112 Listings
Islamorada, Any price, 0+ beds, 0+ baths, +2 additional filters 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 
$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 | 11 Baths
Listing Provided By: Coldwell Banker Realty - Aventura 
$22,500,000
81486 Overseas Hwy, Islamorada, FL 33036
8,878 SqFt
7 Beds | 9 Baths
Listing Provided By: American Caribbean Real Estate 
$19,500,000
Virtual Tour
87429 Old Hwy, Islamorada, FL 33036
6,692 SqFt
6 Beds | 8 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$15,990,000
88351 Old Hwy, Islamorada, FL 33036
7,590 SqFt
6 Beds | 9 Baths
Listing Provided By: Berkshire Hathaway Homeservices Ewm Realty 
$15,950,000
20 Avacado St, Islamorada, FL 33036
6,680 SqFt
6 Beds | 8 Baths
Listing Provided By: Beycome Of Florida 
$13,950,000
75840 Overseas Hwy, Islamorada, FL 33036
5,900 SqFt
7 Beds | 7 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$12,499,000
236 Costa Bravo Dr, Islamorada, FL 33036
6,367 SqFt
5 Beds | 8 Baths
Listing Provided By: Serhant Florida LLC - Coconut Grove 
$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 
$8,490,000
Virtual Tour
1101 Mastic St, Islamorada, FL 33036
3,649 SqFt
8 Beds | 6 Baths
Listing Provided By: Venture Realty Group 
$8,000,000
88747 Old Hwy, Islamorada, FL 33070
1,728 SqFt
3 Beds | 3 Baths
Listing Provided By: Real Estate Sales Force 
$7,900,000
91 Iroquois Dr, Islamorada, FL 33036
4,048 SqFt
4 Beds | 5 Baths
Listing Provided By: Palm House Real Estate 
$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 
$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 
$6,690,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$6,500,000
Virtual Tour
158 Sapodilla Dr, Islamorada, FL 33036
2,684 SqFt
3 Beds | 3 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$6,299,000
Virtual Tour
137 Sapodilla Dr, Islamorada, FL 33036
5,456 SqFt
5 Beds | 6 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$6,150,000
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) 
$5,999,000
430 Palm Dr, Islamorada, FL 33036
5,153 SqFt
5 Beds | 7 Baths
Listing Provided By: Coastal Realty Of The Florida Keys 
$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 
$5,000,000
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 & Völkers Marathon 
$4,950,000
117 Leoni Dr, Islamorada, FL 33036
4,100 SqFt
5 Beds | 6 Baths
Listing Provided By: Fairchild Partners 
$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 
$4,750,000
44 W Plaza Del Lago, Islamorada, FL 33036
4,464 SqFt
4 Beds | 5 Baths
Listing Provided By: Pine River Realty 
$4,695,000
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 
$4,445,000
136 San Remo Dr, Islamorada, FL 33036
4,681 SqFt
8 Beds | 4 Baths
Listing Provided By: Cypress Realty 
$4,429,000
Virtual Tour
241 Tollgate Blvd, Islamorada, FL 33036
1,973 SqFt
3 Beds | 3 Baths
Listing Provided By: Coastal Realty Of The Florida Keys 
$4,000,000
131 Bayview Isle Dr, Islamorada, FL 33036
2,148 SqFt
3 Beds | 4 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$3,999,999
Virtual Tour
77340 Overseas Hwy, Islamorada, FL 33036
928 SqFt
2 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$3,999,999
Virtual Tour
74049 Overseas Hwy, Islamorada, FL 33036
2,591 SqFt
4 Beds | 4 Baths
Listing Provided By: Paradise Florida Keys 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 14, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$3,800,000
Virtual Tour
82779 Old Hwy 7, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$3,800,000
Virtual Tour
82779 Old Hwy 8, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$3,800,000
Virtual Tour
82779 Old Hwy 15, Islamorada, FL 33036
2,574 SqFt
4 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$3,800,000
Virtual Tour
82779 Old Hwy 16, 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 
$3,524,000
110 Gulfview Dr, Islamorada, FL 33036
3,524 SqFt
7 Beds | 4 Baths
Listing Provided By: Exp Realty 
$3,495,000
80639 Old Hwy 201, Islamorada, FL 33036
2,539 SqFt
4 Beds | 5 Baths
Listing Provided By: Lpt Realty 
$3,350,000
136 Giardino Dr, Islamorada, FL 33036
3,481 SqFt
4 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$3,350,000
145 Venetian Dr, Islamorada, FL 33036
3,182 SqFt
4 Beds | 4 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$3,200,000
Virtual Tour
133 Sunset Dr, Islamorada, FL 33036
2,519 SqFt
4 Beds | 3 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$3,199,000
75071 Overseas Hwy, Islamorada, FL 33036
1,260 SqFt
3 Beds | 2 Baths
Listing Provided By: Coastal Realty Of The Florida Keys 
$3,100,000
114 Sunset Dr, Islamorada, FL 33036
1,488 SqFt
3 Beds | 4 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$2,999,000
101 Madeira Ct, Islamorada, FL 33036
1,830 SqFt
3 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$2,995,000
114 Royal Ln, Islamorada, FL 33036
3,467 SqFt
4 Beds | 5 Baths
Listing Provided By: Pine River Realty 
$2,950,000
151 Lake Rd, Islamorada, FL 33070
2,682 SqFt
3 Beds | 4 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$2,850,000
81250 Overseas Highway 2, Islamorada, FL 33036
2,072 SqFt
3 Beds | 3 Baths
Listing Provided By: Palm House Real Estate 
$2,790,000
Virtual Tour
75055 Overseas Hwy, Islamorada, FL 33036
1,400 SqFt
3 Beds | 2 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$2,730,000
Virtual Tour
80639 Old Hwy 309, Islamorada, FL 33036
2,275 SqFt
3 Beds | 3 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$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 
$2,495,000
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 
$2,290,000
81250 Overseas Highway 5, Islamorada, FL 33036
2,336 SqFt
4 Beds | 3 Baths
Listing Provided By: Palm House Real Estate 
$2,250,000
137 Cortez Dr, Islamorada, FL 33036
2,123 SqFt
3 Beds | 3 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$2,250,000
Virtual Tour
169 Venetian Way, Islamorada, FL 33070
2,941 SqFt
5 Beds | 3 Baths
Listing Provided By: RE/MAX All Keys Real Estate 
$2,200,000
439 Palm Drive Dr, Islamorada, FL 33036
2,294 SqFt
4 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$2,195,000
33 Pen Ky, Islamorada, FL 33036
4,537 SqFt
3 Beds | 4 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
124 Venetian Way, Islamorada, FL 33036
2,048 SqFt
4 Beds | 3 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$1,375,000
101 Gulfview Dr 204 & 30' Boat Slip With Lift, Islamorada, FL 33036
2,026 SqFt
3 Beds | 3 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$1,300,000
Virtual Tour
141 Aregood Ln Unit C1, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$1,300,000
104 Anglers Way, Islamorada, FL 33036
1,376 SqFt
2 Beds | 3 Baths
Listing Provided By: Casa Miami Real Estate 
$1,300,000
32 Park Rd, Islamorada, FL 33036
1,224 SqFt
3 Beds | 2 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$1,149,000
87851 Old Hwy Unit M24, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By: American Caribbean Real Estate 
$1,100,000
Virtual Tour
101 Gulfview Dr 116d & 30' Boat Slip, Islamorada, FL 33036
2,000 SqFt
3 Beds | 3 Baths
Listing Provided By: Paradise Florida Keys Real Estate 
$1,075,000
87851 Old Hwy, Islamorada, FL 33036
1,536 SqFt
2 Beds | 2 Baths
Listing Provided By: RE/MAX Keys Connection (kw) 
$1,000,000
87851 Old Hwy Unit M32, Islamorada, FL 33036
1,736 SqFt
2 Beds | 2 Baths
Listing Provided By: Realty One Group Destination (isl) 
$975,000
Virtual Tour
143 Aregood Ln Unit D1, Islamorada, FL 33036
1,248 SqFt
2 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$949,000
223 Treasure Harbor Dr, Islamorada, FL 33036
1,842 SqFt
3 Beds | 2 Baths
Listing Provided By: Better Homes And Gardens Real Estate Destinations 
$925,000
Virtual Tour
88181 Old Hwy Unit B3, Islamorada, FL 33036
1,224 SqFt
2 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$899,000
88181 Old Hwy Unit 43a, Islamorada, FL 33036
1,553 SqFt
3 Beds | 2 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$895,000
Virtual Tour
88540 Overseas Hwy, Islamorada, FL 33070
1,262 SqFt
3 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$885,000
88181 Old Hwy Unit 21h, Islamorada, FL 33036
1,672 SqFt
2 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Key Largo 
$850,000
83201 Old Hwy 301, Islamorada, FL 33036
1,275 SqFt
2 Beds | 2 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$850,000
Virtual Tour
88181 Old Hwy Unit F24, Islamorada, FL 33036
1,330 SqFt
2 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$795,000
Virtual Tour
75710 Overseas Highway 1, Islamorada, FL 33036
1,124 SqFt
2 Beds | 2 Baths
Listing Provided By: Coastal Realty Of The Florida Keys 
$750,000
87200 Overseas Hwy Unit V9, Islamorada, FL 33036
1,355 SqFt
3 Beds | 2 Baths
Listing Provided By: Premier Properties 
$735,000
81801 Overseas Highway 637, Islamorada, FL 33036
550 SqFt
1 Bed | 1 Bath
Listing Provided By: Ocean Sotheby's International Realty 
$699,000
Virtual Tour
81801 Overseas Hwy # 729, Islamorada, FL 33036
550 SqFt
1 Bed | 1 Bath
Listing Provided By: Coldwell Banker Schmitt Key Largo 
$675,000
118 Cortez Dr Unit B2, Islamorada, FL 33036
1,079 SqFt
2 Beds | 2 Baths
Listing Provided By: Pena Realty Inc. 
$669,000
118 Cortez Dr Unit A, Islamorada, FL 33036
1,079 SqFt
2 Beds | 2 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$665,000
87200 Overseas Hwy Unit O8, Islamorada, FL 33036
1,365 SqFt
2 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$655,000
87200 Overseas Hwy Unit S3, Islamorada, FL 33036
1,346 SqFt
3 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$649,000
87200 Overseas Hwy Unit M4, Islamorada, FL 33036
1,358 SqFt
2 Beds | 2 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$645,000
87200 Overseas Hwy Unit M2, Islamorada, FL 33036
1,354 SqFt
4 Beds | 2 Baths
Listing Provided By: Anchor Realty Of Fl 
$630,000
87200 N Overseas Hwy Unit N2, Islamorada, FL 33036
1,365 SqFt
2 Beds | 2 Baths
Listing Provided By: Barbara Eads Realty 
$629,000
80450 Overseas Highway 204, Islamorada, FL 33036
1,261 SqFt
2 Beds | 2 Baths
Listing Provided By: Ocean Sotheby's International Realty 
