Islamorada Condos for Sale - Condominiums, Florida Keys Real Estate

See all MLS listings of condos for sale in Islamorada below.  This popular Florida Keys real estate market includes not only affordable Islamorada condos, but a range of luxury waterfront condominiums as well, with a variety of options in great condo communities like Bay Harbour and Beacon Reef.  The market includes condos in Upper Matecumbe, Lower Matecumbe, Windley Key, and Plantation Key.  Many condominiums in Islamorada offer top amenities including resort-style swimming pools, boat dockage and more. 

Total Listings 66
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$149,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 89
  • MLS ID 563927
    Sq Ft: 1,119
  • Community: Plantation Villas Days on Market: 363
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

This property is to be placed in an upcoming auction. All bids should be submitted at www.homesearch.com (void where prohibited). All auction properties are subject to a 5% buyers premium pursuant to the Event Agreement and Auction Terms & Conditions (minimums will apply). Please contact listing agent for details and commission paid on this property.

$149,900 - Islamorada (Plantation Key) , FL

  • Beds: 1 Baths: 1
    Type: Condo - MM: 89
  • MLS ID 564409
    Sq Ft: 398
  • Community: Summer Sea Days on Market: 304
  • Waterfront: Yes - Waterview: Bay Front,Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: Basin,Dock Privileges,First Come Dock Concrete

Very well kept, clean studio in Summer Sea. Great opportunity to own your Keys getaway! First come dockage, boat ramp, community rec rooms, heated pool, hot tub, sandy beach, beautifully landscaped. Minutes to back country fishing flats AND offshore fishing grounds. Rent it out when youre away! Great price and assessments COMPLETELY PAID! Cant beat it!

$173,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Townhouse - MM: 89
  • MLS ID 120956
    Sq Ft: 1,180
  • Community: Plantation Villas Days on Market: 75
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Price Reduction Bring Offers.Desirable Corner Unit Townhouse with Private Entrance and Pool View. Recently Renovated. This unit is bright and airy as it has extra windows. Kitchen has custom cabinets with many upgraded options as well as the newer line of Corian counter top and Stainless appliances with convection stove. Bathrooms both recently renovated as well. Brand new front loading washer and dryer. Well maintained complex with close proximity to shopping, hospital, schools and restaurants. Large pool with clubhouse. Owner has purchased another property and needs to sell.

$174,900 - Islamorada (Plantation Key) , FL

  • Beds: 1 Baths: 1
    Type: Condo - MM: 89
  • MLS ID 567021
    Sq Ft: 398
  • Community: Summer Sea Days on Market: 9
  • Waterfront: Yes - Waterview: Bay Front,Canal Front,Gulf Front,Oceanfront,Open Water
  • Side of Island: Bay/Gulf Dockage: Boat Ramp,First Come Dock 26ft.

All you need to bring is your boat. Clean, simple Florida Keys living in a turn key efficiency at Summer Sea. This unit has a full kitchen, bath w/step in shower & lots of closet space. Furniture, utensils & linens are included. Complex offers docks for your boat, a pool with views of the bay, a quaint beach, fish cleaning station, bbq area, kayak racks, kayak launch, a large party room and more.

$179,000 - Islamorada (Plantation Key) , FL

  • Beds: 1 Baths: 1
    Type: Condo - MM: 89
  • MLS ID 566606
    Sq Ft: 400
  • Community: Summer Sea Days on Market: 54
  • Waterfront: Yes - Waterview: Bay Front,Gulf Front,Open Water
  • Side of Island: Bay/Gulf Dockage: Boat Ramp,Dock Privileges,First Come Dock

Florida Keys living at an affordable waterfront condo in Islamorada. Summer Seas STUDIO apartment in very updated condition. Weekly rentals. Recently renovated Bayfront complex offers many amenities including marina, boat storage, heated pool, game room, boat ramp, sunset point, exercise room.

$220,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Condo - MM: 88
  • MLS ID 554355
    Sq Ft: 1,043
  • Community: Plantation By The Sea Days on Market: 1498
  • Waterfront: Yes - Waterview: Open Water
  • Side of Island: Ocean Dockage: Other Dockage

Nice unit second floor; great pool and dock, catch bonefish from dock and enjoy endless views of the Atlantic Ocean; (no boats allowed to tie up at dock); Assessment has been paid.

$237,500 - Islamorada (Plantation Key) , FL

  • Beds: 3 Baths: 2
    Type: Townhouse - MM: 89
  • MLS ID 564805
    Sq Ft: 1,382
  • Community: Plantation Villas Days on Market: 257
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: None

Unit C104 Is A Unique Find In The Fabulous Florida Keys. Conveniently Located 3/2 Townhome is Perfect For Fulltime Residents, Investors Or A Weekend Getaway. Walk Out Your Back Patio To the Sparkling Pool And Clubhouse Or Enjoy The Keys Breeze On Your Upstairs Shared Balcony. Equipped With Storage Room, Pantry, Built In Office And Many Quality Upgrades. The Added Features of Impact Windows, Energy

$239,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 88
  • MLS ID 565234
    Sq Ft: 976
  • Community: Plantation By The Sea Days on Market: 199
  • Waterfront: Yes - Waterview: Oceanfront
  • Side of Island: Ocean Dockage: Other Dockage

Best location in best located complex! Some ocean views from both bedrooms of this comfortable 2BR/2BA condominium with fantastic new kitchen. Oceanfront community in Islamorada offers many amenities including heated oceanfront pool, clubhouse, fitness center, sauna, and 400 ft fishing pier. Ideally located close to Founders Park, shopping, and fine dining.

$249,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 1
    Type: Condo - MM: 80
  • MLS ID 565690
    Sq Ft: 827
  • Community: Palms Of Isla Days on Market: 147
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

One of the best condos in Islamorada.The ground level pool area is ocean front and outstanding, this is condo living at its best. This 1 bed 1.5 bath unit has an updated kitchen, and is beautifully maintained its perfect for you and your guests for season or year round living.Ocean front condos are in demand, dont let this one pass you by.

$255,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 2
    Type: Condo - MM: 80
  • MLS ID 565533
    Sq Ft: 827
  • Community: Palms Of Isla Days on Market: 166
  • Waterfront: Yes - Waterview: Oceanfront
  • Side of Island: Ocean Dockage: None

The Palms Of Islamorada, on Upper Matecumbe, In the Village, convenient to restaurants, shops, galleries & marinas. This one bedroom, two bath unit on the fifth floor, has fabulous views of Florida Bay and partial ocean views from the balcony, and is comfortably furnished.

$259,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 1
    Type: Townhouse - MM: 87
  • MLS ID 565552
    Sq Ft: 1,360
  • Community: Executive Bay Days on Market: 163
  • Waterfront: Yes - Waterview: Bay Front,None
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock,Other Dockage

Desirable location in Executive Bay in the O building on the south side of the complex. Kitchen and downstairs bathroom have been redone. First come first serve dockage (there is usually plenty), large pool, BEACH! (yes, beach!), club house, tennis courts, BBQ area, play ground located adjacent to Founders Park in Islamorada. This is the unit to buy, it wont last.

$295,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Condotel - MM: 82
  • MLS ID 565906
    Sq Ft: 582
  • Community: Misc Condo Upper Mat Days on Market: 128
  • Waterfront: Yes - Waterview: Bay Front
  • Side of Island: Bay/Gulf Dockage: Basin,Boat Ramp

Unique investment property in Heart of Islamorada. Holiday House is a resort condo and weekly rentals are permitted. This condo has 2 bedrooms, 2 baths & 2 kitchens on two separate floors. Unit has a long rental history with repeat tenants. Complex is nestled in the tropical foliage & features a boat basin & ramp with superb sunset views.

$314,900 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 89
  • MLS ID 565210
    Sq Ft: 853
  • Community: Futura Yacht Club Days on Market: 202
  • Waterfront: No
  • Side of Island: Bay/Gulf Dockage: Boat Ramp,None

2 bedroom, 2 bath Condo. Newly decorated & tastefully furnished with new wood floors throughout. Fully-equipped kitchen with new appliances. Outside patio and laundry just steps away. Heated pool, marina, on premise boat storage, tennis courts, clubhouse and much more.Great bayside location for sunsets and a short boat ride to the ocean via Snake Creek. Weekly rentals allowed

$319,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 90
  • MLS ID 563878
    Sq Ft: 1,179
  • Community: Sea Gulls Days on Market: 370
  • Waterfront: Yes - Waterview: Oceanfront
  • Side of Island: Ocean Dockage: None

Beautiful unit overlooking the Atlantic Ocean. Completely remodeled so the work is done - just sit back and enjoy the pool and beach area. Swimming pool and tennis court on property.

$329,900 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 90
  • MLS ID 562437
    Sq Ft: 1,179
  • Community: Sea Gulls Days on Market: 515
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

ISLAMORADA 2/2 CONDO with OPEN OCEAN VIEWS from every room! This fifth floor unit offers great ocean views from the living room, dining area, kitchen and both bedrooms. Seagulls is directly on the open water so you can take a dip in the pool overlooking the ocean, have an oceanfront picnic or launch your kayak from the beach. Theres also a clubhouse with ocean views, exercise room & tennis courts

$340,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Condotel - MM: 82
  • MLS ID 565907
    Sq Ft: 650
  • Community: Misc Condo Upper Mat Days on Market: 128
  • Waterfront: Yes - Waterview: Bay Front
  • Side of Island: Bay/Gulf Dockage: Basin,First Come Dock

Holiday House Resort Condo in Downtown Islamorada. This single condo unit has 1 room upstairs, and 1 down, with a kitchen and bath on both levels. Short term rentals allowed. This community is a condo/hotel. One acre of tropical foliage, community boat basin, temporary dockage, small boat ramp, BBQ, storage shed. Ground floor area has been tastefully updated.

$345,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 90
  • MLS ID 566420
    Sq Ft: 1,179
  • Community: Sea Gulls Days on Market: 70
  • Waterfront: Yes - Waterview: Oceanfront
  • Side of Island: Ocean Dockage: None

Ocean Views & Fun in the Sun! Immaculate 5th floor unit. Granite Kitchen w SS appls. 2B/2B completely upgraded w Beautiful Tile floors. New Kitchen, Baths & Impact Windows & Doors. Large Balcony. Ocean Views from every room. Enjoy all the Amenities of this Islamorada Complex. Ocean front Pool, Sandy Beach & Tennis Courts. New Gym and Club-room. Move in ready. Short Term Rentals are allowed.

$347,500 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 80
  • MLS ID 566423
    Sq Ft: 981
  • Community: Palms Of Isla Days on Market: 70
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: None

Great opportunity to purchase your own piece of paradise in one of Islamoradas best kept secrets - The Palms of Islamorada. Grill dinner on your balcony and view the ocean at the same time. Close to Bud-n-Marys Marina, Key Dives Dive Shop, Lazy Days and a brand new resort opening soon.

$349,000 - Islamorada (Plantation Key) , FL

  • Beds: 2 Baths: 2
    Type: Condo - MM: 89
  • MLS ID 566126
    Sq Ft: 851
  • Community: Summer Sea Days on Market: 102
  • Waterfront: Yes - Waterview: Bay Front
  • Side of Island: Bay/Gulf Dockage: Dock Privileges,First Come Dock

Summersea, Very well appointed two bedroom two full bathroom unit facing the magnificent pool deck and bay. This unit offers granite counter tops tile floors two gorgeous bathrooms and kitchen, high end finishs. Enjoy the first come dock, beach, workout room, back country fishing, boating, diving great restaurants all at your door step.

$359,000 - Islamorada (Upper Matecumbe Key) , FL

  • Beds: 1 Baths: 1
    Type: Condotel - MM: 83
  • MLS ID 564605
    Sq Ft: 648
  • Community: Strattons Days on Market: 283
  • Waterfront: Yes - Waterview: Oceanfront,Open Water
  • Side of Island: Ocean Dockage: Other Dockage

Have a return on investment and own a piece of paradise! Fabulous 1 Bedroom King Suite at world-famous Cheeca Lodge. Nicely appointed with granite kitchen offering stainless appliances and breakfast bar. Luxurious bath & very private screened porch overlooking the gardens. Gorgeous beachfront pool, tennis, golf, spa, restaurants, bike paths, gardens, water sports & more with great rental income!

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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 03-30-2015.