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Monroe County · Islamorada

Upper Matecumbe

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

★ No cost to you, the buyer. Our fee comes from the brokerage side.
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, ask us for the Florida Buyer Guide, plus a current look at Upper Matecumbe, tailored to what you're actually looking for.

Your next step

Let's talk about Upper Matecumbe

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

  • An honest read on whether Upper Matecumbe 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

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. An experienced 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. 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.

More in Islamorada

Other areas buyers compare alongside this one.

Lower MatecumbePlantation KeyWindley Key
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.

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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.

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