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

In the heart of it all, here is a home you are sure to fall in love with. With 2 off-street parking and private pool, this luxury home offers the perfect blend of comfort and convenience, ideal for both vacationers and full-time residents. Boasting 3 spacious bedrooms and 3 modern bathrooms, it provides everything you need for a relaxing and enjoyable stay. The inviting front porch is perfect for people-watching, while the private pool offers a refreshing escape. Its prime location means youre just a short walk from a variety of attractions, including restaurants, the harbor front, shopping, and exciting water activities. This beautiful home underwent complete reconstruction in 2019, ensuring it has all the modern amenities and style youre looking for. Whether youre here to relax or explore, this home offers it all.

Live every day like youre on vacation in this renovated Florida Keys home with direct ocean access and incredible waterfront views. In addition to the 40-foot seawall with a new boat lift (171k lbs), this home also has the unique offering of a private, 40-foot boat slip set alongside the property. With an open floor plan, this home is perfectly equipped for entertaining, especially with the outdoor spaces: a lanai overlooking the water, tiki bar, heated saltwater pool, hammock, rooftop deck + so much more. Mature avocado, mango + lemon trees are an added bonus. An ideal location behind the private Marathon airport, just five minutes from Sombrero Beach, two hours south of Miami and one hour north of Key West. Rental income over $100k/year over the last four years on VRBO. Paradise found!

Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stones throw away from Big Pine Key, this nearly 2-acre property presents a unique opportunity to own a slice of paradise.Key Features: 2 Acres of Open Water Bliss: Comprising four parcels of land, including two zoned for Commercial Fishing Special District , this property offers versatility and potential for various uses. Whether you envision it as a private retreat or a commercial venture, the possibilities are endless. Protected Deep Water Boat Basin: Boasting a secure deep-water boat basin with direct access to Bogie Channel, this property is a boaters dream. Enjoy seamless navigation to the backcountry, Gulf of Mexico, and Atlantic Ocean, with Bahia Honda and the iconic 7 Mile Bridge just a quick boat ride away. The basin can accommodate multiple vessels with 200 of dockage already, this boaters paradise comes equipped with a permit for an additional 330 feet of concrete seawall and four 3-foot by 25-foot finger piers.Spectacular Waterfront Views: Lot 4 features an existing 3 bedroom 1 bathroom house with nearly 270 degrees of unobstructed open water views. If you prefer to build your dream home, build it on lots 1&2 and keep 3&4 for commercial fishing. Wake up to mesmerizing sunrises and unwind with picturesque sunsets. Your Gateway to Endless Possibilities:Whether youre seeking a tranquil retreat, a commercial endeavor, or the ultimate waterfront sanctuary, this property offers unparalleled opportunities. With plans underway for a new home, you can customize your perfect haven amidst the serene beauty of the Florida Keys. Dont miss out on this rare chance to own a piece of paradise with the very few areas for commercial fishing.

Welcome to The Tides at Vaca Cut #3, a stunning 5-bedroom, 4-bathroom luxury retreat in one of the Florida Keys most sought-after waterfront communities. Spanning 2,607 square feet, this newer construction (2020) home was expertly built and tastefully designed by DAsign Source, a premier name in Florida Keys luxury living. Furnished with coastal elegance in mind, this home offers a seamless blend of style and comfort. The bright, open-concept living area flows effortlessly to a private pool and outdoor entertainment space, where breathtaking views of the Vaca Cut create the perfect backdrop for relaxation. Built for durability and efficiency, this home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers--ideal for quick turnovers in a high-demand rental market. For boating enthusiasts, 36 feet of dockage provides direct access to both the Atlantic Ocean and the Gulf of America. And if you love to take in the scenery, the boat-watching here is second to none! With a strong rental history of revenues exceeding $200,000 per year and exceptional income potential, this turnkey property is an ideal investment or the ultimate vacation escape. Luxury, waterfront living, and unbeatable design--all in a prime Florida Keys location!

THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock and outdoor kitchen. Completely renovated, the 2-story CBS primary home offers the potential of adding a 3rd bedroom in the 1,950 sq. ft. living area.* Expansive impact-resistant windows capture spectacular sunrises and moonrises over the sprawling grounds and open water. Also nestled on the property is the renovated 536 sq. ft.*, frame-stucco guest cottage where your visitors can have their own space. The 35,330 sq. ft. property is fenced and accented by well-planned lighting. Monroe Countys quiet Palm Villa Park borders the south property line; the county also owns the large parcel to the north across the street with the intention of leaving it undeveloped. Tastefully furnished and move-in ready, this peaceful piece of paradise is just minutes from local shopping and eateries, yet only 30 miles from the excitement of Key West. *Source: Property Record Card

Discover this impeccable modern concrete home, perfectly situated in the heart of Key Largo. Featuring a standing seam metal roof, this beautifully crafted residence boasts 3 bedrooms and 2 bathrooms with an open and airy floor plan, designed for seamless indoor-outdoor living.The homes interior is flooded with natural light through impact windows and sliding glass doors. An interior staircase and elevator provide convenient access to all levels. The gourmet chefs kitchen is a true highlight, featuring custom wood cabinetry, a large island with a waterfall marble countertop and SS appliances with gas range. Both bathrooms are luxuriously appointed with floor-to-ceiling tile, frameless glass enclosures, and marble countertops.Upstairs, an expansive 12x40 balcony offers beautiful bay views, while downstairs, an exceptional covered entertaining area awaits. The outdoor space includes an amazing summer kitchen, complete with a full-size refrigerator and bar, perfect for hosting gatherings. Relax in the heated pool, surrounded by elegant marble pavers, or enjoy the waterfront lifestyle with a 60 concrete dock equipped with a boat lift, providing deep water access to the Florida Bay and nearby Atlantic Ocean access.This home is the perfect blend of luxury, comfort, and coastal living!

Elevation, Location and Strength, 117 Key Haven Road was built to stand the test of time. With its Elevated concrete construction, metal roof and impact windows and doors, this home offers excellent protection of your investment and safety for your family and high quality comfort.Its combination of large 9300 sq ft. lot, excellent deep water access and stunning open water views of the bay and Gulf of Mexico make this an amazing opportunity for the buyer looking for a waterfront home.Configured as a 3BD/2BA, all on one elevated level with master suite and wrap around balcony overlooking the open water.Renovated kitchen with stainless steel appliances and beautiful granite countertops provides excellent space to prepare and enjoy a dining experience.Two separate single car garages offer ample storage, additional off-street parking and boat trailer parking also available.Large concrete deck in the rear offers many options to those who love to entertain and enjoy the outdoors. Plenty of room for a pool and property can accommodate multiple boats.

Emerald Flats, a DAsign Source development, situated in the heart of the Florida Keys within walking distance to restaurants, Marathon Community Park, and various water activities, while a short drive to Sombrero Beach, Bahia Honda State Park, Islamorada or Key West. Brand new CBS construction home in new gated development, with open concept kitchen, dining and living room including Quartz Countertops and KitchenAid appliances including a bar with beverage/wine refrigerator. Master bedroom with en suite bath and balcony with water views, as well as Junior Master with en suite and gorgeous marina views. Concrete in ground pool and site/ landscaping are included. Furniture and AV package are included. Boat slip available for additional $45K upgrade, slip size is 46.5 in length and 13 wide in the marina basin area.

Immerse yourself in the ultimate Florida Keys lifestyle with this stunning waterfront retreat, offering breathtaking bay views and unparalleled boating access. Newly remodeled in 2024, this exceptional home is a dream for boating enthusiasts, featuring immediate bay access and just minutes from Tavernier Creek. Nestled in the highly sought-after Hammer Point subdivision of Tavernier, this exquisite two-story residence sits on a pristine, gin-clear canal and boasts a 72-foot concrete dock with a 15,000 lb boat lift. Inside, the three-bedroom, two-bath home showcases soaring ceilings, rich wood finishes, and an abundance of natural light streaming through skylights and sliding glass doors. The inviting layout seamlessly blends indoor and outdoor living, with bay views visible from the living room, kitchen, covered balcony, and first-floor entertainment area. The enclosed lower level provides a versatile space perfect for guests, a playroom, or a home gym, while the spacious attached garage offers ample storage and a dedicated area for hobbies. The crown jewel of the property is the rooftop deck, where you can take in breathtaking, unobstructed views of Florida Bay and its mesmerizing sunsets--turning every evening into a work of art. Ideally located just minutes from Tavernier Creek, this waterfront paradise provides effortless access to both the Bay and the Ocean, allowing you to explore the enchanting waters and vibrant reefs of the Florida Keys. Whether youre looking for a permanent residence or a vacation escape, this extraordinary home is ready to welcome you--schedule your showing today and step into the lifestyle youve always dreamed of!

Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worldaa stunning Key West-style home nestled amidst lush greenery in an exclusive gated bayfront private club community. This residence is more than just a home; its a lifestyle defined by serenity, elegance, and the natural beauty of Islamorada.From the moment you pass through the palm-lined gated front entrance, you will notice the manicured tropical beauty of this community as you make your way to the classic architectural gem that will captivate you. Vibrant hues, large sitting porches, and timeless craftsmanship create a warm, inviting ambiance. Inside, open living spaces are bathed in natural light, blending seamlessly with the lush surroundings visible through every window.Step outside and find yourself in your very own tropical sanctuary. Towering palms, old growth trees, vibrant bougainvillea, and lush greenery surround the property, offering privacy and tranquility. Relax by the pool, host unforgettable gatherings on the expansive patio, or simply unwind as the breeze carries the scent of salt air.Nestled within a private club community, this home offers access to a range of world-class amenities, including a marina, sunset point, beach, and community pool. Plus, the vibrant culture and stunning waters of Islamorada are yours to explore from the protected marina.Whether youre seeking a permanent residence or a vacation escape, this property provides the perfect balance of seclusion and connection. From sunrise strolls on pristine beaches to evenings under the stars, every moment here feels like a slice of paradise.Dont just dream of the Keys, live it. Schedule your private tour today and experience firsthand what makes this home and private community so extraordinary.

Experience modern coastal design and opulent island living in this captivating new construction home. Located in the heart of Key Largo, this home offers an open-concept layout flooded with natural light, a gourmet chefs kitchen, smart kitchen appliances, 8-foot doorways, and spacious bedrooms with designer en-suites. This magnificent four-bedroom plus den, three-and-a-half-bathroom home is your gateway to paradise. Step inside and experience the seamless fusion of modern architecture with coastal charm. The gourmet kitchen is adorned with high-end finishes, custom cabinetry, sleek countertops, and top-of-the-line stainless steel appliances. The expansive outdoor living spaces are ideal for hosting gatherings and relaxing. Step into your private oasis with a resort-style pool and outdoor entertainment area. This property has a brand new dock where you can dock your vessel just steps from your door, making it easy to explore the surrounding islands and reefs. Water access for boating enthusiasts and proximity to Key Largos dining and outdoor activities. Enjoy a plethora of restaurants, shops, and outdoor activities at your fingertips. Explore John Pennekamp Coral Reef State Park, go snorkeling or fishing, or simply bask in the laid-back island atmosphere. Dont miss the chance to make this your forever home or vacation retreat - paradise awaits.

You dont come to the islands to stay in a town! Relax in YOUR VERY OWN TROPICAL PARADISE away from the traffic and noise of US Hwy #1 and located on renowned MORTON Street. Minutes to Marathon but tucked away from all the worries of the main land. This 2 bed / 2 bath GULF front/ BEACH front home is calling you ...This palm studded 1/2 ACRE property, overlooks the Gulf, Can you say Beach House? Panoramic Open water views from your living area, Dock, Tranquil fenced-in yard with in ground heated concrete pool?? From House, to Dock, to Beach, to Pool, this home HAS IT ALL! Breathtaking SUNSETS right from the dock. Almost like you are living on your own island!The perfect location is also the ULTIMATE OASIS blending privacy and nature in a jaw dropping setting. Special features of this home include; a gourmet kitchen with granite counter tops & stainless steel appliances. Two ensuite bedrooms & an expansive living room with large windows to take in ALL the GULF views from every angle. The downstairs area has plenty of storage space, a laundry area and a separate garage area. Plenty of room to park. The wooden dock is complete with a new 25K lbs boat lift and a fish cleaning station and bench for fishing. New AC and a metal roof. Property comes fully furnished & turn-key, rental ready. This property is a very active weekly vacation rental currently grossing $170K / year with an exceptional 10/10 rating and 100s of positive reviews.After a full day in the sun there is no better place to relax than in your cool fresh water pool surrounded by the well maintained lush garden oasis. You will love the massive coconut and royal palms, the 9 high bird of paradise, the banana and key lime trees, blooming hibiscus & orchids. So whether you are coming to the keys to relax, fish, kayak, snorkel, dive or whatever your heart desires the White Sands has it all. Call today, before this dream home is SOLD! Showings by appointment, do not walk property.

Enjoy Bay Views from this stunning custom waterfront residence. Home of crystal clear canals and nightly sunsets, Hammer Point is located on the south end of Key Largo and provides excellent boating access for both ocean & bay enthusiasts. Built in 2008, this masterpiece offers four bedrooms & three and half bathrooms, coastal design, light and classic decor, a private elevator with access to each level, chefs kitchen, large open living with soaring ceilings, generous outdoor living, concrete construction & a metal roof. Relax & unwind as you take in the breathtaking views offered from this private sanctuary. The outdoors provides wonderful space for entertaining, outdoor kitchen, turf grass, chiki, and full concrete dock & boat lift. To complete this package, this home is being offered furnished, and owner financing is offered to qualified buyer.Dont let this opportunity pass you by.

Experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chefs kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other.Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being just minutes from the vibrant energy of Key West. The moment you step inside, youre greeted by soaring ceilings and a grand staircase, offering a dramatic entry to the open-concept living spaces. Every corner of this home is designed to maximize its breathtaking surroundings, with the primary bedroom, kitchen, and living areas all enjoying expansive water views.This tropical retreat offers 3 spacious bedrooms, a dedicated office, and the rare convenience of a garage--blending luxury and practicality seamlessly. Outside, the inviting pool serves as your personal oasis, while the prime waterfront location opens the door to endless adventures. Boating, paddleboarding, and kayaking are just steps away, with space to keep a flats boat for easy access to sandbars and world-class fishing.Whether youre searching for a winter retreat or a year-round sanctuary, 39 Cannon Royal Drive is the ultimate escape to island paradise.Shark Key amenities include tennis courts, pickleball courts, swimming lagoon, clubhouse and a private beach.

Welcome to Latitudes in Islamorada, where luxury living meets coastal elegance. This stunning 4-bedroom, 2.5-bathroom, three-story residence is nestled within the prestigious Port Antigua community on Lower Matecumbe Key in the Florida Keys, a sought-after enclave known for its live-work-play lifestyle. This exceptional property offers unparalleled features, including breathtaking 360-degree views from the top floor, a custom-designed pool and spa, a spacious tiki hut complete with a grill and bar, a private elevator, and dual boat lifts (12,000 lb & 20,000 lb) with deep water dockage.The three-story layout at Latitudes is masterfully designed to showcase an open-concept living space on the top floor, where the dining, living, and kitchen areas flow seamlessly--reminiscent of an upscale penthouse. Expansive covered balconies offer additional outdoor living spaces, while a private guest suite on the ground floor provides versatile options, easily convertible into an office or playroom. The home is fortified with impact-resistant doors and windows throughout, ensuring both security and peace of mind.The second floor is dedicated to comfort, featuring a luxurious master suite with an ensuite bath, along with two elegantly appointed guest rooms and a guest bath. The ground level includes a secure, enclosed garage and a finished storage area, offering ample space for all your needs. At Latitudes, every detail has been carefully considered to provide a perfect blend of style, functionality, and luxury.

Coastal Elegance Meets Timeless Craftsmanship in Safety Harbor- Welcome to Piece of Quiet, a winner of the Miami Herald Fame award for custom homes with unique architecture. Nestled in the coveted Safety Harbor neighborhood, this CBS construction home is a masterful blend of strength, style, and coastal luxury. Wrapped in island-style siding, the home exudes character and seaside charm, while grandeur arched French doors in the main living area flood the space with natural light and frame stunning waterfront views. Delight your senses with the custom terrace floors that were modeled after those at the Historic Cheeca Lodge & Spa. Step inside to the rich beauty of white oak flooring, offering both durability and sophistication throughout. The open-concept design seamlessly connects indoor and outdoor living, perfect for entertaining or enjoying peaceful moments by the water. Boating enthusiasts will revel in the 70 feet of dockage on a serene, protected deepwater basin, providing direct access to the bay and quick ocean access via the two bridges at Channels 2 and 5. Whether youre setting sail at sunset or savoring the gentle breezes from your private dock, or waterfront decks, this home is a rare gem not to be missed.Dont miss the opportunity to own this waterfront retreat--schedule your private showing today!

PARADISE! Why Dream about it when you can live it! This waterfront beauty custom-built in 2023 has it ALL! 3,362 SF under A/C plus over 4,000 SF of outdoor living space. 4 Bedrooms & 4 Bathrooms! Ground floor is a wide open covered outdoor space overlooking the pool & water. The 2nd floor has a large custom kitchen with top of line appliances, nice open living space along with two bedrooms & two bathrooms. 3rd Floor features a large master suite with a spa inspired bathroom, a wet bar & balcony overlooking the pool & water. Plus, the 4th bedroom & bathroom & a large laundry room. The roof top deck has 1,562 Sq Ft of endless Bay views! Some of the many additional features include; elevator, 1,000-gallon propane tank, electric car charger, 2 50 AMP outlets, 4 pole boat lift, all this & MUCH more only seconds away from open waters!

Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chefs kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the communitys protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

UPSCALE OPEN WATER RETREAT available on prestigious Stirrup Key! Experience stunning OPEN WATER views from this exceptional home, offering the ultimate island lifestyle. Nestled on the coveted Stirrup Key, this 3 bedroom, 2 bath residence boasts mesmerizing Gulf views that captivate you from the moment you arrive. Relax on the expansive upstairs balcony - perfect for watching boats cruise by or take a refreshing dip in your private pool. This home is perfect for entertaining with its spacious outdoor balcony and open concept living area featuring vaulted ceilings with light wood accents that enhance the airy, coastal feel. The master bedroom and living room offer panoramic views of the shimmering waters. The property is equipped with two boat slips - one with a 7000-pound boat lift and another ideal for a jet ski - and an EZ-Dock to park your kayak or canoe. An additional lot to the west and a half-lot to the east provide over 28,000 square feet of land! Complete the package with a multi-car capacity garage and ample space for storage, a swimming pool, and a lift for easy access.This 60-acre gated community offers peace of mind and privacy, yet is only minutes from fine dining, shopping, the airport, and other local amenities. Tastefully furnished and ready for you to move in, this homes let you embrace the exclusive Keys lifestyle. For additional details about the Stirrup Key HOA, visit https://skhoa.com. Dont miss this opportunity to own your slice of paradise. Its a hidden gem!