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

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.

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!

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.

VERY RARE CORNER UNIT, Freshly painted inside and out & READY TO ENJOY the Ultimate Keys Lifestyle ! Located in INDIGO REEF, a luxurious town-house style community located directly on the Gulf of Mexico just minutes from the heart of Marathon, yet quiet & tucked away from it all. Situated on over 10 Acres of private land and gated, Villa 25 boasts tons of natural light as an end/corner unit, Incredible OPEN WATER views, vaulted ceilings, quick and easy ocean access through the Vaca cut and an OPEN concept floor plan along with a BONUS room with added square footage on the main level. This OVERSIZED 3 bed/2.5 bath, 1690 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. This unit comes fully furnished and is a successful 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 features include, tile flooring throughout, Large bonus room that could be converted into a 4th bedroom if desired, GRANITE counter tops & STAINLESS steel appliances. SOLD FURNISHED & TURN KEY, ready for you to rent, relax & enjoy the Keys life style all year long. Call today to make this oversized & rare corner/end unit your island dream home!

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 premier gated community, residents enjoy a marina, a private beach, three heated pools, a fitness center, tennis & pickleball courts, and a clubhouse. This unit comes with a 34ft boat slip assigned. With 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!

TURNKEY Indigo Reef villa is now available! This 3-bedroom, 2.5-bathroom townhome is a boaters dream and income-earning gem. Villa 47 offers breathtaking open-water views, vaulted ceilings, and an open-concept downstairs living space that is ideal for entertaining. Throw open the French doors to expand the space further and unwind in the shade of the covered porch while overlooking the manicured grounds and water. Upstairs, youll find a well-thought design encompassing the 3 bedrooms, 2 bathrooms, and laundry. Each bedroom features balcony access with the 2nd and 3rd bedrooms opening to the front-covered balcony; perfect for watching the sunrise. The primary ensuite opens to the private, upper back deck where you can soak up the sun, relish stunning sunset views, or stargaze while overlooking the sparkling Gulf.Amenities abound in Indigo Reef. The private community is conveniently located minutes from the heart of Marathon and all that the island has to offer, while peacefully tucked away from the noise, situated on 10+ acres along the waters edge. The gated, resort-like community features a spacious, heated pool with comfortable lounge chairs, an ice machine, kayak storage, a professional-grade gym, and ample owner storage in the temperature-controlled HOA building -- perfect for bikes and fishing gear. This home comes with an assigned covered parking space steps from the front entrance. Off the back porch, youll find some of the best boating and fishing in the world. The 31 deeded boat slip is protected by mangroves while the deep-water channel is easy to maneuver and allows quick access to the Gulf and ocean via Vaca Cut.Fully furnished and currently a successful weekly vacation rental, the new owner can start earning income immediately with bookings in place through June. This home is a must-see! Call today to make it yours!

Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on the Atlantic Ocean. A 30 boat slip is included which allows quick access to Florida Bay and a short ride will bring you to the ocean through channel 2 or channel 5. This gated community boasts a fantastic pool and hot tub along with a gym, clubhouse and tennis courts. Landscaping and maintenance of the property is professionally directed by the on-site property manager. This unit is equipped with propane gas range. Floor plan dimensions in photos are very close estimates. Buyer to verify.

Are you ready to experience luxury living at its finest? Lets explore a unique opportunity in Marathon, where comfort meets style in a fully renovated apartment that sets the standard for high-end living. Situated on the 4th floor and boasting stunning views overlooking a crystal-clear pool, this residence is a perfect getaway. Featuring three beautifully designed bedrooms and two modern bathrooms, it ensures ample space and privacy for all residents, with each room radiating a sense of calm and luxury. The heart of this home is its custom kitchen, equipped with all-new appliances-ideal for both seasoned chefs and casual cooks, the modern layout and design will inspire your culinary creativity. Additionally, entertain your guests effortlessly with the sleek wet bar and built-in wine cooler, perfect for storing your favorite vintages. Enjoy peaceful afternoons on your open porch overlooking the pool, with impact windows and doors featuring shutters for safety during hurricane season. The community offers resort-style amenities including an expansive pool, exclusive access to tennis courts, an on-site spa, and unparalleled peace of mind within a secure, gated complex. Located in Marathon, youll have proximate access to the Florida Keys stunning beaches, dining, and local culture, with nature trails and leisure activities just a short drive away. This apartment has undergone a complete transformation, boasting new state-of-the-art kitchen appliances and modern finishes throughout, providing you with a contemporary, move-in-ready home. If this sounds like your dream home, dont miss out on this amazing opportunity. With a combination of luxury amenities and an unbeatable location, this Marathon apartment offers a lifestyle like no other. Arrange your viewing today and step into your new life of comfort and style.

Welcome to this beautifully designed third-floor condo in the exclusive Seawatch community. This spacious 2,000 sqft, 2-bed, 2-bath residence offers a dual master layout and breathtaking water views from every room. The fully glassed rear of the unit provides an uninterrupted view of the marina, including your deeded 35-foot boat slip. With direct access to both the Atlantic Ocean and the Gulf of Mexico, this home is perfect for boaters. The large living room is filled with natural light, with expansive windows creating a seamless connection to the picturesque surroundings, as the floor to ceiling glass enclosed unit overlooks the Gulf of Mexico and the whole marina with an uninterrupted view directly over your very own deeded boat slip. The dual master suites each offer a private retreat with floor-to-ceiling glass windows, walk-in closets, and open-water views. A completely renovated primary bathroom features a soaking tub & walk-in glass shower. The renovated kitchen, features white cabinetry, rare blue granite countertops, a stainless steel/white appliance package, a new stainless steel refrigerator (2024), dual dishwasher drawers, and ample storage. Has a generous walk-in pantry, dedicated wet bar near the entrance, and a dining area. The guest bath includes a walk-in shower, while an enclosed washer/dryer and deep utility sink in the second master add convenience. The main living area features tile flooring, while updated carpet in the bedrooms adds warmth. Wood plank flooring transitions from the living area to the sunroom, where you can enjoy breathtaking waterfront views. Seawatch is a private, gated 17 acre community designed for relaxation and recreation. Amenities include a resort-style pool with cabana, a fully equipped fitness center, tennis and pickleball courts, and a large storage barn for boats, RVs, golf carts, and kayaks. Known for its exclusivity, privacy, and immediate water access. No rentals are permitted for the first 2 years of ownership

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

Florida Keys Dream! Open Bay Views, Sunsets and Great Ocean/Bay Boating Access ... all in Islamorada! This Futura Yacht Club 2/2.5 townhome includes a 39 ft. deeded boat slip with electric and water just steps outside your door. Futura is truly the Swiss Army knife of Keys communities because it offers one of everything you need, including an onsite boat ramp, onsite boat and trailer storage, spacious pool, two tennis and pickle ball courts, basketball court, shady green space for picnics, and lots of open space for walks and bike rides. The townhomes also allow two pets any size AND the HOA allows weekly rentals. The beach area has a fish cleaning station, kayak and stand-up paddle racks, and owners can now put boat lifts in their slips. If great boating in Islamorada is your Keys dream, its time to wake up in Futura Yacht Club!

TIME TO MAKE AN OFFER! Motivated seller must part with this beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, high ceilings, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours!

**For Sale: Stunning Marathon Florida Gulffront Waterfront Home** Welcome to your dream coastal escape! This exceptional 3-bedroom, 3-bath townhome offers breathtaking rooftop views of the sparkling Gulf of Mexico, providing the perfect backdrop for a relaxed lifestyle by the sea. Experience luxurious living with two hot tubs -- one thoughtfully located on the ground floor for easy access, and the other perched atop the rooftop, ideal for soaking under the stars or admiring spectacular sunsets. This three-story townhome is not only fully furnished with stylish decor, but it also comes equipped with an elevator, ensuring convenience and ease for all. Located just a stones throw away from the beautiful Key Colony Beach, you can enjoy sun-soaked days on the shoreline and enjoy dining on the Ocean or shopping in the eclectic nearby stores. Dont miss the opportunity to own this slice of paradise, where coastal charm meets modern comfort. Whether youre looking for a primary residence, a vacation getaway, or an investment property, this home is sure to exceed your expectations! See it in person and start imagining your life in this Turnkey waterfront oasis.

This is the one youve been waiting for! Buttonwood Bay EE23 offers a rare and coveted opportunity to own a residence in one of Key Largos most sought-after locations. Offered fully furnished and turnkey. With unobstructed views of Florida Bay, this home is a paradise on Earth. Combining breathtaking scenery with luxurious design, this residence embodies the essence of refined living: open, airy, and expansive. In this exclusive gated community, this condo is perfectly situated close to the protected deep-water cut in the coral rock marina, granting direct access to the pristine waters of the Florida Keys. The residence includes a 35-foot boat slip, ideal for enjoying the boating and fishing lifestyle the Keys are famous for. Every detail of this two-bedroom, two-bath condo has been meticulously remodeled and decorated with high-end finishes. Impact windows/doors flood the interior with natural light and showcase panoramic views of the bay and stunning sunsets. The floor-to-ceiling glass highlights the seamless connection between the indoors and the outdoors. A gourmet kitchen with granite countertops, custom cabinetry, and state-of-the-art appliances creates an inviting space for cooking and entertaining. Buttonwood Bay offers world-class amenities, including five tennis and pickleball courts, three heated pools, a fitness center with saunas, basketball courts, and a clubhouse with a full kitchen for events. Relax on the sandy beach or watch the sunset from the comfort of your own home. Boaters will appreciate the deep-water marina and Ships Store featuring fuel, live bait, ice, and snacks, as well as a convenient boat ramp and on-site trailer storage. With on-site management, 24/7 security, and dedicated on-site maintenance and landscaping teams, Buttonwood Bay promises a lifestyle of effortless luxury and tranquility. Dont miss this exceptional opportunity to live the ultimate waterfront lifestyle. This condo offers an incredible rental opportunity.

LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spectacular OPEN WATER views right out your back door. Take a short walk to your deeded 31 boat slip offering the only BOAT LIFT in the development. Easy bay and Atlantic Ocean access to enjoy amazing fishing, snorkeling and diving or take a boat ride to nearby waterfront restaurants. Fully furnished and spacious 3bd/2.5ba, open living area floor plan. Enjoy breathtaking sunsets from the large patio off of the living room or master bedroom. Indigo Reef offers beautifully manicured grounds with lush tropical landscaping. Assigned covered parking and enclosed a/c spacious storage area. Outstanding amenities include a resort style pool and fitness center. Weekly rentals allowed making this an amazing investment. You will truly love living the FL Keys Lifestyle in Indigo Reef! Following is a list of outstanding features.....12,000 LB custom boat lift with remote and auto stop. PVC dipped piles. 2022 Trane A/C with new composite A/C condenser platform. Foam insulated walk around attic storage, climate controlled with ceiling drop down attic ladder. Second attic storage in carport with ceiling drop down attic ladder. 2022 ADT monitored touch screen alarm system with CCTV camera system and app controlled viewing. App controlled keypad door lock and Wifi hub. App controlled A/C thermostat. Whole home Surge Protector. Sony wall mounted LED smart TVs. Built in Samsung Surround sound System in living room. Sony Surround sound in Master Bedroom. Custom kitchen wall tile, above and below LED cabinet lighting with custom cabinet crown. Matching GE Profile kitchen appliances with glass top oven. Reverse Osmosis drinking water and ice. Ultra high end silver imbedded window treatments. Exotic ceiling fans in all bedrooms and living room. Samsung washer and dryer.

Key West Waterfront Paradise - Private Dock & Pool!Welcome to one of the most exclusive waterfront homes in Key West, located in the prestigious gated community of Gulfview Pointe. This rare gem is one of the few properties in Key West offering both a private dock and private pool, making it the ultimate island retreat!Step inside to an open concept living and dining space, where ocean views of the Gulf from your living room create a breathtaking backdrop. The gourmet kitchen is a chefs dream, featuring granite countertops, stainless steel appliances, and coastal wood cabinetry.Through French doors off the living room, step out onto your expansive back patio--a private oasis with a covered seating area, grill, sparkling pool, and direct access to your private dock. Whether youre hosting sunset dinners, enjoying a swim, or casting a line off your dock and reeling in a fish, kayaking, or paddleboarding, this outdoor space is designed for effortless island living.With 3 bedrooms and 3 full baths, this home offers ultimate comfort. Both upstairs bedrooms feature en suite baths and private balconies, perfect for enjoying morning coffee with Gulf breezes.Located just a 15-minute bike ride to Duval Street, youll enjoy the best of Key West: secluded waterfront serenity with quick access to the islands top dining, nightlife, and attractions.Investment Highlights:*Prime vacation rental potential in a sought-after waterfront community*High demand for luxury Key West rentals* Move-in ready with high-end finishes and modern amenities*Low-maintenance tropical landscapingAdditional Perks:*Covered parking + guest parking*Gated community for privacy & security*Launch pad for kayaks & paddleboards*Fish off your private dock and soak in the island lifestyleThis is a rare opportunity to own a true Key West waterfront treasure! Contact us today to schedule your private showing today!

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.