44 Listings
Islamorada, Gated, Any price, 1+ beds, 0+ baths, +1 additional filter Reset Filters
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$14,500,000
Virtual Tour
87895 Old Hwy, Islamorada, FL 33036
9,011 SqFt
5 Beds | 8 Baths
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$13,900,000
Virtual Tour
165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 4 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/1add53fd361b99581601e32e994ba83b.jpg?width=1024)
$11,900,000
Virtual Tour
180 Galleon Rd, Islamorada, FL 33036
7,160 SqFt
6 Beds | 9 Baths
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$10,500,000
91 Iroquois Dr, Islamorada, FL 33036
6,100 SqFt
6 Beds | 5 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/583252b6a608d322c917d6d8514fcedb.jpg?width=1024)
$7,450,000
Virtual Tour
168 Galleon Rd, Islamorada, FL 33036
3,790 SqFt
4 Beds | 4 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/532d50e3dc88d03348f9db4931c9f115.jpg?width=1024)
$6,500,000
75851 Overseas Hwy, Islamorada, FL 33036
3,978 SqFt
5 Beds | 6 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/99f13be9edd3ff442c1da4aa227b9e16.jpg?width=1024)
$6,450,000
Virtual Tour
178 Plantation Blvd, Islamorada, FL 33036
2,846 SqFt
4 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/21275f7f06dc8aed7d748c99382e73f8.jpg?width=1024)
$6,125,000
Virtual Tour
82779 Old Hwy Unit 21, Islamorada, FL 33036
2,573 SqFt
4 Beds | 5 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/03996f8dfec0d3c803d44caa3a60a09f.jpg?width=1024)
$5,995,000
Virtual Tour
87445 Old Hwy, Islamorada, FL 33036
4,014 SqFt
5 Beds | 4 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/1409b6792c600e0bdacd56b25b180974.jpg?width=1024)
$5,500,000
Virtual Tour
82779 Old Hwy Unit 3, Islamorada, FL 33036
2,573 SqFt
4 Beds | 5 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/e949713ca34922203da165b931e6e361.jpg?width=1024)
$4,950,000
Virtual Tour
82779 Old Hwy Unit 16, Islamorada, FL 33036
2,573 SqFt
4 Beds | 5 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/0d404968b5dc84ca5a6d9977f094305b.jpg?width=1024)
$4,495,000
Virtual Tour
80459 Old Hwy, Islamorada, FL 33036
2,358 SqFt
5 Beds | 4 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/47e6128e6ed9273fa7286ec3950ed21d.jpg?width=1024)
$3,375,000
75061 Overseas Hwy, Islamorada, FL 33036
1,616 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/e8b8cc25b6c35f849fc3a6bc845a2bae.jpg?width=1024)
$3,250,000
Virtual Tour
75055 Overseas Hwy, Islamorada, FL 33036
1,400 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/9e48e1cc60c4ddd79e021909c45ebe0d.jpg?width=1024)
$3,150,000
105 Carroll St Unit 6, Islamorada, FL 33036
2,576 SqFt
4 Beds | 5 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/59187595cacecaf80c49eafd7a221971.jpg?width=1024)
$2,800,000
Virtual Tour
33 Pen Key Dr, Islamorada, FL 33036
4,537 SqFt
3 Beds | 4 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/749ebe5bb72122225f237f1b6fb5e768.jpg?width=1024)
$2,400,000
Virtual Tour
76412 Overseas Hwy, Islamorada, FL 33036
2,000 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/ff4cf09ca19e315e6dcc477203cbc776.jpg?width=1024)
$1,999,999
Virtual Tour
144 Anglers Way, Islamorada, FL 33036
1,674 SqFt
2 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f29783b040f1ae65bd406b745255d902.jpg?width=1024)
$1,895,000
84745 Old Hwy Unit 14, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/d162c53b9cc59a42f7c3ffca2cf346c9.jpg?width=1024)
$1,795,000
84745 Old Hwy Unit 8, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f29783b040f1ae65bd406b745255d902.jpg?width=1024)
$1,750,100
84745 Old Hwy Unit 13, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/9d772bb9e96ef0bb73a96229d519bc0a.jpg?width=1024)
$1,695,100
84745 Old Hwy Unit 7, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/6d956b58dd8039dd670b2e1c77a334b9.jpg?width=1024)
$1,650,000
87851 Old Hwy P22, Islamorada, FL 33036
2,119 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/905dd0475442ef5ac212febe10c864ef.jpg?width=1024)
$1,500,100
84745 Old Hwy Unit 12, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f9a4e136515933c0a386c90ce8eb6e95.jpg?width=1024)
$1,495,000
87851 Old Hwy K36, Islamorada, FL 33036
1,813 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/12ff1b911911ffbd0fbb65111cf3b142.jpg?width=1024)
$1,475,000
87851 Old Hwy M35, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/01dd7c8616de121d0168823f4d6ea22d.jpg?width=1024)
$1,425,000
87851 Old Hwy M26, Islamorada, FL 33036
1,800 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/81073279d53fd1c0930b2121265a8554.jpg?width=1024)
$1,300,000
84745 Old Hwy Unit 5, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/4b92e741e7c41b289a1b2dc1f86e68b8.jpg?width=1024)
$1,299,999
Virtual Tour
135 Anglers Way, Islamorada, FL 33036
1,314 SqFt
2 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/be16158c5bd5ff1e3b3d1a66c63412e2.jpg?width=1024)
$1,239,000
88181 Old Hwy 3f, Islamorada, FL 33036
1,330 SqFt
2 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/d6682c6c4a298c8804c4695a3c038a18.jpg?width=1024)
$1,225,000
101 Gulfview Dr 116d & 30' Boat Slip, Islamorada, FL 33036
2,026 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f29783b040f1ae65bd406b745255d902.jpg?width=1024)
$1,200,100
84745 Old Hwy Unit 4, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f487349fef68c7ec269c82406557bc45.jpg?width=1024)
$1,200,000
33 Flamingo Hammock Rd, Islamorada, FL 33036
1,844 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f52cbe8fad94f5821b63dbff2417745e.jpg?width=1024)
$1,199,999
Virtual Tour
102 Anglers Way, Islamorada, FL 33036
1,376 SqFt
2 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/f3ea0224460e21908a436f28cfffa343.jpg?width=1024)
$1,195,000
Virtual Tour
87851 Old Hwy K-24 & 35ft Boat Slip, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/641f2e98f67828b95737b3d204527b2f.jpg?width=1024)
$1,100,100
84745 Old Hwy Unit 1, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/cad48cd5f523e7b193278c3072bae420.jpg?width=1024)
$1,000,000
88181 Old Hwy 21h + 30' Slip 49, Islamorada, FL 33036
1,672 SqFt
2 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/81229bbc6f68ab0e12f13f0361d2f299.jpg?width=1024)
$925,000
Virtual Tour
87200 Overseas Hwy H4, Islamorada, FL 33036
1,359 SqFt
2 Beds | 2 Baths
![UPKEYS](https://s-static.cinccdn.com/images/icons/mls/UPKEYS.png)
![Image Unavailable](https://img.cincmedia.com/UPKEYS/a8324f0d74697c73f6e9cda57637bbbe.jpg?width=1024)
$925,000
88181 Old Hwy 2a, Islamorada, FL 33036
1,553 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/8eb9f1097e5021ff818716b09ad00de3.jpg?width=1024)
$825,000
302 North Dr, Islamorada, FL 33036
1,794 SqFt
3 Beds | 2 Baths
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![Image Unavailable](https://img.cincmedia.com/UPKEYS/1c9fd20ef8a9b25baef714ff37672c19.jpg?width=1024)
$750,000
Virtual Tour
88181 Old Hwy 41g, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
![UPKEYS](https://s-static.cinccdn.com/images/icons/mls/UPKEYS.png)
![Image Unavailable](https://img.cincmedia.com/UPKEYS/db474492c5ecd456eb161a228a148ba9.jpg?width=1024)
$599,000
87200 Overseas Hwy M9, Islamorada, FL 33036
1,358 SqFt
3 Beds | 2 Baths
![UPKEYS](https://s-static.cinccdn.com/images/icons/mls/UPKEYS.png)
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