Search for Homes in the Truman Annex

The Truman Annex Homes for Sale

The Truman Annex used to be a Navy Base. It's named after our former President Harry S. Truman because that was his winter retreat home and it's located in Old Town Key West. You should check out the Little Whitehouse if you haven't already. If you are familiar with Key West than you know this is a convenient location in Old Town because you are walking distance to Duval Street, Fort Zachary Beach and other fine amenities this island has to offer. This is a private gated community and has different homes/styles to choose from.

In the historic Old Town of Key West, Florida, you’ll find the prestigious district of Truman Annex, named after President Harry Truman it is the home of the “Little White House.” The Little White House is a grand historic home built in 1890, was used as the winter retreat of the President in the late 1940’s, and today it is known as the Harry S. Truman Little White House Museum. Truman Annex is a 6-block planned luxury community of tropical beauty designed to encapsulate the unique spirit of historic Key West. The neighborhood is found on the western edge of Old Town and is bounded by Southard, Front and Whitehead Streets.

Truman Annex real estate consists of multi-million dollar Key West homes, condos, and townhouses within several distinct neighborhoods. You can find historic Italian and Greek Revival homes renovated as gorgeous luxury mansions with white picket fences and perfectly landscaped lawns. At the southern end of Truman Annex, you’ll find a collection of Southern Cottage style homes with tin roofs and porches. Adjacent to Mallory Square there is a delightful planned subdivision with a conch cottage design, free-standing homes, and condos with access to picturesque gardens and community swimming pools.

No matter which Truman Annex neighborhood you choose, you'll be in a prime location within walking distance to Mallory Square, Duval Street and other Key West attractions, including the beach at Fort Zachary Taylor State Park. Other neighborhood points of interest include the Mel Fisher Treasure Museum, US Coast Guard Cutter Ingham Maritime Museum, and the Audubon House and Tropical Gardens. The meticulous tropical landscaping gives the community a picturesque park-like ambiance and along upper Duval Street, you’ll find some of Key West’s best entertainment, shopping, and dining. Truman Annex is a sought-after address for high-end vacation rentals and permanent residents desiring to live near the heart of Key West. It is also a popular destination for homebuyers attracted to the exciting culture of Key West and its rich history and heritage. If you would like to learn more about the homes for sale in Truman Annex of Key West, Florida, please don’t hesitate to contact us for more information.

Truman Annex's Newest Listings

$1,290,000
2 Beds 3 Baths 600346 MLS
Perfect location in Key West! Excited to announce a rare Porter Court townhome offered for sale. A complete photo package, 3D virtual tour, and floor plan are on the way, but the property is available now for your showings and purchase while prepared for sale. The home features 2 bedrooms and 2.5 baths on 2 floors with a stylish contemporary kitchen and 2 suites featuring absolutely gorgeous bathrooms. Extending the main living area is a bricked patio with a high privacy fence, while a bedroom has a cozy balcony to enjoy the sound of palms rustling in the breeze. Providing ultimate convenience in the heart of Old Town, Porter Court is an intimate gated enclave located within Truman Annex. There's even an owner's pedestrian gate leading you to a 2 block causal stroll to Duval Street. Only steps from your front door is an inviting swimming pool, hot tub, and sunning area. Your assigned parking spot is comfortably close to your front step. Windows have been installed with impact glass, while doors are in the process of being replaced. An entire furniture package is included the sale. Although the home is owner occupied and not currently a rental, lucrative monthly vacation rental income is estimated as much as $15,000. Sunsets at Mallory Square, famous Duval St. nightlife, the beach and new concert venue featuring top billed music acts are nearby in every direction. Please provide for seller continued occupancy until 5/31/22 or a closing on that date in your purchase offer.

417 Porter, Key West

Listing courtesy of Coldwell Banker Schmitt Real Estate Co. (Kw).

$6,300,000
3 Beds 3 Baths 598752 MLS
Known as Building #11, this extraordinary property built in 1918, is the historic site of the 'Machine Shop' in the heart of the award-winning gated community of the Truman Annex. This rare opportunity has been expertly restored featuring dramatic voluminous ceilings, soaring interior brick walls and massive wooden beams making it a perfect blend of historic renovation and modern additions on a spectacular oversized lot. Five large arched French doors open across the front overlooking the gorgeous tropical landscape. The main level features sweeping travertine floors with master craftsman built-ins, a handsome great room which includes a separate bar, a gourmet kitchen, an elegant dining area and additional living room. There is also a guest suite on the first floor which opens out to the pool, waterfall, and stone deck.The amazing second level features the primary and guest suites separated by a breathtaking gallery bridge with privacy doors for each bedroom. Both wings include beautiful built-ins, hardwood flooring, custom lighting and luxurious bathrooms with plenty of upgrades.This home has been maintained meticulously and only a handful of personal guests have enjoyed its wonderful architectural work of art.The oversized carport includes the 'boathouse' (an ample storage area within the carport) which was newly built to match the original architectural style.This gem is nestled between its neighbors of Truman's Little White House and The Foundry building making it one of the most sought after locations in the Florida Keys.

103 Front, Key West

Listing courtesy of Keller Williams Key West Compass Realty.