138 Listings
Islamorada, $500k+, 1+ beds, 0+ baths, +1 additional filter 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 
$29,500,000
Virtual Tour
79775 Overseas Hwy, Islamorada, FL 33036
3,104 SqFt
6 Beds | 6 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 
$24,995,000
87895 Old Hwy, Islamorada, FL 33036
9,011 SqFt
5 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$24,995,000
82719 Old Hwy, Islamorada, FL 33036
10,182 SqFt
7 Beds | 10 Baths
Listing Provided By Compass Florida 
$22,500,000
81486 Overseas Hwy, Islamorada, FL 33036
8,878 SqFt
7 Beds | 9 Baths
Listing Provided By American Caribbean Real Estate 
$21,500,000
Virtual Tour
87429 Old Hwy, Islamorada, FL 33036
6,692 SqFt
6 Beds | 8 Baths
Listing Provided By Ocean Sotheby's International Realty 
$14,950,000
Virtual Tour
75840 Overseas Hwy, Islamorada, FL 33036
5,900 SqFt
7 Beds | 7 Baths
Listing Provided By The Agency Florida Keys 
$14,900,000
236 Costa Bravo Dr, Islamorada, FL 33036
6,367 SqFt
5 Beds | 8 Baths
Listing Provided By Serhant Florida LLC - Miami Office 
$12,500,000
89251 Old Hwy, Islamorada, FL 33070
1,243 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$11,000,000
Virtual Tour
75280 Overseas Hwy, Islamorada, FL 33036
5,100 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$10,900,000
Virtual Tour
186 & 165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$8,950,000
Virtual Tour
162 Bayview Dr, Islamorada, FL 33036
5,392 SqFt
8 Beds | 10 Baths
Listing Provided By Coldwell Banker Realty - Coral Gables 
$7,995,000
91 Iroquois Dr, Islamorada, FL 33036
4,048 SqFt
4 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$7,800,000
Virtual Tour
75931 Overseas Hwy, Islamorada, FL 33036
4,770 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,800,000
80201 Overseas Hwy, Islamorada, FL 33036
4,764 SqFt
5 Beds | 6 Baths
Listing Provided By Sea Haven Realty 
$7,499,000
82749 Old Hwy, Islamorada, FL 33036
1,485 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 
$6,700,000
109 Columbus Dr, Islamorada, FL 33036
3,860 SqFt
4 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate 
$6,500,000
430 Palm Dr, Islamorada, FL 33036
5,153 SqFt
5 Beds | 7 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$6,495,000
Virtual Tour
75131 Overseas Hwy, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle- Islamorada 
$6,490,000
Virtual Tour
137 Sapodilla Dr, Islamorada, FL 33036
5,456 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,250,000
206 Plantation Ave, Islamorada, FL 33070
3,945 SqFt
5 Beds | 6 Baths
Listing Provided By Fairchild Partners 
$6,150,000
194 Buttonwood Ln, Islamorada, FL 33036
5,100 SqFt
6 Beds | 7 Baths
Listing Provided By Fairchild Partners 
$5,999,999
Virtual Tour
181 Nautilus Dr, Islamorada, FL 33036
5,320 SqFt
5 Beds | 6 Baths
Listing Provided By Coldwell Banker Realty - Coral Gables 
$5,999,995
75560 Overseas Hwy, Islamorada, FL 33036
3,228 SqFt
4 Beds | 4 Baths
Listing Provided By Realty One Group Destination (isl) 
$5,950,000
Virtual Tour
75851 Overseas Hwy, Islamorada, FL 33036
3,978 SqFt
5 Beds | 7 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,900,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$5,800,000
Virtual Tour
100 List St, Islamorada, FL 33036
3,019 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,600,000
Virtual Tour
166 Bayview Dr, Islamorada, FL 33036
2,478 SqFt
4 Beds | 4 Baths
Listing Provided By Paradise Florida Keys Real Estate 
$5,493,000
Virtual Tour
120 Toner Ln, Islamorada, FL 33036
3,052 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,000,000
Virtual Tour
88 W Plaza Del Lago, Islamorada, FL 33036
4,064 SqFt
5 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,999,900
75761 Overseas Hwy, Islamorada, FL 33036
3,001 SqFt
4 Beds | 4 Baths
Listing Provided By Engel & Volkers Marathon 
$4,997,000
113 Court Contessa, Islamorada, FL 33036
3,597 SqFt
5 Beds | 7 Baths
Listing Provided By Taylor & Assoc. RE 
$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 
$4,900,000
Virtual Tour
241 Tollgate Blvd, Islamorada, FL 33036
1,973 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$4,900,000
74501 Overseas Hwy, Islamorada, FL 33036
3,772 SqFt
5 Beds | 4 Baths
Listing Provided By Engel & Volkers Marathon 
$4,799,000
128 Leoni Dr, Islamorada, FL 33036
3,556 SqFt
5 Beds | 5 Baths
Listing Provided By Real Estate Sales Force - Coral Gables 
$4,695,000
136 San Remo Dr, Islamorada, FL 33036
4,681 SqFt
8 Beds | 4 Baths
Listing Provided By Cypress Realty 
$4,550,000
Virtual Tour
75691 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$4,495,000
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 
$4,200,000
77340 Overseas Hwy, Islamorada, FL 33036
928 SqFt
2 Beds | 2 Baths
Listing Provided By Anchor Realty Of Fl 
$4,000,000
96 W Plaza Del Sol, Islamorada, FL 33036
3,004 SqFt
4 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate 
$3,995,000
105 Palo De Oro Dr, Islamorada, FL 33036
2,640 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,995,000
Virtual Tour
87445 Old Hwy, Islamorada, FL 33036
4,014 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,800,000
Virtual Tour
82779 Old Hwy Unit 14, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,800,000
87950 Overseas Hwy, Islamorada, FL 33036
2,464 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,649,000
136 Giardino Dr, Islamorada, FL 33036
3,481 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,500,000
Virtual Tour
133 Sunset Dr, Islamorada, FL 33036
2,519 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,499,000
145 Venetian Dr, Islamorada, FL 33036
3,182 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$3,495,000
80639 Old Hwy Unit 201, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Lpt Realty 
$3,399,000
Virtual Tour
151 Lake Rd, Islamorada, FL 33070
2,682 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,300,000
82925 Overseas Hwy, Islamorada, FL 33036
n/a SqFt
8 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,290,000
114 Royal Ln, Islamorada, FL 33036
3,467 SqFt
4 Beds | 5 Baths
Listing Provided By Pine River Realty 
$3,200,000
Virtual Tour
117 El Capitan Dr, Islamorada, FL 33036
3,052 SqFt
5 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - 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) 
$2,995,000
Virtual Tour
415 Palm Dr, Islamorada, FL 33036
2,928 SqFt
4 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,900,000
Virtual Tour
122 Court Contessa, Islamorada, FL 33036
2,374 SqFt
3 Beds | 3 Baths
Listing Provided By The Keyes Company 
$2,890,000
Virtual Tour
75055 Overseas Hwy, Islamorada, FL 33036
1,400 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,850,000
81250 Overseas Hwy Unit 2, Islamorada, FL 33036
2,072 SqFt
3 Beds | 3 Baths
Listing Provided By Palm House Real Estate 
$2,750,000
Virtual Tour
316 North Dr, Islamorada, FL 33036
2,309 SqFt
3 Beds | 4 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$2,750,000
112 Leoni Dr, Islamorada, FL 33036
2,478 SqFt
4 Beds | 4 Baths
Listing Provided By Cypress Realty 
$2,749,000
121 Lake Rd, Islamorada, FL 33070
2,476 SqFt
4 Beds | 4 Baths
Listing Provided By Sea Haven Realty 
$2,745,000
113 Villa Bella Dr, Islamorada, FL 33036
2,759 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Realty 
$2,699,000
101 Villa Bella Dr, Islamorada, FL 33036
1,560 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,650,000
114 Sunset Dr, Islamorada, FL 33070
1,488 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,650,000
141 El Capitan Dr, Islamorada, FL 33036
2,098 SqFt
4 Beds | 3 Baths
Listing Provided By Phantom Real Estate 
$2,650,000
439 Palm Dr, Islamorada, FL 33036
2,294 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,649,000
81906 Overseas Hwy Unit 3, Islamorada, FL 33036
1,768 SqFt
3 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate 
$2,600,000
109 Milano Dr, Islamorada, FL 33036
1,368 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,600,000
81250 Overseas Hwy Unit 5, Islamorada, FL 33036
2,336 SqFt
4 Beds | 3 Baths
Listing Provided By Palm House Real Estate 
$2,550,000
106 Lisbon Ct, Islamorada, FL 33036
1,855 SqFt
3 Beds | 3 Baths
Listing Provided By Pine River Realty 
$2,500,000
76434 Overseas Hwy, Islamorada, FL 33036
1,509 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,495,000
Virtual Tour
81906 Overseas Hwy Unit 2, Islamorada, FL 33036
1,829 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,495,000
Virtual Tour
33 Pen Key Dr, Islamorada, FL 33036
4,537 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,395,000
193 Nautilus Dr, Islamorada, FL 33036
1,911 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt 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 
$1,987,000
Virtual Tour
106 San Juan Dr & Boat Slip, Islamorada, FL 33036
2,055 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,900,000
Virtual Tour
82762 Overseas Hwy Unit 3, Islamorada, FL 33036
2,728 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,790,000
159 Iroquois Dr, Islamorada, FL 33036
2,034 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,670,000
251 Pueblo St, Islamorada, FL 33070
1,946 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,600,000
36 Park Rd, Islamorada, FL 33036
2,277 SqFt
4 Beds | 3 Baths
Listing Provided By Palm House Real Estate 
$1,599,000
121 Venetian Dr, Islamorada, FL 33036
1,278 SqFt
3 Beds | 2 Baths
Listing Provided By Trures Real Estate 
$1,599,000
Virtual Tour
124 Venetian Way, Islamorada, FL 33036
2,096 SqFt
4 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,500,000
87851 Old Hwy K21 & 35 Ft Boat Slip, Islamorada, FL 33036
1,813 SqFt
3 Beds | 2 Baths
Listing Provided By Sea Haven Realty 
$1,499,999
126 Columbus Dr, Islamorada, FL 33036
1,786 SqFt
3 Beds | 3 Baths
Listing Provided By Luxe Properties 
$1,499,000
Virtual Tour
84745 Old Hwy C1, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,479,000
Virtual Tour
145 Plantation Blvd, Islamorada, FL 33036
2,117 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,449,000
157 Caloosa St, Islamorada, FL 33070
1,769 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,375,000
Virtual Tour
84745 Old Hwy B1, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,300,000
Virtual Tour
141 Aregood Ln C1, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,300,000
32 Park Rd, Islamorada, FL 33036
1,224 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,299,999
104 Anglers Way, Islamorada, FL 33036
1,376 SqFt
2 Beds | 3 Baths
Listing Provided By Casa Miami Real Estate 
$1,295,000
Virtual Tour
84961 Old Hwy Unit 21, Islamorada, FL 33036
946 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,295,000
87851 Old Hwy M35, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,250,000
Virtual Tour
87851 Old Hwy #k3, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,250,000
189 Carroll St, Islamorada, FL 33036
1,525 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
