Waterfront home in Summerland Key Florida Keys

Summerland Key is a small, upscale Lower Keys island about 24 miles from Key West, known for waterfront estates, deep canals and a neighborhood with its own private airstrip. Over the past year the median sale price was about $1.1 million, with oceanfront estates selling for several million.

The Island Collective Realty is broker-led. Greg Gordon works directly with every Summerland buyer, including the many buying a second home from out of state.

Browse Summerland Key

Summerland Key Real Estate

FLORIDA KEYS AREA GUIDE

Summerland is quiet, private and built around the water. Most homes are single-family, many on canals with docks or directly on open water, and the island has very little commercial traffic.

It's also a short drive to everything. Key West's restaurants and airport are about 35 minutes away, Big Pine Key's shops are about 10 minutes away, and the ocean-side reef and Gulf backcountry are both close by boat.

Why buyers choose Summerland Key

AREA OVERVIEW

Summerland Key waterfront home with private dock

What people love about Summerland Key

THE LIFESTYLE

The island is home to Mote Marine Laboratory's coral reef research center, and Looe Key reef is a short boat ride away.

Close to the reef

Summerland Key Cove has its own 2,550-foot airstrip, a rare setup in the Keys for owners who fly their own plane.

Your own airstrip

Waterfront estates

Summerland has some of the Lower Keys' finest waterfront homes, from canal-front houses with docks to large open-water estates.

Residential waterfront view in Summerland Key Florida Keys

Summerland's median sale price was about $1.1 million over the past year, with homes typically selling in about 91 days. Summerland Key Cove, the airstrip neighborhood with canal-front homes, had a median of about $1.1 million.

On the higher end, Summerland Beach and Summerland Cove Isle had medians of about $2.3 million, and Summerland Estates, with some of the island's largest homes, about $4.3 million. With only about 34 sales a year, the right home can take patience, which is where a broker watching the market for you helps.

Summerland Key Listings

Summerland Key neighborhoods and home prices

NEIGHBORHOODS AND PRICES

Canal-front homes

A major draw for buyers looking for private dockage, boating access, and a true waterfront lifestyle in the Lower Keys.

What makes Summerland Key unique

THE AREA

Buyers enjoy a laid-back island setting while still being within reach of Key West, nearby marinas, and other Lower Keys communities.

Lower Keys convenience

A more residential pace

Summerland Key appeals to buyers who want a quieter, more local feel with less congestion and a stronger sense of privacy.

Life on Summerland is centered on the boat and the back porch. Groceries, a hardware store and restaurants are about 10 minutes away on Big Pine Key, and favorites like Kiki's Sandbar on Little Torch Key are close by. Divers and snorkelers head out to Looe Key, and Bahia Honda State Park's beaches are about 15 minutes up the road.

Getting here is easy. Key West International Airport is about 35 minutes south, Marathon's airport is about 35 minutes north, and Miami is roughly a three-hour drive.

Life on Summerland Key

LIVING HERE

Summerland Key waterfront home with private dock

Is Summerland Key a good place to buy a second home?

Yes, if you want privacy, a waterfront home and quick boat access to the reef and backcountry. Summerland is quieter and more upscale than most of the Lower Keys, with Key West about 35 minutes away.

Summerland Key real estate FAQs

FAQS

How far is Summerland Key from Key West?

About 24 miles, or roughly 35 minutes by car on US 1. Key West International Airport is the closest airport.

What do homes cost on Summerland Key?

The median sale price was about $1.1 million over the past year. Canal homes in Summerland Key Cove run around $1.1 million, and the island's larger waterfront estates often sell for $2 million to more than $4 million.

Is there really an airstrip on Summerland Key?

Yes. Summerland Key Cove has a 2,550-foot airstrip, which makes it one of the few places in the Keys where owners can keep a plane close to home.

Key West

Historic charm, walkability, dining, and a more energetic island lifestyle.

Explore nearby Florida Keys communities

EXPLORE MORE AREAS

For buyers looking for a quieter pace, more space, and laid-back island living, Cudjoe Key and the Lower Keys offer a very different feel from the Upper and Middle Keys.

Cudjoe Key

Islamorada

Known for its refined waterfront lifestyle, boating culture, and strong second-home appeal in the Upper and Middle Keys.

Contact Us

Whether you're buying a waterfront second home from out of state or selling on Summerland Key, Greg Gordon works with you directly, from the first video walk-through to closing day.

Buying or selling on Summerland Key?

Homes for sale in Summerland Key Florida Keys