38

Plantation Key, FL Houses for Sale

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  • /49

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    192 E Ridge Rd, Islamorada, FL 33036

    Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamorada's most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home

    Agent Photo

    Pierre Bellion

    Ocean Sotheby's International Realty

    (786) 840-9826

    192 E Ridge Rd, Islamorada, FL 33036
  • /57

    $2,695,000

    • 4 Beds
    • 4 Baths
    • 2,728 Sq Ft

    82762 Overseas Hwy Unit 3, Islamorada, FL 33036

    Open Bay Views, Boat Dockage and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom home in Madeira Bay is your dream come true! Enjoy open water views from the porch, living room, kitchen, loft and bedroom plus soaring ceilings and lots of living space. The Madeira

    Brett Newman Coldwell Banker Schmitt Islamorada

    82762 Overseas Hwy Unit 3, Islamorada, FL 33036
  • /53

    $3,275,000

    • 4 Beds
    • 3 Baths
    • 2,782 Sq Ft

    109 South Dr, Islamorada, FL 33036

    Located in a private, gated community in the heart of Islamorada, 109 South Drive is a rare waterfront retreat that perfectly blends luxury, comfort, and the ultimate Florida Keys lifestyle. The main home features 4 spacious bedrooms and 3.5 beautifully designed bathrooms upstairs, while a separate 1-bedroom, 1-bath apartment downstairs offers privacy for guests or rental potential. Enjoy a

    Derek Rodberg Coastal Realty of the Florida Keys

    109 South Dr, Islamorada, FL 33036
  • /92

    $5,990,000

    • 4 Beds
    • 4.5 Baths
    • 2,574 Sq Ft

    82779 Old Hwy Unit 3, Islamorada, FL 33036

    Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms,

    Richard Lemon Serhant Florida LLC - Delray Beach Office

    82779 Old Hwy Unit 3, Islamorada, FL 33036
  • /79

    $5,299,000

    • 6 Beds
    • 5 Baths
    • 4,964 Sq Ft

    153 Stromboli Dr, Islamorada, FL 33036

    Exquisite Tri-Level Waterfront Estate in Islamorada!Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence boasts an open-concept floor plan with soaring ceilings, a fireplace and a grand living area.Enjoy seamless

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    153 Stromboli Dr, Islamorada, FL 33036
  • /61

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,072 Sq Ft

    81250 Overseas Hwy Unit 5, Islamorada, FL 33036

    Only sophistication and class represented in Islamorada's most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off it's manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique

    Drew Moret Palm House Real Estate

    81250 Overseas Hwy Unit 5, Islamorada, FL 33036
  • /59

    $2,800,000

    • 3 Beds
    • 3.5 Baths
    • 4,537 Sq Ft

    33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036

    Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worlda'a stunning Key West-style home nestled amidst lush greenery in an exclusive gated bayfront private club community. This residence is more than just a home; it's a lifestyle defined by serenity, elegance, and the natural beauty of

    Eric Rizzo Ocean Sotheby's International Realty

    33 Pen Key Dr, Upper Matecumbe Key Islamorada, FL 33036
  • /63

    $6,750,000

    • 6 Beds
    • 5 Baths
    • 4,566 Sq Ft

    83407 Old Hwy, Islamorada, FL 33036

    This breathtaking three-story beachfront home boasts six spacious bedrooms and five lavish bathrooms and three living rooms, perfectly blending resort-style living with the utmost comfort. Located in a serene cove with a pristine natural beach, the home features floor-to-ceiling windows that offer stunning 180-degree panoramic views of the ocean. Every corner is meticulously designed with

    Leslie Leopold Ocean Sotheby's International Realty

    83407 Old Hwy, Islamorada, FL 33036
  • /11

    $4,100,000

    • 1 Bed
    • 1 Bath
    • 946 Sq Ft

    150 List St, Islamorada, FL 33036

    This remarkable 34,000 sq ft lot on the Florida Bay is a true paradise for anyone seeking a waterfront lifestyle in the heart of Islamorada, specifically Upper Matecumbe. With expansive open water views, this property offers an idyllic setting to enjoy the natural beauty of the Florida Bay.One of the key highlights of the lot is its exceptional dockage, (65 ft), which has previously accommodated

    James Mooney Jr. Ocean Sotheby's International Realty

    150 List St, Islamorada, FL 33036
  • /62

    $6,600,000

    • 3 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    100 List St, Islamorada, FL 33036

    Built in 2014, Bahia Bonita is an ultra-private bayfront estate in the heart of downtown Islamorada designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views from every room. If you have been wishing for an exceptional piece of Florida Keys paradise where natural beauty and luxury living meet modern, solid concrete construction, this

    Brett Newman Coldwell Banker Schmitt Islamorada

    100 List St, Islamorada, FL 33036
  • /31

    $3,150,000

    • 4 Beds
    • 5 Baths
    • 2,576 Sq Ft

    105 Carroll St Unit 6, Islamorada, FL 33036

    NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area

    Ralph Sanchez Century 21 All Keys Inc (KW)

    105 Carroll St Unit 6, Islamorada, FL 33036
  • /35

    $1,300,000

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft

    81216 Old Hwy, Islamorada, FL 33036

    Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances.

    Charlotte Porter Coldwell Banker Schmitt Islamorada

    81216 Old Hwy, Islamorada, FL 33036
  • /44

    $1,160,000 Open Sat 11AM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,808 Sq Ft

    82260 Overseas Hwy, Islamorada, FL 33036

    Paradise Found: Renovated Jungle Treehouse! Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living. Perfectly situated on a sprawling 15k+ square-foot lot, this property offers an unparalleled combination of elegance, privacy, and tropical charm. NEW 2024

    Andre Huyghues Despointes Sutter & Nugent LLC

    82260 Overseas Hwy, Islamorada, FL 33036
  • /43

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 2,128 Sq Ft

    100 Seashore Dr, Islamorada, FL 33036

    Welcome to Turtle's Nest, a charming home offering the perfect blend of comfort, flexibility, and Florida Keys lifestyle, all set on an oversized, lushly landscaped corner lot in the heart of Islamorada. A 3 Beds - 2 Baths + Office & Two-Car Garage - 2,128 Sq. Ft. under Air conditioning on an oversized, 12,300 Sq. Ft. lot. This beautifully maintained home with a private office/flex space features

    Trent Shaw American Caribbean Real Estate, Christie's International Real Estate

    100 Seashore Dr, Islamorada, FL 33036
  • /39

    $850,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    128 E Ridge Rd, Islamorada, FL 33036

    Welcome To This Well Kept Old Florida Charm Home located in the Heart of Islamorada. This home features enchanting outdoor entertainment areas with the front yard fountain and screened in and open veranda and a covered parking area for your car. Enter into the open living, kitchen, dining area. Updated kitchen has stainless steel appliances, Built in pantry. Leading out to the backyard oasis of

    Diana Fiddes Coldwell Banker Schmitt Key Largo

    128 E Ridge Rd, Islamorada, FL 33036
  • /34

    $1,400,000

    • 3 Beds
    • 3 Baths
    • 897 Sq Ft

    131 N Ocean Ln, Islamorada, FL 33036

    Located in downtown Islamorada, this property offers an ideal lifestyle with a great floor plan for work-life balance. The separate office guest quarters overlooking the pool creates a perfect work environment. This home offers 3 bedrooms & 3 bathrooms, and a split floor plan, ideal for a family that is looking for privacy and space. Enjoy the large private inground pool, & outdoor

    Charlotte Porter Coldwell Banker Schmitt Islamorada

    131 N Ocean Ln, Islamorada, FL 33036
  • /43

    $1,275,000

    • 2 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    116 Anglers Way, Islamorada, FL 33036

    Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether you're looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a

    Kimberly Gray LoKation Real Estate

    116 Anglers Way, Islamorada, FL 33036
  • /2

    $1,199,999

    • 2 Beds
    • 2.5 Baths
    • 1,376 Sq Ft

    102 Anglers Way, Islamorada, FL 33036

    ANGLERS REEF HOMEf, Islamorada's Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy

    Scott Ofstein Berkshire Hathaway Florida Realty

    102 Anglers Way, Islamorada, FL 33036
  • /2

    $1,999,999

    • 2 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    144 Anglers Way, Islamorada, FL 33036

    ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK in Islamorada.7 DAY RENTALS ALLOWED. Dock accommodates up to a 31' boat. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches & a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef, half way between Miami & Key West. This property contains 2 large bedroom suites on the 2nd floor. Home looks out to the

    Scott Ofstein Berkshire Hathaway Florida Realty

    144 Anglers Way, Islamorada, FL 33036
  • /147

    $29,500,000

    • 7 Beds
    • 10 Baths
    • 8,680 Sq Ft

    82719 Old Hwy, Islamorada, FL 33036

    Showcasing an oasis of distinguished elegance and prime coastal beach charm, this extraordinary property spans over 40,000 square feet of exquisite indoor and outdoor living spaces. It masterfully combines the sophistication of the Hamptons with the irresistible allure of the Florida Keys. Every detail has been meticulously crafted for discerning taste, from the shimmering mosaic fountains and

    Richard Lemon Serhant

    82719 Old Hwy, Islamorada, FL 33036
  • /40

    $925,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    81120 Old Hwy, Islamorada, FL 33036

    Historic and charming 1936 Red Cross Home - Fully Remodeled - on 1/2 acre - in the heart of town! Step into history with this beautifully remodeled 1936 Red Cross home, originally built by the Red Cross to shelter hurricane survivors. Constructed entirely of concrete, including a solid concrete roof topped with durable metal, this home is built to last. Modern upgrades include impact windows and

    Christy Hughes Coldwell Banker Schmitt Islamorada

    81120 Old Hwy, Islamorada, FL 33036
  • /31

    $865,000

    • 2 Beds
    • 2 Baths
    • 1,095 Sq Ft

    100 Parker Dr, Islamorada, FL 33036

    Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamorada's most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of island charm and small-town community living.This partially updated retreat boasts a private,

    Krissy Carnahan Realty ONE Group Destination (ISL)

    100 Parker Dr, Islamorada, FL 33036
  • /184

    $42,000,000

    • 6 Beds
    • 9 Baths
    • 9,843 Sq Ft

    88041 Old Hwy, Islamorada, FL 33036

    An exquisite masterpiece of coastal luxury crafted by visionaries to create the ultimate secluded paradise. This architectural gem, designed by the renowned Siskind architects Bruce Carlson and Steve Siskind, offers an extraordinary lifestyle in an over five-acre waterfront oasis. Raymond Jungles' landscape mastery frames the canvas, while Sam Robin's interior magic awaits within. Experience

    Eric Rizzo Ocean Sotheby's International Realty

    88041 Old Hwy, Islamorada, FL 33036
  • /47

    $1,740,000

    • 3 Beds
    • 3 Baths
    • 1,568 Sq Ft

    143 Palermo Dr, Islamorada, FL 33036

    Venetian Shores location for under $2M! This spacious and solid concrete house has an excellent location right off Snake Creek for fast access to both Ocean & Bay, fuel, bait and provisions. Enjoy 70' of commercially zoned dockage in the best Islamorada location available! Upstairs features an open floor plan with gourmet kitchen and breakfast bar, office area, bonus room, roomy bedrooms and

    The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

    143 Palermo Dr, Islamorada, FL 33036
  • /139

    $25,000,000

    • 7 Beds
    • 9.5 Baths
    • 6,935 Sq Ft

    82768 Overseas Hwy, Islamorada, FL 33036

    Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the

    The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

    82768 Overseas Hwy, Islamorada, FL 33036
  • /90

    $11,000,000

    • 6 Beds
    • 9 Baths
    • 7,160 Sq Ft

    180 Galleon Rd, Islamorada, FL 33036

    Modern luxury meets barefoot elegance in this oceanfront masterpiece in Islamorada! Stunning ocean views can be seen from almost every room in this spectacular home. Designed for casual living and entertaining, indoor and outdoor living is seamless and allows for year round enjoyment of the Florida Keys lifestyle. Open ocean views, 380 ft. of dockage with power and water and a cut in boatslip

    Alina Davis Coldwell Banker Schmitt Islamorada

    180 Galleon Rd, Islamorada, FL 33036
  • /42

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    115 Toner Ln, Islamorada, FL 33036

    Escape to paradise in this stunning Islamorada retreat! This beautiful professionally remodeled, low maintenance, 2-bedroom, 2-bathroom concrete home offers the perfect blend of modern luxury and tropical tranquility. Featuring an updated metal roof, new impact windows and doors, all new plumbing and electric with a brand-new A/C unit, this home is ready to enjoy the island lifestyle starting on

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    115 Toner Ln, Islamorada, FL 33036
  • /36

    $1,500,000

    • 2 Beds
    • 2.5 Baths
    • 1,137 Sq Ft

    120 Anglers Way, Islamorada, FL 33036

    Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with

    Scot Drucker Compass Florida, LLC.

    120 Anglers Way, Islamorada, FL 33036
  • /104

    $4,950,000

    • 5 Beds
    • 6 Baths
    • 4,100 Sq Ft

    117 Leoni Dr, Islamorada, FL 33036

    Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes

    Mike Jones Fairchild Partners, Inc.

    117 Leoni Dr, Islamorada, FL 33036
  • /33

    $4,995,000

    • 5 Beds
    • 4 Baths
    • 4,014 Sq Ft

    87445 Old Hwy, Islamorada, FL 33036

    This stunning property spans 1.82 acres and is ideally located on the ocean in the heart of Islamorada, Florida Keys. A gated entry welcomes you leading to a Royal Palm-lined circular driveway up to a portico providing a grand entrance. Upon entering the foyer, the wrought iron staircase sets the stage for the impressive interior.With five spacious bedrooms and four well-appointed bathrooms, this

    Cheri Tindall Ocean Sotheby's International Realty

    87445 Old Hwy, Islamorada, FL 33036
  • /32

    $700,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    110 Knowles St, Islamorada, FL 33036

    This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards

    Lara Rutskin Coldwell Banker Schmitt Real Estate Co.

    110 Knowles St, Islamorada, FL 33036
  • /41

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    110 Pippin Dr, Islamorada, FL 33036

    Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    110 Pippin Dr, Islamorada, FL 33036
  • /129

    $9,950,000

    • 6 Beds
    • 7 Baths
    • 6,866 Sq Ft

    82238 Overseas Hwy, Islamorada, FL 33036

    This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the

    Cheri Tindall Ocean Sotheby's International Realty

    82238 Overseas Hwy, Islamorada, FL 33036
  • /62

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft

    87200 Overseas Hwy, Islamorada, FL 33036

    All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

    Ivette Agusti Premier Properties

    87200 Overseas Hwy, Islamorada, FL 33036
  • /81

    $4,250,000

    • 4 Beds
    • 4.5 Baths
    • 2,574 Sq Ft

    82779 Old Hwy Unit 8, Islamorada, FL 33036

    Richard Lemon Serhant Florida LLC - Delray Beach Office

    82779 Old Hwy Unit 8, Islamorada, FL 33036
  • /67

    $5,990,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,574 Sq Ft

    82779 Old Hwy Unit 21, Islamorada, FL 33036

    Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms,

    Richard Lemon Serhant Florida LLC - Delray Beach Office

    82779 Old Hwy Unit 21, Islamorada, FL 33036
  • /85

    $6,950,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,790 Sq Ft

    168 Galleon Rd, Islamorada, FL 33036

    Southern Shore - A Modern Coastal Masterpiece Nestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living.

    Kim Thaler Ocean Sotheby's International Realty

    168 Galleon Rd, Islamorada, FL 33036
  • /57

    $14,500,000 New Construction

    • 5 Beds
    • 8 Baths
    • 9,011 Sq Ft

    87895 Old Hwy, Islamorada, FL 33036

    Nestled in the panoramic setting of Islamorada, Florida, the brand new construction at 87895 Old Hwy offers a premium blend of luxury, privacy, and elegant island living. Sprawled over two acres on the azure Atlantic, this opulent abode stretches a massive 9,011 sq ft under air, extending to over 15,000 sq ft under roof. The expansive property includes five spacious bedrooms, five

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    87895 Old Hwy, Islamorada, FL 33036
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