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Plantation Key Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 43
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$5,999,999
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 3,331 SqFt Days Listed: 62
-0.00% ($1) 1 Price Change : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 150ft.

Live where others dream--on arguably the most coveted stretch of Florida Bay. Nestled perfectly between Snake Creek and Tavernier Creek, this timeless estate captures the essence of waterfront living with its panoramic sunset views and year-round tranquility.Enter through private gates and follow the paver driveway to this architectural showpiece. Inside, soaring vaulted ceilings clad in rich Dade County pine create a grand yet inviting atmosphere, tailor-made for hosting and relaxing alike. The second-floor main living level is thoughtfully designed with an open-concept living room, dining area, and kitchen. The master suite and a second bedroom, along with a full guest bathroom, complete the upper level--all seamlessly connected to the outdoors by private screened porches in every room.The first floor offers two additional bedrooms, a full bathroom, and a spacious laundry room, accessible via an interior staircase--ideal for guests or extended family.Step outside to your private dock, stretching 100 feet into the bay with an additional 50-foot L extension and a water depth of approximately 5 feet--perfect for boating enthusiasts.Lovingly held by the same family for nearly 40 years, this is the first time this extraordinary property has been offered for sale in decades. Come experience a true slice of paradise.

$6,500,000
Plantation Key
Sunshine Estates   - MM: 90.50
3 Bed, 3 Baths, 2,459 SqFt Days Listed: 221
-5.80% ($400,000) 1 Price Change : Last Change 71 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp1

Sunset Haven This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout and open porches and patios galore adorn this fresh feeling home. 180 degree open water views complete nightly with painted sky sunsets and the best boating proximity; just a stones throw to the Intracoastal waterway and both Tavernier Creek and Snake Creek for easy Bay to Ocean access. 108 of protected dockage with ramp, boat lift and tiki, ample parking and plenty of room for a pool if you need one.

$6,995,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 5,195 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Slip,Boa

Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamoradas premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out, complemented by a half bath and separate cabana-style guest quarters, creating an ideal retreat for family and visitors.Located on the bayside, the estate offers 100 feet of deep-water dockage, complete with a cut-in boat slip, 2 boat lifts & a float-on double jet ski lift. With direct access to the Gulf and Atlantic through world-famous Snake Creek, the location is a dream for avid boaters and luxury seekers.Inside, soaring tray ceilings, marble tiled floors, a private elevator, and a grand staircase elevate the living experience. The open-concept layout seamlessly connects the kitchen, dining, and living areas for effortless flow. The chefs kitchen features premium appliances including a Dacor gas cooktop, a walk-in pantry w/custom shelving, a prep island, and an expansive bar-height island for gathering. A private, elevated two-story guest wing includes a spacious bedroom & bath, as well as a billiard/game room w/full bath. The third-floor owners suite offers a sanctuary, highlighted by dual walk-in closets, a circular soaking tub, oversized shower, and separate water closet. Finally, there is a 3 car garage for all your cars & water toys.Outdoor living is just as impressive with multiple balconies overlooking tropical landscaping & wide canal. A heated pool/spa anchors the expansive outdoor area with outdoor kitchen, covered dining & lounging areas, a fire pit, hammock, sandy yard, palms, plume grass & lemon trees. This estate is a rare offering that perfectly blends refined style, tropical comfort, and unparalleled boating access, the very essence of luxury Keys living.

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 06-15-2025.
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