Plantation Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 67
Order By:

139  Gimpy Gulch Drive  For Sale, MLS 582483
$9,495,000
Plantation Key
Misc Plantation Key   - MM: 85.00
6 Bed, 6 Baths, 6,573 SqFt Days Listed: 353
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. 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.

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: 35
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 Mimi 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!

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: 52
PreConstructi - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Pre-construction! No waiting to build your dream home in paradise! Building permit in hand for main house, guest house and caretakers cottage. Dockage assured in Village Council Meeting. THE CROWN JEWEL OF ISLAMORADA is a must see - Over 21 acres spanning from US-1 to the beautiful bay. Over 1250 feet of secluded bay front! Running from US-1 to the bay, your estate insures privacy and seclusion like no other as well as year round sunsets. Fish, snorkel and swim in your own secluded cove, or fish, kayak and paddle board in your very own free flowing creek (historically known as Little Snake Creek) connecting two salt water lakes loaded with tarpon and snapper. A very rare opportunity to own a true trophy estate in the Florida Keys. Perfect for a family compound or corporate retreat

  South Drive  For Sale, MLS 585035
$6,300,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
5 Bed, 5 Baths, SqFt Days Listed: 196
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 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. The 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.

89625  Old Highway  For Sale, MLS 586212
$5,899,000
Plantation Key
Randall Adams   - MM: 89.00
4 Bed, 4 Baths, 5,848 SqFt Days Listed: 116
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 ..

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: 835
+4.65% ($200,000) 6 Price Changes : Last Change 366 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!

298  South Drive  For Sale, MLS 581391
$4,290,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
4 Bed, 4 Baths, 3,938 SqFt Days Listed: 434
-14.03% ($700,000) 3 Price Changes : Last Change 162 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.

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: 139
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

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: 512
-5.51% ($220,000) 1 Price Change : Last Change 224 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.

160  Stromboli Drive  For Sale, MLS 585753
$3,500,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 4,353 SqFt Days Listed: 147
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Great views of Snake Creek and out to the ocean from this beautiful 5 bedroom home on almost 1/2 acre of creekfront lot in Venetian Shores. Approximately 130 along Snake Creek and approximately 160 along the canal. Home features split level with 4 bedrooms on 1st level, large living/kitchen area with screened balcony on mid level and master bedroom on top level, all connected with soaring open foyer. Nice pool with spa, screened outdoor grilling area, 9 hole putt-putt golf course along creek and canal, large garage, davits and nicely landscaped grounds.

88561  Old Highway  For Sale, MLS 586012
$3,500,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 2,773 SqFt Days Listed: 130
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.

161  Palo De Oro Drive  For Sale, MLS 581489
$3,350,000
Plantation Key
Venetian Shores   - MM: 86.00
8 Bed, 8 Baths, 6,308 SqFt Days Listed: 427
-25.56% ($1,150,000) 3 Price Changes : Last Change 228 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.Concrete

Enjoy astounding views upon entering this estate home with soaring ceilings and floor-to-ceiling windows. The home is set on nearly a half-acre lot and offers eight bedrooms and six-and-a-half bathrooms. Views of Snake Creek and the ocean beyond can be seen from screened-in balconies on all three levels. A beautiful screened-in pool and spa, 100 feet of protected dockage and mature tropical landscaping with lighting complement the outdoor oasis. The home is complete with a double four-car garage, separate guest quarters, an elevator, and a gated driveway.

110  Bayview Isle Drive  For Sale, MLS 574354
$3,200,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,240 SqFt Days Listed: 967
-13.51% ($500,000) 3 Price Changes : Last Change 87 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift140ft.

ANCHORS AWEIGH - 140 of deep-water, protected, concrete/paved dockage is enjoyed at this serenely secluded property with sunset views. It is rare to find 2 adjoining lots in Venetian Shores with beautiful bay views, and convenient, direct access to Snake Creek. Remodeled in 2005 & designed to take advantage of magnificent views from every level. Downstairs rec room also used as 5th bedroom.

288  South Drive  For Sale, MLS 584685
$3,100,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
5 Bed, 5 Baths, 3,692 SqFt Days Listed: 221
-6.06% ($200,000) 1 Price Change : Last Change 45 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Spectacular & Private Oceanfront Estate with Protected Deepwater Dockage! One of four homes in one of the most prestigious, private and secure gated communities in Islamorada. Total of 6,092 sf of enclosed space; 3,692 sf of air-conditioned living area on the second and third floors, plus a 400 sf screened porch adjacent to the great room/kitchen for outdoor dining. On the ground floor, a 1,000 sf air-conditioned pool/game/family room with hurricane glass sliders to the pool deck for entertaining and a 1,000 sf three car garage with a work shop area.

89635  Old Highway  For Sale, MLS 577604
$2,990,000
Plantation Key
Misc Plantation Key   - MM: 89.00
3 Bed, 3 Baths, 4,400 SqFt Days Listed: 688
-14.45% ($505,000) 2 Price Changes : Last Change 56 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Overlooking the Atlantic Ocean is this peaceful 2.32-acre gated beachfront estate. Remodeling renovations have started and are waiting for the perfect finishing touches. This home features two bedrooms and an office on the main level with an entire third-level master suite. An oceanfront pool, a boat basin, a tennis court, a large sandy beach area, and a multi-car garage complete this exclusive, private property.

158  Redwing Road  For Sale, MLS 584919
$2,950,000
Plantation Key
Sunshine Estates   - MM: 90.50
6 Bed, 6 Baths, 5,074 SqFt Days Listed: 202
-10.47% ($345,000) 1 Price Change : Last Change 158 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads

A coveted Florida Keys bayfront property that offers incredible bay views, deep water dockage and easy access to the ocean through Tavernier Creek. This exquisite custom residence features six bedrooms, four bathrooms, marble flooring, unprecedented attention to detail, and superior quality throughout. The gourmet kitchen is a chefs dream with oversized center island, top-of-the-line appliances, and counter seating. The luxurious two-story great room opens to the spacious bayfront covered patio for indoor/outdoor living. The master bedroom suite offers a separate shower and soaker tub, and opens to another large patio overlooking the Florida Bay. Enjoy the best of the Florida Keys with spectacular year-round sunset views from the rooftop viewing deck and multiple outdoor living spaces.

400 S Coconut Palm Boulevard  For Sale, MLS 584949
$2,700,000
Plantation Key
Plantation Key Colony   - MM: 90.00
4 Bed, 4 Baths, 2,656 SqFt Days Listed: 201
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip7

A Sailors Paradise! This stunning direct bayfront pool home offers you beautiful open water views, gorgeous sunsets and protected deep water boat dockage for multiple boats. Current owner has a 55 x 26 Catamaran Sailboat and a 23 Bay Boat. This exquisite 3 story home has 3 Bedrooms/2.5 Bathrooms upstairs & a remodeled 1/1 ground floor apartment for visiting friends & family. This home has soaring wood ceilings & direct bay views from all of the large bedrooms. The exterior features include a rare covered boat house slip with lift, 71 seawall, & a new pool with swim jet, heater & cooling system. Other features include a tall carport for a large RV, a Workshop with A/C, gated electric entrance, & a walled lot with tropical landscaping. New A/Cs, hot water heater & appliances.

262  Navajo Street  For Sale, MLS 583247
$2,490,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 3,506 SqFt Days Listed: 305
-9.45% ($260,000) 1 Price Change : Last Change 196 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift110ft.

Introducing Manatee Pass- The ultimate in modern luxury designed and built by prominent locally acclaimed interior designer. Superbly finished with only the finest materials, every element enhances the next on this priceless masterpiece. Ideally situated along 110 of waterfront leading to one of Islamoradas favorite bays. The second and third floors combine for the main living area which leads to the all-encompassing rooftop deck. The first floor offers a separate living quarters for guests. Full outdoor kitchen alongside the state-of-the-art pool that features complete perimeter overflow and smart phone automation. The stage is set for a show-stopping Keys lifestyle. Photos do not do this home justice, and words fall short, so make it a priority to see it before its too late.

104  Gulfside Drive  For Sale, MLS 585020
$2,399,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,792 SqFt Days Listed: 196
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat L

This Venetian Shores Bay Front home offers all concrete construction, metal roof, impact windows, and a third floor living plan that takes advantage of the spectacular Bay views. Open living room, quality kitchen with ice machine and wine cooler, and screened-in patio, all with views that impress. Convenient foyer entry with elevator access to all floors. Assigned boat slip in the Marina with an 8,000 lb. boat lift 1 house away, landscaped yard, garage, floating dock for your wave-runners in the backyard. Huge screened in patio with concrete swimming pool. Offered fully furnished making this truly a turn-key property. Quality, beauty, and location!

149  Stromboli Drive  For Sale, MLS 586541
$2,395,000
Plantation Key
Venetian Shores   - MM: 86.00
5 Bed, 5 Baths, 3,884 SqFt Days Listed: 89
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.

NEW LOOK, NEW PRICE, EASY & READY TO SHOW! Exquisite Waterfront Pool Home with 100ft. of Dock! This elegant home features 5 bedrooms, 4 bathrooms, including 2 master suites, rich mahogany wood stair cases, porcelain tile floors, gourmet state of the art kitchen, custom built pool with heater & chiller, 33,000 lb boat lift, 100ft. of dock with electric & water, outstanding views of Snake Creek, 3 separate garages, batting cage, workshop, storage galore, gated entrance, & generator located in beautiful Venetian Shores. This one of a kind home has it all!

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 10-14-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us