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$2,275,000
Key Colony
Key Colony Beach   - MM: 53.50
5 Bed, 5 Baths, 3,234 SqFt Days Listed: 110
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.Concre

Expansive and elegant waterfront residence situated on the canal, offering an eastern exposure overlooking the in-ground pool and 100-foot wide canal. The property features a covered patio on the lower level and a spacious wooden deck on the upper level, complete with spiral stairs leading from the living room to a tropical keys-inspired kitchen. Ideal for hosting gatherings and unwinding in comfort. This 5-bedroom, 3-bathroom home includes two bedrooms and two baths upstairs, as well as three bedrooms and one bath downstairs. The circular paver driveway provides ample parking space. A large family home or corporate retreat boasting a Corian kitchen, fireplace, and separate living and dining areas on both floors. Equipped with a boatlift and convenient access to the Atlantic, whether you are looking for a vacation rental or a permanent residence, this property has it all.

$2,285,000
Plantation Key
Fontaine Lake   - MM: 90.00
3 Bed, 3 Baths, 2,669 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Custom Waterfront Pool Home! Offering teak wood floors and doors, 16 vaulted ceilings, custom crown and baseboard molding, chefs kitchen with 6 burner Viking gas range and stainless steel appliances.The home is situated on 2 mature landscaped lots with new irrigation system, free form pool with spill-over spa and resurfaced with Diamond Brite coating, new pool heater, chiller and pump including system control for wifi app, expansive patio with stone decking, fire pit and outdoor shower.The home has been well maintained with new tankless water heater, extensive water sealer and barrier to the crawl space under the house, 22 kw Generac generator enables the entire house to function. Concrete dock with permit in place for extended dockage (please see documents for current permit) The harbor provides immediate ocean access.Truly a beautiful traditional family home!

$2,295,000
Plantation Key
Plantation Key Colony   - MM: 90.00
5 Bed, 5 Baths, 2,450 SqFt Days Listed: 152
-8.20% ($204,999) 1 Price Change : Last Change 78 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

$2,299,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 75
+2.68% ($60,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift175ft.Concr

Welcome to CASA DEL BOTE an Oasis at Tarpon Basin, Your Dream Waterfront Retreat!Step into a world of tranquility with this exceptional bay-front property, where breathtaking sunsets and the soothing sounds of the water are a daily delight. Nestled behind a custom gate, this stunning home is a hidden gem that promises privacy and serenity, all while offering over 175 feet of pristine waterfront, complete with your very own sandy beach. As you approach, the pavered driveway guides you to this beautifully remodeled 3-bedroom, 2-bath haven, designed for both comfort and style. The thoughtfully crafted split floor plan allows for seamless living, with ample space for both relaxation and entertaining. Beautiful water views frame your experience from almost every room, inviting the outside in and creating a serene ambiance throughout the home. The spacious master suite is a true sanctuary, featuring expansive windows that showcase the shimmering waters of the basin. Imagine waking up to the gentle lapping of waves and stepping onto your private balcony with your morning coffee in hand. The second bedroom also boasts enchanting water views, making it a perfect guest room or a cozy retreat for family. The heart of this home lies in its open living and dining areas, where the natural light pours in, and the inviting atmosphere beckons. The modern kitchen is equipped with stainless appliances and ample counter space, perfect for both intimate gatherings and grand celebrations. Step outside into your own private paradise, where outdoor living takes center stage. The recently resurfaced pool sparkles under the sun, inviting you to take a refreshing dip or lounge poolside with a good book. The property features a convenient boat lift and PWC lift, making it easy to embrace the coastal lifestyle and explore the crystal-clear waters at your leisure. Safety and efficiency are paramount, with impact windows/doors throughout the home and a newer metal roof. Its a lifestyle.

$2,299,000
Marathon
Sombrero Beach Village   - MM: 49.50
4 Bed, 4 Baths, 2,312 SqFt Days Listed: 40
-8.00% ($200,000) 1 Price Change : Last Change 1 Day Ago
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits75ft.Concrete

Rare Oceanfront Duplex Opportunity in Sombrero Beach Area!Located just a short walk to Sombrero Beach, this oceanfront duplex offers 75 feet of shoreline and incredible potential in one of Marathons most sought-after neighborhoods.The property features a 2 bed / 2 bath unit upstairs and a 2 bed / 1 bath unit downstairs, making it an ideal fixer-upper for those ready to create their dream coastal retreat.This property sits in an AE-10 flood zone, offering favorable elevation for insurance and renovation planning. Whether you choose to restore the existing structure, split the lot and build two new homes, or build one home and transfer the building right to another site, the possibilities are wide open.With ocean access, proximity to the beach, and so much potential, this is a rare find you dont want to miss.Endless potential, unbeatable location, and a solid investment in the heart of the Keys.

$2,299,000
Key Largo
Ocean Isle Estates   - MM: 106.00
4 Bed, 4 Baths, 2,699 SqFt Days Listed: 105
-4.01% ($96,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift70ft

Your Dream Waterfront Oasis Awaits!Welcome to this extraordinary custom-built waterfront home located on Exuma Rd in the serene Ocean Isle Estates. This stunning residence harmoniously combines luxury and comfort, perfectly poised to embrace the refreshing ocean breezes and breathtaking water views all year round.As you step through the grand entrance, youll be greeted by a spacious garage and an inviting first-floor guest suite, complete with its own private screened-in porch--ideal for morning coffee or evening relaxation. Take a leisurely stroll through the elegant pass-through to the poolside area and spa, where you can unwind and soak up the sun.Ascend the exquisite interior marble staircase, adorned with a unique rock-lined wall that leads you to the heart of the home--the magnificent great room. Here, youll be captivated by the meticulous attention to detail, featuring tray ceilings, crown molding, and stunning travertine marble that elevate every corner of this residence.The gourmet kitchen is a chefs delight, boasting custom hardwood cabinets, stylish lighting, a wine chiller, luxurious granite countertops, and top-of-the-line stainless steel appliances. Its a perfect setting for preparing culinary masterpieces or entertaining friends and family.With direct and easy access to the ocean, your aquatic adventures are just steps away! Enjoy the tranquility of the neighborhood, with a fantastic local restaurant and marina just a stones throw from your doorstep. This home is conveniently located near Miami, making it an ideal retreat while remaining close to the vibrant keys life. Dont miss this incredible opportunity to own a slice of paradise at an unbeatable price! Schedule your private tour today and feel the magic of waterfront living!

$2,300,000
Lower Matecumbe
Fantasy Harbor   - MM: 77.00
3 Bed, 3 Baths, 2,000 SqFt Days Listed: 245
-4.17% ($100,000) 1 Price Change : Last Change 70 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin99ft.

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

$2,300,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,400 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges

FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with dock and boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings, stainless appliances and much more. Construction is completed, ready for occupancy.The property has a beautiful view over the water and a magnificent bridge that is rarely used due to the fact that only a few homes are on the other side of the bridge.

$2,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,178 SqFt Days Listed: 170
-8.00% ($200,000) 1 Price Change : Last Change 94 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

This solid concrete home is located in one of Lower Matecumbes most sought-after subdivisions, offering 75 feet of prime waterfrontage on a peaceful canal with serene nature views--no neighboring homes across canal. The ground level features a permitted bath, a spacious workshop, and a carport with soaring high ceilings, providing ample storage.Enjoy your private slice of paradise with a dock complete with a Tiki hut for shade, and a 16,000 lb. 4-post boat lift, ideal for boating enthusiasts. The expansive backyard offers plenty of space to build your dream pool.With a little polish, this gem has endless potential to become your perfect waterfront oasis! Dont miss out on this unique opportunity!

$2,300,000
Key Largo
Calusa Campground   - MM: 101.50
3 Bed, 3 Baths, 1,571 SqFt Days Listed: 103
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Experience the ultimate in Calusa Island living, where breathtaking ocean views, world-class boating, and a laid-back island vibe create the perfect escape. This stunning three-story, 3-bedroom, 3-bathroom custom-built ocean front home offers unmatched luxury and comfort, designed for those who appreciate waterfront living at its finest. Built in 2017 and located in a sought-after gated community, this home is being sold fully furnished and turn-key, making it ideal as a primary residence, vacation retreat, or income-generating rental. As one of the few properties in Key Largo permitting short-term rentals with a minimum of just two days, this is a rare and lucrative investment opportunity in the Florida Keys.This home features three stories of waterfront luxury, offering ocean views from every level. A private interior elevator provides effortless access to all floors, ensuring convenience and comfort. The outdoor entertainment area boasts a covered kitchen with stylish furnishings, perfect for hosting or unwinding by the water. For boating enthusiasts, two boat lifts accommodate vessels up to 28ft on the lift and 35ft on the water next to the lift, making it a true boaters dream.Top-of-the-line upgrades include impact windows and doors for ultimate storm protection, high-end stainless steel appliances, quartz countertops, and a Bluetooth interior/exterior sound system that enhances the homes modern elegance.Live the Calusa Island lifestyle, where you can spend your days fishing, boating, paddleboarding, or simply enjoying spectacular sunsets over the ocean. With its rare short-term rental potential, this home is not only a private paradise but also a highly lucrative investment.This is a must-see to truly appreciate. Call today for a private tour of this oceanfront gem!

$2,300,000
Summerland Key
Summerland Cove Isle   - MM: 25.00
3 Bed, 3 Baths, 2,256 SqFt Days Listed: 166
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

$2,340,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
5 Bed, 5 Baths, 2,447 SqFt Days Listed: 166
-10.00% ($260,000) 1 Price Change : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat RampConcrete

Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

$2,349,000
Big Coppitt
Porpoise Point Sec 5   - MM: 10.00
4 Bed, 4 Baths, 2,523 SqFt Days Listed: 75
-6.00% ($150,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

Waterfront Paradise for Anglers & Entertainers - Perfect for Family, Friends & Vacation Rentals.Welcome to the Ultimate Waterfront Luxury Retreat, Completely remodeled and redesigned for those who love to entertain. Excellent deep water access and yet just minutes to all the action downtown Key West has to offer.Seller will consider Owner Financing/Private Financing or even a full or partial trade. Elevated and storm resistant concrete construction, this home offers unmatched durability while embracing a modern coastal lifestyle.With four Spacious bedrooms and four beautifully appointed bathrooms, this home comfortably accommodates large groups with almost 2500 Sq Ft. interior Space. The newly finished open-concept dream kitchen is designed for socialising, featuring an oversized Island, seating up to 12 guests, making it the ideal host house for unforgettable gatherings and events.On the Second Floor, this dream home continues with a stunning custom built bar and lounge offering the ideal spot to start the party, watch a game or wind down after an exhilarating day on the water. The adjacent waterfront balcony sets the stage for relaxing and entertainment.The outdoor experience is just as impressive, featuring a large pool, hot tub, New Tiki Hut for those looking for shade, boatlift, concrete patio and game room - perfect for guests of all ages to enjoy. Excellent off Street parking for multiple vehicles, Boat Trailers or RV on over 9000 Sq. Ft. Lot.Whether you are heading out for world class fishing, or simply unwinding by the water, this Keys Home delivers the ultimate Florida Keys lifestyle.

$2,350,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,635 SqFt Days Listed: 436
-2.08% ($50,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Price improvement at Mariners Club; one of the Keys best-kept secrets, where tropical elegance meets resort-style living. Upon arrival, youre greeted by vibrant hibiscus, stunning orchids, and swaying palms, all enhanced by our dedicated on-site staff and 24/7 security. This sprawling, luxurious property offers seamless indoor-outdoor living with hurricane-resistant sliding doors that frame breathtaking views of the resort-style pool, sandy beach, and picturesque pier. Enjoy exceptional amenities including Key Largos first indoor pickleball courts, along with outdoor tennis and basketball facilities, a fabulous clubhouse, and private barbecue areas. Boating enthusiasts will appreciate our marina services, available boat slips for all sizes, and dry stack storage on a first-come, first-served basis.Discover a lifestyle of unparalleled comfort and vibrant community living at Mariners Club--a must-see destination where every moment is a celebration of the Keys. Beautiful, luxurious and very comfortable with a great vibe. Perfectly located near the private sandy beach hideaway for relaxation and morning yoga. Exclusive Oceanfront Retreat at Mariners Club - Unit 521 - Newer building Built in 2005; solid concrete construction! Vacation rental with dockage for owners and guests. Discover unparalleled luxury in the most private building at Mariners Club, discreetly nestled by the serene Sandy Beach Cove. This exceptional location offers an intimate setting, capturing breathtaking sunrises and moonlit evenings over the Atlantic. Unit 521 is a meticulously maintained 4-bedroom, 3-bathroom residence, featuring solid, one-of-a-kind furnishings, mirrors, collector items, and unique artwork. Every piece has been thoughtfully curated, adding to the units distinct charm and elegance. The spacious main bedroom (16 x 16) offers stunning views, while the living room (18 x 10.9) overlooks the resort-style pool, tiki lights & sugar sand beach. The dining room (18 x 11) and FAB

$2,350,000
Key Largo
Port Largo   - MM: 100.00
5 Bed, 5 Baths, 2,044 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.

Premier Waterfront Home with Deep Water Access. Turn-Key and ready to move in. Welcome to your Key Largo slice of paradise--this 5-bed, 3-bath waterfront gem in Port Largo is calling your name. With 75 feet of solid concrete dockage on a deep, wide canal, youve got direct access to the open ocean--no bridges, no delays, just full steam ahead to fishing, diving and reef-plundering!Whether youre chasing mahi offshore, snorkeling vibrant reefs, or just cruising the crystal-clear waters, it all starts right from your backyard dock!Inside, youll find a bright, modern and ready to move in. Upstairs is a 3/2 and downstairs is a 2/1. Start enjoying and feel like vacation every day. Outside, theres room to add a pool and plenty of space to craft your own tropical retreat--think hammocks, tiki bar, and maybe even a few more palms trees. Youre minutes from world-famous diving and fishing, the vibrant reefs of John Pennekamp Coral Reef State Park, and the laid-back lifestyle that makes the Florida Keys unforgettable.And lets talk perks: Port Largos private community park (just 3 blocks away) features a boat ramp and beach, plus theres access to tennis, racquetball, jogging trails, an Olympic-sized pool, and more.With restaurants, bars, grocery stores, and all your island essentials close by, this is the ultimate Keys waterfront living setup--centrally located and ready for your adventures.Pack your bags, fuel up the boat, and call for a showing today! Your boat will be as happy as you are.

$2,375,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 2,772 SqFt Days Listed: 156
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits120ft.Concrete

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.

$2,375,000
Key Largo
Lake Surprise Properties   - MM: 106.00
5 Bed, 5 Baths, 3,184 SqFt Days Listed: 114
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Experience the pinnacle of coastal luxury in this brand-new waterfront residence in Key Largo. Featuring five spacious bedrooms and three elegantly appointed bathrooms, this home is crafted with solid concrete construction, ensuring durability and peace of mind.Enjoy breathtaking bay views from the expansive rooftop deck--an ideal setting for entertaining or unwinding as the sun sets over the water. A modern, resort-style pool at the waters edge provides the perfect retreat after a day on the ocean, while the brand-new concrete dock offers a secure haven for your boat, with deepwater access to both the ocean and bay.Inside, this stunning home boasts impact windows and doors, elegant tiled floors throughout, and a chefs kitchen with a waterfall-edge sit-up island, premium appliances, and abundant natural light. A luxury elevator adds convenience, while the spacious covered understory--complete with a workshop and storage area--is perfect for housing all your fishing and boating gear.Located just one hour from Miami International Airport, this tropical paradise offers the perfect blend of exclusivity and accessibility.

$2,390,000
Key Colony
Coury Subdivision   - MM: 53.50
5 Bed, 5 Baths, 2,347 SqFt Days Listed: 133
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Discover the ultimate Florida Keys retreat at this stunning waterfront estate in Key Colony Beach. This 5 bedroom, 3 bathroom home blends tropical elegance with modern luxury, offering an unparalleled coastal lifestyle.A lushly landscaped entrance welcomes you to an open-concept living space with soaring ceilings, large windows, and seamless indoor-outdoor flow. The gourmet kitchen boasts stainless steel appliances, custom cabinetry, and a spacious island, perfect for entertaining.Step outside to your private paradise featuring a resort-style pool, spa, and expansive patio surrounded by lush greenery. A private dock with deepwater access makes this a boaters dream, providing quick access to the Atlantic and Gulf.The primary suite offers a spa-like en-suite bath, while spacious guest rooms ensure comfort for family and friends. Additional amenities include a two-car garage, high-end finishes, and a prime location near pristine, dining, and world-class fishing.Whether as a primary residence, vacation home, or investment, this waterfront oasis delivers the best of the Florida Keys lifestyle.

$2,395,000
Marathon
Crains Subdivision   - MM: 58.00
4 Bed, 4 Baths, 2,433 SqFt Days Listed: 51
-4.01% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Casa de la Playa -- Your Private Keys Retreat on Grassy KeyIf youve been dreaming about owning a private beach house in the Florida Keys, Casa de la Playa is calling your name. Set on over half an acre of lush, tropical grounds, this waterfront home on Grassy Key delivers everything you love about island living -- wide-open ocean views, your own sandy beach, and plenty of space to relax and entertain.From the moment you pull into the long, palm-lined driveway, youll feel the world slow down. Inside, this bright and breezy home features 4 large bedrooms and 4 bathrooms, perfect for family getaways or hosting friends. The open living area and kitchen (complete with stainless steel appliances and a huge island) make gathering easy -- and those panoramic water views from almost every room will never get old.Step out onto the spacious second-level veranda, and youve got the ideal spot for morning coffee, lazy afternoons, or sunset happy hours. Down below, your backyard paradise is ready: a sparkling private pool, a full sandy beach you can actually use, and tropical landscaping that feels like a resort -- complete with irrigation and lighting.Other major perks? Brand-new impact windows and doors, durable Hardi Board siding, and tons of parking for your boat, cars, and toys.Whether youre looking for a forever home, a vacation getaway, or an investment that guests will fight to book, Casa de la Playa checks all the boxes. B&BATVAI

$2,395,000
Lower Matecumbe
Port Antigua   - MM: 74.50
2 Bed, 2 Baths, 1,228 SqFt Days Listed: 90
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.Concre

What does everyone want? The smallest house in the best neighborhood! This is the one! This home has been beautifully updated and is being sold furnished including kitchen wares, dishes and linens. Dont worry about the weather, impact windows and doors have been installed throughout including the 3 skylights in the concrete roof! The pleasing open floor plan will easily accommodate your friends and family and triple sliding glass doors open to the second floor terrace. A separate laundry room is conveniently located by the kitchen. Both bedrooms have sliding glass doors to an open terrace that let in lots of natural light. Downstairs youll find ample storage and a 70 ft. concrete dock with fishcleaning stand and boat lift. The yard is very low maintenance with river rock in the front with a nice concrete driveway and artificial turf in the back. This is the one youve been waiting for, easy Keysy living in Port Antigua!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-17-2025.
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