Explore the Keys
Where in the Keys should you live?
Every island along the Overseas Highway offers a different version of Keys life. Start with the one that matches how you want to spend your days.
Explore the islands
One road. A chain of islands. Very different addresses.
In the Keys, locals give directions by mile marker. From Old Town’s historic district to Islamorada’s bayside estates, each stretch of US-1 has its own pace, rules and relationship with the water.
- Mile marker 0–4Key WestOld Town conch houses and cigar maker’s cottages, Casa Marina’s wider lots, and the gated streets of Truman Annex, all on an island you can cross by bicycle.
- Mile marker 4–5Stock IslandKey West’s working waterfront: commercial fishing docks, deep-water marinas and a small but growing supply of newer residential construction.
- Mile marker 17–20Sugarloaf KeyQuiet canal neighborhoods with direct routes to the backcountry flats and a short drive back to town.
- Mile marker 20–23Cudjoe KeyCanal-front homes in Cudjoe Gardens and Cutthroat Harbor Estates, with Gulf and Atlantic access depending on the street.
- Mile marker 24–25Summerland KeyA residential key of deep-water canals and oceanfront lots, including a rare neighborhood with a private airstrip.
- Mile marker 29–33Big Pine KeyThe largest of the Lower Keys, with pine rockland, the National Key Deer Refuge and canal homes facing open water.
- Mile marker 47–60MarathonThe Middle Keys’ hub: Boot Key Harbor, Sombrero Beach, a full-service city and the eastern end of the Seven Mile Bridge.
- Mile marker 72–91IslamoradaA village of islands known for sportfishing, sandbar Saturdays and bayside sunsets, closest to the mainland.