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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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Truman Annex:

List View Map View
10 matches found

$6,850,000
103 Front Street
Key West, FL 33040
103 Front Street, Key West, FL 33040
View Photos (44)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 3000
Year Built: 1918
Area: 01 - Key West
Subdivision: The Foundry (1.0)
Description: 103 Front Street is a one of a kind masterpiece of architectural design and...
Listing Office: Preferred Properties (KW)
Last Updated: April - 04 - 2026
IDX
$4,350,000
202 Admirals Lane
Key West, FL 33040
202 Admirals Lane, Key West, FL 33040
View Photos (57)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3148
Year Built: 1995
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: Located in a gated community within the highly sought-after Truman Annex in...
Listing Office: Coldwell Banker Schmitt Real Estate Co. (KW)
Last Updated: March - 30 - 2026
IDX
$3,600,000
514 Emma Street
Key West, FL 33040
514 Emma Street, Key West, FL 33040
View Photos (43)Videos (1)
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 3
Square Footage: 1920
Year Built: 1997
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: 514 Emma is a wonderful single-family home located in Truman Annex. The fir...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: March - 29 - 2026
IDX
$2,999,500
401 Emma Street APT H
Key West, FL 33040
401 Emma Street APT H, Key West, FL 33040
View Photos (54)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1770
Year Built: 1991
Area: 01 - Key West
Subdivision: Mills Place (1.0)
Description: Beautifully updated and styled with plush new interior designed furnishings...
Listing Office: Century 21 All Keys Inc (KW)
Last Updated: April - 21 - 2026
IDX
$2,250,000
115 Front Street 101
Key West, FL 33040
115 Front Street 101, Key West, FL 33040
View Photos (27)Videos (1)
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1325
Year Built: 1991
Area: 01 - Key West
Subdivision: Harbour Place (1.0)
Description: Prior to the development of Truman Annex which was a notable Naval base loc...
Listing Office: Preferred Properties (KW)
Last Updated: April - 13 - 2026
IDX
$2,100,000
105 Front Street 119
Key West, FL 33040
Private Deck
View Photos (18)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1210
Year Built: 1991
Area: 01 - Key West
Subdivision: Harbour Place (1.0)
Description: REDUCE!D!!! This beautiful two bedroom, 2.5 bath Harbour Place condominium ...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 05 - 2026
IDX
$1,775,000
101 Front Street Unit 23
Key West, FL 33040
Deck with seating and impact French doors.
View Photos (51)Virtual Tours (1)
Open House (05/24/2026 - 12:00 pm)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 1216
Year Built: 1994
Area: 01 - Key West
Subdivision: The Foundry (1.0)
Description: Completely renovated and being offered turn-key, The Foundry #23 in Key Wes...
Listing Office: Truman & Co. (KW)
Last Updated: May - 20 - 2026
IDX
$1,350,000
564 Porter Lane
Key West, FL 33040
564 Porter Lane, Key West, FL 33040
View Photos (36)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 3
Square Footage: 960
Year Built: 1994
Area: 01 - Key West
Subdivision: Old Town - Unrecord (1.0)
Description: President's Walk townhome in the Truman Annex. This is a two-bedroom, 2.5-b...
Listing Office: Keller Williams Key West Compass Realty
Last Updated: April - 05 - 2026
IDX
$1,175,000
115 Front Street APT 102
Key West, FL 33040
Welcome home!
View Photos (24)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 2
Square Footage: 1260
Year Built: 1991
Area: 01 - Key West
Subdivision: Harbour Place (1.0)
Description: HARBOUR PLACE | TRUMAN ANNEX. This waterfront gated community boasts amazi...
Listing Office: Bascom Grooms Real Estate (KW)
Last Updated: May - 19 - 2026
IDX
$835,000
620 Thomas Street APT 171
Key West, FL 33040
620 Thomas Street APT 171, Key West, FL 33040
View Photos (18)
Property Type: Residential
# of Bedrooms: 2
# of Bathrooms: 1
Square Footage: 610
Year Built: 1991
Area: 01 - Key West
Subdivision: Shipyard PH 1 (1.0)
Description: This charming Shipyard unit on the ground level is situated at the rear of ...
Listing Office: Coastal Collection Real Estate Inc.
Last Updated: April - 18 - 2026
IDX

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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Dating back as far as 1822, the Truman Annex Community was part of the United States Naval Station in Key West, Florida. The Navy recognized this portion of the island of Key West as a strategic location for defense operations. Many of the buildings located in The Truman Annex Community, including Harbour Place Condominiums’ Administration Building, were constructed during World War II. The Little White House, a summer residence used primarily by former President Harry S. Truman is included in the National Register of Historical Places. Additional buildings within the Truman Annex Community, including the Administration Building, are eligible for the National Register.

While the greatest concentration of activity at the Naval Station occurred during World War II, the Truman Annex Community served as a defense base for the United States as early as Nineteenth Century confrontations with pirates from the Gulf and the Caribbean. In 1898, Key West, and the Truman Annex in particular, received national attention during the Spanish-American War when the Naval Station at Key West harbored the entire U.S. Atlantic Fleet, including the doomed battleship, The Maine.

The Truman Annex neighborhood has Key West homes for sale, Key West townhomes for sale and Key West condos for sale.

For assistance with your Key West real estate needs, please contact the team of Key West realtors at Anchor Line Realty.

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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)