luxury apartments / penthouses for sale Monroe County, United States

Welcome to your island King suite overlooking the beautiful lagoon at the historic Cheeca Lodge & Spa. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping.

Charming Key West living in a fantastic central location! This inviting end-unit condo offers an easy, low-maintenance opportunity to own a piece of the island, whether you're looking for a full-time residence, Key West getaway, or investment property. The bright interior features tile floors, granite countertops, central A/C and a functional kitchen, while the fenced outdoor space adds a rare touch of private outdoor living. Surrounded by tropical landscaping and just a short bike ride from Old Town, beaches, restaurants, shopping and everything Key West has to offer. A great opportunity to enjoy the Key West lifestyle or add an island property to your investment portfolio.

Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !

You Deserve this East Facing, Updated 3 Bedroom Island Home! Here you will discover how coastal comfort meets effortless Keys living in the heart of the fabulous Florida Keys. Step into the bright, open-concept living, dining, and kitchen areas designed for both entertaining, relaxing and making tropical memories. The natural light pours in the wide open space and flows seamlessly through double sliding doors and continues onto a spacious deck and private dock with 10k lb lift. All with serene views of a deep, wide canal. This is the perfect, private space for morning coffee, an adult beverage and taking your time to simple unwind under the palms. A definite retreat for the boating enthusiasts and anglers this home can be your dream come true. Just five minutes from both the open ocean and the open Gulf. This is also ideal for divers, and snorkelers with the reef only a few miles off shore, and numerous excellent underwater treasures, like Sombrero Light and Coffins Patch. Paddle boarders, kayakers, and jet skiers will enjoy exploring the abundant marine life, birds, and natural beauty that make the blue waters of the Keys so special. Perfectly situated in the Middle Keys, you're conveniently located halfway between Key Largo and Key West. Travel is easy with Marathon International Airport just 3 miles away, Key West International Airport 54 miles away, Miami Int'l Airport 108 miles away and 137 miles to the Ft Lauderdale Airport. Welcome to the charming and highly sought-after Key Colony Beach - known as the ''Gem of the Florida Keys'' walk or bike the entire city offering a unique island lifestyle. Plus access to the marina, pickleball, golf, tennis, bocce ball, cornhole, playgrounds, and 3 restaurants. Don't miss Sunset Park, where you can take in breathtaking sunsets, live concerts, and many community events year-round. This is more than a home, it is your gateway to island living in paradise. What's Your Hurry, Your Here!

Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, boat docks, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special.

Bathed in natural light and high-end finishes, this open concept living space offers 1 bedroom and 2 full baths with a seamless flow. Inviting both relaxing and entertaining vibes, this sophisticated floor plan includes a generously sized bedroom suite complete with two closets, an en-suite bath with double vanities, and a walk-in shower. The second full bath provides privacy and convenience for any guests who may be visiting or staying on the most comfortable Murphy bed system there is. The large private patio enjoys plenty of sun and fresh air while allowing for shade any time of day with a retractable awning, just perfect for al fresco dining or cocktails. Residence Club amenities provide resort-style living with a private restaurant and bar, state of the art golf simulator, a fitness center, movie theatre and a full-service salon and spa.

Excellent opportunity . The condo is divided in to separate units, each having one bedroom and a bath. The property includes a 25x70 live aboard commercial deep water slip. Minutes from Key West. The area provides many choices for dinning , shopping ,nightlife, golf, beaches and a short ride to the Key West airport.

Top-Floor Waterfront Living in Pumpkin Cay There's something special about a top-floor residence—the abundant natural light, soaring ceilings, refreshing ocean breezes, and the peaceful feeling of being tucked above it all. This two-bedroom, two-bath Pumpkin Cay condominium has been enjoyed by the same family since 1986 and is ready for its next chapter. Vaulted ceilings and a spacious floor plan create an open, airy feel, while the covered balcony overlooks the canal and captures beautiful sunset skies. Lovingly maintained over the years, the residence offers a wonderful opportunity to update and personalize while enjoying one of Ocean Reef Club's most desirable waterfront neighborhoods. Boaters will appreciate Pumpkin Cay's exceptional location, providing convenient access to the Atlantic Ocean for world-class fishing, diving, and snorkeling, along with easy routes to Florida Bay for unforgettable sunset cruises. The association has recently completed impressive waterfront improvements, including a new seawall, floating docks, and a beautifully renovated community swimming pool. Unassigned dockage for vessels up to 40 feet is available when space permits. Centrally located within Ocean Reef Club, you're just moments from the marina, golf, tennis, pickleball, dining, shopping, and the Club's unmatched amenities. With its elevated setting, abundant natural light, and cooling ocean breezes, this residence is an exceptional opportunity to create your own Florida Keys retreat. Whether you're looking for a weekend escape or a waterfront home to make your own, this is your chance to embrace the relaxed, boating lifestyle that makes Ocean Reef Club one of the Florida Keys' most treasured private communities. Bring your vision, launch your boat, and start making memories on the water.

Discover this 2-bedroom, 2-bathroom condo in the exclusive gated community of The Landings of Largo in Key Largo. Located on the second floor in a private, elevated setting, this home offers a bright open-concept layout filled with natural light and a spacious screened balcony. This is an income producing property with a tenant currently in place, making it an excellent opportunity for immediate cash flow. Residents enjoy outstanding resort-style amenities in this secure waterfront community, including: Two heated and chilled swimming pools Lighted tennis and pickleball courts Bocce ball court Clubhouse with fitness center Private marina with boat ramp and trailer storage Fish cleaning station Scenic sunset pier Experience the ultimate Florida Keys lifestyle--easy boating, world-class fishing, and true island living. Your balcony-to-boating dream starts here!

Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding potential. A rare feature of this property is the ample off-street parking, with room for up to 7 vehicles--a highly desirable amenity for both tenants and owners. The flexible layout provides multiple rental opportunities and consistent income potential in a strong rental market. Unit A = 2/1 Unit B = 2/1 Unit C (upstairs) = 3/2 With its desirable location, generous parking, and proven income-producing capabilities, 1614 Dennis Street is an exceptional opportunity for investors or owner-occupants alike. Schedule your private showing today!

A fabulous opportunity to own in the luxurious and desirable Residence Club Condominium located in the exclusive Ocean Reef Club community. This lovely unit is located on the main level with easy access to dining and all the fabulous amenities located at the Residence Club. Modern finishes and new appliances accompany this well-decorated and elegant property, allowing for peace of mind and relaxation in total comfort. Delectable dining is only steps away at the renowned Residence Club dining room. Resident chefs will cater to your personal diet and desired palate. Easy quick choice foods are also available from the bistro cafe. Fitness and pampering are right at your doorstep with on-site personal training, massage, and salon services. Train in the exceptionally well-equipped fitness center with palates, yoga and weight training. Massage and beauty treatments can also be received in the on property salon. When you are ready to relax the theater room can be your place to unwind and enjoy a show or sporting event. Taking in a billiard game or a relaxing cocktail can also be enjoyed in the lounge area by the fireplace. For outdoor enjoyment, a sunny day by the pool and spa overlooking the golf course is available almost every day, or you may choose to dine in the open air on the patio with friends or guests. The front desk concierge service can be your helpful assistant answering questions, receiving packages, and helping you coordinate your needs. The Residence Club is a unique place to feel fully accommodated in a Club that provides a unique and special way of life.

Private newly renovated town home offers ultimate privacy with golf course views of the clubhouse and multiple golf holes over the lake on the Dolphin Course. The feel of a private residence with the ease of condo living. Inviting and spacious dining and living room with screened in patio. Very private, lush tropical landscaping. Recently updated exterior looks like a modern new unit. Spacious primary bedroom suite with outdoor terrace. Conveniently located close to all Club amenities, and with gracious front courtyard you can pull your cart right up to your front door. An easy open floor plan for entertaining while watching the fabulous sunsets over the lake. This is a great low maintenance option to a single family home. Very quiet neighborhood on a cul de sac, with lake and golf course living.

Discover refined luxury living at The Residence Club, where sophistication meets comfort in this exceptional two-bedroom, two-and-a-half-bathroom condominium spanning 2,035 square feet. This stunning residence underwent a complete transformation in 2024, elevating every detail from builder-grade to boutique elegance. The heart of this home showcases a custom kitchen featuring Wolf cooktop and range, Miele convection oven and microwave, plus Bosch dishwasher, all complemented by leather-honed countertops and bespoke cabinetry. The thoughtfully designed laundry room doubles as a butler's pantry with floor-to-ceiling storage, wine refrigerator, and additional refrigerator drawers. Luxurious bathrooms display exquisite marble and tile work paired with premium fixtures throughout. Convenience extends to the lower-level garage with prime parking accommodating both vehicle and golf cart, plus climate-controlled storage space. The Residence Club represents Ocean Reef's pinnacle of luxury condominium living, nestled within one of Florida's most prestigious communities. This exclusive enclave offers unparalleled security and engineered comfort, featuring an impressive 18,000-square-foot clubhouse with concierge services and state-of-the-art fitness center. Residents enjoy first-class private dining with professional chef services, wine storage, movie theater, and screening room. The outdoor heated pool, wellness spa, and salon provide resort-style amenities steps from your door. A full-service generator ensures uninterrupted comfort throughout all common areas and residences. The Ocean Reef Club neighborhood offers world-class golf, pristine beaches, and exclusive marina facilities, creating an unmatched lifestyle destination. This turnkey residence represents the ultimate in carefree luxury living where every detail has been meticulously crafted for discerning homeowners.

Experience the pinnacle of effortless living at Residence Club. This penthouse residence spans an impressive 2,885 sq ft. From the moment you step through the double-door entry, you'll appreciate the thoughtful design of this single-level condominium, offering no steps and an open, airy floor plan. Expansive living spaces are highlighted by a 42-foot-long balcony with roll-down screens, seamlessly blending indoor and outdoor living. The open-concept living and dining area is enhanced by porcelain floors and large windows, inviting natural light and framing serene views. At the heart of the home, the chef's kitchen features premium appliances, a walk-in pantry with a wine-cooler, and a generous peninsula with bar-height seating, perfect for both entertaining and casual gatherings. The primary suite is a private sanctuary, boasting a spa-like bathroom, two walk-in closets, and a luxurious rain shower. Two additional bedrooms, each with private baths, provide comfort and privacy for family or guests. A second balcony off the guest suite offers a tranquil outdoor retreat, further enhancing the thoughtful layout. For ultimate convenience, this penthouse also includes a large laundry room, a private storage unit, golf cart parking, and undercover vehicle parking, ensuring every detail is designed with practicality in mind. Residents enjoy access to exclusive amenities, including a private pool, concierge services, a world-class fitness center, a serene spa, and exquisite dining options. Let Penthouse 8 welcome you to a world of comfort, luxury, and effortless living at Ocean Reef.

This beautifully positioned three-bedroom, three-bath residence captures spectacular westward views across the 18th fairway and shimmering lake beyond—providing breathtaking sunsets that can be enjoyed from the comfort of home each evening. Designed for effortless single-level living, the home features a bright and open layout that seamlessly connects the main living spaces to the outdoor patio and pool area. The outdoor living area is a true highlight, with a private pool and patio perfectly oriented to take advantage of the tranquil fairway and lake vistas. Whether enjoying a quiet morning coffee or hosting friends for sunset cocktails, this space offers the ideal setting to embrace the beauty of the surroundings. Additional features include a one-car garage and a layout that provides privacy and flexibility for family and guests. With its exceptional views, convenient single-story design, and inviting outdoor living spaces, this home offers a rare opportunity to enjoy relaxed luxury in a stunning golf course setting.

121 Marina at Ocean Reef is one of the community's most sought-after waterfront condominium residences, offering just 27 exclusive contemporary homes along 750 feet of marina frontage. This expansive 4-bedroom, 4 full and 1 half bath residence encompasses 3,364 air-conditioned square feet of refined coastal living. This beautiful open floor plan features soaring 9-foot ceilings, generous living spaces, and seamless indoor-outdoor flow. Outdoor living is equally impressive with a spacious terrace of over 650 square feet including a gas BBQ while enjoying waterfront views and roll-down sunshades. The chef's kitchen is appointed with Italian cabinetry by MiaCucina, elegant stone countertops, and premium Sub-Zero and Wolf appliances. A built-in espresso and cappuccino station, along with a Sub-Zero wine cooler, creates the perfect entertaining bar area. The primary suite is a private retreat featuring enlarged walk-in closets and a spa-inspired bath with dual vanities, a deep soaking tub, a separate water closet, and luxurious finishes throughout. Each guest bedroom offers en-suite accommodations for ultimate privacy. This condo is complete with Smart Home technology and high-speed internet pre-wiring. For added confidence, the laundry room houses a full-sized washer and dryer with continued storage space. Arrive to find 2 dedicated car and 1 cart spaces. Don't forget to check out the large storage area located in the garage for this unit. Residents of 121 Marina enjoy exceptional amenities, including: On-site property management, a Junior Olympic swimming pool with a lap lane, a fitness center, a steam room and sauna, and Beacon House. Secure, private, and impeccably maintained, 121 Marina offers effortless waterfront living in the heart of Ocean Reef.

Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota. Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, wedding venue, general store with package sales, and much more. The property spans 30,415 sqft. Includes a Bayfront boat basin plus plans for an additional 100' dock to be constructed. The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs. Whether you're looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located.

Discover coastal charm in this two bedroom, two and one half bath home in the heart of Tranquility Bay! Fully furnished and featuring granite countertops, stainless steel appliances, and a convenient half-bath downstairs. Centrally located on the tropical grounds, your back porch view includes the lush Jack Nicklaus putting green and open-water views of the Gulf. Unwind and enjoy the private 2.5-acre white sandy beach or take a dip in one of the three pools this resort has to offer. Staying active here is a breeze! Kayaks, jet skis, and paddleboards are all available on site. Imagine catching an incredible sunset at the oceanside tiki bar after fine-dining at the resort restaurant. This opportunity is perfect for making memories — and rental income! Owners can enjoy up to 35 days annually and have the rest of the year to generate those rental dollars. There's truly something here for everyone.

If you need more dockage than most half duplexes in Key Colony Beach, here it is. This property offers an impressive 42 feet of dockage with a concrete seawall and wooden step-down dock, ready for your big boat and all your water toys. Exceptionally maintained by the same family for over 40 years, this home shows true pride of ownership from the moment you enter the open-concept kitchen, dining and living area. A large impact slider and picture window fill the space with natural light and frame beautiful views of the 100 foot wide canal. These refreshing water views invite you onto the covered porch, ideal for entertaining, outdoor dining or simply relaxing and enjoying the island lifestyle. Boaters, anglers, divers and nature lovers will appreciate the brief 5 minute cruise to both the open ocean and the open gulf. The location also offers excellent proximity to major airports including 10 to 15 minutes to Marathon International, just over an hour to Key West International, 2 hours to Miami International and 2.5 hours to Fort Lauderdale International. Key Colony Beach is known as the gem of the Florida Keys and features a 15 street island layout perfect for biking along with pickleball, golf, a marina, three playgrounds, bocce ball, horseshoes, a post office, three restaurants and iconic Sunset Park. Paradise is waiting for you here and this island lifestyle can be yours.

Elevated direct oceanfront living from a 5th-floor 2 bedroom 2 bath residence in Sea Gulls on Plantation Key in Islamorada. This all concrete building offers peace of mind and stunning Atlantic Ocean views from a full-length private balcony that spans the entire unit, providing water views from every room. The renovated interior is offered turnkey and ready for immediate enjoyment, ideal as a full-time residence or vacation retreat. Sea Gulls is a gated oceanside community featuring a resort-style oceanfront pool, lounging area overlooking Atlantic & sandy beach, kayak/paddleboard storage & launch area, chickee huts, outdoor grilling areas, oceanfront fitness center w/dedicated yoga room, clubhouse w/kitchenette & game room. Owners and guests are welcomed through an interior foyer with elevator access w/scenic water views, enhancing both convenience and arrival experience. Enjoy the best of the Florida Keys lifestyle with breathtaking sunrises, refreshing ocean breezes, and exceptional amenities all within a beautifully maintained waterfront setting.

Great opportunity. The condo is divided in to separate units, each having one bedroom and a bath. The property includes a 25x70 live aboard commercial deep water slip. Minutes from Key West. The area provides many choices for dinning , shopping ,nightlife, golf, beaches and a short ride to the Key West airport.

Experience effortless living in this beautifully appointed two-bedroom, two-and-a-half-bath first-floor Residence Club condominium at the prestigious Ocean Reef Club. Newly constructed to the highest hurricane standards, this residence blends modern luxury with peace of mind. High-end finishes and custom millwork are showcased throughout, creating a refined yet welcoming atmosphere. The open floor plan flows seamlessly from the elegant kitchen and dining area to the spacious living room, where sliding doors lead to a large private patio. Perfect for dining al fresco or entertaining guests, this outdoor space provides a serene setting surrounded by lush landscaping. The Residence Club offers a lifestyle rich with amenities and unparalleled convenience. With on-site property management, your home is expertly cared for whether you are in residence or away. Enjoy world-class facilities including a premier dining experience, fully equipped fitness center, state-of-the-art golf simulator, and a sparkling swimming pool. Additional features include covered parking, a private storage room, and the security and privacy that comes with being part of the exclusive Ocean Reef Club community. Known for its unmatched blend of elegance and comfort, Ocean Reef Club offers a 175-slip marina, private airstrip, championship golf courses, tennis and pickleball, cultural center, and a vibrant social scene. This exceptional condominium provides the perfect combination of lock-and-leave convenience, luxury living, and access to one of the most unique and secure communities in the Florida Keys. Whether as a primary residence or a vacation retreat, this property delivers both sophistication and ease of ownership.