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Islamorada Waterfront Condos for Sale - Condominiums, Open Water, Ocean and Bay / Gulf Views

Waterfront condos for sale in Islamorada include those in Windley Key, Plantation Key, Upper Matecumbe Key, and Lower Matecumbe, as these are the areas that make up the market.  Islamorada waterfront real estate is perfect for buyers looking to combine the amazing water sports in the area - including snorkeling, diving, and sport fishing - with the ease of condominium living.  Since many waterfront condo communities in Islamorada offer amenities like boat dockage, purchasing a condo in Islamorada makes it easy to take advantage of the best of the Florida Keys.  See all Islamorada MLS listings for waterfront condos below.

Total Listings 40
Order By:

87465  Old Highway 201 For Sale, MLS 590872
$280,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,216 SqFt Days Listed: 51
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Lovely 2 story townhome style condo, 2 bedroom, full bath upstairs, half bath downstairs. apx 1216 living space, includes 4 enclosed porch spaces, making this unit one of the largest units in the complex. Peek-a-boo views from enclosed porch & bedroom 2.Large closets in both bedrooms, stainless kitchen appliances, including 4 year old stove & washer and dryer.Gated Community, near Founders Park in Islamorada.Heated pool overlooking oceanfront. New oceanfront clubhouse, poolside bathrooms and gym.New 400 Fishing Pier. Freshly painted buildings, most of the new landscaping has been completed. Manager on premises.

87465  Old Highway 218 For Sale, MLS 589440
$289,900
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 158
-1.73% ($5,100) 1 Price Change : Last Change 7 Days Ago
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: 253
-3.55% ($11,000) 1 Price Change : Last Change 164 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.

87455  Old Highway 241 For Sale, MLS 590283
$299,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,131 SqFt Days Listed: 111
-5.08% ($16,000) 2 Price Changes : Last Change 11 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Plantation By The Sea townhome at a GREAT PRICE including the furniture! This Townhome has peek a boo ocean views and has been nicely updated offering 2 bedrooms, 1.5 baths, stainless steel appliances, granite countertops, and additional storage under the bar. Both bedrooms and main floor have been extended for extra living space, just steps away from the laundry room and elevator. Workout room, heated pool, storage unit, assigned covered parking, fishing pier and close to Founders Park!

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: 150
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.

81801  Overseas Highway 732 For Sale, MLS 591257
$330,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 19
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Located in the heart of downtown Islamorada, Cheeca Lodge & Spa. Be a part of a world-class resort, without the worries!! 27 acres of tropical landscaping, 9-hole golf course, pickle ball, tennis courts, 3 heated pools, full array of water sports, fishing pier, private fishing and boat trips, fine and casual dining, 2 tiki bars, concierge, shopping, camp Cheeca for the kids, Lovely spa and fitness facility! Passive Investment Income producing property allowing owner to occupy unit for 28 days yearly!

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: 131
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: 344
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 K7 For Sale, MLS 590466
$389,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,354 SqFt Days Listed: 93
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip,Dock Privi

Islamorada, Executive Bay Club with a bay view! Looking for a Clean Two bedroom Townhouse with a view for under $400k? This is it! Great location across from the pool and steps from the beach. This is a well kept Bayside community. Large Pool, Clubhouse, BEACH, Dockage, Tennis, Founders Park with endless amenities, Local Festivals, Marina and Fuel next door! Make this unit your vacation home or enjoy life in the Keys year round. Brand new Metal Roofs and newly black topped roads. Enjoy Beautiful Florida Keys Sunsets making this gated community your perfect property.

200  Wrenn Street 504 For Sale, MLS 591335
$429,000
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 14
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to your Islamorada condo with Endless Ocean Front Breezes and Views ! This 5th Floor Unit offers 2 Spacious Bedrooms, 2 Full Bathrooms, Updated Kitchen and Bathrooms, and a Over-Sized Screened in Porch Accessible from the Living Room and Both Bedrooms. Master Bedroom has a Fantastic Built-In TV and Shelving Unit, Dual Sink Vanity, and Walk-In Closet.Sea Gulls Condominium Complex Features a Oceanside Relaxing Pool, Multiple Tiki Huts, and a Beautiful Sandy Beach ideal for Kayaking and Paddle Boarding. Perfect Location, Private yet Close to Everything! Whether youre looking for the Keys Life or a Weekend Getaway this one will not Disappoint!

79901  Overseas Highway 507 For Sale, MLS 588507
$459,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 213
-2.34% ($11,000) 1 Price Change : Last Change 156 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Oceanfront, Top Floor, Completely Renovated 2 Bedroom, 2 Bath Condo Unit at The Palms of Islamorada. All the work has been done, no need for the expensive and timely pain of a condo remodel. New kitchen and baths, new windows and shutters, new AC and hot water heater. The complex features an oceanfront pool and hot tub, a relaxing beach, his and hers gyms, an outdoor grill and tiki area, kayak/SUP launch ramp and gorgeous open-water views of Alligator Lighthouse and Terra Key. The Palms is conveniently located near Lazy Days Restaurant, Midway Cafe and Coffee Bar, Amara Cay Resort and Bud n Marys Marina. Downtown Islamorada, offers a wide array of restaurants and shops and is less than a mile away.

79901  Overseas Highway 502 For Sale, MLS 590716
$465,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 1,053 SqFt Days Listed: 64
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Islamoradas best kept secret, The Palms. This light and bright 2 bedroom/2 bath condo has an oceanfront covered balcony and views for days! The Palms has wonderful amenities such as an oceanfront pool, large hot tub, tiki bar and grill area, indoor gym facility, and a concrete walkway that will take you directly into the ocean. In a gated and secure complex, this unit has an assigned covered parking spot. Ideally located within walking distance to marinas and restaurants, this opportunity is waiting for you!

79901  Overseas Highway 506 For Sale, MLS 588918
$469,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 184
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Gorgeous Ocean View Condo with BRAND NEW CERAMIC TILE THROUGHOUT and Brand New Photos! Newly Remodeled Kitchen and Bathrooms. Top Floor two bedroom two bathroom condo with a private covered balcony. All windows and doors are impact resistant, brand new AC and water heater. Palms of Isla features an oceanfront pool, hot tub, tiki bar/grill area, sandy beach, boat ramp, indoor gym facility, kayak/paddle board launch and storage area. Secured gate entrance, covered assigned parking and plenty of parking for your guests. Home away from home or use as an excellent vacation rental property.

87465  Old Highway 227 For Sale, MLS 589371
$475,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 162
-13.64% ($75,000) 2 Price Changes : Last Change 119 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Are you looking for open oceanfront views? Then this is for you! Beautifully updated townhouse style condo with fabulous ocean views and in unit washer and dryer. The kitchen island has room for prepping AND entertaining while enjoying ocean views. The open floor plan allows you to see the ocean from the front door through the living space and to the veranda. Upgraded with impact windows and sliding glass doors this townhome is ready for a new family to enjoy Keys living at its finest. Additional features include travertine floors, Stainless Steel appliances, granite countertops, custom lighting fixtures and crown molding. This unit also has an assigned covered parking space.

82236  Overseas Highway 7 For Sale, MLS 589722
$485,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 616 SqFt Days Listed: 144
-1.22% ($6,000) 1 Price Change : Last Change 28 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

WEEKLY RENTALS W/BOAT DOCKAGE-Great Investment Property with transient zoning license. This Bayside 2 Bedroom 2 Bath Updated Condo on 2nd Floor is located right in the Heart of Islamorada near great restaurants, entertainment, and shopping. Enjoy year round spectacular sunsets! HOA includes Boat Basin, 1 boat slip in Marina to accommodate up to 26 boat for each unit, boat ramp, and storage, plus laundry room in building.

82236  Overseas Highway 6 For Sale, MLS 589720
$485,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 616 SqFt Days Listed: 144
-1.22% ($6,000) 1 Price Change : Last Change 28 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip,

WEEKLY RENTALS W/BOAT DOCKAGE-Great Investment Property with transient zoning license. This Bayside 2 Bedroom 2 Bath Updated Ground Level Condo is located right in the Heart of Islamorada near great restaurants, entertainment, and shopping. Enjoy year round spectacular sunsets! HOA includes Boat Basin, 1 boat slip in Marina to accommodate up to 26 boat for each unit, boat ramp, and storage, plus laundry room in building.

79901  Overseas Highway 205 For Sale, MLS 578165
$495,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 906
-0.80% ($4,000) 4 Price Changes : Last Change 127 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated 2 bedroom condominium in the Palms of Islamorada, walk to fine dining, great fishing boats, both offshore and back country, and a great diving/snorkeling operation. Total restoration down to the studs including new wiring, plumbing, walls, flooring, and ceilings. Offered completely furnished with all amenities TVs, new appliances including washer/dryer. Ready to enjoy starting the day of closing.

83201  Old Highway 304 For Sale, MLS 590035
$549,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 127
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock38ft.

Welcome to Beacon Reef! One of Islamoradas most sought after oceanfront communities featuring resort style pool, beach, and gorgeous custom dock beautifully lit at night; all surrounded by meticulously maintained landscaping. Perfect location to depart from for offshore or backcountry fishing, diving, snorkeling, enjoying a Sandbar cruise or a quick visit to Alligator Light. This unit boasts recently updated baths, as well as a detail oriented open kitchen with contrasting dark maple and white cabinets, all stainless appliances, large island area for culinary creations, pantry/storage, breakfast or cocktail bar, with many unique decorative touches. Enjoy the ocean breeze (and the sunrise if so inclined) from the covered balcony, as well as from the main bedroom. Hop on your bike, walk to,

88181  Overseas Highway) Highway 22A For Sale, MLS 590935
$589,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 45
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Dreamy, Islamorada address awaits! This spacious and updated 3 bedroom, 2 bath condo is nestled in the trees and boasts fabulous balconies with an ocean view and refreshing breezes. Enjoy quick access to your deeded 30 boat slip directly on the ocean and a full service marina. Walking distance to Founders Park and a short boat ride away from endless sunsets. Its time to make your dreams a reality!

88181  Old Highway 22E For Sale, MLS 585747
$599,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,529 SqFt Days Listed: 411
-6.26% ($40,000) 1 Price Change : Last Change 211 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Updated 3-bedroom/2-bath Coral Harbour condo in the desirable E Building just steps to everything! Walk straight out to the oceanfront marina with available shared boat slips or take a few steps down the side path for instant access to the large pool and clubhouse, oceanfront picnic areas, lagoon with catch-and-release fishing and wade-in sandy beach! Inside, enjoy an updated, open kitchen with wine cooler and stainless appliances plus 2 updated baths, Italian tile floors, crown molding, and a huge wrap-around screened balcony. Nicely maintained condo is clean, fresh and move-in ready. Furniture and decor are also available. The community allows two pets (any size) and offers plenty of space for walking/jogging plus manicured, shady grounds.

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 07-03-2020.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

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