Sugarloaf Key is one of the closest Lower Keys islands to Key West, just 13 to 15 miles away, with canal-front homes, open-water lots and a quiet, residential feel. In Sugarloaf Shores, the island's largest waterfront neighborhood, the median sale price was about $1.55 million over the past year.
The Island Collective Realty is broker-led. Greg Gordon works directly with every Sugarloaf buyer, including the many buying a second home from out of state.
Sugarloaf Key Real Estate
FLORIDA KEYS AREA GUIDE
Sugarloaf gives you waterfront living within easy reach of Key West. The island loops around the Atlantic side and is split into two communities: Lower Sugarloaf, around mile marker 17, and Upper Sugarloaf, around mile markers 19 to 20.5.
Buyers like the balance. You can be downtown in about 20 minutes, then come home to a canal, a dock and a quiet street. Part of Upper Sugarloaf borders the Great White Heron National Wildlife Refuge, so the backcountry here stays wild.
Why buyers choose Sugarloaf Key
AREA OVERVIEW
What people love about Sugarloaf Key
THE LIFESTYLE
Upper Sugarloaf has two public schools and a campground, so it works for full-time living as well as a getaway.
Room for families
Canal-front and open-water homes put the Atlantic, the sound and the Gulf backcountry within easy reach by boat or kayak.
Water on all sides
Minutes from Key West
At 13 to 15 miles out, Sugarloaf is one of the shortest drives to Key West's restaurants, marinas and airport from the Lower Keys.
Sugarloaf Shores, on Lower Sugarloaf, is the island's best-known waterfront neighborhood. Its median sale price was about $1.55 million over the past year, up about 4 percent, with around 30 sales a year and homes selling for about 92 percent of asking price.
Across the island, active listings in fall 2026 ranged from about $700,000 to nearly $10 million, almost all single-family homes. Upper Sugarloaf tends to offer more space and a quieter setting, while Lower Sugarloaf is a little closer to Key West.
Sugarloaf 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 Sugarloaf 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
Sugarloaf Key appeals to buyers who want a quieter, more local feel with less congestion and a stronger sense of privacy.
Life on Sugarloaf is easygoing. The family-owned Sugarloaf Lodge and its restaurant are a local landmark on Lower Sugarloaf, near the site of the historic bat tower built in 1929 to control mosquitoes. Upper Sugarloaf has schools and the Sugarloaf Key KOA, the southernmost KOA in North America.
Getting here is easy. Key West International Airport is about 20 to 25 minutes south, and Miami is roughly a three-hour drive.