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Key West 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 Key West condos for sale below are on the ocean side.

Total Listings 16
Order By:

$580,000
Key West
Las Salinas   - MM: 3.00
3 Bed, 3 Baths, 1,062 SqFt Days Listed: 46
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This beautifully updated 3-bedroom, 2-bathroom condo captures the relaxed charm of Key West living. Located on the first floor of the East wing, this bright and spacious unit features an open layout with abundant natural light. The kitchen is equipped with stainless steel GE appliances along with a GE Profile - washer/dryer combo. Sliding glass doors lead to a private balcony, perfect for enjoying the island breeze. Residents of Las Salinas can take advantage of the beautifully maintained pool and well-equipped gym. Please note that this unit does not include assigned parking.

$765,000
Key West
Key West By The Sea   - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 7
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The open-concept living area is bright and airy, featuring sleek finishes, updated flooring, a fully renovated kitchen, a luxurious ensuite bathroom, impact windows and doors, and two brand-new split A/C systems for efficient cooling. The convenience of a washer and dryer in the unit adds to the ease of living in this tropical paradise.Located just across the street from Smathers Beach, this secure, gated community offers two pools, tennis courts, and lush tropical landscaping. Whether youre seeking a peaceful retreat or a vibrant slice of island life, this top-floor condo delivers it all.Dont miss your chance to own a piece of Key West magic

$855,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 298
-2.29% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Boasting an excellent location right across from Smathers Beach, this La Brisa condominium is in pristine condition,featuring numerous updates such as a brand-new kitchen and floors .This condo,with two bedroom, two bathrooms, is move-in ready.It includes a covered parking space and a storage unit. La Brisa is a secure,gated community offering superb amenities like a temperature-controlled pool, hot tub, sauna, clubhouse, illuminated tennis courts, a barbecue area , Car Wash and an electric vehicle charging station.Definitely worth viewing!

$875,000
Key West
La Brisa North   - MM: 2.00
3 Bed, 3 Baths, 1,386 SqFt Days Listed: 111
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This spacious 3-bedroom, 2-bath condo at La Brisa offers breathtaking views of the serene salt ponds, providing a tranquil retreat while still offering convenient access to both Old Town and New Town Key West.Step into resort-style living with amenities that cater to relaxation and recreation. Take a dip in the sparkling pool, unwind in the spa and sauna, or enjoy a friendly match on the tennis court. The beautifully landscaped grounds create a peaceful environment, perfect for evening strolls or morning coffee outdoors. La Brisa also offers a range of thoughtful conveniences, including a car wash station, designated pet area, EV charging stations, a grill area for entertaining, covered parking, and private storage. With oceanfront living at your fingertips, La Brisa presents the ideal blend of comfort, community, and coastal charm. This is more than just a home--its your Key West sanctuary.

$911,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 5
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. Thoughtfully designed as two separate, fully furnished units, this condo offers incredible versatility. Live in the spacious main condo (1074 sq.ft.) while renting out the second studio (282 sq.ft.) through the resort rental program--doing so could even offset your condo fees! Each unit has its private entrance, giving both owner and guest complete independence, privacy, and ease. Its premier lower-level location offers direct access to the pool and is in close proximity to parking, ensuring seamless convenience for both owners and guests. The interiors showcase refined finishes, designer furnishings, and a coastal aesthetic that perfectly captures the Key West lifestyle. Living here means enjoying a full suite of resort-style experiences right at your doorstep. Begin your day with a yoga class by the water or a workout in the fitness studio overlooking the Gulf. Lounge by the expansive waterfront pool or stroll to the private beach and marina, where you can relax in shaded loungers or embark on a sandbar or sunset cruise with on-site excursions. When its time to dine, enjoy fresh island flavors and elevated cuisine at the resorts acclaimed restaurants. The complimentary downtown shuttle makes exploring Key West effortless, while covered parking, concierge services, and on-site rental management ease every stay or investment. Whether youre soaking in the sun on your private terrace, enjoying the vibrant resort atmosphere, or maximizing income potential through nightly rentals, this property offers a rare chance to own a piece of paradise with all the benefits of a world-class resort.

$1,100,000
Key West
Key West By The Sea   - MM: 3.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 45
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Stunning garden condo, oceanfront/end unit with lushly landscaped 24 ft X 45ft private yard with 3 different areas for quiet retreat. Remarkable condo has been elegantly renovated with white cabinets, quartz countertops and stainless appliances, LVP floors in soft shades of grey. Washer & dryer hookup. This is the most expansive condo in all of Key West! Your private oasis just 50 ft to Smathers Beach!

$1,299,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 74
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.

$1,495,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 462
-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.

$1,649,500
Key West
Seaside Key West Residences   - MM: 2.00
2 Bed, 2 Baths, 1,824 SqFt Days Listed: 111
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover the ultimate coastal retreat in this exquisite ocean view townhome, where luxury meets convenience in a serene gated environment. This three-level masterpiece exemplifies modern coastal living, with resilient construction designed to endure natures elements while captivating the eye.Enjoy effortless movement throughout the home with a private elevator leading you to spacious living areas. The ground floor features a roomy garage, a full laundry room, and a versatile open-air outdoor space ideal for a gym or entertainment, all while soaking in the tropical ambiance.Venture to the second floor, where the tranquil sleeping quarters await. The primary bedroom is a true sanctuary, boasting an ensuite spa-like bathroom adorned with mosaic tile, ample closet space, and a private balcony for peaceful moments. The second bedroom also offers an ensuite bathroom and its own balcony, ensuring comfort and privacy for guests.The top level showcases an expansive open-concept living area that combines a gourmet kitchen, dining room, and living room--perfect for entertaining. The kitchen dazzles with high-end appliances, a wine cooler, an induction cooktop, and a generous island. French doors open to a stunning balcony, enhancing the indoor-outdoor flow.Bathe in natural light as soaring ceilings and large windows create a bright and airy atmosphere, with captivating views of the Atlantic Ocean sunrise.Community amenities elevate this lifestyle further, providing residents with access to large pool, hot tub, a clubhouse, and a gym. Embrace luxury coastal living in this stunning townhome--your piece of paradise awaits!

$1,720,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 2,016 SqFt Days Listed: 24
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront Luxury in Key Wests Exclusive Casa Caselles; Wake up to breathtaking ocean views from every balcony of this stunning 2,016 sq. ft. townhouse in the private, gated enclave of Casa Caselles. Offering a serene, rental-free community, this home is perfect for those seeking a peaceful retreat with the sound of the waves as your backdrop.Inside, an open, airy floor plan is designed for effortless waterfront living. The home features two spacious bedrooms, 2.5 bathrooms, and four balconies, ensuring plenty of space to relax and soak in the scenery. An updated kitchen with custom Hansen & Bringle cabinetry adds both style and function, while contemporary floating staircases enhance the breezy, modern aesthetic. Stylish tile flooring flows throughout, and a dedicated laundry room adds convenience.Outside, covered parking accommodates two cars and a golf cart, while the large oceanfront pool offers a prime spot to unwind. Flanked by protected sanctuaries, this exclusive community guarantees privacy and uninterrupted ocean views. Your private patio is lushly landscaped with a new irrigation system.Additional highlights include impact windows and doors, durable concrete construction, dual-zone AC, and a full-house generator for peace of mind. Reasonable HOA fees cover security, maintenance, and common areas, allowing for easy, worry-free living.If youre looking for a private, well-maintained oceanfront escape in Key West, this exceptional home is ready to welcome you.

$1,888,900
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 37
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Casa Caselles is a gated townhome community with a beautiful oceanfront swimming pool and only twenty residences. It is situated between two nature preserves. This particular unit is the only one with additional land on the side which provides a second parking space, an expanded garden and a wraparound covered porch and sundeck. Each of the four balconies has a view or a glimpse of the ocean. Multiple walls of sliding glass doors make this home bright and breezy and tropical. There is covered parking by the front door. The association does not allow rentals of any sort, so this is a private, owner-occupied community.

$2,099,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 33
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Experience unparalleled luxury in this rare, three-story concrete oceanfront home overlooking the Atlantic. Nestled in an exclusive gated community, this stunning residence features 2 bedrooms, 3 full bathrooms, and breathtaking ocean views from all four balconies, the living room, and the primary suite. Designed for modern living, this exquisite home boasts impact windows and doors, upgraded framing, plumbing, electrical, insulation, soundproofing, and concrete board. Enjoy premium features such as recessed LED lighting, a whole-home surround sound system and outdoor speakers. The gourmet kitchen is a chefs dream, featuring granite countertops, custom cabinetry, stainless steel KitchenAid appliances, and a wine cooler. All bathrooms showcase floor-to-ceiling tile, an oversized spa tub, a stone-lined shower floor with a rainfall showerhead, and elegant fixtures. Additional highlights include vaulted ceilings, custom stainless steel cable stair railings, two walk-in closets, and high-end finishes throughout. Step outside to a beautifully tiled carport with recessed lighting, a private hot tub, and a stylish outdoor entertainment area complete with a TV. The meticulously maintained, low-maintenance backyard offers privacy and tranquility. A spacious storage room with built-in shelving provides ample space for all your needs. Located in Casa Caselles, a private, 20-home Mediterranean-inspired enclave directly on the Atlantic between two nature preserves, this home offers gorgeous ocean views.The beachfront pool provides VIP seating for stargazing, fireworks, and watersports. This owner-occupied community does not permit rentals, ensuring a peaceful and exclusive atmosphere. Dont miss this rare opportunity--schedule your private tour today. One owner is a licensed Florida Realtor but not the Listing Agent. Check out video https://tinyurl.com/5n7xdn6s and 3D Floorplan for layout.

$2,200,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,210 SqFt Days Listed: 197
-8.14% ($195,000) 1 Price Change : Last Change 44 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

SOLD TURN KEY! This 2 bedroom, 2.5 bath Harbour Place condo is located on the first floor (2nd floor as parking is on ground level) The first-floor units have the largest decks with plenty of room for entertaining, relaxing and watching the sunsets and boats coming in out of the Key West harbor. The elevator is conveniently located, and the community pool is steps away. Covered parking. Conveniently located in Truman Annex, close to Mallory Square, Fort Zachery Taylor beach, and famous Duval Street.

$2,495,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,350 SqFt Days Listed: 27
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Epitome of Paradise!There is an enveloping comfort, an ease and repose, that beckons one away from the worlds cares and invites one to lounge, drift away, and dream in this gorgeous waterfront condominium.Enjoy a single level open floor plan with two bedrooms, two full baths and a convenient powder room.Exquisitely decorated to reflect the local island flavor with all new furniture and furnishings, just bring your favorite book!There are several quiet places to sit back and enjoy which includes a breathtaking wrap around deck with views of the inner harbor, the Ocean, Sunset Key, and beyond. The adjacent covered dining area is perfect for those opportunities to sip, dine and dream while embracing the light, the climate, the trade winds, The waterfront heated pool complex boasts of breathtaking views from dawn to dusk! There is also a covered assigned parking space, a full time security team and a true gated community experience with close proximity to the local park, Duval Street and the local nightlife!

$2,749,000
Key West
Casa Caselles   - MM: 2.00
4 Bed, 4 Baths, 3,118 SqFt Days Listed: 92
-5.04% ($146,000) 1 Price Change : Last Change 20 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Casa Caselles, where contemporary elegance and coastal serenity harmonize in this spacious breathtaking residence. Located in an exclusive gated enclave of just 19 town homes,this 4 bedroom, plus office, 5.5-bath masterpiece blends modern luxury with timeless charm and boasts an oceanfront pool to elevate your lifestyle.Spanning three levels of artfully designed space, this home features a private courtyard adorned with lush tropical foliage and a tranquil water feature. Impact-rated doors and windows provide both security and peace of mind. The first level offers a versatile area with a kitchenette, a full bath, and access to the private lushly landscaped courtyard--a perfect retreat for relaxation or entertaining.Ascend the custom floating staircase to the second level-an entertainers dream. The gourmet kitchen, complete with premium appliances, custom cabinetry, and quartz countertops, flows seamlessly into the great room and dining area. Sliding glass doors open to two private balconies: one overlooking the verdant nature preserve and the other showcasing ocean and pool views. A flexible space on this level, ideal for a home office or a fifth bedroom, is complemented by a full bath.The third level offers four exquisite bedrooms, including two with spa-inspired en suite baths and walk-in closets. Tastefully designed, the remaining two bedrooms share a beautifully appointed full bath, ensuring comfort and elegance throughout.Practicality meets sophistication with ample parking for two vehicles, guest parking, and generous storage for bikes and gear. Situated in a prime coastal location, Casa Caselles provides easy access to Key Wests renowned beaches, upscale shopping, fine dining, and the iconic White Street Pier. Whether strolling or biking, youll enjoy the vibrant charm of island living just moments from your doorstep.Discover why Unit #15 at Casa Caselles redefines modern luxury in the Heart of Key West!Owners are licensed realtors.

$2,850,000
Key West
Key West Beach Club 2   - MM: 2.00
3 Bed, 3 Baths, 2,038 SqFt Days Listed: 71
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Life is BETTER at the Beach!Enjoy penthouse style living with panoramic ocean views from this two story oceanfront condo!This waterfront setting is magical and simply serene, peaceful and beautiful! Floor to ceiling windows invite natural light, revealing the breathtaking water views from inside as well as the outdoor ocean facing deck - perfect for entertaining, lounging and absorbing sunrises. This private oasis also includes an updated kitchen and countertops, a primary bedroom suite on the first floor and a full guest suite on the second floor which includes double views! Youll be immediately captivated by this well rounded gated community which includes two pools, covered parking, a fitness center, sauna, and tennis court. Close to Smathers Beach, Higgs Beach, , the White Street Pier, the Wildlife Center the gallery district. Schedule your private viewing today - easy to show!

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 04-15-2025.
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