Islamorada
At the heart of the Upper Keys, Islamorada blends world-class waterfront living with a vibrant, walkable island lifestyle.
Islamorada is defined by its variety, from extraordinary bayfront estates with deep-water dockage to intimate gated communities and sought-after oceanfront residences. Buyers are drawn to its rare combination of boating access through Channels 2 and 5, established neighborhoods, and a lively downtown core close to restaurants, shops, and local attractions. With limited inventory, restricted new construction, and a strong sense of place, Islamorada real estate offers a unique balance of privacy, convenience, and long-term value.
View current Islamorada listings below to see homes ranging from luxury waterfront properties to refined island retreats in one of the Keys’ most desirable markets.
Featured Properties
Active
2
Bedrooms
2
Bathrooms
1,275
ft²
83201 Old Highway #409 Islamorada, FL 33036
$999,000
·
MLS
617277
Active
4
Bedrooms
3
Bathrooms
2,336
ft²
81250 Overseas Highway #5 Islamorada, FL 33036
$2,600000
·
MLS
615996
Active
4
Bedrooms
3
Bathrooms
2,277
ft²
36 Park Road Islamorada, FL 33036
$1,600,000
·
MLS
615226
2
Bedrooms
2
Bathrooms
1,120
ft²
20 Park Road Islamorada, FL 33036
$899,000
·
MLS
617990
Active
3
Bedrooms
3
Bathrooms
2,072
ft²
81250 Overseas Highway #2, Islamorada, FL 33036
$2,850,000
·
MLS
615038




















