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Florida Keys LUXURY Condos for Sale, Condominiums, Florida Keys Real Estate

Total Listings 345
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$1,888,900
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 24
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.

$1,795,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 162
-9.11% ($180,000) 2 Price Changes : Last Change 68 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Nightly Rentals permitted! Latitude Adjustment has consistently delivered increased revenue year on year for the past 5 years. The unit will gross +$175K this year. Current owners own a property management co. and are willing to continue the property. Unit has 100+ 5-star VRBO reviews. Enjoy water views from every room in the house. Latitude Adjustment comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, new 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.

$1,795,000
Key West
Roosevelt Annex   - MM: 2.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 11
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of the Gulf from your living room create a breathtaking backdrop. The gourmet kitchen is a chefs dream, featuring granite countertops, stainless steel appliances, and coastal wood cabinetry.Through French doors off the living room, step out onto your expansive back patio--a private oasis with a covered seating area, grill, sparkling pool, and direct access to your private dock. Whether youre hosting sunset dinners, enjoying a swim, or casting a line off your dock and reeling in a fish, kayaking, or paddleboarding, this outdoor space is designed for effortless island living.With 3 bedrooms and 3 full baths, this home offers ultimate comfort. Both upstairs bedrooms feature en suite baths and private balconies, perfect for enjoying morning coffee with Gulf breezes.Located just a 15-minute bike ride to Duval Street, youll enjoy the best of Key West: secluded waterfront serenity with quick access to the islands top dining, nightlife, and attractions.Investment Highlights:*Prime vacation rental potential in a sought-after waterfront community*High demand for luxury Key West rentals* Move-in ready with high-end finishes and modern amenities*Low-maintenance tropical landscapingAdditional Perks:*Covered parking + guest parking*Gated community for privacy & security*Launch pad for kayaks & paddleboards*Fish off your private dock and soak in the island lifestyleThis is a rare opportunity to own a true Key West waterfront treasure! Contact us today to schedule your private showing today!

$1,775,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,593 SqFt Days Listed: 15
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip50ft.

Coral Harbour C-44 is a beautiful 3B/2B, highly-desired, Oceanfront unit, with a deeded 50 deeded boat slip, in a private & gated complex. This unit enjoys outstanding ocean and marina views and ocean breezes from the large, screened patio. Just steps sway from the private marina and slip #7. Amenities include a clubhouse, pool, a lagoon with a sandy beach, a marina equipped with a boat ramp, fuel, ice, direct ocean access and tennis.

$1,750,000
Key Largo
Key Largo Yacht Club   - MM: 100.00
3 Bed, 3 Baths, 2,261 SqFt Days Listed: 31
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip,

Exclusive and seldom available offering in the gated community of Key Largo Yacht Club. Completely remolded 3 Bedroom 3 Bath 2 Car garage ocean view town home with 2 Deeded Boat Slips that include a 15,000 LB Lift. This is a beautiful turn key unit completely furnished and decorated with no expense spared. The 1st level encompasses your own patio for entertaining and grilling. The 2nd level is all about the kitchen / dinning and living / family room experience. The 3rd level is completely dedicated to a magnificient primary suite with a large bathroom and walk-in closets. Located in a beautiful 10 acre secured community of only 24 units this community includes a modern pool, club house, tennis / basketball courts and trailer parking.

$1,749,000
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!

$1,749,000
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!

$1,720,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 2,016 SqFt Days Listed: 11
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.

$1,650,000
Key West
Gg Watson Subdivision   - MM: 1.00
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 150
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Escape to your own tropical haven at 1209 Grinnell Street. Nestled in an exclusive, gated community this updated and meticulously maintained rare end unit townhouse is set in the coveted X-flood zone and boasts impact windows and doors, turn-key furnishings, and access to a newly resurfaced and tiled serene heated community pool. Recently enhanced with fresh paint inside and out, lush new landscaping, and a state-of-the-art irrigation system, this home offers a low-maintenance slice of paradise. One of only seven homes in the highly desirable Grinnell Gardens, 1209 Grinnell features 2 bedrooms, 2.5 bathrooms, and a spacious, light-filled open layout. The cozy front porch of this home is the ideal spot for morning coffee, capturing the breezy island vibe while overlooking the pool and gardens. The main floor offers an inviting living space with Saltillo tile and recessed lighting, along with a half bath, dining area, and a sleek kitchen equipped with stainless steel appliances, Corian counters, and custom wood cabinetry. Adjacent is a dining area with lovely views of swaying palm trees, leading to your private fenced courtyard with direct access to your own assigned parking spot. The gated courtyard is perfect for sunset dining al fresco and entertaining all of your guests, complete with new decking and patio furniture. Upstairs, two spacious bedrooms await, complete with tiled floors and a convenient laundry closet. The primary ensuite bedroom features vaulted ceilings, a bath with a tub/shower combo, a spacious closet, and a large private porch for quiet relaxation. An additional loft provides extra storage or a cozy sleeping nook for guests. The second bedroom is bright and airy, paired with a hall bath that offers a tiled walk-in shower. Dont miss this chance to own a fully furnished, move-in ready island retreat that blends charm, privacy, convenience, and modern amenities in one of Key Wests most sought-after locations!

$1,650,000
Plantation Key
Ocean Harbor   - MM: 87.50
3 Bed, 3 Baths, 2,119 SqFt Days Listed: 96
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Ocean Harbour condo updated in a relaxed coastal style. Exceptional living experience with expansive views of palm trees, marina and open ocean. The primary suite boasts a renovated bathroom and spacious walk-in closet. Tile plank floors are found throughout, with the living room seamlessly extending into an enclosed balcony that offers breathtaking ocean vistas. The kitchen is outfitted with solid wood cabinetry, quartz countertops, an ice maker, and a wine chiller, perfect for those who appreciate fine living. The two private guest bedrooms share a renovated bathroom for added convenience.The unit is equipped with impact glass windows and doors. Ocean Harbours amenities include a swimming pool, pickleball and tennis courts, an electric car charging station, carport, and guest parking. Boat ramp and boat trailer storage, and boat slips are often available for rent. The property also features tropical landscaping, a tiki with bbq, clubhouse, and a gym. The beach areas offer marina and water views.The community is gated with on-site management for added security and convenience. Located at Mile Marker 87 on Plantation Key in the Florida Keys, its close to restaurants, grocery stores, art galleries, and boutique shops, providing the perfect blend of tranquility and access to local attractions.

$1,649,500
Key West
Seaside Key West Residences   - MM: 2.00
2 Bed, 2 Baths, 1,824 SqFt Days Listed: 98
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!

$1,649,000
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!

$1,600,000
Stock Island
Safe Harbor Maritime   - MM: 5.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 2019
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40 foot deep water slip right out the front door. This unit comes with an assigned parking spot.Taxes, water, insurance , building and common area maintenance all included under the association dues . Vacation rentals 3 day minimum allowed on the condo.

$1,600,000
Key West
Filer Boyle Subdivision   - MM: 1.00
2 Bed, 2 Baths, 958 SqFt Days Listed: 367
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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.

$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!

$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.

$1,550,000
Marathon
Sombrero Prop Plat   - MM: 49.50
4 Bed, 4 Baths, 1,888 SqFt Days Listed: 2
Townhouse - 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.

$1,550,000
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.

$1,500,000
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.

$1,499,000
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!

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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