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Islamorada Waterfront Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Islamorada homes for sale below are on the gulf side / bay side.

Total Listings 19
Order By:

$1,450,000
Upper Matecumbe Key Islamorada
Madeira Bay   - MM: 82.50
3 Bed, 3 Baths, 1,935 SqFt Days Listed: 4
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

$1,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 1,628 SqFt Days Listed: 78
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

$2,200,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,704 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads70ft.Concr

$2,250,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,842 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

$2,275,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 2,095 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift65ft.Concre

$2,290,000
Lower Matecumbe
Sandy Point   - MM: 74.50
3 Bed, 3 Baths, 1,494 SqFt Days Listed: 51
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.

$2,299,000
Upper Matecumbe Key Islamorada
Bay Hammock   - MM: 83.20
4 Bed, 4 Baths, 3,224 SqFt Days Listed: 120
-4.17% ($100,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

$2,850,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 2,434 SqFt Days Listed: 67
+5.59% ($151,000) 1 Price Change : Last Change 64 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits60f

$3,190,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,136 SqFt Days Listed: 245
-8.20% ($285,000) 1 Price Change : Last Change 66 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift130ft.

Incredible corner lot pool home with 220ft. of deep water dockage! This beautiful home & property features 220 ft. of shoreline with 220 ft. of dockage with a boat lift, custom built pool with cabana & outdoor kitchen located in desirable Safety Harbor in the Village of Islamorada on Hurricane Creek with direct bay access & close & easy ocean access. The ground level home has been nicely updated offering 4 bedrooms & 3 bathrooms with a roof top deck. There is a separate recreation room with a full bathroom, storage & work shop. This is a rare gem of a property!

$3,199,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,996 SqFt Days Listed: 37
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits70ft

$3,750,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,652 SqFt Days Listed: 152
-5.06% ($200,000) 1 Price Change : Last Change 47 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 80ft.

$3,790,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 2,912 SqFt Days Listed: 75
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp,

$3,895,000
Lower Matecumbe
Mat Sandy Cove   - MM: 75.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 36
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

$3,895,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 36
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

$3,895,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 36
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

$3,895,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
4 Bed, 4 Baths, 3,970 SqFt Days Listed: 36
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

$5,900,000
Lower Matecumbe
Lower Mat Harbor   - MM: 75.00
3 Bed, 3 Baths, 2,684 SqFt Days Listed: 69
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 12ft.

$8,450,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.50
7 Bed, 7 Baths, 6,318 SqFt Days Listed: 395
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Isla on the Bay ~ Nestled in its own sanctuary with over 500 feet on the bay and 5.82 acres, a rare jewel is under construction. Coming soon in a sought-after and rare Islamorada location, you will find this Caribbean influenced estate home under creation. Purchase now as the mega shell and personalize the completion or wait for the final masterpiece to be completed and participate in finishes and selections. Pricing is As-IS at $8,450,000 or completed at $10,950,000. Bask in the 50-foot-long swimming pool encompassing the second floor terraces for a stunning setting. The home features 6,318 sq. ft. under air, with 7B/7B + 2 half baths and verandas galore.

$9,800,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
6 Bed, 6 Baths, 6,913 SqFt Days Listed: 51
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift122ft.Concr

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-05-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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