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Newest Homes for Sale in Plantation Key, FL

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  • /79

    $630,000

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft

    87200 Overseas Hwy Unit N2, Islamorada, FL 33036

    Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along

    Barbara Eads Barbara Eads Realty Inc.

    87200 Overseas Hwy Unit N2, Islamorada, FL 33036
  • /53

    $2,495,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 1,829 Sq Ft

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036

    Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes

    Agent Photo

    Pierre-Marc Bellion

    Ocean Sotheby's International Realty

    81906 Overseas Hwy Unit 2, Islamorada, FL 33036
  • /92

    $24,995,000

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

    87895 Old Hwy, Islamorada, FL 33036

    Newly completed private oceanfront estate on 2+ acres in Plantation Key, offering an extraordinary combination of scale, privacy, dockage, and resort-style living in the heart of the Florida Keys. Designed for luxury coastal living, entertaining, and extended stays, this exceptional estate features over 9,000 sq. ft. of interior living space and more than 15,000 sq. ft. under roof. Set behind a

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    87895 Old Hwy, Islamorada, FL 33036
  • /16

    $549,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    87455 Old Hwy 229 Hwy Unit 229, Plantation Key, FL 33036

    Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

    Jose Medina Main Assets Corp

    87455 Old Hwy 229 Hwy Unit 229, Plantation Key, FL 33036
  • /32

    $549,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036

    Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows

    Jose Medina Main Assets Corp

    87455 Old Hwy 229 Hwy 229 Unit 229, Plantation Key, FL 33036
  • /50

    $443,000

    $17K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    87465 Old Hwy Unit 215, Islamorada, FL 33036

    WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR

    Anthony Garcia The Keyes Company

    87465 Old Hwy Unit 215, Islamorada, FL 33036
  • /36

    $443,000

    $17K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy 215 Hwy 215 Unit 215, Plantation Key, FL 33036

    WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

    Anthony Garcia The Keyes Company

    87465 Old Hwy 215 Hwy 215 Unit 215, Plantation Key, FL 33036
  • /36

    $443,000

    $17K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 981 Sq Ft

    87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036

    WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS

    Nancy Garcia The Keyes Company

    87465 Old Hwy 215 Hwy Unit 215, Plantation Key, FL 33036
  • /37

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,525 Sq Ft

    189 E Carroll St, Islamorada, FL 33036

    Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and

    James Mooney Jr. P.A. Moorings Realty, Inc

    189 E Carroll St, Islamorada, FL 33036
  • /40

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 1,550 Sq Ft

    191 Carroll St, Islamorada, FL 33036

    Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family. Built with solid concrete

    James Mooney Jr. P.A. Moorings Realty, Inc

    191 Carroll St, Islamorada, FL 33036
  • /39

    $1,199,990

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

    111 Anglers Way, Islamorada, FL 33036

    Your dream getaway in the heart of the Florida Keys! This light-filled, spacious 2br/2bth home is located in the highly sought-after Angler's Reef community in Islamorada. Fully furnished, tastefully decorated and turnkey, this well-maintained property is perfect for ocean lovers or savvy investors alike.With over 12 years in a successful vacation rental program and an active vacation rental

    Rosana Velilla Serrano & Associates Real Estate, LLC

    111 Anglers Way, 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
  • /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
  • /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
  • /2

    $350,000

    • Land
    • 37,126 Sq Ft
    • $410,656 per Acre

    80939 Overseas Hwy, Islamorada, FL 33036

    6 transient unit dry building rights in Islamorada. These transient units are for hotel rentals ,motel and rv. There is a total of six transients units available. The price is 350,000 each.

    Danny Sanchez Century 21 All Keys Inc (KW)

    80939 Overseas Hwy, Islamorada, FL 33036
  • /54

    $2,400,000

    $500K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,309 Sq Ft

    316 North Dr, Islamorada, FL 33036

    Simply the best location, exclusive & extremely private. This is a rare find and a single-family home that's rarely available. It's tucked away in the prestigious ''Plantation Lake Estates,'' a highly sought-after gated community with an on-site boat ramp and park. This Coastal-Styled Beach Home is in a prime location at Mile Marker 87, across the street from Founders Park, which has a beach,

    Anthony Askowitz RE/MAX All Keys Real Estate

    316 North Dr, Islamorada, FL 33036
  • /2

    $450,000

    $25K PRICE DROP

    1 Waterfront Tdr, Lower Matecumbe, FL 33036

    Start building immediately with this Waterfront TDR for use in the Village of Islamorada for a Single Family Residence on the water!Buyer has to verify with the Village if TDR is applicable to vacant lot.Buyer has to pay all closing costs associated with the transaction and the transfer fees to the Village.The letter of Development Rights Determination from the Village is on file and

    Agent Photo

    Bettina Garber

    Ocean Sotheby's International Realty

    1 Waterfront Tdr, Lower Matecumbe, FL 33036
  • /29

    $428,000

    $72K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    87455 Old Hwy Unit 248, Islamorada, FL 33036

    THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000. THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

    Anthony Garcia The Keyes Company

    87455 Old Hwy Unit 248, Islamorada, FL 33036
  • /3

    $2,000,000

    • Land
    • 17,499 Sq Ft
    • $4,978,286 per Acre

    0 Overseas Hwy, Islamorada, FL 33036

    Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180 ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings,

    Randy Selden Century 21 Circle- Islamorada

    0 Overseas Hwy, Islamorada, FL 33036
  • /40

    $1,590,000

    New Construction $109K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

    Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features

    AJ Vetter Palm House Real Estate

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
  • /30

    $20,000

    • 5 Beds
    • 4.5 Baths

    128 Leoni Dr, Islamorada, FL 33036

    SPECTACULAR VENETIAN SHORES HOME! 70' concrete dock on deep water canal which opens directly to Snake Creek for quick and easy access to bay or ocean; Furnished; 5 bedrooms/4.5 baths; private master retreat with gorgeous bath on third level; marble floors throughout; elevator; FABULOUS chef's kitchen with Wolf gas range and huge island; large terraces and fantastic entertaining spaces; Sonos

    Emily Romberg Real Estate Sales Force - Coral Gables

    128 Leoni Dr, 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
  • /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

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