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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.

Min. Price
Max. Price
Beds
Baths
101 Admirals Lane KEY WEST, FL 33040
$6,995,000
5 Beds 4 Baths 3,173 Sqft Listing No. 612065 Property Type: House camera (77) Listing Courtesy of Last Key Realty, Inc (KW)
Details
202 Admirals Lane KEY WEST, FL 33040
$4,850,000
5 Beds 4 Baths 3,148 Sqft Listing No. 615366 Property Type: House camera (60) Listing Courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)
Details
102 Admirals Lane KEY WEST, FL 33040
$3,395,000
4 Beds 3 | 1 Baths 2,488 Sqft Listing No. 612108 Property Type: House camera Virtual Tour camera (72) Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Details
100 Admirals Lane KEY WEST, FL 33040
$2,949,000
3 Beds 3 Baths 1,426 Sqft Listing No. 613335 Property Type: House camera (40) Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Details
413 Emma Street #A KEY WEST, FL 33040
$2,700,000
2 Beds 2 | 1 Baths 1,418 Sqft Listing No. 615666 Property Type: Condo camera Virtual Tour camera (63) Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)
Details
105 Front Street #121 KEY WEST, FL 33040
$2,495,000
2 Beds 2 | 1 Baths 1,350 Sqft Listing No. 614265 Property Type: Condo camera (48) Listing Courtesy of Keller Williams Key West Compass Realty
Details
106 Admirals Lane KEY WEST, FL 33040
$2,425,000
2 Beds 2 | 1 Baths 1,620 Sqft Listing No. 614674 Property Type: House camera (39) Listing Courtesy of Keller Williams Key West Compass Realty
Details
107 Front Street #215 KEY WEST, FL 33040
$2,400,000
2 Beds 2 | 1 Baths 1,350 Sqft Listing No. 614831 Property Type: Condo camera (42) Listing Courtesy of Keller Williams Key West Compass Realty
Details
105 Front Street #119 KEY WEST, FL 33040
$2,200,000
2 Beds 2 | 1 Baths 1,210 Sqft Listing No. 615638 Property Type: Condo camera (16) Listing Courtesy of Keller Williams Key West Compass Realty
Details
212 Fleming Street KEY WEST, FL 33040
$1,850,000
2 Beds 2 | 1 Baths 1,420 Sqft Listing No. 615291 Property Type: House camera (32) Listing Courtesy of Last Key Realty, Inc (KW)
Details
101 Front Street #8 KEY WEST, FL 33040
$1,450,000
2 Beds 2 | 1 Baths 1,216 Sqft Listing No. 615636 Property Type: Condo camera (18) Listing Courtesy of Last Key Realty, Inc (KW)
Details
115 Front Street #202 KEY WEST, FL 33040
$1,395,000
2 Beds 2 | 1 Baths 1,260 Sqft Listing No. 608115 Property Type: Condo camera (45) Listing Courtesy of Keller Williams Key West Compass Realty
Details
101 Admirals Lane, KEY WEST, FL 33040
camera (77)
price

$6,995,000

beds

5 5 Beds

baths

4 4 Baths

lot size

3,173 Sqft 3,173 Sqft

listing no.

612065 Listing No. 612065

property type

House Property Type: House

gallery photos

camera (77)

Listing Courtesy of Last Key Realty, Inc (KW)

202 Admirals Lane, KEY WEST, FL 33040
camera (60)
price

$4,850,000

beds

5 5 Beds

baths

4 4 Baths

lot size

3,148 Sqft 3,148 Sqft

listing no.

615366 Listing No. 615366

property type

House Property Type: House

gallery photos

camera (60)

Listing Courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)

102 Admirals Lane, KEY WEST, FL 33040
camera VIRTUAL TOUR camera (72)
price

$3,395,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

2,488 Sqft 2,488 Sqft

listing no.

612108 Listing No. 612108

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (72)

Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

100 Admirals Lane, KEY WEST, FL 33040
camera (40)
price

$2,949,000

beds

3 3 Beds

baths

3 3 Baths

lot size

1,426 Sqft 1,426 Sqft

listing no.

613335 Listing No. 613335

property type

House Property Type: House

gallery photos

camera (40)

Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

413 Emma Street #A, KEY WEST, FL 33040
camera VIRTUAL TOUR camera (63)
price

$2,700,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,418 Sqft 1,418 Sqft

listing no.

615666 Listing No. 615666

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (63)

Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)

105 Front Street #121, KEY WEST, FL 33040
camera (48)
price

$2,495,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,350 Sqft 1,350 Sqft

listing no.

614265 Listing No. 614265

property type

Condo Property Type: Condo

gallery photos

camera (48)

Listing Courtesy of Keller Williams Key West Compass Realty

106 Admirals Lane, KEY WEST, FL 33040
camera (39)
price

$2,425,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,620 Sqft 1,620 Sqft

listing no.

614674 Listing No. 614674

property type

House Property Type: House

gallery photos

camera (39)

Listing Courtesy of Keller Williams Key West Compass Realty

107 Front Street #215, KEY WEST, FL 33040
camera (42)
price

$2,400,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,350 Sqft 1,350 Sqft

listing no.

614831 Listing No. 614831

property type

Condo Property Type: Condo

gallery photos

camera (42)

Listing Courtesy of Keller Williams Key West Compass Realty

105 Front Street #119, KEY WEST, FL 33040
camera (16)
price

$2,200,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,210 Sqft 1,210 Sqft

listing no.

615638 Listing No. 615638

property type

Condo Property Type: Condo

gallery photos

camera (16)

Listing Courtesy of Keller Williams Key West Compass Realty

212 Fleming Street, KEY WEST, FL 33040
camera (32)
price

$1,850,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,420 Sqft 1,420 Sqft

listing no.

615291 Listing No. 615291

property type

House Property Type: House

gallery photos

camera (32)

Listing Courtesy of Last Key Realty, Inc (KW)

101 Front Street #8, KEY WEST, FL 33040
camera (18)
price

$1,450,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,216 Sqft 1,216 Sqft

listing no.

615636 Listing No. 615636

property type

Condo Property Type: Condo

gallery photos

camera (18)

Listing Courtesy of Last Key Realty, Inc (KW)

115 Front Street #202, KEY WEST, FL 33040
camera (45)
price

$1,395,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,260 Sqft 1,260 Sqft

listing no.

608115 Listing No. 608115

property type

Condo Property Type: Condo

gallery photos

camera (45)

Listing Courtesy of Keller Williams Key West Compass Realty

© 2025 Key West Association of REALTORS®. All Rights Reserved.
The data relating to real estate on this website comes in part from the Internet Data Exchange (IDX) program of the Key West Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All Information Is Deemed Reliable But Is Not Guaranteed Accurate.
Key West data last updated at August 17, 2025, 12:34 PM ET
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