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 42
Order By:

88500  Overseas Highway 233 For Sale, MLS 575424
$229,900
Plantation Key
Summer Sea   - MM: 88.50
Bed, Baths, 398 SqFt Days Listed: 894
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,First Come

Summer Sea Studio A complete up grade has been done. Situated on Florida Bay.[no water view from unit] Good opportunity for a paradise getaway in the Florida Keys. Bring your boat and enjoy the heated and chilled pool, work out room and enjoy our private beach and lush landscaping. Gated and secure building.

88500  Overseas Highway 324 For Sale, MLS 584941
$239,900
Plantation Key
Summer Sea   - MM: 88.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 202
-2.04% ($5,000) 1 Price Change : Last Change 139 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.

119  Cortez Drive 1G For Sale, MLS 586978
$240,000
Lower Matecumbe
Misc Lower Matacumbe   - MM: 76.00
Bed, Baths, SqFt Days Listed: 62
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Firs

One bedroom, one bath Condo, Desirable end unit. Perfect for investment or live in Full time. Garage for added storage or to store your car, boat trailer, Fishing gear or toys. Screened Balcony overlooking the canal across street. Community has Pool, Tennis court, On Site Manager, BBQ Area, Chickee Hut, Boat Launch & Boat dock. Located in Islamorada close to restaurants and points of interests. So much to offer in a well kept and desired Community at a great price!

88500  Overseas Highway 427 For Sale, MLS 583763
$313,900
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, SqFt Days Listed: 271
-10.06% ($35,100) 1 Price Change : Last Change 196 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

OWNER AUTHORIZED A PRICE A $35,100 PRICE REDUCTION. 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.

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: 81
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: 343
-5.57% ($20,000) 3 Price Changes : Last Change 11 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.

88500  Overseas Highway 419 For Sale, MLS 584234
$339,900
Plantation Key
Plantation Beach   - MM: 87.50
1 Bed, 1 Baths, 574 SqFt Days Listed: 246
-4.23% ($15,000) 2 Price Changes : Last Change 132 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.

87200  Overseas Highway S2 For Sale, MLS 587132
$340,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,330 SqFt Days Listed: 48
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!

87200  Overseas Highway D6 For Sale, MLS 587151
$369,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,355 SqFt Days Listed: 47
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 Bay Features: Community Marina with First Come Dockage, Pool-Community Center that is Great for Entertaining Large Parties with Kitchen, Ample Seating and Barbeque Area, 2 Tennis Courts, Sandy Beach, Kayak Storage and Ramp for Launching. Newer AC 3 Years and Well Maintained. New Insulated Metal Roof to be installed in September. REVENUE GENERATING REPEAT CLIENTS $10K, December through March. Located in Beautiful Islamorada, so Convenient to Excellent Restaurants, Shops and Local Attractions. World Class Fishing and Diving!

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: 250
-7.14% ($30,000) 1 Price Change : Last Change 161 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!

79901  Overseas Highway 504 For Sale, MLS 585179
$399,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 186
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Top floor, Ocean front condo in Islamorada! 2Bedrooms/ 2Bath unit with 981sf of living space. Covered, open porch with views of the Atlantic Ocean and Alligator Lighthouse in the distance. Complex is gated, has elevator, tiki hut, heated pool, hot tub, kayak / paddle board storage racks adjacent to ramp. Walking distance to dining at Lazy Days & Amara Cay. Marinas close by for charters, boat rentals and boat storage. Monthly rentals allowed.

87200  Overseas Highway E8 For Sale, MLS 587545
$399,959
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,342 SqFt Days Listed: 14
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Turn Key, Designer Furnished Townhouse with Lots of Character! Upper Level features spacious master bedroom, guest bedroom, updated full bath, office, laundry, loft 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 and butler pantry, plus powder room, Traditional Living room with electric fireplace inclusive of custom built in cabinets and custom picture frame molding, nice dining area with tropical view of the private backyard patio. New A/C, new Impact window in Master Bedroom, new impact front door, new metal roof, lovely landscape lighting, X flood zone, this unit has it all! Truly a must see!

88181  Old Highway 21G For Sale, MLS 586725
$415,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,593 SqFt Days Listed: 76
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Fully furnished, 3 bedroom, 2 bath condo, features a split floor plan with master suite on one side, and guest suite featuring two bedrooms and one bath on the opposite side. Both the master suite and one of the guest rooms open to the huge wrap-around balcony, also accessed from the living area. An open floor plan with diagonal over-sized tile in the main living area & granite countertops with warm wood cabinets in the kitchen, as well as travertine & glass clad master shower suite. Nestled among the trees, privacy abounds from this 2nd floor location. Convenient undercover parking is a plus. Coral Harbour Club offers beautifully landscaped grounds, including a saltwater lagoon with sandy beach entry, chickee huts at the oceanfront, full-service marina with protected dockage, boat ramp,

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: 426
-6.89% ($31,000) 1 Price Change : Last Change 80 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.

88181  Old Highway 21A For Sale, MLS 585883
$425,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 139
-15.00% ($74,999) 1 Price Change : Last Change 31 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Located at Coral Harbour, a luxury 5 star gated oceanfront complex, this gorgeous, updated and extremely well maintained condo offers 3 beds & 2 baths and a large corner wrap around screened-in balcony. Features include recessed lighting, newer kitchen, granite countertops, custom tiled baths & a split bedroom layout. The 5 star community amenities include a full service marina with boat ramp & ice, a heated swimming pool, a large clubhouse, 2 lighted tennis courts & salt water lagoon with sandy beach. 7 Common Shared Deeded slips are available on a first come basis, including a 40 slip. The 7 common Shared Deeded slips are shared exclusively with 20 specific owners. The condominium manager has reported they have never had to turn away an owner with the right to share one of the 7 slips.

79901  Overseas Highway 209 For Sale, MLS 585174
$457,500
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 187
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Oceanfront 2/2 condo with open ocean views and updated kitchen and baths in a great location in Downtown Islamorada. Relax on your ocean view porch (on the shady afternoon side) overlooking the pool and spa, or use the boat launch to enjoy kayaking or stand-up paddling. Hungry for a nice meal? Lazy Days Islamorada and Amara Cay Resorts Reel Burger are both right next door, or there are endless dining options just a mile away in downtown Islamorada. Love to go diving, fishing or boating? Bud N Marys Marina is also next door! The Palms Condominium is also popular as a monthly vacation rental if you are interested in seasonal rental income. This really is THE location in Islamorada! Call today!

79901  Overseas Highway 513 For Sale, MLS 587523
$480,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 15
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Open Oceanfront 2/2 top floor condo in the heart of Islamorada! This is one of rare units with large windows in master bedroom for awesome ocean views! This one is also only one row in from the open oceanfront and its on the very top floor for even better views. Updated kitchen with granite counters and light wood cabinets. Offered with booked rentals for immediate income! Oceanfront pool and hot tub with views of Alligator Lighthouse, outdoor grill, tiki hut, his/hers workout rooms, covered parking and onsite kayak launch for non-motorized craft. Next door to Bud-N-Marys marina and Lazy Days restaurant. Located in Downtown Islamorada, The Palms Condo offers immediate access to fine dining, entertainment, bars, restaurants, shopping, monthly arts events & more!

88181  Old Highway 41A For Sale, MLS 586256
$485,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 113
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: Assigned Dock

On the top floor, your view is of the tree tops! Patio is perfect for plants! Updated kitchen with travertine accents, updated baths, appliances, AC, washer/dryer. Built in wine cooler. Impact windows. New ceiling fans on the porch PLUS you have all the amenities of Coral Harbour Club. Pool, tennis, clubhouse activities, lagoon with sandy beach, dockage, fuel, ice and MORE. Call for your private showing today.

80450  Overseas Highway 301 For Sale, MLS 586366
$495,000
Upper Matecumbe Key Islamorada
Sand Pebbles   - MM: 80.50
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 105
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

SAND PEBBLES in ISLAMORADA! Last unit available! Very Nice single level end unit with views of the Bay. No stairs here, 2 spacious bedrooms and 2 updated baths, Large Screened Lanai. Open kitchen with bar, Large master bath with jetted garden tub and walk in showers make this a place to relax and enjoy the Keys Life! Much pride is given here with Tropical plants and landscaping, including Key lime trees. Marinas and Restaurants nearby. Impact windows, extra parking for boats and trailers. Trail to kayak and enjoy the natural setting. Sparkling pool and tiki hut for BBQs. Additional storage room. Close to Bud n Marys and Lazy Days Restaurant and more popular Islamorada locations. You need to see this unit!

88181  Old Highway  24A incl. deeded 30 slip #36 For Sale, MLS 586425
$499,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 99
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Tropical foliage surrounds this 2nd floor unit at Coral Harbour Club, a luxury gated oceanfront complex. This unit is a 3 bedroom 2 bath with a split bedroom layout with the Master on one side and the guest bedrooms on the other. It has an open floor plan with a large screened wrap around porch which also has access from the Master and 1 guest bedroom with tile throughout. Included is a 30 deeded boat slip. The full service marina offers ice, fuel and a boat ramp. Other amenities include a large clubhouse, 2 lighted tennis courts, a heated swimming pool and a salt water lagoon with a sandy beach.

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 10-14-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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