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

Total Listings 121
Order By:

$8,450,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.50
7 Bed, 7 Baths, 6,318 SqFt Days Listed: 568
Single Family - Contingent - 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.

$849,000
Little Torch Key
Mates Beach   - MM: 28.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 540
+25.04% ($170,000) 4 Price Changes : Last Change 14 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Affinity modular home coming Fall of 2021! This home includes Stainless steel appliances, wood cabinets, granite counter tops, crown molding, 9 foot ceilings, granite vanity tops in both master and guest bathroom, metal roof, impact resistant doors and windows, and many more upgrades! This property is on a great canal with plenty of Dockage! Owner may add downstairs enclosure as well. Pictures are of a model home, some pictures do not depict home. Ask today about touring our model home!

$4,995,000
Plantation Key
Plantation Key Colony   - MM: 90.00
5 Bed, 5 Baths, 7,281 SqFt Days Listed: 417
-5.67% ($300,000) 2 Price Changes : Last Change 192 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip1

Islamorada Bay-Front Dream Home! This fabulous home has it all. With over 7,200 sq ft of roomy and private living space, this amazing home has a large, open concept kitchen with custom wood cabinetry, granite counter-tops and stainless steel appliances. There are 3 large guest rooms on the main floor with en-suite bathrooms, and a massive private office with a large covered veranda overlooking the shimmering blue waters of Florida Bay. The entire 3rd floor is a magnificent suite with two separate full bathrooms and an expansive walk-in closet and dressing area. There is a second large covered veranda off the suite with mesmerizing open water views.

$1,800,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,882 SqFt Days Listed: 402
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 35ft.

One of four homes UNDER CONSTRUCTION NOW! Doctors Arm Subdivision. Luxury canal front home with in ground pool on a 17,390 sq ft lot on the open water. Brand new single level elevated CBS home over parking. 4 BD 3 BA, 2,882 sq ft. Impact windows and doors, metal roof, 10 foot interior ceilings, stainless appliances and much more. Estimated home completion in February 2022. Get it under contract soon and customize your finishes! This is numbered 1 on the site plan.

$4,995,000
Key West
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 1,916 SqFt Days Listed: 401
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Talk about views! This three-bedroom, three-bathroom waterfront home has incredible panoramic views of Key West Harbour and the historic waterfront. No expense was spared on this elegant Sunset Key residence. This house has it all, from hardwood and tile floors throughout, to a chefs kitchen with granite counter-tops, comfortable living and dining area, a covered outdoor patio, and an in-ground pool. Sunset Key Island is only three minutes from historic downtown Key west by an island ferry which runs 24 hours a day and leaves from the Opal Key Resort & Marina. Walk to one of the islands three beaches. Even though it is an off-shore island, Sunset Key Island has full city utilities and services, and amenities such as tennis, a full-service spa, and a gourmet restaurant.

$749,000
Little Torch Key
Mates Beach   - MM: 28.50
3 Bed, 3 Baths, 1,720 SqFt Days Listed: 388
-3.35% ($26,000) 1 Price Change : Last Change 42 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Beautiful recently built home in Little Torch Key. Spacious 3 bedroom 2 bathroom home on an excellent boating canal. Plenty of room to park all of your toys.

$1,549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
4 Bed, 4 Baths, 3,602 SqFt Days Listed: 351
-13.90% ($250,000) 2 Price Changes : Last Change 283 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Unique opportunity to own this 3600 square feet 4 bedroom home located on one of the largest parcels in the middle of Eden Pine Colony. Your own private fenced compound, over 36000 square feet with over 380 feet of canal frontage on a 50-foot-wide canal. Vaulted ceilings, fireplace and spacious living area. Large master suite, metal roof, workshop and garage/bonus area. Plenty of space for all your toys. Waiting for you to make it yours.

$1,100,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,540 SqFt Days Listed: 307
-8.33% ($100,000) 2 Price Changes : Last Change 192 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

$949,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,620 SqFt Days Listed: 285
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

$2,500,000
Marathon
Pretty Joe Rock   - MM: 50.00
2 Bed, 2 Baths, 1,006 SqFt Days Listed: 280
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

$6,999,900
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,400 SqFt Days Listed: 261
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

$2,200,000
Plantation Key
Sunshine Estates   - MM: 90.50
4 Bed, 4 Baths, 2,390 SqFt Days Listed: 228
-2.22% ($50,000) 1 Price Change : Last Change 106 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

$8,000,000
Key Largo
Sunrise Point   - MM: 95.00
4 Bed, 4 Baths, 4,126 SqFt Days Listed: 191
-15.79% ($1,500,000) 2 Price Changes : Last Change 103 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Slip

$3,999,900
Marathon
N Marathon Shores   - MM: 51.50
5 Bed, 5 Baths, 4,440 SqFt Days Listed: 187
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

$998,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
2 Bed, 2 Baths, 1,150 SqFt Days Listed: 185
-0.10% ($1,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 68ft.Concrete

$2,650,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
3 Bed, 3 Baths, 3,072 SqFt Days Listed: 178
+2.12% ($55,000) 1 Price Change : Last Change 44 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Dock Privi

$6,600,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,682 SqFt Days Listed: 178
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

$7,000,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
3 Bed, 3 Baths, 805 SqFt Days Listed: 171
Multi-Units - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

$1,600,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,400 SqFt Days Listed: 169
+6.67% ($100,000) 1 Price Change : Last Change 54 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

$2,349,000
Marathon
Stirrup Key Subdivision   - MM: 52.50
3 Bed, 3 Baths, 2,524 SqFt Days Listed: 151
-2.08% ($50,000) 1 Price Change : Last Change 62 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

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 05-27-2022.

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

1(800) 692-3605
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