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Truman Annex Townhomes for Sale

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    $2,425,000

    • 2 Beds
    • 3 Baths
    • 1,620 Sq Ft

    106 Admirals Ln, Key West, FL 33040

    Updated photos coming soon. This town house is in the award-winning Truman Annex and is located on a private lane surrounded by charming custom-built homes. The generous open floor plan features 10-foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with quartz countertops and stainless-steel appliances with a gas cook top. The

    The Behmke Group Keller Williams Key West Compass Realty

    106 Admirals Ln, Key West, FL 33040
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    $1,275,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    237 Southard St, Key West, FL 33040

    This beautifully renovated and furnished end unit townhouse in the award winning Truman Annex is now for sale. This 2 story 2 bedroom/ 1 1/2 bath townhouse has a wonderfully renovated kitchen with quartz countertops, new cabinets and stainless appliances. The dining and living area flow outside to a poolside deck area. The front porch is wonderful for people watching and a great spot for the

    Mike Caron Keller Williams Key West Compass Realty

    237 Southard St, Key West, FL 33040
  • /49

    $1,975,000 Open Fri 11AM - 1PM

    • 2 Beds
    • 3 Baths
    • 1,216 Sq Ft

    101 Front St Unit 23, Key West, FL 33040

    The Foundry #23 in Key West's exclusive Truman Annex is a rare masterpiece, blending history, modern luxury, and high-end craftsmanship. This beautifully renovated townhome offers the ultimate in island living.Exceptional Upgrades: Every detail has been thoughtfully updated. The kitchen features custom cabinetry from Hansen & Bringle, paired with sleek quartz countertops and brand-new appliances.

    Loren Rea Truman & Co. (KW)

    101 Front St Unit 23, Key West, FL 33040
  • /42

    $2,999,500

    • 2 Beds
    • 2 Baths
    • 1,770 Sq Ft

    401 Emma St Unit H, Key West, FL 33040

    Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second story's primary bedroom and bath opens out to

    Ralph Sanchez Century 21 All Keys Inc (KW)

    401 Emma St Unit H, Key West, FL 33040
  • /35

    $1,399,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    231 Southard St, Key West, FL 33040

    For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island

    Carrie Howe Keller Williams Key West Compass Realty

    231 Southard St, Key West, FL 33040
  • /29

    $1,295,000

    • 2 Beds
    • 3 Baths
    • 960 Sq Ft

    208 Fleming St, Key West, FL 33040

    Owner is a licensed real estate agent and listing agent.Charming End Unit Townhome in the Heart of Truman Annex, Key WestNestled in the highly sought-after Truman Annex, this exceptional end unit townhome offers the perfect blend of privacy, luxury, and tropical living. Boasting an unbeatable location just steps from the vibrant attractions of Old Town Key West and the serene beauty of Fort

    Tracy Dubensky Real Estate Management of Key West, LLC

    208 Fleming St, Key West, FL 33040
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    $1,325,000 Open Fri 10AM - 12PM

    • 2 Beds
    • 3 Baths
    • 1,216 Sq Ft

    101 Front St Unit 15, Key West, FL 33040

    Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key West's vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the

    Bobby Krug Ocean Sotheby's International Realty

    101 Front St Unit 15, 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)
$1,437,500
Median Single Family Price
$2,095,000
Median Townhouse Price
$1,350,000
Median 2 Bedroom Price
$880,000
Median 1 Bedroom Price
$675,000
Average Price Per Sq Ft
$1,489
Number of Homes for Sale
20
Last 12 months Home Sales
44
Months of Supply
5.50
Median List Price
$1,500,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
15%
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