luxury apartments / penthouses with pool for sale Monroe County, United States

Wake Up to Ocean Views and the Florida Keys Lifestyle! Enjoy breathtaking, unobstructed ocean views and beautiful sunrises from this well-maintained top-floor 1-bedroom, 1-bath condo at Sea Gulls Condominiums. Tasteful kitchen and bathroom, along with a spacious living area, create a comfortable coastal retreat perfect for full-time living, a weekend escape, or simply enjoying your own slice of paradise. Start your mornings with coffee and ocean breezes, spend afternoons by the upgraded pool and expansive sundeck, or launch your kayak or paddleboard right from the sandy beach. Community amenities include a fitness room, yoga studio, and clubhouse. Conveniently located near local restaurants, scenic parks, and shopping, this condo offers the perfect blend of relaxation, recreation, and coastal convenience. Experience the Florida Keys lifestyle at an affordable price and make every day feel like a getaway!

Experience refined, effortless living in this exceptional 2,167-square-foot corner residence at the prestigious Ocean Reef Club. This beautifully appointed two-bedroom, two-and-a-half-bath first-floor Residence Club condominium offers an ideal combination of privacy, sophisticated design, generous living space, and lock-and-leave convenience. Newly constructed to the highest hurricane standards, the residence showcases exceptional craftsmanship, custom millwork, and high-end finishes throughout. Nine-foot ceilings enhance the sense of space and light, while the coveted corner location provides an abundance of natural light and beautiful views of lush landscaping and the third green of the Dolphin Course. The thoughtfully designed open floor plan creates an inviting connection between the kitchen, dining area, and spacious living room. The gourmet kitchen is finished with premium Wolf and Sub-Zero appliances, including a Wolf induction cooktop and oven, Sub-Zero refrigerator, and dedicated wine refrigerator. Expansive sliding doors extend the living space outdoors to two private patios. The larger patio flows from the kitchen toward the guest suite, creating an exceptional setting for al fresco dining and entertaining, while a separate private patio off the primary bedroom offers a peaceful outdoor retreat. The Residence Club offers an exceptional level of convenience and service,including a private dining room and chef for intimate dinners and entertaining. On-site property management ensures that the residence is meticulously cared for whether you are enjoying it in person or away. The property includes two large covered parking spaces, dedicated golf cart parking, and an oversized private storage room—exceptional conveniences that enhance the ease of ownership and everyday enjoyment. With its coveted corner location, beautiful golf-course and landscaped views, generous ceiling heights, exceptional finishes, multiple outdoor living spaces, and effortless ownership.

Endless Potential in a spectacular location, enjoy this private waterfront condo in the heart of the Florida Keys. This rare, first-floor 3-bedroom, 3-bathroom condominium offers an unparalleled coastal lifestyle with immediate deep-water access to both the Ocean and Bay from your private Bellingham floating dock. Property Highlights: Unmatched Views: Breathtaking water and island vistas teeming with local bird and marine life. Outdoor Living: A lovely screen-enclosed patio blends indoor comfort with natural surroundings, complemented by a lower-level covered shaded area just steps from the water. Recent Upgrades: Complete 2022 renovation of the shared pool, featuring a pristine travertine deck, modern fencing, and high-end outdoor furniture. Ample Storage: Incredible parking and storage capacity with a 2-cart garage plus a separate 1-car garage. Comfortably livable today, this unique property presents a rare opportunity to customize and design your dream waterfront retreat. Four last photos are AI staged for your inspiration. Don't miss out on this slice of paradise—schedule your private tour today!

Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal living in the highly sought-after, gated Summer Sea community. Bright, stylish, and filled with natural light, this home is your key to island paradise. Unwind while soaking in breathtaking sunsets from the private beach or the rooftop observation deck with panoramic views of the Florida Keys. Community resort-style amenities include a heated/chilled swimming pool, fully equipped fitness center, on-site storage, and a shared freezer/ice machine. Boaters take note: first-come, first-served dockage accommodates vessels up to 26 ft (tip-to-tip) with quick, easy access to the backcountry and open ocean. Spend your days fishing, kayaking, paddleboarding, or diving in crystal-clear waters. Located just minutes from dining, shops, and local favorites.

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.

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.

Step into this one-of-a-kind Sanctuary condo that will take your breath away. A complete "studs down" redesign showcases the incredible open floor plan potential these units offer. Featuring a layout unlike any other in the complex, this property includes 4 en-suite bedrooms, 4.5 bathrooms, and an additional office/den that can serve as a fifth sleeping area or a private workspace. With 4,200 square feet of living space under air and over 900 square feet of patio, your buyers will enjoy the privacy of a single-family home alongside the convenience of condo living. The 2026 designer renovation coincides with extensive building upgrades made by the HOA. An eight-figure complex renovation means no worries about future assessments anytime soon, as all major projects have been completed—including a new, exclusive pool house and individual pool cabanas dedicated to each unit. Offered turnkey and fully furnished, this is a truly can't-miss opportunity. Be one of the first to enjoy "the new Sanctuary" Your turnkey condo awaits.

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 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.

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.

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.

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.

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.

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.

Outstanding first floor two bedroom, two bath Fairway Lakes condominium. Perfectly appointed and decorated. Beautiful tile floors throughout, granite counter-tops, stainless steel appliances, impact glass windows, and a golf cart shed. Boasting long, gorgeous views of the Dolphin Golf Course. FIRST FLOOR LIVING IMPACT GLASS RENOVATED KITCHEN SPACIOUS PATIO SPLIT FLOOR BEDROOM

Exclusive Santa Maria Resort is only steps from Old Town Key West's restaurants, entertainment and vibrant nightlife PLUS has beach access. Unit 11 checks all of the boxes -- single level, luxury two bedroom/two bathroom condo that comes with a transient rental license. Enjoy the best of both worlds with beautiful resort living with a pool, a restaurant on site and off street parking while also taking advantage of this income producing property.