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

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles so you can capture shade and breezes all day long while enjoying Gulf views. Inside, the open-concept living room is spacious and flooded with natural light, creating a bright and airy feel. The kitchen is functional, with ample counter space for cooking and meal prep and stainless steel appliances. A large island with peninsula seating provides extra seating, perfect for dining or entertaining. The primary bedroom is a private retreat with its own half wrap-around balcony, offering a serene spot to enjoy the views. The room is spacious, with an en suite bathroom featuring double sinks and a generous closet. The guest Bedroom is equally large and comfortable with room for queen and twin beds. Offered furnished and rental ready. Located in Marathon, this condo allows 7 days rentals and offers easy access to local beaches, restaurants, and outdoor activities. With a heated and AC cooled pool, first-come dock, 8 boat slips great for family fishing with dock lights, and community pool and Gulfside views this condo is the perfect place to enjoy the best of the Florida Keys.

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!

Your life on the links awaits! This beautiful 3 bedroom, 2 bathroom townhome is perfect for those looking for modern comfort with a touch of Florida living. Youll fall in love the open floor plan, modern kitchen, and two screened-in porches where you can relax and enjoy the fresh air. Plus, with the fenced in backyard that backs right up to the golf course, youll have plenty of opportunities to soak up the sunshine. And when you want to cool off, the large community pool and fitness center are just steps away. In addition to the living area, the first floor features one bedroom and one full bathroom. The other two bedrooms are located upstairs and share a full hallway bathroom. Recent upgrades include HVAC (2020), on-demand hot water heater (2022), and full landscaping with irrigation (2024). The perks and amenities of gated community living coupled with reasonable HOA fee and insurances, make this townhome a MUST SEE.

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.

Come live your best life - RIGHT ON THE BEACH! Enjoy SUNSETS, big views, DOCKAGE and the ideal Islamorada location. Boaters enjoy immediate BAY access and quick and easy OCEAN access via Snake Creek to the south and Tavernier Creek to the north. Youll be at all your favorite fishing, diving and dining spots in no time at all. Or - stay home and enjoy the beach right outside your door! Beautifully updated and lovely, this furnished bay front townhouse-style condo is directly on the beach and has TWO bedrooms PLUS a sleeping loft and THREE FULL bathrooms! Youll love having space to host your friends and family in the Keys. See every sunset from your own private balcony overlooking the beach and the bay. Enjoy sunsets and full bay views from almost every room. Bring your boat! First come dockage for boats up to 28 at the dock or up to 35 tethered to a piling. Trailer storage for up to three days. Impact windows and doors plus a metal roof add to the strength of the concrete building. Paddle boarding and kayaking is a breeze from this spot - and storage is no problem at all! This unit has a truly surprising amount of indoor and private outdoor storage. 11x14 locked storage area under the unit for all your water toys, plus additional space for your bikes and more gear is just outside the front door. Bring your furry friends! Two pets OK - no weight restriction. J4 has very easy access to the pool, clubhouse and tennis & pickle ball courts. Parking spaces are right outside your door. Founders Park is adjacent to Executive Bay Club with even more tennis, pickle ball, sandy beach, full service marina and more! Spiral stair case provides access to the second floor where youll find two full bedrooms and two full baths.... then it continues on up to the private sleeping loft. A third full bath is on the first level. Come find out why so many people love living on the beach at Executive bay Club.

Oceanfront Move-In Ready Home - Coastal Living Awaits! This beautifully updated, bright, and airy two-story townhome offers 2 spacious bedrooms and 2.5 baths, with breathtaking Gulf views from almost every room and on the wrap around balcony.The home is thoughtfully designed with soft coastal hues throughout and a smart, functional kitchen. Both bedrooms are located upstairs, ensuring maximum privacy and comfort. Additional features like impact-resistant glass windows and a durable metal roof offer peace of mind during storms.Enjoy the convenience of a two-car covered parking space and take advantage of being within walking or biking distance to local restaurants. Plus, owners are permitted to have two small pets, making this a truly versatile and desirable home.Located above the flood zone, this home is just steps from the sparkling community pool and private boat dock just off Vaca Cut Channel.Gulfpointe 2 allows short-term vacation rentals (7-day minimum), making it an ideal property for both personal enjoyment and rental income. If youre looking for a low-maintenance, secure, and private community, this is the perfect spot.Whether youre looking for a permanent residence, a vacation retreat, or an income-generating property, this townhome is a must-see. Dont miss out on this opportunity to own a piece of paradise!

Welcome to waterfront luxury living at Buttonwood Bay Condominiums. This gated community in Key Largo 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.

Moon Bay in Key Largo is a gated Florida Bay community offering weekly rentals. It is a great investment opportunity for investors or passive income when you are not using it. This corner-end unit offers unparalleled Views. This is an Updated condo that comes completely furnished. Includes a deeded 30 ft. boat slip #63 with a boat lift. Your screened balcony facing the bay gives you a Great Sunset View from this unit. Weekly Rentals, Yes Weekly Rentals ALLOWED!! This unit is licensed for short term rentals. The community just completed all major renovations with in the past 3 years including building roofs, all window and doors upgraded to impact, renovated pool and club house, entire complex painted, the parking lot was repaved, and the elevators were renovated, the HOA is as solid as they come with strong funded reserves! No Worries about assessments in the future and everything is NEW. Come take a tour of the best hidden paradise in Key Largo which offers some of the best diving and fishing! This Unit is Very Well Maintained and Ready for New Owners!

This is your opportunity to own your townhome in the Middle Keys premier resort, Tranquility Bay. Enjoy steady rental income with this very spacious 3 bedroom 2 1/2 bath end unit with bump out dining area. The interior boasts an expansive open floor plan living area with well appointed furnishings and outstanding open water views from private porches and balconies. The resort grounds offer mature manicured tropical tropical landscaping, 2.5 acres of sandy beach, two pools,, Jack Nicklaus putting green, volleyball courts, on site water sports, an upscale on site restaurant and a convenient casual beachfront tiki bar. Dont just dream about resort life, call today and start to live it.

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.

This beautifully furnished, rental-ready condo offers stunning open water views and direct sightlines to the dock. Already an established vacation rental, generating approx. $40K/yr. thanks to the rare allowance for weekly rentals in this well-maintained condo community. Boaters will love the instant ocean and bay access, with Vaca Cut Channel just moments away. This pet-friendly community features dockage, a heated pool, elevated concrete buildings with newer metal roofs, and new hurricane impact windows and doors. This condo lives like a single-family home with two levels, two private wrap-around balconies, and designated covered parking for three vehicles. Inside, the open floor plan maximizes space and views, with a granite kitchen and sizable island plus a convenient half bath. Upstairs, enjoy two spacious bedrooms and baths, including a master suite with breathtaking Caribbean water views. Come embrace low maintenance living and the flexible lifestyle this condo will afford you!

Great location to all Key West has to offer on this waterfront 2 bedroom, 2.5 Bath Condo townhouse in Bay Villas. Great sunrise views from both first floor and second floor decks. Quiet, private location at the end of Hilton Haven Road. Enjoy the waterfront community pool and assigned parking just outside your front door. The first floor features the kitchen, half-bath and living area with wide open views of the water. Upstairs are the primary and guest bedrooms, each with private bathrooms. Impact windows and sliding doors.

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!

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.

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...

Indigo Reef is one of Marathons hidden gem. Nestled in the heart of coastal charm, 23 Indigo Reef is a captivating residence that seamlessly blends luxury with the tranquility of a seaside escape. This immaculate property invites you to experience the epitome of refined coastal living, offering a perfect balance of elegance and comfort.Key Features:Prime Waterfront Location: Situated along the pristine shoreline, 23 Indigo Reef boasts unparalleled views of the azure waters that stretch as far as the eye can see. The gentle lapping of waves and breathtaking sunsets become a daily spectacle from the comfort of your own home.Architectural Splendor: This residence is a testament to architectural excellence. From the moment you enter, you are greeted by an open-concept design that maximizes natural light, seamlessly connecting indoor and outdoor living spaces. The thoughtful layout ensures every room enjoys panoramic views of the surrounding beauty.Coastal Interiors: Step into a world of tranquility. The kitchen is a chefs dream, equipped with top-of-the-line appliances, while the bedrooms offer a tranquil retreat with spacious layouts and breathtaking vistas.Private Outdoor Oasis: The allure of 23 Indigo Reef extends beyond its interiors. The meticulously landscaped grounds provide a private oasis for relaxation and entertainment. Lounge on the expansive terrace, take a dip in the sparkling pool, or unwind in the shade of swaying palm trees - this property is a haven for those seeking the perfect blend of privacy and outdoor enjoyment.Waterfront Lifestyle: Boating enthusiasts will appreciate the private dock, offering direct access to the open waters. Explore the nearby coves, embark on fishing adventures, or simply cruise along the coastline - the possibilities are as boundless as the ocean. BOAT DOCK SPACE SW 31 is slip 26.

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!

Waterfront corner GEM meticulously maintained in beautiful Buttonwood Bay Condo. Offers privacy and convenience with a 36 boat slip right behind your unit, a true boaters paradise. Turn-Key and ready to move in. Looking for the resort life? Experience unparalleled waterfront living in this beautifully updated 2-bedroom, 2.5-bath corner unit located in an exclusive gated community with resort amenities. Modern upgrades, including impact windows and doors, granite countertops, tiled floors throughout, two walk-in showers. Built-in dressers. Balconies have been enclosed allowing more space, natural light and beautiful waterfront sceneries. Nestled in the heart of Key Largo, Buttonwood Bay spans 42 acres of tropical beauty, featuring a deep-water coral rock harbor with direct access to the Florida Bay and Intracoastal Waterway. Residents enjoy resort-style amenities, including three heated swimming pools, five tennis courts, a state-of-the-art fitness center, saunas, a clubhouse with a full kitchen, a game room, basketball courts, and eight sunset martini docks. This community also boasts a rare sandy beach, a marina with fuel pumps, ice, beverages, and snacks, as well as a boat launching ramp and on-site storage for trailers. With a 24-hour manned gatehouse and a welcoming community atmosphere, Buttonwood Bay offers the perfect blend of luxury, security, and island-style living. Dont miss this rare opportunity to own a corner unit with more side yard. The perfect place to enjoy your days in Paradise.

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!