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← Key West neighborhoods
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.

★ 100% free for you, the buyer — no fees, ever
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, contact me for your free Truman Annex package — tailored to what you're actually looking for.

Your next step

Let's talk about Truman Annex

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

  • An honest read on whether Truman Annex fits your budget and goals
  • A vetted local agent who knows the neighborhood firsthand
  • Guidance for international buyers, including financing options
  • A clear next-steps roadmap for your move

The first step is simply a conversation — no pressure, no commitment, and free for you.

Contact me for my package

Free · 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. A vetted 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, and foreign-national financing is available. We connect you with lenders who specialize in 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. A vetted 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.