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

Total Listings 224
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$1,299,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 75
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Welcome to Hawks Cay Villas. This end unit Villa offers additional natural light in and is conveniently located right next to the resorts main lodge, so you are literally onlt steps from all the best that Hawks Cay has to offer. Spacious and inviting with its spa-like interior, the Villa offers a spacious open floor planned living areas with deep water side porch, 3 bedroom, 3 baths with private water side balcony for the primary suite. Upgrades include: updated kitchen, wood look plank tile flooring, impact windows and doors and updated bathrooms. With its premier location, upgrades and generous floor plan this Villa is a must see. Call today for more information and schedule a private viewing.

$1,299,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 61
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named Moondance is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more!Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.

$1,300,000
Marathon
Bonefish Towers   - MM: 54.50
3 Bed, 3 Baths, 1,945 SqFt Days Listed: 45
Townhouse - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip40ft.

This stunning, oceanfront, desirable end unit townhome in the exclusive Bonefish Yacht Club community offers a perfect combination of luxury and resort-style living. The 34-unit complex of single family, attached townhomes is nestled on 4+ acres of meticulously maintained tropical landscaping exuding the charm of a private, oceanside retreat. This property conveys with a 40 legal, liveaboard boat slip with deep water, direct ocean access.

$1,339,000
Marathon
Bonefish Towers   - MM: 54.50
2 Bed, 2 Baths, 1,751 SqFt Days Listed: 117
-1.47% ($20,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip40ft.

This stunning, oceanfront, desirable end unit townhome in the exclusive Bonefish Yacht Club community offers a perfect combination of luxury and resort-style living. The 34-unit complex of single family, attached townhomes is nestled on 4+ acres of meticulously maintained tropical landscaping exuding the charm of a private, oceanside retreat. This property conveys with a 40 legal, liveaboard boat slip with deep water, direct ocean access. 1,751 sq. ft. under air featuring a Gourmet chefs kitchen with stainless appliances, separate dining area and open concept living area with beautiful views of the marina and waterside balcony for dining al fresco. The master bedroom has a luxurious en suite bath, walk in closet and private waterside balcony. The guest suite also has its own private balcony, 2nd full bath and lots of closets. Ground-level garage/storage area for a car, water gear, and fishing equipment, fabulous area for an avid Anglers rods and reels. Resort-style ammenities include a large heated/chilled, fully decked swimming pool with poolside lounge chairs. The Tiki gathering area is complete with couches, tables, bathrooms and a wet bar. Tennis/pickleball court and a community beach area add to the list. A perfect blend of privacy and social spaces, ideal for a luxurious Keys lifestyle. This townhome is perfect for those seeking a low-maintenance, luxury waterfront property. Enjoy world-class amenities, breathtaking water views, and a vibrant yet serene community designed for relaxing and entertaining. This is your opportunity to live in paradise, with easy access to boating, fishing for the best of Florida Keys living.

$1,350,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 249
-3.57% ($50,000) 1 Price Change : Last Change 39 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Discover your dream waterfront home at Mariners Club in Key Largo! This stunning three-bedroom, two-and-a-half-bathroom condo is all on one level, offering breathtaking views of the deep-water marina and the sparkling Atlantic Ocean beyond. Fully furnished and ready for you to enjoy the seaside lifestyle, it provides easy access to world-class diving, fishing, and boating. Residents of Mariners Club benefit from resort-style amenities, making every day feel like a Florida Keys vacation. Boaters will appreciate the deep-water marina with protected dockage and immediate ocean access. Enjoy the sparkling swimming pools, relax in the hot tubs, stay fit at the gym, or enjoy tennis and pickleball. A manned gated entrance ensures peace and tranquility for those looking to unwind. The immaculate kitchen, living, and dining areas feature high ceilings and expansive ocean views from every angle. This beautiful condo holds significant potential as a lucrative rental property. It is in pristine condition with impact windows and doors and an upgraded air conditioning system designed to prevent dust and mold. Its a turnkey investment ready for immediate enjoyment or rental. The condo offers two convenient entrances, eliminating the need for stairs when entering from the front-- a helpful feature for those with strollers or mobility concerns. Step through the gate of the breezy lanai to the marina filled with charming boats. Dockage is available for owners or guests. Its pet-friendly for owners and long-term renters, so you wont need to leave Fido behind. There are no restrictions on the number of rental days in Mariners Club. Owners are free to rent independently or use a local management company. This home is a fantastic opportunity for investors or those seeking a second home that can also generate income. Its a must-see! Dont miss the video & 3D tour. Due from buyer at closing: refundable $45,000 equity membership, non-refundable $10,166.26 capital contribution.

$1,375,000
Key West
The Foundry   - MM: 1.00
2 Bed, 2 Baths, 1,216 SqFt Days Listed: 130
-1.43% ($20,000) 2 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key Wests vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests.With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use.Whether youre seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

$1,395,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,736 SqFt Days Listed: 76
-5.42% ($80,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

This updated resort-style condo at Ocean Harbour in Islamorada offers a perfect blend of luxury, convenience, and natural beauty. There are expansive Atlantic Ocean views from the living and primary bedroom. The unit location within a gated community ensures privacy and tranquility, while the lush tropical landscaping adds to the overall peaceful atmosphere. Inside, the condo has been thoughtfully updated, with a spacious 2-bedroom, 2-bath layout that combines comfort with style. The spacious kitchen is ideal for both everyday meals and entertaining guests. Meanwhile, the living room has been expanded by incorporating the screened porch, creating a larger, more inviting space for relaxation and social gatherings.The split floor plan provides privacy and space for all, with the luxurious primary suite offering ocean views, a spa-like en-suite bath, and a generous walk-in closet. The guest bedroom offers a beautiful sized room for family and guest to relax after an incredible day in the Keys.With over 12 acres of meticulously maintained tropical grounds, the community offers top-notch amenities such as a marina, tennis and pickleball courts, a clubhouse, gym, tiki bar with BBQ, car charging stations, and trailer storage.Ocean Harbour is a highly sought-after community in Islamorada, known for its luxury living in one of the most coveted locations in the Florida Keys. Rental boat slips are available in the marina, adding to the allure of this prime oceanfront property.

$1,410,000
Duck Key
Village At Hawks Cay   - MM: 61.00
4 Bed, 4 Baths, 1,800 SqFt Days Listed: 84
-1.74% ($25,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

This is an excellent opportunity to acquire TWO SIDE BY SIDE VILLAS at The Village at Hawks Cay. These attractive canal front properties are available for purchase either individually or together, offering the potential to double rental income or to vacation in one while renting out the other. Each villa features its own distinctive and exquisite decoration, private patio, and dipping pool. SearchMLS#611341 and #611342 for individual listing details.

$1,425,000
Plantation Key
Ocean Harbor   - MM: 87.50
3 Bed, 3 Baths, 1,800 SqFt Days Listed: 101
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Experience resort-style living in this 3-bedroom, 2-bathroom corner unit in the highly sought-after Ocean Harbour community. This luxury gated enclave offers breathtaking ocean views and lush tropical grounds. Enjoy an array of amenities, including a tennis and pickleball court, an oceanfront clubhouse and fitness center, a waterfront pool, a marina with available boat slip rentals, a beachside tiki hut with BBQ, car charging stations, and more.This spacious unit boasts ocean views from nearly every room. The expansive screened-in balcony seamlessly blends indoor and outdoor living, with access from the living room, master suite, and second bedroom. The master suite offers a large ocean-facing window, a private bathing room, a separate double-sink vanity, and a large walk-in closet. The second bedroom shares the same stunning ocean-facing views, while the third bedroom enjoys the privacy of its own secluded balcony.Meticulously maintained, the unit includes new Cafe kitchen appliances, a new washer and dryer, and impact-rated doors and windows. Additional conveniences include a private storage unit steps from the front door and designated covered parking.

$1,425,000
Duck Key
Village At Hawks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 150
+11.76% ($150,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

*INCLUDES A RARE 45 BOAT SLIP RIGHT OUT BACK* Escape to paradise with this rare, one-of-a-kind, three-bedroom, three-bathroom townhome at the world-famous Hawks Cay Resort! This stunning villa boasts a newer roof (2018), screened-in porch, extra exterior storage, impact-resistant windows and sliders, plus roll-down shutters for enhanced storm protection. Coastal-inspired decor creates a perfect tropical oasis for your island getaway. Boating enthusiasts will love the 45-foot deeded boat slip located behind the property, offering the ultimate convenience for easy access to the open water. With nightly rentals available, this property offers unparalleled flexibility, one of the few in the Keys that can be rented daily. Enjoy rental income through the resorts program or savor your slice of paradise as a second home, the choice is yours! Just steps from the main resort and all its amenities, this villa immerses you in the heart of the Florida Keys experience. Rental income details are available upon request. Dont miss the chance to live like a local and own your own piece of paradise!

$1,475,000
Key West
Filer Boyle Subdivision   - MM: 1.00
2 Bed, 2 Baths, 958 SqFt Days Listed: 52
-1.34% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Luxury Condo with Transient Nightly Rental in Key West now at exceptional Value. With a projection of $200,000 plus in revenue in 2025, this Investment offers an excellent return. In additional, the new owner will receive a $51,000 refurbishment bonus that will transfer at closing. Buyer can choose their own management company or choose to negotiate with the existing on-site company. All current reservations up to 180 days from closing must be honored. Santa Maria Resort was built in 2006, a contemporary design with comfort and Luxury as the center of its design and continues to be one of the Top Resorts on the Island year after Year. This unit was one of the few one level units overlooking the pool and captures a sense of serene tranquil living where you can relax on the Poolside porch and enjoy all the fruits of Resort Style Living. Being Sold Turn Key with all reservations in place allowing a seamless transition to the new owner. Resort Features include, Off Street Parking, 24 Hr Gym, Concierge, large Heated Pool and so much more.

$1,495,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 449
-21.11% ($400,000) 3 Price Changes : Last Change 31 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Second Floor Harbour Place Condo located in the historic Navy Administrative Building. Features high ceilings and tile floors throughout. One level living with 2 bedrooms and 2.5 Baths. Large primary bedroom ensuite with walk-in closet. The guest bedroom has French doors that open to the balcony with guest bathroom in the hall. Includes the special Truman Annex transient rental license.

$1,499,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 45
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,499,000
Key Colony
Seapointe   - MM: 53.50
3 Bed, 3 Baths, 1,716 SqFt Days Listed: 335
-11.56% ($196,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Panoramic Open Water Views and resort-style amenities at this well-equipped Oceanfront condo in exclusive Key Colony Beach! Inside, a bright and spacious 1,716 Sq. Ft. floor plan caters to entertaining and boats impact sliding glass doors and windows for peace of mind. The generous great room flows seamlessly into a large Chefs Kitchen, boasting stainless steel appliances, and ample storage and prep-space. A wall of sliding glass doors lead out to an expansive open balcony, complete with stunning Ocean Views, ideal for morning coffee or al fresco dining with guests. Retire to a sizable primary suite with en suite bathroom, walk-in closet, and balcony access. Visitors will enjoy comfortable accommodation in either of two additional guest bedrooms. Designed for effortless seaside living, this well-maintained Seapointe community offers every convenience from the comfort of home, including a resort-style pool, oceanside hot tub, and well-equipped gym. Enjoy frequent boating and direct ocean access to world-class fishing and diving from this prime location! Dock your boat in a convenient, private boat slip which conveys with the sale of the home. Nestled within desirable Key Colony Beach, a coastal beach town offering restaurants, shops, a 9-hole golf course, and Beach Club, all within walking distance. Your ideal Florida Keys lifestyle awaits, this spectacular Seapointe slice of paradise wont last long!

$1,499,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 58
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Whether youre looking for a dream vacation getaway or a lucrative investment opportunity, this oceanfront gem at Mariners Club offers the best of both worlds with flexible daily and weekly rental options in one of the most sought-after communities in the Florida Keys. This exceptional ground-floor oceanfront condo offers breathtaking views of the Atlantic Ocean and direct access to an expansive oceanfront pool. Meticulously designed, this three-bedroom retreat boasts elegant marble floors, sleek granite countertops, and upscale finishes throughout.Step out onto your private balcony through impact-resistant sliding doors to enjoy mesmerizing ocean vistas just steps away from the Oasis pool-perfect for relaxing or entertaining. This uniquely situated unit provides the ultimate convenience and privacy. As a resident of Mariners Club, youll have access to the largest freshwater pool in the Florida Keys--an impressive 7,800-square-foot Oasis pool. Nearby, a second pool, a Hot Tub with a waterfall, and sweeping views of the Atlantic create the perfect setting for both relaxation and recreation.The community also features a secure, deep-water marina, indoor pickleball court, fitness center, tennis courts, a game room, and a stylish Club House with a 2,000-square-foot catering hall--ideal for weddings and special events. With 24-hour gated security, an on-site property manager, as well as a full-time dock master, Mariners Club offers unparalleled convenience and peace of mind.The flexibility of weekly and daily rental options makes this property an excellent investment opportunity. Pets are welcome for owners and long-term renters.To join this prestigious community, a $45,000 refundable equity membership fee is required at closing. Dont miss your chance to embrace the luxurious, laid-back lifestyle at Mariners Club.

$1,500,000
Key Colony
Key Colony Point   - MM: 53.50
3 Bed, 3 Baths, 1,929 SqFt Days Listed: 145
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Key Colony Point. Positioned perfectly to watch sunsets from your waterside balconies, Unit 7 has everything you are looking for. This tri-level townhome with direct ocean views boasts three bedrooms and 3 bathrooms in 1,929sqft. Unmatched amenities, allows 7 day vacation rentals with onsite management. Turn this property into your weekend getaway or your lucrative investment. Property is offered fully furnished, inclusion list available. Currently in the rental program.

$1,550,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 103
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariners is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariners Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

$1,550,000
Marathon
Sombrero Prop Plat   - MM: 49.50
4 Bed, 4 Baths, 1,888 SqFt Days Listed: 2
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Escape to Paradise!!! Are you ready to live your best island life? Your dream coastal retreat awaits at 219-2 Sombrero Beach Road - a gorgeous 4-bedroom, 3-bathroom home complete with dockage, a sparkling pool, and vacation rental income potential! This is not just a house - its a lifestyle. Whether you want to relax by your private pool, hit the beach just steps away, or take your boat out for a day of adventure, this home has it all: Prime Location & Dockage: Bring your boat! With a private dock right on the water, youre minutes from world-class fishing, snorkeling, and exploring the open waters. Spacious and Stunning: A 4-bedroom, 3-bathroom layout that offers plenty of room for family, friends, and guests. Whether youre enjoying the open-concept living area or lounging by the pool, theres space for everyone! Vacation Rental Income: Turn your paradise into a profitable venture with vacation rental potential - its the perfect spot for short-term stays! Private Pool & Beach Access: Swim, sunbathe, and entertain by your private pool or take a stroll to the pristine Sombrero Beach just a short walk away! Island Life at Its Best: Everything you need is right here - restaurants, shops, and the laid-back Florida Keys vibe. Imagine waking up every day to the fresh island breeze, and the endless possibilities of waterfront living. Whether youre relaxing in your pool, fishing from your dock, or renting it out to vacationers, 219-2 Sombrero Beach Road is the dream home youve been waiting for! Ready to make it yours? Schedule a tour today and start living the Florida Keys lifestyle.

$1,574,999
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 2,016 SqFt Days Listed: 69
-3.08% ($50,001) 2 Price Changes : Last Change 5 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Casa Caselles is one of the most Exclusive Gated Waterfront Developments in Key West. With a total of Twenty Townhomes, this coveted compound features a stunning Beach Front Pool offering Incredible Views of the Atlantic Ocean.Unit 18 has been very well maintained, provides off street parking for 2 vehicles, built to last with solid concrete construction and furniture is negotiable with a few exceptions to allow for a seamless transition to the new owner.Tiled Floors throughout with updated Kitchen featuring Granite Countertops and Custom Cabinetry and Stainless Steel Appliances. Large King Suite with balcony & plenty of storage. Spacious Living Room opens out to private balcony overlooking a beautiful botanical Garden where one can enjoy those Ocean Breezes.Ground Floor has additional Storage and Gorgeous Tiled Private Patio ideal for family gatherings, BBQs and entertaining. Great Value for this Unit Townhome & Perfect for those seeking a Lock and Leave lifestyle, offering peace of mind during extended travels.

$1,599,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 45
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

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 04-02-2025.
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