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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
103 Front Street KEY WEST, FL 33040
$6,850,000
3 Beds 3 Baths 4,200 Sqft Listing No. 617136 Property Type: House camera (44) Listing Courtesy of Preferred Properties (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
514 Emma Street KEY WEST, FL 33040
$3,600,000
4 Beds 3 Baths 1,920 Sqft Listing No. 618024 Property Type: House camera (56) Listing Courtesy of Keller Williams Key West Compass Realty
Details
512 Emma Street KEY WEST, FL 33040
$3,195,000
4 Beds 4 Baths 1,653 Sqft Listing No. 617988 Property Type: House camera (32) Listing Courtesy of Robert H Cardenas Jr., PA
Details
102 Admirals Lane KEY WEST, FL 33040
$3,195,000
4 Beds 3 | 1 Baths 2,488 Sqft Listing No. 617146 Property Type: Condo camera Virtual Tour camera (63) Listing Courtesy of The Agency Florida Keys
Details
502 Porter Lane KEY WEST, FL 33040
$2,795,000
4 Beds 3 Baths 1,920 Sqft Listing No. 618023 Property Type: Condo camera (38) Listing Courtesy of Keller Williams Key West Compass Realty
Details
413 Emma Street #A KEY WEST, FL 33040
$2,250,000
2 Beds 2 | 1 Baths 1,418 Sqft Listing No. 615666 Property Type: Condo camera Virtual Tour camera (65) Listing Courtesy of Key West Vacation Properties & Realty, LLC (KW)
Details
115 Front Street #101 KEY WEST, FL 33040
$2,250,000
3 Beds 3 Baths 1,325 Sqft Listing No. 616322 Property Type: Condo camera (27) Listing Courtesy of Preferred Properties (KW) Open House: Jan 18, 2026, 1:00 PM - 3:00 PM
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 (18) Listing Courtesy of Keller Williams Key West Compass Realty
Details
101 Front Street #23 KEY WEST, FL 33040
$1,875,000
2 Beds 2 | 1 Baths 1,216 Sqft Listing No. 616909 Property Type: Condo camera (49) Listing Courtesy of Truman & Co. (KW)
Details
212 Fleming Street KEY WEST, FL 33040
$1,790,000
2 Beds 2 | 1 Baths 1,420 Sqft Listing No. 617551 Property Type: House camera (32) Listing Courtesy of Last Key Realty, Inc (KW)
Details
404 Porter Lane #16 KEY WEST, FL 33040
$1,675,000
2 Beds 2 Baths 1,002 Sqft Listing No. 617424 Property Type: Condo camera (22) Listing Courtesy of Preferred Properties (KW)
Details
103 Front Street, KEY WEST, FL 33040
camera (44)
price

$6,850,000

beds

3 3 Beds

baths

3 3 Baths

lot size

4,200 Sqft 4,200 Sqft

listing no.

617136 Listing No. 617136

property type

House Property Type: House

gallery photos

camera (44)

Listing Courtesy of Preferred Properties (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)

514 Emma Street, KEY WEST, FL 33040
camera (56)
price

$3,600,000

beds

4 4 Beds

baths

3 3 Baths

lot size

1,920 Sqft 1,920 Sqft

listing no.

618024 Listing No. 618024

property type

House Property Type: House

gallery photos

camera (56)

Listing Courtesy of Keller Williams Key West Compass Realty

512 Emma Street, KEY WEST, FL 33040
camera (32)
price

$3,195,000

beds

4 4 Beds

baths

4 4 Baths

lot size

1,653 Sqft 1,653 Sqft

listing no.

617988 Listing No. 617988

property type

House Property Type: House

gallery photos

camera (32)

Listing Courtesy of Robert H Cardenas Jr., PA

102 Admirals Lane, KEY WEST, FL 33040
camera VIRTUAL TOUR camera (63)
price

$3,195,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

2,488 Sqft 2,488 Sqft

listing no.

617146 Listing No. 617146

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (63)

Listing Courtesy of The Agency Florida Keys

502 Porter Lane, KEY WEST, FL 33040
camera (38)
price

$2,795,000

beds

4 4 Beds

baths

3 3 Baths

lot size

1,920 Sqft 1,920 Sqft

listing no.

618023 Listing No. 618023

property type

Condo Property Type: Condo

gallery photos

camera (38)

Listing Courtesy of Keller Williams Key West Compass Realty

413 Emma Street #A, KEY WEST, FL 33040
camera VIRTUAL TOUR camera (65)
price

$2,250,000

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 (65)

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

115 Front Street #101, KEY WEST, FL 33040
camera (27)
price

$2,250,000

beds

3 3 Beds

baths

3 3 Baths

lot size

1,325 Sqft 1,325 Sqft

listing no.

616322 Listing No. 616322

property type

Condo Property Type: Condo

gallery photos

camera (27)

Listing Courtesy of Preferred Properties (KW)

Open House: Jan 18, 2026, 1:00 PM - 3:00 PM

105 Front Street #119, KEY WEST, FL 33040
camera (18)
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 (18)

Listing Courtesy of Keller Williams Key West Compass Realty

101 Front Street #23, KEY WEST, FL 33040
camera (49)
price

$1,875,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,216 Sqft 1,216 Sqft

listing no.

616909 Listing No. 616909

property type

Condo Property Type: Condo

gallery photos

camera (49)

Listing Courtesy of Truman & Co. (KW)

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

$1,790,000

beds

2 2 Beds

baths

2 | 1 2 | 1 Baths

lot size

1,420 Sqft 1,420 Sqft

listing no.

617551 Listing No. 617551

property type

House Property Type: House

gallery photos

camera (32)

Listing Courtesy of Last Key Realty, Inc (KW)

404 Porter Lane #16, KEY WEST, FL 33040
camera (22)
price

$1,675,000

beds

2 2 Beds

baths

2 2 Baths

lot size

1,002 Sqft 1,002 Sqft

listing no.

617424 Listing No. 617424

property type

Condo Property Type: Condo

gallery photos

camera (22)

Listing Courtesy of Preferred Properties (KW)

© 2026 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 January 14, 2026, 12:34 PM ET
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