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Key West Waterfront Condos for Sale - Condominiums, Open Water, Ocean and Bay / Gulf Views

Total Listings 33
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$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 807
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock26ft.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

$1,460,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 38
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront Elegance - Fully Renovated 2 Bed | 2 Bath Condo: Welcome to La Brisa South, where modern luxury meets coastal charm! This direct oceanfront view 3rd-floor condo has been fully renovated, with high-end finishes and premium upgrades, creating the ultimate seaside retreat.From the moment you step inside, breathtaking ocean views greet you, setting the stage for a light-filled open floor plan enhanced by Cypress ceilings, recessed lighting, and elegant Travertine & wood plank tile flooring. Impact doors and windows provide both security and energy efficiency.The Gourmet Kitchen is complete with custom reclaimed solid wood cabinets, KitchenAid stainless steel appliances, brushed marble countertops and copper sink with oiled bronze fixtures.Resort-Style Amenities abound here! Heated & chilled resort-style pool, tennis & pickle ball courts, outdoor grill area for entertaining and, gated community with covered parking & EV charging .Step out onto your private balcony and take in the panoramic views of Smathers Beach, where ocean breezes and stunning sunrises make every day feel like a vacation.Convenience is key, with assigned covered parking directly beneath your building and easy elevator access. Enjoy the added benefit of a private ground-level storage space.This turnkey coastal retreat is perfect for full-time living, a vacation getaway, or a smart investment opportunity.Experience the best of oceanfront living. Schedule your private tour today!

$1,495,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 434
-21.11% ($400,000) 3 Price Changes : Last Change 2 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: 83
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!

$1,888,900
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 9
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.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1079
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage,None

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1079
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$2,099,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 5
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: 169
-8.14% ($195,000) 1 Price Change : Last Change 2 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. Includes the special Truman Annex transient rental license.

$2,495,000
Key West
Harbour Place   - MM: 1.00
3 Bed, 3 Baths, 1,325 SqFt Days Listed: 34
Condo - Active - Waterfront Yes
Side of Island: Median - Dockage: None

Step into a piece of history, reimagined for modern luxury. This stunning 3-bedroom, 3-bath condominium is located in the historic Naval Administration Building within the prestigious, award-winning Truman Annex. Completely renovated to the highest contemporary standards, this one-of-a-kind residence boasts soaring exposed beam ceilings, ultra-thick concrete walls and ceilings for unparalleled privacy, and top-tier hurricane protection with impact glass doors and windows--high and dry for any storm. Every inch of this home is designed for effortless living, featuring a state-of-the-art smart house system controlled by iPad or remote, allowing you to adjust lighting, climate, blinds, and music with a tap. A dedicated server room houses a professional-grade electronics rack, ensuring seamless connectivity. The chefs kitchen is a masterpiece, showcasing high-end Miele stainless steel appliances, illuminated white onyx countertops, and LED accent lighting that shifts from white to multicolor to suit any mood.Luxury extends throughout, with custom-built furnishings and designer decor from a top South Florida designer included. Flor to ceiling porcelain tile bathrooms, elegant wall treatments, and expansive closet storage elevate the living experience. Motorized sheer shades throughout add a touch of sophistication, with additional smart blackout shades in the bedrooms. Edge-lit LED grid ceiling lights complete the sleek, modern aesthetic. The unit offers unparalleled views of Trumans Little White house, gardens, and his 1949 Lincoln Limousine. Harbor Place condominiums overlook Key West harbor with exquisite Ocean views and heated pool. This is not just a home--its a rare fusion of historic charm and cutting-edge innovation, set in Key Wests most exclusive gated community. Dont miss your opportunity to own a true showpiece in the heart of Truman Annex! Eligible for the special Truman Annex vacation rental license.

$2,749,000
Key West
Casa Caselles   - MM: 2.00
4 Bed, 4 Baths, 3,118 SqFt Days Listed: 64
-5.04% ($146,000) 1 Price Change : Last Change 4 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: 43
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!

$3,500,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 150
-16.96% ($715,000) 2 Price Changes : Last Change 9 Days Ago
Townhouse - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Fixe

Luxury Waterfront Condo with Transient License - Key West, FL. More pictures and videos coming soon.This stunning 5-bedroom, 4-bathroom waterfront condo in Old Town Key West offers luxury and investment potential with a coveted transient nightly rental license. Enjoy breathtaking marina views from double balconies, a private pool, and a boat dock with deep water access. The home features an island kitchen, a two-car garage, and is built to Cat 5 standards with impact windows. Perfect as a personal retreat or income producing nightly rental. Dont miss this rare opportunity!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 03-18-2025.
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