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

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.Net Owner Income:2022: $99,570.002023: $77,647.002024: $18,976.70 (January & February)HOA Monthly Fees:Master Dues: $798.43 (insurance)Condo Dues: $1,036.47Total: $1,834.90 per month

Spectacular sunsets and a tropical beach vibe await you at this rarely offered Sandy Point Condo! Upon entering on the ground level ascend the open stairway to the main living level offering dining area, custom galley kitchen with large pantry, half bath, and living room with large windows looking out over the glistening waters of Florida Bay. Awaken to beautiful bay views from the second level primary bedroom. Your friends and family members will be comfortable in the guest bedroom with peek-a-boo beach and bay views. A full bath separates the bedrooms, and there is also a good size storage closet at the top of the stairs. Your personal laundry is located on the ground level enclosed within the covered parking area which will accommodate two vehicles. Additional storage for all your boating and fishing toys is also on the ground level. New impact windows and door were recently installed (April 2024), and a newer 3.5 ton 16 SEER Lennox AC system installed in 2021. Concrete dockage with fish cleaning table is available to you for up to a 30 foot vessel. The most sought after fishing waters are within a close cast away, and access to the Atlantic Ocean from the bay is nearby through Channels Two and Five bridges. After a day on the water enjoy a stroll down your private beach and wade into the shallow, sandy bottom bay for a swim, or sit under the tiki hut and enjoy a cool beverage while watching the sun set on another day in paradise. Whether you are searching for a fulltime Islamorada home, or a weekend getaway, Sandy Point is the perfect place for you!

Island Life Awaits...Islamorada Getaway.Unique penthouse condo features a spacious private rooftop deck offering views of both the Ocean and the Gulf. Plus, youll have your own deeded covered parking spot. Beautifully remodeled, 3/2 and beautifully furnished! Fantastic layout - 1567sq ft of living space all on one level.The Summer Sea is pet friendly and offers first-come dockage to 26 OA. Bayside pool, spa, sunset beach, party room, gym, billiard room, storage and so much more.Some ocean views from almost every room. Above the unit is a private rooftop lounge with covered wet bar perfect for entertaining or just chilling while you soak in the views. Ideal for sunrise and sunset lovers. Prime Location: Situated close to Founders Park, shops, and restaurants, youll have the best of Islamorada at your fingertips. This penthouse condo is not just a home; its a lifestyle. Dont miss your chance to own a piece of paradise in one of the most sought-after destinations in the world. Schedule your private tour today and prepare to be captivated by the natural beauty of this incredible property!

Experience the magic of breathtaking sunsets every evening from the comfort of your own backyard! This stunning townhome-style end unit offers an unparalleled living experience, enhanced by its meticulous remodeling and prime location offering a luxurious retreat with 2 bedrooms, an AC finished loft area, and 3 full baths. As you step inside, youre greeted by a bright and airy open living floor plan adorned with tile flooring that leads seamlessly to your back patio, just steps away from the beach and docking area. The custom kitchen, boasting plenty of space, all wood cabinetry, granite countertops, and stainless steel Whirlpool appliances--perfect for entertaining guests and creating culinary delights. Relax and unwind in the primary bedroom with its en suite full bathroom, offering a private sanctuary within your home. Added conveniences include a front load washer and dryer for your laundry needs. Exciting news--theres a new marina/dockage is completed. The HOA at Executive Bay Club, a private gated community located next to Founders Park, allows for 2 domestic pets of any size. Enjoy a host of amenities including a heated/chilled pool, clubhouse, sandy beach area, dock privileges, tennis courts/pickleball, basketball, and more! This is a must-see property that promises a lifestyle of luxury and leisure in a prime location. Dont miss out on the opportunity to make this your dream home!

Enjoy the vibrant coastal lifestyle of Keys living in this desirable BAYFRONT townhome located in sought-after Executive Bay Club in Islamorada! Boasting 2 bedrooms, 2 bathrooms plus a spacious loft, impact windows and doors, along with an open living layout that flows seamlessly through to the outdoor patio offering breathtaking sunsets and unobstructed Florida Bay views. Step out your back door to the sandy beach and dock with 31 boat slips available on a first-come, first-serve basis, along with 6 mooring pilings. Perfectly located to enjoy offshore fishing in the Atlantic Ocean or backcountry fishing in the Florida Bay. The community offers a wealth of resort-style amenities, including a sparkling pool, clubhouse, two tennis/pickleball courts, a sandy beach, kayak and paddleboard storage and a pet-friendly environment. Secured with a manned/gated entrance. Located just minutes away from 5-star restaurants, breweries, and boutique shops, this townhome offers both luxury and convenience in this prime location.

Experience Breathtaking Sunset Views from This Luxurious Townhome!This updated end unit offers ultimate comfort and exceptional privacy. Featuring two bedrooms and one and a half baths, the home boasts elegant newer porcelain tile throughout. Bright and modern, it includes a convenient 36 boat slip on Florida Bay just steps from your back patio, perfect for backcountry fishing or offshore trolling through Adams Waterway.Cook in style with your fresh catch in the sleek kitchen, which features white shaker cabinets, newer stainless-steel appliances, and a double oven.Buttonwood Bay is a gated community that offers a private marine store, fuel dock, boat launch ramp, sandy beach, tennis and pickleball courts, a fitness center, and three pools--all set in a stunning tropical landscape. Dont miss this incredible opportunity!

SUNSETS, views, dockage and the ideal Islamorada location - theres a lot to love about J4 at Executive Bay Club! 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 room to host your friends and family in the Keys. 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 space for your bikes and more gear just outside the door. 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 live your best life!

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.

Seller will consider owner financing with the following terms: 30% of sale price down, 5.5% interest, amortized over 30 years, balloon payment 5 years. Seller will consider these terms on a case by case basis. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butlers pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers.

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!

Welcome to your dream townhome in a stunning tropical paradise! Rarely available, this townhome features a lofted 3rd bedroom and bath, perfect for added space and privacy. Beautifully remodeled and move-in ready. Including a 30 ft deeded boat slip with lift. Covered parking with screened-in porch and storage. Convenient and well-maintained community offers fantastic amenities, including a bayfront marina, sparkling pools, tennis courts, and beautifully landscaped, shaded grounds perfect for leisurely strolls and outdoor activities.Dont miss your chance to own a piece of paradise, complete with all the modern comforts and unbeatable access to aquatic adventures. Your perfect tropical retreat is ready for 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.

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!

Indulge in the beauty of unobstructed open water views of the Gulf of Mexico. Witness mesmerizing sunsets and the ever-changing maritime panorama from the comfort of your own home. This waterfront haven comes complete with dockage, a heated pool, and the added convenience of weekly rental options allowing for a flexible lifestyle. Join this peaceful, well-maintained and pet friendly condo community beside Vaca Cut channel, which features elevated concrete buildings, newer metal roofs, new hurricane impact windows and doors as well as designated covered parking for three vehicles. This lovely condo lives like a single family with 2 levels of living and 2 private wrap-around balconies. The open floor plan maximizes its space and views boasting a granite kitchen with sizable island, completing this level a convenient halfbath. Upstairs offers a birds eye view of paradise along with two spacious bedrooms and baths. Sea yourself here!

Beautifully completely remodeled townhome in the Boaters paradise. 27 assigned boat slip in your backyard! Travertines floors throughout, new plumbing and electric, SieMatic kitchen cabinets and Liebherr refrigerator. There is nothing that needs to be done! Buttonwood features: on site marina with fuel, bait and tackle shop, 3 heated pools, 3 tennis and 6 pickle ball courts, 2 lots for boat railer storage, beach, new gym, library, club house, on site management and 24-hour manned security including manned security gate. Great location, in close proximity to all amenities but far enough to not be disturbed.

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!

Experience stunning bay views and sunsets from this Bayfront condo at Rock Harbor Condominum in Key Largo! This spacious 3-bedroom, 3 Full bath condo offers a large kitchen with wood cabinetry, seamlessly flowing into an open floor plan ideal for entertaining family and friends. Each generously sized bedroom (16 x12+) has a walk-in closet for added convenience and private Bathroom. Relax on the private screened balcony and enjoy the refreshing bay breezes while taking in the expansive water views. Picture waking up every morning to the awe-inspiring beauty of the bay - the perfect start to your day.Rock Harbor Club is a gated, resort-style community surrounded by lush tropical landscaping. Boating enthusiasts will appreciate the easy access, along with optional dry rack storage in-and-out service, and dockage in the sheltered basin. Unwind in the heated and chilled pool, or stay active with a variety of recreational options, including pickleball, tennis, basketball, bocce ball, kayaking, and paddleboarding, all with convenient storage and launch areas.The communitys Bayfront clubhouse offers a range of amenities, from TVs and a fully equipped kitchen to restrooms, showers, saunas, and a gym. Embrace the relaxed Key Largo lifestyle by gathering around the fire pit, lounging on the sandy beach, or enjoying nightly sunsets over the bay. Live the dream and experience the best of Florida Keys living at Rock Harbor Club!

Experience the pinnacle of Florida Keys living with this stunning 2-bedroom, 2.5-bathroom condominium in the Bay Harbour complex. Located in the heart of Islamorada, unit 102 is beautifully appointed with high-end finishes and offers breathtaking views of the water and marina. Key Features Include: Spacious Living: Spanning a generous floor plan, this unit features two sizable bedrooms, each complemented by its own ensuite, and a guest half bathroom for optimal convenience.Luxurious Appointments: Each room is meticulously designed with luxury and comfort in mind, featuring modern decor and top-of-the-line amenities.Stunning Views: From the private screened balcony, enjoy fabulous, views of the sparkling water of Captains Cove and the Atlantic Ocean across the way, providing a serene backdrop to your daily living.Prime Location: Situated within a sought-after community that offers a wealth of amenities including a pool, spa, tennis and pickleball courts, community room, gym, covered parking, guest parking, and direct access to boating facilities.Investment Potential: With the allowance for weekly rentals, this property presents a valuable investment opportunity, perfect for generating rental income.Lifestyle & Convenience:Bay Harbor Condominiums not only offer luxurious living but also a lifestyle of ease and entertainment. Whether youre indulging in the on-site amenities or exploring the local attractions of Islamorada, life here is sure to be exceptional.Invest in Your Dream:Whether as a permanent residence or a lucrative investment property, unit 102 at Bay Harbor is an excellent choice for discerning buyers seeking luxury, location, and lifestyle in the Florida Keys. Come live where others vacation in the fabulous Florida Keys!

TRANSIENTLY LICENSED - SELLER FINANCING AVAILABLE!Experience the ultimate fusion of investment opportunity and personal retreat with this transiently licensed 2-bedroom, 2.5-bathroom condo. Perfectly situated for vacation rentals, this property allows you to generate passive income while also offering a luxurious coastal escape whenever you choose.From the moment you step inside, youll be impressed by the condos contemporary furnishings, high-end appliances, and meticulous design. Located in the dynamic New Town area, youll have easy access to a plethora of shops, restaurants, entertainment venues, and recreational options, ensuring endless enjoyment.With its turnkey status, this condo simplifies the rental process and optimizes your return on investment with ease. Whether youre a smart investor or a discerning traveler in search of a high-end coastal retreat, this property offers an exceptional blend of financial gain and relaxation. Dont miss out on this opportunity to turn your island living dreams into reality!

UNFORGETABLE SUNSETS await you at this 4th Floor BAYFRONT condominium nestled in one of the most premier developments in Key Largo, BUTTONWOOD BAY, where you will enjoy waterfront living at its finest! Enjoy breathtaking bay views and indulge in a lifestyle that combines elegance with convenience. The well-designed floor plan features two generous bedrooms and two bathrooms, providing comfort and style with an open floor plan, impact windows and doors. Just steps away is boaters paradise offering an ASSIGNED 36 boat slip situated in a protected deep-water harbor with direct Gulf of Mexico access and nearby Atlantic Ocean access, rec 90 fuel, marina store offering ice, drinks and bait! This resort-style development offers outstanding amenities including private beach, clubhouse, 5 tennis courts, 6 pickle ball courts, basketball court, boat/trailer lots, 3 heated pools, state of the art gym, boat ramp, fish cleaning stations, on-site manager plus guard at gated entrance. All this situated on 42 acres of tropical bliss! Dont miss this opportunity to own a slice of paradise in Key Largo. Whether youre an avid boater, a nature lover, or someone seeking a serene retreat, this bayfront condominium checks all the boxes.