Florida Keys Condos on the Bay / Gulf Side of the Island For Sale

This beautifully updated and professionally decorated two-story townhome offers 2 spacious bedrooms, 2.5 baths, and breathtaking Gulf views from nearly every room!Step out onto the lovely wraparound balcony and soak in the peaceful water views and ocean breeze.Inside, you will find a bright, airy layout with soft coastal tones, a smart, functional kitchen, and upstairs bedrooms for added privacy. Additional features include impact-resistant windows, a metal roof, and two covered parking spaces.Set on spacious, beautifully landscaped grounds, the Gulfpointe ll community offers top-notch amenities including a sparkling swimming pool, tennis courts, and a private boat dock just off Vaca Cut- all just steps from your door. Plus, the property is elevated above flood zone for your peace of mind.Pet-friendly (up to two small pets) and allowing 7 day vacation rentals, this home is perfect for full- time living, a relaxing vacation retreat, or generating rental income. Do not miss your chance to own this amazing property in the beautiful Florida Keys!

This updated 4-bedroom, 3-bathroom townhome in the gated Key West Golf Club community is a prime investment opportunity and active vacation rental. Offering privacy, comfort, and resort-style living, its just minutes from downtown Key West, beaches, and world-class dining.Inside, an open, light-filled floor plan features crown molding, neutral tile flooring, and refined finishes. The chef-inspired kitchen boasts ceiling-height cabinetry, sleek quartz countertops, and stainless steel appliances, flowing into the spacious living and dining area--ideal for entertaining or unwinding after a day on the water.The first-floor bedroom includes a walk-in closet and full bath, perfect for guests. Upstairs, the primary suite features a private balcony, updated en-suite bath, and ample closet space. Two additional bedrooms share access to a shady veranda overlooking lush gardens and tranquil Kestral Way. A full hall bath and upstairs laundry add convenience.Outdoor living is effortless--relax on the covered patio with refreshing sea breezes or enjoy the fenced backyard for extra privacy. Located just steps from the lagoon-style pool, clubhouse, and fitness center, this home offers unmatched convenience.With pet-friendly living, 24-hour gated security, and strong income potential, this turnkey opportunity wont last long. Schedule your private showing today!

Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress guests and owners alike from day one. Situated in the entrance to Key West, the condo provides easy access to a lively array of shops, restaurants, entertainment, and the beautiful waterfront and beaches just moments away. Designed for seamless rental management, this property maximizes returns with minimal effort, making it ideal for buyers seeking consistent income or anyone desiring an elegant island escape. Two onsite restaurants as well as a small marina where slips can be rented while you are in town. The beauty of this particular unit is that is is setup with 1BR/1BA as a lockout unit so you can rent one side for the other while still being able to use your vacation home yourself. Embrace the best of Key West living--your island getaway awaits!

Introducing a stunning poolside retreat now available on the market! This charming two-story townhome is ideally situated just steps from a magnificent resort-style pool, a cozy beachside tiki hut, and a pristine white sandy beach with breathtaking Gulf of Mexico views. The appeal of these beach amenities is unmatched in the area.Tranquility Bay is well-known for its exceptional offerings, perfect for families seeking a dream getaway. Enjoy a state-of-the-art fitness center, a delightful putting green, and the acclaimed Butterfly Cafe, all complemented by the relaxed atmosphere of TJs Tiki Bar right by the water. The resort maintains a strict non-smoking and no-pets policy (with the exception of service animals), ensuring a peaceful environment for all guests.Unit #22 showcases meticulous upkeep, featuring three bedrooms with cathedral ceilings and two bathrooms upstairs, along with a convenient half bath downstairs. Bright white balconies and spacious patios provide ideal spots for relaxation and outdoor enjoyment.Owners can enjoy up to 35 days annually in this luxurious home while also benefiting from strong rental income opportunities to help offset ownership costs. An on-site property manager oversees the property, ensuring smooth operations and peace of mind for both owners and guests. B&BATVAI

Welcome to Waterfront Living at Buttonwood Bay in Key Largo!Experience stunning sunsets and the ultimate boaters paradise from this beautifully situated residence in the highly sought-after Buttonwood Bay community. Enjoy your own private waterfront patio just steps from a protected 33 dockage, perfect for effortless boating access. Spread across 42 acres of tropical beauty, Buttonwood Bay features a deep-water coral rock harbor with direct access to the Florida Bay and nearby Atlantic Ocean. Step inside to a comfortable open living floor plan offering 2 bedrooms and 1.5 bathrooms, blending comfort and style in a relaxed setting. Enjoy resort-style amenities including a full-service marina and boat ramp, on-site Ships Store with everything from snacks and drinks to bait, ice, fuel and owners parking for trailers, three heated pools, five tennis and pickle ball courts, fitness center with waterfront marina views, saunas, a basketball court, clubhouse, sandy beach, 24-house security and staffed gatehouse. Whether youre looking for a full-time residence or the perfect weekend escape, this is your chance to embrace the Florida Keys lifestyle. Buttonwood Bay isnt just a location--its a way of life.

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12 X 24 gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand beach and waterfront pool. Many extras to be enjoyed including tile floors throughout, 2 balconies offer both waterfront and sunset views and an abundance of closet space plus a designated generous storage room for all of your beach/water toys. Property was recently enrolled in a professional monthly vacation rental program. All of this within the city limits of Key West where you will find both nightlife, easy airport access and all of your shopping needs a bike ride or short drive away.

Waterfront Corner Gem with Boat Slip at Your Back Door!Live the dream in this meticulously maintained and beautifully updated 2-bedroom, 2.5-bath corner unit in the sought-after Buttonwood Bay community. Your 36 boat slip is just steps from your back door, offering unbeatable convenience for avid boaters--no need to haul gear or walk across the complex. Its true waterfront living at its finest.This turn-key home is move-in ready and features thoughtful upgrades throughout, including impact windows and doors, granite countertops, tiled floors, two spacious walk-in showers, and built-in dressers. Enclosed balconies create a light-filled, open feel while maximizing living space and showcasing tranquil water views.Nestled in the heart of Key Largo, Buttonwood Bay is a 42-acre gated paradise with direct access to Florida Bay and the Intracoastal Waterway. Enjoy world-class amenities: three heated pools, five tennis courts, a fitness center with saunas, a clubhouse with full kitchen and game room, basketball courts, and eight spectacular sunset martini docks. The community also features a rare sandy beach, full-service marina with fuel, snacks, and ice, a boat ramp, trailer storage, and a 24-hour manned gate for peace of mind.With corner-unit privacy, a generous side yard, and a boat slip right outside your back door, this home delivers the ultimate Florida Keys lifestyle. Paradise is calling--dont let this one slip away!

Beautiful 2 bed, 2 bath condo Bay Harbour in Islamorada. This condo boasts a 30 boat slip. Bay Harbour allows 7-day rentals with a license from the Village. Enjoy the pool, hot tub, tennis & pickleball courts, and the many exciting local activities available in the Keys, including fishing charters, boating excursions, snorkeling, and diving adventures.

Discover your retreat in the Landings of Largo! This upgraded 2-bedroom, 2-bath townhouse boasts stunning Florida Bay views, where spectacular sunsets set the stage for unforgettable evenings. Included is a deeded 30-foot boat slip with a 12k lift, perfect for endless boating adventures.Inside, enjoy custom kitchen cabinetry, impact windows, and doors for comfort and peace of mind. Relax on the spacious screened patio or take in breathtaking water views from the pop-out balcony. Beneath the unit, find ample covered parking and additional storage for all your gear.Nestled in a gated community at Mile Marker 98, this property is a haven for families and boating enthusiasts alike. The Landings of Largo features two sparkling pools, a state-of-the-art marina, a private boat ramp, and beautifully maintained grounds that exude tropical charm. With an active community vibe, youll find endless opportunities to connect and enjoy events or peaceful solitude by the water. This pet-friendly sanctuary welcomes two pets of any size, so you can bring your furry friends along to share in the adventure. Whether youre exploring the nearby coral reefs, indulging in world-class fishing, or simply savoring the coastal lifestyle, Landings of Largo offers the perfect setting. Just moments from local dining, shopping, and entertainment, youll enjoy the best of Key Largo living.Your slice of paradise awaits at Landings of Largo--embrace the vibrant lifestyle and create memories to last a lifetime! This Townhouse is SOLD fully furnished~

Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living!

Remarkable Waterfront Retreat- 32 Hilton Haven #9, Key West, FLWelcome to an exclusive waterfront sanctuary in the private community of Bay Villas in Hilton Haven. This beautiful 2 bedroom, 2.5 bath residence offers direct water views making it a rare gem in Key West.The primary suite boasts panoramic water views and balcony. The peaceful setting is just minutes from Old Town Key West, This home is ideal for those seeking the ultimate island lifestyle, Whether as a full-time residence, vacation getaway or investment opportunity, 32 Hilton Haven #9 is a rare find . Schedule your private showing today...

The LOWEST PRICED UNIT AT INDIGO REEF ON THE MARKET! Freshly painted inside & out & READY TO ENJOY THE ULTIMATE Keys Lifestyle! Located in INDIGO REEF, a luxurious town-house style community situated directly on the Gulf of Mexico just minutes from the heart of Marathon, yet quiet & tucked away from it all. With over 10 Acres of private land and gated, Villa 24 boasts incredible OPEN WATER views, vaulted ceilings in the main bedroom, quick and easy ocean access through the Vaca cut and an OPEN concept floor plan. This 3 bed/2.5 bath 1600 Sqft. townhome comes with a deeded 35 ft boat slip located just steps away from the unit. Indigo Reef community offers a spacious HEATED resort style pool with plenty of cushioned lounge chairs, Ice machine, Kayak storage, professional GYM room and ample owners storage located in the temperature controlled HOA building with room for bikes and fishing gear. This home also comes with its own covered parking spot just steps from the front HOA building where more parking can be found along with additional storage on top. Villa 24 comes fully furnished and is a weekly vacation rental. Enjoy nightly sunsets while sipping a Key lime margarita from your GULF VIEW unit! You will LOVE sitting under your covered porch while you gaze over the gorgeous BLUE tones of the Gulf & relax after a successful day out on the water. This villa was recently modernized and freshly painted inside and out. Other notable features include, tile flooring throughout, GRANITE counter tops & STAINLESS steel appliances. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy the Margarita~ville / Keys lifestyle all year long. Call today to make this home your island dream getaway!

Luxury Waterfront Living with Premier Boating Access at Seawatch Condominium. A beautiful 3-bedroom, 2-bathroom residence in this exclusive community. This beautifully appointed condo offers a spacious open floor plan, an upgraded kitchen with granite countertops, Primary bath is upgraded with two individual vanities and large walk in shower. Guest bathroom is upgraded with tile and granite countertops. A large screened-in porch totaling 400 sq ft perfect for enjoying the tropical breeze. For boating enthusiasts, this property is a dream come true. The unit includes a deeded 30-foot boat slip, providing incredibly easy access to both the Atlantic Ocean and the Gulf of Mexico through Vaca Cut channel. Whether youre heading offshore for world-class fishing or exploring the backcountry waters of the bay, navigating between the two is effortless from this prime location. Additionally, the community offers boat barn storage that can house your boat, trailer and other storage items for added convenience. Each unit is assigned a covered parking space. The gated community of Seawatch Condo sits on 17 acres and boasts resort-style amenities, including tennis and pickleball courts, workout room, large pool and spa, and an inviting veranda room for social gatherings. The meticulously maintained grounds create a serene, private atmosphere, making this a perfect retreat for full-time residents or seasonal homeowners. Rental Restrictions: No rentals are allowed for the first two years of ownership; after that, a minimum rental period of 30 days applies. If youre seeking the ultimate Florida Keys lifestyle, complete with luxury, comfort, and unparalleled boating access, look no further. Schedule your private tour today!

Fall in love with the breathtaking bayfront views and stunning sunsets from this beautifully remodeled 2-bedroom, 2-bath condo in prestigious Buttonwood Bay! This direct bayfront unit comes with an assigned 36-ft boat slip (36 x 12.75) and offers the ultimate Florida Keys lifestyle with spacious open-concept living and oversized bedrooms. Step inside to enjoy unobstructed bay views the moment you walk through the door, or dine alfresco on your expansive private balcony overlooking crystal-clear waters. The kitchen boasts granite countertops and stainless steel appliances, making it perfect for entertaining. This condo also features a brand-new A/C unit installed in 2025, ensuring year-round comfort in paradise. Buttonwood Bay is renowned for its luxury, five-star resort amenities, including a newly updated clubhouse with a heated pool, state-of-the-art fitness center overlooking the bay, full-service marina with ethanol-free fuel, and a marine store. Additional amenities include three heated pools, a private beach with a floating dock, six pickleball courts, five tennis courts, a basketball court, a childrens library and play area, a boat ramp, trailer storage, and convenient fish-cleaning stations. This condo comes with an assigned parking space conveniently located near the elevator and seven designated guest parking spots for the X Building. The building has a new roof, and a brand-new elevator will be installed soon, offering even more convenience and peace of mind. Situated in the heart of the Upper Keys, Buttonwood Bay provides quick access to nearby restaurants, shops, and Miami, making it the perfect location for your next home or getaway. Bring your golf cart and start living the Keys life today!

OPEN WATER VIEWS and BREATHTAKING SUNSETS from this Gulfpointe townhome! Enjoy happy hour on the balcony and look for the green flash! Located in a tucked-away community directly of the Gulf of Mexico. Open the impact sliding glass doors on two sides of this corner unit and feel the sea breezes. Move in ready! This spacious two bedroom, two and a half bath condo has new air conditioning, new dishwasher, new bait chest freezer, and granite countertops. The common area amenities include a beautiful pool with a new heater and chiller! Newer impact windows, sliders and front door, metal roof and exterior paint. The community dock can accommodate boats up to 36 feet. Dockage is on a first come, first serve basis with owners having priority. Covered designated parking for three vehicles. Wrap-around balconies on both the main floor and upper floor with stunning Gulf views and the Vaca Cut Channel. The condo complex recently passed State of Florida certification requirements. Spalling repairs completed and no pending assessments. Weekly rental option. B&BATVAI

Welcome to a breathtaking beach house in Tranquility Bay Resort, where luxury meets profitability. This 3-bedroom, 3-bathroom waterfront townhome offers the perfect blend of a tropical escape and an income-producing investment.Nestled in an idyllic location just steps from the Gulf and pristine white sandy beaches, this stunning property boasts direct open-water views of the bay. The ground floor features a spacious living area, a convenient half bathroom, and a private porch perfect for relaxing or entertaining. Upstairs, the primary bedroom includes an en-suite bath and a large private porch with mesmerizing water views, while two additional guest bedrooms, a full bathroom, and a laundry area complete the second floor.Tranquility Bay Resort offers an array of amenities, including two resort-style pools, a sandy beach, a tiki bar for sipping cocktails while enjoying stunning sunsets, a fitness center, a Jack Nicklaus putting green, and the award-winning Butterfly Cafe. With beautifully landscaped grounds and endless opportunities for watersports, this is the ultimate destination for relaxation and recreation.As one of the top income-producing properties in the Middle Keys, Tranquility Bay Beach Homes have earned multiple TripAdvisor awards and are a favorite among guests. Owners can enjoy up to 35 days annually for personal use while generating rental income. On-site management handles all operations, providing effortless ownership and peace of mind.This turnkey property is more than a home--its your opportunity to balance personal enjoyment with smart investment potential. Experience the Florida Keys lifestyle, where relaxation and returns meet. Dont wait--your slice of paradise awaits at Tranquility Bay Resort!

Welcome to waterfront luxury living at Buttonwood Bay south Key Largo. This gated community is built around a deep-water coral rock harbor adjoining the Florida Bay. This residence includes a 29 boat slip conveniently located right outside your back door, providing direct access to the stunning waters of the Florida Keys. Meticulously remodeled with high-end finishes, this unit features two bedrooms, two full baths, and a half guest bath downstairs. New impact glass windows and doors flood the interior with natural light and offer breathtaking views of the marina. The floor-to-ceiling glass accentuates the beauty of the surroundings. Step into a gourmet kitchen adorned with rare blue granite, new cabinets, and state-of-the-art appliances. Community amenities include five tennis and pickleball courts, three heated swimming pools, a well-equipped fitness center, saunas, basketball, a meeting and party venue with kitchen, eight sunset martini docks, and a rare sandy beach! A boaters paradise, Buttonwood Bay also has a Ships Store with fuel pumps, live shrimp, ice, beverages and snacks. Theres a boat launching ramp and on-site storage areas for owners boat trailers. Onsite management, in-house landscape and maintenance staffs, and a 24/7 professional security team provide ease and peace of mind for owners. Experience a lifestyle of relaxation and recreation in this waterfront haven.

Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

Welcome to your dream waterfront retreat in the highly sought-after Buttonwood Bay community in Key Largo! This beautifully updated 2-bedroom, 2-bathroom condo offers breathtaking open bay views, allowing you to enjoy spectacular sunsets right from your living room. Step inside to find a thoughtfully designed space featuring tasteful updates and an open-concept layout that maximizes both comfort and style. The bright and airy living area seamlessly extends to a private balcony, where you can relax and take in the beauty of the Florida Bay. Both bedrooms provide a tranquil escape, with the primary suite offering bayfront vistas and an en-suite bath. The second bedroom is equally inviting, perfect for guests or a home office. Additional features include ample storage and a washer/dryer in-unit. Located in Buttonwood Bay, a 42 acre gated community, residents enjoy a marina, a private beach, three heated pools, a fitness center, tennis, pickleball and basketball courts, rooftop sundeck, library, game room AND a clubhouse. This unit comes with an assigned 34ft boat slip right by the fuel dock . A full-service marina offering fuel, ice, and a boat ramp, this is a boaters paradise! Whether youre looking for a weekend getaway or a full-time residence, this turnkey condo is an exceptional opportunity to experience the best of the Florida Keys lifestyle. Dont miss your chance to wake up to panoramic bay views every day! Schedule your private showing today!

Tranquility and stunning Bay views await! Welcome to Tranquility Bay Resort, located in the heart of Marathon, offering resort-style amenities and outstanding rental capabilities. A rare opportunity for a corner unit, this 3-bedroom, 2.5-bath gulf front townhome is uniquely situated at the quiet, northern end of the resort, yet convenient to all of the fabulous amenities. A perfect blend of luxury and investment with no rental restrictions and a strong rental history.Step inside and be greeted by stunning open bay views from your private porch! Enjoy the extra light from additional windows afforded by the end location. This home comes fully equipped with dishes, linens, furniture, and more, making it truly turnkey. The inviting main level features a spacious living and dining area, a fully equipped kitchen, a half bath, and a balcony that leads directly to the water. Upstairs, the primary suite includes an en-suite bath and a large porch with breathtaking water views, while two additional guest bedrooms, a full bath, and a laundry area complete the second floor.Resort amenities include two pools, a sandy beach, watersports, top rated Butterfly Cafe restaurant, a Tiki Bar, and putting greens, making Tranquility Bay a top destination for visitors. Centrally located in the heart of the Florida Keys, this property is a strong income producer, recognized with multiple TripAdvisor awards.Dont let the sun set on this exceptional investment and vacation home opportunity at one of the Florida Keys most successful & sought-after resorts!