Plantation Key Homes with Beach Exterior features

Plantation Key Homes with Beach Exterior features

Welcome to Plantation Key, a hidden gem nestled in the heart of the Florida Keys, within Monroe County. This enchanting island offers a unique blend of natural beauty, vibrant culture, and a laid-back lifestyle that beckons both residents and visitors alike. With its stunning coastal views, lush tropical landscapes, and a warm, welcoming community, Plantation Key is the perfect place to call home.

Imagine waking up each day to the soothing sounds of the ocean and the gentle rustling of palm trees. Homes here boast exquisite beach exterior features, seamlessly blending with the island's natural allure. Many properties are designed to take full advantage of the breathtaking waterfront views, with expansive decks and patios that invite you to soak in the sun or enjoy a sunset cocktail with friends. Whether you’re searching for a cozy beach cottage or a luxurious waterfront estate, Plantation Key offers a diverse array of real estate options that cater to every taste and lifestyle.

The island is not just about beautiful homes; it’s also a hub for outdoor enthusiasts. With easy access to pristine beaches, world-class fishing, and vibrant coral reefs, Plantation Key is a paradise for boating, snorkeling, and diving. The community is also home to charming local shops, delicious dining options, and a variety of recreational activities that foster a strong sense of togetherness among residents.

In Plantation Key, life is not just about where you live; it’s about how you live. Embrace the island lifestyle and discover your dream home in this tropical oasis today!

Newest Plantation Key Homes with Beach Exterior features

$1,800,000
2 Beds ⋅ 3 Baths ⋅ 621264 MLS
RARELY AVAILABLE AT FUTURA YACHT CLUB! This beautifully remodeled end-unit townhome offers an exceptional Florida Keys lifestyle, complete with two side-by-side deeded boat slips, accommodating vessels up to 39 feet, with the option to add lifts. One of only a select few residences in the community with coveted side windows, that capture expansive panoramic bay views and stunning sunsets. Two balconies provide the perfect setting to relax, entertain, and enjoy the spectacular waterfront surroundings. This fee-simple property has the feel of a single family home and features 2 spacious suites, 2.5 baths, a full-size washer and dryer, an outdoor kitchen and covered parking below. Futura Yacht Club is ideally close to everything while offering a wonderful waterfront lifestyle. Amenities include a private marina, boat ramp, swimming pool, tennis/pickle-ball, basketball courts, and boat and trailer parking. With immediate access to the bay and ocean, boating, fishing, and enjoying the beautiful Florida Keys are just steps away. Opportunities to own an end-unit townhome with two rare deeded boat slips, panoramic bay views, and this level of remodeling are rarely available. Don't miss your chance to own a truly special piece of paradise.

88540 Overseas Highway Unit 716, Tavernier
$487,500
2 Beds ⋅ 2 Baths ⋅ 621201 MLS
Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal living in the highly sought-after, gated Summer Sea community. Bright, stylish, and filled with natural light, this home is your key to island paradise. Unwind while soaking in breathtaking sunsets from the private beach or the rooftop observation deck with panoramic views of the Florida Keys. Community resort-style amenities include a heated/chilled swimming pool, fully equipped fitness center, on-site storage, and a shared freezer/ice machine. Boaters take note: first-come, first-served dockage accommodates vessels up to 26 ft (tip-to-tip) with quick, easy access to the backcountry and open ocean. Spend your days fishing, kayaking, paddleboarding, or diving in crystal-clear waters. Located just minutes from dining, shops, and local favorites.

88500 Overseas Highway Unit 407, Tavernier
$14,000,000
5 Beds ⋅ 4 Baths ⋅ 621096 MLS
The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing due west for the perfect nightly sunset. A white sand beach transitions into the clear bay waters, while a protected basin offers a 20,000 lb. lift accommodating up to a 40' boat and a 3,000 lb. skiff lift. Ultra-private, with no neighbors in sight and expansive green lawns throughout. The home is sophisticated yet inviting, with an incredible attention to detail throughout and a distinctive blend of Tuscan Mediterranean architecture and classic Keys styling. Enter through the gates into a private courtyard and open-air atrium with freshwater ponds and fountains. An elevator provides access to the second floor, where a one-of-a-kind living room overlooks the bay with exposed wood beams and tongue-and-groove ceilings. Updated throughout while preserving its original ornate finishes, this level flows from the living and dining rooms into the kitchen with a gas range and dumbwaiter. The bayfront primary suite features an impressive bath with dual vanity areas. Two additional bedrooms share a Jack-and-Jill bath, plus a half bath finishes off the second floor. Halfway down the main staircase is the entrance to one of the favorite rooms in the home: the library. With vaulted ceilings and a fireplace, it is the ultimate setting to work, relax with a good book, or serve as a fifth bedroom. The ground floor offers a separate ensuite guest bedroom, garage with front and rear doors, laundry room with double washers and dryers, and an outdoor kitchen. Outside, a massive 40' x 22' pool features a hot tub and beach-entry shelf. Extensive uplighting and downlighting illuminate the property at night. An additional front lot includes a detached structure currently used as a gym and storage. A once-in-a-lifetime opportunity to own one of Islamorada's most prized bayfront estates.

350 Buttonwood Bight Ln, Tavernier
$999,000
3 Beds ⋅ 2 Baths ⋅ 621074 MLS
Discover easy bayfront living in this beautifully updated townhome at Executive Bay Club, where breathtaking views of Florida Bay take center stage. The open living area and kitchen enjoy beautiful, unobstructed bay views, while the upstairs primary bedroom offers its own spectacular waterfront perspective. The main living level features level tile flooring and a comfortable, inviting layout designed to take full advantage of the setting. Upstairs, you'll find three bedrooms plus a versatile loft and a spacious bath with a jetted tub and separate shower. Executive Bay Club has recently completed significant community improvements, including a replaced and expanded dock, an updated clubhouse, pool, pool deck and pool bathrooms, all completed within the past two years. With these improvements already made, there are no pending assessments. Move-in ready and ideally positioned on Florida Bay, this is a wonderful opportunity to own a waterfront townhome in one of the Keys' most desirable communities. Don't miss your chance to enjoy bayfront living, beautiful sunsets and the relaxed Florida Keys lifestyle at Executive Bay Club.

87200 Overseas Hwy Unit J 6, Islamorada
$795,000
2 Beds ⋅ 3 Baths ⋅ 620945 MLS
Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, peaceful oceanfront community of just 10 townhomes, you'll have a beach, pool and your own slip for boat up to 30'. Spend the day on the water, relax by the pool or head up to the rooftop deck for ocean breezes & a peekaboo water view. There are four balconies - so you can enjoy some shade at any time of day. Although this seller never rented, the home is eligible for a coveted weekly rental license, giving a new owner the flexibility to enjoy it personally while also taking advantage of the strong Keys vacation rental market. The 2 bedroom, 2.5 bath townhome has a comfortable layout, with a private bath for each bedroom, a half bath on the main living level, and *straight interior* stairs rather than a spiral staircase. It's also refreshingly low maintenance, with concrete construction, a concrete roof, impact windows and doors, and an HOA that takes care of the grounds. Because this is a townhome rather than a condo, owners choose how much insurance to carry, and current insurance costs are surprisingly low. It's even in an X flood zone, so no flood insurance is required. Covered parking and an entry from underneath the home are two more practical touches that make coming and going easy, rain or shine. Trailer/boat storage is allowed under the home. The location works just as well by water as it does by land, with fantastic fishing and diving just steps from home and a great Old Highway location close to Founders Park, restaurants and everything you come to Islamorada to enjoy. Breezy and relaxed when you're here, with the ability to generate income when you're not. It's a rare and excellent combination.. good for your heart and your wallet.

136 Aregood Ln, Islamorada
$499,900
2 Beds ⋅ 2 Baths ⋅ 620763 MLS
Welcome to Summer Seas, a desirable waterfront community in the heart of the Florida Keys! This beautifully maintained 2-bedroom, 1.5-bath condominium offers the perfect blend of comfort, convenience, and island living. Enjoy a bright and inviting layout with an open living area, comfortable bedrooms, and a private balcony to relax and take in the tropical surroundings. The community features waterfront amenities, including a marina, pool, and easy access to the beautiful waters of the Florida Keys. Conveniently located near restaurants, shopping, boating, and everything Islamorada and Tavernier have to offer. Whether you are looking for a full-time residence, vacation getaway, or investment opportunity, this charming Keys retreat is ready to welcome you home.

88500 Overseas Highway Unit 208, Tavernier
$6,000,000
4 Beds ⋅ 6 Baths ⋅ 620708 MLS
Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless luxury both on and off the water. Filled with natural light, the open-concept floor plan showcases soaring ceilings, walls of glass, and seamless indoor-outdoor living that frames beautiful water views throughout the home. At the heart of the residence, the gourmet chef's kitchen is beautifully appointed with premium appliances, including dual ovens, two dishwashers, generous preparation space, and an oversized island that effortlessly connects the living and dining areas, creating the perfect setting for entertaining family and friends. Step outside to an expansive covered terrace complete with a built-in barbecue, outdoor refrigerator, and multiple gathering spaces overlooking the resort-style saltwater pool and spa, lush tropical landscaping, and tranquil waterfront. Whether hosting sunset cocktails or enjoying a quiet morning coffee, every space has been designed to embrace the relaxed elegance of the Florida Keys. The thoughtfully designed floor plan offers four spacious bedrooms, four full baths, two half baths, a private elevator, and a luxurious primary suite featuring separate his-and-her walk-in closets. A spacious secondary living area, currently enjoyed as a waterfront fitness studio, offers endless possibilities as a media room, family room, home office, or guest retreat. For boating enthusiasts, this property is truly exceptional. Boasting 140 feet of protected dockage, a boat lift, five garages with direct canal-side access, and quick, easy access to the Atlantic Ocean, it is perfectly suited for everything from offshore fishing adventures to leisurely days on the water. Surrounded by beautifully established tropical gardens with irrigation and meticulously maintained grounds, this remarkable waterfront estate offers the perfect balance of privacy, sophistication, and relaxed coastal living

202 Plantation Shores Dr, Tavernier
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 620649 MLS
Welcome to Ocean Harbour, one of Islamorada's premier communities! This unique 4 Bedroom, 3 Bathroom expansive 2668sqft condominium offers a desirable split floor plan with an open kitchen, dining room and living area, impact windows and doors, new a/c and water heater along with an enclosed air-conditioned porch, all overlooking breathtaking views of the Atlantic Ocean. Enjoy the convenience of a private rear entry staircase leading directly to your 50' boat slip (#27), nestled in the expansive marina. Additional perks include storage room and covered parking. Set on 12 acres of lush tropical grounds, Ocean Harbour offers endless amenities including a heated swimming pool, hot tub, sandy beach, boat ramp, trailer storage, tennis and pickleball courts, clubhouse, and a fitness center with ocean views. Enjoy nearby Florida Bay access through Snake Creek offering offshore or backcountry fishing and numerous delicious waterfront restaurants. This property truly offers the best of Keys living!

87851 Old Hwy Unit P3, Islamorada
$619,995
2 Beds ⋅ 2 Baths ⋅ 620555 MLS
Welcome to Futura Yacht Club! Your island getaway awaits in this highly desirable Plantation Key community. Unit 304 is a 2 bed, 2 bath, beautifully maintained condo. Florida Bay views make this third floor perch heavenly. A hideaway murphy bed is an additional feature adding to the desirability of this coastal condo as an ideal second home or rental. Owners and renters benefit from extensive community amenities, including a boat ramp, on-site boat and trailer storage, a large pool with adjacent club area, kayak storage, paddleball and basketball courts, and well-maintained grounds with shaded picnic spots. The on-site management team maintains the serenity of this community. This immaculate condo is being sold fully furnished. Futura is the place to be for boating, with short run times to the Ocean and Florida Bay. Easy boating and spectacular Florida Bay sunsets make for a beautiful investment in island living.

88540 Overseas Hwy Unit APT 304, Islamorada
$599,000
2 Beds ⋅ 2 Baths ⋅ 620393 MLS
Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a generously sized guest bedroom and full bathroom, and a thoughtfully finished loft accessed from the hallway that serves as an ideal bonus sleeping area or home office. Step outside and enjoy the exceptional amenities that make Executive Bay Club one of Islamorada's most sought-after waterfront communities. Residents have access to the newly expanded first-come, first-serve dockage, a bayfront beach area, unforgettable sunsets, and a new heated swimming pool complete with an updated pool deck, clubhouse and bath facilities, pickleball and tennis courts, kayak storage and 24/7 staffed gated entry. Whether you're searching for a full-time residence, vacation retreat, or investment opportunity, this welcoming townhouse offers the ideal blend of island charm to enjoy the Florida Keys lifestyle.

87200 Overseas Hwy Unit D3, Islamorada
$13,900,000
6 Beds ⋅ 9 Baths ⋅ 620077 MLS
Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through a private gate to discover a secluded retreat where every detail has been curated for relaxed coastal living. For boaters, the new boat dock offers immediate access to Florida Bay and immediate Atlantic Ocean access through nearby Snake Creek. The welcome package also includes a newer 34' Edgewater with twin 400 hp Yahamas, a pair of Waverunners and UTV tow vehicle, plus fishing rods, kayaks, paddle boards, and bicycles to enjoy everything Islamorada has to offer. The 100 ft. long resort-style pool with large spa create the centerpiece of the property, surrounded by multiple lounging areas, outdoor kitchen with covered bar, shady terraces and intimate gathering spaces. The estate's flexible layout includes two full homes--a 2/2.5 with ground level living, and a 3/3.5 tri-level--plus a 1/1.5 media house with 2-car garage, all with classic island character. Both homes offer chef kitchens with high-end appliances including SubZero and La Cornue. Not only is this estate ready for fun, it's also ready to enjoy with furniture, decor, kitchenware and even linens included! This remarkable property encompasses 2 acres of upland, 1.2 acres of baybottom, a separate buildable lot, plus valuable development rights. It is also conveniently located next to Islamorada's crown jewel Founder's Park for near instant access to seasonal festivals, sports fields, dog park, playground, tennis and pickleball courts and much more. All of these features elevate the property into a true legacy holding--ideal as a luxury residence, family compound, or private retreat.

139 Gimpy Gulch Dr, Islamorada
$26,400,000
7 Beds ⋅ 10 Baths ⋅ 620022 MLS
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

89505 Old Hwy, Tavernier
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