100 Listings
Islamorada, $500k+, 1+ beds, 0+ baths, +2 additional filters Reset Filters
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$29,750,000
141 Cortez Dr, Islamorada, FL 33036
3,772 SqFt
10 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International Realty 
$27,600,000
84745 Old Hwy 1-15, Islamorada, FL 33036
26,250 SqFt
45 Beds | 46 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$11,900,000
170 Sapodilla Dr, Islamorada, FL 33036
4,512 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$11,900,000
89401 Old Hwy, Islamorada, FL 33070
6,500 SqFt
8 Beds | 8 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$10,899,000
162 Key Heights Dr, Islamorada, FL 33070
2,557 SqFt
5 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$8,950,000
81486 Overseas Hwy, Islamorada, FL 33036
6,318 SqFt
7 Beds | 9 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$7,900,000
209 E Carroll St, Islamorada, FL 33036
4,931 SqFt
8 Beds | 6 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$7,850,000
168 Galleon Rd, Islamorada, FL 33036
3,790 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,500,000
75141 Overseas Hwy, Islamorada, FL 33036
1,530 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$7,000,000
88547 Old Hwy, Islamorada, FL 33070
4,103 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$6,950,000
Virtual Tour
89475 Old Hwy, Islamorada, FL 33070
6,962 SqFt
4 Beds | 6 Baths
Listing Provided By Compass Florida 
$6,500,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$5,995,000
442 Palm Dr, Islamorada, FL 33036
2,058 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$5,950,000
80980 Overseas Hwy, Islamorada, FL 33036
3,992 SqFt
5 Beds | 6 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$5,900,000
75730 Overseas Hwy, Islamorada, FL 33036
1,264 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,700,000
Virtual Tour
74501 Overseas Hwy, Islamorada, FL 33036
3,772 SqFt
5 Beds | 4 Baths
Listing Provided By Realty One Group Destination 
$5,500,000
209 E Carroll St A, Islamorada, FL 33036
2,980 SqFt
5 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$5,499,000
218 Gulfview Dr, Islamorada, FL 33036
3,660 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,300,000
139 Bayview Isle Dr, Islamorada, FL 33036
2,304 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,275,000
74860 Overseas Hwy, Islamorada, FL 33036
4,823 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,099,000
Virtual Tour
101 Gulfview Dr 314/316, Islamorada, FL 33036
5,598 SqFt
8 Beds | 6 Baths
Listing Provided By Century 21 Circle 
$4,950,000
75831 Overseas Hwy, Islamorada, FL 33036
2,736 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,930,000
Virtual Tour
76311 Overseas Hwy, Islamorada, FL 33036
2,805 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$4,900,000
28 Pen Key Dr, Islamorada, FL 33036
3,044 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,799,000
128 Leoni Dr, Islamorada, FL 33036
3,556 SqFt
4 Beds | 5 Baths
Listing Provided By Real Estate Sales Force 
$4,690,000
75691 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$4,400,000
85327 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$4,230,000
Virtual Tour
76321 Overseas Hwy, Islamorada, FL 33036
1,320 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$4,200,000
85331 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$3,995,000
209 E Carroll St B, Islamorada, FL 33036
1,475 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$3,750,000
150 N Rolling Hill Rd, Islamorada, FL 33070
2,319 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$3,750,000
151 Columbus Dr, Islamorada, FL 33036
2,508 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,750,000
77501 Overseas Hwy, Islamorada, FL 33036
3,272 SqFt
4 Beds | 4 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$3,700,000
Virtual Tour
171 Ocean Ln, Islamorada, FL 33036
3,330 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,600,000
Virtual Tour
104 Palo De Oro Dr, Islamorada, FL 33036
2,744 SqFt
4 Beds | 5 Baths
Listing Provided By Anchor Realty Of Fl 
$3,475,000
Virtual Tour
101 Gulfview Dr Unit 314, Islamorada, FL 33036
3,499 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$3,450,000
75433 Overseas Hwy, Islamorada, FL 33036
2,024 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$3,250,000
76414 Overseas Hwy, Islamorada, FL 33036
2,237 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,250,000
80639 Old Hwy Unit 204, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,249,000
251 Apache St, Islamorada, FL 33070
2,473 SqFt
5 Beds | 4 Baths
Listing Provided By The Firm Realty Group 
$3,199,999
144 San Remo Dr, Islamorada, FL 33036
1,413 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty 
$3,100,000
Virtual Tour
139 W Plaza Del Sol, Islamorada, FL 33036
1,964 SqFt
2 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,100,000
87901 Old Hwy, Islamorada, FL 33036
2,504 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$2,999,000
Virtual Tour
76300 Overseas Hwy, Islamorada, FL 33036
1,874 SqFt
3 Beds | 2 Baths
Listing Provided By Venture Realty Group 
$2,995,000
Virtual Tour
136 San Remo Dr, Islamorada, FL 33036
4,681 SqFt
6 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$2,895,000
101 Valencia Dr, Islamorada, FL 33036
2,510 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,850,000
132 Stromboli Dr, Islamorada, FL 33036
2,001 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$2,750,000
191 Plantation Ave, Islamorada, FL 33070
2,380 SqFt
3 Beds | 3 Baths
Listing Provided By Compass Florida 
$2,750,000
119 Harbor Dr, Islamorada, FL 33070
2,776 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,700,000
Virtual Tour
75455 Overseas Hwy, Islamorada, FL 33036
1,966 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$2,649,999
Virtual Tour
133 Giardino Dr, Islamorada, FL 33036
2,704 SqFt
4 Beds | 3 Baths
Listing Provided By Venture Realty Group 
$2,400,000
Virtual Tour
75091 Overseas Hwy, Islamorada, FL 33036
1,534 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$2,340,000
116 Leoni Dr, Islamorada, FL 33036
3,804 SqFt
5 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$2,250,000
84745 Old Hwy Unit 9, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$2,190,000
157 Venetian Dr, Islamorada, FL 33036
2,000 SqFt
4 Beds | 3 Baths
Listing Provided By Engel & Voelkers Olde Naples 
$2,175,000
100 Bayview Dr, Islamorada, FL 33036
1,760 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker - Pinecrest 
$1,999,999
140 Venetian Dr, Islamorada, FL 33036
818 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$1,950,000
84745 Old Hwy Unit 12, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,950,000
Virtual Tour
84 Johnston Ave Unit 1, Islamorada, FL 33036
1,680 SqFt
3 Beds | 4 Baths
Listing Provided By Exp Realty 
$1,900,000
154 Columbus Dr, Islamorada, FL 33036
1,120 SqFt
2 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$1,875,000
101 Gulfview Dr Unit 308, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,800,000
84745 Old Hwy Unit 1, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys
$1,685,000
Virtual Tour
101 Gulfview Dr Unit 316, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$1,635,000
Virtual Tour
75000 Overseas Hwy Unit 2, Islamorada, FL 33036
2,108 SqFt
3 Beds | 4 Baths
Listing Provided By Lokation Real Estate 
$1,600,000
Virtual Tour
142 Nautilus Dr, Islamorada, FL 33036
1,148 SqFt
2 Beds | 2 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,600,000
125 Pippen Dr, Islamorada, FL 33036
2,378 SqFt
5 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,590,000
74450 Overseas Hwy, Islamorada, FL 33036
1,980 SqFt
3 Beds | 2 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,590,000
124 Venetian Way, Islamorada, FL 33036
2,150 SqFt
4 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$1,499,000
135 Anglers Way, Islamorada, FL 33036
1,314 SqFt
2 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Florida Realty 
$1,499,000
133 Anglers Way, Islamorada, FL 33036
1,170 SqFt
2 Beds | 3 Baths
Listing Provided By Lokation Real Estate 
$1,400,000
129 Nautilus Dr, Islamorada, FL 33036
1,056 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,399,000
101 Gulfview Dr 116d, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,349,999
Virtual Tour
149 Venetian Way, Islamorada, FL 33036
1,391 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Florida Realty 
$1,345,000
101 Gulfview Dr 209 And 30 Ft Boatslip, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,325,000
101 Gulfview Dr Unit 214, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,325,000
101 Gulfview Dr Unit 216, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,250,000
Virtual Tour
210 Palm Ave, Islamorada, FL 33036
2,912 SqFt
3 Beds | 2 Baths
Listing Provided By RE/MAX Advance Realty Inc. 
$1,195,000
87851 Old Hwy K3 Boat Slip #46, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,195,000
87851 Old Hwy K5, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,165,000
Virtual Tour
87851 Old & 30ft Boat Slip Hwy K23, Islamorada, FL 33036
1,750 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$1,150,000
200 El Capitan Dr B-4, Islamorada, FL 33036
1,700 SqFt
3 Beds | 3 Baths
Listing Provided By Better Homes And Gardens Real Estate Destinations 
$1,099,000
Virtual Tour
75100 Overseas Hwy Parcel B1, Islamorada, FL 33036
1,552 SqFt
2 Beds | 2 Baths
Listing Provided By Century 21 Circle 
$995,000
182 Airstream Ln -, Islamorada, FL 33036
1,055 SqFt
3 Beds | 2 Baths
Listing Provided By Rd Realty Group 
$995,000
144 S Hammock Rd, Islamorada, FL 33036
2,548 SqFt
4 Beds | 3 Baths
Listing Provided By Lokation Real Estate 
$950,000
114 Jerome Ave, Islamorada, FL 33036
1,270 SqFt
4 Beds | 3 Baths
Listing Provided By Lokation Real Estate 
$949,000
Virtual Tour
75710 Overseas Hwy Unit 10, Islamorada, FL 33036
1,104 SqFt
2 Beds | 2 Baths
Listing Provided By Century 21 Circle 
$899,999
81975 Old Hwy, Islamorada, FL 33036
1,000 SqFt
2 Beds | 2 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$888,000
83201 Old Hwy Unit 212, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$865,000
114 South Dr, Islamorada, FL 33036
1,240 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$860,000
Virtual Tour
77 Columbus Drive, Islamorada, FL 33036
1,200 SqFt
3 Beds | 2 Baths
Listing Provided By Island Breeze Realty 
$849,999
100 Iroquois Dr Unit 8, Islamorada, FL 33036
1,764 SqFt
3 Beds | 3 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$830,000
Virtual Tour
137 Navajo St, Islamorada, FL 33070
1,500 SqFt
3 Beds | 2 Baths
Listing Provided By Century 21 Circle 
$739,000
165 Mohawk St, Islamorada, FL 33036
1,279 SqFt
2 Beds | 2 Baths
Listing Provided By Barbara Eads Realty 
$699,000
88500 Overseas Highway Unit 322, Islamorada, FL 33036
794 SqFt
2 Beds | 2 Baths
Listing Provided By Classic Properties 
$675,000
79901 Overseas Hwy Unit 502, Islamorada, FL 33036
1,053 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$599,000
79901 Overseas Hwy Unit 208, Islamorada, FL 33036
981 SqFt
2 Beds | 2 Baths
Listing Provided By Realty One Group Destination 
$575,000
87200 Overseas Hwy D1, Islamorada, FL 33036
1,351 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$550,000
87465 Old Hwy Unit 106, Islamorada, FL 33036
976 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty 
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