Islamorada is the Monroe County market known for island homes and waterfront properties in the Keys, reached by US-1 / Overseas Highway traffic. Home to about 7,107 residents (2020 Census).
Every listing, up to the second, straight from the MLS. Tip: type “Islamorada” in the location box.
Typical Islamorada home values are up 3.4% over the past year, at about $1,234,047.
Values: Zillow Home Value Index and Observed Rent Index, mid-tier, smoothed and seasonally adjusted, July 2026. Population: U.S. Census 2020. Indexes are estimates, not appraisals; a free Islamorada market report gives you sold comps for your exact street.
Island homes and waterfront properties in the Keys
Access via US-1 / Overseas Highway traffic
Monroe County · seat Key West · Sixteenth Judicial Circuit
Arthur Simpson · Realty Pros Assured is licensed statewide and serves Islamorada buyers and sellers by phone, video, and in-person appointment. Because Arthur is also a Florida attorney, REALTOR® & CIPS, you get a sharper eye on the contract, the title, and the deed, the parts of a Monroe County deal where money is usually lost.
Need the legal side on its own? See the real estate attorney page for Islamorada, or read why an attorney-REALTOR® changes the deal.
Get My Free Islamorada Home Valuation →As of July 2026, Zillow's Home Value Index puts the typical Islamorada home at about $1,234,047, +3.4% over the past year. Monroe County overall is about $960,827.
Islamorada is in Monroe County (county seat: Key West). Deeds and liens are recorded with the Monroe County Clerk of the Circuit Court, and real estate disputes are heard in the Sixteenth Judicial Circuit.
Yes. Arthur Simpson is licensed statewide as a Florida REALTOR® with Realty Pros Assured and is also a Florida attorney, so Islamorada buyers and sellers get one person for the contract, the negotiation, and the legal side. He works Islamorada by phone, video, and in-person appointment from Ormond Beach.
Florida does not require one, but Islamorada contracts, title questions, and deed transfers are where money is usually lost. Arthur reviews your paperwork as an attorney at no extra cost when he represents you as your REALTOR®; legal services are provided separately through Truestead Law when you need them.
Key West · Big Pine Key · Key Largo · Layton · Marathon · Stock Island · Tavernier · All Florida cities & counties →
Real answers on pricing, strategy, contracts, and the legal side other agents can't cover. By phone or video.
Book a Free Strategy Call or call/text 386-273-3636