Florida Keys Waterfront Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 268
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101660  Overseas Highway  For Sale, MLS 588724
$3,599,000
Key Largo
Tarpon Acres   - MM: 102.00
3 Bed, 3 Baths, 2,176 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Tranquility on Tarpon Bay ~ This is a rare opportunity to own almost 4 acres on the bay with 200 feet of bay frontage and a stunning residence. Enjoy entering through your own tree lined natural drive where you are greeted at the gated entry by locally quarried coral entrance columns, custom made copper sconces and brick paver driveway. The home immediately commands a presence with the artfully designed roof overhang of synthetic shake shingles designed to enhance the home further from the high pitched concrete roof, complimentary cooper sconces on the columns, double impact entry doors and sweeping stairwell. The newly designed interior will not disappoint with the cathedral styled high ceilings, rare for a concrete roof, and a one of kind sculpted mangrove chandelier highlighted by...

31 N Bounty Lane  For Sale, MLS 582758
$3,699,999
Key Largo
Buccaneer Point   - MM: 98.00
4 Bed, 4 Baths, 5,038 SqFt Days Listed: 442
-10.84% ($450,001) 2 Price Changes : Last Change 191 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.

189  Indian Mound Trail  For Sale, MLS 580281
$3,775,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,343 SqFt Days Listed: 616
-5.51% ($220,000) 1 Price Change : Last Change 328 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip

SANCTUARY BEACH HOUSE- This unique Islamorada residence is supremely located on the Florida Bay with year-round sunset views. Tranquil, natural beauty embraces the beautiful azure waters which create a breathtaking backdrop for this beach-style home. One and a half lots on the bay feature a lush tropical vegetation, great lawn, large pool and spa, sandy beach, protected deep-water boat basin with boat ramp, Jacuzzi deck and rock pond with bridge. Once you enter through one of the two electric gated entrances, you are immediately struck by the privacy and tranquility, hence the name Sanctuary. This residence affords stunning, vast panoramas of the Florida Bay. Open and enclosed patios and porches offer abundant opportunities to relax in the sun or the shade.

1108  Venetian Boulevard  For Sale, MLS 585884
$3,995,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,696 SqFt Days Listed: 243
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits120f

This Venetian Shores Bay Front home offers everything for the serious boater. With 120 of concrete dock, a 60,000 # extra wide boat lift and davits for your bay boat this home can handle all your vessels. There is plenty of depth and a wide channel (88) will accommodate boats as large as 65 with easy ocean access through Snake Creek. The third floor is an open concept living room, dining room and kitchen with built in cabinets has expansive open water views. There are 3 bedrooms with fantastic views on the second floor. The master has his and her bathrooms and walk-in closets. The ground floor has two bedrooms with a Jack and Jill bathroom. There is also a storage room for all of your boating accessories. With over 12,000 sq ft this is one of the largest lots in Venetian Shores

30680  Winifred Street  For Sale, MLS 588433
$3,999,000
Big Pine Key
Wickfield Acres   - MM: 30.00
3 Bed, 3 Baths, 2,660 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift400ft

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. Over 350 trees have been planted on the property creating a tropical oasis, private beach with hammocks & fire pit.Tour: https://my.matterport.com/show/?m=XDcekBP2KsZ

11  Cypress Avenue  For Sale, MLS 589054
$3,999,000
Key Haven
Key Haven 8th Add   - MM: 5.00
3 Bed, 3 Baths, 4,385 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Amazing opportunity to own a double lot home on Cypress Lake. This 4,385sf coastal/modern 3 bedroom, 3 1/2 bathroom home has an open floor plan with incredible water views from almost everywhere in the house. The enormous gourmet kitchen features state of the art appliances with Allmilmo White Lacquer and Ebony Macassar cabinets with custom built in walnut drawers with lighting. Impact glass windows and doors throughout, pre-finished hardwood floors, 2 car garage with a built in storage room. The custom floating staircase leads you upstairs to the spare bedrooms and the massive master suite with a 480 sf dressing room that is sure to impress. The custom large pool with 1x1 mosaic tiles and infinity edge spa over looks the Craig Reynolds designed tropical garden that features

234  Corsair Road  For Sale, MLS 588775
$4,200,000
Duck Key
Plantation Island   - MM: 61.00
4 Bed, 4 Baths, 5,497 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp3

One of the most prestigious waterfront estate homes on Duck Key! A rare palatial home built on 1 acre w/ open water views & wraparound 300 foot concrete seawall connecting to two decorative Venetian-style bridges. The privacy wall, gated entrance & brick driveway accent this masterpiece in a lush tropical setting. The 5,497 sq ft home featuring 4 Bed 4.5 Bath is designed in a perfect mix of Modern, Old World and Coastal elegance with soft hues of cream, sand and blues. Automatic opening blinds and drapes, an elevator & dumb waiter are just a few of the luxury features. Almost every room in this comfortable home has spectacular open water views with all kinds of living space perfect for entertaining inside and out. The swimming pool terrace and upstairs balcony are unparalleled.

3810  Flagler Avenue  For Sale, MLS 587743
$4,270,000
Key West
Vista Del Mar   - MM: 4.00
4 Bed, 4 Baths, 4,495 SqFt Days Listed: 105
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Sleek modern lines define a sophisticated elegance throughout this 4,315 sq. ft home. The high ceilings in the foyer open to the impressive kitchen, dining and living area, revealing a breathtaking view of the wide canal and dock with a boat lift. Just some of the exquisite details of this house are the 9 ft folding Euro doors, gourmet kitchen with a separate butlers pantry, large wine fridge and high-end appliances. On the lower level there are 3 generous sized bedrooms, 2.5 bathrooms, an oversized office, and a large media room. Ascend the elegant glass and ebony floating staircase to the master retreat with its private veranda, en suite bathroom, walk-in closet and morning kitchen complete the master suite.

22  Hilton Haven Road  For Sale, MLS 580606
$4,400,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
5 Bed, 5 Baths, 5,898 SqFt Days Listed: 592
-19.93% ($1,095,000) 2 Price Changes : Last Change 168 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift105ft.Concr

Wondrous waterfront estate only a few minutes from downtown Key West. Capturing the relaxed grandeur of a bygone era, this sprawling home features water views from almost every room in the house. Facing South with views from East to West, the main house was restored in 1995 with walls rebuilt in concrete to include Pella windows & Anderson glass pocket doors to complete the indoor/outdoor living dream. When entering the home through the huge hand made art pieces that comprise the front door you immediately see through to the fantastic central courtyard with pool and entertainment areas along with the open water beyond....

240  Costa Bravo Drive  For Sale, MLS 589104
$4,595,000
Lower Matecumbe
Port Antigua   - MM: 74.50
4 Bed, 4 Baths, 4,134 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift90ft.

Celebrate sunset views EVERY night from this beachfront Port Antigua home which also has dockage across Costa Bravo Dr. on the protected canal. The main living level boasts an open floor plan and vaulted ceilings, 3 bedrooms, 3 baths plus an office! The kitchen is open to the living and dining areas so that you can enjoy views of the bay while preparing the days catch and features a large cooking island with ample seating, Stainless steel GE Profile and Jenn-Air appliances. Enjoy bay views from the living area where 12 ft. sliding glass doors pocket out of sight and open to a spacious covered porch. Everything tastes better when you are enjoying bay views from the dining area. Another set of 12 ft. sliding glass doors in the dining area pocket to let the outside in. In addition.....

95980  Overseas Highway  For Sale, MLS 588962
$4,900,000
Key Largo
Lime Grove Estates   - MM: 96.00
4 Bed, 4 Baths, 4,813 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

STUNNING BAYFRONT ESTATE. If you love to entertain or just relax in your own oasis, this is the property for you. 4 bedrooms 4 full baths 2 half baths. Includes detached in-law quarters and 2 car garage. No expense spared when building this magnificent estate. Endless sunset views. Large infinity edge heated pool with tiled deck, pool bath, landscape lighting. Entertain and dance the night away in the air conditioned cabana with full kitchen, party club lights & music system. Or sit back and relax in your private 12 seat movie theatre room. Misters to cool you down during those hot summer days. Over 177 dock with 2 boat lifts, your very own boat ramp, underwater lights. Too many details to list. Truly one of a kind. Must see to appreciate all this property has to offer. Owner/Agent

81  Cannon Royal Drive  For Sale, MLS 578510
$4,950,000
Shark Key
Shark Key   - MM: 11.00
7 Bed, 7 Baths, 6,800 SqFt Days Listed: 725
-23.26% ($1,500,000) 2 Price Changes : Last Change 255 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

162  Key Heights Drive  For Sale, MLS 588621
$4,950,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 2,557 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Davi

Exclusive Bayfront Home in Islamorada. This extraordinary home is truly a tropical Keys paradise, surrounded by a spectacular protected boat basin. This fabulous home features custom handmade mahogany doors throughout, marble floors, expansive great room with gorgeous views of the bay, chefs gourmet kitchen, beautiful master suite with amazing custom bathroom and bay views, home theater room, custom pool with beach entry and waterfall, and a 90 foot concrete dock with boat lift and davits. Mature landscaping abounds, providing a lush tropical experience. The ultimate beach jetty offers privacy and world class sunset views. The ground level front entry elevation is at a remarkable 15 feet, making this one of the highest ground elevations in the Keys. Truly a unique oasis in Islamorada.

181  Indian Mound Trail  For Sale, MLS 588245
$5,499,000
Plantation Key
Indian Waterways   - MM: 89.00
6 Bed, 6 Baths, 8,646 SqFt Days Listed: 73
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

MAKE YOUR LIFESTYLE CHANGE AT PINEAPPLE PLANTATION! Are you ready for year around sunsets and panoramic bay views from this elegant custom built home? Start by entering this gated estate, meander through the extraordinary grand entrance leading you to an expansive great room with soaring ceilings and over 8,000 sq. ft. of living space offering chefs kitchen, media room,

13  Sunset Key Drive  For Sale, MLS 587108
$5,800,000
Sunset Key
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,480 SqFt Days Listed: 154
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Centered on idyllic Crescent Beach on world famous Sunset Key Island, the location of this four-bedroom, three-and-a-half bathroom home is the best of the best. The tastefully done interior features crown moldings throughout. Abundant windows and French doors with transoms bring in ample natural light and provide beach and water views. An additional office completes the homes spacious living areas. From the backyard, get a front row seat for the jaw-dropping Key West sunsets and relax around the beachfront pool. Come see this incredible home priced at an equally incredible value.

14  Sunset Key Drive  For Sale, MLS 589017
$6,200,000
Key West
Sunset Key   - MM: 0.00
3 Bed, 3 Baths, 3,302 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

26  Sunset Key Drive  For Sale, MLS 583913
$6,300,000
Sunset Key
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 3,262 SqFt Days Listed: 367
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Dont miss this opportunity to own a well-appointed, two-story, four-bedroom private residence located on the world-famous private island of Sunset Key. Lounge beside the pool and take in one of the most beautiful waterfront views of Key West. Or, spend time relaxing on one of Sunset Keys three beaches. For some excitement, Historic Downtown Key West and all that it offers is just a three-minute ferry ride away. This home provides an amazing slice of island life.

86600  Overseas Highway  For Sale, MLS 587086
$6,495,000
Plantation Key
Misc Plantation Key   - MM: 85.00
5 Bed, 5 Baths, 10,000 SqFt Days Listed: 156
PreConstructi - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Start building your dream home or one of a kind trophy estate without the wait. Active permit in hand. A Village dock permit is assured in a recorded Village Council Meeting. Over 21 acres offering private access from US-1 to your estate and year round sunsets over a secluded pristine cove on one of the largest residential parcels available in the Keys. Fish for bonefish and tarpon along your private cove, or snook in your private creek or ponds within the property. Snorkel from your beach. Watch the manatees, dolphin and turtles frolic around the basin. A bird lovers paradise. Enjoy quick ocean and bay access via Snake Creek accommodating boats of almost any size. Like living on your own very private and secluded nature preserve. Perfect for a family compound or corporate retreat.

39  Evergreen Avenue  For Sale, MLS 586855
$6,500,000
Key Haven
Key Haven 10th Add   - MM: 5.00
8 Bed, 8 Baths, 6,064 SqFt Days Listed: 173
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Spectacular waterfront estate sits on 15,326 sqft cul-de-sac lot with canal on two sides, open water views. Main house ( bedrooms, 4.5 baths) and Guest House (3 bedrooms, 3 baths) total 6,064 of living sqft. The interior features open gourmet kitchen, formal dining room, study, 3 fireplaces, fifty 8-foot mahogany doors and windows. Magnificent 65-ft heated pool with glass mosaic tiles, 21-ft infinity edge, 3 waterfalls, island and 6-seat swim-up bar attached to massive cabana. All walls, floors and stairways are poured-in-place concrete. 3,800 sqft garage area can accommodate 7+ cars. 180-ft concrete dock. Fire sprinkler system. Each window and door has European electrical rolling shutters concealed in 12-inch think exterior walls. Seller is FL real estate agent and co-listing.

97340-360  Overseas Highway  For Sale, MLS 574489
$6,500,000
Key Largo
Mandalay Key Amt Plat   - MM: 98.00
20 Bed, 20 Baths, 20,084 SqFt Days Listed: 1063
-26.97% ($2,400,000) 4 Price Changes : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This stunning property is an entertainers dream that speaks of grace and uniqueness from the moment you step foot on the property. Beyond the brick paver driveway and tennis court, are two homes which are separated by a garden walkway. EACH home features 10 bedrooms and 11.5 baths! Both core living areas include grand staircases rising to the upper level master suites. Soaring ceilings with

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 01-26-2020.

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

1(800) 692-3605
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