Send my situationA short note is enoughStart my application
New BuyersFind My Loan quizHome buying guideFirst time buyer benefitsPrequalification vs preapprovalFHA loansVA loansUSDA loansHomeReady and Home PossibleFlorida down payment helpTrue cost of a mortgageCash to closeFlorida homestead exemptionFHA readiness quizConventional or FHA quiz
InvestorsInvestor loans overviewDSCR loansVacation rental loansConventional investment loansHow to calculate DSCRAll calculatorsRental property calculatorDSCR calculatorAirbnb break even calculatorRunning the numbers on a rentalDSCR and alternative financingReal estate investing guidesConstruction loansSelf employed borrowersNon QM loans
Loan ProgramsAll loan programsConventional loansFHA loansVA loansUSDA loansJumbo loansDSCR and investor loansNo tax return loansForeign national loansVA vs FHA vs USDAFHA vs conventionalMortgage insurance and feesGift fundsBank statement and alternative incomeVA funding feeVA IRRRL refinanceVA loan denied?Refinance and HELOCCash out refinance requirements
FloridaFlorida guidesCentral Florida marketsFlorida homesteadFHA loan limits by countyUSDA eligible areasCondo financingHome insurance and inspectionsProperty researchTitle and ownershipVeteran property tax benefitsFlorida short term rental rulesVacation rental loansRental taxes and CDD feesRental insurance requirements
LearnHow underwriting worksAutomated underwritingLender overlaysUnderwriting conditionsQualifying for a mortgageRates and pricingDown payment and cashPreapproval to closingOwning your mortgageHome equityQuestions answeredAll guidesCalculators and toolsAbout DaneContact
About DaneA to Z index
Send my situationStart my application
MONROE COUNTY
South Florida and Keys · City guide

Islamorada, Florida: Homebuying and Investing Guide

Houses in Islamorada run about $1,455,000 today, up 5.4% in a year. Start with the cards, then run the calculator.

Illustration: Monroe County scenery near Islamorada
Illustration

Islamorada today

Typical house value$1,455,000Zillow single family home value, Sep 2026
Change, past 12 months+5.4%Florida −0.9%
Average home insurance$7,863/yrState average with wind, by county

What this means

Values in Islamorada are still rising: +5.4% in the past year.

$199k$632k$1065k$1498k201620182020202220242026
Islamorada Florida. Zillow Home Value Index (single family), March and September of each year. Typical house value in Islamorada: $612,198 in Mar 2016, $1,454,580 in Sep 2026; Florida $204,709 to $396,809.

A specific house can rent above or below these figures, so pull rental comps for the address. Sources and method: how these figures are built.

Quick facts

Islamoradavs Monroe Countyvs Florida
Population6,955 (2025 estimate)
Growth since 2020-2.4%+0.6 pts-11.3 pts
Median home value$919,60018% higher156% higher
Median gross rent$1,8826% lower13% higher
Median household income$87,2221% lower17% higher
Owner occupied homes84.5%+18.7 pts+16.9 pts
Residents 65 and older29.3%+4.6 pts+8.0 pts
Average commute (minutes)2426% higher12% lower
Homes built 2010 or later7.3%-3.2 pts-6.9 pts
Median property tax paid$5,47333% higher100% higher

Census survey figures are 2020 to 2024 averages; methods.

Living in Islamorada

Village in the upper Keys spread across five islands between Miami and Key West, known as a sport fishing center.

Islamorada is a village with its own government, located in Monroe County.

Known for: History of Diving Museum; Robbie's Marina; 1935 Labor Day Hurricane memorial

Development and roads: Incorporated in 1997; US 1 runs through all five islands.

Against the Monroe County averages, more homes are seasonal or vacation homes (40.1% vs 26.9%); more homes are owner occupied (84.5% vs 65.8%); commutes are longer (24 vs 20 minutes) and the median value of $919,600 is above the county's $780,600.

Closest matches on price and rent: Marco Island ($896,300, $1,990), Indian Rocks Beach ($738,800, $1,863), Key West ($852,400, $2,220).

Growth and housing

Population went from 7,124 in 2020 to 6,955 in 2025 (-2.4%), versus -3% for Monroe County.

2025 building permitsIslamorada
Single family27
5 or more units0
Total units27
Per 1,000 residents3.9

Median year built: 1982. Detached houses dominate (73.6% of homes). Households average 2.20 people.

Out of state arrivals: 1.4% of residents a year, versus 3% countywide.

Risks to price in

Risk itemDetail
County average homeowners insurance with wind$7,863 a year
Hurricanes tied to Monroe County since 2000Irma (2017)
Coastal countycheck flood zone and elevation per address

With 44.9% of the stock built before 1980, budget for roof, electrical and plumbing updates. Inspections

Condo towers and big complexes (13.4% of homes) mean assessments and building approval matter. Condo financing

Flood, storms and jobs

Islamorada has its own flood program rating: CRS class 5, which takes 25% off federal flood premiums in high risk zones. 1,021 flood claims ($50,008,284) have come from Islamorada since 2000. For county flood claims, disaster history and jobs, see the Monroe County guide (89.4% of homes there are in high risk zones).

Buying a home in Islamorada

2026 loan limits (county)Amount
FHA, one unit$990,150
Conforming, one unit$990,150
Median home value here$919,600

Homes cost 10.5 times median household income here (Monroe County 8.9, Florida 4.8).

  • Conventional: the default for buyers with solid credit and 5% or more down.
  • FHA: the Islamorada median of $919,600 fits under the $990,150 limit.
  • Jumbo: many homes here run near or past the $990,150 conforming limit.

Investing in Islamorada

Long term rentals

Islamoradavs Monroe County
Renter occupied homes15.5%-18.7 pts
Rental vacancy42.5%+22.9 pts
Rent as share of renter income35.8%-1.3 pts

Short term rentals

Vacation demand is real here, with 40.1% of homes held for seasonal use, and so is the competition.

Short term rental taxesRate
County tourist development tax5%
State sales tax6% plus any county surtax

Check the address against local zoning and the HOA documents first. State rules

Property types

Housing stockShare
Single family detached73.6%
Buildings with 5+ units19.2%
Manufactured homes1.6%

Nearby

Other Florida markets

Sources

  1. U.S. Census Bureau, American Community Survey 2020 to 2024 5 year estimates. 2020 to 2024.
  2. U.S. Census Bureau, Population Estimates, Vintage 2025. July 1, 2025.
  3. U.S. Census Bureau, Building Permits Survey, 2025 annual. 2025.
  4. FFIEC HMDA Data Browser, originated loans. 2025 and 2024.
  5. LendingTree: 2026 FHA loan limits in Florida by county (HUD figures). 2026.
  6. Florida Realtors: FHFA sets 2026 conforming loan limits. 2026.
  7. Florida Office of Economic and Demographic Research: 2026 local option tourist tax rates. 2026.
  8. Florida Office of Insurance Regulation, July 2026 Insurance Stability Unit report (average homeowners premium with wind, as of March 31, 2026). March 31, 2026.
  9. Freddie Mac Primary Mortgage Market Survey. week of October 22, 2026.
  10. Wikipedia: List of counties in Florida. checked October 2026.
  11. U.S. Census Bureau county adjacency file. 2024.
  12. Wikipedia county article and statewide lists (colleges, teams, airports); Florida Defense Support Task Force installation map. checked October 2026.
  13. Wikipedia article for this place (history, setting, roads). checked October 2026.
  14. Zillow Home Value Index (ZHVI), all homes, middle tier, smoothed and seasonally adjusted. September 2026.
  15. Federal Housing Finance Agency House Price Index (county annual, metro and state quarterly, all transactions). through Q2 2026.
  16. U.S. Census Bureau, Building Permits Survey, January to September 2026 and 2025. September 2026.
  17. FEMA OpenFEMA, NFIP Residential Penetration Rates. as of August 2026.
  18. FEMA OpenFEMA, FIMA NFIP Redacted Claims (2000 to 2026). as of September 2026.
  19. FEMA OpenFEMA, NFIP Community Status Book (Community Rating System class). August 2026.
  20. FEMA OpenFEMA, Disaster Declarations Summaries (2000 to 2026). October 2026.
  21. U.S. Census Bureau, County Business Patterns 2023. 2023.
  22. U.S. Census Bureau, ACS 2020 to 2024, median gross rent by bedrooms (B25031). 2020 to 2024.
  23. Hurricane landfalls: Wikipedia, List of Florida hurricanes (2000 to present). checked October 2026.

Estimates from public data; they change over time. General information, not investment, tax or legal advice, and not a loan offer. Methods and assumptions.

Talk it through with Dane.

You do not need to be ready to apply. Send the property, the question or the plan, and I will tell you what I see.