5

Truman Annex Houses for Sale

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  • /44

    $2,095,000

    • 2 Beds
    • 3 Baths
    • 1,312 Sq Ft

    216 Fleming St, Key West, FL 33040

    Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena &

    Agent Photo

    Brenda Donnelly

    Brenda Donnelly Real Estate LLC

    (786) 733-5614

    216 Fleming St, Key West, FL 33040
  • /72

    $3,395,000

    • 4 Beds
    • 4 Baths
    • 2,488 Sq Ft

    102 Admirals Ln, Key West, FL 33040

    Exquisite Key West Retreat in Truman Annex! Experience the best of Key West with this luxurious retreat in the exclusive gated community of Truman Annex. This Caribbean and British Colonial-inspired home blends sophistication and comfort, making it ideal as an upscale vacation home or investment with rental potential. The transient license allows weekly rentals. The residence spans three levels

    Agent Photo

    Lisa Swanson

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 869-4388

    102 Admirals Ln, Key West, FL 33040
  • /40

    $2,949,000

    • 3 Beds
    • 3 Baths
    • 1,426 Sq Ft

    100 Admirals Ln, Key West, FL 33040

    Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience. Adjacent to the property lies a shared community pool,

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    100 Admirals Ln, Key West, FL 33040
  • /60

    $4,850,000

    • 5 Beds
    • 4 Baths
    • 3,148 Sq Ft

    202 Admirals Ln, Key West, FL 33040

    Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and

    Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

    202 Admirals Ln, Key West, FL 33040
  • /77

    $6,995,000

    • 5 Beds
    • 4 Baths
    • 3,173 Sq Ft

    101 Admirals Ln, Key West, FL 33040

    With its special transient license, The Royal Compound is currently generating $500,000 a year from first-class guests who will accept only the best in vacation homes. What's interesting is that most of the rental income comes from monthly rentals, so you can expect almost as much income without a transient license. This extraordinary home is situated on one of the largest lots (14,183 SF) in

    Andrea Otava Last Key Realty, Inc (KW)

    101 Admirals Ln, Key West, FL 33040

About Truman Annex

Truman Annex in Key West offers a diverse range of housing options, from classic Southern Cottage-style row homes to grand Italian Revival residences, all unified by their white exteriors. The neighborhood includes multi-unit properties like The Foundry’s townhouses and Harbour Place condos, which repurposed former military buildings. Amenities such as a large community pool at Shipyard Condos and private courtyards at President’s Walk townhouses enhance the living experience. Many properties allow for weekly and monthly rentals, appealing to seasonal residents. The area is safer than the national average, providing a secure environment for families and individuals alike. Truman Annex is within walking distance of Duval Street, known for its vibrant bars, restaurants, and shops. Popular spots include Hog’s Breath Saloon, Sloppy Joe’s, and the Green Parrot, which hosts live music regularly. Dining options extend beyond Duval Street with establishments like Blue Heaven and El Meson de Pepe. For groceries, Fausto’s Food Palace and national chains like Publix and Winn-Dixie are about 3 miles away in New Town. Cultural attractions near Truman Annex include the Custom House Museum, the Waterfront Playhouse, and the Key West Aquarium. The neighborhood also hosts various events throughout the year, such as Hemingway Days and the Key West Songwriters Festival. Educational options are strong, with highly rated schools like Sigsbee Charter School and Key West High School serving the area. Truman Waterfront Park and Fort Zachary Taylor Historic State Park offer recreational opportunities, including playgrounds, trails, and popular beaches for swimming and snorkeling.

Home Trends in Truman Annex, FL

Home Trends

Median Price (12 Mo)
$1,475,000
Median Single Family Price
$2,095,000
Median Townhouse Price
$1,350,000
Median 2 Bedroom Price
$884,500
Median 1 Bedroom Price
$675,000
Average Price Per Sq Ft
$1,490
Number of Homes for Sale
20
Last 12 months Home Sales
42
Months of Supply
5.70
Median List Price
$1,500,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
18%
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