21

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

    79775 Overseas 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

    $4,000,000

    New Construction $200K PRICE INCREASE
    • 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
  • /33

    $3,995,000

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

    87445 Old Hwy, Islamorada, FL 33036

    Discover a rare opportunity to own an exceptional oceanfront estate in the heart of Islamorada that seamlessly combines luxury living with an established, successful vacation rental history. Situated on 1.82 private acres with approximately 225 feet of ocean frontage, this Residential Estate-zoned property is currently licensed for legal 7-day vacation rentals, making it one of the limited number

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

    87445 Old Hwy, 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
  • /78

    $3,950,000

    New Construction $150K PRICE INCREASE
    • 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
  • /16

    $975,000

    • Land
    • 4.77 Acres
    • $204,403 per Acre

    Unlisted Address

    This is a one of a kind property in all of the Keys. its 4.77 acres of Hardwood Hammock zoned Improved Subdivision with an elevation between 9.8 to 11.19 feet above sea level. This means you can build your home on the ground without the need for two stories. Imagine a home in the middle of this pristine acreage in the heart of Key Largo.There is no other property like this. Water and Sewer lines

    Tony Angella Northgate Realty LLC

    Unlisted Address
  • /84

    $4,000,000

    New Construction $200K PRICE INCREASE
    • 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
  • /34

    $2,485,000

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

    81250 Overseas Hwy Unit 2, Islamorada, FL 33036

    Refined coastal living at Tarpon Flats, Islamorada's most exclusive bayfront enclave. This intimate, gated community consists of just 12 luxury residences spread across four beautifully landscaped acres. A stately paver driveway welcomes you to impeccably manicured grounds, where the charm of Old Florida meets the timeless elegance of Nantucket. This three-story home offers a thoughtful layout

    Drew Moret Coastal Realty of the Florida Keys

    81250 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /120

    $13,900,000

    $1M PRICE DROP
    • 6 Beds
    • 9 Baths
    • 6,573 Sq Ft

    139 Gimpy Gulch Dr, Islamorada, FL 33036

    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

    Brett Newman Coldwell Banker Schmitt Islamorada

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

    $13,750,000

    • 5 Beds
    • 7 Baths
    • 5,489 Sq Ft

    19 Avacado St, Islamorada, FL 33036

    Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    19 Avacado St, Islamorada, FL 33036
  • /7

    $1,200,000

    $300K PRICE DROP
    • Land
    • 22 Acres
    • $54,545 per Acre

    99 Don Quixote Key Big Pine Key, Other City - In the State of Florida, FL 33043

    ADDRESS: 99 DON QUIXOTE KEY Big Pine Key Fl. 33043 DISTANCE FROM HOMESTEAD ( Miami Dade ) to BAHIA HONDA : 1:57 hours by car. DISTANCE OF THE “BIG PINE KEY”: 10 minutes.

    Isabel Barreto Realty World Executive Homes

    99 Don Quixote Key Big Pine Key, Other City - In the State of Florida, FL 33043
  • /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
  • /43

    $15,950,000

    • 6 Beds
    • 7 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
  • /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
  • /100

    $18,999,000

    $501K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,054 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

    Michaela Walters Ocean Sothebys Intl Realty

    87429 Old 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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