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Islamorada Condos and Townhouses for Sale
All active condo and townhouse listings in Islamorada, updated every five minutes from the Florida Keys MLS. Units span Plantation Key, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key.
Options range from small efficiencies to larger residences on the ocean or bay side of the island. Islamorada condos offer a lower-maintenance path to owning in one of the most desirable addresses in the Florida Keys.
Contact Jim Signor at 305-394-4449 to set up a personalized search or get guidance on specific complexes, rental restrictions, or financing options.
Frequently Asked Questions
What types of condos are available in Islamorada?
Islamorada condos range from small efficiencies to larger residences, including waterfront units on the ocean and bay side across Plantation Key, Windley Key, Upper Matecumbe Key, and Lower Matecumbe Key.
Are there oceanfront or bayfront condos for sale in Islamorada?
Yes. Islamorada has condo and townhouse options on both the Atlantic and Florida Bay sides of the island, with varying levels of water access and views.
Can I use an Islamorada condo as a vacation rental?
Rental restrictions vary by complex. Contact Jim Signor for guidance on which Islamorada condos allow short-term or vacation rentals.
How often are these Islamorada condo listings updated?
Listings are pulled directly from the Florida Keys MLS and updated every five minutes.
Islamorada Condos and Townhouses
Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islam...
- 1 Beds
- 1 Baths
- 620677 MLS
Turn key furnished condo in Islamorada! This beautifully appointed 2 bedroom, 2 bath condo features an open floor plan, abundant natural light and a rare balcony. Remodel...
- 2 Beds
- 2 Baths
- 620635 MLS
Welcome to Ocean Harbour, one of Islamorada's premier communities! This unique 4 Bedroom, 3 Bathroom expansive 2668sqft condominium offers a desirable split floor plan wi...
- 4 Beds
- 3 Baths
- 620649 MLS
Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the h...
- 1 Beds
- 1 Baths
- 620633 MLS
Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the h...
- 1 Beds
- 1 Baths
- 620629 MLS
Welcome to Futura Yacht Club! Your island getaway awaits in this highly desirable Plantation Key community. Unit 304 is a 2 bed, 2 bath, beautifully maintained con...
- 2 Beds
- 2 Baths
- 620555 MLS
This is the exceptional deal you've been waiting for! Opportunity knocks on this 2 story townhouse in Islamorada's gated bayfront community, Executive Bay Club. These spa...
- 2 Beds
- 2 Baths
- 620524 MLS
Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. ...
- 2 Beds
- 2 Baths
- 620393 MLS
Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft and take advantage of the vacation rental revenue. Ideally located in highly s...
- 5 Beds
- 3 Baths
- 620271 MLS
Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situate...
- 2 Beds
- 2 Baths
- 620243 MLS
Wake up to sparkling Atlantic Ocean views and embrace the relaxed elegance of Islamorada living. This fully remodeled 2-bedroom, 2.5-bath townhome at the highly sought-af...
- 2 Beds
- 3 Baths
- 620172 MLS
''Rare 30' Deeded Boat Slip Included | Ocean & Lagoon Views | Direct Ocean Access'' The Ultimate Florida Keys Waterfront Lifestyle. Boaters, anglers, and waterfront ...
- 2 Beds
- 2 Baths
- 620173 MLS
Futura Yacht Club Rare 3 Bed/2 Bath Condo with 39 ft. Deeded Boat Slip AND 24,000 lb. Boat Lift in desirable Futura Yacht Club! Located in the heart of Plantation Key in ...
- 3 Beds
- 2 Baths
- 620148 MLS
Spectacular Top-Floor Views and Expansive Covered Porch! Experience the ultimate Florida Keys backdrop from this 5th-floor condo at The Palms of Islamorada. Being on ...
- 2 Beds
- 2 Baths
- 620084 MLS
Ocean Harbour condo with Atlantic ocean views and a boat slip in Islamorada. 3 bedroom, 2 bathroom luxury condo offers expansive ocean views and comfortable living space....
- 3 Beds
- 2 Baths
- 620016 MLS
Located in Plantation by the Sea, this Islamorada townhouse offers 2 bedrooms, 1.5 bathrooms, covered parking, and a storage unit in a gated oceanfront complex. Inside, ...
- 2 Beds
- 2 Baths
- 620020 MLS
Welcome to Port of Call--an intimate oceanfront enclave on Plantation Key where refined coastal living meets the effortless rhythm of the Florida Keys. Tucked within t...
- 2 Beds
- 3 Baths
- 619965 MLS
Welcome to Summer Sea Condominium Apt 424, a beautifully remodeled and fully furnished bayfront residence in the heart of Islamorada. This turnkey, 2-bedroom, 2-full bath...
- 2 Beds
- 2 Baths
- 619878 MLS
Wake up to sweeping open bay views and unwind each evening with breathtaking sunsets from this beautifully updated 1-bedroom, 1-bath residence at Summer Sea Condominium. ...
- 1 Beds
- 1 Baths
- 619864 MLS
Beautifully Updated Bayfront Condo in Summer Sea - Tavernier, FL Enjoy relaxed Florida Keys living in this beautifully remodeled 2-bedroom, 1.5-bath first-floor corner u...
- 2 Beds
- 2 Baths
- 619815 MLS
Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior p...
- 2 Beds
- 2 Baths
- 619809 MLS
Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca h...
- 1 Beds
- 1 Baths
- 619786 MLS
Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community...
- 2 Beds
- 2 Baths
- 619711 MLS
Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one...
- 1 Beds
- 1 Baths
- 619668 MLS
Fully furnished turn key townhome in Islamorada at Las Maravillas is available, one of only 10 private residences on the bayside on Lower Matecumbe in the Village. Docka...
- 2 Beds
- 2 Baths
- 619594 MLS
Islamorada luxury condo and boat slip for boats to 44' - the perfect combination for serious boaters! Located within a 14-acre, resort-style ocean front community of just...
- 2 Beds
- 2 Baths
- 619533 MLS
TOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo located in desirable Sea Gulls development in Plantation Key. Enjoy breathtaking At...
- 2 Beds
- 2 Baths
- 619480 MLS
Beautiful 1 bedroom, 1 bath condo at Seagulls Condominium in Islamorada with stunning ocean views. Fully furnished and ready to move in or rent. Enjoy resort- style livin...
- 1 Beds
- 1 Baths
- 619403 MLS
Spectacular Sunsets, Beautiful Bay View, Quiet 2BR Condo. Savor nightly sunsets and sweeping open-water vistas from this refined 4th-floor 2BR, 1.5-bath residence, ide...
- 2 Beds
- 2 Baths
- 619381 MLS
Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the ''Sportfishing Capital of the World''. This spacious Two Queen b...
- 1 Beds
- 1 Baths
- 619365 MLS
Welcome to effortless coastal living in the desirable Executive Bay Club community--where comfort, style, and resort-style amenities come together in a relaxed Keys setti...
- 3 Beds
- 3 Baths
- 619364 MLS
This island resort style unit offers stations for dockage up to 25-foot boats, trailer storage and boat ramp. There is a pool for the development, pickle ball and tenn...
- 2 Beds
- 2 Baths
- 619328 MLS
Beautifully furnished and updated condo offering stunning water and sunset views, plus a deeded boat slip in one of the best-protected marinas in the Keys. Features inclu...
- 2 Beds
- 2 Baths
- 619296 MLS
Elevated direct oceanfront living from a 5th-floor 2 bedroom 2 bath residence in Sea Gulls on Plantation Key in Islamorada. This all concrete building offers peace of min...
- 2 Beds
- 2 Baths
- 619284 MLS
Experience the relaxed lifestyle of Islamorada at its finest, at Ocean Harbor Condominiums. This first-floor unit sits directly above its assigned covered parking space a...
- 2 Beds
- 2 Baths
- 619193 MLS
The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide l...
- 2 Beds
- 2 Baths
- 618895 MLS
Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway in the Florida Keys! This beautifully updated 2-bedroom, 2-bath condo is locat...
- 2 Beds
- 2 Baths
- 617897 MLS
Islamorada Tropical Retreat! Rare 3-bedroom 2-bath split plan condo in desirable Futura Yacht Club. Also available with a 39 ft. boat slip with a 24,000 lb boat lift as ...
- 3 Beds
- 2 Baths
- 617033 MLS
Premier 1 bedroom unit a stunning open water and pool view off your private balcony. Fully updated with the open concept kitchen open to the dining and living room. Stunn...
- 1 Beds
- 1 Baths
- 617483 MLS
Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newe...
- 1 Beds
- 1 Baths
- 618855 MLS
🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobst...
- 2 Beds
- 2 Baths
- 618199 MLS
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 bedroo...
- 4 Beds
- 5 Baths
- 616523 MLS
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 fo...
- 2 Beds
- 2 Baths
- 617971 MLS
All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has...
- 3 Beds
- 2 Baths
- 613083 MLS
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 B...
- 2 Beds
- 2 Baths
- 617381 MLS
Set in the very center of Islamorada's vibrant island community, this 2BD/2.5BA townhouse style condo in Sand Pebbles offers privacy, comfort, and convenience. The ground...
- 2 Beds
- 3 Baths
- 618784 MLS
Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse Style Experience the unique lifestyle of the Florid...
- 2 Beds
- 2 Baths
- 616492 MLS
Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to...
- 3 Beds
- 3 Baths
- 618876 MLS
This is a modern, fully updated beautiful 2 bedroom, 1.5 bath condominium at Summer Sea must be seen to be appreciated. Check out the photos, video and floorplan.
- 2 Beds
- 2 Baths
- 618010 MLS
BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCE...
- 2 Beds
- 2 Baths
- 616280 MLS
