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← Islamorada neighborhoods
Monroe County · Islamorada

Upper Matecumbe

The lively core of Islamorada — the village's restaurants, marinas, and sportfishing fleet, with waterfront and canal homes.

★ 100% free for you, the buyer — no fees, ever
Best for
Village & fishing buyers
Median price
~$1M+ (mixed)
Property type
Homes & canal homes
Walkability
Car-oriented
Vibe
Lively & coastal
To the beach
Water access
The overview

What it's like to live in Upper Matecumbe

Upper Matecumbe is the lively main island of Islamorada, home to much of the village's dining, marinas, art galleries, and the famous sportfishing fleet, with waterfront and canal homes.

It appeals to buyers who want to be in the heart of Islamorada's dining and fishing scene.

Honest fit

Is Upper Matecumbe right for you?

You'll love it if…

  • You want the heart of the village
  • Dining, marinas, and fishing appeal
  • Waterfront or canal access matters
  • A lively coastal scene suits you

Look elsewhere if…

  • You want a quiet, secluded key
  • You want an ultra-private club community
  • You want a budget-friendly inland home
  • You want a walkable big-city core
The day-to-day

Lifestyle highlights

🎣

Sportfishing

The famous Islamorada fleet.

🍽

Dining & galleries

The village's lively core.

⛵

Marinas

Boating at the heart of town.

🌊

Waterfront

Ocean-, bay-, and canal-front homes.

Price context

What buying here looks like

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

Condo
~$700k+
Single-family home
~$1.2M+
Waterfront home
~$2.2M+
Premium
$5M+

For current listings and the homes that fit your budget, contact me for your free Upper Matecumbe package — tailored to what you're actually looking for.

Your next step

Let's talk about Upper Matecumbe

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 Upper Matecumbe, and help map out your move — in English, Portuguese, or Spanish.

  • An honest read on whether Upper Matecumbe 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

Upper Matecumbe questions, answered

Is Upper Matecumbe the center of Islamorada?
Yes — it's the lively main island, home to much of the village's dining, marinas, and sportfishing fleet, with waterfront and canal homes. A vetted local agent can compare it with the quieter keys.
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.