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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

79901 Overseas Highway Unit 217, Islamorada image
79901 Overseas Highway Unit 217, Islamorada $399,000

Discover this 2 bedroom / 1 bath condo at The Palms of Islamorada, ideally located in the heart of Islamorada on Upper Matecumbe Key. Offering 827sf of living space, this...

  • 2 Beds
  • 1 Baths
  • 621774 MLS
200 Wrenn St Unit APT 601, Tavernier image
200 Wrenn St Unit APT 601, Tavernier $349,000

Wake Up to Ocean Views and the Florida Keys Lifestyle! Enjoy breathtaking, unobstructed ocean views and beautiful sunrises from this well-maintained top-floor 1-bedroom, ...

  • 1 Beds
  • 1 Baths
  • 621734 MLS
79901 Overseas Highway Unit 410, Islamorada image
79901 Overseas Highway Unit 410, Islamorada $695,000

Located in the heart of Islamorada, this 2 bedroom, 2 bath condo at The Palms of Islamorada offers beautiful Atlantic Ocean views and a spacious covered porch accessible ...

  • 2 Beds
  • 2 Baths
  • 621648 MLS
88181 Old Hwy Unit APT G31, Islamorada image
88181 Old Hwy Unit APT G31, Islamorada $699,000

Looking for a private 3-bedroom condo with dockage that feels like home? Coral Harbour Club's distinctive open-sided building design provides windows on multiple exposure...

  • 3 Beds
  • 2 Baths
  • 621332 MLS
88540 Overseas Highway Unit 716, Tavernier image
88540 Overseas Highway Unit 716, Tavernier $1,800,000

RARELY AVAILABLE AT FUTURA YACHT CLUB! This beautifully remodeled end-unit townhome offers an exceptional Florida Keys lifestyle, complete with two side-by-side deeded bo...

  • 2 Beds
  • 3 Baths
  • 621264 MLS
88500 Overseas Highway Unit 407, Tavernier image
88500 Overseas Highway Unit 407, Tavernier $479,000 ▼

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
200 Wrenn St Unit PH 701, Islamorada image
200 Wrenn St Unit PH 701, Islamorada $999,988

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
87200 Overseas Hwy Unit J 6, Islamorada image
87200 Overseas Hwy Unit J 6, Islamorada $999,000

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
136 Aregood Ln, Islamorada image
136 Aregood Ln, Islamorada $780,000 ▼

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
88500 Overseas Highway Unit 208, Tavernier image
88500 Overseas Highway Unit 208, Tavernier $499,900

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
81801 Old Hwy Unit 754, Islamorada image
81801 Old Hwy Unit 754, Islamorada $649,000

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
40 High Point Rd Unit 703, Islamorada image
40 High Point Rd Unit 703, Islamorada $374,000

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
87851 Old Hwy Unit P3, Islamorada image
87851 Old Hwy Unit P3, Islamorada $1,895,000 ▼

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
81801 Overseas Highway Unit 715, Islamorada image
81801 Overseas Highway Unit 715, Islamorada $549,500

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
81801 Overseas Highway Unit 716, Islamorada image
81801 Overseas Highway Unit 716, Islamorada $549,500

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
87200 Overseas Hwy Unit D3, Islamorada image
87200 Overseas Hwy Unit D3, Islamorada $599,000

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
74980 Overseas Highway Unit 3, Islamorada image
74980 Overseas Highway Unit 3, Islamorada $1,890,000

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
87200 Overseas Hwy Unit APT A 7, Islamorada image
87200 Overseas Hwy Unit APT A 7, Islamorada $609,900 ▼

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
88540 Overseas Hwy Unit 101 & Boat Slip 22, Islamorada image
88540 Overseas Hwy Unit 101 & Boat Slip 22, Islamorada $1,100,000

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
88500 Overseas Hwy Unit APT 424, Tavernier image
88500 Overseas Hwy Unit APT 424, Tavernier $645,000 ▼

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
81801 Overseas Highway Unit 637, Islamorada image
81801 Overseas Highway Unit 637, Islamorada $715,000 ▼

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
80450 Overseas Highway Unit 204, Islamorada image
80450 Overseas Highway Unit 204, Islamorada $550,000 ▼

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
88181 Old Hwy Unit B3, Islamorada image
88181 Old Hwy Unit B3, Islamorada $855,000 ▼

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
200 Wrenn St Unit 606, Tavernier image
200 Wrenn St Unit 606, Tavernier $700,000 ▼

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
200 Wrenn St Unit APT 502, Islamorada image
200 Wrenn St Unit APT 502, Islamorada $399,000 ▼

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
118 Cortez Dr Unit B2, Islamorada image
118 Cortez Dr Unit B2, Islamorada $649,000 ▼

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
200 Wrenn St Unit APT 510, Tavernier image
200 Wrenn St Unit APT 510, Tavernier $625,000 ▼

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
88540 Overseas Highway Unit 605, Tavernier image
88540 Overseas Highway Unit 605, Tavernier $729,000

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
88540 Overseas Highway Unit 101, Islamorada image
88540 Overseas Highway Unit 101, Islamorada $895,000

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
88500 Overseas Highway Unit 320, Tavernier image
88500 Overseas Highway Unit 320, Tavernier $475,000 ▼

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
87200 N Overseas Hwy Unit N2, Islamorada image
87200 N Overseas Hwy Unit N2, Islamorada $630,000 ▲

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
87200 Overseas Hwy Unit V9, Islamorada image
87200 Overseas Hwy Unit V9, Islamorada $750,000 ▲

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
80450 Overseas Hwy Unit APT 106, Islamorada image
80450 Overseas Hwy Unit APT 106, Islamorada $550,000 ▼

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
88500 Overseas Highway Unit 429, Tavernier image
88500 Overseas Highway Unit 429, Tavernier $429,000

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

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Reference: Jim Signor – Florida Keys Real Estate

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