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Islamorada, FL

Waterfront Homes in Islamorada

Single-family waterfront homes on canals, lakes, and the Intracoastal in Islamorada, Florida. Browse active MLS listings and communities with List & Sell FL.

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Communities
Islamorada
City
1%
Listing Fee
Active Listings

25 active listings

4 bedroom home for sale at 131 Ojibway, Islamorada, FL 33070 — $3,200,000
$3,200,000
Active
2d
$3,200,000
131 Ojibway
Islamorada, FL 33070
4 bd4 ba3,715 sqft
Indian Waterways
4 bedroom home for sale at 179 Azalea, Islamorada, FL 33070 — $2,450,000
$2,450,000
Active
17d
$2,450,000
179 Azalea
Islamorada, FL 33070
4 bd4 ba1,800 sqft
Plantation Key Colony 1st
5 bedroom home for sale at 59 Plaza Del Sol, Islamorada, FL 33036 — $3,275,000
$3,275,000
Active
19d
$3,275,000
59 Plaza Del Sol
Islamorada, FL 33036
5 bd3 ba2,922 sqft
Port Antigua Plat No 3 &
2 bedroom home for sale at 133 Anglers, Islamorada, FL 33036 — $1,700,000
$1,700,000
Active
21d
$1,700,000
133 Anglers
Islamorada, FL 33036
2 bd2.5 ba1,170 sqft
Anglers Reef
4 bedroom home for sale at 115 Villa Bella, Islamorada, FL 33036 — $4,899,000
$4,899,000
Active
37d
$4,899,000
115 Villa Bella
Islamorada, FL 33036
4 bd4 ba2,476 sqft
Venetian Shores
6 bedroom home for sale at 87429 Old, Islamorada, FL 33036 — $18,499,000
$18,499,000
Active
40d
$18,499,000
87429 Old
Islamorada, FL 33036
6 bd8 ba6,692 sqft
Plantation Beach
7 bedroom home for sale at 82719 Old, Islamorada, FL 33036 — $24,995,000
$24,995,000
Active
45d
$24,995,000
82719 Old
Islamorada, FL 33036
7 bd10.5 ba10,182 sqft
Strattons Subd
3 bedroom home for sale at 161 Palermo, Islamorada, FL 33036 — $1,950,000
$1,950,000
Active
42d
$1,950,000
161 Palermo
Islamorada, FL 33036
3 bd2 ba1,190 sqft
Venetian Shores No 1
3 bedroom home for sale at 100 IROQUOIS, Islamorada, FL 33036 — $999,999
$999,999
Active
49d
$999,999
100 IROQUOIS #5
Islamorada, FL 33036
3 bd3 ba1,710 sqft
Lower Matecumbe Beach
3 bedroom home for sale at 122 Court Contessa, Islamorada, FL 33036 — $2,740,000
$2,740,000
Active
73d
$2,740,000
122 Court Contessa
Islamorada, FL 33036
3 bd3.5 ba2,374 sqft
Port Antigua Plat No 5 &
4 bedroom home for sale at 74049 Overseas, Islamorada, FL 33036 — $3,750,000
$3,750,000
Active
85d
$3,750,000
74049 Overseas
Islamorada, FL 33036
4 bd4 ba2,596 sqft
Lower Matecumbe Beach
1 bedroom home for sale at 81801 Old, Islamorada, FL 33036 — $649,000
$649,000
Active
105d
$649,000
81801 Old #754
Islamorada, FL 33036
1 bd1 ba550 sqft
Strattons
6 bedroom home for sale at 77350 Overseas, Islamorada, FL 33036 — $10,950,000
$10,950,000
Active
105d
$10,950,000
77350 Overseas
Islamorada, FL 33036
6 bd6.5 ba6,577 sqft
Matecumbe Ocean Bay Sec 2
3 bedroom home for sale at 107 Valencia, Islamorada, FL 33036 — $2,500,000
$2,500,000
Active
113d
$2,500,000
107 Valencia
Islamorada, FL 33036
3 bd2.5 ba1,632 sqft
Venetian Shores No 2
4 bedroom home for sale at 75090 Overseas, Islamorada, FL 33036 — $29,000,000
$29,000,000
Active
129d
$29,000,000
75090 Overseas
Islamorada, FL 33036
4 bd5.5 ba8,194 sqft
Matecumbe Ocean Bay (75.0)
1 bedroom home for sale at 81801 Overseas Highway, Islamorada, FL 33036 — $699,000
$699,000
Active
139d
$699,000
81801 Overseas Highway #714
Islamorada, FL 33036
1 bd1 ba550 sqft
Hotel Condominium At Cheeca Lodge, Bldgs 1 8 (6
7 bedroom home for sale at 82768 Overseas, Islamorada, FL 33036 — $25,000,000
$25,000,000
Active
164d
$25,000,000
82768 Overseas
Islamorada, FL 33036
7 bd10 ba8,288 sqft
Islamorada
1 bedroom home for sale at 84961 Old Hwy 17, Islamorada, FL 33036 — $298,000
$298,000
Active
168d
$298,000
84961 Old Hwy 17
Islamorada, FL 33036
1 bd1 ba0 sqft
Windley Key Mobile Home P
8 bedroom home for sale at 1101 Mastic, Islamorada, FL 33036 — $5,999,000
$5,999,000
Active
191d
$5,999,000
1101 Mastic
Islamorada, FL 33036
8 bd6 ba3,649 sqft
Strattons Subdivision Pb2-
5 bedroom home for sale at 137 Sapodilla, Islamorada, FL 33036 — $5,999,999
$5,999,999
Active
197d
$5,999,999
137 Sapodilla
Islamorada, FL 33036
5 bd5.5 ba5,456 sqft
Matecumbe Sandy Beach
2 bedroom home for sale at 77340 Overseas, Islamorada, FL 33036 — $3,799,999
$3,799,999
Active
220d
$3,799,999
77340 Overseas
Islamorada, FL 33036
2 bd2 ba928 sqft
Matecumbe Ocean Bay Sec 2
6 bedroom home for sale at 88351 Old, Islamorada, FL 33070 — $14,990,000
$14,990,000
Active
241d
$14,990,000
88351 Old
Islamorada, FL 33070
6 bd9 ba7,590 sqft
Pearl City
4 bedroom home for sale at 44 Plaza Del Lago, Islamorada, FL 33036 — $4,750,000
$4,750,000
Active
274d
$4,750,000
44 Plaza Del Lago
Islamorada, FL 33036
4 bd4.5 ba4,464 sqft
Port Antigua Plat No 2
4 bedroom home for sale at 164 Venetian, Islamorada, FL 33036 — $1,499,000
$1,499,000
Active
380d
$1,499,000
164 Venetian
Islamorada, FL 33036
4 bd2 ba1,680 sqft
White Marlin Beach Sec 2

Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.

About Waterfront Homes in Islamorada

Waterfront Homes in Islamorada, FL

Looking for waterfront homes in Islamorada? Here is what to know about this part of the County market. Waterfront homes in Islamorada sit on canals, lakes, the Intracoastal, or the open ocean across County. For many buyers the draw is boating: a private dock steps from the door with access out to the Intracoastal and beyond. Frontage type drives both lifestyle and price.

Inspect the water side as carefully as the house. Check the seawall and dock condition and permits, and for boaters confirm water depth, any fixed-bridge clearance to open water, and your vessel's draft. Flood exposure matters: look at the FEMA flood zone, the elevation certificate, and get insurance quotes early, since wind and flood coverage are a real part of the carrying cost on the coast.

Frequently Asked Questions

Waterfront Homes in Islamorada FAQ

Do waterfront homes in Islamorada have dock and ocean access?+
It depends on the property. Some have private docks with direct Intracoastal and ocean access, while others sit on canals or lakes with fixed-bridge clearance limits. Confirm depth and access for your boat before you buy.
Is flood insurance required for waterfront homes in Islamorada?+
If the home is in a FEMA flood zone and you finance it, your lender will require flood insurance. Many coastal owners carry it regardless. Check the flood zone and elevation for any specific address.
What is the difference between oceanfront and Intracoastal in Islamorada?+
Oceanfront homes face the Atlantic directly, commanding the highest prices and the most exposure. Intracoastal and canal homes trade direct ocean views for protected dockage and easier boating access.
How much do waterfront homes in County cost?+
Waterfront carries a premium over comparable inland homes, and price climbs with frontage type, water depth, and dock. We can pull current listings and recent sales for the exact area you want.
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