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Florida Keys Waterfront Condos For Sale on the Ocean Side of the Island / Oceanfront Condo Condominium Listings

Total Listings 181
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$899,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 92
Condotel - Contingent - 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 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.

$899,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,358 SqFt Days Listed: 24
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover an exceptional opportunity to own a three-bedroom, two-bathroom condominium within the prestigious Hawks Cay Resort. This unique floor plan is located in one of just two buildings approved for year-round residential living, making it perfect as a full-time residence, a vacation retreat, or a lucrative investment property. Designed with an open-concept layout, this condo has seen minimal rental use, preserving its pristine condition. The screened-in porch spans the entire backside of the unit, offering breathtaking views and easy access through sliding doors from two bedrooms and the living area. Custom blinds throughout the interior add to its refined coastal charm. The kitchen stands out with upgraded countertops and stainless steel appliances, blending style and functionality. Additional conveniences include extra storage on the lower level of the complex and covered parking options. Whether youre looking to embrace the vibrant Florida Keys lifestyle or escape to your private oasis, this property offers endless possibilities. With significant income potential and a stunning location, this condo is a rare gem you wont want to miss.

$918,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 4
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to a one-of-a-kind condo in the heart of Key West, Florida! This 2-bedroom, 2-bathroom home is a vibrant blend of island charm, retro elegance, and modern luxury. Perfectly situated to capture the essence of Key West, this condo offers a playful yet sophisticated retreat, ideal for a full-time home, vacation getaway, or investment property. Step inside and be greeted by a space that radiates happiness and joy. The open-concept living area is a creative haven, featuring bold prints, playful pops of pink, and mid-century modern accents. The kitchen is a standout, with iconic retro turquoise Big Chill appliances that combine nostalgia with functionality. A bold black-and-white checkerboard backsplash adds whimsy, while timeless quartz countertops and an expansive island provide ample room for cooking, dining, and lively conversations. This kitchen is more than a workspace, its a fun centerpiece for making memories.The primary bedroom is a serene escape, featuring bold tropical wallpaper, waterviews and an elegant crystal chandelier. Every detail has been carefully curated to create a tranquil and stylish retreat. The second bedroom continues the theme of vibrant sophistication, offering chic decor and functional touches that make it a welcoming and functional space for your home office, guests or family. The bathrooms mirror the homes playful aesthetic with modern fixtures and tropical accents. Outside, your private balcony invites you to soak in the serene views of the Salt Ponds and gentle island breezes. Its the perfect spot for morning coffee or sunset cocktails. This condo is more than just a home; it is a celebration of life, color, and joy. This gated Association has every amenity you will need to enjoy an Island lifestyle, and is located directly across from the beach. Enjoy a heated/chilled saltwater pool, spa, his/her saunas, BBQ space, pickle ball court, newly renovated clubhouse, covered parking and private enclosed storage. Pet Friendly

$920,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 43
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the serene West building of La Brisa, a tropical oasis located directly across the street from Smathers Beach and Sunset Watersports. Nestled amidst lush surroundings, this beachside condo offers resort-style amenities and coastal living at its finest.This beautifully updated, first-floor unit is perched above flood level and offers easy access via stairs or elevator. With its own dedicated parking spot conveniently located nearby, getting in and out is a breeze. The kitchen features custom Hanson & Bringle cabinets, induction cooktop, and modern appliances, making it both stylish and functional. The 2022 AC ensures comfort year-round, while custom-built cabinetry in the guest room, primary ensuite bathroom, and master closet provides exceptional storage and organization.The primary bedroom is a tranquil retreat, boasting elegant bamboo flooring and Bahama shutter window treatments. Sliding glass doors from both the living area and the primary bedroom lead to a private covered balcony. From here, enjoy stunning views of the serene salt ponds and the vibrant tropical wildlife that call this sanctuary home.Move-in ready, this turn-key unit comes fully furnished in coastal style, complete with dishes and linens--just bring your flip-flops and start living the island life. A covered parking spot and individual storage room add to the convenience of this charming condo.The resort-like amenities are unparalleled, including a sparkling, salt water heated pool, hot tub, saunas in mens and womens locker rooms, poolside tiki huts, pickleball and tennis courts, dog-walking areas, car charging stations, car washing station and a grilling area with picnic tables.Located within walking distance of White Street Pier, the world-famous Sandys Cafe, and a host of local hot spots, this property places you in the heart of Key Wests vibrant beachside community. Dont miss your chance to experience the ultimate in tropical living at La Brisa Beachside Condo.

$925,000
Key West
1800 Atlantic   - MM: 2.00
2 Bed, 2 Baths, 1,311 SqFt Days Listed: 87
-7.49% ($74,900) 2 Price Changes : Last Change 12 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

1800 Atlantic Condominium offers a Wonderful Life Style. This is a second floor unit with more privacy on the deep Balconies.A Garden like Setting in the tree tops.Gorgeous Meticulously Maintained Property with Oceanfront Pool and Tennis Courts.Live your best Life Here!Photos are from when owner occupied the unit, some furniture has been updated.

$925,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 41
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Coral Harbor Club is Located in Islamorada. The Condominium has been extensively remodeled and comes with a boat slip. Beach views from your porch. This ground level condo is situated on the corner of the beach, walk out your screen door and theres the beach. The condo has had extensive upgrades. New floors, new kitchen, new stainless steel appliances, New motorized rolling hurricane impact rolling shutters on your 400 sq. Ft. Porch. Newer AC, New washer and dryer, freshly painted. A must see to appreciate. Comes completely furnished. Coral Harbor Club is completely gated with lunch tropical landscaping and amenities like an ocean front marina, boat ramp, pool and club house, tenniss courts, pickle ball, bocce, baseball courts, beach, paddle board/kayack launch, pichnick tables, . You can walk or bike inside your gated community. Closed proximity to the best restaurants, shopping and entertainment. Moly one hour from Miami.

$935,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 365
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 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.

$949,000
Key Colony
Egret   - MM: 54.00
2 Bed, 2 Baths, 1,308 SqFt Days Listed: 206
-4.62% ($46,000) 1 Price Change : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Experience endless ocean views from this northeast-facing penthouse unit, where the soothing sound of waves greets you at the shore. Situated in The Egret on KCB, this exclusive complex features just six owners, making it the perfect retreat for those seeking privacy. Enjoy access to the sandy beach, pool area, and outdoor kitchen right by the pool. The gated community offers parking for one vehicle, and an elevator conveniently takes you directly to your front door. This move-In ready 2-bedroom, 2-bathroom unit boasts a lovely patio with stunning vistas.

$950,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 353
-28.30% ($375,000) 4 Price Changes : Last Change 22 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Luxury 2nd floor CORNER unit offers Breathtaking Open Water Unobstructed Panoramic Views of the Ocean. Extra side windows allow for an abundance of natural light to flow throughout this open floor plan. The moment you step through the doors is like looking over your very own Infinity Pool. Enjoy the Sunrise, Sparkling Turquoise Waters and White Sandy Beach in this Southeast facing Unit on Key Colony Beach. Recently updated so move in ready! Wrap-around Balcony allows you to bring the outside in and enjoy all the Florida Keys has to offer. Unit comes with detached 1 Car Garage, 2 Pools, Tennis and Shuffleboard Courts and is centrally located making it easy to explore our beautiful Island attractions and restaurants.

$970,000
Key Colony
Key Colony Point   - MM: 53.50
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 21
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Here is your perfect Keys Condo with Open Ocean Views & Breathtaking Sunsets! exceptional updates and robust weekly rental history with all excellent reviews. Visit: www.vrbo.com/802170. This residence offers exactly what youve been seeking. The spacious primary suite provides a breathtaking view of the expansive ocean & seamlessly connects to the balcony. The generously sized guest suite, features a walk-in shower and dual vanities, ensuring your guests experience maximum comfort, possibly making it hard for them to leave. The well-designed kitchen is a haven for chefs, ready for delightful meals in the dining room or on the balcony. Key Colony Point welcomes you home with its fantastic pool area, pier, tennis courts, shuffleboard and beachside relaxation, the perfect setting for grilling by the azure waters. Nestled in the Gem of the Florida Keys, Key Colony Beach, this property allows you to explore the entire city on foot or bike, accessing three restaurants, golf, pickleball, marina, tennis courts, playgrounds, post office and Sunset Park. Marathon executive airport is just 5 minutes away, Key West airport is an hour away and Miami airport is approximately a 2-hour drive. Your island getaway awaits you in this idyllic Key Colony Beach residence.

$994,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 275
-18.86% ($231,000) 2 Price Changes : Last Change 16 Days Ago
Townhouse - Contingent - 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 that allows for short term vacation rentals. 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.

$995,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 4
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Once you step into this peaceful oceanfront sanctuary, youll want to call it home. The stunning views of the azure waters of the Florida Keys are a serene backdrop for your daily retreat. Nestled along a pristine, sandy beach, this renovated condo offers a seamless blend of modern elegance and coastal charm. Youll love the herringbone pattern tile flooring, the sophisticated built-in cabinet in the living room and the mini bar with wine and beverage refrigerator. The kitchen is a culinary haven with an island for gathering friends and family and a brand new refrigerator. Your spacious primary suite boasts gorgeous ocean views, sliders for access to the porch and a walk-in closet. The generous wraparound porch is perfect for watching the sunrise with your coffee or relaxing with your favorite book. The guest suite offers privacy for your guests with an ensuite, room for two double beds and an abundance of closet space. The laundry room has a brand new washer and dryer. Unit 2-203 is being sold furnished including very nice Tommy Bahama furniture. Exclusions are the two fish on the built-in cabinet and all kitchen items. The porch furniture and grill currently in your private garage are included. Monte Christo is a well-maintained 38-unit oceanfront complex located in the resort community of Key Colony Beach. Pet friendly, 2 cats or 1 dog under 40 lbs. There are two pools, one is oceanfront and the other is a great lap pool with a jacuzzi. Tennis and shuffleboard too. Over 350 feet of sandy beach is yours, along with the beautiful crystal clear waters of the Keys. Dont miss out on this chance to indulge in the ultimate coastal living experience. Schedule your showing today and secure your place in this exclusive oceanfront oasis. Tranquility awaits, make it yours.

$999,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,337 SqFt Days Listed: 316
-11.20% ($126,000) 1 Price Change : Last Change 186 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. Just bring along your water toys and dive into the vibrant lifestyle of the Keys.

$999,000
Marathon
Cobia Point Condo   - MM: 49.00
3 Bed, 3 Baths, 2,440 SqFt Days Listed: 56
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 46ft.Concrete

Glorious views of Boot Key Harbor from your 800 sq foot wrap-a-round screened balcony. ASSIGNED BOAT SLIP conveys with this unit for up to a 40ft vessel. Luxurious, quiet condo living at its best. Split floor plan, huge master suite. Water views from living, dining, kitchen and two bedrooms. Renovations underway, kitchen and new floors are finished. Elevator, heated pool, outside shower and pool side rest rooms, tennis court, kayak storage rack. Like to fish? Cast your line off the dock or your personal boat slip. Ground floor is covered parking, unit is 1st floor above the parking. Large storage unit under the building. Walk or bike around the golf course. Centrally located in the heart of Marathon. Close to Sombrero Beach, restaurants and the Marathon Airport, all that Marathon has to offer. NO vacation rentals allowed. Quarterly does not include complex insurance. $8,250K is assessed in March annually for insurance. Also, yearly Contingency Fund of $3K due in March.

$999,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 42
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Prime Canal Front Home in Village at Hawks Cay! This exquisite 3-bedroom, 2.5-bathroom canal front home is located in the highly desirable Village at Hawks Cay. Boasting a spacious floor plan, it is perfectly suited to accommodate large families and guests.This property is an ideal daily rental with the potential for a significant income. Its conveniently close to many of Hawks Cay Resorts amenities, making it an attractive option for owners interested in the optional Hawks Cay Resort Rental Management Program.The exterior has been freshly painted, enhancing its curb appeal. Inside, the home features a full kitchen equipped with stainless steel appliances and granite countertops, providing both functionality and style.Dont miss out on the opportunity to own this beautiful vacation home in the Florida Keys! Professional Photos coming soon!

$1,000,000
Plantation Key
Coral Harbour   - MM: 88.00
2 Bed, 2 Baths, 1,672 SqFt Days Listed: 39
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Welcome to Boaters Paradise, featuring a 30 deeded boat slip! Immerse yourself in breathtaking ocean and lagoon views from this stunning 2-bedroom, 2-bathroom unit, which boasts one of the largest open floor plans in the complex at 1,672 sq. ft. This spacious layout provides the perfect backdrop for comfortable living, seamlessly connecting the living, dining, and kitchen areas--ideal for entertaining friends and family.Convenience is key, with an elevator located right outside your front door and a designated parking space directly beneath the unit for easy access. Additionally, a nearby charging station for electric vehicles adds to your comfort.Experience coastal living at its best at Coral Harbour Club, which features a lagoon with a sandy beach, a marina equipped with a boat ramp, fuel, ice, and direct ocean access. Enjoy a wealth of amenities, including tennis courts, bocce ball, an oceanfront pool, pickleball, kayak storage, access to compressed air, and so much more. Embrace a lifestyle filled with relaxation and recreation in this beautiful gated community!

$1,050,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 2,160 SqFt Days Listed: 123
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Boaters paradise with resort life living. Enjoy this fully furnished trilevel 3 bed 3 bath townhome with marina and partial ocean view or short term rent it as an investment. Full-service marina, tennis & basketball courts, gym, heated pools (2) with hot spas, clubhouse and picnic areas with bbq grills. Gated entrance with 24/7 security. This unit has been managed by Keys Caribbean, future reservation can be transferred if buyer/s wish to do so.

$1,100,000
Key Colony
Stevens Subdivision   - MM: 53.50
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 308
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Indulge in the coastal luxury of Key Colony Beach; the Crown Jewel of the Florida Keys. Live large in your (((Three Bedroom Two Bathroom))) spacious condo. The good news is that weekly rentals are permitted and there are current and upcoming reservations. Revel in your ensuite master fit for a king. Experience the pinnacle of oceanfront living and create unforgettable memories. Perfect your golf game on your executive Par 3 golf courses just steps away. Fly in to the Marathon executive airport and be in your ocean side retreat in minutes! Improve your health, fitness, strength & agility and play tennis or even pickleball-the fastest growing sport in America! You will love the beautiful Key Colony oceanfront park that offers playgrounds and activities for the entire family. Walk or bike to delicious dinning options. Use your ocean side aquatics facility and do your laps then sunbathe by the sea. Enjoy the good life with family and friends. Whatever your pleasure Key Colony Point has it all and, you deserve it all. Call for a live or virtual showing - today!

$1,100,100
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 111
+0.01% ($100) 1 Price Change : Last Change 32 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

$1,121,000
Key Colony
Castillo Del Sol   - MM: 53.50
2 Bed, 2 Baths, 1,650 SqFt Days Listed: 28
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Stunning Oceanfront condo with breathtaking views of the white sandy beach and expansive T shaped pool. The ultimate tropical destination. Stroll the tropical grounds or along the beach, fish from the fishing pier, relax or swim laps in the pool. The choice is yours. Inside is an large two story, top floor well appointed unit with cathedral ceiling and a huge loft used as a 3rd sleeping area with large storage closet or as office space or... the options are limitless. The open living area and large primary ensuite have private balconies. Awake to breathtaking views of the ocean and beautifully maintained property. Prepare meals from the well laid out kitchen while conversing with company in the living area and enjoying the view. For added convenience enjoy covered parking and a large private storage room. Key Colony Beach has a lot to offer, restaurants, park, marina, and much more and it is a pleasure to walk or bike the city.

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 01-30-2025.
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