Old Town
Conch houses, gas lanterns, and a walk to everything.
Ask Kate →Key West · Lower · Middle · Upper Keys
Mile 0 to Mile 112
Mile 0 to Mile 112
Curated field guide
by Kate Baldwin
by Kate Baldwin
Island by island
The Keys,
island by island.
Every island has its own rhythm. Old Town is a walk to coffee; Sugarloaf is a morning on the flats; Islamorada is a world-class sport-fishing address. Here's how to think about each one.
Key West
Mile 0Casa Marina
Beachside quiet a few blocks from Duval, ocean out your door.
Ask Kate →Truman Annex
Gated, manicured, steps from the seaport.
Ask Kate →Key Haven
Boating community of Key West. Canals, lifts, quick runs.
Ask Kate →Lower Keys
Mile 9–29Stock Island
Working-waterfront energy turning into new-build luxury.
Ask Kate →Big Coppitt · Shark Key
Family neighborhoods with deep-water dockage options.
Ask Kate →Sugarloaf · Summerland · Cudjoe
Open-water, flats-adjacent, quiet island living.
Ask Kate →Big Pine · No Name
Key deer, old Keys feel, value per waterfront foot.
Ask Kate →Middle Keys
Mile 40–63Marathon
Airport, marinas, and Sombrero Beach — the Keys’ hub.
Ask Kate →Duck Key · Hawks Cay
Resort-adjacent living with private island character.
Ask Kate →Key Colony Beach
Walkable grid, canals, and a beach club feel.
Ask Kate →Upper Keys
Mile 72–112Islamorada
The sport-fishing capital. World-class flats and offshore.
Ask Kate →Plantation Key · Windley
Classic Keys estates, generational families, deep-water.
Ask Kate →Key Largo
Fastest drive from Miami, reef diving, Everglades access.
Ask Kate →Client portal
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Get the inside view.
Free to join. No obligation. Everything inside is curated by Kate — built for people who are serious about the Keys.
- / 01Buyer's guide
A plain-language breakdown of buying in the Keys — flood zones, insurance, HOAs, what to look for on a boat-first property.
- / 02Weekly market reports
Island-by-island numbers every week: active listings, price shifts, days on market, and what Kate is seeing in real time.
- / 03Things to do on every island
Not the tourist version. A locals' guide to the restaurants, reefs, fishing spots, and morning routines on each island.
- / 04Waterways guide
How to read and navigate the water from each island — channels, cuts, flats, and where the depth goes shallow fast.
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