Home Compare Florida Cities Schools School search Moving with an IEP or 504 How Florida schools work Wages Mortgage International 🇧🇷 Miami Area About Us
Monroe County · Key West

Truman Annex

A gated community on the former naval base by Fort Zachary Taylor: upscale homes and condos, walkable to Old Town and the harbor.

★ No cost to you, the buyer. Our fee comes from the brokerage side.
Best for
Gated, walkable luxury buyers
Median price
~$1.2M+ (mixed)
Property type
Homes & condos
Walkability
Very walkable
Vibe
Gated & upscale
To the beach
Walk to Old Town
The overview

What it's like to live in Truman Annex

Truman Annex is an upscale gated community on the former naval base beside Fort Zachary Taylor, with elegant homes and condos, the Little White House, and walkable access to Old Town and the harbor.

It appeals to buyers who want gated, upscale living steps from the Old Town action.

Honest fit

Is Truman Annex right for you?

You'll love it if…

  • You want gated, upscale, walkable living
  • Proximity to Old Town and the harbor appeals
  • Fort Zachary Taylor beach nearby matters
  • Elegant homes and condos suit you

Look elsewhere if…

  • You want a historic conch fixer
  • HOA fees aren't for you
  • You want a budget-friendly home
  • You want a large suburban lot
The day-to-day

Lifestyle highlights

🛡

Gated

A private community near Old Town.

🏘

Little White House

A historic on-site landmark.

🏖

Fort Zachary beach

Near a top Key West beach.

񌬾

Walk to Old Town

Steps to Duval and the harbor.

Price context

What buying here looks like

Broad, indicative ranges to orient you, not a market analysis:

Condo
~$900k+
Townhome
~$1.4M+
Single-family home
~$2.5M+
Premium
$5M+

For current listings and the homes that fit your budget, ask us for the Florida Buyer Guide, plus a current look at Truman Annex, tailored to what you're actually looking for.

Your next step

Let's talk about Truman Annex

Tell us what you're looking for and we'll start with a short, no-pressure conversation, no obligation. From there we connect you with an experienced local agent who knows Truman Annex, and help map out your move, in English or Portuguese.

  • An honest read on whether Truman Annex fits your budget and goals
  • An experienced local agent who knows the neighborhood firsthand
  • Support in English or Portuguese
  • A clear next-steps roadmap for your move

The first step is simply a conversation, no pressure, no commitment, and no cost to you.

Send me the Florida Buyer Guide

No cost · No commitment · We never share your details

Good to know

Truman Annex questions, answered

Is Truman Annex walkable to Old Town?
Yes. It adjoins Old Town and Fort Zachary Taylor, so Duval Street, the harbor, and the beach are all walkable. An experienced local agent can explain the HOA structure before you buy.
Can international buyers purchase here?
Yes. There's no citizenship or residency requirement to buy property in Florida. We help you compare areas and match you with a licensed local Realtor who has worked with international buyers.
What are HOA / condo fees like?
They vary widely by building and amenities and can be significant in luxury oceanfront towers, and they make a real difference to your monthly cost. An experienced local agent can walk you through the fees building by building before you commit.
Prices & figures shown are broad, indicative placeholders, to be verified against current market data before relying on them.
Florida Relocation Desk

Florida Relocation Desk

Relocation market analysis team

The numbers first. The decision is yours.

Our analysts compare the areas you are considering side by side, so you walk into every conversation already informed.

A RESEARCH DESK, NOT A PORTAL

How we help

A neighborhood can feel like a good fit before the numbers have been read. Looking at how a market has behaved over time shows where it stands today, so the financial side of the decision is as clear as the personal one.

  1. A comparative market analysis.The areas you are considering, measured on the same terms and set side by side, using data from a trusted third-party provider. Delivered as a written report.
  2. The Florida Home Buyer Guide.The questions worth asking before an offer, in English and Portuguese.
  3. A Realtor report and an introduction.When you are ready, a Realtor report on licensed agents who work that market, followed by an introduction, with the questions to raise in your first conversation.

Free for buyers.We never ask for a credit card or any payment details.

Let's find your place in Florida.