Plantation Key
Venetian Shores
100-foot-wide deep-water canals with direct access to both the Atlantic and Florida Bay via Snake Creek. The top choice for serious boaters.
Range $3M–$12M
Explore Venetian Shores
Islamorada, Florida Keys · Monroe County
Where the Atlantic
Meets Extraordinary
The Florida Keys’ most coveted waterfront estates — oceanfront retreats, deep-water canal homes, and private island compounds in the Sport-Fishing Capital of the World.
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Islamorada — Sport-Fishing Capital of the World
Oceanfront Estates From $3M
- Water Deep-Water Canal Homes
- Referral Vetted Agent Referrals via Luxury Premier Estates
- Market Florida Keys Luxury Real Estate
- Species Tarpon · Bonefish · Permit Flats
Life on the Water
On the Water
World-Class Boating & Marinas
Cast & Release
The Sport-Fishing Capital of the World
Island Living
Sunsets, Dining & the Keys Life
The Village of Islands
Why the World’s Most Discerning Buyers Choose Islamorada
Islamorada isn’t a town — it’s six islands strung like emeralds between the Atlantic and Florida Bay. Here, your backyard is a 3,800-square-mile national marine sanctuary. Your commute is by boat. And your neighbors understand that a 30-pound permit on the flats is worth more than any board meeting.
Estate values range from $3M for a well-positioned canal-front to $50M+ for true oceanfront compounds with private beaches. The market rewards rarity: deep-water docks, direct ocean access, and second-to-none sunsets.
Find Your Estate
- Estate price range
- $3M–$50M+
- Days of sunshine per year
- 300+
- Marine sanctuary
- 1,600 mi²
- sport-fishing destination, USA
- Top
Where to Live
The Great Neighborhoods of Islamorada
Every neighborhood offers something different — deep-water canals, oceanfront bluffs, or bayside sunsets. Here’s how they compare.
Explore Properties
Lower Matecumbe Key
Port Antigua
Exceptional boating access, HOA beach park on the Atlantic, and a boat ramp. Coveted for its protected canal entries and the resident community feel.
Range $2.5M–$9M
Explore Port Antigua
Windley Key & Tea Table
Oceanfront Bluffs
Rare true oceanfront estates with private beaches and dramatic Atlantic views. The most sought-after addresses in all of the Keys.
Range $8M–$50M+
View Oceanfront Estates
Florida Bay Side
Bayside Retreats
Calm, flats-perfect waters and the most spectacular sunsets in the Keys. Ideal for paddleboarding, kayaking, and backcountry fishing access.
Range $1.8M–$7M
Explore Bayside HomesThe Water Awaits
Every Marina, Anchorage & Fishing Hole — Mapped
From the legendary back-country flats of Florida Bay to the blue-water drop-offs just offshore — our insider boating and fishing guides cover every spot worth knowing in Islamorada.
The Insider’s Guide
Fishing, Boating & the Best Spots Near Islamorada
Flats Fishing
The Best Bonefish Flats Near Islamorada — A Local’s Map
From Buchanan Bank to the flats off Upper Matecumbe, here’s where the bones run large and the guides go quiet. Includes tide windows, lure picks, and permit crossover spots.
Read the Guide
Tarpon Season
Tarpon Season in Islamorada: When to Go, What to Use
April through July is the Silver King migration. The Islamorada bridges light up at night, and during the day the channels are full. Our complete breakdown of tackle, timing, and technique.
Read the GuideBoating Guide
The 7 Best Anchorages Between Tavernier and Marathon
Whether you’re on a flats skiff or a 60-foot sportfish, these are the spots that define a Keys weekend. Shell Key, Little Basin, Butternut Key — with depth charts and sunset ratings.
Read the GuideOwn a Piece of This
Ready to Make Islamorada Home?
The buyers who know these fishing spots best are the ones who end up owning waterfront here. Let us match you with the right estate and the right agent.
Find Your Perfect Estate
Your Concierge Service
We Match You With the Best Islamorada Agent for Your Search
Tell us your criteria — budget, property type, must-have features, and timeline. We’ll hand-match you with the most experienced local agent for exactly what you’re looking for. No obligation, no spam. Just the right introduction.
- Step 1Tell Us What You Want
- Step 2We Review & Match
- Step 3Meet Your Agent
- Licensed Referral Network
- Local Expert Agents
- Luxury Waterfront Specialists
- info@lperealty.com
- Islamorada, Florida Keys
Photo credits: Island Living / dining image: Morada Bay Cafe, Islamorada — Russell Carlisle, CC BY 3.0, via Wikimedia Commons (file page; resized). Images labelled “Illustration” are illustrative renders, not photos of the named neighborhood.
Hero video: AI-generated footage, shown for atmosphere; it is not a recording of a specific property or place. The three lifestyle images are shown with one shared colour grade.