luxury apartments / penthouses with pool for sale Key West, United States

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.

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.

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.

Lowest price on the beach for a three-bedroom, three-bath condominium. Great space in this 2,193-square-foot condominium ready for your personalized renovation. In addition to the three bedrooms, there's a very large 18-by-7-foot room other owners have furnished as a den or office but could be used for storage. The building is undergoing a facelift with new balcony railings, pool renovation and beach walkway. Assessment has been paid by the owner. The aerial photo shows the old railings but the picture from within the unit shows the newly installed version. This unit features four lanais. A large lanai from the living room, and each bedroom has its own private lanai. Great closet space with two walk-in closets in the primary bedroom. Large laundry room. The Chalet is a luxury building with a beautiful three-story atrium lobby, and amenities including two guest suites available to rent, library and social room, tennis and pickleball courts, fitness center, outdoor cabana with barbecue grills, heated resort-style pool and spa overlooking the gulf. The exterior of the Chalet and the garage area will be freshly painted after new railings have been installed.

Nestled within the prestigious Summit House of Marco Island, this three-bedroom, three-bathroom condominium presents an exceptional residence just a stone's throw away from the pristine beach of Marco Island. Encompassing over 2,300 square feet, this unit has been meticulously maintained and recently renovated to the highest standards. Every aspect has been meticulously curated, showcasing crown molding, ceramic tile floors, and abundant storage throughout the space. The kitchen area is a focal point, boasting luxurious granite countertops, a modern backsplash, a generously sized pantry, a central island perfect for hosting gatherings, and a built-in bar/beverage station. The bathrooms have undergone beautiful upgrades, featuring granite countertops and sleek floor-to-ceiling tiled showers. Manual shutters have been installed for added peace of mind. With its southwestern exposure, the condominium offers breathtaking panoramic views of the Gulf of Mexico's stunning sunsets, best savored from the comfort of the expansive wraparound balcony.

Enjoy the Fiddler's Creek lifestyle in this gorgeous 3,000-square-foot condominium with golf and lake views. Don't worry about stairs; a private elevator is the perfect transport to this spacious 2nd-floor home or use the stunning iron staircase. An end unit with a large lanai steps to the community pool, and award-winning club, spa, and fitness center, this home is filled with light and space. Three newly carpeted, en suite bedrooms and an exceptional living area encourage family and friends to visit often. The oversized living space is set for entertaining with dining, a separate game area, and the family room's large-screen TV. A redecorated spacious kitchen has all-new stainless appliances and gorgeous white cabinetry with crown molding. The Montreux neighborhood is within walking distance of the exceptional private club and 3 minutes to the Collier Blvd gate. Live close to the treats and sporting activities of Marco Island. Not to miss delightful Old Naples, where you will find fine and casual dining, exceptional shopping, beautiful beaches, and the best sunsets in Florida. A delightful community with options for golf, boating and more via exclusive, private memberships.

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.

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.

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.

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.

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.

Positioned with desirable eastern exposure, this beautifully furnished residence stands out as one of the few homes in the community offering its private laundry, an exceptional convenience in a sought-after 55-plus setting. Filled with morning light, the home enjoys a prime location just minutes from shopping, dining, beaches and the energy of downtown Naples, making everyday living effortless and enjoyable. The thoughtfully designed floor plan offers two bedrooms and two full baths, along with one assigned parking space. Inside, tile flooring flows seamlessly throughout the entire home, creating a clean, cohesive look with no carpet. The living room features a ceiling fan and sliding glass doors that open to the Florida room, where tranquil garden views and tile flooring create an inviting space to relax rain or shine. Impact windows provide peace of mind, while a ceiling fan enhances comfort in this versatile enclosed retreat. The kitchen is bright and functional with white cabinetry, a tray ceiling, tile backsplash and a window above the sink that brings in natural light. A convenient pass-through window connects the kitchen to the living area, ideal for entertaining, while white appliances, including a range, microwave and dishwasher, complete the space. The adjacent dining area is accented by built-in cabinetry, offering charm and additional storage. The owner's suite is a peaceful haven with a ceiling fan and private access to the Florida room through sliding glass doors. The en-suite bath has been tastefully updated with a walk-in shower featuring a bench, niche, floor-to-ceiling tile and frameless glass enclosure. The guest bedroom is comfortably sized and next to a full bath with a shower-tub combination, also finished with floor-to-ceiling tile. The community offers a sparkling pool and low HOA fees, while the location places you moments from Publix, pickleball, shopping, dining, a nearby public golf course and the vibrant lifestyle of 5th Avenue South. With world-class beaches and everything Naples has to offer just minutes away, this residence delivers comfort, convenience and an unbeatable lifestyle in the heart of Naples.

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

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.

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.

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.

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.

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.

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.

SELLER SAYS SELL! Amazing new price for the Moorings! Experience refined coastal living in this light and bright four-bedroom, five-and-a-half-bath residence, ideally situated in a prime Naples location within the prestigious MOORINGS COMMUNITY. This two-story duplex masterpiece-complete with a private elevator-effortlessly combines timeless sophistication with modern comfort and peace of mind, being located in the preferred X-FLOOD ZONE. Bathed in natural light, the spacious interiors feature soaring ceilings, elegant finishes, and seamless indoor-outdoor flow, creating an inviting setting for both everyday living and entertaining. The gourmet kitchen opens to expansive living areas leading to a private outdoor retreat with a sparkling pool, spa, and enclosed backyard. The luxurious primary suite offers a spa-inspired bath with dual vanities, a walk-in shower, and a generous walk-in closet. Upstairs, a comfortable sitting area with a wet bar and a large guest suite provide the perfect space for visitors or family. Enjoy exclusive private beach access just moments away, along with proximity to Naples' best dining, shopping, and Gulf beaches. A rare find, this home offers exceptional size, luxury, and location-an incredible value for The Moorings and a true showcase of Naples living at its finest.