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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 148
Order By:

$2,849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,478 SqFt Days Listed: 160
+42.45% ($849,001) 1 Price Change : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 25ft.

Wow! Check out this beautiful, half acre ocean front property on Lower Sugarloaf Key. Gated entrance and concrete property walls providing the ultimate ocean front seclusion! Riprap seawall surrounding the whole property, and 25 foot concrete dock to tie your boat up. Short boat trip to some of the best backcountry hang out spots like Marvin Key! Relax on over 1000 square feet of covered porch, overlooking the open bay views. Plenty of windows and glass doors providing extreme openness, and incredible views! The views from here are some of the best in the entire Lower Keys! You need to come see it for yourself! Plans for a large pool, and extensive landscape package as well!Buyer may customize some cosmetic features of the home before August 2020.Finish construction date end of

$4,950,000
Shark Key
Shark Key   - MM: 11.00
7 Bed, 7 Baths, 6,800 SqFt Days Listed: 971
-23.26% ($1,500,000) 2 Price Changes : Last Change 499 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Sophisticated & understated Shark Key home spread over 3 open water lots, on 1.5 acres, is built in timeless style & beauty. Plantation style, one level design is elegantly minimal yet luxurious with a living area featuring vast frontages that make the most of the views of the water. An extensive restoration was just completed with a brand-new kitchen & all new bath rooms. Lime stone floors, mahogany doors through-out, reclaimed cypress and oiled bronze hardware are a few of the elegant materials used & all built 11 ft over grade. 6800 SF w/ beautifully scaled rooms, 12 ft ceilings, custom 8ft doors & an abundance of indoor & outdoor dining areas. This home makes the ideal setting for an unforgettable experience, offering a combination of privacy & relaxation. Walk the Key stone accented

$13,900,000
Lower Matecumbe
Mat Ocean Bay   - MM: 75.00
7 Bed, 7 Baths, 6,198 SqFt Days Listed: 153
-22.35% ($4,000,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to your own private estate immersed on almost four acres in Islamorada with close to 400 feet of glistening sandy beach. This magnificent estate sets a new standard of island living. Drive along your lush private driveway, past your tennis court and enter the foyer where you are greeted with views upon views of Florida Bay, beach sand and serenity. The Master Suite - perfectly situated on the first floor features an oversized sitting area, his and her walk-in closets, his and her bathrooms and an outdoor patio. Five additional en suite bedrooms plus a guesthouse with an additional 418 SqFt comprise 6,148 SqFt of ample living area. Custom features include Crema Marfil brushed stone floors, built-in cabinetry and Florida Keystone fireplaces. The chefs kitchen is an epicurean drea

$1,000,000
Marathon
Hawaiian Village   - MM: 53.50
4 Bed, 4 Baths, 1,636 SqFt Days Listed: 270
+21.21% ($175,000) 1 Price Change : Last Change 100 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Incredible view of Vaca Cut and the Gulf of Mexico. Catch shrimp at the dock. Minutes from the Atlantic ocean. This home has it all: 4 bdrms, 2 bath long dock, pool, sandy beach, Excellent rental history. Perfect short term rental or to live in all year. Can be purchase with house next door or an offshore island. Turnkey.

$2,500,000
Key Largo
Pirates Cove   - MM: 98.60
4 Bed, 4 Baths, 2,069 SqFt Days Listed: 297
-19.35% ($600,000) 3 Price Changes : Last Change 121 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Coastal Acres, a step back in Keys history. 6.7 acre tract of land with a tropical, lush private Keys setting. Located on Buttonwood Sound, featuring a long L shaped, navigable dock that includes small vessel boat ramp. Lovely Keys style home, featuring Dade County Pine ceilings, un-honed marble floors and mother nature outside of every window. Four nice bedrooms, each with their own bath. Huge living area overlooking flora & fauna with pocketing sliding glass doors to open up and let the outside in. Separate artist studio retreat with tall ceiling including 1 room with a/c. Storage building, huge detached garage, and so much more. This property features amazing rare plants & trees- a gardeners delight located right in downtown Key Largo.

$12,750,000
Marathon
Palm Island   - MM: 48.00
7 Bed, 7 Baths, 6,432 SqFt Days Listed: 570
-17.74% ($2,750,000) 1 Price Change : Last Change 321 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

Private bayfront island situated in the heart of the Florida Keys. Nestled behind gates and lush tropical landscaping are a magnificent main house and two private guest houses, a swimming pool, and deep water protected dockage for multiple boats. The island-style two-story main home offers two inviting bedrooms, a spacious living and dining area, a showcase kitchen, and French doors that open to lovely first and second floor porches overlooking the bay. The impressive guest quarters provide comfort and privacy with four bedrooms, four bathrooms, and a private patio with bay views. An additional one-bedroom guest cottage offers open bay views and a sandy beach area. The swimming pool with sundeck is surrounded by swaying palm trees and tropical gardens

$1,000,000
Marathon
Hawaiian Village   - MM: 53.50
4 Bed, 4 Baths, 1,979 SqFt Days Listed: 270
+17.65% ($150,000) 1 Price Change : Last Change 100 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Breathtaking view of Vaca Cut. Quick access to the Gulf of Mexico or Atlantic ocean. Newly renovated: kitchen, baths and flooring, etc. This property has it all 4 bedrooms, 4 baths, sandy beach area, pool, large 110 private pier. Fantastic rental history. The perfect vacation rental, permanent residence or seasonal home.

$2,950,000
Key Largo
Coral Coast Corrected Plat   - MM: 96.00
3 Bed, 3 Baths, 2,728 SqFt Days Listed: 139
-15.69% ($549,000) 4 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Bella Villa Bahia . Nestled in the bay-front, gated community of Coral Coast this is a rare property. Built exclusively for this owner by renowned local builders, Garant Engineering, no expense was sparred. The attention to detail throughout the home is apparent. It is perfectly positioned in a cul-de-sac to maximize open water/sunset views. The approximately 100 feet of waterfront provide a precious sandy beach . A truly remarkable property and offering.

$3,399,000
Key Haven
Key Haven 8th Add   - MM: 5.00
3 Bed, 3 Baths, 4,385 SqFt Days Listed: 264
-15.00% ($600,000) 5 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Luxurious coastal/modern 3 bedroom, 2 1/2 bathroom home on a double lot with an open floor plan and incredible water views from almost anywhere in the house. The gourmet kitchen features Viking and Miele appliances. Allmilmo white lacquer and ebony Macassar cabinets with built-in walnut drawers.Impact windows and doors throughout, hardwood floors, 2 car garage and ample storage space. The elegant floating staircase leads you the master suite with a 480sf dressing room that is sure to impress. Additional bedrooms and bathroom are also located on second floor. The large pool with 1x1 mosaic tiles and infinity edge spa over looks the lake and the Craig Reynolds designed tropical garden that features

$1,995,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,285 SqFt Days Listed: 228
-13.24% ($304,500) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits80ft.Concrete

FLORIDA KEYS FINEST! Located in Prestigious Venetian Shores three stories solid concrete construction 5 bedrooms, 4baths, with expansive open living area that leads to a waterfront balcony with beautiful Bay Views! Marble tile entry way, great gourmet Chef kitchen with stainless top of the line appliances, Sub Zero, Wolf & Miele, granite countertops, maple cabinets, impact windows lower level guest quarters, 2 car garage, nicely landscaped with irrigation, great entertaining home with lots of room to roam featuring over 4,200 sq.ft. of living space! lots of privacy with secluded view of Sanctuary, gin clear water offers a beautiful aquarium like setting, plus room for a pool! 80 of concrete deep water dockage featuring immediate access to bay and ocean, truly a must see!

$3,395,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
3 Bed, 3 Baths, 3,805 SqFt Days Listed: 1350
-12.93% ($504,000) 18 Price Changes : Last Change 292 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin113ft.

Beyond compare, this Polynesian inspired exquisite keys waterfront Harum designed custom home is complete. 3 bedrooms 3 and a half baths with additional office that could be 4th bedroom, pool, exquisite landscaping, 110ft plus deep water dock w/shore power, Lutron system with Onos Sound throughout. Marvel at the vaulted beam tongue and groove cathedral ceilings throughout and custom designed kitchen and living area opening up to a massive covered pavilion for entertaining in addition to the enormous covered entertaining and living area on ground level where you will also find sports and storage rooms and 2 separate car garages for boats or vehicles. Located on Hurricane Creek this residence offers deep water draft up to 6 ft with unlimited beam with easy access to Gulf, Bay and Atlantic.

$1,389,000
Marathon
Hawaiian Village   - MM: 53.50
6 Bed, 6 Baths, 4,232 SqFt Days Listed: 223
-12.92% ($206,000) 2 Price Changes : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

Welcome to Vaca Blanca, a uniquely built home perfectly positioned on Vaca Cut with beautiful open waters views of the Gulf of Mexico! This multi-level home is ideal for large gatherings with friends and family or to continue utilizing as a successful investment property that has grossed $100,000 per year! Situated right between the Ocean and the Bay, this fabulous location awards you instant access to either side from its new deep water dock. Relax in the waterside pool and enjoy the nautical sights as they cruise by! Upon entering the 1st level an updated kitchen can be found boasting granite countertops with large breakfast bar, a dining area and 1 bedroom with a full bath. The 2nd level offers an oversized living room, 3 more bedrooms and a full bath. The 3rd level is complete

$3,500,000
Big Pine Key
Wickfield Acres   - MM: 30.00
3 Bed, 3 Baths, 2,660 SqFt Days Listed: 306
-12.48% ($499,000) 1 Price Change : Last Change 123 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift400ft

500k PRICE DROP! Here is your opportunity to make a lifestyle change. SELLER FINANCING POSSIBLE. Ultimate Privacy is yours from this resort style property, hidden from US 1, in the heart of a Nature Preserve is this incredible 3.5-acre gated estate. The original 1962 home has been restored to a standard that has preserved a perfect balance of the classic elements and added all the beautiful modern amenities you could dream of. This fully automated, smart home offers 2660 sq. ft living with 3 on suite guest suites, additional half bath, private infinity pool, chefs kitchen, garage and marina that provides safe dockage for several boats. The marina is currently configured with a 17k boatlift and a 2-bunk jet ski lift. Tropical Landscape. Tour: https://my.matterport.com/show/?m=XDcekBP

$3,699,999
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 5,038 SqFt Days Listed: 688
-10.84% ($450,001) 2 Price Changes : Last Change 435 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Upon walking through the artist-designed custom copper front door its obvious that the finishes and features of this property were done to a gold standard. The timeless and classic travertine marble floors throughout give the homes modern architecture a luxurious feel. The breathtaking views center on the coveted Florida Bay, and sweep 180 degrees to Key West. Setting a new benchmark for luxury in bayfront real estate, 31 North Bounty Lane showcases meticulous craftsmanship. The Neff-designed kitchen, while sophisticated and functional, is equipped with high-end Thermador appliances including an induction glass cooktop, double refrigerator, wine chiller, and double oven. Other features include a glass tile backsplash, exquisite green pebble granite, and a walk-in pantry.

$21,850,000
Key Largo
Seven Acres   - MM: 94.00
8 Bed, 8 Baths, 8,949 SqFt Days Listed: 256
-10.82% ($2,650,000) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage30ft.

Prepare to be amazed by a property such as this, which is rarely available in the Florida Keys. This 13 acre +/- coastal estate on the Florida Bay and overlooking Everglades National Park in the distance, boasts two stretches of white sandy beaches, private boat dockage, acres of lush orchid filled trails and three separate structures comprising a total of 8 bedrooms, 9 bathrooms and 4 powder rooms. Upon entering the expansive main house through the porte cochere one begins to feel the essence of the property as you cross a bridge overlooking waterfalls, koi ponds and lush greenery. With exceptional direct unobstructed views of the bay and open airy spaces this house was made for entertaining.

$8,490,000
Plantation Key
Misc Plantation Key   - MM: 85.00
6 Bed, 6 Baths, 6,573 SqFt Days Listed: 703
-10.58% ($1,005,000) 2 Price Changes : Last Change 90 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin

Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ranch estate features two (2) single family residences plus a media house, and cabana with outdoor kitchen. World-class designs make this one of the more distinguished estates for the most discriminating buyer. Elevator shaft, 100 swimming pool with two beach entries, hot tub, 250 of sandy beach, putting green, dockage, architectural designed landscaping with fire pit and lighting throughout. Also included with this property is an additional 19,729sf lot.

$1,650,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,896 SqFt Days Listed: 255
+10.07% ($151,000) 1 Price Change : Last Change 94 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.

Morton Street Dream ! This gorgeous & Large 3 bed/ 3 bath Single Family home is the epitome of FL Keys Living. Situated on an +18K Sqft Lot with plenty of parking/storage and a low maintenance backyard with dock ... Let your life slow down ... as you enjoy the OPEN GULF VIEWS from your screened-in back porch. Relax in the Pool or Jacuzzi & listen to the sound of the waterfall after a long successful day fishing. Updated Kitchen with stainless steel appliances and granite counters. Weekly rentals allowed in this quiet section of Marathon! Located on Morton St. renowned for peace and privacy. The Florida Keys are calling & this is your Perfect OPEN WATER GETAWAY. All future rentals will be honored.

$999,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 303
-9.18% ($101,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 300ft.

Must see to experience all this one of a kind property has to offer! Secluded oasis on the Gulf of Mexico with 2+ acres, boat dock and breathtaking views. An entertainers backyard with a sunny pool and covered bar only add to the magic of this 3 bedroom, 2.5 bathroom home with loft and widows walk. Double lot with electric hook-up allows for RV on property. Pool and deck renovated in 2018. Exterior of house completely painted in 2018 as well. A short 20 minute drive to Key West, but a world away from the hustle and bustle... come overwhelm your senses in this Florida Keys dream house! Call Steve Andrews at 404.333.2864 or email at stephenandews@kw.com.

$425,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,123 SqFt Days Listed: 360
-8.60% ($40,000) 3 Price Changes : Last Change 55 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

2 Bedroom, 2 Full Bathroom canal home in quiet neighborhood. Front foyer entry with interior stairs to upstairs. Irma repairs: New carpeting, new shingle roof, AC, vinyl siding. Sewer hookup complete, fenced yard, concrete dockage, garage, 421 sq ft downstairs enclosed storage.

$665,000
Geiger Key
Geiger Mobile Home   - MM: 9.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 134
-8.28% ($60,000) 2 Price Changes : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Welcome to paradise! This three bedroom, two bathroom home sits on a 55 X 100 lot with open water views from the front and deep canal frontage in the rear. Upstairs you will find an open living space with kitchen and dining area. There are two guest bedrooms and a shared guest bath on one side and master with ensuite bath and walk in closet on the other. Open water views from the master and guest bedrooms. The home also has an outdoor shower, fully fenced lot, downstairs enclosure with plenty of storage and parking!

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 09-28-2020.

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

1(800) 692-3605
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