Homes, values and local insight for Islamorada, Monroe County, Florida. Typical home value $1,239,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Islamorada is a Florida community offering diverse real estate opportunities. The area features a blend of residential properties and strong neighborhood character. Located in Monroe County, Islamorada provides access to quality schools, employment opportunities, and local amenities. The community attracts diverse buyer profiles seeking lifestyle fit and investment potential. Strong local market fundamentals support steady appreciation.
Real estate in Islamorada emphasizes island living properties with median prices in the $600K-$3M range. The market reflects regional growth patterns and economic fundamentals. Properties range from affordable starter homes to premium estates. Strong buyer demand from relocating professionals and investors creates steady transaction activity. Market appreciation typically runs 2-4% annually driven by local employment and population growth.
Winslow Homes serves this community buyers and sellers across FL, MA, CT, and RI. Ryan and Megan Winslow provide both brokerage and mortgage services (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.
The typical home in Islamorada is worth $1,239,000, 29% above the Monroe County typical value of $960,000 and 230% above the Florida typical value of $375,000.
Zillow Home Value Index for Islamorada, August 2026. The middle of the market for single family homes and condos.
Home values in Islamorada moved +38.2% over five years and +101.8% over ten.
Median gross rent in Islamorada. Useful for investors running rental numbers.
Share of occupied homes in Islamorada lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in Islamorada.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Islamorada home of $1,239,000:
Ryan and Megan price Islamorada homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $1,097,000 · 12,069 residents
Area guide →Typical value $904,000 · 208 residents
Area guide →Typical value $368,000 · 13,157 residents
Area guide →Typical value $434,000 · 85,796 residents
Area guide →Typical value $833,000 · 10,039 residents
Area guide →Typical value $883,000 · 749 residents
Area guide →See the full Monroe County real estate guide or the Florida real estate guide.
The Zillow Home Value Index for Islamorada was $1,239,000 in August 2026, +4.0% over the past year.
Islamorada is in Monroe County, Florida.
About 7,013 people as of the 2024 Census Bureau estimate, compared with 7,127 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
81% of occupied homes in Islamorada are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Islamorada, FL before they hit the big home search sites.
