All Islamorada Waterfront Homes for Sale

''Sunset Haven'' This absolutely delightful and serene Florida bayfront beauty will take your breath away the moment you walk in. Delightful double primary ensuite layout...

Experience the Ultimate Coastal Lifestyle at 107 Spoonbill - Your Oasis Awaits!Discover the epitome of coastal contemporary luxury in this breathtaking brand-new 4 bedroo...

Stop paying condo fees! Here is a delightful 2 bedroom 2 bath up with 1 bedroom 1 bath down with 34ft of concrete seawall for boat on the water. Seller has tastefully fe...

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #10 is an end unit with...

Welcome to Venetian Shores! This home is ready for the next family to call it their home in the Keys. 2 living levels on separate floors let the family spread out. The...

Concrete bunker of a home on 2 waterfront lots. 120 ft of concrete dockage on the water. This home is almost 2 ft above flood with a concrete roof. Large open living area...

Gorgeous completely remodeled all-concrete home located 5 houses in from the bay. This home has recently undergone a full renovation and features a pool, concrete roof, i...

Experience the unparalleled appeal of FairWinds, nestled in the heart of coveted downtown Islamorada. This exceptional oceanfront estate is a distinctive and idyllic beac...

Located in downtown Islamorada, this beach front estate reflects the barefoot elegance, breezy carefree lifestyle, privacy, seclusion, and amenities requisite for an idea...

An enchanting ocean front home in the heart of Islamorada, complete with private lush tropical gardens, sandy beach, and captivating views of the gin clear waters that th...

Here's a delightful new listing that just landed on your horizon: Nestled within Plantation Key Colony at mile marker 91 on the bayside, this single-family gem offers a ...

Whooo Hoooo! This is the one you've been waiting for! On Fontaine Lake looking the length of the basin with immediate ocean access and quick bay access through Tavernie...

Welcome to Ocean Drive! This exquisite waterfront property is in the charming enclave of Tropical Atlantic Shores, where paradise awaits you. Nestled along a deepwater ca...

Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom...

OCEANFRONT GEM!! This stunning Islamorada home offers breathtaking open ocean views with 94 feet of protected dockage on an oceanfront canal. As you enter this three-be...

Whether this will be your permanent residence or a summer home, prepare to live the island life in a much more luxurious way! Located in LoKey Estates, the home features ...

Nestled in the panoramic setting of Islamorada, Florida, the brand new construction at 87895 Old Hwy offers a premium blend of luxury, privacy, and elegant island living....

Mini Oceanside Estate with TWO lots! This home and property offers a great opportunity to get the deep water dockage you need and the lovely 4 bedroom and 4 bath you want...

Oceanside Boaters Delight! This home and property offers a great opportunity to get the deep water dockage you need and the lovely 4 bedroom and 4 bath you want. This sp...

WATERFRONT HOME in desirable Plantation Key Colony with immediate access with to the Gulf of Mexico to enjoy backcountry fishing or a nice waterfront restaurant for lunch...

Brand New Waterfront Home. Home is still under construction and ready for buyers finishing touches. This 4/3 offers 2,720sqft of A/C space plus an above flood 1 car gara...

Best boating in the Keys! Venetian Shores canalfront 4 bed/4 bath home with 70 ft. dock, new pool, new poolside tiki hut and new 15,000 lb. boat lift offering near instan...

Welcome to Islamorada Luxury Living! Picture yourself basking in the warm, balmy breezes while being treated to the most glorious sunset views from not just one, but two ...

Beautiful New construction 3BD/3BA in Plantation Key TAVERNIER (or Cayo Tabano as it is called by the Spaniards) is a small island about 2 miles from the Southwest of Key...

Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway t...

Prestigious Plantation Key Neighborhood.***6bd/4ba*** Concrete--75-- Feet Dock/Trex - Extra Deep & Wide 100ft Canal--- You cannot beat the direct Florida Bay access and e...

CANALFRONT HOME ON DOUBLE LOT IN PLANTATION KEY WITH 100-FT OF CANAL FRONTAGE!!! This adorable 3 BDRM/2 BATH home is located in the desirable Plantation Key Colony neighb...

Behold this exquisite oceanfront pool residence, which has been flawlessly renovated. Nestled in a remarkable location with direct access to a sandy beach and a private d...

Absolutely adorable in Venetian Shores - with permanently assigned boat slip in private marina just around the corner. All new kitchen, baths, porcelain tile flooring and...

Introducing a stunning, fully remodeled, canal front home, situated on an oversized corner lot offers incredible boating access & unbeatable proximity to everything you n...

Sparkling clean and updated from top to bottom, this masonry home with concrete roof, pool, carport, fence and electric gates with 50ft of shoreline and dock await your a...

Never before on the market, Piece of Quiet is now for sale. On a quiet basin in Safety Harbor with peek a boo bay views, this house is the epitome of a relaxing Keys lif...

Take advantage of this amazing opportunity to purchase a highway to bay property on Plantation Key! Make this your bayfront estate and enjoy all that Islamorada has to o...

This is the one you've been waiting for!! Tastefully decorated with a tropical flair and comfort in mind, this home is being sold furnished. Just bring your toothbrush!...

Ready to relax and enjoy the laid back lifestyle of the Florida Keys? This Islamorada canalfront home offers not only 65 ft. of deep water dockage, but rare access to one...

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #2 has ocean views from...

Islamorada's finest! Bespoke Bayfront home completely remodeled by Islamorada's premier custom builder. No expense was spared ! This 5 bedroom 4 1/2 bath tropical paradis...

Rarely available BAY FRONT HOME with unobstructed SUNSET/BAY views. Tucked away on a quite private road in the prestigious ''Sunshine Estates''community located on Planta...

Location, Location. Rare opportunity to own just under half an acre on desirable Upper Matecumbe Key. Park the car! You won't need it. Secluded yet in the heart of ...

Discover a Serene Oasis: Custom Built Cedar Home with Pool, Ocean Breezes, and Unrivaled Privacy! Welcome to a hidden gem where tranquility meets breathtaking ocean views...

Picturesque Oceanfront Estate in Downtown Islamorada! This all concrete home offers amazing panoramic ocean views, beautiful white sandy beach, 4 bedrooms & 4 bathrooms, ...

Stunning new construction 4 bedroom, 3 bath home in highly sought-after Venetian Shores subdivision. 3 bedrooms and 2 baths upstairs with an open and inviting kitchen/liv...

If you're looking for a run-of-the-mill, rectangle of a house, stop reading now. This unique home, custom designed and built by an architect, takes full advantage of its ...

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #12 is an end unit with...

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #1 is an end unit with ...

NOW COMPLETE!!! Introducing the highly anticipated Peaceful Palms development, comprised of 15 high-end, new construction, ocean front units. Unit #9 is one of the jewels...

MOTIVATED SELLER ! Experience the ultimate in Beach House living at this stunning 5-bedroom, 4-bathroom residence situated on one of the ONLY private white sandy beaches ...

Absolute showstopper with 150' of frontage overlooking some of the most pristine bay waters the Keys has to offer. Complete nut and bolt renovation with no corners cut. D...

Welcome to a world of exquisite oceanfront living at 'Isla Morada Estate', this extraordinary estate boasts not just a home, but an experience that transcends ordinary li...

A true hidden gem in Islamorada's White Marlin Beach subdivision! Fully fenced, this property holds a delightful orchid house and charming screened porch with constant o...

Panoramic ocean views and deepwater, protected dockage are yours at this private oceanfront compound. Two rare covered boat slips plus ample canalside dockage, observatio...

Brand New Ocean Front Estate in Progress. This Gorgeous New property is a 4 Bed/ 3 Bath Home Featuring a Spacious 2,880 A/C living space, Elevator, and a 2nd Floor Elevat...

Brand New Ocean Front Estate in Progress. This Gorgeous New property is a 4 Bed/ 3 Bath Home Featuring a Spacious 2,880 A/C living space, Elevator, and a 2nd Floor Elevat...

Spectacular new construction in Plantation, Be the first to enjoy this incredible property that was built with the best quality materials, such as metal interior doors th...

Impeccable at first sight was my first impression of this recently remodeled, upgraded and updated 3 bedroom 3 bath masonry home about as close to the ocean as one can ge...

Who says we don't have beaches in Islamorada? Try this 5 bedroom 4 bath masonry home with 2 lane lap pool, elevator, garage, observations pier, large chickee, sandy beach...

Bring your yacht, center console and skiff to the ultimate boaters paradise. A rare opportunity to own 200ft of water frontage in the highly coveted Venetian Shores commu...

A fantastic opportunity to design the finishing touches of your dream home in an exclusive, gated enclave on the Atlantic Ocean. The shell of Oceanside House 6 is nearly...

Three waterfront lots that total 180 +/-feet on the canal for a total of 19,800 +/- sq.ft lot. Solid concrete home, even the roof, the home is above base flood by almost ...

Welcome to 246 S Coconut Palm Blvd. This home offers a fantastic location for easy Keys living with plenty of room for family and friends along with 132' of dockage. Sit...

Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with capti...

Welcome to your own slice of paradise in the Florida Keys. As you enter through this gated property, you'll find this truly one- of-a-kind 3 story, 3 bedroom, 3 bath, al...

Experience the original elements of the Florida Keys way of life at Kids Cay. Now being offered for the very first time, this one of a kind legacy property boasts three c...

Location and a View! Extremely rare Venetian Shores Snake Creek property with the premier boating location in the Florida Keys AND a direct sunset view! This multi-genera...

White Marlin Estate. Florida Keys oceanfront residence located on Islamorada's prestigious Millionaires Row. The recently remodeled expansive home with new 2-story additi...

Venetian Shores Paradise! Totally Remodeled Resort Style Home! Walk through the front door and feel the Keys Vibe! Everything has been remodeled including the kitchen wit...

COME EMBRACE the spectacular ocean views, breathtaking sunrises and sunset skies at this rare opportunity to own a piece of paradise in the FL Keys with 100' of private s...

''Southern Shore'' - Construction is complete on this contemporary coastal residence with 180 degrees of unobstructed Atlantic views. The luxuriously designed home with d...

Gorgeous all-concrete canal front home located in one of the Upper Keys most sought after neighborhoods - Venetian Shores. Completely remodeled in a mid century contempor...

NEW ROOF INSTALLED! Are you looking for a luxurious escape? This great waterfront home in the prestigious Port Antigua neighborhood of Islamorada is just what you need. W...

ENTICE YOUR SENSES with stunning unobstructed Atlantic Ocean views right out your backdoor of this inviting 2bd/2ba POOL HOME with DOCKAGE and a large peninsula/jetty! TW...

ENTICE YOUR SENSES with stunning unobstructed Atlantic Ocean views right out your backdoor of this inviting 3bd/2ba POOL home with DOCKAGE and a large peninsula/jetty! N...

Casa Oceana is a secluded oceanfront estate on Millionaire's Row that satisfies the senses and eases the soul. With 250 ft. of private oceanfront, 360 roof terrace to wat...

Welcome to the Beach House, offering forever ocean views from Lower Matecumbe Key. This 4 bedroom / 4 bath home with 3,200sf of living space plus an additional 1,600sf of...

Prime location! Rare bayfront property in a private gated community located in the heart of downtown Islamorada with gorgeous sunset views, private pool and dockage! This...

Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two new boat lifts (16,000 lb. and 10,000 ...