luxury apartments / penthouses for sale Monroe County, United States

Escape to paradise in this spacious townhouse style condominium with stunning beach and ocean views, perfectly positioned at The Cay Condos in the heart of Key Colony Beach. Let the sights and sounds of the Atlantic set the tone for relaxed island living as gentle sea breezes and endless blue horizons become part of your everyday backdrop. Offering over 1,300 square feet of thoughtfully designed living space with two bedrooms, two and one half bathrooms, this residence provides ample room to entertain, unwind, and create unforgettable memories with family and friends. The open layout is ideal for gathering after a day on the water or enjoying quiet mornings with coffee overlooking the beach. The Cay is a well established, beachfront community featuring white sandy shoreline, newly refreshed pool completed last year, and on-site management. With a highly desirable 14 day minimum rental policy, this property presents excellent income potential and remains consistently rented throughout the season. The association is meticulously managed and well funded, plus has completed both the Milestone Inspection and SIRS Reserve Study, offering added confidence for long term ownership. Whether you are seeking a serene retirement retreat, a lock and leave vacation getaway, or a proven investment property, this beachside residence delivers the best of coastal living. Enjoy an unbeatable location close to dining, marinas, walking and biking paths, and all the amenities that make Key Colony Beach the true gem of the Florida Keys.

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!

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 a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels both timeless and current. Behind its unassuming façade lies a surprisingly expansive interior offering four bedrooms and four baths, including three bedrooms with three baths on the main level and a private upstairs bedroom with its own bath, ideal as a guest suite, apartment-style retreat, or income-producing space. An additional office or flex space off one of the bedroom suites allows work and relaxation to coexist effortlessly. The single-level main floor is designed with intention—each bedroom enjoys privacy while remaining easily accessible. Interior details include travertine and Ipe Brazilian hardwood floors, wood-clad ceilings, and a gourmet kitchen outfitted with stainless steel appliances and a wrap-around peninsula that naturally becomes the heart of the home. Whether hosting friends or enjoying everyday living, the flow is intuitive and inviting. French doors throughout the home create a strong connection to the outdoors. One bedroom opens directly to the pool, while another enjoys a peaceful, tucked-away deck perfect for morning coffee or quiet reflection. The primary suite is a true sanctuary, featuring vaulted ceilings, a spacious marble bath with multi-jet shower, walk-in closet, and direct access to an expansive Ipe sundeck. Outside, a large heated pool anchors a lush, private oasis surrounded by tropical landscaping and a privacy fence—ideal for entertaining or unwinding in complete tranquility. A shaded loggia adds yet another layer of livable outdoor space. Off-street parking, including a bricked driveway, provides rare Old Town convenience.

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.

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.

Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking 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. making the unit noiseless.

Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amenities including an oceanfront lovely pool, fitness center with water views, and first come/first serve boat slips accommodating vessels up to 35 feet. The property also offers a fishing pier, tiki hut, BBQ area, and lush tropical landscaping. Just minutes from world-class fishing, diving, dining, and art galleries and within walking distance to Publix and several restaurants, Unit 301 offers the perfect balance of tranquility and access to the best of the Florida Keys. Whether as a primary residence, weekend escape, or seasonal retreat, this exceptional residence is your invitation to live the true Islamorada lifestyle!

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.

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.

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!

Excellent location on the waterside of Harbour Green with dockage for a 50-foot vessel just steps away. This multi level condo is on a quiet cul-de-sac street, offering 4 bedrooms and 3 bathrooms. Views of the golf course and lake. Impact glass throughout. Enjoy outdoor living on the pool patio deck. Plenty of garage space for cars, carts, boats, bikes or water toys, as well as enclosed undercover spaces for fishing gear. Plenty of outlets for charging purposes. Being sold as-is, this property is a perfect opportunity for a beautiful renovation in the favored Harbour Green neighborhood. Perfect location within walking distance of the Fishing Village, Member Fitness Center, and Academy.

This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40nft deep water slip. The unit comes with one assigned off street parking space. Taxes, water, insurance, building and common area maintenance are covered under the dues.Weekly vacation rentals allowed for the condo.

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.

This is a unique opportunity to own a 25 X 80 commercial deep water slip in paradise. This slip comes with parking and the amenities of Safe Harbor Marina.

This is a unique opportunity to own a 25 X 80 deep water slip in paradise. The slip comes with parking and all the amenities of Safe Harbor Marina.

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.

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!

Welcome to Coral Club, located in the desirable waterfront neighborhood of Sombrero Beach. This 2-bedroom, 2-bathroom condominium features an open floor plan and offers the tranquility and lifestyle only the Florida Keys can provide. Enjoy your morning coffee on the private balcony overlooking the canal, where you can watch a variety of marine life swim by. The condo also includes a bonus room, perfect for a home office or extra guest space. Just steps away is your private storage room—ideal for beach gear or fishing rods. The white sand shores of Sombrero Beach are just a short walk or bike ride away, with a grocery store and restaurants conveniently located nearby. The community amenities include a heated pool, clubhouse with a full kitchen and half bath, and a tiki hut, perfect for entertaining or relaxing with neighbors. Whether you're seeking a primary residence, vacation getaway, or investment property, this home checks all the boxes. All assessments have been paid in full. This is truly a must SEA!

Set within a private gated enclave, this top-floor, corner unit captures the essence of Islamorada living. Quietly elevated, effortlessly refined, and deeply connected to the surrounding seascape. Positioned to embrace sweeping Atlantic Ocean views and the iconic Alligator Reef Lighthouse, the expansive walls of glass invite natural light and open-water vistas into nearly every space, including each bedroom and even the baths. Thoughtfully updated with a clean, modern aesthetic, the residence balances comfort with simplicity. A minimalist kitchen equipped with Bosch appliances flows into open living spaces designed for relaxation, complemented by floating bathroom vanities, recessed lighting, blackout blinds, an owner's closet, and storage closets, and carefully considered modern finishes. One of the few properties in Islamorada that permit extremely rare weekly rentals, this offering offers uncommon flexibility for both personal use and investment ownership. Beyond the residence, the community unfolds as a peaceful coastal retreat featuring a white sandy beach, resort-style pool, bocce courts, swimming pier, kayak and paddleboard launch, and a cocktail dock where the rhythm of island living naturally unfolds. The covered oceanfront balcony captures steady year-round breezes and uninterrupted views across the Atlantic. Several nearby full-service marinas provide convenient access for effortless boating throughout the Keys. Just down the Old Road, Gibb Reese Park offers open green space, shaded playgrounds, pickleball courts, gathering areas, and community amenities that enhance everyday living. Located minutes from renowned Islamorada dining, boutique shopping, and the Morada Way Arts District, Maison provides seamless access to the destination's most sought-after experiences while maintaining privacy within a boutique waterfront setting. A residence defined not by excess, but by serenity, exclusivity, and connection to one of the Florida Keys' most iconic landscapes.

Experience refined island living in this newly remodeled waterfront condominium--VA buyer ready and now approved for conventional financing--ideally located just minutes from NAS Key West and the charm of Old Town. This light-filled 1-bedroom, 1-bath residence has been thoughtfully transformed with sophisticated modern finishes and a clean, open design. From the moment you enter, you're welcomed by new flooring, elevated fixtures, and a seamless layout designed for both comfort and style. The designer kitchen showcases sleek cabinetry, quartz-inspired countertops, stainless steel appliances, and a contemporary backsplash--perfectly blending function with understated elegance. The living space opens to a private waterfront balcony, offering tranquil views and gentle island breezes--an inviting setting for morning coffee or sunset relaxation. The spacious bedroom provides abundant natural light and generous closet space, while the beautifully updated bath features modern tilework, a refined vanity, and polished fixtures that complete the home's elevated aesthetic. Residents enjoy assigned parking, waterfront common areas, and temporary dock space ideal for kayaking or simply enjoying the serene coastal setting. With effortless, low-maintenance ownership, this residence is perfectly suited as a primary home, second residence, or sophisticated lock-and-leave retreat in the heart of the Florida Keys. TO FURTHER ENHANCE THIS EXCEPTIONAL OPPORTUNITY, THE SELLER IS OFFERING A CREDIT EQUAL TO SIX MONTHS OF HOA FEES AT CLOSING WITH A QUALIFIED OFFER.

Enjoy spacious living with captivating views in this three bedroom and three and one half bath recently updated condominium at Ocean Reef. Light and bright with spectacular views overlooking the private marina, golf course and community Infiniti-edge pool makes this the perfect place to call home. Features on the main level include an open kitchen with center island, laundry, enlarged grand living area with multiple seating areas, a custom built-in bar to include a wine refrigerator and ice machine, and a custom built-in desk. The primary bedroom and guest bedroom offer custom California closets each with en suite baths. The mezzanine level has been recently updated and offers a third bedroom or office and a full bath. Other features include impact windows, a covered carport, ample guest parking, a spacious golf cart storage room and a 45 foot assigned floating dock in the private marina.