Key West Condos For Sale on the Ocean Side of the Island / Oceanfront Condo Condominium Listings

PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like its floating above the sea. Whether you sip your morning coffee watching the shrimp boats head out or unwind with evening cocktails, youll feel a disconnect from your everyday tasks. Take a swim in the pool or the ocean, ride a bike in to town, or jog along Smathers Beach. Its all here at your fingertips and just 1.6 miles from the Key West airport. Resort-style amenities include a gated community with an elevator, pool, clubhouse, car charging station, and tennis courts.Youll have covered parking and a storage unit below for your bicycles or mopeds.Key West is more than just a real estate investment--its an invitation to live at the vibrant crossroads of art, culture, and history.If panoramic views are what youre searching for stop and look no further.

NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria amenities include stunning heated pool and grounds, bellman, 24 Hour full-service concierge, parking, & gym.

Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views and the second bedroom has pool view as well as ocean. This unit has an in-unit washer/dryer, a unique feature within this community. Also, this unit comes with its own storage locker directly across the hall, a very rare and desirable feature. Upgraded impact doors and windows, almost new central A/C system and freshly painted interior walls. The gated community offers resort style amenities, two large swimming pools, one of which is heated, two tennis courts, a clubhouse for gatherings, parking, bike racks as well as a pet walking trail. There is also a laundry room on first floor, for larger bulky items if needed. Located across from Smathers Beach where you can enjoy walks along the wide paved beachfront sidewalk. Ride your bikes into town to experience the many amazing restaurants Key West has to offer. The condo fees cover many essential services such asbuilding insurance, pest control, basic cable TV, building and ground maintenance for stress free living. This is a pet friendly condominium complex and allows rentals after the first year of ownership, with a minimum lease of two months, this allows for seasonal or long-term rental opportunities. This is a great investment opportunity, vacant and easy to show. Get ready to enjoy the tropical, relaxed lifestyle that is the heart of Key West!

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!

Very spacious and elevated three bedroom/three bathroom (all ensuite) condo close to the Casa Marina area is now for sale. Built in 2008, this two story property has a first floor bedroom and bathroom with two generous sized bedrooms and bathrooms upstairs and a large laundry room with full size washer and dryer. Kitchen and bathrooms have granite countertops. Extra sized brand new back deck with a private pool, mature vegetation and fenced rear yard provide a place to relax and entertain. Location is great as just down the street is Higgs Beach, tennis and pickleball courts and Salute restaurant. There are only two units in this association with both having the same amenities including off street parking..

Owner is a licensed real estate agent and listing agent.Charming End Unit Townhome in the Heart of Truman Annex, Key WestNestled in the highly sought-after Truman Annex, this exceptional end unit townhome offers the perfect blend of privacy, luxury, and tropical living. Boasting an unbeatable location just steps from the vibrant attractions of Old Town Key West and the serene beauty of Fort Zachary Taylor State Park, this property provides the quintessential island lifestyle.Step inside to find a bright and airy open floor plan with abundant natural light streaming through large windows. The tastefully appointed interiors include a well appointed kitchen and dining areas with ample space--perfect for both casual meals and entertaining guests. The living area flows seamlessly to a private outdoor deck, an ideal spot for sipping your morning coffee or enjoying an evening cocktail under the swaying palms.Upstairs, the spacious bedrooms feature ample closet space, and en-suite bathrooms. Both bedrooms offer a tranquil retreat with a private balconies overlooking lush tropical landscaping. Additional perks include a designated parking space, access to a sparkling community pool, and the peace of mind that comes with living in a secure, gated community.Whether youre seeking a full-time residence, vacation getaway, or investment property, this townhome checks all the boxes. Dont miss the opportunity to own a slice of paradise in one of Key Wests most prestigious neighborhoods!Please provide 24-48 hour notice for showings as this home as it is currently an active transient rental. Saturdays are turnover days.,

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.

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.

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.

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.

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.

Great opportunity to own a single level luxury two bedroom/two bath condo at the exclusive Santa Maria Resort in Old Town Key West. Just steps from Key Wests vibrant downtown scene, this Santa Maria condo also has beach access PLUS a transient rental license with tons of income producing possibilities. This is resort living at its best with beautiful pool and grounds, off street parking and restaurant on site. Make plans to see it today.

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!

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.

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.

This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The propertys amenities elevate the experience--guests can unwind at the poolside open bar, where beer, wine, and soft drinks are served to enhance their stay. With prime proximity to renowned fine dining, vibrant Duval Street, and the beach just steps away, this condo is positioned to attract affluent vacationers looking for a premium experience.Whether youre seeking a luxurious getaway for yourself or an income-generating investment, this exceptional condo promises both lifestyle and return on investment.

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.

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.

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!

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.