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Islamorada Waterfront Condos For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Waterfront Islamorada condos for sale below are on the ocean side.

Total Listings 29
Order By:

$385,500
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,041 SqFt Days Listed: 488
-25.72% ($133,500) 11 Price Changes : Last Change 6 Days Ago
Townhouse - Kick-out - Waterfront Yes
Side of Island: Ocean - Dockage: None

Great Opportunity to own in Islamorada! This two bedroom, 1.5 bath townhome is only 3 in from the ocean and offers partial views. The front and back balconies have been pushed out making the unit more spacious. Fully furnished and ready for new owners. Plantation By The Sea, with 200 on the Atlantic Ocean is a gated community which offers a large clubhouse with kitchen, ping pong table, pool table, and entertaining area, an oceanfront pool and sunning area, poolside restrooms, BBQ area, Kayak and Canoe storage, updated workout room, sauna, covered parking, outside storage closet and friendly neighbors! Close to Founders Park and lots of great restaurants.

$399,500
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
1 Bed, 1 Baths, 409 SqFt Days Listed: 218
-0.13% ($500) 1 Price Change : Last Change 114 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Who says oceanfront living in the heart of the Florida Keys is not affordable? This cute 1-bedroom studio condo, with amazing view of Alligator Reef Lighthouse is nestled within the prestigious Palms of Islamorada. It offers 409 square feet of all the space you need. Begin your days in serene bliss as you greet the sun rising over the Atlantic, painting the sky with hues of pink and gold right from your own doorstep. Take advantage of the Mens Gym or Womens Gym before enjoying the views from the Oceanfront pool, providing the perfect oasis of relaxation. For the adventurers at heart, the legendary Bud & Marys Marina is merely a stones throw away, offering endless fishing expeditions into the bountiful waters of the Keys. Culinary delights await next door at Lazy Days, where you can savor your catch with a backdrop of the oceans expanse or explore the flavors of the Keys across the highway at the newly revived Papa Joes Restaurant /Tiki Bar, an ideal spot to unwind and enjoy the sunset.Located at mile marker 79.9, the Palms of Islamorada places you at the center of it all, surrounded by the natural beauty and vibrant culture of the Keys.

$415,000
Lower Matecumbe
Islamorada South   - MM: 76.50
1 Bed, 1 Baths, 518 SqFt Days Listed: 205
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock25ft.

Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25 boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt to the ocean or the bay. Immediate ocean access from the dock gets you to some of the best fishing, diving & crystal clear waters these islands are known for. Conveniently located on Lower Matecumbe Key yet just minutes from downtown Islamoradas famous restaurants, shops, galleries & breweries. For an intimate complex, the amenities are grand. Play a game of pickle ball in the morning, tennis in the afternoon, cool off in the pool or enjoy a game of horseshoes or shuffleboard with your neighbors after dinner or meditate under the tikis. Islamorada South provides a real community feel....come join the community!

$475,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,032 SqFt Days Listed: 130
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Do you want a condo that feels like a single family home? Then this is the one youve been waiting for. A truly open floor plan offers clear sight lines from the kitchen through to the living area. The balcony in the living area has been enclosed and is being used as an office and piano alcove. Both bedrooms have been enlarged to include the balconies and can easily accommodate king size beds. It even has a washer and dryer in the condo! A covered parking space and downstairs storage unit are included in this offering. Plantation by the Sea has wonderful amenities that include a 400 ft. long pier with seating and fish cleaning table, an oceanfront pool, community room with pool table, ping pong table and full kitchen, sauna, kayak and paddleboard racks and an exercise room with ocean views.

$480,000
Plantation Key
More Info   - MM: 87.50
2 Bed, 2 Baths, 1,036 SqFt Days Listed: 31
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: NoneRip Rap

Your vacation starts now! Welcome to Plantation By The Sea. This charming TURN KEY 2 bedroom and 2 bathroom end unit offers a spacious floor plan that seamlessly connects the kitchen to the dining and living areas. It has 2 porches 1 off of the living room another off of the master bedroom. While cooking you can open up the doors and enjoy the ocean breeze and peak a boo views of the Ocean. Updates include newer ac and ac handler 2019, bathroom vanities, kitchen appliances, and new carpet in the bedrooms. Tastefully furnished and in immaculate condition. One assigned covered parking space. Ground level storage unit. Plenty of guest parking. The complex offers a heated oceanfront pool, long fishing pier, electric gate, clubhouse, sauna, gym with water views and plenty of outdoor entertainment space. Located near Founders Park, restaurants and downtown islamorada! **BUYER TO VERIFY ALL INFORMATION**

$665,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,343 SqFt Days Listed: 83
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip,Other Dock

Welcome to your new home in the heart of Islamorada! This desirable 2-bedroom, 2-bathroom townhouse offers an exceptional blend of comfort and luxury, perfect for those seeking a serene yet vibrant coastal lifestyle.Step inside to discover a spacious living area bathed in natural light, designed with an open-concept layout that flows seamlessly into the outdoor space. The modern kitchen is a chefs delight, featuring quartz countertops, stainless steel appliances, and ample storage. Perfect for entertaining or unwinding, the outdoor seating area invites you to enjoy dinners al fresco under the stars.Retreat to the oversized master bedroom, a true sanctuary offering plenty of space and comfort. This peaceful haven is perfect for relaxation after a day of enjoying the many amenities this community offers.This community boasts a sandy beach, a sparkling pool, tennis courts, and a clubhouse, ensuring endless recreation and relaxation options. For boating enthusiasts, dockage is available at the brand-new on-site marina, offering the ultimate convenience.Located within walking distance to Founders Park and just minutes away from the best dining spots in Islamorada, this townhouse places you at the center of it all. Experience the perfect blend of tranquility and excitement in this prime location.Dont miss out on this opportunity to own a piece of paradise. Schedule your private tour today!

$720,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 209
-7.10% ($55,000) 1 Price Change : Last Change 85 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

**Nightly Rental Condotel at Historic Cheeca Lodge Resort and Spa**1. **Condo Features**: - Private King bedroom with full-size soaking bathtub and private dressing area - Spacious separate living room with queen sofa-bed - Fully equipped kitchen - Turnkey - Hands-off income generation through nightly rentals - Balcony with a view2. **Luxurious Amenities**: - 5-star dining at multiple onsite venues - Two open-air tiki bars - Three heated swimming pools - 1,100 sandy beach - Boat dockage and fishing pier - Executive golf course - Six lighted sport courts (tennis, pickleball, basketball) - Over 15,000 square feet of event space - Camp Cheeca for children - On-site full service watersports facility3. **Resort Lifestyle**: - Resort-style living with impeccable service - Instant passive income stream with condotel ownership - Impressive occupancy rate - Walking distance to outstanding restaurants, spas, galleries, boutiques, breweries, and Islamoradas famous arts district - Freebee rideshare service in the Village of IslamoradaExperience the epitome of luxury and investment potential at the historic Cheeca Lodge Resort and Spa. Own a piece of paradise in the sportfishing capital of the world with this exceptional income-producing property. Live the resort life, enjoy unparalleled amenities, and indulge in the vibrant island lifestyle of Islamorada.

$724,900
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 988 SqFt Days Listed: 160
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Exquisite oceanfront condo boasting breathtaking views of the sparkling blue waters. This luxurious residence features spacious living area, large sliders that open to a private balcony overlooking the beautiful ocean. With sleek modern amenities, including quartz countertops, shaker cabinetry, glass tile backsplash, spa like bathrooms, can lighting with dimmers, this condo offers the ultimate coastal living experience. Upgrades include all new plumbing, electrical, hurricane rated slider doors and windows, tile flooring, A/C-heatpump, ensuring comfort and peace of mind. Located in a prestigious waterfront community, residents enjoy covered parking spot plus guest spot, elevator, access to private pool, exercise room, sauna, and a pier you can fish from. Dont miss out on the chance to own your slice of paradise.

$725,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 159
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the Sportfishing Capital of the World. Condo Features -This spacious King Bed Suite offers a large living room area with a pull-out queen bed, a grand bathroom with walk-in shower and soaking tub, a fully equipped kitchenette, and a private screened in porch with views of the lush landscape and large coconut palms. This exceptional income-producing property allows nightly rentals. Owners use their units up to 28 days a year and receive a monthly check for the remainder of the time. Its a hands-off income generator!The Resort -Enjoy 27 acres of Islamorada oceanfront that include 3 world class restaurants, 2 open-air tiki bars, 1,200 of private beach, 525 fishing pier, 2 family pools, 1 adults only pool, beach and pool side cabanas, 9 hole golf course designed by Jack Nicklaus, 6 sports courts, 15,000 sqft of event space, valet parking, 24 hour shuttle service, concierge service, on site boat trailer parking, watersports activities, fitness center and Camp Cheeca.

$744,900
Lower Matecumbe
Islamorada South   - MM: 76.50
2 Bed, 2 Baths, 1,079 SqFt Days Listed: 114
-0.68% ($5,100) 2 Price Changes : Last Change 72 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

This is a terrific opportunity to live in Islamorada in a light-and-bright 2-bedroom, 2-bath townhouse. Drive on the Florida Keys Overseas Highway to Lower Matecumbe Key and immediately feel the sense of island living. Step into the open main living room area, with kitchen and dining space, as well as a screened porch. The main floor also features a guest bedroom with a full bath. The private master bedroom and bath are upstairs along with a screened balcony. An enclosed, one-car garage is perfect for storing fishing equipment, paddleboards, or dive gear. The covered carport is large enough to store a flats boat or use for outdoor entertaining. Dockage is available for up to a 25-foot boat. The complex also features a secured boat and trailer storage. A boat ramp is part of the neighborhood community. After a day of watersports, enjoy the community pool, chickee hut, and BBQ area. Meet up with friends for tennis, pickleball, shuffleboard, or horseshoes. Building insurance and maintenance are included in the condo fee. Home-away-from-home or use as an excellent vacation rental property. Direct access to the Atlantic Ocean via canal or a short boat ride to Florida Bay.

$775,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 4
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Fabulous top floor location with spectacular ocean views! This spacious condo has tile floors throughout and a lovely open terrace to enjoy the ocean view and breezes. Both bedrooms are spacious and the primary bedroom opens to the oceanfront terrace. The Palms of Islamorada is conveniently located close to the downtown Islamorada area. You are only minutes from enjoying shopping in the boutiques and galleries and eating in numerous restaurants that are very close by. The Palms has an oceanfront pool, hot tub, assigned parking with plenty of guest parking, 2 gyms as well as kayak and paddleboard storage. A fantastic view of Alligator Lighthouse is included at no extra cost.

$779,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,593 SqFt Days Listed: 105
-12.37% ($110,000) 6 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Experience waterfront living at its finest in this ground-floor condo located in the coveted Coral Harbour Club Condo (CHC). This spacious unit features an open floor plan with 3 bedrooms and 2 bathrooms, complemented by a large wraparound terrace and garden area. It also has exclusive rights of use to 1 of the 7 boat slips ( 6-30 & 1- 50)with direct ocean access. The common areas of CHC offer breathtaking views of the Atlantic Ocean, clubhouse, resort-style oceanfront pool, Tiki Hut/BBQ area, tennis courts and protected marina with convenient facilities such as a fuel pump & fish cleaning stations.Discover the epitome of refined living & luxurious amenities.

$875,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 78
Townhouse - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

This is a must see fully furnished waterfront townhome, with a 21 foot dock that should be able to accomodate a 25 boat. The canal leads out to the ocean and a short run to Channel 2 or Channel 5 bridge brings you to the bay side. There are 2 main bedrooms and both have ensuite baths, an updated kitchen and appliances, with a bedroom and a bath as well as living space downstairs for family or visiting friends. There is storage for tools and toys.

$889,000
Plantation Key
Coral Harbour   - MM: 88.00
2 Bed, 2 Baths, 1,224 SqFt Days Listed: 83
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

Welcome to the Club! Coral Harbour Club is nestled on the ocean side off the Old Hwy in Islamorada. Unit B 2 has two oversized bedrooms with screened porch, open air patio and lake view. Beautiful wood floors and updated kitchen make this the perfect place to call home for the year or the season. There is a clean and open floor plan with a large exterior open patio, perfect for entertaining of growing a raised garden. The oversized second bedroom is large enough for two full size beds.Your assigned parking space is directly under the unit, making it easy to access your vehicle. Nearby the unit is a charging station for electric vehicles. Also included in this sale is a 30 deeded boat slip.Coral Harbour Club is on 14 Tropical acres including a lagoon with sandy beach, marina with boat ramp, fuel, ice and immediate ocean access. You can also enjoy tennis, bocce ball, ocean front pool, and pickle ball. There is a maintenance area where you can store a kayak, access compressed air and wash your vehicle. There are numerous social activities throughout season.Within walking distance is a Tom Thumb convenience store, City Hall Cafe, MEAT, Shima, and True Value hardware. Is the main road backed up? No problem, as soon as you cross the Tavernier Creek Bridge, take the Old Road and miss all the traffic. There is no reason to get on the main Highway to go dinner. Stay on the Old Road to access Puerto Vallarta, Marathon Bagel, and Mr. Cs Ice Cream to the south, or Old Tavernier and Dockside Raw Bar and Grill to the north. Across the street is Marker 88 Restaurant.

$935,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 252
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT, CORNER, END UNIT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa, workout facility, and multiple pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted tennis courts and a fitness center. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and shopping. Proximity to Islamoradas famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamoradas most iconic and historic destinations.

$1,055,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 192
-1.86% ($20,000) 1 Price Change : Last Change 44 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Fully renovated condo and a successful monthly vacation rental with $36K YTD and $28K in upcoming bookings! Ocean Harbour is a gated oceanfront complex with 68 units, marina, pool, jacuzzi, beach, clubhouse, gym, boat ramp, trailer parking, tennis/pickleball courts and more! Seller has grossed over 36K in monthly rentals YTD, with future bookings in place, ask for details. Unit M3 is located in the Matecumbe building and has gorgeous ocean views as well as great sunrise views year round. Located on the first floor above parking, this unit also includes stairs off your back porch to easily reach all the amenities that Ocean Harbour has to offer. Inside the unit youll find a spacious 1536 SF of living space (rare to find in a condo in the Keys) and a split floor plan that offers privacy for you and your guests. The unit is being sold furnished & turn-key. The kitchen is generous in size and is fully updated with gorgeous granite counters, stainless appliances and has the perfect office nook. The primary suite faces the ocean with stunning views and also has access to the porch. Take in the views while sitting in your living room and have your coffee on your screened porch and watch the sunrise. In the evenings, walk down to the tiki on the point and enjoy a cocktail. The beach area with tikis is perfect for lounging and reading that good book and the pool is close by to cool off when the sun gets too warm. Boat slips are available for lease through the association. The oceanfront clubhouse is nice for entertaining a larger group and the gym upstairs makes it easy to work out when youre admiring the ocean! If you like to barbecue, theres a large tiki with a gas grill conveniently located near your unit. Covered parking for 1 car plus guest parking. Storage closet right outside your front door. Two pets any size are welcome. Pre-approval letter or Proof of Funds needed for all showings.

$1,094,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 162
-10.69% ($131,000) 1 Price Change : Last Change 73 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

This is truly a special piece of Paradise. Located in the prestigious Islamorada on the oceanside. Port of Call is low density, small private community, consisting of 5 buildings/10units with many amenities. There is a beautiful beach with shaded tiki hut area, a refreshing pool by the water, as well as boat slips.This updated unit has 2 bedrooms and 2.5 baths. One great feature is the eat in kitchen/dining area set in a sunroom. You have direct ocean views with prevailing breezes and enjoy sunrise from anywhere in the unit. It has two large screened balconies, a spacious roof top sundeck, plus under cover parking. Close to shopping, restaurants, marinas, Founders Park, plus so much more. Two hours to Miami or Key West. Call to see Port of Call today.

$1,195,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 39
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip3

Expansive ocean views! Beautifully updated 2/2 condo with a 35 ft. boat slip and 18,000 lb. boat lift in Islamoradas desirable Ocean Harbour community. Enjoy immediate boating access to the Atlantic Ocean and quick boating access to Florida Bay through nearby Snake Creek channel. Open ocean views throughout from the relaxing screen porch to the large living room, dining area, kitchen and primary bedroom. This unit has been beautifully updated with an open concept kitchen, solid wood cabinets, stainless appliances and granite countertops. Both baths are tastefully updated, and all the doors and windows are impact rated. Ocean Harbour condo is situated on a sprawling 12 acres and the grounds are beautifully manicured and shaded in lush tropical landscaping. In addition to the marina, the community also offers a boat ramp and the rare convenience of onsite boat/trailer storage. There is also a large ocean view pool, ocean view clubhouse, ocean view gym, and ocean-side beach area with tiki huts and lounge chairs for enjoying the ocean breeze. The gated community also offers a covered parking spot and a storage closet for every unit, along with abundant additional open parking, electric car charging station, and tennis courts. This community allows each owner to have two pets (any size). Call today for your private tour of this outstanding Islamorada community.

$1,300,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 73
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

LOCATION, DOCKAGE. Dockage on the oceanside of Upper Matecumbe Key! ALSO Parking for car and a boat!! .... Beautiful Beacon Reef, a well-known and loved condo complex located on Upper Matecumbe Key is expertly and exquisitely maintained top to bottom. First class amenities include resort style tropical landscaping with shady palm trees, lush green grass & sandy beach w/ lounge chairs. Zero entry, large walk-in pool. Chickee hut and multiple BBQs for entertaining. Newly renovated pier with plenty of dockage, can fit up to 35 boat, shore power available. Private sauna & gym overlooking the ocean. Club house with kitchen available to homeowners for private functions. This particular unit is immaculate and cared for, same owner since 94, amazing open water ocean views from covered balcony and primary bedroom. Comes with coveted covered parking, one space from elevator, room for two cars or one car w/ boat & trailer. Kitchen has been updated with stainless steel appliances and custom cabinetry. Primary bathroom has been updated as well with added closet space. All windows are impact.

$1,400,000
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 19
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Once assessments and approvals have been completed this year, Peaceful Palms is set to cater to weekly vacation rentals, a rarity in Islamorada. Each townhome comes with three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. Peaceful Palms is pet-friendly. The world-class fishing and diving opportunities of Islamorada are an added attraction. With the potential halt in issuing new building permits in the Florida Keys, investing in Peaceful Palms presents a unique and timely opportunity.

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 10-09-2024.
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