1711 Listings
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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 
$28,800,000
Virtual Tour
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
Virtual Tour
82768 Overseas Hwy, Islamorada, FL 33036
6,935 SqFt
7 Beds | 10 Baths
Listing Provided By Ocean Sotheby's International Realty 
$22,500,000
94100 Overseas Hwy, Key Largo, FL 33070
8,949 SqFt
8 Beds | 14 Baths
Listing Provided By Berkshire Hathaway Homeservices Ewm Realty 
$21,000,000
Virtual Tour
9300 Overseas Hwy, Marathon, FL 33050
8,573 SqFt
5 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$20,995,000
88351 Old Hwy, Islamorada, FL 33036
7,738 SqFt
6 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$19,495,000
Virtual Tour
87429 Old Hwy, Islamorada, FL 33036
6,692 SqFt
6 Beds | 8 Baths
Listing Provided By Ocean Sotheby's International Realty 
$16,990,000
17 Osprey Ln, Key Largo, FL 33037
6,243 SqFt
9 Beds | 10 Baths
Listing Provided By Terra Real Estate LLC 
$15,750,000
Virtual Tour
75840 Overseas Hwy, Islamorada, FL 33036
5,900 SqFt
7 Beds | 7 Baths
Listing Provided By The Agency Florida Keys 
$15,000,000
1 Seppala Way, Key Haven, FL 33040
n/a SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$14,900,000
180 Pompano Dr, Key Largo, FL 33037
4,000 SqFt
4 Beds | 7 Baths
Listing Provided By Compass Florida LLC - Tavernier 
$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) 
$12,999,999
21540 21470 Overseas Hwy, Cudjoe, FL 33042
n/a SqFt
31 Beds | 19 Baths
Listing Provided By Select Properties Of Nwfl 
$12,900,000
Virtual Tour
186 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$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
Virtual Tour
57 Garden Cove Dr, Key Largo, FL 33037
5,113 SqFt
6 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$12,500,000
6500-6600 Overseas Hwy, Marathon, FL 33050
10,852 SqFt
6 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International 
$12,500,000
16 Seaside Ave, Key Largo, FL 33037
6,585 SqFt
7 Beds | 9 Baths
Listing Provided By Ocean Sotheby's International Realty 
$12,499,000
25 Mutiny Pl, Key Largo, FL 33037
5,100 SqFt
5 Beds | 7 Baths
Listing Provided By Ocean Sotheby's International Realty 
$11,888,000
1430 Vernon Ave, Key West, FL 33040
2,071 SqFt
3 Beds | 2 Baths
Listing Provided By Keys Top Realty LLC 
$11,000,000
2394 Coco Plum Dr, Marathon, FL 33050
12,198 SqFt
18 Beds | 21 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - 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 
$10,995,000
7000 5th St, Stock Island, FL 33040
n/a SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$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 
$10,500,000
Virtual Tour
390 13th St, Key Colony, FL 33051
4,215 SqFt
5 Beds | 6 Baths
Listing Provided By Lokation Real Estate 
$10,500,000
72100 Overseas Hwy, Craig Cay, FL 33036
n/a SqFt
-- Beds | -- Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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 
$9,800,000
22 Country Club Rd, Key Largo, FL 33037
3,600 SqFt
4 Beds | 6 Baths
Listing Provided By Swenson & Ecuyer Realty 
$8,999,000
165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$8,999,000
Virtual Tour
308 Sabal St, Duck, FL 33050
4,000 SqFt
7 Beds | 6 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 
$8,900,000
80201 Overseas Hwy, Islamorada, FL 33036
4,764 SqFt
5 Beds | 6 Baths
Listing Provided By Sea Haven Realty 
$8,500,000
Virtual Tour
1112 Venetian Blvd, Islamorada, FL 33036
4,688 SqFt
6 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$8,490,000
198 Lowe St, Tavernier, FL 33070
4,170 SqFt
5 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$8,400,000
555 Ocean Cay Dr, Key Largo, FL 33037
4,580 SqFt
4 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate 
$8,400,000
Virtual Tour
75931 Overseas Hwy, Islamorada, FL 33036
4,770 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,995,000
91 Iroquois Dr, Islamorada, FL 33036
4,048 SqFt
4 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$7,995,000
525 Simonton St, Key West, FL 33040
3,034 SqFt
11 Beds | 11 Baths
Listing Provided By Island Home Realty Inc. 
$7,950,000
7200 5th St, Stock Island, FL 33040
n/a SqFt
-- Beds | -- Baths
Listing Provided By Equestrian Sotheby's International 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 
$7,900,000
108 Sunrise Dr, Marathon, FL 33050
3,434 SqFt
5 Beds | 4 Baths
Listing Provided By Lokation Real Estate 
$7,750,000
82749 Old Hwy, Islamorada, FL 33036
1,485 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$7,500,000
88547 Old Hwy, Tavernier, FL 33070
4,103 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$7,500,000
723 Eaton St, Key West, FL 33040
3,000 SqFt
7 Beds | 9 Baths
Listing Provided By Preferred Properties (kw) 
$7,495,000
Virtual Tour
616 Eaton St, Key West, FL 33040
4,000 SqFt
5 Beds | 7 Baths
Listing Provided By Truman & Co. (kw) 
$7,450,000
57121 Morton St, Marathon, FL 33050
5,168 SqFt
4 Beds | 5 Baths
Listing Provided By Palm House Real Estate 
$7,299,000
1002 Snapper Ln, Key Largo, FL 33037
3,490 SqFt
5 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate 
$7,235,000
Virtual Tour
1101 Casa Marina Ct, Key West, FL 33040
4,666 SqFt
5 Beds | 5 Baths
Listing Provided By Brenda Donnelly Real Estate LLC 
$7,000,000
Virtual Tour
0 Melody, Summerland, FL 33042
2,851 SqFt
3 Beds | 4 Baths
Listing Provided By Royal Palms Realty (kw) 
$6,995,000
Virtual Tour
1151 Ocean Dr, Summerland, FL 33042
3,952 SqFt
5 Beds | 6 Baths
Listing Provided By The Agency Florida Keys 
$6,995,000
326 Caroline St, Key West, FL 33040
4,279 SqFt
5 Beds | 6 Baths
Listing Provided By Last Key Realty 
$6,995,000
Virtual Tour
81910 & 81908 Overseas Hwy, Islamorada, FL 33036
n/a SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$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 
$6,900,000
95351 Overseas Hwy, Key Largo, FL 33037
1,352 SqFt
5 Beds | 3 Baths
Listing Provided By Buccaneer R.E. 
$6,895,000
317 Whitehead St, Key West, FL 33040
3,340 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) 
$6,750,000
Virtual Tour
10987 County Road 905, Key Largo, FL 33037
3,649 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
Virtual Tour
83407 Old Hwy, Islamorada, FL 33036
4,566 SqFt
6 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,750,000
82900 Old Hwy, Islamorada, FL 33036
n/a SqFt
-- Beds | -- 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 
$6,700,000
126 Sunrise Dr, Marathon, FL 33050
3,415 SqFt
5 Beds | 4 Baths
Listing Provided By Lokation Real Estate 
$6,500,000
875 50th Street Gulf, Marathon, FL 33050
4,146 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$6,500,000
421 - 423 Simonton St, Key West, FL 33040
3,010 SqFt
6 Beds | 8 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$6,499,000
Virtual Tour
118 Villa Bella Dr, Islamorada, FL 33036
5,195 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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 
$6,395,000
Virtual Tour
100 List St, Islamorada, FL 33036
3,019 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$6,375,000
Virtual Tour
42 Cannon Royal Dr, Shark Key, FL 33040
3,875 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$6,250,000
206 Plantation Ave, Islamorada, FL 33070
3,945 SqFt
5 Beds | 6 Baths
Listing Provided By Fairchild Partners 
$6,200,000
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 
$6,150,000
194 Buttonwood Ln, Islamorada, FL 33036
5,100 SqFt
6 Beds | 7 Baths
Listing Provided By Fairchild Partners 
$6,000,000
Virtual Tour
60 Ocean Front Dr, Key Largo, FL 33037
2,511 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
4500 Filer Cove Rd, Big Torch, FL 33042
4,315 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$5,995,000
Virtual Tour
114 Calle Ensueno, Marathon, FL 33050
4,948 SqFt
4 Beds | 5 Baths
Listing Provided By The Agency Florida Keys 
$5,950,000
Virtual Tour
260 Plantation Ave, Tavernier, FL 33070
2,459 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
Virtual Tour
3742 Seagrape St, Big Pine, FL 33043
4,687 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International 
$5,900,000
95480 Overseas Hwy, Key Largo, FL 33037
2,672 SqFt
6 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,900,000
0 Old Hwy, Islamorada, FL 33036
n/a SqFt
-- Beds | -- Baths
Listing Provided By American Caribbean Real Estate 
$5,900,000
Main Key, Barnes Sound, Key Largo, FL 33037
n/a SqFt
-- Beds | -- Baths
Listing Provided By American Caribbean Real Estate 
$5,895,000
Virtual Tour
133 Severino Dr, Islamorada, FL 33036
5,348 SqFt
4 Beds | 4 Baths
Listing Provided By The Firm Realty Group 
$5,800,000
126 Calle Ensueno, Marathon, FL 33050
8,306 SqFt
7 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$5,800,000
Virtual Tour
39 Evergreen Ave, Key Haven, FL 33040
6,611 SqFt
8 Beds | 10 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,750,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$5,700,000
Virtual Tour
1590 Pelican Pass, Marathon, FL 33050
3,992 SqFt
5 Beds | 4 Baths
Listing Provided By Cypress Realty 
$5,699,000
Virtual Tour
64 Andros Rd, Key Largo, FL 33037
4,787 SqFt
6 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,600,000
974 Flagship Dr, Summerland, FL 33042
5,608 SqFt
4 Beds | 4 Baths
Listing Provided By Keyisle Realty 
$5,595,000
Virtual Tour
1006-1008 Fleming St, Key West, FL 33040
3,336 SqFt
4 Beds | 5 Baths
Listing Provided By Truman & Co. (kw) 
$5,500,000
Virtual Tour
82929 Overseas Hwy, Islamorada, FL 33036
n/a SqFt
-- Beds | -- Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,500,000
314 Simonton St, Key West, FL 33040
8,472 SqFt
8 Beds | 11 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$5,499,000
Virtual Tour
171 Kahiki Dr, Tavernier, FL 33070
2,876 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,495,000
251 S Ocean Shores Dr, Key Largo, FL 33037
5,281 SqFt
5 Beds | 7 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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 
$5,454,400
3300 Riviera Dr, Key West, FL 33040
3,577 SqFt
4 Beds | 5 Baths
Listing Provided By RE/MAX Keys Connection (kw) 
$5,395,000
18 Hilton Haven Rd, Key West, FL 33040
3,597 SqFt
5 Beds | 6 Baths
Listing Provided By Keller Williams Key West Compass Realty 
