luxury apartments / penthouses for sale Monroe County, United States

Great Price on this updated, 3 Bedroom Island Home with 37.5 feet of deep water canal front! 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. Enjoy the 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!

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.

One-of-a-kind standout property! Golf course views, single-level living, and the privacy of a corner residence come together in this newly updated 2026 Ocean Reef property. With three bedrooms plus a versatile bonus room, the spacious layout lives more like a townhome than a condo. Natural light fills the interiors, while extra-large patios offer plenty of room to grill, dine, and relax outdoors. Beyond them, a private grassy backyard framed by lush landscaping is maintained by the condominium association. Ample golf cart parking and a central location within walking distance of favorite shops and restaurants make it easy to enjoy the best of Ocean Reef. Set on 2,500 tropical acres in Key Largo, Ocean Reef Club offers two championship golf courses, a 175-slip marina, a private airport, and an exceptional collection of dining, shopping, fitness, tennis, and family amenities. Platinum Clubs of America ranked Ocean Reef #2 among U.S. country clubs for 2025–2026.

A truly special offering in Marina Village, this beautifully reimagined residence captures the essence of refined coastal living with an enviable connection to the water. Completely and beautifully renovated, the two-bedroom, two-bath residence blends sophisticated coastal-modern design with the relaxed elegance of marina living. Framed by tranquil marina views, the 1,725-square-foot residence offers an inviting sense of privacy and ease, with beautifully curated interiors designed for both effortless entertaining and quiet retreat. Every detail reflects a fresh, contemporary sensibility while maintaining the warmth and casual sophistication defining the Florida Keys. Beyond the residence lies an extraordinary boating amenity: an 80-foot deeded dock with the unique ability to live aboard. Few opportunities offer this combination of generous dockage, marina views, and a beautifully finished waterfront residence, creating an exceptional setting for those who embrace life on the water. Elevator access adds convenience, while a private cart garage and additional understory cart parking provide the practicality expected of a truly turnkey retreat. Sophisticated yet relaxed, beautifully appointed yet wonderfully effortless, this Marina Village residence offers an exceptional opportunity to experience waterfront living at its finest—with your boat, your lifestyle, and the water just beyond your door.

UNPARALLELED OCEANFRONT LIVING - Experience coastal luxury in this three-bedroom plus bonus loft, three-and-one-half-bath residence with panoramic ocean views, an assigned 39-foot dock, and an oversized garage. Gracious, vaulted ceilings and a floor-to-ceiling glass facade define the open-concept main level. Expansive sliding doors across the great room and primary suite invite natural light and ocean breezes, complemented by remote-controlled blinds and roll-down screens. Entertaining areas flow from the chef's kitchen, with island and bar seating, to the dining area, breakfast nook, oceanfront sitting area, and entertainment bar with television, surround sound, built-in refrigerator and ice maker. The oceanfront primary suite offers magnificent views, two custom walk-in closets, and an ensuite bath with a custom shower. A powder room, full-size laundry, built-in desk, storage space, custom window treatments, and designer finishes complete this level. Upstairs are two private guest suites: one with a king bed, bath, and pool-view balcony; the other with a queen bed, ensuite bath, and walk-in closet. The versatile loft is ideal as a library, cozy conversation space, play or relaxation space, or additional sleeping space with a queen sleeper sofa. In 2020, this residence was fully reconstructed and expanded when the building underwent a complete transformation, stripped to the studs and entirely reconstructed with modern enhancements, an elevator, and updated architectural features. The oversized private garage accommodates a full-size vehicle or more than two golf carts and includes built-in cabinetry, generous storage, and custom acrylic windows that provide protection while allowing ocean breezes to flow through. New in 2026: a Trane 4-ton, 16 SEER2 HVAC system with UV-light air purification, a commercial common-area elevator cab with custom finishes, and a major seawall upgrade The floating JetDock and kayak access make boating effortless.

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.

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.

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.

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.

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.

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.

Card Sound Bay Sunsets are yours in this highly desirable first floor two bedroom and two bath Anglers Club condominium. Nicely renovated and furnished with casual elegance. Spacious 12 x 30 patio allows for plenty of outdoor enjoyment. Outdoor car parking / golf cart parking are just steps away. About the Anglers Homeowner Association - There are hammocks, dedicated park areas, lakes, open spaces, and several miles of cart/walking/biking paths. Residents of the property enjoy an environment which is designed to reflect an “Old Florida” vernacular in the architectural style, the landscaping plan, and the atmosphere. Among the many truly unique features of this property is a dedicated park & lakes area that embodies the community’s interest in fostering open space preservation and a “low key” friendly neighborhood ambiance.

Multi-unit legal duplex! With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting one unit while living in the other. Set on a 5,000 sq ft lot, the property is surrounded by lush, mature tropical landscaping with a wide variety of plants and palms, creating a private, shaded, treehouse-like setting filled with natural light. Two large screened porches and additional open-air spaces provide ideal indoor-outdoor living, while an outdoor shower enhances the island lifestyle. The home has been thoughtfully updated and well cared for, featuring Mitsubishi mini-split A/C systems in both units, a new hot water heater, new ceiling fans, impact windows upstairs, new gutters, updated appliances, and soft-close cabinetry. Interior finishes include a mix of pine, vinyl, and concrete flooring, along with stainless, Formica, and butcher block countertops. Both units offer full bathrooms with tubs. Additional highlights include two off-street parking spaces, low-maintenance grounds, and multiple windows throughout for abundant natural light and airflow. Located in desirable Midtown East, just minutes from everything Key West has to offer, this is a versatile, income-producing property with strong upside potential.

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!

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.

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.

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.

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.

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.