLS
620 Thomas Unit 297, Key West image
620 Thomas Unit 297, Key West $939,000 ▼

2 bedroom, 2 bath upstairs spacious unit in Truman Annex with one assigned parking space. Bright and Airy floor plan with cathedral ceilings, and balcony. Located within ...

  • 2 Beds
  • 2 Baths
  • 601030 MLS
620 Thomas Unit 277, Key West image
620 Thomas Unit 277, Key West $939,000

A Perfect spot to own a ''piece of Paradise'', this upstairs 2 bedroom/2 bathroom end unit Shipyard condo checks off all the boxes. There's plenty of room with vaulted ce...

  • 2 Beds
  • 2 Baths
  • 600943 MLS
300-302 Southard Unit 13 Units for Sale, Key West image
300-302 Southard Unit 13 Units for Sale, Key West $1,658,050 ▼

Now available is a majority interest in the Courthouse Business Center. Offered are 13 of the 37 individual units. These popular one-room offices were built new in 2001. ...

  • 4 Baths
  • 600635 MLS
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Key West, FL 33040
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