1975+ Listings
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$45,000,000
17075 Overseas Hwy, Sugarloaf, FL 33042
4,463 SqFt
31 Beds | 31 Baths
Listing Provided By: The Agency Florida Keys 
$42,000,000
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88041 Old Hwy, Islamorada, FL 33036
9,843 SqFt
6 Beds | 9 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$36,500,000
69401 Overseas Hwy, Long Key, FL 33001
6,600 SqFt
8 Beds | 10 Baths
Listing Provided By: Serhant Florida LLC - Miami Office 
$29,500,000
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79775 Overseas Hwy, Islamorada, FL 33036
3,104 SqFt
6 Beds | 6 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$27,800,000
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89505 Old Hwy, Tavernier, FL 33070
8,988 SqFt
7 Beds | 10 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$27,500,000
2405 Coco Plum Dr, Marathon, FL 33050
19,124 SqFt
9 Beds | 10 Baths
Listing Provided By: American Caribbean Real Estate 
$25,000,000
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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 
$23,900,000
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19 Sunset Key Dr, Key West, FL 33040
6,532 SqFt
4 Beds | 6 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$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
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87429 Old Hwy, Islamorada, FL 33036
6,692 SqFt
6 Beds | 8 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$19,750,000
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15760 Old State Road 4a, Sugarloaf, FL 33042
4,402 SqFt
6 Beds | 7 Baths
Listing Provided By: The Agency Florida Keys 
$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 
$14,950,000
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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 
$14,900,000
99202 Overseas Hwy, Key Largo, FL 33037
23,092 SqFt
50 Beds | 50 Baths
Listing Provided By: RE/MAX All Keys Real Estate 
$14,500,000
201 W Seaview Dr, Duck, FL 33050
4,065 SqFt
3 Beds | 4 Baths
Listing Provided By: Coldwell Banker Schmitt Lower Keys (kw) 
$14,495,000
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44 Card Sound Rd, Key Largo, FL 33037
7,358 SqFt
7 Beds | 8 Baths
Listing Provided By: Swenson & Ecuyer Realty 
$13,499,000
97340-60 Overseas Hwy, Key Largo, FL 33037
20,084 SqFt
20 Beds | 26 Baths
Listing Provided By: RE/MAX All Keys Real Estate 
$12,999,999
21540 21470 Overseas Hwy, Cudjoe, FL 33042
n/a SqFt
31 Beds | 19 Baths
Listing Provided By: Select Properties Of Nwfl 
$12,950,000
304 Melaleuca St, Duck, FL 33050
6,391 SqFt
5 Beds | 6 Baths
Listing Provided By: Florida Keys Real Estate Group 
$12,500,000
89251 Old Hwy, Islamorada, FL 33070
1,243 SqFt
3 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$12,500,000
57 Garden Cove Dr, Key Largo, FL 33037
5,113 SqFt
6 Beds | 6 Baths
Listing Provided By: Serhant Florida LLC - Miami Office 
$12,500,000
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16 Seaside Ave, Key Largo, FL 33037
6,585 SqFt
7 Beds | 9 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$12,450,000
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301 Ixora St, Duck, FL 33050
5,390 SqFt
5 Beds | 7 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate 
$11,995,000
1355-1350 Coury Dr, Key Colony, FL 33051
4,752 SqFt
4 Beds | 5 Baths
Listing Provided By: Coldwell Banker Schmitt Lower Keys (kw) 
$11,500,000
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412 Frances St, Key West, FL 33040
n/a SqFt
15 Beds | 18 Baths
Listing Provided By: Truman & Co. (kw) 
$11,000,000
2394 Coco Plum Dr, Marathon, FL 33050
n/a SqFt
18 Beds | 21 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$11,000,000
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75280 Overseas Hwy, Islamorada, FL 33036
5,100 SqFt
4 Beds | 4 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$10,900,000
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186 & 165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$10,700,000
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1041 E Buttonwood Dr, Sugarloaf, FL 33042
4,894 SqFt
6 Beds | 8 Baths
Listing Provided By: The Agency Florida Keys 
$10,400,000
180 Pompano Dr, Key Largo, FL 33037
3,723 SqFt
4 Beds | 7 Baths
Listing Provided By: Coldwell Banker Realty - Miami Beach
$9,995,000
1355 Coury Dr, Key Colony, FL 33051
4,752 SqFt
4 Beds | 5 Baths
Listing Provided By: Coldwell Banker Schmitt Lower Keys (kw) 
$9,975,000
65760 Overseas Hwy, Layton, FL 33001
5,048 SqFt
5 Beds | 5 Baths
Listing Provided By: Florida Keys Real Estate Group 
$9,950,000
104 Coastal Dr, Key Largo, FL 33037
6,083 SqFt
5 Beds | 8 Baths
Listing Provided By: American Caribbean Real Estate 
$9,950,000
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16750 Old State Road 4a, Sugarloaf, FL 33042
5,208 SqFt
6 Beds | 5 Baths
Listing Provided By: The Agency Florida Keys 
$9,950,000
6500-6600 Overseas Hwy, Marathon, FL 33050
10,852 SqFt
6 Beds | 11 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$9,888,000
1430 Vernon Ave 1-2, Key West, FL 33040
2,071 SqFt
3 Beds | 2 Baths
Listing Provided By: Keys Top Realty LLC 
$9,500,000
95351 Overseas Hwy, Key Largo, FL 33037
2,489 SqFt
7 Beds | 4 Baths
Listing Provided By: Buccaneer R.E. 
$8,950,000
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162 Bayview Dr, Islamorada, FL 33036
5,392 SqFt
8 Beds | 10 Baths
Listing Provided By: Coldwell Banker Realty - Coral Gables 
$8,490,000
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198 Lowe St, Tavernier, FL 33070
4,170 SqFt
5 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$7,999,000
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205 15th Cir, Key Colony, FL 33051
4,888 SqFt
4 Beds | 5 Baths
Listing Provided By: Coldwell Banker Schmitt Lower Keys (kw) 
$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 
$7,950,000
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16 Sunset Key Dr, Key West, FL 33040
2,650 SqFt
4 Beds | 4 Baths
Listing Provided By: Berkshire Hathaway Homeservices Knight & Gardner Realty 
$7,900,000
95480 & 90 Overseas Hwy, Key Largo, FL 33037
5,392 SqFt
10 Beds | 9 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$7,800,000
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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 
$7,795,000
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89701 Old Hwy, Tavernier, FL 33070
3,841 SqFt
5 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$7,750,000
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101 Oleander Cir, Key Largo, FL 33037
4,460 SqFt
7 Beds | 7 Baths
Listing Provided By: Illustrated Properties 
$7,500,000
88547 Old Hwy, Tavernier, FL 33070
4,103 SqFt
4 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$7,499,000
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308 Sabal St, Duck, FL 33050
4,000 SqFt
7 Beds | 6 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$7,495,000
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616 Eaton St, Key West, FL 33040
4,000 SqFt
5 Beds | 7 Baths
Listing Provided By: Truman & Co. (kw) 
$7,490,000
525 Simonton St, Key West, FL 33040
3,034 SqFt
11 Beds | 11 Baths
Listing Provided By: Island Home Realty Inc. 
$7,450,000
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144 N Rolling Hill Rd, Tavernier, FL 33070
3,284 SqFt
4 Beds | 5 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$7,300,000
228 Tide Ave, Tavernier, FL 33070
2,629 SqFt
4 Beds | 5 Baths
Listing Provided By: Palm House Real Estate 
$7,000,000
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0 Melody, Summerland, FL 33042
2,851 SqFt
3 Beds | 4 Baths
Listing Provided By: Royal Palms Realty (kw) 
$6,999,999
82749 Old Hwy, Islamorada, FL 33036
1,485 SqFt
3 Beds | 3 Baths
Listing Provided By: Coldwell Banker Schmitt Islamorada 
$6,965,000
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1101 Casa Marina Ct, Key West, FL 33040
4,666 SqFt
5 Beds | 5 Baths
Listing Provided By: Brenda Donnelly Real Estate LLC 
$6,950,000
545 Ocean Cay Dr, Key Largo, FL 33037
4,728 SqFt
3 Beds | 4 Baths
Listing Provided By: American Caribbean Real Estate 
$6,950,000
57121 Morton St, Marathon, FL 33050
5,168 SqFt
4 Beds | 5 Baths
Listing Provided By: Palm House Real Estate 
$6,895,000
317 Whitehead St, Key West, FL 33040
3,425 SqFt
6 Beds | 7 Baths
Listing Provided By: RE/MAX Keys Connection (kw) 
$6,850,000
103 Front St, Key West, FL 33040
4,200 SqFt
3 Beds | 3 Baths
Listing Provided By: Preferred Properties (kw) 
$6,800,000
90311 Old Hwy, Tavernier, FL 33070
10,714 SqFt
2 Beds | 2 Baths
Listing Provided By: RE/MAX All Keys Real Estate 
$6,750,000
411 Louisa St, Key West, FL 33040
3,663 SqFt
5 Beds | 5 Baths
Listing Provided By: RE/MAX Keys Connection (kw) 
$6,750,000
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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
75131 Overseas Hwy, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By: Century 21 Circle- Islamorada 
$6,495,000
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1014 Flagler Ave, Key West, FL 33040
3,104 SqFt
3 Beds | 4 Baths
Listing Provided By: Truman & Co. (kw) 
$6,490,000
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137 Sapodilla Dr, Islamorada, FL 33036
5,456 SqFt
5 Beds | 6 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$6,295,000
719 Washington St, Key West, FL 33040
3,150 SqFt
4 Beds | 5 Baths
Listing Provided By: Truman & Co. (kw) 
$6,290,000
21470 Overseas Hwy, Cudjoe, FL 33042
n/a SqFt
13 Beds | 7 Baths
Listing Provided By: Select Properties Of Nwfl 
$6,250,000
206 Plantation Ave, Islamorada, FL 33070
3,945 SqFt
5 Beds | 6 Baths
Listing Provided By: Fairchild Partners 
$6,200,000
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42 Cannon Royal Dr, Shark Key, FL 33040
4,000 SqFt
4 Beds | 4 Baths
Listing Provided By: Berkshire Hathaway Homeservices Knight & Gardner Realty 
$6,200,000
36 Cannon Royal Dr, Shark Key, FL 33040
4,624 SqFt
5 Beds | 5 Baths
Listing Provided By: Brenda Donnelly Real Estate LLC 
$6,200,000
24200 Overseas Hwy, Summerland, FL 33042
3,000 SqFt
5 Beds | 6 Baths
Listing Provided By: Keller Williams Key West Compass Realty 
$6,150,000
134 N Rolling Hill Rd, Tavernier, FL 33070
2,346 SqFt
4 Beds | 5 Baths
Listing Provided By: American Caribbean Real Estate 
$6,150,000
194 Buttonwood Ln, Islamorada, FL 33036
5,100 SqFt
6 Beds | 7 Baths
Listing Provided By: Fairchild Partners 
$6,000,000
120 Captains Ct, Tavernier, FL 33070
3,332 SqFt
5 Beds | 6 Baths
Listing Provided By: Palm House Real Estate 
$6,000,000
9 Hilton Haven Dr, Key West, FL 33040
n/a SqFt
11 Beds | 11 Baths
Listing Provided By: Berkshire Hathaway Homeservices Knight & Gardner Realty 
$5,999,999
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181 Nautilus Dr, Islamorada, FL 33036
5,320 SqFt
5 Beds | 6 Baths
Listing Provided By: Coldwell Banker Realty - Coral Gables 
$5,999,997
Ave A, Marathon, FL 33050
5,150 SqFt
1 Bed | 2 Baths
Listing Provided By: No Nonsense Real Estate Branch Office 
$5,999,995
75560 Overseas Hwy, Islamorada, FL 33036
3,228 SqFt
4 Beds | 4 Baths
Listing Provided By: Realty One Group Destination (isl) 
$5,995,000
90 Tingler Ln, Marathon, FL 33050
4,660 SqFt
5 Beds | 5 Baths
Listing Provided By: Berkshire Hathaway Homeservices Keys Real Estate 
$5,995,000
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126 Sunrise Dr, Marathon, FL 33050
3,448 SqFt
5 Beds | 4 Baths
Listing Provided By: Lokation Real Estate - Pompano Beach 
$5,995,000
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910-914 Watson St, Key West, FL 33040
4,387 SqFt
5 Beds | 7 Baths
Listing Provided By: Truman & Co. (kw) 
$5,950,000
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260 Plantation Ave, Tavernier, FL 33070
2,459 SqFt
3 Beds | 4 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$5,950,000
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75851 Overseas Hwy, Islamorada, FL 33036
3,978 SqFt
5 Beds | 7 Baths
Listing Provided By: Ocean Sotheby's International Realty 
$5,950,000
723 Eaton St, Key West, FL 33040
4,094 SqFt
6 Beds | 8 Baths
Listing Provided By: Preferred Properties (kw) 
$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 
$5,900,000
875 50th Street Gulf, Marathon, FL 33050
4,146 SqFt
5 Beds | 5 Baths
Listing Provided By: Coldwell Banker Schmitt Lower Keys (kw) 
$5,850,000
421 - 423 Simonton St, Key West, FL 33040
3,010 SqFt
6 Beds | 8 Baths
Listing Provided By: Berkshire Hathaway Homeservices Knight & Gardner Realty 
$5,800,000
31449 Avenue I, Big Pine, FL 33043
3,500 SqFt
5 Beds | 4 Baths
Listing Provided By: Flat Fee Mls Realty 
$5,795,000
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114 Calle Ensueno, Marathon, FL 33050
4,948 SqFt
4 Beds | 5 Baths
Listing Provided By: The Agency Florida Keys 
$5,750,000
Virtual Tour
30 Cannon Royal Dr, Shark Key, FL 33040
5,180 SqFt
4 Beds | 5 Baths
Listing Provided By: Berkshire Hathaway Homeservices Knight & Gardner Realty 
$5,750,000
Virtual Tour
906 Johnson St, Key West, FL 33040
3,751 SqFt
6 Beds | 6 Baths
Listing Provided By: Truman & Co. (kw) 
