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Monroe County

726 Active Waterfront Listings

The Florida Keys are the ultimate boating destination, with crystal-clear flats, world-class fishing, and some of the most unique waterfront properties in America. Every property here lives on the water.

Featured Dock Properties

88835/88845 Old Hwy
64
$40,000,000
8 bd|11 ba|9,704 sf

88835/88845 Old Hwy

Tavernier, FL

Courtesy of Serhant Florida LLC - Coconut Grove via Florida Keys MLS

57223 Morton Street
78
$35,000,000
9 bd|10 ba|9,530 sf

57223 Morton Street

Marathon, FL

Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS

79775 Overseas Highway
46
$29,500,000
6 bd|6 ba|3,104 sf

79775 Overseas Highway

Upper Matecumbe Key Islamorada, FL

Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS

75090 Overseas Highway
73
$29,000,000
4 bd|6 ba|8,194 sf

75090 Overseas Highway

Lower Matecumbe, FL

Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS

89505 Old Highway
51
$26,400,000
7 bd|10 ba|8,988 sf

89505 Old Highway

Plantation Key, FL

Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS

82719 Old Hwy
92
$24,995,000
7 bd|11 ba|10,182 sf

82719 Old Hwy

Islamorada, FL

Courtesy of Coldwell Banker Realty - Aventura via Florida Keys MLS

87895 Old Highway
54
$24,995,000
5 bd|8 ba|9,011 sf

87895 Old Highway

Plantation Key, FL

Courtesy of Coldwell Banker Schmitt Real Estate Co. via Florida Keys MLS

81486 Overseas Highway
53
$22,500,000
7 bd|9 ba|8,878 sf

81486 Overseas Highway

Upper Matecumbe Key Islamorada, FL

Courtesy of American Caribbean Real Estate, Christie's International Real Estate via Florida Keys MLS

87429 Old Hwy
87
$18,999,000
6 bd|8 ba|6,692 sf

87429 Old Hwy

Islamorada, FL

Courtesy of Ocean Sotheby's International Realty via Florida Keys MLS

0 Howell Key
56
$16,900,000
5 bd|4 ba|3,352 sf

0 Howell Key

Summerland Key, FL

Courtesy of Coldwell Banker Schmitt Real Estate Co via Florida Keys MLS

1 E Sister Rock Island
38
$16,000,000
4 bd|3 ba|2,304 sf

1 E Sister Rock Island

Marathon, FL

Courtesy of Compass Florida, LLC via Florida Keys MLS

20 Avacado Street
$15,950,000
6 bd|8 ba|6,680 sf

20 Avacado Street

Upper Matecumbe Key Islamorada, FL

Courtesy of Beycome of Florida, LLC via Florida Keys MLS

View All Monroe County Listings