138 Listings
Islamorada, $500k+, 1+ beds, 0+ baths, +2 additional filters Reset Filters
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$42,000,000
Virtual Tour
88041 Old Hwy, Islamorada, FL 33036
9,843 SqFt
6 Beds | 9 Baths
Listing Provided By Ocean Sotheby's International Realty 
$25,000,000
Virtual Tour
82768 Overseas Hwy, Islamorada, FL 33036
6,935 SqFt
7 Beds | 10 Baths
Listing Provided By Ocean Sotheby's International Realty 
$22,500,000
Virtual Tour
141 Cortez Dr, Islamorada, FL 33036
6,302 SqFt
10 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International Realty 
$20,995,000
88351 Old Hwy, Islamorada, FL 33036
6,946 SqFt
6 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$14,500,000
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87895 Old Hwy, Islamorada, FL 33036
9,011 SqFt
5 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$13,400,000
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165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$11,900,000
Virtual Tour
180 Galleon Rd, Islamorada, FL 33036
7,160 SqFt
6 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$10,900,000
170 Sapodilla Dr, Islamorada, FL 33036
4,512 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$10,900,000
Virtual Tour
162 Bayview Dr, Islamorada, FL 33036
5,392 SqFt
8 Beds | 10 Baths
Listing Provided By Coldwell Banker Residential R.E. 
$10,500,000
91 Iroquois Dr, Islamorada, FL 33036
6,100 SqFt
6 Beds | 5 Baths
Listing Provided By Beycome Of Florida 
$9,950,000
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82238 Overseas Hwy, Islamorada, FL 33036
6,866 SqFt
6 Beds | 7 Baths
Listing Provided By Ocean Sotheby's International Realty 
$8,800,000
Virtual Tour
75931 Overseas Hwy, Islamorada, FL 33036
4,770 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,995,000
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75131 Overseas Hwy, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle - Islamorada 
$6,950,000
Virtual Tour
168 Galleon Rd, Islamorada, FL 33036
3,790 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,900,000
Virtual Tour
100 List St, Islamorada, FL 33036
3,019 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$6,750,000
Virtual Tour
83407 Old Hwy, Islamorada, FL 33036
4,566 SqFt
6 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,350,000
Virtual Tour
75560 Overseas Hwy, Islamorada, FL 33036
3,228 SqFt
4 Beds | 4 Baths
Listing Provided By Realty One Group Destination (isl) 
$6,350,000
400 Palm Dr, Islamorada, FL 33036
4,700 SqFt
6 Beds | 8 Baths
Listing Provided By Pine River Realty 
$5,499,000
Virtual Tour
153 Stromboli Dr, Islamorada, FL 33036
4,964 SqFt
6 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$4,995,000
Virtual Tour
87445 Old Hwy, Islamorada, FL 33036
4,014 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,975,000
75730 Overseas Hwy, Islamorada, FL 33036
1,264 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,950,000
117 Leoni Dr, Islamorada, FL 33036
4,100 SqFt
5 Beds | 6 Baths
Listing Provided By Fairchild Partners 
$4,600,000
75433 Overseas Hwy, Islamorada, FL 33036
2,624 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$4,490,000
406 S Coconut Palm Blvd, Islamorada, FL 33070
4,144 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$4,400,000
Virtual Tour
182 Bayview Dr, Islamorada, FL 33036
1,800 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,400,000
442 Palm Dr, Islamorada, FL 33036
2,058 SqFt
4 Beds | 3 Baths
Listing Provided By Palm House Real Estate 
$4,400,000
87950 Overseas Hwy, Islamorada, FL 33036
2,764 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,300,000
150 List St, Islamorada, FL 33036
946 SqFt
1 Bed | 1 Bath
Listing Provided By Ocean Sotheby's International Realty 
$3,995,000
Virtual Tour
116 Gulfside Dr, Islamorada, FL 33036
1,846 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,995,000
230 Biscayne Blvd, Islamorada, FL 33036
2,425 SqFt
5 Beds | 3 Baths
Listing Provided By Realty One Group Destination (isl) 
$3,800,000
Virtual Tour
133 Sunset Dr, Islamorada, FL 33036
2,519 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,800,000
145 Venetian Dr, Islamorada, FL 33036
3,182 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$3,749,000
178 Indian Mound Trl, Islamorada, FL 33036
3,433 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$3,539,000
124 Orchid St, Islamorada, FL 33070
2,938 SqFt
3 Beds | 4 Baths
Listing Provided By Miami Broker's Group 
$3,495,000
80639 Old Hwy Unit 201, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,450,000
96 W Plaza Del Sol, Islamorada, FL 33036
3,004 SqFt
4 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate 
$3,450,000
128 W Plaza Del Sol, Islamorada, FL 33036
2,843 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Realty 
$3,375,000
75061 Overseas Hwy, Islamorada, FL 33036
1,616 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty - Miami Beach 
$3,350,000
Virtual Tour
72 W Plaza Granada, Islamorada, FL 33036
2,937 SqFt
4 Beds | 4 Baths
Listing Provided By Century 21 Circle - Islamorada 
$3,280,000
122 Court Contessa, Islamorada, FL 33036
2,374 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,199,000
Virtual Tour
118 Spoonbill Rd, Islamorada, FL 33070
3,482 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,150,000
105 Carroll St Unit 6, Islamorada, FL 33036
2,576 SqFt
4 Beds | 5 Baths
Listing Provided By Century 21 All Keys Inc (kw) 
$2,999,999
Virtual Tour
75055 Overseas Hwy, Islamorada, FL 33036
1,400 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,995,000
117 Buena Vista Ct, Islamorada, FL 33036
2,683 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,995,000
Virtual Tour
415 Palm Dr, Islamorada, FL 33036
2,928 SqFt
4 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,950,000
81250 Overseas Hwy Unit 5, Islamorada, FL 33036
2,072 SqFt
4 Beds | 3 Baths
Listing Provided By Palm House Real Estate 
$2,800,000
Virtual Tour
33 Pen Key Dr, Islamorada, FL 33036
4,537 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,795,000
Virtual Tour
85331 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,775,000
109 Porto Vista Ct, Islamorada, FL 33036
2,432 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,700,000
189 Gulfview Dr, Islamorada, FL 33036
2,010 SqFt
3 Beds | 2 Baths
Listing Provided By Phantom Real Estate 
$2,695,000
Virtual Tour
105 Buena Vista Ct, Islamorada, FL 33036
2,095 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,495,000
64 W Plaza Del Sol, Islamorada, FL 33036
1,560 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,399,000
Virtual Tour
150 Columbus Dr, Islamorada, FL 33036
1,802 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$2,399,000
126 Columbus Dr, Islamorada, FL 33036
1,827 SqFt
3 Beds | 3 Baths
Listing Provided By Luxe Properties 
$2,395,000
121 Lisbon Ct, Islamorada, FL 33036
1,228 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,300,000
Virtual Tour
186 Biscayne Blvd, Islamorada, FL 33036
1,178 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$2,300,000
Virtual Tour
76412 Overseas Hwy, Islamorada, FL 33036
2,000 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,200,000
120 Captains Ct, Islamorada, FL 33070
1,708 SqFt
4 Beds | 3 Baths
Listing Provided By Beacon Property Services 
$2,100,000
75621 Overseas Hwy, Islamorada, FL 33036
1,322 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,049,000
155 Plantation Ave, Islamorada, FL 33036
1,295 SqFt
3 Beds | 3 Baths
Listing Provided By Coast To Coast RE Group 
$1,999,999
Virtual Tour
144 Anglers Way, Islamorada, FL 33036
1,674 SqFt
2 Beds | 3 Baths
Listing Provided By Bhhs Florida Realty 
$1,940,000
Virtual Tour
106 San Juan Dr, Islamorada, FL 33036
2,055 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,895,000
178 Gulfview Dr, Islamorada, FL 33036
1,804 SqFt
3 Beds | 3 Baths
Listing Provided By Phantom Real Estate 
$1,895,000
190 Gulfview Dr, Islamorada, FL 33036
1,629 SqFt
4 Beds | 3 Baths
Listing Provided By Pine River Realty 
$1,840,000
143 Palermo Dr, Islamorada, FL 33036
1,568 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,775,000
88181 Old Hwy C-44 & 50' Slip #7, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate 
$1,760,000
8 Tiki Ln, Islamorada, FL 33036
1,900 SqFt
3 Beds | 3 Baths
Listing Provided By Home Sold Realty 
$1,749,000
Virtual Tour
84745 Old Hwy Unit 8, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,749,000
Virtual Tour
84745 Old Hwy Unit 14, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,660,000
102 Venetian Dr, Islamorada, FL 33036
1,380 SqFt
3 Beds | 2 Baths
Listing Provided By Florida Realty Of Miami 
$1,650,000
87851 Old Hwy P22, Islamorada, FL 33036
2,119 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate 
$1,649,000
Virtual Tour
84745 Old Hwy Unit 13, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,625,000
157 Caloosa St, Islamorada, FL 33070
1,769 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,599,000
Virtual Tour
84745 Old Hwy Unit 7, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,550,000
209 Matecumbe Ave, Islamorada, FL 33036
1,556 SqFt
2 Beds | 2 Baths
Listing Provided By Lokation Real Estate 
$1,499,000
158 Iroquois Dr, Islamorada, FL 33036
1,920 SqFt
3 Beds | 3 Baths
Listing Provided By Luxe Properties 
$1,499,000
Virtual Tour
84745 Old Hwy Unit 12, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,495,000
176 Iroquois Dr, Islamorada, FL 33036
960 SqFt
2 Beds | 2 Baths
Listing Provided By Lokation Real Estate 
$1,425,000
87851 Old Hwy M26, Islamorada, FL 33036
1,800 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,399,000
141 Aregood Ln C 1, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,395,000
87851 Old Hwy M35, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,350,000
Virtual Tour
81216 Old Hwy, Islamorada, FL 33036
960 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,300,000
Virtual Tour
137 Venetian Way, Islamorada, FL 33036
2,240 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,290,000
Virtual Tour
115 Toner Ln, Islamorada, FL 33036
1,200 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,279,000
Virtual Tour
84745 Old Hwy Unit 5, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,239,000
88181 Old Hwy 3f, Islamorada, FL 33036
1,330 SqFt
2 Beds | 2 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,225,000
83201 Old Hwy Unit 405, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,225,000
101 Gulfview Dr 116d & 30' Boat Slip, Islamorada, FL 33036
2,026 SqFt
3 Beds | 2 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,225,000
Virtual Tour
101 Gulfview Dr 114d, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,200,000
87851 Old Hwy K33, Islamorada, FL 33036
1,536 SqFt
3 Beds | 2 Baths
Listing Provided By Realty One Group Destination (isl) 
$1,199,999
Virtual Tour
102 Anglers Way, Islamorada, FL 33036
1,376 SqFt
2 Beds | 3 Baths
Listing Provided By Bhhs Florida Realty 
$1,195,000
192 E Ridge Rd, Islamorada, FL 33036
1,152 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,179,000
Virtual Tour
84745 Old Hwy Unit 4, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,100,000
107 Carroll St All Units, Islamorada, FL 33036
1,459 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,100,000
Virtual Tour
88181 Old Hwy 43a And 35' Slip #29, Islamorada, FL 33036
1,553 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,100,000
125 N Hammock Rd, Islamorada, FL 33036
1,518 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,100,000
Virtual Tour
110 Pippen Dr, Islamorada, FL 33036
1,682 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada
$1,100,000
107 Carroll St, Islamorada, FL 33036
1,459 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
