Plantation Key Waterfront Homes For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Plantation Key homes for sale below are on the ocean side.

Total Listings 20
Order By:

201  Galleon Lane  For Sale, MLS 590280
$689,000
Plantation Key
Treasure Harbor   - MM: 86.50
3 Bed, 3 Baths, 2,122 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davit Pads

Concrete Home, Concrete Roof, Concrete Boat Dock on Treasure Harbor. There are 2 Parcels - Tract A- waterfront parcel - Concrete dock fronting on Treasure Harbor. Dock has 40Amp electric, water and Davits. Main Parcel is the home with 2 bedrooms/ 1 bath upstairs. And downstairs is a pre-firm bedroom with full bath and kitchenette. Also downstairs are two partially finished storage rooms and another 1/2 bath. A laundry room with separate entrance is also downstairs. All on an oversized corner lot with fence. Views of the Harbor from most windows, and a flat concrete roof for possible ocean views. Community Boat Ramp is on the north side of the harbor. Vacant and easy to show.

139  Bessie Road  For Sale, MLS 587098
$795,000
Plantation Key
Boatmans Colony   - MM: 90.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 228
-6.14% ($52,000) 1 Price Change : Last Change 118 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Centrally located between Islamorada and Key Largo. Great boating access directly into Tavernier Creek. Open living room, kitchen and dining room. One level living in this three bedroom and two bath canalfront home. Inviting outdoor entertainment area with in ground swimming pool, jacuzzi and tiki hut with kitchen. Enclosed storage area and workshop. Non-conforming downstairs apartment.

202  Cidy Road  For Sale, MLS 588345
$1,049,000
Plantation Key
Boatmans Colony   - MM: 90.50
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 139
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp,

Centrally located. Quick boating access to Tavernier Creek with Ocean & Bay Access.Open living room, kitchen & dining area with 2 bedrooms and 2 baths upstairs. Downstairs currently used as bar, laundry/shop, 2 bedrooms and bath. Outside amenities include in ground pool, fire pit, boat ramp and dock. So much to see and great for entertaining. Easy to show!

305  North Drive  For Sale, MLS 582775
$1,195,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
3 Bed, 3 Baths, 2,345 SqFt Days Listed: 513
-7.72% ($100,000) 1 Price Change : Last Change 400 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 68ft.

Tucked away in the exclusive Plantation Lake Estates private and gated community, this 3B/3B, immaculate gem is the perfect island retreat. This impressive, Islamorada garden house is situated in the most tranquil setting with expansive lake-front views from all levels, including the expansive Widows Walk. Deep-water dockage, straight shot out to the open ocean, plus easy access to the bay via Snake Creek. 2B/2B, plus loft upstairs and a full 1B/1B plus kitchenette downstairs. Storage galore inside and outside. House is set up to receive generator power. Included in the real property sale price are the bromeliads, all of the orchid collection and all staghorn ferns attached to trees.

126  Bessie Road  For Sale, MLS 580681
$1,250,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
4 Bed, 4 Baths, 1,980 SqFt Days Listed: 660
+0.08% ($1,000) 3 Price Changes : Last Change 40 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift65ft.

Calling all families and friends looking for two separate complete living spaces Up and Down! 4 bedrooms and 2 baths, nearly 2,000 square feet of living space. Turn Key, completely updated and renovated waterfront home, including all new electrical and plumbing! Ocean side with direct ocean access. Located In Plantation Key (Islamorada) next to Tavernier Creek, this concrete home including the roof, boasts all impact glass windows , neutral porcelain tiles, custom wood cabinetry, open concept living with bar, Spa style bathrooms, granite counter tops, stainless appliances, extensive brick pavers, a fully fenced yard with custom aluminum work, professional landscaping, electric retractable sunshade, new outdoor kitchen with chiseled travertine , tiki hut at waters edge, 1 Hr to MIA.

200  Galleon Lane  For Sale, MLS 588061
$1,274,500
Plantation Key
Treasure Harbor   - MM: 86.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 156
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp160ft

This home is a MUST SEE! Ocean views from the rooftop deck and protected dockage in a wide, clean harbor. Located in Treasure Harbor, this home has your dream boating location, with 89 ft. of harbor frontage including your own private boat ramp and only 2 homes from the ocean. An additional 95 ft. of dock on the canal side has room for all your water toys. This CBS home with a poured concrete roof is ready for a new family to enjoy. Are you wanting some rental income? This home has some winter rentals in place! The garage has access from the street and the dock side to make storing all your boating and fishing equipment convenient. The kitchen is nicely updated and the bedrooms are large. This home will accommodate a couple or a larger family comfortably. Please see MORE...

167  Harbor Drive  For Sale, MLS 587273
$1,349,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
3 Bed, 3 Baths, 1,686 SqFt Days Listed: 212
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift85ft.Concre

This home has it all! 85 ft. of concrete dock, with a 15,000 lb boat lift, located on a deep water canal featuring an excellent location just 3 houses in from Tavernier Creek giving you direct ocean & bay access. There are 2 bedrooms & 2 bathrooms upstairs & 1 bedroom & 1 bathroom downstairs. New Swimming Pool, new roof, new pavers, new fence, new addition on upper level, new impact doors and windows, new landscaping, plus lower level guest quarters, fish cleaning station, outdoor shower, storage with an ice machine & refrigerator and so much more!

148  Bessie Road  For Sale, MLS 590314
$1,425,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
6 Bed, 6 Baths, 3,161 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 65ft.

Keys living at its finest with this freshly renovated canal-front home. Enjoy the best of both worlds with direct ocean access and bay access via Tavernier Creek. This home features a brand new kitchen, bathrooms, impact windows & doors, and much more. The main living level features 4 bedrooms/3 bathrooms with the master suite on the entire third floor. The separate first floor guest quarters has 2 bedrooms/1 bathroom as well as its own kitchen. The first floor also offers a storage room, covered entertaining area, and plenty of room for a pool. This neighborhood is as good as it gets, so come and get it!

208  Plantation Shores Drive  For Sale, MLS 589402
$1,799,000
Plantation Key
Plantation Shores   - MM: 90.00
3 Bed, 3 Baths, 1,663 SqFt Days Listed: 74
-5.27% ($100,000) 1 Price Change : Last Change 55 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 95ft.

As you walk in the main entrance you experience the PANORAMIC views of the Atlantic Ocean, perfectly framed by wide open windows and sliding doors. Plantation Shores in Tavernier is perfectly situated to access the ocean or bay quickly. This custom CBS home features a pitched concrete roof with an architecturally designed great room with kitchen and island open to a wide porch featuring the blue waters of the Atlantic ocean views and breezes. Three bedrooms with en suite bathrooms complete the homes interior. Boaters will enjoy the propertys protected 95 feet of deep water dockage without having to walk a long pier. Access Florida bay through Tavernier Creek or Snake Creek. Oceanfront homeowners park/ramp is a walk away. Close to fine restaurants and within walking distance to school.

141  Canal Street  For Sale, MLS 587355
$1,995,000
Plantation Key
Plantation Shores   - MM: 90.00
5 Bed, 5 Baths, 5,691 SqFt Days Listed: 205
-11.33% ($255,000) 1 Price Change : Last Change 93 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Extraordinary canal front home! This stylish all concrete home features the rare combination of 5 bedrooms and 5.5 baths. Imagine entertaining guests in the chefs kitchen featuring a walk around granite island with Sub Zero and DCS appliances. All three incredible living levels are accessed by a stunning exotic wood staircase, which begins in the downstairs entry and ends in the expansive third floor master suite. Walk barefoot on the cool travertine marble floors on your way to the private concrete rooftop deck with panoramic ocean views. In addition, on the first level entry is a theatre room, legal 1/1 guest suite, tackle room, and abundant storage. Start your motors and you are in Tavernier Creek within 5 minutes for Atlantic and Florida Bay fishing.

89635  Old Highway  For Sale, MLS 590519
$2,850,000
Plantation Key
Trop Coral Reef   - MM: 89.00
3 Bed, 3 Baths, 3,776 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

A hidden gem, this Oceanfront Estate property is ready for a new owner to complete interior renovations. The gated long driveway leads past a lighted tennis court through lush greenery and mature majestic trees to the entrance staircase. Through double doors is a blank slate for interior finishes for the 3 bedroom, plus bonus room, 3 bath home. The exterior boasts all impact windows, sliders & newer metal roof, multi-car garage. Oceanside pool and boat basin with huge sandy beach area. Dredge permit ready.

191  Plantation Shores Drive  For Sale, MLS 589884
$2,999,000
Plantation Key
Plantation Shores   - MM: 90.00
4 Bed, 4 Baths, 3,401 SqFt Days Listed: 50
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 86ft.Concrete

Oceanfront, custom concrete luxury home, offering 85.5ft. of protected dockage! Beautiful Waterfront Pool and Spa! Unobstructed Sunrise Views, beautiful Kitchen, Impact Doors and Windows, 4 bedrooms, 4 full baths, open floor plan, garage, lots of storage for all of your water toys! This home has it all!! Great for entertaining lower level poolside area! Truly a must see!

88561  Old Highway  For Sale, MLS 586012
$3,200,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 2,773 SqFt Days Listed: 307
-8.57% ($300,000) 1 Price Change : Last Change 50 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

The turquoise waters of the Atlantic Ocean are the backdrop to this spacious oceanfront retreat on over two acres. The moment you enter through the grand port cochere and double entry doors, youll be greeted by views of the ocean. In fact, the ocean provides a stunning backdrop for the living room, kitchen, home office, master bedroom, and breakfast nook. To feel the ocean breezes, look no further than the large covered porch. Two guest bedrooms and a spacious master suite provide ample accommodations. The ensuite master bath has a large jetted soaking tub and separate walk-in shower. Each guest rooms share a common bathroom, with large-walk-in shower. Youll also find a large laundry room, with a place for ironing and shelving for all of your storage needs.

298  South Drive  For Sale, MLS 581391
$3,800,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
4 Bed, 4 Baths, 3,938 SqFt Days Listed: 611
-23.85% ($1,190,000) 5 Price Changes : Last Change 45 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift38ft.

This Islamorada Gem is located in a very private ocean front enclave. The open living/dining area over looks the ocean with 20 ceilings through floor to ceiling windows. Both master suites open to ocean view terraces. A luxurious den with 50 flat screen Apple TV is a quiet retreat. All levels are serviced by elevator. Situated on a gated 1/2 acre lushly landscaped lot with paver drive and two car garage, this home is one of only 4 in the enclave. The 38 protected dock has 20K LB lift in the HOA marina. The new marina park is newly landscaped. Concrete pool and spa has new equipment. A fully equipped poolside bar has new appliances including stainless grill, refrigerator and Ice maker. Quality construction with West Indies design. Offered furnished.

88547  Old Highway  For Sale, MLS 576121
$4,500,000
Plantation Key
Key Heights   - MM: 88.50
4 Bed, 4 Baths, 4,103 SqFt Days Listed: 1012
+4.65% ($200,000) 6 Price Changes : Last Change 542 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits400f

Open Oceanfront Estate with Deep Dockage on 1.5 Acres on Millionaires Row... Islamoradas premier address. Brand new dock with two new boat lifts to enjoy the best boating in the Keys! Spacious 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for income potential. Call today!

89625  Old Highway  For Sale, MLS 586212
$5,399,000
Plantation Key
Randall Adams   - MM: 89.00
4 Bed, 4 Baths, 5,848 SqFt Days Listed: 293
-8.48% ($500,000) 1 Price Change : Last Change 83 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Outstanding Oceanfront Estate!As you pass through the double gates and begin your drive on the reclaimed brick driveway you enter a park-like setting. Upon arrival at the residence, the great room, its soaring ceilings and the expansive ocean vistas make an indelible impression. A chefs gourmet kitchen inspires culinary creations and entertaining with two islands adorned by Patagonia granite counter tops. Top-of-the-line appliances include Thermador, Viking and Gaggenau. Designed for spacious living and enhanced connection to the environment, all four bedrooms have private spacious balconies with outdoor showers. The master bedroom wont disappoint with its grand bath, lounging media area and access to your private third floor office complete with additional oceanfront facing ..

  South Drive  For Sale, MLS 585035
$6,300,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
5 Bed, 5 Baths, SqFt Days Listed: 373
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage2

This is an incredible real estate land opportunity on the ocean side of Plantation Key known as Plantation Point South. This 9-acre, estate property boasts of approximately 750 feet of shoreline bordering a secluded, conservation parkland with a sandy beach. Build your new, custom home high atop terraced land, positioned to take full advantage of the propertys spectacular ocean views. The elevation of this building site allows for ground level construction making it the perfect setting for a family compound to pass down to future generations. Approximately 400 feet of sandy beach below offers an abundance of sky-high coconut palms with permit to add a pier leading to your very private oceanfront observation platform with a day bed.

88987  Old Highway  For Sale, MLS 587930
$6,995,000
Plantation Key
Trop Coral Reef   - MM: 89.00
6 Bed, 6 Baths, 5,839 SqFt Days Listed: 164
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2 acres, this Atlantic Ocean facing property has 170 ft of shoreline with deep water dockage, boat lift and sandy beach, a rare find in the Florida Keys. Step up the imperial staircase into the breathtaking great room with commanding views overlooking the ocean featuring 5839 sq ft plus an additional 2387 sq ft on the ground floor for a total of 8,226 sq ft. of grand living space with 3 levels offering 6 bedrooms, 4 bathrooms, and 1 half bath with an additional 1 bedroom en suite, 1 full bath and 1 half bath on ground level. The distinctive features of this home consist of exquisite wood and marble floors, 8 high solid

88663  Old Highway  For Sale, MLS 589040
$7,900,000
Plantation Key
Key Heights   - MM: 88.50
5 Bed, 5 Baths, 5,457 SqFt Days Listed: 92
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.Concrete

Expansive oceanfront family estate compound never before offered for sale! Known as Plantation House, this unique property was once the star of the Islamorada Tour of Homes and was featured for its 2.5+ acres of tropical gardens complete with numerous manicured foot paths lined with coral stones. As one of Islamoradas exclusive Millionaires Row properties, the homes entrance is privately gated and offers a winding paved driveway meandering through the trees and opening to reveal the 5,457 sf home with oceanfront pool, elevator, deep dockage, sandy beach, private boat ramp and endless ocean views. The permit has been approved to replace the damaged dock in its previous footprint, including the gazebo at the end. This one-of-a-kind property is ready to refresh and make your own!

89707  Old Highway  For Sale, MLS 587281
$8,300,000
Plantation Key
Lake Harbor   - MM: 89.00
5 Bed, 5 Baths, 6,269 SqFt Days Listed: 212
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Davi

Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with boat lift and jet ski davits, sprawling sandy beach, lagoon-style pool/spa with poolside tiki bar, private lighted tennis court, and of course expansive ocean views. This spacious beach mansion stands out as one of the most elegant on Islamoradas Millionaires Row, which is an eclectic collection of unique open water estates all with distinctive entry gates, winding driveways and lush tropical foliage. Enjoy the serenity and privacy of Mima Grada with your immediate family or feel free to invite all your friends with plenty of room for entertaining both inside and out including two private guest suites. Must see!

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 04-08-2020.

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