.
Address Search
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
Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal...
- 2 Beds
- 2 Baths
- 621201 MLS
OCEANFRONT PENTHOUSE -- STRONG RENTAL INCOME. Welcome to PH701 at Sea Gulls, a rare and incredibly unique 3-bed, 2-bath oceanfront penthouse. With over 2,100 sq ft of liv...
- 3 Beds
- 2 Baths
- 621110 MLS
Discover easy bayfront living in this beautifully updated townhome at Executive Bay Club, where breathtaking views of Florida Bay take center stage. The open living area ...
- 3 Beds
- 2 Baths
- 621074 MLS
A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout livi...
- 2 Beds
- 2 Baths
- 621009 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
- 620997 MLS
Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, ...
- 2 Beds
- 3 Baths
- 620945 MLS
Welcome to Summer Seas, a desirable waterfront community in the heart of the Florida Keys! This beautifully maintained 2-bedroom, 1.5-bath condominium offers the perfect ...
- 2 Beds
- 2 Baths
- 620763 MLS
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
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
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
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 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
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
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
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
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
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
