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 39
Order By:

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.

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.

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 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.

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!

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: 84
-2.34% ($11,000) 1 Price Change : Last Change 27 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 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: 55
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Gorgeous Ocean View Condo with 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.

82236  Overseas Highway 7 For Sale, MLS 589722
$491,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 616 SqFt Days Listed: 15
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
$491,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 616 SqFt Days Listed: 15
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.

87465  Old Highway 227 For Sale, MLS 589371
$499,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 33
-9.27% ($51,000) 1 Price Change : Last Change 15 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.

88500  Overseas Highway 317 & 316 For Sale, MLS 589331
$559,000
Plantation Key
Summer Sea   - MM: 88.50
2 Bed, 2 Baths, 1,148 SqFt Days Listed: 35
-17.19% ($116,000) 1 Price Change : Last Change 5 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Dock Privi

Price Reduction New House Near Completion Summersea Condominium RARE OPPORTUNITY TO OWN AND CREATE A DOUBLE UNIT 316 and 317 Two units side by side can be combined to create two bedrooms and two full bathrooms with approximately 24 of balcony to enjoy bay views. Each one is offered at $ 329,500 each if purchased separately for both is being offered at $559,000 . Enjoy Bay views , work out room,heated pool and pool for the little ones. first come dock and boat storage, Spend time at our beach and snorkel to pass the day. Close to back country fishing , reef diving and great dinning. Bring your boat up to 24 to keep at your door step. This is a first time opportunity .

79901  Overseas Highway 205 For Sale, MLS 578165
$579,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 777
+16.03% ($80,000) 3 Price Changes : Last Change 54 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.

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: 282
-6.26% ($40,000) 1 Price Change : Last Change 82 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.

87851  Old Highway Highway K34 For Sale, MLS 586357
$599,900
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 239
-4.47% ($28,100) 2 Price Changes : Last Change 21 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Stunning Ocean Views comes with this Ocean Front Condo. Large screened in porch gives you plenty of room to look out at the nice pool, marina & jacuzzi and the Atlantic Ocean. 8 community boats slips that can handle 30ft. vessels that rent for $56.00 a month.Very Private complex that has plenty of Tiki Huts on the property with nice beach chairs to relax near the water. Large Oceanfront Clubhouse that has a nice meeting area and a full gym, lighted tennis courts too. Lushly landscaped property that is professionally maintained. The Electric front gate keeps all of this very private. Being sold fully furnished.

87851  Old Highway K35 + 30 deeded slip For Sale, MLS 586491
$649,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 226
-2.99% ($20,000) 1 Price Change : Last Change 63 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin,

Breathtaking views abound from this beautiful ocean front unit. Your own Deeded 30 Deep water slip in 50 Slip private Marina. Immaculately maintained, ocean views from great room dining and living area flowing to oversized screened/sliding glass enclosure porch. Generous kitchen with Stainless appliances. Large open water views from Master BR with access to porch & gorgeous updated en suite bathand walk in closet. Spacious 2nd BR/BA nicely separated wing. Property boasts 12 lushly landscaped acres, pool, hot tub, beach, private harbor 50 slip marina (no bridges, direct ocean front), boat ramp, community room, gym, lighted tennis courts, storage & covered parking. Well located for easy access to restaurants, water sports, shopping and Free entrance to nearby Founders Park amenities.

101  Gulfview Drive 111 For Sale, MLS 587389
$699,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
2 Bed, 2 Baths, 1,546 SqFt Days Listed: 160
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

Welcome to your new home away from home! Picture yourself in this gorgeous Ocean & Harbor View Condo in the beautiful Florida Keys! WEEKLY RENTALS ALLOWED! Enjoy your deep water 30 boat slip with 20,000 lb lift & easy Ocean Access. This fully furnished beautiful condo is move-in ready. The interior boasts an open floor plan, master suite & en-suite guest bedroom. The gourmet kitchen features granite counters, stainless appliances, & breakfast nook. Relax & chill on your screened porch while enjoying the ocean breeze & stunning blue waters! Covered parking & ground level storage unit, pets are allowed (over 20 lbs with approval). Resort Style Amenities include a spa, heated & chilled pool, tennis courts, gym & clubhouse. Enjoy the Keys lifestyle & all that Islamorada has to offer!

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.

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Key Largo, Florida 33070

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