Florida, Islamorada Waterfront Houses For Sale — from $298K | Broker One

Waterfront Houses For Sale in Florida, Islamorada

Browse waterfront Houses For Sale in Florida, Islamorada — canal-front, bay-front, and oceanfront properties with dock access, water views, and direct ocean access. Filter by price, bedrooms, lot size, and waterfront type.

Waterfront living in Florida, Islamorada

Waterfront homes in Florida, Islamorada range from canal-front properties with private docks to luxury estates on open water. Many include boat lifts, seawalls, and direct access to Biscayne Bay or the Intracoastal Waterway. Waterfront properties typically command a 30-60% premium over comparable inland homes.

What to check on waterfront properties

Verify seawall condition, dock permits, flood zone designation, and elevation certificate before buying. Waterfront homes in South Florida require flood insurance — check FEMA zone maps and recent claims history. Our listings include flood zone data and property details to help you evaluate risk.

For Sale
$11,700,000
House
6 bds · 6 ba · 6,577 sqft
MATECUMBE OCEAN BAY SEC 2, Islamorada
77350 Overseas Hwy, Islamorada FL 33036
For Sale
$29,000,000
House
4 bds · 5 ba · 8,194 sqft
Matecumbe Ocean Bay (75.0), Islamorada
75090 Overseas Highway, Islamorada FL 33036
For Sale
$2,795,000
House
3 bds · 2 ba · 1,632 sqft
VENETIAN SHORES NO 2,VENETIAN SHORES, Islamorada
107 Valencia Dr, Islamorada FL 33036
For Sale
$3,750,000
House
4 bds · 4 ba · 2,320 sqft
SUNSHINE ESTATES SEC #2, Tavernier
154 Redwing Rd, Tavernier FL 33070
For Sale
$6,999,000
House
4 bds · 4 ba · 2,797 sqft
PLANTATION BEACH, Islamorada
88110 Overseas Hwy, Islamorada FL 33036
For Sale
$3,350,000
House
4 bds · 3 ba · 3,182 sqft
WHITE MARLIN BEACH SEC 1, Islamorada
145 Venetian Drive, Islamorada FL 33036
For Sale
$14,999,000
House
8 bds · 7 ba · 6,500 sqft
Old Highway, Plantation Key
89401 Old Highway, Plantation Key FL 33070
For Sale
$6,600,000
House
5 bds · 3 ba · 2,752 sqft
INDIAN WATERWAYS, Tavernier
265 Pueblo St, Tavernier FL 33070
For Sale
$25,000,000
House
7 bds · 10 ba · 8,288 sqft
Islamorada, Islamorada
82768 Overseas Highway, Islamorada FL 33036
For Sale
$1,390,000
House
2 bds · 2 ba · 1,279 sqft
PLANTATION KEY COLONY, Plantation Key
251 Azalea St, Plantation Key FL 33070
-$37K
For Sale
$298,000
House
1 bds · 1 ba
WINDLEY KEY MOBILE HOME P, Islamorada
84961 Old Hwy 17 Hwy, Islamorada FL 33036
-$450K
For Sale
$13,500,000
House
7 bds · 7 ba
Mat Ocean Bay, Islamorada
75840 Overseas Highway, Islamorada FL 33036
For Sale
$15,000,000
House
3 bds · 2 ba · 1,504 sqft
PEARL CITY, Tavernier
88835 Old Hwy, Tavernier FL 33070
For Sale
$40,000,000
House
8 bds · 8 ba · 9,704 sqft
PEARL CITY, Tavernier
88835/88845 Old Hwy, Tavernier FL 33070
For Sale
$27,000,000
House
5 bds · 6 ba · 8,200 sqft
PEARL CITY, Tavernier
88845 Old Hwy, Tavernier FL 33070
For Sale
$3,999,999
House
4 bds · 4 ba
Lower Matecumbe, Islamorada
74049 Overseas, Islamorada FL 33036
-$100
For Sale
$2,199,900
House
2 bds · 2 ba · 960 sqft
PLANTATION SHORES REV, Tavernier
200 Plantation Shores Dr, Tavernier FL 33070
-$1M
For Sale
$6,999,000
House
8 bds · 6 ba
Strattons Subdivision Pb2-, Islamorada
1101 Mastic Street, Islamorada FL 33036
-$340K
For Sale
$6,150,000
House
5 bds · 5 ba · 5,456 sqft
MATECUMBE SANDY BEACH, Islamorada
137 Sapodilla Dr, Islamorada FL 33036
For Sale
$410,000
House
1 bds · 1 ba
Seagulls Condominium,The Sea Gulls, Plantation Key
200 Wrenn # 502, Plantation Key FL 33070