Fun in Key West Podcast

Cheapest Places to Live in the Florida Keys (and What "Cheap" Really Means)

Cheapest Places to Live in the Florida Keys (and What "Cheap" Really Means) Host Michele O'Connor answers questions about what it really takes to live in the Florida Keys, emphasizing that "cheap" is relative and the Keys are expensive compared to national averages. She outlines factors beyond listing price—rent, property taxes, insurance (including flood), maintenance from salt air, storm prep, commute, home condition, and lifestyle goals—then compares areas often discussed for budget-conscious moves: Big Pine Key for a quieter, nature-focused lower-Keys lifestyle with fewer conveniences; Tavernier as an overlooked upper-Keys option with easier mainland access; Marathon as a centrally located middle-Keys choice with wide price variation by neighborhood and property type; Key Largo as convenient but usually pricier; Key West as iconic but typically among the most expensive; and Stock Island as a potentially more realistic alternative near Key West. She encourages realistic expectations, research, and choosing best value and fit. 00:00 Welcome to Fun in Key West 01:26 Episode Topic Living in the Keys 03:53 Setting Realistic Cost Expectations 08:10 What Affordable Really Means 10:39 Big Pine Key Nature and Value 12:32 Tavernier Upper Keys Option 14:26 Key Largo Convenience Costs More 16:02 Marathon Middle Keys Balance 18:10 Key West and Stock Island Alternatives 22:31 Hidden Costs and Smart Planning 24:23 Quick Shortlist and Takeaways 26:58 Wrap Up Resources and Goodbye 28:33 Final Encouragement and Call to Action www.funinkeywest.com