116 Listings
Islamorada, Any price, 2+ beds, 0+ baths, +1 additional filter Reset Filters
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$25,000,000
82768 Overseas Hwy, Islamorada, FL 33036
8,288 SqFt
7 Beds | 9 Baths
Listing Provided By American Caribbean Real Estate 
$25,000,000
Virtual Tour
141 Cortez Dr, Islamorada, FL 33036
3,772 SqFt
10 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International Realty 
$19,990,000
87429 Old Hwy, Islamorada, FL 33036
6,602 SqFt
6 Beds | 7 Baths
Listing Provided By The Firm Realty Group 
$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. 
$13,995,000
83283 Old Hwy, Islamorada, FL 33036
6,696 SqFt
7 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$12,500,000
180 Galleon Rd, Islamorada, FL 33036
7,160 SqFt
6 Beds | 9 Baths
Listing Provided By Joe Caprio And Co. 
$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 
$10,750,000
Virtual Tour
82238 Overseas Hwy, Islamorada, FL 33036
6,866 SqFt
6 Beds | 7 Baths
Listing Provided By Ocean Sotheby's International Realty 
$10,500,000
91 Iroquois Dr, Islamorada, FL 33036
6,100 SqFt
6 Beds | 5 Baths
Listing Provided By Beycome Of Florida 
$8,400,000
89707 Old Hwy, Islamorada, FL 33070
6,269 SqFt
5 Beds | 6 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$7,650,000
Virtual Tour
109 & 114 Columbus Dr, Islamorada, FL 33036
3,860 SqFt
4 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate 
$6,999,000
75851 Overseas Hwy, Islamorada, FL 33036
3,978 SqFt
5 Beds | 6 Baths
Listing Provided By American Caribbean Real Estate 
$6,995,000
Virtual Tour
75131 Overseas Hwy, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$6,750,000
Virtual Tour
75560 Overseas Hwy, Islamorada, FL 33036
3,228 SqFt
4 Beds | 4 Baths
Listing Provided By Realty One Group Destination (isl) 
$6,500,000
85327&8533 Overseas Hwy, Islamorada, FL 33036
5,760 SqFt
8 Beds | 6 Baths
Listing Provided By Island Equity Real Estate 
$6,125,000
Virtual Tour
82779 Old Hwy Unit 22, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,995,000
Virtual Tour
140 Gulfside Dr, Islamorada, FL 33036
2,972 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada
$5,950,000
Virtual Tour
82779 Old Hwy Unit 2, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,500,000
80908 Overseas Hwy, Islamorada, FL 33036
5,244 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty
$5,500,000
Virtual Tour
82779 Old Hwy Unit 4, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty
$5,500,000
Virtual Tour
82779 Old Hwy Unit 13, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty
$5,250,000
Virtual Tour
82779 Old Hwy Unit 9, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 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
Virtual Tour
82779 Old Hwy Unit 15, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,921,000
44 W Plaza Del Lago, Islamorada, FL 33036
4,463 SqFt
5 Beds | 5 Baths
Listing Provided By Homecoin.Com 
$4,800,000
168 Indian Mound Trl, Islamorada, FL 33070
3,924 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,495,000
442 Palm Dr, Islamorada, FL 33036
2,058 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$4,495,000
139 Bayview Isle Dr, Islamorada, FL 33036
2,304 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,495,000
Virtual Tour
80459 Old Hwy, Islamorada, FL 33036
2,358 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,400,000
87950 Overseas Hwy, Islamorada, FL 33036
2,764 SqFt
5 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,500,000
85327 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$3,499,000
Virtual Tour
72 W Plaza Granada, Islamorada, FL 33036
2,937 SqFt
4 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$3,499,000
Virtual Tour
96 W Plaza Del Sol, Islamorada, FL 33036
3,004 SqFt
4 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate 
$3,495,000
122 Court Contessa, Islamorada, FL 33036
2,374 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,395,000
415 Palm Dr, Islamorada, FL 33036
2,928 SqFt
4 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,200,000
85331 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$3,195,000
105 Carroll St Unit 6, Islamorada, FL 33036
2,576 SqFt
4 Beds | 5 Baths
Listing Provided By Century 21 All Keys Inc (kw) 
$3,195,000
80639 Old Hwy Unit 204, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,000,000
109 Porto Vista Ct, Islamorada, FL 33036
2,432 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,995,000
117 Buena Vista Ct, Islamorada, FL 33036
2,683 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,900,000
126 Columbus Dr, Islamorada, FL 33036
1,827 SqFt
3 Beds | 3 Baths
Listing Provided By Luxe Properties 
$2,850,000
140 Severino Dr, Islamorada, FL 33036
1,512 SqFt
2 Beds | 2 Baths
Listing Provided By Realty Executives Of Swfl 
$2,850,000
105 Buena Vista Ct, Islamorada, FL 33036
2,095 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,550,000
Virtual Tour
190 Venetian Dr, Islamorada, FL 33036
1,200 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$2,550,000
71 W Plaza Del Lago, Islamorada, FL 33036
2,082 SqFt
4 Beds | 3 Baths
Listing Provided By Walker Realty And Investments 
$2,495,000
121 Lisbon Ct, Islamorada, FL 33036
1,228 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,450,000
75621 Overseas Hwy, Islamorada, FL 33036
1,322 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$2,150,000
Virtual Tour
144 Anglers Way, Islamorada, FL 33036
1,674 SqFt
2 Beds | 3 Baths
Listing Provided By Bhhs Florida Realty 
$2,089,000
155 Plantation Ave, Islamorada, FL 33036
1,295 SqFt
3 Beds | 3 Baths
Listing Provided By Coast To Coast RE Group 
$1,999,000
Virtual Tour
119 W Plaza Del Sol, Islamorada, FL 33036
1,276 SqFt
2 Beds | 2 Baths
Listing Provided By Lokation Real Estate 
$1,900,000
84745 Old Hwy Unit 14, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,900,000
84745 Old Hwy Unit 8, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,899,999
Virtual Tour
183 Azalea St, Islamorada, FL 33070
2,048 SqFt
3 Beds | 3 Baths
Listing Provided By Engel & Volkers Islamorada 
$1,845,000
120 San Marco Dr, Islamorada, FL 33036
1,782 SqFt
3 Beds | 2 Baths
Listing Provided By Beycome Of Florida 
$1,750,000
84745 Old Hwy Unit 13, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,750,000
84745 Old Hwy Unit 7, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,700,000
121 Venetian Dr, Islamorada, FL 33036
1,278 SqFt
3 Beds | 2 Baths
Listing Provided By Trures Real Estate 
$1,700,000
158 Iroquois Dr, Islamorada, FL 33036
1,920 SqFt
3 Beds | 3 Baths
Listing Provided By Luxe Properties 
$1,650,000
157 Caloosa St, Islamorada, FL 33070
1,769 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$1,650,000
84745 Old Hwy Unit 12, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,649,000
18 Flamingo Hammock Rd, Islamorada, FL 33036
1,774 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate 
$1,624,000
87851 Old Hwy M36, Islamorada, FL 33036
2,150 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,575,000
Virtual Tour
116 Venetian Dr, Islamorada, FL 33036
1,269 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,550,000
141 Aregood Ln C 1, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,500,000
84745 Old Hwy Unit 5, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,350,000
191 Carroll St, Islamorada, FL 33036
1,550 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,300,000
81120 Old Hwy, Islamorada, FL 33036
772 SqFt
2 Beds | 1 Bath
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,300,000
Virtual Tour
81216 Old Hwy, Islamorada, FL 33036
960 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,300,000
83201 Old Hwy Unit 405, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,300,000
84745 Old Hwy Unit 11, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,250,000
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 
$1,239,000
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
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 
$1,200,000
84745 Old Hwy Unit 10, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,200,000
125 N Hammock Rd, Islamorada, FL 33036
1,518 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,200,000
84745 Old Hwy Unit 4, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,198,000
121 Gumbo Limbo Rd, Islamorada, FL 33036
1,804 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,195,000
Virtual Tour
87851 Old Hwy K-24 & 35ft Boat Slip, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,149,000
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 
$1,119,000
Virtual Tour
136 Aregood Ln 2a, Islamorada, FL 33036
1,152 SqFt
2 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,100,000
84745 Old Hwy Unit 1, Islamorada, FL 33036
1,680 SqFt
3 Beds | 3 Baths
Listing Provided By Your Home Sold Guaranteed Realty Services 
$1,094,000
Virtual Tour
140 Aregood Ln C2, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$1,075,000
142 Gulfview Dr, Islamorada, FL 33036
1,888 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$1,055,000
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. 
$999,998
Virtual Tour
101 Gulfview Dr Unit 102, Islamorada, FL 33036
1,473 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$999,000
87200 Overseas Hwy H4, Islamorada, FL 33036
1,359 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$999,000
81200 Overseas Hwy 5, 6, Islamorada, FL 33036
1,232 SqFt
2 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$997,000
Virtual Tour
87200 Overseas Hwy J4, Islamorada, FL 33036
1,403 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$995,000
87200 Overseas Hwy H1, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$950,000
88181 Old Hwy 43g And 30' Slip 52, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$950,000
110 Knowles St, Islamorada, FL 33036
2,016 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$895,000
142 Fontaine Dr, Islamorada, FL 33070
1,778 SqFt
4 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate 
$889,000
Virtual Tour
88181 Old Hwy 2b And 30' Slip 45, Islamorada, FL 33036
1,224 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$875,000
100 Iroquois Dr Unit 3, Islamorada, FL 33036
1,440 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$875,000
Virtual Tour
80450 Overseas Hwy Unit 107, Islamorada, FL 33036
3,264 SqFt
5 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$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 
$795,000
87200 Overseas Hwy V9, Islamorada, FL 33036
1,355 SqFt
3 Beds | 2 Baths
Listing Provided By Premier Properties 
$779,000
88181 Old Hwy G1, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By Beycome Of Florida 
