Question 1

Who is Damian Vantriglia?

Accepted Answer

Damian Vantriglia is a lifelong Key West resident and licensed REALTOR® with Berkshire Hathaway HomeServices Keys Real Estate. Born and raised in Key West, he is a Luxury Collection Specialist with deep expertise in historic properties, waterfront homes, and investment real estate throughout Key West and the Lower Florida Keys.

Question 2

What is the average home price in Key West?

Accepted Answer

As of 2025–2026, the median single-family home price in Key West is approximately $1.2M–$1.5M, with luxury and waterfront properties ranging from $2M to $25M+. Prices vary significantly by neighborhood, with Old Town and Truman Annex commanding premium values.

Question 3

Can I rent my home weekly in Key West?

Accepted Answer

Vacation rental licensing in Key West is strictly regulated. Most of Old Town (the Historic District) does not permit new vacation rental licenses. However, some properties hold grandfathered licenses that transfer with sale. Always verify the vacation rental status of any property before purchasing for investment purposes.

Question 4

What flood zone is Old Town Key West in?

Accepted Answer

Most of Old Town Key West is designated as Flood Zone AE or VE by FEMA, which requires mandatory flood insurance for properties with federally backed mortgages. Flood insurance costs in Key West can range from $2,000 to $15,000+ annually depending on the property's elevation, flood zone, and structure type.

Question 5

What neighborhoods does Damian Vantriglia specialize in?

Accepted Answer

Damian specializes in all Key West neighborhoods including Old Town, Truman Annex, Casa Marina, Bahama Village, Mid Town West, Mid Town East, New Town, Golf Course, Stock Island, Key Haven, and Shark Key, as well as surrounding Lower Florida Keys communities.

Question 6

Is Key West a buyer's market or seller's market?

Accepted Answer

Key West real estate has historically been a seller's market due to limited land supply, constrained new construction (ROGO allocations), and strong demand from mainland buyers and international investors. Contact Damian for a current market assessment tailored to your needs.