87 Listings
Islamorada, $500k+, 1+ beds, 0+ baths, +2 additional filters Reset Filters
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$23,000,000
Virtual Tour
80999 Old Hwy, Islamorada, FL 33036
7,522 SqFt
6 Beds | 8 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$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 
$10,900,000
Virtual Tour
88011 Old Hwy, Islamorada, FL 33036
6,652 SqFt
5 Beds | 6 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$9,750,000
20 Avacado St, Islamorada, FL 33036
6,680 SqFt
6 Beds | 8 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
3,787 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,695,000
88110 Overseas Hwy, Islamorada, FL 33036
2,797 SqFt
4 Beds | 7 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$7,500,000
Virtual Tour
89475 Old Hwy, Islamorada, FL 33070
6,962 SqFt
4 Beds | 6 Baths
Listing Provided By Compass Florida 
$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 
$6,500,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$6,499,000
74920 Overseas Hwy, Islamorada, FL 33036
4,457 SqFt
5 Beds | 5 Baths
Listing Provided By Pine River Realty 
$6,350,000
Virtual Tour
179 E Ridge Rd, Islamorada, FL 33036
3,625 SqFt
5 Beds | 5 Baths
Listing Provided By Island Equity Real Estate
$5,995,000
Virtual Tour
179 E Ridge Rd, Islamorada, FL 33036
3,625 SqFt
5 Beds | 5 Baths
Listing Provided By Island Equity Real Estate 
$5,490,000
75831 Overseas Hwy, Islamorada, FL 33036
2,736 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,450,000
28 Pen Key Dr, Islamorada, FL 33036
3,044 SqFt
4 Beds | 4 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 
$5,200,000
Virtual Tour
101 Gulfview Dr 314/316, Islamorada, FL 33036
5,598 SqFt
8 Beds | 6 Baths
Listing Provided By Century 21 Circle 
$4,799,000
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
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$4,600,000
106 Plantation Blvd, Islamorada, FL 33036
1,380 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,490,000
Virtual Tour
76300 Overseas Hwy, Islamorada, FL 33036
1,874 SqFt
3 Beds | 2 Baths
Listing Provided By Venture Realty Group 
$4,200,000
75631 Overseas Hwy, Islamorada, FL 33036
1,873 SqFt
2 Beds | 2 Baths
Listing Provided By Listwithfreedom.Com 
$3,980,000
75433 Overseas Hwy, Islamorada, FL 33036
2,024 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$3,950,000
52 Schooner Bay Rd, Islamorada, FL 33070
3,410 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,950,000
Virtual Tour
75700 Overseas Hwy, Islamorada, FL 33036
805 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$3,850,000
Virtual Tour
150 N Rolling Hill Rd, Islamorada, FL 33070
2,352 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$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
136 San Remo Dr, Islamorada, FL 33036
4,681 SqFt
6 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$3,600,000
Virtual Tour
101 Gulfview Dr Unit 314, Islamorada, FL 33036
3,499 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$3,495,000
251 Apache St, Islamorada, FL 33070
2,473 SqFt
5 Beds | 4 Baths
Listing Provided By The Firm Realty Group 
$3,250,000
190 Biscayne Blvd, Islamorada, FL 33036
2,872 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,250,000
80639 Old Hwy Unit 203, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$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 
$2,999,000
101 San Remo Dr, Islamorada, FL 33036
3,243 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,995,000
80900 Old Hwy, Islamorada, FL 33036
1,491 SqFt
3 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$2,980,000
Virtual Tour
117 Buena Vista Ct, Islamorada, FL 33036
2,938 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,970,000
101 Valencia Dr, Islamorada, FL 33036
2,510 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,950,000
100 Bayview Dr, Islamorada, FL 33036
1,760 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker - Pinecrest 
$2,925,000
120 Venetian Dr N/A, Islamorada, FL 33036
2,760 SqFt
4 Beds | 3 Baths
Listing Provided By Pine River Realty 
$2,850,000
132 Stromboli Dr, Islamorada, FL 33036
2,001 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$2,799,000
149 Giardino Dr, Islamorada, FL 33036
2,034 SqFt
3 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate - Key Largo 
$2,575,000
Virtual Tour
75091 Overseas Hwy, Islamorada, FL 33036
1,534 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$2,450,000
80441 Old Hwy, Islamorada, FL 33036
848 SqFt
1 Bed | 1 Bath
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,400,000
Virtual Tour
124 Palermo Dr, Islamorada, FL 33036
2,229 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$2,350,000
157 Venetian Dr, Islamorada, FL 33036
2,000 SqFt
4 Beds | 3 Baths
Listing Provided By Engel & Voelkers Olde Naples 
$2,290,000
225 Tollgate Blvd, Islamorada, FL 33036
1,550 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$2,250,000
84745 Old Hwy Unit 1, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$2,250,000
113 Costa Bravo Dr Unit 113, Islamorada, FL 33036
2,015 SqFt
3 Beds | 3 Baths
Listing Provided By Keller Williams Realty - Marco 
$2,000,000
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
84745 Old Hwy Unit 4, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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 
$1,850,000
84745 Old Hwy Unit 9, Islamorada, FL 33036
1,750 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys
$1,800,000
Virtual Tour
101 Gulfview Dr Unit 316, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$1,695,000
100 San Marco Dr, Islamorada, FL 33036
2,832 SqFt
4 Beds | 3 Baths
Listing Provided By The Blue Group Inc 
$1,650,000
140 Venetian Dr, Islamorada, FL 33036
818 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$1,600,000
80639 Old Hwy Unit 305, Islamorada, FL 33036
2,251 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,400,000
8 Tiki Ln, Islamorada, FL 33036
2,070 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$1,399,999
Virtual Tour
149 Venetian Way, Islamorada, FL 33036
1,391 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Florida Realty 
$1,399,000
101 Gulfview Dr Unit 214, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,399,000
101 Gulfview Dr 116d, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,399,000
101 Gulfview Dr Unit 216, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By Realty One Group Engage The Keys 
$1,349,000
149 Palermo Dr, Islamorada, FL 33036
1,632 SqFt
3 Beds | 3 Baths
Listing Provided By Cypress Realty 
$1,100,000
80901 Old Hwy, Islamorada, FL 33036
1,200 SqFt
2 Beds | 2 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$1,100,000
83201 Old Hwy Unit 515, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$960,000
83201 Old Hwy Unit 212, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$950,000
81975 Old Hwy, Islamorada, FL 33036
1,000 SqFt
2 Beds | 2 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$935,000
Virtual Tour
83201 Old Hwy Unit 517, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By Island Equity Real Estate 
$895,000
Virtual Tour
77 Columbus Drive, Islamorada, FL 33036
1,200 SqFt
3 Beds | 2 Baths
Listing Provided By Island Breeze Realty 
$879,000
100 Iroquois Dr Unit 8, Islamorada, FL 33036
1,764 SqFt
3 Beds | 3 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$850,000
Virtual Tour
128 E Ridge Rd, Islamorada, FL 33036
1,320 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$800,000
Virtual Tour
88181 Old Hwy 22g, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$789,000
Virtual Tour
88540 Overseas Hwy A305, Islamorada, FL 33036
853 SqFt
2 Beds | 2 Baths
Listing Provided By Water Vista Realty 
$725,000
88540 Overseas Hwy Unit 403, Islamorada, FL 33036
853 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$699,000
88500 Overseas Highway Unit 322, Islamorada, FL 33036
794 SqFt
2 Beds | 2 Baths
Listing Provided By Classic Properties 
$699,000
79901 Overseas Hwy Unit 502, Islamorada, FL 33036
1,053 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$699,000
Virtual Tour
200 Wrenn St Unit 506, Islamorada, FL 33036
1,179 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate - Key Largo 
$650,000
Virtual Tour
80450 Overseas Hwy Unit 105, Islamorada, FL 33036
1,232 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$649,900
Virtual Tour
88181 Old Hwy 41g, Islamorada, FL 33036
1,593 SqFt
3 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$585,000
87200 Overseas Hwy D6, Islamorada, FL 33036
1,356 SqFt
2 Beds | 2 Baths
Listing Provided By Broker's Edge Realty 
$575,000
80450 Overseas Hwy Unit 104, Islamorada, FL 33036
1,303 SqFt
2 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$575,000
87200 Overseas Hwy D1, Islamorada, FL 33036
1,351 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
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