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Current Search
x Islamorada
x Gated
x 1+ beds
x > $250,000
x < $7,000,000
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Islamorada Home Report
Average Home
Average Price
$4,230,988
Avg Bedrooms
3.52 beds
Avg Bathrooms
3.43 baths
Average Price By Bedrooms
1 bedroom
$1,030,875
2 bedrooms
$984,116
3 bedrooms
$2,555,474
4 bedrooms
$4,064,477
5 bedrooms
$5,943,888
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42+ Gated Homes for Sale in Islamorada
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77
$6,299,000
137 Sapodilla Dr, Islamorada, FL 33036
Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated ...
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5
Beds
6
Baths
5,456
SqFt
Listing Provided By: Ocean Sotheby's International Realty
87
$5,999,999
181 Nautilus Dr, Islamorada, FL 33036
Brand new 2026 coastal luxury in Islamorada's White Marlin Beach. 181 Nautilus Dr offers the ultimat...
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5
Beds
6
Baths
5,320
SqFt
Listing Provided By: Coldwell Banker Realty - Coral Gables
72
$5,999,000
430 Palm Dr, Islamorada, FL 33036
Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront livin...
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5
Beds
7
Baths
5,153
SqFt
Listing Provided By: Coastal Realty Of The Florida Keys
97
$4,999,900
75761 Overseas Hwy, Islamorada, FL 33036
Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this ocean...
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4
Beds
4
Baths
3,001
SqFt
Listing Provided By: Engel & Völkers Marathon
50
$3,999,999
74049 Overseas Hwy, Islamorada, FL 33036
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway i...
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4
Beds
4
Baths
2,591
SqFt
Listing Provided By: Paradise Florida Keys Real Estate
33
$3,995,000
87445 Old Hwy, Islamorada, FL 33036
This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamora...
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5
Beds
4
Baths
4,014
SqFt
Listing Provided By: Ocean Sotheby's International Realty
53
$3,995,000
105 Palo De Oro Dr, Islamorada, FL 33036
Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Flor...
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5
Beds
3
Baths
2,640
SqFt
Listing Provided By: Coldwell Banker Schmitt Islamorada
78
$3,800,000
82779 Old Hwy 14, Islamorada, FL 33036
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offe...
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4
Beds
5
Baths
2,574
SqFt
Listing Provided By: Ocean Sotheby's International Realty
84
$3,800,000
82779 Old Hwy 7, Islamorada, FL 33036
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offe...
View Full Details
4
Beds
5
Baths
2,574
SqFt
Listing Provided By: Ocean Sotheby's International Realty
82
$3,800,000
82779 Old Hwy 8, Islamorada, FL 33036
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offe...
View Full Details
4
Beds
5
Baths
2,574
SqFt
Listing Provided By: Ocean Sotheby's International Realty
82
$3,800,000
82779 Old Hwy 15, Islamorada, FL 33036
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offe...
View Full Details
4
Beds
5
Baths
2,574
SqFt
Listing Provided By: Ocean Sotheby's International Realty
130
$3,800,000
82779 Old Hwy 16, Islamorada, FL 33036
The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offe...
View Full Details
4
Beds
5
Baths
2,574
SqFt
Listing Provided By: Ocean Sotheby's International Realty
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