Florida Keys Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

Located in a private, gated community in the heart of Islamorada, 109 South Drive is a rare waterfront retreat that perfectly blends luxury, comfort, and the ultimate Florida Keys lifestyle. The main home features 4 spacious bedrooms and 3.5 beautifully designed bathrooms upstairs, while a separate 1-bedroom, 1-bath apartment downstairs offers privacy for guests or rental potential. Enjoy a custom resort-style pool surrounded by lush, tropical landscaping and a brand-new designer kitchen by Allabastro Designs. Boaters will appreciate the protected dockage with an ipe dock and direct ocean access -- no bridges, no long idle canals. Relax on the rooftop balcony with panoramic ocean views or entertain on expansive outdoor patios. With its unmatched access, thoughtful upgrades, and serene island ambiance, this property is a true Islamorada gem.

Arrive in style, fly into the Marathon Airport and walk across the street to this Beautiful Brand New 2024 Waterfront 5 Bedroom-4 Bathroom architectural masterpiece 3,000 Sq Ft CBS Block Pool home. Perfect ocean side retreat designed to accommodate large families or multiple groups in luxurious comfort. Featuring 3 Bedrooms with Ensuite Bathrooms providing ultimate guest privacy. Giant rooftop terrace featuring spectacular water vistas of the Atlantic Ocean. Step inside a professionally designed open floor plan-interior where natural light shines into the spacious area. A custom sectional with 3 power recliners invites you to unwind in front of a 75-inch TV with theater quality sound. The adjacent chic cocktail lounge offers a sophisticated setting to sip your favorite libations. A fabulous chefs kitchen boasts high-end finishes, stainless steel appliances, and an expansive island ideal for casual gatherings. The spacious dining area offers stunning ocean views for more formal meals. Deepwater 40 Dock with 60 second access to the Atlantic Ocean, Gulfstream-Patch Reefs, World Class Fishing and Diving. After a day of fishing and diving, control your pool and spa settings remotely from your smartphone, ensuring perfect temperatures upon arrival. Beautiful custom pool boasts 25 feet of bench seating and 7 therapy jets, providing ultimate hydrotherapy and relaxation for large parties. The large Master Suite is a true sanctuary, featuring breathtaking ocean views, a private balcony, an expansive ensuite bathroom with twin sinks, a soaker tub, separate shower, and massive walk-in closet. Elevate your experience further on the rooftop terrace, prepped with electric and plumbing for your custom Oceanview hot tub. This versatile space offers endless potential to create the ultimate Keys observation deck or an open-air entertainment area. This rare offering blends luxury, convenience, and the best of Florida Keys living. Experience it-schedule your private showing today.

Welcome to your dream waterfront retreat in the heart of the Florida Keys! This stunning 6-bedroom, 6-bathroom pool home in Marathon offers the perfect blend of luxury, comfort, and investment potential.Situated on an expansive 150 feet of deep-water dockage, this property is a boaters paradise, with easy access to the Atlantic Ocean and the Gulf of Mexico. Whether youre setting sail for a day of world-class fishing or cruising to nearby islands, this homes premier location ensures smooth sailing.Designed for both relaxation and entertainment, the home boasts an open-concept living space with breathtaking water views, a gourmet kitchen, and spacious en-suite bedrooms. Step outside to a tropical oasis featuring a resort-style pool, ample patio space, and a covered outdoor entertaining area--perfect for enjoying the Florida Keys lifestyleThis property also delivers excellent vacation rental income, making it a fantastic investment opportunity. With strong rental demand in Marathon, this home is an ideal choice for investors looking for a high-performing rental property or a luxurious personal retreat with income potential.Dont miss out on this rare deep-water waterfront gem in the Keys--your slice of paradise awaits!

INVESTORS! BUY the LOWEST PRICED Beach and Sunset Bay home in Buccaneer Point! Welcome to a life of serenity, sophistication, and waterfront bliss at 39 N Bounty Lane! This peninsula in Buccaneer Point Estates was developed to create a sense of privacy, in a peaceful bay unique to the Upper Keys. The estate-sized property has 80 of shoreline directly on the Florida Bay with deepwater dockage. This custom three-story, CBS waterfront home offers four bedrooms and three bathrooms with over 3,015 square feet of living space. As you step through the grand interior staircase entry, you are greeted by a seamless flow of space and light, enhancing the homes airy and inviting ambiance as you walk up to the main level. Expansive sliding doors and porches throughout the home offer breathtaking bay and sunset views. The gourmet kitchen is equipped with stainless steel appliances, granite countertops, a large laundry room doubling as a walk-in pantry and an elevator lift outside the dining area. The main living level features one guest bedroom and bathroom with a walk-in closet. Ascending to the third level, you will find three additional bedrooms and two bathrooms. The ensuite primary offers panoramic bay views from the private balcony. Immerse yourself in the private and spacious backyard, where mature palms and landscaping provide ultimate tranquility. Lounge in the hot tub, launch a paddle from your beach, or sit by a fire and savor the soothing sounds of the tropical breezes. With room for an in-ground pool and summer kitchen, the possibilities of creating your dream space are endless. The exterior is adorned in coastal blues and whites, and echoes the iconic color palette of the Greek Isles, creating a timeless sense of serenity. Boaters will delight in the pier dock, boat lift, and central location for quick oceanside access. This is a rare and great investment opportunity to own on one of the most coveted streets in Key Largo.

Welcome to 4 Sandpiper Lane, a rare waterfront treasure in the heart of Marathon, FL, offering breathtaking open water views and incredible potential. This exceptional property features a spacious 2-bedroom, 2-bathroom layout upstairs, along with a versatile 3-bedroom, 1-bathroom ground-level space. Two of the downstairs bedrooms have private entry to the outdoors, providing added convenience and privacy for guests or family members.Upstairs, the master bedroom boasts private access to the balcony, allowing you to wake up to stunning sunrises over the ocean. The expansive balcony is perfect for enjoying serene sunsets and the calming ocean breeze.The property is situated on an impressive lot with 297 feet of seawall, offering direct water access for boating, fishing, or simply enjoying the coastal lifestyle. Located just one block from the beach, it combines the best of waterfront living with proximity to pristine sandy shores.Additionally, this property presents a unique development opportunity with enough density for up to three homes, making it a valuable investment in paradise.Whether youre seeking a tranquil retreat or a development project with limitless possibilities, 4 Sandpiper Lane is a true Florida Keys gem. Schedule your private tour today!

Welcome to Starfish Isle - Your Ultimate Florida Keys Escape! 5 Bedrooms, 5 Bathrooms | 3 Stories of Luxury | Active Vacation Rental | Private Dockage | Ocean Access | 2019 Built.Get ready to experience the Florida Keys lifestyle at its finest with Starfish Isle, a luxurious 5-bedroom, 5-bathroom villa on Sombrero Beach Road in Marathon. From its private dockage and ocean views to its elevator and swimming pool, this stunning 3-story attached villa is the ultimate dream home, or the perfect vacation rental investment. Built in 2019, this modern beauty combines tropical charm with high-end finishes, creating an extraordinary space where youll never want to leave... but youll always be happy to share it with your guests! Perfect Location & Vacation Rental Potential: Steps to Sombrero Beach: Just a short walk to Sombrero Beach, one of Marathons most beautiful and peaceful beaches, perfect for swimming, picnicking, and relaxing in the sun. Vacation Rental Success: As an active vacation rental, Starfish Isle is already generating income, making it a great investment opportunity with excellent rental potential. Guests love the combination of privacy, luxury, and incredible location! Close to Local Attractions: Whether youre into water sports, fishing, or exploring local landmarks, Marathon has something for everyone. Key West is just a short drive away for those looking for more adventure and nightlife. Starfish Isle is more than just a home -- its an opportunity to live the Florida Keys dream. With incredible water views, easy ocean access, and a luxurious vacation rental, this property is the perfect place to call home or your next investment property.

Located in the highly sought-after neighborhood of Port Antigua, this newly renovated 5-bedroom, 3-bathroom canal-front home offers the ideal combination of space, style, and boating convenience. The main living area is on the upper level, featuring 3 bedrooms and 2 bathrooms with a desirable split floorplan. Soaring ceilings and a large open-concept living space create the perfect environment for entertaining family and friends. Step out onto the spacious back porch to enjoy peaceful canal views, enhanced by electric roll-down shutters for added convenience and protection.For boating enthusiasts, the 75-foot concrete dock with a 15,000 lb boat lift is a dream, and the extra-wide 80-foot canal allows for easy navigation and turning for larger vessels. Downstairs, a fully independent 2-bedroom, 1-bathroom guest quarters--with its own kitchen and built above flood--offers flexibility for hosting guests or extended family.The exterior is equally impressive, with a low-maintenance turf front yard, a fenced backyard, outdoor bar, and a fish cleaning station--everything you need to enjoy the ultimate Florida Keys lifestyle. Theres also ample room to add a pool, should you choose. With access to Port Antiguas private beach, community boat ramp, and quick access to the bay, this home is the complete package. Come see it for yourself--you wont be disappointed.

AVAILABLE NOW AND READY FOR OCCUPANCY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining, and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Finished with high end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

Discover the tropical privacy on nearly half acre on this Caribbean-style updated home which offers stunning open water views of Largo Sound from one of the areas prime locations. The property features 120 feet of concrete dockage with electric and water. The basin has convenient stairs to launch your water toys. Home offers 2 bedrooms 3 baths upstairs with an open concept living area with Saltillo tiles, granite countertop, stainless steel appliances, vaulted white tongue and groove ceilings, impact sliding glass doors in livingroom on 2 walls accentuating the open water views. Interior stairs lead to another bedroom, full bath and livingroom downstairs. Enjoy the professionally landscaped grounds, privacy walls, and mature palms surrounding a saltwater heated pool with waterfall feature completed in 2018. Concrete dock was expanded and reconstructed in 2019, with a 16K lb elevator boat lift, extensive pavers and gated entry way for ultimate privacy.

Perched on the oceanfront, this extraordinary Cudjoe Key estate boasts breathtaking views from every vantage point, including the rooftop deck. The solid concrete construction, complete with impact-resistant doors and windows, concrete dock, and poolside cabana featuring a bar, sink, and ice machine, ensures a luxurious haven. Lush landscaping, meticulously maintained on a weekly basis, adds to the propertys allure. Upon entering the coded-entry home, a stunning living, dining, and kitchen area unfolds, complete with quartz countertops, stainless steel appliances, and a convenient laundry room. The kitchens center island is spacious and includes refrigerator and freezer drawers, a cooktop and barstools, making it a great entertaining area. The main levels ensuite bedroom, featuring double beds and a jack-and-jill bathroom, offers direct access to the oceanfront patio and a spiral staircase leading down to the pool. Ascend to the master suite, where a lavish bathroom awaits, complete with a jetted tub, double sinks, programmable commode, and walk-in shower, all set against the backdrop of dazzling ocean views. A third ensuite bedroom, features a walk-in shower, single sink, and expansive mirror, with the king-size bed positioned to maximize the stunning vistas. The private outdoor area, complete with a mermaid-adorned pool, large BBQ area, and cabana room, is perfect for outdoor entertaining. World-class fishing and diving opportunities are minutes away, with the Gulf and Atlantic within easy reach. This idyllic location also offers a front-row seat to the marine life of Cudjoe Bay, including porpoise, ospreys, sharks, stingrays, and manatees. Situated in a highly sought-after area of Cudjoe Key, this estate is surrounded by excellent restaurants and boasts wonderful views of the American Shoals Lighthouse.

Welcome to your waterfront sanctuary in the heart of Islamorada. Tucked away on a quiet street in the prestigious Village of Islamorada, this elegant 4 bedroom, 3 bath residence offers 3,204 square feet of open, light-filled living space designed for comfort, privacy, and effortless indoor-outdoor living.Situated on a generous 14,050 square foot lot, the property features 51 feet of canal frontage with a 20,000 lb boat lift and a wide turn basin--ideal for serious boating enthusiasts. Whether youre heading out for a day on the water or returning from a sunset cruise, easy access and maneuverability are yours.A gated entry welcomes you into this private retreat, where lush landscaping and a resort-style pool with spa--nestled into a natural rock formation--create the perfect backdrop for relaxing or entertaining. Inside, youll find spacious living areas, and an open kitchen built for gatherings.Head up to the rooftop deck to catch nightly sunsets over Florida Bay--your private front-row seat to the Keys most spectacular views.Located in the desirable Plantation Key area, families will appreciate access to top-rated schools including Plantation Key School (K-8), Coral Shores High, and nearby Treasure Village Montessori.This exceptional home blends casual island living with timeless luxury--your piece of paradise awaits.

AVAILABLE NOW AND READY FOR OCCUPANCY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining, and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor youll find the primary suite with luxurious spa bath, a second guest suite and an additional guest bedroom and hallway bath. Finished with high end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, custom closets, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

Modern Coastal Luxury in the Heart of the Florida Keys! Built in 2019 with impeccable attention to detail, this stunning residence offers the perfect blend of modern design and island elegance. Featuring 4 spacious bedrooms, each with its own private ensuite bath, plus an additional full guest bathroom, this home delivers comfort, style, and privacy for family and guests alike. The gourmet kitchen is a chefs dream, outfitted with high-end appliances, custom cabinetry, elegant countertops, and an open-concept layout ideal for entertaining. The expansive primary suite is a private sanctuary, complete with a spa-like bathroom, large walk-in closet, and a private balcony where you can enjoy peaceful mornings or peaceful views over the water. This home is designed for the ultimate Keys lifestyle--impact-rated windows and doors provide peace of mind, while a whole-home generator ensures youre never without power. The exterior is just as impressive, featuring tropical landscaping, covered outdoor living areas, ample parking, and room for a future pool.Step outside to your brand-new 70-foot concrete dock, perfect for accommodating multiple large boats. Enjoy quick access to the Atlantic or Florida Bay for world-class boating, fishing, snorkeling, and diving adventures--right from your backyard. Located in one of Islamoradas most desirable neighborhoods, youre just minutes from great dining, shops, marinas, and excellent schools. This move-in ready home is ideal for those who demand luxury, comfort, and convenience. Whether youre seeking a primary residence, a weekend escape, or a luxury vacation rental opportunity, this home checks all the boxes.Live the dream and make this exceptional property yours today.

Key Colony Beach, Waterfront, Newly Updated, Single Family Home. Weekly rentals are allowed. Home comes furnished with the exception of a few personal pieces/items. Featuring a 15x30 Brand New Concrete Swimming Pool to include a relaxing sundeck area & generous pool bench seating w/ massage jets, sandblasted marble tile pool decking, new landscaping & landscaping lighting, new exterior fencing & new home railings. Double Garage with new garage doors. New paver driveway for extra parking. The lot size is 12,090 sq. ft. on a wide & deep water canal with 61 of water property line and 50 ft. of dockage. CBS home at 2,649 interior sq ft., 4 bedrooms/4 bathrooms. Upon entry, the Open-Concept floor plan is bright & spacious with soaring ceilings & oversized high windows. The high ceilings (19 at peak height) in the living room. New Impact Doors / Windows. New window motorized blinds. Brand new AC system. Spanish porcelain tile flooring throughout the home with an exceptional modern red oak floating staircase leading to the second floor. The Kitchen presents quartz countertops, subway tile backsplash, a granite island counter top with cooktop/hood, custom white shaker cabinets, light fixtures, new Stainless Steel kitchen appliances. Custom built-in mini bar with floating shelves. First floor Private Laundry room has a new washer & dryer, laundry sink & cabinet storage. The home layout presents 2 bedrooms/2 full bathrooms on the first floor. The 2 en-suite bedrooms are located on the second floor. Brand new bathroom tile, cabinetry, mirrors & light fixtures. The main bathroom features an ocean view, double vanity, shower & floating spa bathtub. Both second floor bedrooms feature private balconies. Your Key Colony Beach Home Awaits.

Experience the ultimate Florida Keys lifestyle in this stunning canalfront concrete home situated on an expansive parcel, just a few steps from the iconic Sombrero Beach! Designed for resort-style living, this property boasts a luxurious pool area complete with a heater and chiller, swim-up bar, cabana, and spa . A paved pathway leads you to a second infinity pool, offering sweeping views of lush landscaping. Enjoy 67 feet of deep-water dockage, providing easy access to the Atlantic Ocean for world-class offshore fishing and diving, plus proximity to the Florida Bay for fantastic backcountry fishing!The interior of this spacious home features an expansive foyer with soaring ceilings, setting the stage for elegance throughout. The first floor offers an open-concept design with a gourmet kitchen, generous living area, and a master suite with a private veranda. An ensuite guest room and a half bathroom for guests complete the main level.Upstairs, the grand staircase leads to a second spacious living area with wet bar, second master suite and bath, along with another ensuite guest room, providing ample space and privacy for family and friends.In addition this amazing property offers a turn key rental with excellent rental history available.Whether youre looking to entertain or relax in paradise, this beautifully designed home is the perfect blend of luxury and function--offering the best of the Florida Keys!

This stunning CBS waterfront home offers panoramic water views from every room and is built to last with a concrete roof and all impact windows and doors. Featuring 3 bedrooms, a private office, and 2.5 baths across 2,598 sq ft, the open layout is ideal for upscale coastal living. Enjoy a gourmet kitchen with quartz countertops, high-end stainless steel appliances, and a gas cooktop--perfect for entertaining and everyday luxury. The spacious primary suite offers a peaceful retreat with a private balcony to take in nightly sunsets over the bay. The en-suite bathroom features double sinks, a walk-in closet, and a luxurious walk-in shower with dual shower heads--combining comfort, functionality, and spa-like elegance. Step outside to a heated saltwater pool, expansive covered breezeway, beautifully landscaped fenced yard, and a brand-new dock with boat lift--ideal for boating, relaxing, and embracing the Florida Keys lifestyle. The home also includes a built-in elevator shaft, making it easy to install an elevator if desired for added convenience and future accessibility.Ideally located in Key Largo, this luxury retreat is just a short drive to Miami, offering the perfect blend of tropical tranquility and city convenience. A rare opportunity to own a new, luxury bay front home in the Florida Keys.

Not to be missed! House is in the X ZONE. Even more significantly, the house is among very few of all the homes in the Keys that sit 14+ feet above sea level. Flooding is not a worry. Storm surge and wind impacts are also minimized with the location near the center of Key Largo. Permit for boat lift is pending with Army Corps. Home is built with a meticulous attention to detail, with no expense spared. The house columns, pool edging and the stairway to the seadeck are all carved from the ancient coral harvested onsite. Two primary suites - one on the main level. One additional guest room. Two rooms currently used as his/her offices but could be switched back to small bedrooms 4 and 5 (house rented for $18,000/mo previously). Garage-shop. Dedicated laundry area. Upscale fixtures and appliances throughout. Vaulted ceilings. Two AC units. Outdoor kitchen and massive tiki for entertaining. Privacy from neighbors on both sides. Triple lot, fully fenced. In-ground salt pool and spa with heat pump. Second smaller garage on sea deck for boat stuff or possible man cave. Room to dock multiple 40 boats. Partial sunrise and sunset views. Easiest possible access to Bay and Ocean sides. Truly one of the nicest homes in the upper Keys under four million dollars.

Experience the epitome of island luxury in this custom built 5,000 sq. ft. ICF (super energy efficient insulated concrete forms) constructed estate, where masterful design, refined finishes, and breathtaking ocean views come together in perfect harmony. Situated on over an acre of prime oceanfront land, this gated and walled compound offers the ultimate in privacy, serenity, and sophisticated coastal living. Step into the light-filled, open-concept Great Room, where walls of impact doors frame sweeping views of the Atlantic Ocean. Designed to impress, the heart of the home is the chefs kitchen featuring custom concrete countertops, top-of-the-line appliances, and a layout that blends functionality with effortless entertaining. The main residence includes 4 generously sized en-suite bedrooms, all thoughtfully designed to provide a seamless balance of comfort and elegance. The expansive primary suite is a true retreat, offering stunning ocean views, a spacious layout, and a spa-inspired bath. Each guest suite is tastefully appointed to create a tranquil, private experience. For added versatility, a separate 2 bedroom guest house, complete with private entrances, serves as an ideal mother-in-law suite or a luxurious space for extended family and guests to enjoy their own secluded oasis. Step outside into your own resort-style paradise and entertain in style with a summer kitchen, multiple lounging areas, and an elevated pool featuring a waterfall, swim-up bar, and submerged seating. With over an acre of lush tropical grounds and direct oceanfront access, this property is a dream for water enthusiasts, anglers, and watersport lovers alike. This rare offering is more than a home, its an extraordinary lifestyle defined by luxury, privacy, and the natural beauty of the Florida Keys. A truly unique opportunity that must be experienced to be fully appreciated.

Spectacular Oceanfront Retreat with canal front dockage! Experience the ultimate in Keys living at this beautifully renovated 3 bedroom, 2 bath oceanfront oasis with an additional canal-front lot featuring boat dockage just across the street. This smart, solar-powered home with 6 Tesla Powerwalls, 2 EV chargers, plus an annual check for excess energy production offers eco-conscious luxury with remarkably low electric bills. Enjoy breathtaking ocean views from your private pool and raised spa, entertain effortlessly in the multiple outdoor living spaces, launch kayaks and paddleboards from your own sandy beach, or relax in the tropical breeze surrounded by lush landscaping.Inside, no detail has been overlooked. The home boasts hurricane impact doors and windows, new plank floor, and a fully updated designer kitchen with center island and exquisite lighted quartzite countertops. Wake up to stunning ocean views from the Primary Suite complete with custom built-out walk-in closet and beautifully updated bath. Offered turn key, this smart home seamlessly blends modern convenience with coastal charm. Kayaks, Paddle Boards and 2 almost new (less than 10 hours) 2022 Sea Doo GTX 300 Jet Skis are also included in the sale to make this a fantastic vacation rental from day 1! Dont miss this rare opportunity to own a move-in-ready oceanfront property with additional dockage and lot included plus lot of toys--a true Florida Keys gem!

This unique wooded 3.2 acre parcel has over 100 boulder rip-rap shoreline directly on the ocean. Single Family Residence with ROGO exemption, but zoned SC. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. FKAA water utility service available.(This parcel may be sold together with contiguous parcel@95351 Overseas Hwy, at a REDUCED PRICE AK#1592978,RE#00483350 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY, 6.12 acres for grand total of 9.36 acres that would also include a 1352 sf 1959 5/3 cbs home metal roof.) Broker part owner/family owned