19

Plantation Key, FL Homes for Sale with Acreage

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  • /100

    $29,500,000

    • 6 Beds
    • 6 Baths
    • 3,104 Sq Ft

    79775 Overseas Hwy, Islamorada, FL 33036

    A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the famous Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    (855) 951-5685

    79775 Overseas Hwy, Islamorada, FL 33036
  • /105

    $18,999,000

    New Construction $496K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 6,692 Sq Ft

    87429 Old Hwy, Islamorada, FL 33036

    A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound. The grand porte-cochère entry sets the tone, leading to a single-level

    TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

    87429 Old Hwy, Islamorada, FL 33036
  • /185

    $42,000,000

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

    88041 Old Hwy, Islamorada, FL 33036

    Coccoloba: Awarded Florida's ASLA Garden of the Year. A once-in-a-lifetime opportunity to own one of Florida's most distinguished oceanfront estates, a secluded sanctuary where visionary design meets botanical perfection. Nestled on over five acres of waterfront bliss, this architectural triumph—conceived by the acclaimed Siskind Architects—is a symphony of elegance, privacy, and coastal

    Eric Rizzo Ocean Sotheby's International Realty

    88041 Old Hwy, Islamorada, FL 33036
  • /20

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy Unit 218, Islamorada, FL 33036

    Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse Style Experience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea! Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

    Florentina Antigua EXP Realty LLC

    87465 Old Hwy Unit 218, Islamorada, FL 33036
  • /92

    $3,495,000

    • 4 Beds
    • 4.5 Baths
    • 2,539 Sq Ft

    80639 Old Hwy Unit 201, Islamorada, FL 33036

    Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open

    Jennifer Gomez EXP Realty, LLC

    80639 Old Hwy Unit 201, Islamorada, FL 33036
  • /82

    $3,800,000

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

    82779 Old Hwy Unit 8, Islamorada, FL 33036

    The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    82779 Old Hwy Unit 8, Islamorada, FL 33036
  • /60

    $24,995,000

    • 7 Beds
    • 10.5 Baths
    • 10,182 Sq Ft

    82719 Old Hwy, Islamorada, FL 33036

    Experience unparalleled oceanfront living at the Chateau on the Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living reflects the sophistication of what has been referred to as the Hamptons of Miami. From the moment you arrive, a striking sense of privacy, scale, and intention is evident, with architecture and surroundings that feel truly

    Pamela DiMartino Coldwell Banker Realty - Aventura

    82719 Old Hwy, Islamorada, FL 33036
  • /79

    $3,800,000

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

    82779 Old Hwy Unit 14, Islamorada, FL 33036

    The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    82779 Old Hwy Unit 14, Islamorada, FL 33036
  • /25

    $6,750,000

    • Land
    • 7.78 Acres
    • $867,084 per Acre

    82900 Old Hwy, Islamorada, FL 33036

    OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

    Karan Moeller Ocean Sotheby's International Realty

    82900 Old Hwy, Islamorada, FL 33036
  • /26

    $22,500,000

    New Construction
    • 7 Beds
    • 9 Baths
    • 8,878 Sq Ft

    81486 Overseas Hwy, Islamorada, FL 33036

    Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air

    Kelly Shaw Pa American Caribbean Real Estate, Christie's International Real Estate

    81486 Overseas Hwy, Islamorada, FL 33036
  • /67

    $2,290,000

    $210K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,336 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

    AJ Vetter Palm House Real Estate

    81250 Overseas Hwy Unit 5, Islamorada, FL 33036
  • /44

    $15,950,000

    • 6 Beds
    • 7.5 Baths
    • 6,680 Sq Ft

    20 Avacado St, Islamorada, FL 33036

    BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWSWelcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters. The

    Steven Koleno Beycome of Florida, LLC

    20 Avacado St, Islamorada, FL 33036
  • /84

    $3,800,000

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

    82779 Old Hwy Unit 7, Islamorada, FL 33036

    The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    82779 Old Hwy Unit 7, Islamorada, FL 33036
  • /39

    $6,900,000

    $850K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,485 Sq Ft

    82749 Old Hwy, Islamorada, FL 33036

    Welcome to Casa Mar Azul, a one-of-a-kind oceanfront estate located along the iconic Old Highway in Islamorada — a rare offering with 200 feet of oceanfront shoreline, a private jetty with dockage, and breathtaking panoramic views of the Atlantic Ocean. This elegant coastal retreat blends indoor-outdoor living with an open floor plan and soaring vaulted tongue-and-groove ceilings that bring

    Alina Davis Coldwell Banker Schmitt Islamorada

    82749 Old Hwy, Islamorada, FL 33036
  • /120

    $14,900,000

    • 6 Beds
    • 9 Baths
    • 6,573 Sq Ft

    139 Gimpy Gulch Dr, Islamorada, FL 33036

    Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity

    Brett Newman Coldwell Banker Schmitt Islamorada

    139 Gimpy Gulch Dr, Islamorada, FL 33036
  • /65

    $7,400,000

    $2M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,764 Sq Ft

    80201 Overseas Hwy, Islamorada, FL 33036

    Experience Islamorada living at its absolute finest with this remodeled oceanfront estate. Situated on 200 feet of sandy waterfront with unobstructed views of the Atlantic Ocean and Alligator Reef Lighthouse, this ground-level residence is designed for resort-style living. Inside, the home features 5 spacious ensuite bedrooms and 5.5 baths, highlighted by a luxurious primary suite with a coffee

    Seanna Lindback Sea Haven Realty, Inc.

    80201 Overseas Hwy, Islamorada, FL 33036
  • /33

    $3,995,000

    $500K PRICE DROP
    • 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,

    Cheri Tindall American Caribbean Real Estate, Christie's International Real Estate

    87445 Old Hwy, Islamorada, FL 33036
  • /26

    $2,650,000

    • Land
    • 1.42 Acres
    • $1,865,630 per Acre

    76291 Overseas Hwy, Islamorada, FL 33036

    100 x 717 ft lot approximately 1.66 acres ocean front with real sand on the beach on Lower Matecumbe in Islamorada MM76.2. Remains of prior Utility building on property. incredible location for an ocean front beach front micro-estate in the Village of Islamorada.

    Keith Allen Coastal Realty of the Florida Keys

    76291 Overseas Hwy, Islamorada, FL 33036
  • /82

    $3,800,000

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

    82779 Old Hwy Unit 15, Islamorada, FL 33036

    The Villas at the Islands of Islamorada is a meticulously designed, private gated community now offering fee-simple waterfront single family residences. Every comfort considered and exuding coastal living with stunning ocean views. Four bedrooms, four and one-half bathrooms three-floor villa offers 2,574 sq ft of interior plus 1,169 sq ft patios. Contemporary island architecture with an open,

    The Florida Keys Sold Sisters Ocean Sotheby's International Realty

    82779 Old Hwy Unit 15, Islamorada, FL 33036
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