(239) 851-3861 call or text

Key Largo to Key West

Florida Keys Waterfront Homes

From Key Largo to Key West along US 1, with a Realtor who grew up on these waters and still fishes them every chance he gets.

Shane and the Keys

Shane Waterfront Wilson was raised in the Florida Keys. He started in a rowboat in Key Largo's Buttonwood Bay at seven, and before he could drive he was running his own boat to Islamorada and Marathon. His family were Realtors, developers and builders who built homes from Ocean Reef down to Marathon, and his dad still lives in the Keys.

Today Shane and his wife, broker Anne Wright Wilson, sell waterfront homes from Key Largo to Key West, and he flies his own plane between Fort Myers and the Keys in under an hour.

The Keys are a different animal from Southwest Florida. The water is clear, there are few beaches, and the Gulf Stream is only 10 to 15 miles offshore for blackfin tuna, mahi and wahoo. Most of all, where you buy decides how you'll boat: bay side or ocean side, how far to the nearest cut, and whether the canal mouth is deep enough for your boat.

Updated November 9, 2026 by Shane Waterfront Wilson

Towns & Villages

Towns & Villages Along US 1

Key Largo

Upper Keys

Where Shane grew up. Closest to the mainland, with Adams Cut linking bay and ocean.

Guide coming soon

Tavernier

Upper Keys

Tavernier Creek connects Florida Bay and the Atlantic. Shopping and dining in Tavernier Town.

Guide coming soon

Marathon

Middle Keys

The Middle Keys hub, near Duck Key and Key Colony Beach.

Guide coming soon

Big Pine Key

Lower Keys

Guide coming soon

Summerland Key

Lower Keys

Guide coming soon

Cudjoe Key

Lower Keys

Guide coming soon

Sugarloaf Key

Lower Keys

Guide coming soon

Key West

Southernmost

Guide coming soon

Buying in the Keys

What Shane Asks Before You Look

Price point and boat parks

Not every Keys boater needs a dock. Some off-water neighborhoods have private boat parks with a ramp, and some let you leave the boat at the dock for 24 to 48 hours.

Bay, ocean, or both?

Buy on the wrong side and you may face a 20- to 30-minute run to Adams Cut or Tavernier Creek every time you go out. Shane matches the home to where you'll fish.

Canal width

Narrow canals limit how far a dock can extend. A wide-beam boat may only fit in a few neighborhoods.

Depth at the mouth

A canal can be 15 feet deep inside and only 2.5 to 3 feet at the entrance. Shane knows which ones by boat.

Free Guides & Checklists

Buying or Selling on the Water?

For Buyers

Florida Waterfront Home Buyer's Guide & Checklist

What to check before you make an offer on a Florida waterfront home.

  • Match the home to your boat: length, beam, draft and bridge clearance
  • Water depth at the dock, in the canal and at the canal mouth at low tide
  • Seawall, dock and lift inspection checklist
  • Flood zone, elevation and insurance questions to ask early

For Sellers

Florida Waterfront Home Seller's Guide & Checklist

How to prepare, price and present your waterfront home.

  • Pricing for the market you're actually in, not last year's
  • Pre-listing checks for seawalls, docks, lifts and termites
  • Documents waterfront buyers will ask for
  • Showing your home from the water side

Browse all of Shane's guides →

Client & Neighbor Stories

What People Say

“I wouldn't change a thing. I'm so happy we came here. I'm so happy that we took that chance, because we weren't sure. It's almost like we're in a cool little bubble here that not everybody knows about.”
Rachel Foreman Islamorada resident, Treasure Harbor. Bought the home across the street from Shane's. From podcast episode 6

Read more testimonials →

Florida Keys FAQ

What parts of the Florida Keys does Shane Waterfront Wilson cover?

Shane and his team help buyers and sellers from Key Largo to Key West.

What is a boat park in the Florida Keys?

A private neighborhood boat ramp for residents of off-water homes. You keep your boat on a trailer at home, launch at the neighborhood ramp, and some boat parks let you leave the boat at the dock for 24 to 48 hours.

Should I buy on the bay side or ocean side of the Keys?

It depends on where you'll fish and boat. Living far from a cut like Adams Cut or Tavernier Creek can add 20 to 30 minutes each way to reach the other side.

Let's Talk About the Keys

“I was raised on these waters. Before I could drive, I was running my boat from Key Largo to Marathon. Tell me how you want to live in the Keys and I'll show you the places that fit, by land, by boat or from the air.”
— Shane

(239) 851-3861 (call or text) · shane@shanewaterfrontwilson.com
Florida Keys Office: 85960 Overseas Hwy, Islamorada, FL 33036