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Florida Keys Waterfront Condos for Sale - Condominiums, Open Water, Ocean and Bay / Gulf Views

Total Listings 272
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$2,099,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 40
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: 204
-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.

$2,250,000
Key Largo
Key Largo Yacht Club   - MM: 100.00
3 Bed, 3 Baths, 2,127 SqFt Days Listed: 117
-4.26% ($100,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip,

Stunning Ocean Front with 50 ft deeded slip with boat lift. Indulge in the vibrant ocean colors of turquoise blues and greens from every room. Awaken to awe-inspiring sunrises accompanied by refreshing ocean breezes. This hidden gem has the best views in the exclusive Key Largo Yacht Club with the boat slip just steps away. Convenience, peace and quiet are yours in this private community of only 24 units.Remodeled and turn-key, ready to move in. Offered furnished. Impact windows & doors in addition to shutters. Multiple balconies in front and back. Covered parking for two vehicles. For boating enthusiasts, a 50-foot deeded boat slip with a 4-post lift provides direct ocean access from your private dock, conveniently located behind your garage. The expansive owners suite spans the entire third level, offering a tranquil sanctuary with its own balcony, an additional screened terrace, and stunning views of the ocean and marina. Whether youre a water sports enthusiast or a lover of serene vistas, this townhome is a dream come true.Located at the heart of Key Largo with Keys vibrant coastal lifestyle, enjoy proximity to world-class reefs, fishing hotspots, sandbars, and renowned waterfront dining. Easy access to Adams Cut, your adventures can extend seamlessly to the bay, providing endless opportunities for exploration.Resort-style amenities, including a heated swimming pool and spa, tennis, pickleball courts, basketball, mini golf, a private boat ramp, a clubhouse, and well-maintained facilities. Everything you need for relaxation and recreation is at your fingertips.This is a rare opportunity to own a slice of paradise where luxury meets coastal charm. Dont miss the chance to make this exquisite home yours

$2,400,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,635 SqFt Days Listed: 380
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to Mariners Club; one of the Keys best-kept secrets, where tropical elegance meets resort-style living. Upon arrival, youre greeted by vibrant hibiscus, stunning orchids, and swaying palms, all enhanced by our dedicated on-site staff and 24/7 security. This sprawling, luxurious property offers seamless indoor-outdoor living with hurricane-resistant sliding doors that frame breathtaking views of the resort-style pool, sandy beach, and picturesque pier. Enjoy exceptional amenities including Key Largos first indoor pickleball courts, along with outdoor tennis and basketball facilities, a fabulous clubhouse, and private barbecue areas. Boating enthusiasts will appreciate our marina services, available boat slips for all sizes, and dry stack storage on a first-come, first-served basis.Discover a lifestyle of unparalleled comfort and vibrant community living at Mariners Club--a must-see destination where every moment is a celebration of the Keys. Beautiful, luxurious and very comfortable with a great vibe. Perfectly located near the private sandy beach hideaway for relaxation and morning yoga. Exclusive Oceanfront Retreat at Mariners Club - Unit 521 - Newer building Built in 2005; solid concrete construction! Vacation rental with dockage for owners and guests. Discover unparalleled luxury in the most private building at Mariners Club, discreetly nestled by the serene Sandy Beach Cove. This exceptional location offers an intimate setting, capturing breathtaking sunrises and moonlit evenings over the Atlantic.Unit 521 is a meticulously maintained 4-bedroom, 3-bathroom residence, featuring solid, one-of-a-kind furnishings, mirrors, collector items, and unique artwork. Every piece has been thoughtfully curated, adding to the units distinct charm and elegance. The spacious main bedroom (16 x 16) offers stunning views, while the living room (18 x 10.9) overlooks the resort-style pool, tiki lights & sugar sand beach. The dining room (18 x 11) and FAB! Call!

$2,450,000
Key Colony
Seapointe   - MM: 53.50
4 Bed, 4 Baths, 2,090 SqFt Days Listed: 159
-12.47% ($349,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

At Oceans Edge A RARE GEM! PRICE IMPROVEMENTUnobstructed Ocean Views, from the 4th floor, lots of natural light, completely remodeled 2024 with Exceptional Finest Luxury, Contemporary in Design and Style, Luxurious Quartz throughout, Stainless Appliances (see list), 4Bed/3Bath, spacious for friends/family entertaining, enjoy sunrises and amazing colors of sunsets from your wrap around balconies, poolside, or the Tiki on the point. Gated with in-house security and private Bch, fishing pier/swim platform and gym.Steps from your Private Garage (one of only 3 garages), awaits the Largest Seapointe Marina 41 Deeded Boat Slip with a 16,000 lb Boat Lift, you may be on the Ocean fishing or diving in minutes, 2 covered parking spaces and a separate storage unit for bikes, fishing gear and water toys, NO rentals are allowed, for added privacy/security.Bring your own style of furnishings or we may offer an Elegant Designer furniture package separately. This is a one of a kind unit with all it offers.Located in desirable Key Colony Beach, near restaurants, shops, airport, park, beach, walking/biking paths and many other amenities.

$2,495,000
Key West
Harbour Place   - MM: 0.00
2 Bed, 2 Baths, 1,350 SqFt Days Listed: 34
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!

$2,495,000
Key West
Harbour Place   - MM: 1.00
3 Bed, 3 Baths, 1,325 SqFt Days Listed: 69
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.

$2,695,000
Key West
Casa Caselles   - MM: 2.00
4 Bed, 4 Baths, 3,118 SqFt Days Listed: 99
-6.91% ($200,000) 2 Price Changes : Last Change 2 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: 78
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!

$2,950,000
Upper Matecumbe Key Islamorada
Bay Colony Villas   - MM: 81.50
4 Bed, 4 Baths, 2,072 SqFt Days Listed: 84
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock150ft

Only sophistication and class represented in Islamoradas most exclusive development, Tarpon Flats. This rare offering has underwent a full high-end renovation to satisfy the most distinguished buyer. The elegant paver driveway leads up to pristine grounds showing off its manicured landscaping. One of only 12 luxury bayfront homes on a sprawling four-acre parcel. The property exudes a unique charm blending Old Florida allure with the timeless essence of Nantucket. Covered parking and a versatile multi-purpose room on the ground floor with a foyer entry. On the second floor you will find an open living space with the kitchen & dining room overlooking the bay, 2 bedrooms/2 bathrooms, and serene positioning for nightly sunsets. The third floor is dedicated to the master suite and maids quarters with more amazing views from the private balcony. If amenities are what youre after, Tarpon Flats delivers on all fronts: a beautiful tennis court with covered seating for spectators, a rare greenhouse to nurture your beloved plants, a waterfront pool & gazebo leading down to the beachfront, and plenty of dockage for your skiff. Come see the exclusivity of Tarpon Flats for yourself.

$3,225,000
Key Largo
Angelfish Cay Condo   - MM: 905.00
2 Bed, 2 Baths, 1,186 SqFt Days Listed: 3
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges36ft.

This beautifully situated top-floor 2-bedroom, 2-bathroom condo in Angelfish Cay Association #3 at Ocean Reef Club offers the perfect blend of comfort, convenience, and investment potential. Featuring an open-concept layout, an extended living area, a cozy bonus room, and abundant hallway storage, this fully furnished residence is ready for immediate enjoyment or rental. Take in breathtaking canal views from your private retreat, ideally located just steps from the community pool, tennis courts, game center, and all of the clubs luxurious amenities. Boating enthusiasts will appreciate the unassigned dockage for vessels up to 36, along with a dedicated golf cart room for easy island-style living.Set within the exclusive Ocean Reef Club--a private paradise spanning 2,500 lush tropical acres on Key Largos northernmost tip--this gated community offers a lifestyle like no other. With approximately 1,900 private residences, an oceanfront inn, full-service spa and salon, and an array of boutique dining and shopping experiences, youll find everything you need within reach. Ocean Reef also boasts a world-class 175-slip marina, two championship golf courses, tennis, pickleball, lawn sports, an art league, a cultural center, and top-tier medical services. Families will love the onsite K-8 Academy, while travelers benefit from the private 4,456-ft lighted runway, just an hour from Miami and 1.5 hours from Fort Lauderdale.Whether youre looking for a turnkey vacation rental, a peaceful getaway, or a renovation opportunity with endless potential, this condo offers the chance to experience the very best in Florida Keys living.

$3,495,000
Upper Matecumbe Key Islamorada
Maison Matecumbe   - MM: 81.00
4 Bed, 4 Baths, 2,539 SqFt Days Listed: 131
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

LAST New developer unit for sale in Maison Residences!Maison Residences #201, a 4 bedroom residence with 4.5 bathrooms features an open floor plan with a grand room and oversized covered terraces for oceanside living. So open and airy! The grand living room leads into casual dining, island seating and kitchen for gatherings during inside time. This private enclave is nestled between the turquoise waters of the Atlantic Ocean and the Bay of Florida in the quaint seaside village of Islamorada. Maison is located on the Island of Upper Matecumbe Key- the most fun, artsy, beautiful island! Its situated within very private commons featuring more than 350 of natural sand beach, 155-foot day pier, with room for all water play activity. The most popular amenities are the lavish 86-foot lagoon-style pool, heated jacuzzi and the beach! After spending outdoor time head to your private elevator which takes you to your private entryway. Youll walk into the grand living room leading to the terrace that overlooks the ocean, beach and pool. Gourmet kitchen provides storage a-plenty and counter space that includes the casual island separating the kitchen from the dining area. Upscale Sub-Zero and Wolf Gas appliances are featured. The grand room features 9-foot stacked sliders for entertainment flow out to the oversized terraces where entertaining is a must with multiple seating areas, large flatscreen TV, fireplace, and infrared/gas grill. The master suite features King-sized bedding, 9-foot sliders, luxurious tub bath and glass shower ensuite, with private terrace access. Three more Guest rooms feature King sized beds and bath en-suites, with two of the rooms featuring private balcony access. Detail: PRIVATE opening elevators into residence, 10-foot ceilings, Caesar-stone counters, porcelain tile, Sub-Zero and Wolf appliances, U-Line bev center, Lynx gas grill, Kohler plumbing fixtures, exceptionally furnished in luxurious comfort by design!

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 04-22-2025.
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