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 55
Order By:

88500  Overseas Highway 332 For Sale, MLS 589734
$199,000
Plantation Key
Summer Sea   - MM: 88.50
Bed, Baths, 398 SqFt Days Listed: 14
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock26ft.

LIVE THE DREAM AT AN AFFORDABLE PRICE! THIS UNIT IS PRICED TO SELL! This completely remodeled efficiency is one of the Best Values For The dollar in Islamorada. This unit is being sold FURNISHED! NEW A/C. IMPACT DOORS and more. Summer Sea Condominium is a beautiful bay side community with fantastic boating access not only to the bay but to the ocean side as well. The community offers, a large heated and cooled bay front pool, beach, marina dockage, boat ramp, boat storage, kayak/paddle board storage and so much more. Complex is near restaurants, shopping, Founders Parks, bike paths and all the activities that the Florida Keys Lifestyle has to offer. Please allow 48 hours notice to show.

88500  Overseas Highway 324 For Sale, MLS 584941
$236,900
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 336
-3.27% ($8,000) 2 Price Changes : Last Change 49 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

PREMIER SUMMER SEAS gated residential development located in Islamorada is offering an affordable, well-maintained 1bd/1ba condo overlooking a tranquil garden setting and nice bayviews from the terrace. Amenities include a large pool and gym both overlooking the Florida Bay plus fitness room, game rooms and community room. The complex is bayside with stunning open water views and sunsets from the roof top deck and beautiful beach. First come, first serve dockage are also included, plus kayak and boat trailer storage. Easy ocean and bay access.

87465  Old Highway 218 For Sale, MLS 589440
$295,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 29
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Plantation by the Sea townhouse style unit offers 2 bedrooms / 1.5 bathrooms. Well maintained unit with 981 sf of living space, updated kitchen and bathrooms. Comes fully furnished, including kitchen wares. Built ins for extra storage, large closets in bedrooms, accordion shutters and ocean views from the front door. Parking spot is close to elevator. The gated complex has a heated pool, located on the ocean front. The clubhouse will also enjoy those views. Fishing pier extends out into the ocean.

87200  Overseas Highway A-9 For Sale, MLS 587912
$299,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, SqFt Days Listed: 124
-3.55% ($11,000) 1 Price Change : Last Change 35 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

WELCOME TO YOUR FLORIDA KEYS VACATION HOME. SELLER HAS PAID ALL ASSESSMENTS, Home comes fully furnished with kitchen equipment, gated with security. Community has much to offer including an Olympic sized pool with cabanas, clubhouse, tennis courts, picnic areas, plenty of parking, private Keys style beach, dock with room for 27-32 ft boats, fish cleaning station on the pier, fishing pier.. This is the LEAST expensive Unit in Isla Morada. purchase today and vacation tomorrow just a few hours drive to paradise from MIA airport OR come in through Marathon airport and drive just a few minutes to your Florida Paradise. 2nd Bedroom has a LARGE loft which can be converted to a 3rd bedroom.

88500  Overseas Highway 427 For Sale, MLS 583763
$313,900
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, SqFt Days Listed: 405
-10.06% ($35,100) 1 Price Change : Last Change 331 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

NEW KITCHEN And TILE being installed, NO change in price. Easy to show Summersea Condominium in Tavernier in the Village of Islamorida, Never rented no water view from unit. 4th floor unit with wonderful bay views from the pool deck and beach. First come marina ,workout room,storage,tropical well kept landscaping close to back country fishing,and one of the best offshore and diving areas you can want. Enjoy heated and chilled pool and all the amenities Summersea has to offer.

81808  Old Highway 731 For Sale, MLS 587846
$315,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 81.80
1 Bed, 1 Baths, 358 SqFt Days Listed: 127
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your double queen corner resort room at the historic Cheeca Lodge & Spa. This rare top floor unit features extra high ceilings, two queenbeds, one luxurious bathroom with soaking tub and separate shower. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, pickle ball court, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. COMBINE with UNIT 730 for TOTAL PRICE of $645,000! Cheeca is located in the heart of Islamorada and in walking distanced to shopping, galleries, restaurants, breweries, and island festivities.

87200  Overseas Highway B2 For Sale, MLS 589601
$320,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,336 SqFt Days Listed: 21
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

Best priced 2 bedroom 2 bath unit in Executive Bay Club in the city of Islamorada. Perfect location! 90 minutes to Miami and 90 minutes to Key West. The community offers 2 tennis courts, a beautiful clubhouse-community center, boat dockage, serene communal gardens, picnic area and a 25,000 gallon pool. Located on bay front property with a private sand beach. Near Founders Park.

88500  Overseas Highway 316 For Sale, MLS 589329
$329,500
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 35
-5.86% ($20,500) 1 Price Change : Last Change 5 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Ramp,Dock

Price Reduction New Home Near Completion Open water Bay view from this one bed room one bath unit at Summersea Condominium. This unit has never been rented. Enjoy awesome bay front views from every room. There is a first come dock and boat storage, enjoy a morning work-out in the work-out room, sit on our beach or snorkel out to to see the under water sites. coffee on your balcony over looking the Bay. Summer Sea is gated and filled with tropical landscaping. You are close to the Florida National everglades and some of best sport fishing in the world . The scuba diving on the near shore reefs is second to none. Great places for dinning or partying also. You also have a storage area ,play room for the younger folks and just a nice place to live or vacation.

87200  Overseas Highway S2 For Sale, MLS 587132
$330,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,330 SqFt Days Listed: 182
-2.94% ($10,000) 1 Price Change : Last Change 105 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Slip,Dock Privi

Well maintained, clean and fully furnished unit! Features 2 bedrooms and 2 full bathrooms and tennis court directly behind unit. Great investment property, prime location steps away from Founders Park in desirable Islamorada. Association offers private gated entrance with 24hr security, large pool, bay front beach, 2 tennis courts, clubhouse, and first come first serve dockage. Great location for kayaking and paddle boarding. Watch the sunset every night from the fishing pier. Fuel up your boat at Founders; youll have immediate bayside access and ocean access from Snake Creek for all your fishing and boating needs! 1.5 hr drive to MIA, 2 hr drive to Key West! Brand new metal roof!

88500  Overseas Highway 419 For Sale, MLS 584234
$332,000
Plantation Key
Plantation Beach   - MM: 87.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 380
-6.45% ($22,900) 3 Price Changes : Last Change 78 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

Recently updated one bedroom one bath in SUMMERSEA Condominium complex on the Bay side. Overlooking pool and Bay. close to snake Creek,and Tavernier creek . Enjoy the beach,first come dock, workout room and lush tropical landscaping.

79901  Overseas Highway 420 For Sale, MLS 589958
$335,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
1 Bed, 1 Baths, 827 SqFt Days Listed: 2
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

This well priced condo at the Palms of Islamorada is being sold FURNISHED! Just bring your toothbrush to start enjoying the Florida Keys lifestyle. Tiled throughout with nicely updated kitchen and baths. Impact windows and doors are another upgrade to this lovely condo. There is one covered, assigned parking space and plenty of additional parking for friends. The complex amenities include an oceanfront heated pool and spa, his and hers exercise rooms, an oceanfront Tiki hut for outdoor entertaining and grilling and community room. Storage for Kayaks and Paddle Boards is on a first come basis.

81801  Overseas Highway 735 For Sale, MLS 586656
$339,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 215
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Here is your chance to own a great, income-producing piece of the iconic Cheeca Lodge & Spa in the heart of Islamorada. This beautiful double queen bedded resort view room is a great investment and can be your vacation spot for up to 28 days per year! Cheeca has long been the resort of choice for families, romantic getaways and more than one President. You will have your choice of 3 great restaurants, 2 bars, 2 pools (with a 3rd coming soon), 6 lighted tennis courts, a 9-hole, par 3 golf course, a Spa and workout facility, along with Camp Cheeca for kids. This unit has experienced over 80% occupancy and offers a great return on investment.

87200  Overseas Highway A7 For Sale, MLS 582641
$339,000
Plantation Key
Executive Bay   - MM: 87.00
3 Bed, 3 Baths, 1,337 SqFt Days Listed: 477
-5.57% ($20,000) 3 Price Changes : Last Change 146 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Best in class this 2 bedroom 2 bath with loft up top for small 3rd bedroom has been updated and upgraded from top to bottom. Modern kitchens and baths, fresh paint, close to entrance, steps from tennis, pool, clubhouse, dock and beach. Large open rooms. Private patio. Assigned parking and plenty for guests. 30 day minimum rentals. Executive Bay offers affordable keys living with all the amenities you might find in most any luxury condominium complex. Security and management on site.

87200  Overseas Highway G2 For Sale, MLS 588051
$349,900
Plantation Key
Executive Bay   - MM: 87.00
3 Bed, 3 Baths, 1,355 SqFt Days Listed: 114
-9.94% ($38,600) 3 Price Changes : Last Change 6 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Tropical Retreat in Islamorada w/Dockage & beach has great use of space. In a prime location with great updates, 3BR plus loft,(4th BR) 1.5BA, 1,355 SF of living area is full of light & spacious backyard. Updated with impact resistant windows/doors & tiled floors, offered completely furnished & turnkey. Excellent location across from the pool & just steps from the beach. Executive Bay Club is a Bayfront property with a sandy beach & stunning sunset views. A beautiful clubhouse-community center, large pool, boat dockage, tennis, gated entrance w/security, & More! Next to Founders Park for more fun activities. Near schools, shopping and restaurants. This is a must see town home. Great investment or full time residence to enjoy all year round. Close proximity to great restaurants.

81801  Overseas Highway 730 For Sale, MLS 587845
$355,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 81.80
1 Bed, 1 Baths, 550 SqFt Days Listed: 127
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your King Suite at the historic Cheeca Lodge & Spa. This rare top floor unit features extra high ceilings, one bedroom, one bathroom, and a full kitchen. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, pickle ball court, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping. COMBINE with UNIT 731 for TOTAL PRICE of $645,000! Cheeca is located in the heart of Islamorada and in walking distance to shopping, galleries, restaurants, breweries, and island festivities.

87200  Overseas Highway D6 For Sale, MLS 588378
$359,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,355 SqFt Days Listed: 94
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

BEAUTIFULLY RENOVATED 2 Bedrooms 2 Full Baths and Enclosed Loft-Bedroom with Separate Entrance from the 2 Bedrooms! Being Offered TURNKEY! Executive Bay is a Peaceful and Relaxing Resort Style Living Community located next door to Islamoradas Founders Park. Executive BayFeatures: Community Marina with First Come Dockage, Pool-Community Center that is Great for Entertaining Large Parties with Kitchen, Ample Seating andBarbeque Area, 2 Tennis Courts, Sandy Beach, Kayak Storage and Ramp for Launching. Newer AC 3 Years and Well Maintained. New Metal Roof. Located in Beautiful Islamorada, so Convenient to Excellent Restaurants, Shops and Local Attractions. World Class Fishing and Diving!

87200  Overseas Highway E8 For Sale, MLS 587545
$379,900
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,342 SqFt Days Listed: 148
-5.02% ($20,059) 2 Price Changes : Last Change 11 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Priced To Sell! Turn Key, Designer Furnished Townhouse with Lots of Character! Upper Level features spacious master bedroom, guest bedroom, updated full bath, office, laundry, 3rd floor furnished loft area with easy stairway access can be used as 3rd sleeping area, plus new bamboo flooring! Main level features Beautiful updated kitchen with white cabinets, black granite countertops, Kitchen Aid Top of the Line Appliances, with double oven, butler pantry, plus full bathroom, Traditional Living room with electric fireplace inclusive of custom built in cabinets & custom picture frame molding, nice dining area with tropical view of the private backyard patio.

87200  Overseas Highway V9 For Sale, MLS 584165
$390,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,355 SqFt Days Listed: 384
-7.14% ($30,000) 1 Price Change : Last Change 296 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Best Location, completely updated, turn key townhouse, with new metal roof, ready for occupancy! 2 bedrooms, 1 full bath on 2nd level with kitchen, dining area living room and powder room on lower level, private garden area off the living room sliders,open concept with impact windows and doors, extra added closet in master suite, beautiful updated bathrooms, completely furnished, bring your toothbrush and just enjoy this meticulously maintained townhome. Executive Bay offers a gated entrance, pool, clubhouse, tennis courts, first come first serve dockage, Bayfront beach and so much more!

81801  Overseas Highway 750 For Sale, MLS 581494
$419,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, SqFt Days Listed: 560
-6.89% ($31,000) 1 Price Change : Last Change 215 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Excellent opportunity to own this one-of-a-kind suite unit at the locally historic Cheeca Lodge & Spa. Its convenient in-town location means its walking distance to dining, shopping, and entertainment. Enjoy all the resort has to offer. Amenities include a par-three nine-hole golf course, five-star dining, kid-friendly features like Camp Cheeca, a spa, pools, beaches, and so much more.

87200  Overseas Highway K1 For Sale, MLS 588426
$419,900
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,388 SqFt Days Listed: 91
-6.67% ($30,000) 1 Price Change : Last Change 3 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

The only unit for sale in Executive Bay Club with a bay view! This private end unit boasts 2 full bathrooms in addition to the downstairs half bath. Updated kitchen and bathroom, beautiful tile floors downstairs. The upstairs loft has been extended and thoughtfully finished. Enjoy gazing at the bay while relaxing on your back patio. Highly desired location on Plantation Key, right next to Founders Park, one of the jewels of the community. Association offers 24 hour manned security, large heated pool, clubhouse, tennis courts, sandy beach and 72 hour first come first serve dockage. Watch the sunset each night! Immediate bay and ocean access from Snake Creek for all your boating needs. 1.5 hrs from Miami, 2 hrs drive to Key West. Excellent investment property!

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 02-25-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us