602 Listings
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$29,750,000
141 Cortez Dr, Islamorada, FL 33036
3,772 SqFt
10 Beds | 11 Baths
Listing Provided By Ocean Sotheby's International Realty 
$27,600,000
84745 Old Hwy 1-15, Islamorada, FL 33036
26,250 SqFt
45 Beds | 46 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$17,999,900
Virtual Tour
1300 Sunset Blvd, Summerland, FL 33042
7,720 SqFt
6 Beds | 8 Baths
Listing Provided By Truman & Co. (kw) 
$17,900,000
2405 Coco Plum Dr Coco Dr, Marathon, FL 33050
19,018 SqFt
6 Beds | 7 Baths
Listing Provided By M & M Realty Investors LLC 
$15,000,000
21540 21470 Overseas Hwy, Cudjoe, FL 33042
-- SqFt
31 Beds | 19 Baths
Listing Provided By Select Properties Of Nwfl 
$14,950,000
89375- 89351 Old Hwy, Tavernier, FL 33070
3,455 SqFt
5 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$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 
$11,900,000
170 Sapodilla Dr, Islamorada, FL 33036
4,512 SqFt
4 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$11,900,000
89401 Old Hwy, Islamorada, FL 33070
6,500 SqFt
8 Beds | 8 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$10,999,000
Virtual Tour
390 13th St, Key Colony, FL 33051
4,215 SqFt
5 Beds | 6 Baths
Listing Provided By Lokation Real Estate 
$10,899,000
162 Key Heights Dr, Islamorada, FL 33070
2,557 SqFt
5 Beds | 5 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$9,000,000
95351 Overseas Hwy, Key Largo, FL 33037
2,489 SqFt
7 Beds | 4 Baths
Listing Provided By Buccaneer R.E. 
$8,950,000
81486 Overseas Hwy, Islamorada, FL 33036
6,318 SqFt
7 Beds | 9 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$8,750,000
10987 County Rd, Key Largo, FL 33037
3,649 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Key Largo 
$8,750,000
Virtual Tour
17279 Oleander Ln, Sugarloaf, FL 33042
10,607 SqFt
10 Beds | 12 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$7,999,000
Virtual Tour
200 Erie Dr, Cudjoe, FL 33042
4,514 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$7,950,000
Virtual Tour
65760 Overseas Hwy, Long Key, FL 33001
5,048 SqFt
5 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$7,900,000
209 E Carroll St, Islamorada, FL 33036
4,931 SqFt
8 Beds | 6 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$7,900,000
Virtual Tour
6200 Overseas Hwy, Marathon, FL 33050
5,242 SqFt
9 Beds | 9 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$7,850,000
168 Galleon Rd, Islamorada, FL 33036
3,790 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$7,500,000
75141 Overseas Hwy, Islamorada, FL 33036
1,530 SqFt
3 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$7,250,000
Virtual Tour
114 Calle Ensueno, Marathon, FL 33050
5,780 SqFt
5 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$7,000,000
88547 Old Hwy, Islamorada, FL 33070
4,103 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$6,999,000
Virtual Tour
1273 Rogers Ln, Cudjoe, FL 33042
3,000 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$6,950,000
Virtual Tour
89475 Old Hwy, Islamorada, FL 33070
6,962 SqFt
4 Beds | 6 Baths
Listing Provided By Compass Florida 
$6,900,000
124 Sunrise Dr, Marathon, FL 33050
4,908 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,600,000
25 Sunset Key Dr, Key West, FL 33040
2,682 SqFt
4 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$6,500,000
75691-71 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$5,999,999
21 Mutiny Pl, Key Largo, FL 33037
3,906 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,999,000
4500 Filer Cove Rd, Big Torch, FL 33042
4,315 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$5,995,000
442 Palm Dr, Islamorada, FL 33036
2,058 SqFt
4 Beds | 3 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$5,950,000
80980 Overseas Hwy, Islamorada, FL 33036
3,992 SqFt
5 Beds | 6 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$5,900,000
220 E Caribbean Dr, Summerland, FL 33042
4,981 SqFt
5 Beds | 7 Baths
Listing Provided By Island Real Estate Company Florida Keys 
$5,900,000
75730 Overseas Hwy, Islamorada, FL 33036
1,264 SqFt
3 Beds | 2 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,900,000
Virtual Tour
88 Tingler Ln, Marathon, FL 33050
1,688 SqFt
1 Bed | 2 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate 
$5,895,000
20 Cactus Dr, Big Coppitt, FL 33040
3,324 SqFt
6 Beds | 4 Baths
Listing Provided By Select Properties Of Nwfl 
$5,795,000
640 Elma Ave, Big Pine, FL 33043
4,102 SqFt
5 Beds | 5 Baths
Listing Provided By Island Welcome Real Estate 
$5,700,000
Virtual Tour
74501 Overseas Hwy, Islamorada, FL 33036
3,772 SqFt
5 Beds | 4 Baths
Listing Provided By Realty One Group Destinations (isl) 
$5,600,000
974 Flagship Dr, Summerland, FL 33042
5,608 SqFt
4 Beds | 4 Baths
Listing Provided By Exp Realty LLC Branch Office 
$5,500,000
209 E Carroll St A, Islamorada, FL 33036
2,980 SqFt
5 Beds | 4 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$5,499,000
218 Gulfview Dr, Islamorada, FL 33036
3,660 SqFt
2 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,490,000
Virtual Tour
150 12th St, Key Colony, FL 33051
5,567 SqFt
5 Beds | 5 Baths
Listing Provided By Lokation Real Estate 
$5,300,000
139 Bayview Isle Dr, Islamorada, FL 33036
2,304 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$5,275,000
74860 Overseas Hwy, Islamorada, FL 33036
4,823 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$5,200,000
1041 Buttonwood Dr, Sugarloaf, FL 33042
4,593 SqFt
5 Beds | 8 Baths
Listing Provided By M & M Realty Investors LLC 
$5,200,000
111 Windy Point Cir, Marathon, FL 33050
2,446 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$5,099,000
Virtual Tour
101 Gulfview Dr 314/316, Islamorada, FL 33036
5,598 SqFt
8 Beds | 6 Baths
Listing Provided By Century 21 Circle 
$4,999,999
Virtual Tour
1196 Hakluyt Ln, Cudjoe, FL 33042
3,138 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,999,500
Virtual Tour
29349 Forrestal Ave, Big Pine, FL 33043
2,812 SqFt
4 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,999,000
57805 Morton St, Marathon, FL 33050
5,757 SqFt
6 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,995,500
24 Cannon Royal Dr, Shark Key, FL 33040
4,126 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$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 
$4,995,000
Virtual Tour
12 Cannon Royal Dr, Shark Key, FL 33040
3,103 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$4,975,000
901 Eisenhower Dr, Key West, FL 33040
3,118 SqFt
6 Beds | 5 Baths
Listing Provided By Truman & Co. (kw) 
$4,950,000
75831 Overseas Hwy, Islamorada, FL 33036
2,736 SqFt
5 Beds | 4 Baths
Listing Provided By Ocean Sotheby's International Realty 
$4,930,000
Virtual Tour
76311 Overseas Hwy, Islamorada, FL 33036
2,805 SqFt
5 Beds | 4 Baths
Listing Provided By Century 21 Circle 
$4,900,000
28 Pen Key Dr, Islamorada, FL 33036
3,044 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,799,999
68 Tarpon Ave, Key Largo, FL 33037
2,400 SqFt
5 Beds | 4 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$4,799,000
128 Leoni Dr, Islamorada, FL 33036
3,556 SqFt
4 Beds | 5 Baths
Listing Provided By Real Estate Sales Force 
$4,799,000
Virtual Tour
30680 Winifred St, Big Pine, FL 33043
2,660 SqFt
3 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,795,000
Virtual Tour
251 Plantation Ave, Tavernier, FL 33070
7,281 SqFt
5 Beds | 8 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,750,000
127 Mockingbird Ln, Marathon, FL 33050
2,691 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$4,690,000
75691 Overseas Hwy, Islamorada, FL 33036
1,331 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Home Services Freewheeler Realty 
$4,595,000
Virtual Tour
115 Windy Point Cir, Marathon, FL 33050
2,623 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$4,499,000
Virtual Tour
14 E Ocean Dr, Marathon, FL 33050
3,477 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,450,000
154 Redwing Rd, Tavernier, FL 33070
2,320 SqFt
4 Beds | 5 Baths
Listing Provided By Coldwell Banker Realty 
$4,400,000
85327 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$4,300,000
58570 Overseas Hwy, Marathon, FL 33050
3,547 SqFt
3 Beds | 4 Baths
Listing Provided By Key Colony Beach Realty 
$4,250,000
98701 Overseas Hwy, Key Largo, FL 33037
2,036 SqFt
4 Beds | 5 Baths
Listing Provided By American Caribbean Real Estate - Key Largo 
$4,230,000
Virtual Tour
76321 Overseas Hwy, Islamorada, FL 33036
1,320 SqFt
3 Beds | 3 Baths
Listing Provided By Century 21 Circle 
$4,200,000
85331 Overseas Hwy, Islamorada, FL 33036
2,880 SqFt
4 Beds | 3 Baths
Listing Provided By Island Equity Real Estate 
$4,199,000
Virtual Tour
57417 Morton St, Marathon, FL 33050
2,837 SqFt
3 Beds | 3 Baths
Listing Provided By Coldwell Banker Schmitt RE Co. Lower Keys Office 
$4,189,000
41 Cannon Royal Dr, Shark Key, FL 33040
3,355 SqFt
3 Beds | 4 Baths
Listing Provided By Royal Palms Realty (kw) 
$4,100,000
109 East Ave E, Marathon, FL 33050
4,129 SqFt
4 Beds | 5 Baths
Listing Provided By Berkshire Hathaway Homeservices Keys Real Estate 
$3,999,999
Virtual Tour
96180 Overseas Hwy, Key Largo, FL 33037
1,445 SqFt
3 Beds | 3 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$3,995,000
Virtual Tour
225 Colson Dr, Cudjoe, FL 33042
4,976 SqFt
6 Beds | 7 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. (kw) 
$3,995,000
209 E Carroll St B, Islamorada, FL 33036
1,475 SqFt
3 Beds | 2 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
$3,990,000
94825 Overseas Hwy Unit 28, Key Largo, FL 33037
4,653 SqFt
5 Beds | 6 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,950,000
Virtual Tour
301 W Buttonwood Cir B, Key Largo, FL 33037
4,473 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Residential R.E. 
$3,850,000
Virtual Tour
735 50th Street Gulf, Marathon, FL 33050
3,219 SqFt
5 Beds | 5 Baths
Listing Provided By Coldwell Banker Schmitt Real Estate Co. 
$3,850,000
830 50th Ct, Marathon, FL 33050
1,994 SqFt
3 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$3,800,000
Virtual Tour
111 Oleander Cir, Key Largo, FL 33037
1,936 SqFt
4 Beds | 4 Baths
Listing Provided By RE/MAX Advance Realty Inc. 
$3,785,000
24826 Calle Real, Summerland, FL 33042
4,068 SqFt
5 Beds | 5 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,750,000
77501 Overseas Hwy, Islamorada, FL 33036
3,272 SqFt
4 Beds | 4 Baths
Listing Provided By Coastal Realty Of The Florida Keys 
$3,750,000
151 Columbus Dr, Islamorada, FL 33036
2,508 SqFt
3 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,750,000
150 N Rolling Hill Rd, Islamorada, FL 33070
2,319 SqFt
2 Beds | 2 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$3,750,000
107 Front St Unit 217, Key West, FL 33040
2,420 SqFt
4 Beds | 4 Baths
Listing Provided By Coastal Collection Real Estate Inc. 
$3,700,000
Virtual Tour
171 Ocean Ln, Islamorada, FL 33036
3,330 SqFt
4 Beds | 4 Baths
Listing Provided By Coldwell Banker Schmitt Islamorada 
$3,675,000
Virtual Tour
155 Atlantic Circle Dr, Key Largo, FL 33070
2,694 SqFt
3 Beds | 2 Baths
Listing Provided By RE/MAX All Keys Real Estate 
$3,650,000
725 50th Street Gulf, Marathon, FL 33050
3,219 SqFt
5 Beds | 5 Baths
Listing Provided By The New Home Spot 
$3,650,000
6 Cypress Ave, Key Haven, FL 33040
2,144 SqFt
3 Beds | 3 Baths
Listing Provided By Berkshire Hathaway Knight & Gardner 
$3,600,000
Virtual Tour
104 Palo De Oro Dr, Islamorada, FL 33036
2,744 SqFt
4 Beds | 5 Baths
Listing Provided By Anchor Realty Of Fl 
$3,600,000
835 E Copa D Oro, Marathon, FL 33050
2,469 SqFt
4 Beds | 4 Baths
Listing Provided By Expert Realty LLC 
$3,599,000
246 S Coconut Palm Blvd, Tavernier, FL 33070
6,105 SqFt
6 Beds | 5 Baths
Listing Provided By Lokation Real Estate 
$3,579,000
661 Sugarloaf Blvd, Sugarloaf, FL 33042
2,371 SqFt
3 Beds | 4 Baths
Listing Provided By Keller Williams Key West Compass Realty 
$3,500,000
558 70th Street Gulf, Marathon, FL 33050
2,856 SqFt
4 Beds | 3 Baths
Listing Provided By Seafarer Realty LLC 
$3,499,900
1 Tiburon Cir, Shark Key, FL 33040
3,434 SqFt
4 Beds | 3 Baths
Listing Provided By Ocean Sotheby's International Realty 
$3,499,000
107 Spoonbill Rd, Tavernier, FL 33070
3,230 SqFt
4 Beds | 3 Baths
Listing Provided By American Caribbean Real Estate - Islamorada 
