1518 Listings
Any price, 0+ beds, 0+ baths Reset Filters
Sort
$57,500,000
100 Sandy Cove Ave, Islamorada, FL 33036
-- SqFt
-- Beds | -- Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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
94100 Overseas Hwy, Key Largo, FL 33070
8,949 SqFt
8 Beds | 14 Baths
Listing Provided By Berkshire Hathaway Homeservices Ewm Realty 
$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 
$21,900,000
0 Howell Key, Summerland, FL 33042
3,392 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International 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. 
$19,990,000
87429 Old Hwy, Islamorada, FL 33036
6,602 SqFt
6 Beds | 7 Baths
Listing Provided By The Firm Realty Group 
$18,500,000
400 South St, Key West, FL 33040
4,008 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$17,585,000
195 15th Cir, Key Colony, FL 33051
7,270 SqFt
9 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$17,000,000
1 Seppala Way, Key Haven, FL 33040
-- SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$16,990,000
16 Osprey Ln, Ocean Reef, FL 33037
5,417 SqFt
7 Beds | 8 Baths
Listing Provided By Terra Real Estate LLC 
$15,700,000
1005 Flagler Ave, Key West, FL 33040
25,393 SqFt
57 Beds | 33 Baths
Listing Provided By Key West Realty 
$15,000,000
Virtual Tour
57 Garden Cove Dr, Key Largo, FL 33037
5,113 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$14,990,000
24650 Overseas Hwy, Ramrod, FL 33042
-- SqFt
-- Beds | -- Baths
Listing Provided By Terra Real Estate LLC 
$14,900,000
Virtual Tour
1350 & 1355 Coury Dr, Key Colony, FL 33051
4,752 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$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. 
$14,500,000
6500-6600 Overseas Hwy, Marathon, FL 33050
10,852 SqFt
6 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International Realty 
$13,995,000
83283 Old Hwy, Islamorada, FL 33036
6,696 SqFt
7 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$13,995,000
21540 21470 Overseas Hwy, Cudjoe, FL 33042
-- SqFt
31 Beds | 19 Baths
Listing Provided By Select Properties Of Nwfl 
$13,895,000
Virtual Tour
10001 Gulf Of Mexico Blvd, Marathon, FL 33050
4,187 SqFt
5 Beds | 7 Baths
Listing Provided By Premiere Plus Realty Company 
$12,500,000
180 Galleon Rd, Islamorada, FL 33036
7,160 SqFt
6 Beds | 9 Baths
Listing Provided By Joe Caprio And Co. 
$12,450,000
7000 5th St, Stock Island, FL 33040
-- SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$12,000,000
109 Coastal Dr, Key Largo, FL 33037
7,567 SqFt
7 Beds | 8 Baths
Listing Provided By Harbour 99 Properties 
$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
57121 Morton St, Marathon, FL 33050
5,168 SqFt
4 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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
91 Iroquois Dr, Islamorada, FL 33036
6,100 SqFt
6 Beds | 5 Baths
Listing Provided By Beycome Of Florida 
$10,500,000
500 Pompano Dr, Key Largo, FL 33037
4,780 SqFt
6 Beds | 6 Baths
Listing Provided By Compass Florida 
$10,200,000
183 Indian Mound Trl, Tavernier, FL 33070
4,566 SqFt
5 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$9,850,000
39 Mutiny Pl, Key Largo, FL 33037
4,592 SqFt
6 Beds | 6 Baths
Listing Provided By Compass Florida 
$9,500,000
7200 5th St, Stock Island, FL 33040
-- SqFt
-- Beds | -- Baths
Listing Provided By Equestrian Sotheby's International Realty 
$8,750,000
721 W Ocean Dr, Key Colony, FL 33051
-- SqFt
-- Beds | -- Baths
Listing Provided By Compass Florida 
$8,500,000
126 Calle Ensueno, Marathon, FL 33050
8,306 SqFt
7 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$8,500,000
Virtual Tour
525 Simonton St, Key West, FL 33040
4,295 SqFt
11 Beds | 11 Baths
Listing Provided By Island Home Realty Inc. 
$8,400,000
89707 Old Hwy, Islamorada, FL 33070
6,269 SqFt
5 Beds | 6 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$8,300,000
95480 & 90 Overseas Hwy, Key Largo, FL 33037
5,392 SqFt
10 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$7,999,500
Virtual Tour
60 Ocean Front Dr Single Family, Key Largo, FL 33037
5,420 SqFt
3 Beds | 3 Baths
Listing Provided By Vera Realty 
$7,999,000
10987 County Rd, Key Largo, FL 33037
3,649 SqFt
3 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,995,000
Virtual Tour
1151 Ocean Dr, Summerland, FL 33042
3,952 SqFt
5 Beds | 6 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$7,950,000
56185 Overseas Hwy, Marathon, FL 33050
1,352 SqFt
3 Beds | 1 Bath
Listing Provided By Ocean Sotheby's International Realty 
$7,950,000
Virtual Tour
616 Eaton St, Key West, FL 33040
3,998 SqFt
5 Beds | 7 Baths
Listing Provided By Truman & Co. (kw) 
$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 
$7,500,000
Virtual Tour
81910 & 81908 Overseas Hwy, Islamorada, FL 33036
-- SqFt
-- Beds | -- Baths
Listing Provided By Island Equity Real Estate 
$7,499,000
Virtual Tour
437 Harbour Dr, Duck, FL 33050
2,780 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$7,499,000
Virtual Tour
101 Admirals Ln, Key West, FL 33040
3,173 SqFt
5 Beds | 4 Baths
Listing Provided By Last Key Realty 
$6,999,000
75851 Overseas Hwy, Islamorada, FL 33036
3,978 SqFt
5 Beds | 6 Baths
Listing Provided By American Caribbean Real Estate 
$6,999,000
39 Evergreen Ave, Key Haven, FL 33040
6,611 SqFt
6 Beds | 8 Baths
Listing Provided By Icamco Realty LLC 
$6,995,000
Virtual Tour
75131 Overseas Hwy, Islamorada, FL 33036
1,500 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$6,950,000
17 Osprey Ln, Ocean Reef, FL 33037
-- SqFt
-- Beds | -- Baths
Listing Provided By Terra Real Estate LLC 
$6,900,000
95351 Overseas Hwy, Key Largo, FL 33037
1,352 SqFt
5 Beds | 3 Baths
Listing Provided By Buccaneer R.E. 
$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) 
$6,750,000
82900 Overseas Hwy, Islamorada, FL 33036
-- SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,690,000
Virtual Tour
101780 Overseas Hwy, Key Largo, FL 33037
2,364 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,500,000
88547 Old Hwy, Tavernier, FL 33070
4,103 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$6,500,000
569 Hazel St, Key Largo, FL 33037
5,007 SqFt
4 Beds | 4 Baths
Listing Provided By Real Estate Sales Force 
$6,500,000
85327&8533 Overseas Hwy, Islamorada, FL 33036
5,760 SqFt
8 Beds | 6 Baths
Listing Provided By Island Equity Real Estate 
$6,499,000
Virtual Tour
114 Calle Ensueno, Marathon, FL 33050
4,948 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$6,200,000
0 Old Hwy, Islamorada, FL 33036
-- SqFt
-- Beds | -- Baths
Listing Provided By American Caribbean 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 
$6,105,000
522 Simonton St, Key West, FL 33040
3,342 SqFt
5 Beds | 6 Baths
Listing Provided By Preferred Properties (kw) 
$6,000,000
330 Julia St, Key West, FL 33040
4,849 SqFt
-- Beds | 3 Baths
Listing Provided By Keller Williams Key West Compass Realty 
$5,999,999
210 W Seaview Cir, Duck, FL 33050
3,304 SqFt
4 Beds | 4 Baths
Listing Provided By Trustpoint Realty 
$5,999,999
522 Elizabeth St, Key West, FL 33040
3,209 SqFt
6 Beds | 7 Baths
Listing Provided By Brenda Donnelly Real Estate LLC 
$5,999,900
1131 Calle Ensenada, Marathon, FL 33050
3,987 SqFt
6 Beds | 8 Baths
Listing Provided By Exp Realty LLC 
$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
140 Gulfside Dr, Islamorada, FL 33036
2,972 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,995,000
Virtual Tour
36 Sunset Rd, Key Largo, FL 33037
1,872 SqFt
4 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty
$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 
$5,750,000
818 Elizabeth St, Key West, FL 33040
4,459 SqFt
10 Beds | 9 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$5,745,000
65890 Overseas Hwy, Long Key, FL 33001
7,941 SqFt
7 Beds | 6 Baths
Listing Provided By Lokation Real Estate 
$5,600,000
974 Flagship Dr, Summerland, FL 33042
5,608 SqFt
4 Beds | 4 Baths
Listing Provided By Keyisle Realty 
$5,600,000
815 E Shore Dr, Summerland, FL 33042
4,531 SqFt
7 Beds | 6 Baths
Listing Provided By Better Homes And Gardens Real Estate Destinations 
$5,599,000
Virtual Tour
112 N Bounty Ln, Key Largo, FL 33037
4,822 SqFt
5 Beds | 5 Baths
Listing Provided By Phantom Real Estate 
$5,550,000
293 Sunset Key Dr, Key West, FL 33040
1,927 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,500,000
220 Tide Ave, Tavernier, FL 33070
2,652 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$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 
$5,499,000
21 Mutiny Pl, Key Largo, FL 33037
3,906 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,495,000
619 Sombrero Beach Rd, Marathon, FL 33050
5,418 SqFt
6 Beds | 5 Baths
Listing Provided By Icamco Realty LLC Dba Cosgrove Realty 
$5,399,000
Virtual Tour
1014 Southard St, Key West, FL 33040
3,026 SqFt
4 Beds | 4 Baths
Listing Provided By Suzanne Moore Real Estate 
$5,350,000
828 Elizabeth St, Key West, FL 33040
2,248 SqFt
5 Beds | 6 Baths
Listing Provided By Truman & Co. (kw) 
$5,299,000
508 Virginia St, Key West, FL 33040
2,281 SqFt
3 Beds | 4 Baths
Listing Provided By Brenda Donnelly Real Estate LLC 
$5,299,000
29433 Enterprise Ave, Big Pine, FL 33043
3,727 SqFt
4 Beds | 5 Baths
Listing Provided By Saltwater Real Estate Florida Keys 
$5,275,000
202 Admirals Ln, Key West, FL 33040
3,148 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. (kw)
$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 
$5,200,000
Virtual Tour
524 Frances St, Key West, FL 33040
3,015 SqFt
4 Beds | 4 Baths
Listing Provided By Saltwater Real Estate Florida Keys 
$4,999,999
55 Two Turtles Ln, Shark Key, FL 33040
6,325 SqFt
5 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$4,999,999
Virtual Tour
24 Floral Ave, Key Haven, FL 33040
4,480 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$4,995,000
292 Sunset Key Dr, Key West, FL 33040
1,916 SqFt
3 Beds | 3 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 
$4,975,000
901 Eisenhower Dr, Key West, FL 33040
3,788 SqFt
6 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$4,975,000
75750 Overseas Hwy, Islamorada, FL 33036
-- SqFt
-- Beds | -- Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,950,000
1525 Ocean Bay Dr, Key Largo, FL 33037
3,363 SqFt
3 Beds | 4 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 
$4,900,000
15401 Sw 272nd St, Homestead, FL 00000
1,402 SqFt
2 Beds | 2 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
