Divider
Content Divider

Islamorada 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 Islamorada homes for sale below are on the gulf side / bay side.

Total Listings 22
Order By:

$316,500
Plantation Key
Plantation Beach   - MM: 87.50
1 Bed, 1 Baths, 540 SqFt Days Listed: 16
-3.73% ($12,250) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

$695,000
Plantation Key
Edenaire   - MM: 90.50
3 Bed, 3 Baths, 1,800 SqFt Days Listed: 36
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

$749,000
Plantation Key
Indian Harbor   - MM: 89.00
4 Bed, 4 Baths, 1,365 SqFt Days Listed: 61
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

$850,000
Plantation Key
Venetian Shores   - MM: 86.00
2 Bed, 2 Baths, 1,584 SqFt Days Listed: 86
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 35ft.

This concrete Plantation Key furnished half duplex will make all of your weekend get-away dreams come true! Excellent Venetian Shores location right off of Snake Creek gives you fast access to both Ocean & Bay, fuel, bait and provisions. Perfect for the avid boater with newer 35 dock, concrete roof, bonus room and screened patio downstairs plus room for pool in backyard.

$985,000
Plantation Key
High Point   - MM: 89.00
5 Bed, 5 Baths, 2,610 SqFt Days Listed: 84
-1.01% ($10,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

So much room and so much character! Up-to-date and lovely! T and G ceilings soar to 18 feet in the bright, open space of the living, kitchen and dining areas upstairs. Three bedroom, two baths, an office and two huge porches complete the upper level. An interior stair case leads to a huge two bedroom guest suite downstairs - permitted and above flood. Lush greenery out every window - its like an island tree house! Dine and relax in multiple outdoor living areas. Plenty of storage, excellent location - bay front HO park with sunsets and ramp suitable for flats boats. 2 miles to Plantation Key Elem. School and Coral Shores HS. 2 miles to excellent Founders Park with full service marina, pool, tennis and more. The perfect island home for multi generational living, WFH or at home schooling.

$989,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 2,615 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

$999,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,770 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

$1,000,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,087 SqFt Days Listed: 27
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

$1,150,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 52
-4.17% ($50,000) 1 Price Change : Last Change 19 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp45ft.

$1,699,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,980 SqFt Days Listed: 55
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

$1,900,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 2,658 SqFt Days Listed: 76
-4.76% ($95,000) 1 Price Change : Last Change 34 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

$1,995,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

$2,100,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,960 SqFt Days Listed: 440
-4.55% ($100,000) 2 Price Changes : Last Change 173 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

BOATERS DELIGHT! Dock your boat at this waterfront 5 bedroom home located in the highly desirable Port Antigua neighborhood on Lower Matecumbe Key, Islamorada. With +/- 75 of deep water dockage on a wide, clear canal with quick bay and ocean access, boaters will love the water access and location of this family style home.The home offers a 3 bedroom/2 bath floor plan upstairs as well as an above flood and permitted 2 bedroom/1 bath and recreation room downstairs. Enjoy the views from the screened in porch, and enjoy the Florida lifestyle you can only find in the Florida Keys.

$2,295,000
Lower Matecumbe
Port Antigua   - MM: 74.50
3 Bed, 3 Baths, 3,075 SqFt Days Listed: 118
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

Absolutely gorgeous, almost brand new canal front home in Port Antigua! Built and curated by a well-known interior designer from Stuart, this home exudes casual elegance. Spacious and with lots of natural light, this unique home is both luxurious and comfortable. The first floor offers two bedrooms with a shared bathroom, laundry room, and a large living area for family or guests. Upstairs you will find the magnificent kitchen, living area and dining area, along with a welcoming primary suite. Of course, you will find plenty of outdoor entertaining spaces as well. There is a large, covered balcony upstairs, overlooking the clear blue water of the deep and wide canal. Downstairs is a covered deck with a pathway leading out to the 45 concrete dock.

$2,399,000
Upper Matecumbe Key Islamorada
Bay Hammock   - MM: 83.20
4 Bed, 4 Baths, 3,224 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

$2,499,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,296 SqFt Days Listed: 51
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.

$2,890,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 125
-3.67% ($109,999) 2 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.Cut/Natural

New Construction 5BR/3.5BA home in sought after White Marlin Beach. This Modern Coastal home features Soaring Ceilings with oversized windows and glass doors allowing natural light to permeate the space. The open concept living boasts a Luxury Jenn Air appliance package for the home chef, dual sinks and spacious cabinets with undermount lighting. The Bay window puts your dining experience one step closer to the water and overlooks the pool. The main floor master bedroom has ensuite bath, large walk in custom closet design and the downstairs guest could easily convert to a home office. Laundry room downstairs is great convenience when coming out of the pool or a day on the boat. There is a main bedroom upstairs with his/her closet and Jack & Jill bath leading to another guest bedroom.

$3,475,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,136 SqFt Days Listed: 170
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!

$3,950,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,652 SqFt Days Listed: 77
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 80ft.

$4,500,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 2,912 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp,

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 09-21-2021.

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

1(800) 692-3605
Contact Us

Back To TopMore Info
Terms / Privacy / Accessibility ADA