180 Listings
Any price, 5+ beds, 0+ baths Reset Filters
Sort
$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
82719 Old Hwy, Islamorada, FL 33036
8,680 SqFt
5 Beds | 10 Baths
Listing Provided By Serhant Florida LLC - Delray Beach Office 
$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 
$21,900,000
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. 
$20,995,000
88351 Old Hwy, Islamorada, FL 33036
7,738 SqFt
6 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$17,000,000
Virtual Tour
75840 Overseas Hwy, Islamorada, FL 33036
5,900 SqFt
7 Beds | 7 Baths
Listing Provided By Flat Fee Mls 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 
$15,990,000
16 Osprey Ln, Ocean Reef, FL 33037
5,417 SqFt
8 Beds | 8 Baths
Listing Provided By Terra Real Estate LLC 
$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. 
$13,995,000
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 
$13,995,000
21540 21470 Overseas Hwy, Cudjoe, FL 33042
n/a SqFt
31 Beds | 19 Baths
Listing Provided By Select Properties Of Nwfl 
$13,400,000
Virtual Tour
165 Bayview Dr, Islamorada, FL 33036
4,394 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$12,500,000
6500-6600 Overseas Hwy, Marathon, FL 33050
10,852 SqFt
6 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International 
$11,000,000
Virtual Tour
180 Galleon Rd, Islamorada, FL 33036
7,160 SqFt
6 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt 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
91 Iroquois Dr, Islamorada, FL 33036
6,100 SqFt
6 Beds | 5 Baths
Listing Provided By Beycome Of Florida 
$10,500,000
Virtual Tour
162 Bayview Dr, Islamorada, FL 33036
5,392 SqFt
8 Beds | 10 Baths
Listing Provided By Coldwell Banker Residential R.E. 
$10,400,000
104 Coastal Dr, Key Largo, FL 33037
6,083 SqFt
5 Beds | 8 Baths
Listing Provided By American Caribbean Real Estate 
$9,950,000
Virtual Tour
82238 Overseas Hwy, Islamorada, FL 33036
6,866 SqFt
6 Beds | 7 Baths
Listing Provided By Ocean Sotheby's International Realty 
$9,750,000
198 Lowe St, Tavernier, FL 33070
4,170 SqFt
5 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$9,500,000
500 Pompano Dr, Key Largo, FL 33037
4,780 SqFt
6 Beds | 6 Baths
Listing Provided By Compass Florida 
$8,999,000
39 Mutiny Pl, Key Largo, FL 33037
4,592 SqFt
6 Beds | 6 Baths
Listing Provided By Florida Realty Of Miami 
$8,955,000
Virtual Tour
1151 Ocean Dr, Summerland, FL 33042
3,952 SqFt
5 Beds | 6 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$8,800,000
Virtual Tour
75931 Overseas Hwy, Islamorada, FL 33036
4,770 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,999,000
Virtual Tour
525 Simonton St, Key West, FL 33040
4,295 SqFt
11 Beds | 11 Baths
Listing Provided By Island Home Realty Inc. 
$7,950,000
Virtual Tour
616 Eaton St, Key West, FL 33040
4,000 SqFt
5 Beds | 7 Baths
Listing Provided By Truman & Co. (kw) 
$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 
$7,235,000
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 
$6,995,000
101 Admirals Ln, Key West, FL 33040
3,173 SqFt
5 Beds | 4 Baths
Listing Provided By Last Key Realty 
$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
83407 Old Hwy, Islamorada, FL 33036
4,566 SqFt
6 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
421 - 423 Simonton St, Key West, FL 33040
3,010 SqFt
6 Beds | 8 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$6,495,000
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 
$6,400,000
314 Simonton St, Key West, FL 33040
8,472 SqFt
8 Beds | 11 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$6,300,000
Virtual Tour
1109 Fleming St, Key West, FL 33040
3,443 SqFt
6 Beds | 7 Baths
Listing Provided By Brenda Donnelly Real Estate LLC 
$5,999,000
39 Evergreen Ave, Key Haven, FL 33040
6,611 SqFt
6 Beds | 8 Baths
Listing Provided By Icamco Realty LLC 
$5,992,000
220 E Caribbean Dr, Summerland, FL 33042
4,981 SqFt
5 Beds | 7 Baths
Listing Provided By Island Real Estate Company Florida Keys 
$5,950,000
Virtual Tour
101780 Overseas Hwy, Key Largo, FL 33037
2,364 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$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
95480 Overseas Hwy, Key Largo, FL 33037
2,672 SqFt
6 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,800,000
Virtual Tour
3608 -3612 Sunrise Dr, Key West, FL 33040
3,086 SqFt
6 Beds | 5 Baths
Listing Provided By Preferred Properties (kw) 
$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. 
$5,750,000
Virtual Tour
18 Hilton Haven Rd, Key West, FL 33040
3,597 SqFt
5 Beds | 6 Baths
Listing Provided By Keller Williams Key West Compass Realty 
$5,750,000
Virtual Tour
301 Buttonwood Cir B, Key Largo, FL 33037
4,473 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Residential R.E. 
$5,750,000
906 Johnson St, Key West, FL 33040
3,751 SqFt
6 Beds | 6 Baths
Listing Provided By Truman & Co. (kw) 
$5,725,000
818 Elizabeth St, Key West, FL 33040
4,459 SqFt
10 Beds | 9 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$5,650,000
Virtual Tour
301 Buttonwood Cir #a, Key Largo, FL 33037
4,306 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Residential R.E. 
$5,500,000
14 125th Street Gulf, Marathon, FL 33050
6,128 SqFt
10 Beds | 9 Baths
Listing Provided By Lokation Real Estate 
$5,495,000
301 Oleander Dr, Tavernier, FL 33070
3,499 SqFt
5 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate 
$5,319,000
1819-21-23 Atlantic Blvd, Key West, FL 33040
9,000 SqFt
24 Beds | 12 Baths
Listing Provided By Key West Realty 
$5,299,000
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 
$5,245,000
65890 Overseas Hwy, Long Key, FL 33001
7,941 SqFt
7 Beds | 6 Baths
Listing Provided By Lokation Real Estate 
$5,197,000
1005-1009 Flagler Ave, Key West, FL 33040
7,193 SqFt
10 Beds | 9 Baths
Listing Provided By Key West Realty 
$5,195,000
Virtual Tour
24 Cannon Royal Dr, Shark Key, FL 33040
4,176 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,999,999
Virtual Tour
108 N Bounty Ln, Key Largo, FL 33037
4,732 SqFt
5 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,999,000
21 Mutiny Pl, Key Largo, FL 33037
3,906 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,999,000
Virtual Tour
51 Mutiny Pl, Key Largo, FL 33037
3,462 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,999,000
515 Amelia St, Key West, FL 33040
3,434 SqFt
5 Beds | 6 Baths
Listing Provided By Preferred Properties (kw) 
$4,995,000
Virtual Tour
87445 Old Hwy, Islamorada, FL 33036
4,014 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,975,000
901 Eisenhower Dr, Key West, FL 33040
3,788 SqFt
6 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$4,950,000
117 Leoni Dr, Islamorada, FL 33036
4,100 SqFt
5 Beds | 6 Baths
Listing Provided By Fairchild Partners 
$4,900,000
126 Point Pleasant Dr, Key Largo, FL 33037
3,208 SqFt
5 Beds | 6 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$4,850,000
202 Admirals Ln, Key West, FL 33040
3,148 SqFt
5 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. (kw) 
$4,700,000
115 Spoonbill Rd, Tavernier, FL 33070
4,100 SqFt
5 Beds | 6 Baths
Listing Provided By Fairchild Partners 
$4,677,700
1812 Flagler Ave, Key West, FL 33040
8,004 SqFt
9 Beds | 11 Baths
Listing Provided By RE/MAX Keys Connection (kw) 
$4,500,000
230 15 Cir, Key Colony, FL 33051
3,580 SqFt
5 Beds | 4 Baths
Listing Provided By Trustpoint Realty 
$4,475,000
66 S Andros Rd, Key Largo, FL 33037
3,800 SqFt
5 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$4,399,000
Virtual Tour
1250 &1257 24th Street Ocean, Marathon, FL 33050
3,642 SqFt
8 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$4,300,000
150 12th St, Key Colony, FL 33051
5,567 SqFt
5 Beds | 5 Baths
Listing Provided By Lokation Real Estate 
$4,295,000
Virtual Tour
1319 Olivia St, Key West, FL 33040
3,300 SqFt
5 Beds | 3 Baths
Listing Provided By Suzanne Moore Real Estate 
$4,295,000
Virtual Tour
172 Venetian Dr, Islamorada, FL 33036
4,131 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International 
$4,250,000
9 Bay Dr, Saddle Bunch, FL 33040
3,272 SqFt
5 Beds | 5 Baths
Listing Provided By Key West Luxury Real Estate Inc (kw) 
$4,250,000
1311 Grinnell St, Key West, FL 33040
2,681 SqFt
5 Beds | 7 Baths
Listing Provided By Truman & Co. (kw) 
$4,200,000
815 E Shore Dr, Summerland, FL 33042
4,531 SqFt
7 Beds | 6 Baths
Listing Provided By Lpt Realty 
$4,195,000
1330 Coury Dr, Key Colony, FL 33051
3,600 SqFt
5 Beds | 4 Baths
Listing Provided By Douglas Elliman Florida 
$3,999,000
Virtual Tour
919 Thomas St A, 1-3, Key West, FL 33040
3,015 SqFt
7 Beds | 7 Baths
Listing Provided By Preferred Properties (kw) 
$3,999,000
57805 Morton St, Marathon, FL 33050
5,757 SqFt
6 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw)
$3,999,000
Virtual Tour
919 Thomas St 1a, Key West, FL 33040
3,015 SqFt
7 Beds | 7 Baths
Listing Provided By Preferred Properties (kw) 
$3,995,000
230 Biscayne Blvd, Islamorada, FL 33036
2,425 SqFt
5 Beds | 3 Baths
Listing Provided By Realty One Group Destination (isl) 
$3,950,000
Virtual Tour
59720 Overseas Hwy Unit 13, Marathon, FL 33050
3,011 SqFt
5 Beds | 5 Baths
Listing Provided By Internet Realty Of The Florida Keys Inc 
$3,799,000
1214-1216 White St, Key West, FL 33040
2,960 SqFt
5 Beds | 4 Baths
Listing Provided By Suzanne Moore Real Estate 
$3,799,000
Virtual Tour
407-415 Olivia St, Key West, FL 33040
3,171 SqFt
6 Beds | 5 Baths
Listing Provided By Brenda Donnelly Real Estate LLC 
$3,750,000
Virtual Tour
1114 Packer St, Key West, FL 33040
2,721 SqFt
5 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$3,750,000
Virtual Tour
400 Aronovitz Ln, Key West, FL 33040
3,665 SqFt
5 Beds | 6 Baths
Listing Provided By Berkshire Hathaway Homeservices Knight & Gardner Realty 
$3,749,000
Virtual Tour
180 13th St, Key Colony, FL 33051
2,741 SqFt
5 Beds | 5 Baths
Listing Provided By Still Water Properties 
$3,700,000
15 Mutiny Pl, Key Largo, FL 33037
2,658 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate - Islamorada 
$3,599,000
Virtual Tour
1220 Coury Dr, Key Colony, FL 33051
2,990 SqFt
6 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International 
$3,499,000
12 Bass Ave, Key Largo, FL 33037
2,550 SqFt
5 Beds | 3 Baths
Listing Provided By Homecoin.Com 
$3,499,000
Virtual Tour
225 Colson Dr, Cudjoe, FL 33042
4,976 SqFt
6 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt Lower Keys (kw) 
$3,491,000
1716-1714 Bertha St, Key West, FL 33040
6,000 SqFt
16 Beds | 8 Baths
Listing Provided By Key West Realty 
$3,450,000
Virtual Tour
1717 Thompson St, Key West, FL 33040
3,081 SqFt
5 Beds | 6 Baths
Listing Provided By Truman & Co. (kw) 
$3,450,000
128 W Plaza Del Sol, Islamorada, FL 33036
2,843 SqFt
6 Beds | 4 Baths
Listing Provided By Coldwell Banker Realty 
$3,350,000
Virtual Tour
243 Pescayo Ave, Marathon, FL 33050
2,708 SqFt
5 Beds | 6 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$3,349,000
900 101st St Ocean, Marathon, FL 33050
2,243 SqFt
6 Beds | 6 Baths
Listing Provided By Lokation Real Estate 
