luxury apartments / penthouses for sale Monroe County, United States

Excellent investment opportunity. This condo unit comes with a 25 X 60 deep water slip. The unit has been divide into three separate rental spaces. one bedroom, full bathroom with a kitchenette and two separate sleeping rooms with full bathrooms. Minutes from Key West.

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.

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 !

Excellent opportunity whether looking for a private residence or an investment, this condo will not disappoint. Artfully renovated and a very spacious three story townhouse. Plenty of outside area including private courtyard with a heated pool. Walk out the front door and your just steps away from Duval St. and everything that Key West has to offer. This is maintenance free living while giving the feeling of a private residence. Your assigned off street parking is right in front of the unit. This property is being offered turnkey. Vacation Rental history available. This home has all hurricane impact windows and doors.

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.

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.

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.

Curated for those seeking the ideal waterfront retreat with the opportunity to make it their own, Spanish Galleon awaits. Waterfront two bedroom, two bathroom ground level condo with just over 1,000 square feet and no stairs to climb. Assignable dockage for a maximum 30-foot LOA vessel, for only $300 per year on a first come, first serve basis. This first-floor location provides effortless access for all ages and is conveniently situated just steps from the community pool and boat slips. Upon entry, you'll be welcomed by peaceful views of Boot Key Harbor from the living area and screened porch, creating the perfect backdrop for everyday living. This residence presents an exceptional opportunity to personalize the flooring to match your own style while adding instant value. Relax by the waterfront community pool or take advantage of the unbeatable Sombrero Boulevard location, just minutes from golf at the Florida Keys Country Club, grocery stores, restaurants, and everyday conveniences. Both the state and city required Building Recertification and Structural Integrity Reserve Study were completed, and the association maintains fully funded reserves, reflecting proactive management and long-term financial stability. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Marathon's most desirable waterfront communities, this Spanish Galleon condo offers exceptional potential in an outstanding location. Minimum rental period is 28 days, permitted once every six months if advertised online. One pet allowed per unit.

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.

Experience the ultimate Florida Keys lifestyle in this stunning split-level waterfront loft, ideally located in highly sought-after Lower Matecumbe. This exceptional 5-bedroom, 3-bath residence combines contemporary design with breathtaking water views, creating a truly unique island retreat. The thoughtfully designed layout features three spacious bedrooms on the lower level and two additional bedrooms upstairs, connected by a spectacular modern staircase that serves as a striking architectural centerpiece. Soaring ceilings and expansive windows fill the home with natural light, while the open-concept floor plan seamlessly connects the living, dining, and entertaining spaces. The sleek, modern kitchen is perfectly positioned to serve both everyday living and waterfront gatherings. Generously sized bedrooms and beautifully appointed bathrooms provide comfort and privacy for family and guests alike. Step outside to an impressive 667-square-foot waterfront screened deck overlooking the tranquil lagoon, offering the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Boaters will appreciate the deep-water dockage featuring a large boat slip and 16k boat lift, with convenient access to both the Atlantic Ocean and Florida Bay. Enjoy stunning views of the bayside lagoon and the ocean, along with world-class fishing, diving, and boating right from your backyard. Additional amenities include covered parking and ample storage space for all your water toys. Offering the perfect blend of modern elegance, waterfront living, and premier boating access, this remarkable Lower Matecumbe property is a rare opportunity to own a piece of paradise in one of Islamorada's most desirable locations. On-site property management for true peace of mind.

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!

Located in the Abaco building, this third floor, two bedroom, two full and one half bath floorplan features 1,858 square feet of air conditioned living space and 169 square feet of balcony living space. This top-floor and end-unit floorplan accommodates various lifestyles with open space and natural light provided by expansive windows and balcony. The kitchen features Sub-Zero and Wolf appliances, and counter seating. Both en suite bedrooms feature walk-in closets. The balcony off of the dining room provides for additional outdoor seating and relaxation. This residence is being sold turn-key! The Residence Club is Ocean Reef's newest luxury condominium community. It is expressly designed for carefree living and is engineered for your safety and security. Residence Club offers all the comforts and conveniences to help you simplify your life and experience peace of mind. With its own 18,000 sq. ft. clubhouse that includes concierge services, fitness center, pool, restaurant, bar, bistro and salon. The communities “Universal Design” includes no steps, open floorplans and many other amenities that make life easier for everyone. Each residence includes underground parking for your car and golf cart as well as climate-controlled storage.

Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match -- your own private slice of island paradise. Step inside and discover a bright, airy layout designed for both relaxed living and effortless entertaining. The open-concept floor plan flows naturally, with two generously sized bedrooms and two full baths offering the perfect retreat after a day on the water. Community amenities that elevate everyday life: heated resort-style pool, tiki hut, garden areas, a bayfront observation pier, and on-site trailer storage. Boaters will enjoy easy access to the nearby Safe Harbor Angler House Marina for all of their boating needs. Located just moments from world-class sportfishing, diving, dining, and the eclectic local shops that make Islamorada truly special, Sand Pebbles places you at the center of it all while maintaining the peaceful, uncrowded feel of a private retreat.

Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience. Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and endless natural light. The open-concept kitchen flows seamlessly into the dining and living areas—ideal for entertaining or relaxing after a day on the sand. Retreat to the ocean-view primary suite, complete with generous closet space and private bath. Two additional bedrooms offer the flexibility for guests, family, a home office, or rental income. Step outside and enjoy resort-style amenities—lush tropical grounds, shoreline paths, sparkling pool, and easy access to water sports, biking, and Key West's sunset scene. Whether you're seeking a primary residence, island getaway, or investment opportunity, this condo delivers everything that makes Key West living unforgettable. Highlights: *Rare developer's unit with expanded layout/premium features *Just steps to Smathers Beach, bike paths & sunrise walks *3 Bedrooms / 2 Bathrooms *Assigned covered parking bay and storage unit *Resort amenities & gated community *Minutes to Old Town, dining, airport & nightlife Your Key West waterfront life starts here—schedule your private showing today!

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!

121 Marina at Ocean Reef is among the community's most sought-after waterfront condominium residences, offering 750 feet of marina frontage. This expansive 4-bedroom, 4 full and 1 half bath home spans 3,650 air-conditioned square feet of refined coastal living. Designed with an open floor plan and soaring 9-foot ceilings, the residence features generous living spaces and a seamless indoor-outdoor flow. The outdoor terrace, over 650 square feet, is ideal for entertaining, complete with a gas BBQ, roll-down sunshades, and beautiful waterfront views. The chef's kitchen is thoughtfully appointed with MiaCucina Italian cabinetry, elegant stone countertops, and premium Sub-Zero and Wolf appliances. A built-in espresso and cappuccino station, along with a Sub-Zero wine cooler, enhances the home's inviting bar and entertaining area. The primary suite offers a private retreat with oversized walk-in closets, custom built-in cabinetry, and a spa-inspired bath featuring dual vanities, a deep-soaking tub, a separate water closet, and luxurious finishes throughout. Each guest bedroom includes its own en-suite bath, ensuring comfort and privacy. Additional features include Smart Home technology, high-speed internet pre-wiring, a full laundry room with ample storage, two dedicated car spaces, and two golf cart spaces. A large private storage area is also located in the garage. Residents of 121 Marina enjoy exceptional amenities, including on-site property management, a Junior Olympic swimming pool with a lap lane, fitness center, steam room, sauna, and Beacon House, where you can host private parties. Secure, private, and impeccably maintained, 121 Marina offers effortless waterfront living in the heart of Ocean Reef.

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.

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.