Waterfront Homes for Sale

Waterfront is what the Florida Keys are about: open water views, private docks, and sunset lots from Key Largo to Key West. This search gathers every waterfront listing in the Keys, whatever the town. Browse them below, straight from the Florida Keys MLS.

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754 Matches Found
Property photo for 1101 Mastic Street, Upper Matecumbe Key Islamorada, FL 33036 Open House $5,999,000
1101 Mastic Street, Upper Matecumbe Key Islamorada, FL
Active
8BD 6BA 3,649SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: LoKation Real Estate
Property photo for 34 Atlantic Drive, Key Largo, FL 33037 Open House $2,890,000
34 Atlantic Drive, Key Largo, FL
Active
5BD 4BA 3,112SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: LoKation Real Estate
Property photo for 150 Azalea Street, Plantation Key, FL 33070 Open House $1,849,000
150 Azalea Street, Plantation Key, FL
Active
4BD 2BA 1,947SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: LoKation Real Estate
Property photo for 301 Sombrero Boulevard 202, Marathon, FL 33050 Open House $389,900
301 Sombrero Boulevard 202, Marathon, FL
Active
1BD 1BA 587SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Property photo for 303 Sombrero Boulevard APT 106, Marathon, FL 33050 Open House $575,000
303 Sombrero Boulevard APT 106, Marathon, FL
Active
2BD 2BA 973SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Property photo for 27416 Cayman Lane, Ramrod Key, FL 33042 $999,000
27416 Cayman Lane, Ramrod Key, FL
Active
2BD 2BA 1,116SF
Last Modified: 6:33am, October 28, 2026
IDX
Listing Office: Expert Realty LLC (HQ)
Imagine waking up to this view? $2,099,000
1501 Ocean Bay Drive A 1, Key Largo, FL
Active
3BD 2BA 2,127SF
Last Modified: 2:17am, October 28, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Property photo for 601 28Th Street, Marathon, FL 33050 New Listing $649,000
601 28Th Street, Marathon, FL
Active
2BD 2BA 829SF
Last Modified: 9:16pm, October 27, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Full Duplex - Two Residences New Listing $2,195,000
240-250 11th Street, Key Colony, FL
Active
4BD 4BA 2,151SF
Last Modified: 8:52pm, October 27, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate
“Here is what your backyard could become.” $1,650,000
38 N Bounty Lane, Key Largo, FL
Contingent/Show
3BD 3BA 2,421SF
Last Modified: 8:17pm, October 27, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Property photo for 95 Coco Plum Drive 2D, Marathon, FL 33050 $995,000
95 Coco Plum Drive 2D, Marathon, FL
Contingent/Show
3BD 3BA 1,728SF
Last Modified: 7:39pm, October 27, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Property photo for 88540 Overseas Highway UNIT 721, Plantation Key, FL 33070 New Listing $1,525,000
88540 Overseas Highway UNIT 721, Plantation Key, FL
Active
2BD 3BA 1,298SF
Last Modified: 7:30pm, October 27, 2026
IDX
Listing Office: Compass Florida LLC - Tavernier
Property photo for 88540 Overseas Highway 719, Plantation Key, FL 33070 New Listing $1,525,000
88540 Overseas Highway 719, Plantation Key, FL
Active
2BD 3BA 1,298SF
Last Modified: 7:29pm, October 27, 2026
IDX
Listing Office: Compass Florida LLC - Tavernier
Property photo for 29688 Forrestal Avenue, Big Pine Key, FL 33043 New Listing Open House $1,299,000
29688 Forrestal Avenue, Big Pine Key, FL
Active
3BD 2BA 1,928SF
Last Modified: 7:07pm, October 27, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co
Property photo for 130 Lorelane Place, Key Largo, FL 33037 New Listing $1,725,000
130 Lorelane Place, Key Largo, FL
Active
3BD 2BA 1,488SF
Last Modified: 7:04pm, October 27, 2026
IDX
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Property photo for 3728 Flagler Avenue, Key West, FL 33040 Open House $3,700,000
3728 Flagler Avenue, Key West, FL
Active
5BD 5BA 2,750SF
Last Modified: 6:53pm, October 27, 2026
IDX
Listing Office: Meadows Realty Group
Property photo for 17162 W Starfish Lane, Sugarloaf Key, FL 33042 New Listing $6,400,000
17162 W Starfish Lane, Sugarloaf Key, FL
Active
5BD 5BA 3,700SF
Last Modified: 6:28pm, October 27, 2026
IDX
Listing Office: The Agency Florida Keys
Property photo for 1041 Buttonwood Drive, Sugarloaf Key, FL 33042 New Listing $9,970,000
1041 Buttonwood Drive, Sugarloaf Key, FL
Active
6BD 8BA 4,894SF
Last Modified: 6:18pm, October 27, 2026
IDX
Listing Office: Compass Florida, LLC
Property photo for 58 Cannon Royal Drive, Shark Key, FL 33040 New Listing $4,750,000
58 Cannon Royal Drive, Shark Key, FL
Active
3BD 3BA 2,796SF
Last Modified: 6:16pm, October 27, 2026
IDX
Listing Office: Ocean Sotheby's International Realty
Property photo for 990 41st Street Gulf 10, Marathon, FL 33050 New Listing $3,475,000
990 41st Street Gulf 10, Marathon, FL
Active
5BD 6BA 4,191SF
Last Modified: 6:01pm, October 27, 2026
IDX
Listing Office: Blue Water Real Estate LLC
AI-Generated Open House $2,399,000
3206 Riviera Drive, Key West, FL
Active
3BD 4BA 2,149SF
Last Modified: 5:59pm, October 27, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
AI-Generated $1,449,000
1616 Atlantic Boulevard APT 18, Key West, FL
Active
2BD 3BA 2,016SF
Last Modified: 5:56pm, October 27, 2026
IDX
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Property photo for 1325 Avenue H, Marathon, FL 33050 New Listing $999,999
1325 Avenue H, Marathon, FL
Active
3BD 2BA 1,200SF
Last Modified: 5:46pm, October 27, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Property photo for 342 Spanish Main Drive, Cudjoe Key, FL 33042 $949,000
342 Spanish Main Drive, Cudjoe Key, FL
Active
3BD 2BA 1,144SF
Last Modified: 4:50pm, October 27, 2026
IDX
Listing Office: eXp Realty LLC KW Branch
Property photo for 13755 Overseas Highway, Marathon, FL 33050 New Listing $1,499,000
13755 Overseas Highway, Marathon, FL
Active
4BD 5BA 3,017SF
Last Modified: 4:23pm, October 27, 2026
IDX
Listing Office: Coldwell Banker Schmitt Real Estate Co.
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The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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