luxury waterfront apartments / penthouses 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.

Take in breathtaking Gulf views from this furnished eighth-floor condominium with two bedrooms, a den and two baths. Recently renovated throughout, the residence features high-end upgrades and tasteful interiors done by renowned Naples designer Betsy Hendricks. The open living and dining area connects to a kitchen with custom cabinetry and a breakfast bar. Accessible from the living area and primary suite, the open lanai expands the living space and offers stunning views. Wood-look tile flooring extends throughout, while impact-resistant windows and electric shutters provide added protection and convenience. Within a gated community on Marco Island's quiet south end, residents enjoy a social room, pool and spa, sauna, tennis and pickleball courts, barbecue area, fire pit, private beach, expansive fishing pier, covered parking and additional storage. Nearby shopping, dining and entertainment make island living effortless.

Beautifully renovated in 2021 and partially furnished, this three-bedroom, two-bath condominium offers stylish coastal living in the desirable south end of Marco Island. Peaceful sunrises over the partial bay view. Thoughtful details throughout, this residence features soft blue hues, new wood-look tile flooring in the living areas, new carpeting in the bedrooms, and quartz countertops in the kitchen and baths. The new kitchen showcases white cabinetry, a custom backsplash, quartz countertops, and new stainless-steel appliances, sink and faucets. Additional updates include impact windows, new solid wood interior doors throughout, new baseboards, a new washer and dryer, a Wi-Fi-enabled thermostat and motorized window treatments in the living area. Recent improvements include a 2023 air-conditioning system and furniture, 2024 blinds, and extensive 2026 upgrades including new lanai screens, lanai tile, electric storm shutters and a new hurricane-rated front door. Ideally just minutes from South Beach public access, as well as popular south-end restaurants and shopping, this beautifully maintained condominium offers the ideal combination of comfort, style and convenience. Entire building has impact windows and shutters. Under-building parking and huge storage area.

Enjoy stunning unobstructed southwest Gulf views from every room of this spacious, beautifully updated, fully furnished 17th-floor beachfront condominium. An expansive open lanai, accessible from the living area and bedrooms, offers the ideal setting for sunsets, beach views and relaxed coastal living. This thoughtfully designed converted three-bedroom residence and a desirable split floor plan. The updated kitchen offers abundance of cabinetry, breakfast bar, and a seamless connection to the generous living and dining areas, where a custom-built-in electric fireplace provides a serene setting and character. For comfort and convenience, the primary suite includes two spacious walk-in closets, dual sinks and large tiled shower. Both baths have been recently updated for a fresh, polished feel throughout. Additional conveniences include beautiful custom California Closets throughout, impact sliders with manual storm shutters for added protection, a separate laundry room, extra-large storage on the same floor and one assigned parking space #54. Outstanding building amenities include a pool, spa, tennis, pickleball, barbecue area, billiards, ping pong, sauna, exercise room, community room, guest suites, trash chute, beach access and on-site management. On the desirable south end of Marco Island, this stunning residence offers an exceptional opportunity to embrace living in paradise today.

This second-floor condominium has spectacular beach, palm tree and Gulf views. Southern exposure sun hits your terrace which can be entered by the living room, and both bedrooms. Fully remodeled in 2023! Great week rental income producing property! Interior features include two bedrooms and two baths, a main bedroom with a walk-in closet and bath with two sinks. Wood cabinetry in kitchen with new stainless steel appliances. New furniture and tastefully decorated. Being sold furnished. All new hurricane-impact glass sliders installed in 2020. Luxury linoleum flooring throughout the condominium. Super easy access to this unit via the nearby stairs or elevator. Across the hallway is an extra storage locker with plenty of room to store beach stuff. Enjoy the resort lifestyle at South Seas Towers. Weekly rental income opportunities. Amenities included a heated pool, large sunning deck with chickee huts, exercise room, covered parking garage, with manager and security on site, guard at gate, pickleball and tennis courts, bocce ball, shuffleboard, putting green, recreational paths, barbecue grills plus boat slips available for lease.

Enjoy effortless island living in this furnished, spacious two-bedroom, two-and-a-half-bath condominium in Bayside Club on beautiful Smokehouse Bay, ideally positioned as a convenient ground-floor unit with desirable southern exposure. Offering 1,620 air-conditioned square feet, this beautifully updated residence is filled with natural light and enjoys a completely private garden setting that creates a peaceful backdrop for relaxing and entertaining. Boating enthusiasts will appreciate that Bayside Club offers dedicated dockage for boats up to 32 feet long, along with direct, quick access to the Gulf. The inviting interior offers a comfortable, open layout with the end-unit position providing added privacy and natural light. Generously proportioned living and dining spaces provide plenty of room for gathering with family and friends, while the ground-floor location makes everyday living exceptionally convenient with no stairs to navigate. The kitchen is appointed with stainless steel appliances, a tile backsplash and under-cabinet lighting. Large windows and glass doors draw in the Florida sunshine and connect the interior to the lush garden surroundings, reinforcing the home's relaxed coastal atmosphere. Impact-resistant glass sliders and windows throughout provide added peace of mind. The private outdoor area benefits from southern exposure, creating an ideal setting to enjoy the warm Marco Island climate throughout the day. A large main suite and another well-sized bedroom with a Murphy bed, two full baths and a half bath provide comfortable accommodations for owners and guests, making the residence equally appealing as a full-time home or seasonal island retreat. The thoughtful floor plan provides separation between private and gathering spaces, while the home's excellent condition reflects attentive ownership and care. A dedicated storage unit provides valuable additional space for beach equipment, bicycles and other island essentials, while two dedicated carport spaces add everyday convenience. Bayside Club offers a desirable Marco Island setting that combines residential tranquility with convenient access to the island lifestyle. Enjoy being near the vibrant Esplanade with its waterfront restaurants, boutiques and entertainment, along with easy access to boating, beaches, shopping and dining throughout the island. With its sought-after ground-floor end-unit location, southern exposure, private garden setting, generous living space, storage, two dedicated carport spaces and direct, quick Gulf access, this exceptionally maintained furnished condominium presents an inviting opportunity to experience the best of Marco Island living.

Waterfront living with southern water views and direct Gulf access. This beautifully remodeled, furnished first-floor condominium includes an assigned dock and a 10,000-pound lift accommodating up to a 28-foot boat, offering an exceptional opportunity for boating and water enthusiasts alike. In the Villages of Stella Maris at the Port of the Islands, residents enjoy a relaxed waterfront lifestyle with access to a community pool, marina, pickleball courts, fitness center, restaurant and scenic walking areas surrounded by natural beauty and wildlife. The residence features quartz countertops, tile flooring, a new refrigerator, a water heater, a washer and a dryer. Impact-resistant windows and sliding glass doors are complemented by remote-controlled electric shutters for added convenience and peace of mind. The community seawall and docks were replaced in 2021, further enhancing the property's waterfront appeal. Ideally located just minutes from Marco Island and Naples beaches, shopping and dining, this property presents an outstanding opportunity to enjoy the Naples waterfront lifestyle, with boating, fishing and Gulf access right from your backyard.

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.

Top-Floor Waterfront Living in Pumpkin Cay There's something special about a top-floor residence—the abundant natural light, soaring ceilings, refreshing ocean breezes, and the peaceful feeling of being tucked above it all. This two-bedroom, two-bath Pumpkin Cay condominium has been enjoyed by the same family since 1986 and is ready for its next chapter. Vaulted ceilings and a spacious floor plan create an open, airy feel, while the covered balcony overlooks the canal and captures beautiful sunset skies. Lovingly maintained over the years, the residence offers a wonderful opportunity to update and personalize while enjoying one of Ocean Reef Club's most desirable waterfront neighborhoods. Boaters will appreciate Pumpkin Cay's exceptional location, providing convenient access to the Atlantic Ocean for world-class fishing, diving, and snorkeling, along with easy routes to Florida Bay for unforgettable sunset cruises. The association has recently completed impressive waterfront improvements, including a new seawall, floating docks, and a beautifully renovated community swimming pool. Unassigned dockage for vessels up to 40 feet is available when space permits. Centrally located within Ocean Reef Club, you're just moments from the marina, golf, tennis, pickleball, dining, shopping, and the Club's unmatched amenities. With its elevated setting, abundant natural light, and cooling ocean breezes, this residence is an exceptional opportunity to create your own Florida Keys retreat. Whether you're looking for a weekend escape or a waterfront home to make your own, this is your chance to embrace the relaxed, boating lifestyle that makes Ocean Reef Club one of the Florida Keys' most treasured private communities. Bring your vision, launch your boat, and start making memories on the water.

Experience the ultimate Naples lifestyle from this beautifully positioned two-bedroom, two-bath waterfront condominium offering deep-water direct Gulf access and your own private boat dock with lift, perfect for boating enthusiasts eager to explore Naples Bay, the Gulf and the area's pristine waterways. On the second floor, this light-filled residence enjoys an elevated setting with tranquil canal and marina views from the spacious screened lanai, creating the ideal place to relax with your morning coffee or unwind after a day on the water. A rare and desirable feature, the property also includes a dedicated detached garage, providing secure parking and additional storage. Ideally located just moments from the heart of downtown Naples, you'll enjoy easy access to the world-renowned dining, boutique shopping and vibrant galleries along Fifth Avenue South, as well as the sugar-white sands and breathtaking sunsets of Naples Beach. Whether you're searching for a seasonal retreat, a year-round residence, or an exceptional waterfront investment, this property offers the perfect combination of location, boating lifestyle and best of coastal Naples living.

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing 2020 Gulf Shore, an exclusive collection of just 18 residences positioned between The Gulf and a private harbor within The Moorings, one of Naples' premier neighborhoods. Developed by Barron Collier Companies and Golub & Co., two names deeply rooted in Naples' history and luxury development, this boutique community blends legacy, design, and effortless living. Interiors by Soucie Horner Design Collective bring a refined, coastal aesthetic with top-tier finishes, 10' ceilings, expansive glass, custom cabinetry, and curated natural materials throughout the home. Thoughtfully designed outdoor living areas include built-in Wolf grills and generous terraces. A frictionless ownership experience is supported by available turnkey furniture packages and elevated -la-carte services through Juniper Holiday + Home, offering concierge support, home-watch, provisioning, and more-ensuring true ease from day one. Amenities include a bayfront resort-style pool, two private rooftop terraces with Gulf views, a dedicated kayak/paddleboard launch, 11 boat slips for vessels up to 32', fitness area, and secure under-building parking with EV charging. Located in The Moorings, residents enjoy quick access to Moorings Beach Club, walkable beach paths, a short golf-cart ride to Fifth Avenue South, and a few minutes' beach walk to the new Four Seasons Hotel. Here, waterfront living is elevated by thoughtful design, premier finishes, and a rarely offered level of convenience.

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing 2020 Gulf Shore, an exclusive collection of just 18 residences positioned between The Gulf and a private harbor within The Moorings, one of Naples' premier neighborhoods. Developed by Barron Collier Companies and Golub & Co., two names deeply rooted in Naples' history and luxury development, this boutique community blends legacy, design, and effortless living. Interiors by Soucie Horner Design Collective bring a refined, coastal aesthetic with top-tier finishes, 10' ceilings, expansive glass, custom cabinetry, and curated natural materials throughout the home. Thoughtfully designed outdoor living areas include built-in Wolf grills and generous terraces. A frictionless ownership experience is supported by available turnkey furniture packages and elevated -la-carte services through Juniper Holiday + Home, offering concierge support, home-watch, provisioning, and more-ensuring true ease from day one. Amenities include a bayfront resort-style pool, two private rooftop terraces with Gulf views, a dedicated kayak/paddleboard launch, 11 boat slips for vessels up to 32', fitness area, and secure under-building parking with EV charging. Located in The Moorings, residents enjoy quick access to Moorings Beach Club, walkable beach paths, a short golf-cart ride to Fifth Avenue South, and a few minutes' beach walk to the new Four Seasons Hotel. Here, waterfront living is elevated by thoughtful design, premier finishes, and a rarely offered level of convenience.

Set along the Moorings beachfront, this beautiful, fully furnished Regency Towers 05 stack residence is a must-see. Light and bright with coastal casual décor, the second-floor residence offers a sought-after two-bedroom, two-bath floor plan where Gulf views extend through the living and dining areas, kitchen and both bedrooms. The open kitchen features white cabinetry, while an expansive covered balcony provides the perfect setting to enjoy Gulf views and sunsets. Impact-glass windows and sliders, along with balcony shutters, offer added convenience. The spacious primary suite features an en suite bath and custom walk-in closet, while the guest bedroom also has its en-suite bath. A separate bar and work area with custom built-ins and a beverage refrigerator is a distinctive feature of this residence. In-residence laundry, one assigned garage parking space and a storage unit are included. Regency Towers is home to only 40 residences across two buildings, offering direct beach access, a newly updated beachside pool and spa, a modernized social room, a fitness room, a grilling area and on-site management. Along Gulf Shore Boulevard North, moments from Venetian Village's shopping, dining and marina, with downtown Naples just minutes away.

Breathtaking, unobstructed Gulf views are sure to impress from this rarely available 01 front-stack residence at Meridian Club in Park Shore. On the 15th floor, this spacious floor plan is surrounded by floor-to-ceiling impact glass, filling the living areas with natural light and opening to an expansive wraparound balcony overlooking the Gulf and beach. Wake to breathtaking water views from both bedroom suites and the den, each with direct access to the wraparound balcony. The flexible den, complete with access to a full bath, is ideal as an open den or office and can easily be converted to a third bedroom by adding a wall, an option available when the residences were originally built. Additional features include walk-in closets in both bedroom suites, laundry in residence and a newer air conditioner (2024). This residence presents an exceptional opportunity to renovate and create a spectacular beachfront retreat tailored to your vision. Meridian Club is a beachfront, non-atrium building with only four residences per floor. Elevator lobbies and unit doors have been beautifully updated, while amenities are undergoing extensive renovation anticipated for completion in November 2026. Amenities include gated entry, 24-hour door person, social room, fitness center, resort-style Gulf-front pool and spa, tennis, pickleball, outdoor grills and direct beach access. Pet-friendly with rules permitting one dog or one cat up to 25 pounds. One assigned garage parking space and storage cage are included. At the northern end of the Park Shore Beach Association's renowned paved beach walkway. Just moments from Venetian Village, with its shopping, dining and marina, and only minutes from Waterside Shops and downtown Naples.

A once-in-a-lifetime opportunity to reside in the prestigious and rarely available Seapoint at Naples Cay. On the preferred north side of the building's sixth floor, this exceptional residence offers nearly 5,000 square feet under air, complete privacy, and arguably the finest unobstructed panoramic views of the Gulf and Clam Bay. Floor-to-ceiling sliding glass doors open to a spectacular 1,000-plus-square-foot balcony with a built-in grill, creating a seamless connection between the sophisticated interior and Naples incomparable coastal setting. Never miss another sunset from this four-bedroom, four-bath retreat, which also includes a private two-car garage. Seapoint is an intimate, direct Gulf-front enclave with only 28 residences and an impressive collection of amenities, including an elegant community room, infinity-edge pool, state-of-the-art fitness room, two beautifully appointed guest suites and concierge management. Near the pristine white sand beach and a private kayak launch into Clam Bay, Naples Cay is ideally between Park Shore and Pelican Bay, within short distance of Waterside Shops renowned shopping and dining. Fifth Avenue South and Mercato are only a short drive away.

Rare Pelican Marsh opportunity! Beautifully renovated three-bedroom, 2.5-bath residence with stunning long lake views, abundant natural light, soaring ceilings and an open, airy design. Gorgeous 6-inch light oak flooring and designer lighting flow throughout. The show-stopping kitchen, renovated by Kitchens by Monic, features a 9-foot waterfall island, custom cabinetry, double pantry, extensive storage, gold accents, and premium Bosch and Fisher & Paykel appliances. A custom coffee bar with beverage cooler and designer breakfast nook add to the appeal. The open kitchen and spacious leisure room are ideal for entertaining, with expansive sliders leading to a generous lanai overlooking the lake. Luxurious primary suite offers a large walk-in closet, dual vanities, seamless glass shower and soaking tub. Two spacious guest bedrooms feature walk-in closets and beautiful fountain views. Rare two-car detached garage with private covered walkway and entry provides the feel of single-family living. Life at Pelican Marsh offers an extraordinary lifestyle surrounded by lush landscaping and resort-style amenities, including tennis, pickleball, bocce, playground, state-of-the-art fitness center, library and on-site dining at Courtside Restaurant. HOA includes Xfinity TV and high-speed fiber internet with 125 cable channels. Ideally in desirable North Naples, just minutes from Mercato, Waterside Shops, Artis—Naples and Fifth Avenue, with world-class dining, shopping, entertainment and beautiful Gulf beaches nearby. A rare opportunity to experience the best of Naples in an exceptional residence.

Experience the beachfront lifestyle in this turnkey-furnished Gulf-front two-bedroom, two-bath condominium on Vanderbilt Beach. Wake each morning to breathtaking views of the Gulf, spend your days with direct beach access just a short distance away, and unwind each evening as spectacular sunsets paint the sky. Designed for effortless coastal living, this inviting retreat lets you move in and start enjoying your slice of paradise from day one. Resort-style amenities include two community pools, tennis and pickleball courts, while impact windows installed in 2025 provide added peace of mind. Bayshores has an excellent rental policy of 26 times per year with a 14-day minimum.

One or more photo(s) has been virtually staged, AI generated or rendered. Set between the Gulf and bay at the tip of Little Hickory Island, this seldom-available, sought-after corner residence at Bonita Beach Club captures sweeping water views from a variety of distinct vantage points. Offered furnished, the two-bedroom, two-bath residence features private balconies that extend the living experience outdoors and take full advantage of its coastal position. Inside, a light-filled palette creates a clean, timeless aesthetic. Updated flooring, a white-paneled ceiling with beam detailing, recessed lighting and expansive glass doors complement the surroundings. The renovated kitchen features white cabinetry, stone countertops, illuminated glass-front cabinetry and generous storage. Both bedrooms offer direct balcony access and water views. Bonita Beach Club offers direct beach access and an extensive collection of newly updated amenities. Residents enjoy beachside tennis and pickleball courts, shuffleboard, a fitness center, three community rooms, a library, barbecue area, game room, fishing pier and one of the area's largest beachfront pools. Opportunities may also be available to lease or purchase a boat dock. The gated community has undergone extensive improvements, including a refurbished beachfront pool, new two-story pool house, refreshed tropical landscaping, a roof replacement completed in 2021, a new beachside perimeter wall and additional grounds and paver parking enhancements underway. At Bonita Beach Club, days can move easily from the beach to boating and fishing, complemented by an impressive collection of amenities within the community. Dining and shopping are nearby, with Southwest Florida International Airport within convenient reach. This combination of location, access and coastal experiences is increasingly difficult to replicate along the Southwest Florida coast.

Experience breathtaking views and the serenity of private-island living at Grove Isle. Located in desirable Tower 2, this 2-bedroom, 2-bath residence offers captivating views of the marina, lush tropical grounds, tennis courts and resort-style surroundings-all from one of Coconut Grove's most exclusive waterfront communities. Inside, a spacious and inviting layout offers the perfect canvas to create a residence that reflects your own style, vision and level of sophistication. The expansive balcony extends the experience outdoors, where peaceful views and gentle island surroundings become part of everyday life. Grove Isle is more than a residence-it is a unique private-island lifestyle in the heart of Coconut Grove, where security, serenity and exclusivity come together just minutes from Miami's best dining, shopping and cultural destinations. An exceptional opportunity for the buyer seeking breathtaking views, privacy and the freedom to create a truly personalized waterfront home.

Brand New Construction in Coconut Grove on the exclusive 20-acre gated Grove Isle private island. Residence L205 at Vita, never lived in, is a 3BR/3.5BA residence featuring a unique ~1,100 SF extended private terrace—larger than most residences— creating seamless indoor-outdoor living. Bright open floor plan with abundant natural light and en-suite bathrooms in every bedroom. A dedicated elevator opens to your private foyer, and a rare private one-car garage—located directly beneath the residence and included with the purchase— offers exceptional convenience, plus two valet parking privileges. Luxury finishes include Molteni Italian cabinetry, Miele appliances, wine cooler, Dornbracht fixtures, and pre-installed Crestron and Lutron HomeWorks smart home systems. Residents enjoy 24-hour security/concierge services, marina access, waterfront walking paths, tennis/padel courts, wellness spa and fitness center, children’s playground, and an upcoming waterfront restaurant by the owners of Daniel’s. Green-certified building, only 65 residences.

Completely rebuilt with a chic modern design by renowned designer Carmen Alcaraz Gomes of CG1 Design, this exceptional two-story waterfront residence at The Residences at Vizcaya offers the scale and comfort of a private home with the convenience of boutique luxury condominium living. Spanning approximately fpur thousand SF, this three bedroom, three and a half-bath flow-through residence is filled with natural light and showcases sweeping Biscayne Bay views. A grand foyer opens to expansive living and entertaining spaces that flow seamlessly to a large private terrace overlooking the pool and bay. The designer Scavolini kitchen features quartz countertops, custom cabinetry, an oversized island, and premium Gaggenau appliances. Located in an exclusive eighteen residence waterfront building in the heart of Coconut Grove. Pet friendly.

Just steps from the beach, enjoy luxury living in this stunning 3 Bedroom Lake Villa residence at The Ocean Club, Key Biscayne - offering a perfect blend of elegance and comfort. The private elevator opens into a gracious foyer, leading to lake views, abundant natural light, and spacious interiors. This larger Lake Villa model (2,470 SF) feels more like a house than a condo with walk in closets & ample storage. The oversized balcony is an extension of the living space and perfect for kids' play & entertaining. The Ocean Club features a private Beach Club, beachside restaurants, fitness center, spa & beauty salon, Tennis club, and more! Immediate availability & easy to show – seize the opportunity to make this your dream home!

Now with significant price repositioning. Stunning penthouse with ocean views and Key Biscayne shoreline. Three bedrooms, 3 baths. 3711 sq. ft. The bright and airy living room seamlessly integrates with the dining area, featuring floor-to-ceiling windows that flood the space with natural light. Enjoy culinary delights in the state-of-the-art kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a generous island for casual dining. The master bedroom offers a private oasis with panoramic water views, two walk-in closets, and an en-suite bathroom featuring dual vanities, and a glass-enclosed shower. Two additional well-appointed bedrooms provide comfort and privacy, each with its own stylish bathroom. Laundry room and storage unit Residents have access to a private pool, fitness center, and beach access, ensuring a lifestyle of convenience and leisure. This penthouse is a rare gem, offering an unparalleled blend of luxury, comfort, and beachside living. Don't miss your chance to own a piece of paradise in Key Biscayne.