Truman Annex
Truman Annex is nestled between the Atlantic Ocean and Old Town Key West, Truman Annex is a peaceful oasis located in a picturesque gated community just steps from Duval St.
One of the best things about living in the Truman Annex is that there’s always something to do. In the morning, you can stroll down to Fort Zachary Taylor State Park for a swim or a hike. Or, if you’re feeling adventurous, you can hop on a kayak or paddle board and explore the the shoreline.
If relaxation is more your speed, you can spend your day lounging by one of our three heated pools and soaking up the sun. And when evening rolls around, you can enjoy a cocktail at one of the many waterfront restaurants while watching the sunset over the Gulf of Mexico.
No matter how you spend your day, one thing is sure: life in Truman Annex is nothing short of idyllic. If you’re looking for a place to call home that feels like a permanent vacation, look no further than Truman Annex.
(44)
Listing Courtesy of Preferred Properties (KW)
(57)
Listing Courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)
(43)
Listing Courtesy of Keller Williams Key West Compass Realty
(54)
Listing Courtesy of Century 21 All Keys Inc (KW)
(27)
Listing Courtesy of Preferred Properties (KW)
(18)
Listing Courtesy of Keller Williams Key West Compass Realty
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
Virtual Tour
(64)
Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)
(49)
Listing Courtesy of Truman & Co. (KW)
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
(18)
Listing Courtesy of Last Key Realty, Inc (KW)
(36)
Listing Courtesy of Keller Williams Key West Compass Realty
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
(22)
Listing Courtesy of Bascom Grooms Real Estate (KW)
Listing No. 617136
Listing Courtesy of Preferred Properties (KW)
Listing No. 615366
Listing Courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)
Listing No. 618024
Listing Courtesy of Keller Williams Key West Compass Realty
Listing No. 618955
Listing Courtesy of Century 21 All Keys Inc (KW)
Listing No. 616322
Listing Courtesy of Preferred Properties (KW)
Listing No. 615638
Listing Courtesy of Keller Williams Key West Compass Realty
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
Listing No. 615666
Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)
Listing No. 616909
Listing Courtesy of Truman & Co. (KW)
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
Listing No. 615636
Listing Courtesy of Last Key Realty, Inc (KW)
Listing No. 619140
Listing Courtesy of Keller Williams Key West Compass Realty
Open House:
Apr 4, 2026, 12:00 PM - 2:00 PM
Listing No. 619263
Listing Courtesy of Bascom Grooms Real Estate (KW)
(44)
$6,850,000
3 3 Beds
3 3 Baths
4,200 Sqft 4,200 Sqft
617136 Listing No. 617136
House Property Type: House
(44)
Listing Courtesy of Preferred Properties (KW)
(57)
$4,350,000
5 5 Beds
4 4 Baths
3,148 Sqft 3,148 Sqft
615366 Listing No. 615366
House Property Type: House
(57)
Listing Courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)
(43)
$3,600,000
4 4 Beds
3 3 Baths
1,920 Sqft 1,920 Sqft
618024 Listing No. 618024
House Property Type: House
(43)
Listing Courtesy of Keller Williams Key West Compass Realty
(54)
$2,999,500
2 2 Beds
2 2 Baths
1,770 Sqft 1,770 Sqft
618955 Listing No. 618955
House Property Type: House
(54)
Listing Courtesy of Century 21 All Keys Inc (KW)
(27)
$2,250,000
3 3 Beds
3 3 Baths
1,325 Sqft 1,325 Sqft
616322 Listing No. 616322
Condo Property Type: Condo
(27)
Listing Courtesy of Preferred Properties (KW)
(18)
$2,100,000
2 2 Beds
2 | 1 2 | 1 Baths
1,210 Sqft 1,210 Sqft
615638 Listing No. 615638
Condo Property Type: Condo
(18)
Listing Courtesy of Keller Williams Key West Compass Realty
Open House: Apr 4, 2026, 12:00 PM - 2:00 PM
VIRTUAL TOUR
(64)
$1,950,000
2 2 Beds
2 | 1 2 | 1 Baths
1,418 Sqft 1,418 Sqft
615666 Listing No. 615666
Condo Property Type: Condo
VIRTUAL TOUR
(64)
Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)
(49)
$1,875,000
2 2 Beds
2 | 1 2 | 1 Baths
1,216 Sqft 1,216 Sqft
616909 Listing No. 616909
Condo Property Type: Condo
(49)
Listing Courtesy of Truman & Co. (KW)
Open House: Apr 4, 2026, 12:00 PM - 2:00 PM
(18)
$1,395,000
2 2 Beds
2 | 1 2 | 1 Baths
1,216 Sqft 1,216 Sqft
615636 Listing No. 615636
Condo Property Type: Condo
(18)
Listing Courtesy of Last Key Realty, Inc (KW)
(36)
$1,350,000
2 2 Beds
2 | 1 2 | 1 Baths
960 Sqft 960 Sqft
619140 Listing No. 619140
Condo Property Type: Condo
(36)
Listing Courtesy of Keller Williams Key West Compass Realty
Open House: Apr 4, 2026, 12:00 PM - 2:00 PM
(22)
$1,350,000
2 2 Beds
2 2 Baths
1,260 Sqft 1,260 Sqft
619263 Listing No. 619263
Condo Property Type: Condo
(22)
Listing Courtesy of Bascom Grooms Real Estate (KW)
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