2,962

Plantation Key, FL Homes

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  • /46

    $937,000

    • 2 Beds
    • 3 Baths
    • 1,403 Sq Ft

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036

    Come live your best life - RIGHT ON THE BEACH! Enjoy SUNSETS, big views, DOCKAGE and the ideal Islamorada location. Boaters enjoy immediate BAY access and quick and easy OCEAN access via Snake Creek to the south and Tavernier Creek to the north. You'll be at all your favorite fishing, diving and dining spots in no time at all. Or - stay home and enjoy the beach right outside your door!

    Christy Hughes Coldwell Banker Schmitt Islamorada

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036
  • /97

    $565,000 Sold Mar 21, 2025

    • 1,355 Sq Ft
    • $417/SF
    • 229 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    87200 Overseas Hwy Unit N9, Islamorada, FL 33036

    Discover unparalleled coastal living in the heart of Islamorada, where this exceptional townhouse presents a rare blend of comfort and luxury. Tucked away in an exclusive community, this two-bedroom, two-bathroom townhouse with a loft stands out as the only unit with a private interior elevator, ensuring effortless access and convenience.Step inside to find a thoughtfully designed interior

    Robert Valenzuela Century 21 Circle - Islamorada

    87200 Overseas Hwy Unit N9, Islamorada, FL 33036
    • /6

      Est $1,356,905 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,546 Sq Ft

      108 Orange Ln, Islamorada, FL 33036

      108 Orange Ln, Islamorada, FL 33036
  • /39

    $2,500,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,720 Sq Ft

    123 Valencia Dr, Islamorada, FL 33036

    Welcome to your perfect waterfront retreat, where modern updates meet unbeatable boating access in Islamorada's favorite waterfront neighborhood: Venetian Shores. Built for strength and longevity, this concrete home with concrete roof and impact windows/ doors offers low maintenance peace of mind. For boating enthusiasts, this home is a dream come true. The location is unparalleled in the Upper

    Christy Hughes Coldwell Banker Schmitt Islamorada

    123 Valencia Dr, Islamorada, FL 33036
  • /61

    $3,215,000 Sold Mar 17, 2025

    • 2,640 Sq Ft
    • $1218/SF
    • 92 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1971

    105 Palo de Oro Dr, Islamorada, FL 33036

    Welcome to this beautiful concrete home in the highly sought-after Venetian Shores subdivision in Islamorada! This beautifully remodeled 5-bedroom, 3-bathroom home offers a spacious, open living floor plan perfect for modern living and entertaining. Venetian Shores is renowned for its deep control depth and exceptional deep-water dockage. With 70' of dockage featuring TWO boat lifts--one 15K and

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    105 Palo de Oro Dr, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 8 Beds
      • 6 Baths
      • 4,931 Sq Ft

      207 Carroll St, Islamorada, FL 33036

      207 Carroll St, 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
  • /21

    $840,000 Sold Mar 14, 2025

    • 840 Sq Ft
    • $1000/SF
    • 117 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2010

    81801 Overseas Hwy Unit 208, Islamorada, FL 33036

    Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room.

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    81801 Overseas Hwy Unit 208, Islamorada, FL 33036
    • /44

      Est $3,384,000 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,750 Sq Ft

      84745 Old Hwy Unit 15, Islamorada, FL 33036

      84745 Old Hwy Unit 15, Islamorada, FL 33036
  • /44

    $1,160,000

    • 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
  • /20

    $350,000 Sold Mar 13, 2025

    • 409 Sq Ft
    • $856/SF
    • 342 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1976

    79901 Overseas Hwy Unit 101, Islamorada, FL 33036

    Who says oceanfront living in the heart of the Florida Keys is not affordable? This cute 1-bedroom studio condo, with amazing view of Alligator Reef Lighthouse is nestled within the prestigious Palms of Islamorada. It offers 409 square feet of all the space you need. Begin your days in serene bliss as you greet the sun rising over the Atlantic, painting the sky with hues of pink and gold right

    Krissy Carnahan Realty ONE Group Destination (ISL)

    79901 Overseas Hwy Unit 101, Islamorada, FL 33036
    • /2

      Est $1,238,649 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,680 Sq Ft

      84745 Old Hwy Unit 2, Islamorada, FL 33036

      84745 Old Hwy Unit 2, 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
  • /29

    $720,000 Sold Mar 07, 2025

    • 1,794 Sq Ft
    • $401/SF
    • 87 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    302 North Dr, Islamorada, FL 33036

    Diamond in the rough awaits rejuvenation! This home is situated on one lot, with adjacent lot included in the purchase price, providing privacy, and room to add a pool or expand the footprint of the home. Each lot is 80 x 100. It offers great potential for those with a vision, so roll up your sleeves and get to work making this home as special as it can be. Located in a private enclave of homes

    Rhonda Simonds-Brewer American Caribbean Real Estate, Christie's International Real Estate

    302 North Dr, Islamorada, FL 33036
    • /2

      Est $1,118,387 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,736 Sq Ft

      87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036

      87851 Old Hwy Unit K3 Boat Slip 46, Islamorada, FL 33036
  • /63

    $599,900

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

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036

    Discover the best of FL Keys living in this updated 2BR/3BA villa in Islamorada's Executive Bay Club! Features include wood-look tile thru-out, granite counters, SS appliances, tankless WH, new A/C & loft space for added flex. Spacious primary suite w/ built-in closets. Just steps to pool, beach, tennis, pickleball, bball & more. Enjoy pet-friendly living w/ first-come, first-serve boat dock

    Christian Hoheb Compass Florida, LLC.

    87200 Overseas Hwy Unit 5, Islamorada, FL 33036
  • /54

    $345,000 Sold Mar 07, 2025

    • 980 Sq Ft
    • $352/SF
    • 119 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    87455 Old Hwy Unit 118, Islamorada, FL 33036

    This condominium unit at Plantation by the Sea features two bedrooms and two bathrooms, all conveniently situated on a single level. Included with this unit is covered parking, a ground-floor storage closet and is being sold furnished. As you make your way to the front door, you'll have the pleasure of enjoying a glimpse of the ocean. The unit has been meticulously maintained, with a newer AC,

    Claire Johnson Coastal Realty of the Florida Keys

    87455 Old Hwy Unit 118, Islamorada, FL 33036
    • /60

      Est $3,384,000 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,750 Sq Ft

      84745 Old Hwy Unit 6, Islamorada, FL 33036

      84745 Old Hwy Unit 6, Islamorada, FL 33036
  • /20

    $695,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    81801 Overseas Hwy Unit 726, Islamorada, FL 33036

    Own a slice of Paradise at the Legendary Cheeca Lodge Resort and Spa in Islamorada, this spacious Suite offers accommodations including king bed with a living room area featuring a queen bed sofa. The bathroom includes a soaking tub and walk-in shower. There is also a granite stainless fully equipped kitchenette and a screened porch balcony for relaxation. On its 27 acres of oceanfront, amenities

    Jan Keller Coldwell Banker Schmitt Islamorada

    81801 Overseas Hwy Unit 726, Islamorada, FL 33036
  • /60

    $950,000 Sold Mar 07, 2025

    • 1,804 Sq Ft
    • $527/SF
    • 161 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    121 Gumbo Limbo Rd, Islamorada, FL 33036

    Charming 3-Bedroom Home in Coveted Islamorada Neighborhood.Welcome to your dream home in the heart of the Florida Keys! This stunning 3-bedroom, 2-bathroom residence boasts durable concrete construction, a new metal roof and a host of desirable features. Step inside to discover elegant wood floors, plenty of natural light, and a cozy fireplace, perfect for relaxing evenings. The spacious garage

    Leslie Leopold Ocean Sotheby's International Realty

    121 Gumbo Limbo Rd, Islamorada, FL 33036
    • /2

      Est $608,824 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 550 Sq Ft

      81801 Overseas Hwy Unit 734, Islamorada, FL 33036

      81801 Overseas Hwy Unit 734, 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

    $1,150,000 Sold Mar 03, 2025

    • 1,314 Sq Ft
    • $875/SF
    • 95 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2007

    135 Anglers Way, Islamorada, FL 33036

    PRICE REDUCTION: Angler's Reef. *7 DAY RENTAL LICENSE* Looking for a second home that pays for itself? Or an investment property w/ an even higher return? This beautiful home situated in Islamorada, better known as ''Village of the Islands'', is already generating income w/ short term rentals to offset your carrying costs. Live the world famous tropical lifestyle & fish for dinner half of the

    Scott Ofstein BHHS Florida Realty

    135 Anglers Way, Islamorada, FL 33036
    • /2

      Est $2,078,247 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,830 Sq Ft

      112 San Marco Dr Unit and 40' BOAT SLIP, Islamorada, FL 33036

      112 San Marco Dr Unit and 40' BOAT SLIP, 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
  • /46

    $340,000 Sold Mar 03, 2025

    • 1,041 Sq Ft
    • $327/SF
    • 606 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1977

    87465 Old Hwy Unit 223, Islamorada, FL 33036

    Buyers' were unable to sell their home so here's your Great Opportunity to own in Islamorada! This two bedroom, 1.5 bath townhome is only 3 in from the ocean and offers partial views. The front and back balconies have been pushed out making the unit more spacious. Fully furnished and ready for new owners. Plantation By The Sea, with 200' on the Atlantic Ocean is a gated community which offers a

    Susan Ashmore Coldwell Banker Schmitt Islamorada

    87465 Old Hwy Unit 223, Islamorada, FL 33036
    • /2

      Est $1,390,474 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      111 San Marco Dr Unit and boat slip, Islamorada, FL 33036

      111 San Marco Dr Unit and boat slip, Islamorada, FL 33036
  • /36

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036

    MOTIVATED SELLER! Bayview Townhouse in Beautiful Executive Bay Club. This 2 bedroom, 2 bathroom townhouse offers amazing bay and sunset views. The unit has been updated and has impact windows and doors. Excellent location close to the pool, beach & dock. Complex features pool, clubhouse, tennis courts, sandy beach, dockage, pet friendly (2 pets any size) plus secure gated entrance! Located next

    Charlotte Porter Coldwell Banker Schmitt Islamorada

    87200 Overseas Hwy Unit 4, Islamorada, FL 33036
  • /50

    $1,100,000 Sold Feb 28, 2025

    • 1,536 Sq Ft
    • $716/SF
    • 85 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036

    Expansive ocean views! Beautifully updated 2/2 condo with a 35 ft. boat slip and 18,000 lb. boat lift in Islamorada's desirable Ocean Harbour community. Enjoy immediate boating access to the Atlantic Ocean and quick boating access to Florida Bay through nearby Snake Creek channel. Open ocean views throughout from the relaxing screen porch to the large living room, dining area, kitchen and primary

    Brett Newman Coldwell Banker Schmitt Islamorada

    87851 Old Hwy Unit K-24 & 35ft. Boat Sl, Islamorada, FL 33036
    • /2

      Est $1,789,330 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,894 Sq Ft

      117 San Juan Dr Unit and boat slip, Islamorada, FL 33036

      117 San Juan Dr Unit and boat slip, Islamorada, FL 33036
  • /21

    $449,000

    • Land

    84961 Old Hwy Unit 19, Islamorada, FL 33036

    RARE OCEANFRONT LOT OPPORTUNITY IN ISLAMORADA! BUILD w/ NO DELAYS -your dream waterfront home in the fabulous Florida Keys--this prime buildable lot comes with a Development Right Letter in hand from the Village of Islamorada. Enjoy unobstructed ocean views and multi-million dollar scenery, with the flexibility to build a CBS or modular home on stilts (2BD/2BA engineered plans included). The

    Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    84961 Old Hwy Unit 19, Islamorada, FL 33036
  • /30

    $300,000 Sold Feb 27, 2025

    • 406 Sq Ft
    • $739/SF
    • 1 Day On Market
    • 1 Bed
    • 1 Bath
    • Built 1948

    84961 Old Hwy Unit A1, Islamorada, FL 33036

    Rare Opportunity! A quaint studio concrete bunker in the heart of Islamorada, with ocean views, nicely updated w/travertine flooring, newer electrical panel, impact windows and more. An extraordinary opportunity for a Keys getaway at an affordable price. It's the perfect blend of charm and practicality, offering comfort, security, and stunning views all in one package. The storage closet is a

    Claudette Mell Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    84961 Old Hwy Unit A1, Islamorada, FL 33036
    • /2

      Est $8,513,204 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,659 Sq Ft

      144 Madeira Rd, Islamorada, FL 33036

      144 Madeira Rd, Islamorada, FL 33036
  • /4

    $1,775,000

    • Land

    229 Coral Rd, Islamorada, FL 33036

    Building Permit in hand! | Rendering Video: https://www.youtube.com/watch?v=3tuEiLlpmng | Lot Video: https://youtu.be/evRl11NXQuQ | This remarkable oceanfront property offers unobstructed views of the open Atlantic with year-round, breathtaking sunrises and broad views from East to Southwest. The building permit for a single family residence is in hand and can be revised to build the house of

    Alejandro Perez Lokation Real Estate

    229 Coral Rd, Islamorada, FL 33036
  • /47

    $1,400,000 Sold Feb 20, 2025

    • 1,813 Sq Ft
    • $772/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    87851 Old Hwy Unit K36, Islamorada, FL 33036

    Resort-Style Living at Ocean Harbour in Islamorada Welcome to this exceptional end-unit condo at Ocean Harbour, where resort-style living meets the serene beauty of Florida's coastline. Upon entering through the gated entry, you're greeted by lush, tropically landscaped grounds that lead you to your stunning, updated home. This unit offers a coveted location with a storage room conveniently

    Cynthia Hughes Ocean Sotheby's International Realty

    87851 Old Hwy Unit K36, Islamorada, FL 33036
    • /2

      Est $1,029,761 Not Listed For Sale

      • Studio

      87462 Old Hwy, Plantation Key, FL 33036

      87462 Old Hwy, Plantation Key, 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
  • /70

    $5,970,000 Sold Feb 18, 2025

    • 2,846 Sq Ft
    • $2098/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1975

    178 Plantation Blvd, Islamorada, FL 33036

    An incomparable bayside Islamorada compound with an exempted deep-dredge boat basin, this enchanting property provides 100' of direct waterfront and .7 acres of professionally manicured mature grounds. Move-in ready 4-bedroom residence offered for only the second time in a generation also provides an opportunity to build a one-of-a-kind property in the coveted Plantation Beach estate area. Enter

    Leslie Leopold Ocean Sotheby's International Realty

    178 Plantation Blvd, Islamorada, FL 33036
    • /2

      Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,609 Sq Ft

      36 Pen Key, Upper Matecumbe Key Islamorada, FL 33036

      36 Pen Key, Upper Matecumbe Key Islamorada, FL 33036
  • /9

    $4,750,000

    • Land
    • 0.74 Acre
    • $6,376,271 per Acre

    74900 Overseas Hwy, Islamorada, FL 33036

    A unique opportunity to own a sprawling 32,450 sq. ft. vacant lot in one of Islamorada's most coveted locations. This exceptional lot offers open ocean views and stunning basin views, providing the perfect setting to create something truly special. With roughly 120 feet of water frontage, this property presents excellent dock opportunities, making it ideal for boating enthusiasts. With ample

    Alexander Pinero Pine River Realty, LLC

    74900 Overseas Hwy, Islamorada, FL 33036

Showing Results 41 - 80, Page 2 of 18

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