90 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 
$14,500,000
Virtual Tour
87895 Old Hwy, Islamorada, FL 33036
9,011 SqFt
5 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$11,900,000
89401 Old Hwy, Islamorada, FL 33070
6,500 SqFt
8 Beds | 8 Baths
Listing Provided By American Caribbean Real Estate 
$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 
$7,900,000
207 & 209 E Carroll St, Islamorada, FL 33036
4,931 SqFt
8 Beds | 6 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 
$7,499,999
Virtual Tour
75560 Overseas Hwy, Islamorada, FL 33036
3,228 SqFt
4 Beds | 4 Baths
Listing Provided By Realty One Group Destination (isl) 
$7,495,000
168 Galleon Rd, Islamorada, FL 33036
3,790 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$5,975,000
74870 Overseas Hwy, Islamorada, FL 33036
5,342 SqFt
5 Beds | 6 Baths
Listing Provided By Black Swan Home Group 
$5,900,000
75730 Overseas Hwy, Islamorada, FL 33036
1,264 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,500,000
209 E Carroll St, Islamorada, FL 33036
2,980 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,300,000
139 Bayview Isle Dr, Islamorada, FL 33036
2,304 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,200,000
Virtual Tour
87950 Overseas Hwy, Islamorada, FL 33036
2,764 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,100,000
Virtual Tour
74501 Overseas Hwy, Islamorada, FL 33036
3,772 SqFt
5 Beds | 4 Baths
Listing Provided By Realty One Group Destination (isl) 
$5,088,000
Virtual Tour
101 Gulfview Dr 314/316, Islamorada, FL 33036
5,598 SqFt
8 Beds | 6 Baths
Listing Provided By Century 21 Circle 
$4,995,000
442 Palm Dr, Islamorada, FL 33036
2,058 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$4,950,000
80980 Overseas Hwy, Islamorada, FL 33036
3,992 SqFt
5 Beds | 6 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$4,919,000
Virtual Tour
76311 Overseas Hwy, Islamorada, FL 33036
2,805 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$4,850,000
218 Gulfview Dr, Islamorada, FL 33036
3,660 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,700,000
28 Pen Key Dr, Islamorada, FL 33036
3,044 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,690,000
75691 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$4,219,000
Virtual Tour
76321 Overseas Hwy, Islamorada, FL 33036
1,320 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$4,200,000
85327 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$3,995,000
207 E Carroll St, Islamorada, FL 33036
1,475 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,995,000
75631 Overseas Hwy, Islamorada, FL 33036
2,502 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,950,000
85331 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$3,950,000
194 Biscayne Blvd, Islamorada, FL 33036
2,972 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,750,000
415 Palm Dr, Islamorada, FL 33036
2,928 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$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 
$3,600,000
112 Villa Bella Dr, Islamorada, FL 33036
1,963 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,550,000
Virtual Tour
171 Ocean Ln, Islamorada, FL 33036
3,330 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,500,000
80639 Old Hwy Unit 201, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,464,000
Virtual Tour
101 Gulfview Dr Unit 314, Islamorada, FL 33036
3,499 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$3,375,000
150 N Rolling Hill Rd, Islamorada, FL 33070
2,319 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$3,200,000
105 Carroll St Unit 6, Islamorada, FL 33036
2,576 SqFt
4 Beds | 5 Baths
Listing Provided By Century 21 All Keys Inc (kw) 
$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 
$3,099,000
144 San Remo Dr, Islamorada, FL 33036
1,413 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Realty 
$2,995,000
87901 Old Hwy, Islamorada, FL 33036
2,504 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$2,899,000
101 San Remo Dr, Islamorada, FL 33036
3,243 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,850,000
105 Buena Vista Ct, Islamorada, FL 33036
2,095 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,675,000
132 Stromboli Dr, Islamorada, FL 33036
2,001 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$2,499,000
113 Costa Bravo Dr Unit 113, Islamorada, FL 33036
2,015 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$2,400,000
Virtual Tour
75091 Overseas Hwy, Islamorada, FL 33036
1,534 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys 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 
$2,145,000
Virtual Tour
309 Woods Ave, Islamorada, FL 33070
1,248 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$2,000,000
84745 Old Hwy Unit 14, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,975,000
80639 Old Hwy Unit 308, Islamorada, FL 33036
2,251 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
$1,674,000
Virtual Tour
101 Gulfview Dr Unit 316, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$1,650,000
84745 Old Hwy Unit 12, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,650,000
84745 Old Hwy Unit 10, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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 
$1,590,000
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 
$1,575,000
121 Venetian Dr, Islamorada, FL 33036
1,278 SqFt
3 Beds | 2 Baths
Listing Provided By Real Estate Sales Force 
$1,500,000
84745 Old Hwy Unit 1, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,500,000
84745 Old Hwy Unit 2, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,499,000
135 Anglers Way, Islamorada, FL 33036
1,314 SqFt
2 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Florida Realty 
$1,400,000
129 Nautilus Dr, Islamorada, FL 33036
1,056 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,365,000
136 Anglers Way, Islamorada, FL 33036
1,314 SqFt
2 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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 116d, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,325,000
Virtual Tour
102 Anglers Way, Islamorada, FL 33036
1,376 SqFt
2 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Florida Realty 
$1,300,000
Virtual Tour
137 E Ridge Rd, Islamorada, FL 33036
1,739 SqFt
3 Beds | 2 Baths
Listing Provided By Island Equity Real Estate 
$1,225,000
108 Orange Ln, Islamorada, FL 33036
2,546 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,200,000
Virtual Tour
210 Palm Ave, Islamorada, FL 33036
2,912 SqFt
3 Beds | 2 Baths
Listing Provided By RE/MAX Advance Realty Inc. 
$1,200,000
Virtual Tour
111 San Marco Dr And Boat Slip, Islamorada, FL 33036
1,232 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$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 
$1,160,000
Virtual Tour
87851 Old & 30ft Boat Slip Hwy K23, Islamorada, FL 33036
1,700 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,155,000
87851 Old Hwy K5, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$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 
$1,095,000
Virtual Tour
87851 Old Hwy M3, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$920,000
82260 Overseas Hwy, Islamorada, FL 33036
2,314 SqFt
3 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$899,000
88181 Old Hwy G2, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By Lokation Real Estate 
$895,000
Virtual Tour
75710 Overseas Hwy Unit 10, Islamorada, FL 33036
1,104 SqFt
2 Beds | 2 Baths
Listing Provided By Century 21 Circle 
$859,000
111 S Rolling Hill Rd, Islamorada, FL 33070
1,247 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$830,000
Virtual Tour
137 Navajo St, Islamorada, FL 33070
1,500 SqFt
3 Beds | 2 Baths
Listing Provided By Century 21 Circle 
$799,000
Virtual Tour
77 Columbus Drive, Islamorada, FL 33036
1,200 SqFt
3 Beds | 2 Baths
Listing Provided By Island Breeze Realty 
$799,000
100 Iroquois Dr Unit 8, Islamorada, FL 33036
1,764 SqFt
3 Beds | 3 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$749,000
79901 Overseas Hwy Unit 514, Islamorada, FL 33036
981 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$739,000
165 Mohawk St, Islamorada, FL 33036
1,279 SqFt
3 Beds | 2 Baths
Listing Provided By Barbara Eads Realty 
$675,000
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 
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