All Islamorada Waterfront Homes for Sale

TAVERNIER CREEK SPLENDOR IN THE KEYS! Meticulously maintained 5B/3B concrete home with easy bay & ocean access in premier area of Kahiki Harbor directly on Tavernier Cree...

Venetian Shores canalfront home with 100 ft. dock & Private Sandy Beach offering great views of the direct channel/ instant access to the Ocean/ Bay. This 4B/2FB/1HB Tri...

BEAUTIFUL TRI-LEVEL WATERFRONT HOME in desirable Plantation Key! Custom built with lots of curb appeal featuring a spacious open living floor plan, gourmet kitchen with b...

DUPLEX RENOVATED WATERFRONT 75 FT DOCK with 2 SEPARATE ENTRANCES: 3BR/2BA FULL KITCHEN UPSTAIRS and 3BR/2BA FULL KITCHEN PERMITED LEGAL DOWNSTAIRS. EXCELLENT RENTAL INCOM...

Great oceanfront location. This property was impacted by Irma and is in need of repairs. Main house is a 3/3 with pool overlooking the Atlantic. The second home is a sma...

Keys living at it's finest with this freshly renovated canal-front home. Enjoy the best of both worlds with direct ocean access and bay access via Tavernier Creek. This h...

Escape to your own sandy beach, gated for secluded privacy, this 3 bedroom 2 bath home offers open ocean views from the master bedroom, spacious porch and guest bedroom, ...

Concrete Home, Concrete Roof, Concrete Boat Dock on Treasure Harbor. There are 2 Parcels - Tract A- waterfront parcel - Concrete dock fronting on Treasure Harbor. Dock ha...

Never before on the market! This magnificent Port Antigua home on a double lot provides approximately 153 linear ft. of dockage. Enjoy beautiful bay views from this custo...

BEACH RESIDENCE: The Beach house at Tarpon Point is brand new and as aptly named overlooks the beach area and ocean. Tucked away you will find this spacious 4 bedroom, 4....

Don't miss this unique property with 2 homes, deep water dockage and a pool on over an acre of land! Create your private compound on the island of Lower Matecumbe in Isl...

Never before on the market. Enjoy beautiful bay views from this custom built Port Antigua pool home which is being sold fully furnished including the golf cart! Bring y...

Be the FIRST to live in this just completed pool home with BAY VIEWS and 134 ft. Of dockage in Port Antigua. Located only 1 lot from the bay, this home exemplifies Coast...

FairWinds~A unique two acre oceanfront estate, discretely situated in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, along wi...

Fisherman's Dream! This Elegant remodeled TURN KEY canal front home located in Lower Matecumbe Key, Islamorada provides an atmosphere of relaxation. 5 BDS / 3 BTHS all ab...

This one checks all the boxes for your quintessential Keys home. All concrete construction with concrete roof, new impact windows and doors, 60' concrete dock, and a poo...

Immaculate Canalfront home, 3 bedroom/2 baths in desirable Plantation Key Colony, a great family neighborhood. Granite counter tops and stainless steel appliances, new ...

Beautiful concrete oceanfront estate in coveted Lower Matecumbe Beach. Large lot of over a 1/2 acre, plus submerged lands parcel. Enjoy endless water views and bask in na...

Virtual showings available. Must see home! Tastefully remodeled, waterfront home on Plantation Key in Islamorada. 3 bedrooms, 2 bathrooms all upstairs on one level with 1...

Tranquil canal front 3BR/2.5BA stilt home in Key Largo! Your oasis awaits you! This newly renovated home features a light and bright open living concept with a grande siz...

Venetian Shores all concrete 3/3 home with 70 ft. dock, new 20,000 lb. boat lift and expansive fenced backyard with large pool. Impact windows and doors, updated kitchen...

Wow! This stunning 6 Bed / 7 Bath canal front, concrete home with a pool and an assigned marina slip (#7) located right on the bay is the perfect home for a large family ...

Welcome to Coastal Sol! Located on Lower Matecumbe Key in Islamorada. This home captures the ocean views and prevailing winds. Situated on a canal and at the end of the s...

Oceanfront, custom concrete luxury home, offering 85.5ft. of protected dockage! Beautiful Waterfront Pool and Spa! Unobstructed Sunrise Views, beautiful Kitchen, Impact D...

Prestigious Venetian Shores! 70 ft frontage on deep & wide open water canal. Enter this lovely home through first floor foyer. Second floor has spacious open concept fl...

FLORIDA KEYS FINEST! Located in Prestigious Venetian Shores three stories solid concrete construction 5 bedrooms, 4baths, with expansive open living area that leads to a ...

Crisp and clean and fresh off a complete renovation, you will love where the home is located on an open basin with views down the canal and no one across from you. This a...

ISLAMORADA SUNSETS IN BAY HAMMOCK! Enjoy bay & sunset views all year from all 3 levels of this custom built 4B/4.5B residence in a secluded gated community on Upper Matec...

Keys Island Home in sought after location in Islamorada with direct access to the Florida Bay! This fantastic turn key home is ready for you to move in and start fishing ...

Impressive new construction home in the very attractive community of Port Antigua in Islamorada. No detail overlooked with impact windows/doors, luxury high-end custom fi...

Boater's dream! Beautiful property located in very sought after Venetian Shore, 1 of the best spot in the FL Keys for boating & fishing. The property boasts 70 ft frontag...

PRICED BELOW MARKET VALUE! This prestigious Venetian Shores home needs a new owner! Located 6 houses from Snake Creek with direct bay and ocean access, a boater's dream. ...

2020 new canal front Islamorada home. This home offers beautiful designer features throughout every room in house. Kitchen offers white quartz counters & breakfast bar, s...

Canal front Property in prestigious Venetian Shores! Large 7000 sqft Lot, seawall under 8 yrs old with 70 ft concrete dock and two 50 amp electrical outlets. Located on...

Italian Architectural Masterpiece., surrounded by Brand New Multi Million Dollar Homes. Grandfathered in Horseshoe shaped Yacht Basin. , Elegant Pool with attached Waterf...

Canal front home in Plantation Key Colony, 2 bedrooms, 1 bath upstairs and 1 bedroom, 1 bath studio downstairs, with over 1400sf combined. New metal roof in October 2019....

As you walk in the main entrance you experience the PANORAMIC views of the Atlantic Ocean, perfectly framed by wide open windows and sliding doors. Plantation Shores in...

This wonderful Canal front home is located in White Marlin Beach & has a option to be sold with adjacent 70x100 lot. Mls# 589399. This wonderful home is a private oasis &...

Port Antigua waterfront home offering 3 bedrooms and 3 full baths and 65 ft of dockage. A true Keys Fish Camp with wood beam ceilings, enhanced stone covered walls, CBS...

Deep water dock and ocean views. Concrete home set on an oversized lot on prestigious Sapodilla Drive includes 2 bedrooms and 3 bathrooms upstairs and a 1 bedroom 1 bath...

WELL-MAINTAINED CANALFRONT HOME in Plantation Key offering 60' of concrete dockage with boat lift and large boat ramp. Immediate bay access and easy ocean access. Comfor...

Gorgeous Venetian Shores charmer priced to sell. Seller says bring all offers. Captivating island living in large open concept home designed for entertaining as well as f...

Celebrate sunset views EVERY night from this beachfront Port Antigua home which also has dockage across Costa Bravo Dr. on the protected canal. The main living level boa...

Sunrise on Sunset!Sweeping views to the open ocean from this super sturdy concrete home with concrete roof. Stately home sits on a double sized lot and fronts a real & ra...

Sunrise on Sunset!Sweeping views to the open ocean from this super sturdy concrete home with concrete roof. Stately home sits on a double sized lot and fronts a real & ra...

Expansive oceanfront family estate compound never before offered for sale! Known as ''Plantation House,'' this unique property was once the star of the Islamorada Tour o...

Introducing Bunny Key, an extraordinary historic Islamorada oceanfront plantation. Once you enter the gate you will be entranced by the prettiest beach on the island of I...

This island style beach house is a quintessential Florida Keys property offering a casual and easy living open floor plan. This Tollgate Shores home is complete with a sp...

This 3 bedroom 2 bath home in the sought after location of Lower Matecumbe in Islamorada boasts over 50' of dockage, 4,000 lb boat lift and a private boat ramp! Immediate...

Exceptional Venetian Shores home with 100ft. dock and views of Snake Creek! Move right in to this 5 bedroom beauty with an ELEVATOR! Featuring a private master suite on t...

Welcome to Blue Harbor! This property has been totally renovated and offers over an acre of land, 200ft of dockage, and a spectacular pool. Exceptional in every way, this...

Premier newly completed luxury residential project located on a much sought after large parcel with over with just under a builder's acre of property on Lower Matecumbe K...

Remodeled and meticulously maintained waterfront home in Plantation Key Colony. The residence features two bedrooms and two full bathrooms upstairs and a full bathroom an...

Stunning Beachfront Estate & Income Property! A successful weekly vacation rental, 'Turtle Nest Estate' has achieved an average gross income of $200,000/year so this prop...

Key West style home in the ''fishing capital of the world'' on one of the most beautiful streets in Plantation Key Colony in the very desirable Village of Islamorada. Thr...

Experience Florida Keys charm in this Seaside cottage retreat in the heart of Islamorada. Offering an island-style main house with 2 bedrooms and 2 baths, wrapped by a gr...

Spacious waterfront home on ocean side of Lower Matecumbe offering immediate access to the Atlantic, the reef and some of the Keys best access to fishing and water activi...

This is a well-appointed solid concrete home dotted with craftsmanship and taste in desirable Venetian Shores. Two new A/C's in March 2020. Canal views from western facin...

OCEAN VIEW GATED ESTATE WITH POOL, BEACH & DOCKAGE! This beautiful resort style ocean view home is situated on a point lot with over 1/2 acre of land offering over 4,000 ...

Venetian Shores 5 bed/4 bath home with 70 ft. dock just a minute to Snake Creek for instant ocean and bay access. Super clean, 3,729 s.f. home is nicely maintained and re...

After a long day of fishing and boating fun, you can retreat to this fabulous Venetian Shores home. Located only 1 house from Snake Creek, you can cool off in the pool or...

Islamorada stunner that checks all the boxes all the way down to the putting green! This 3-bedroom, 3-bathroom home offers a 2/2 + office up and a 1/1 guest quarters down...

Exclusive Bayfront Home in Islamorada. This extraordinary home is truly a tropical Keys paradise, surrounded by a spectacular protected boat basin. This fabulous home fea...

Only the finest of materials, appliances, whole house systems and true attention to detail make up this custom-built bayfront estate which exemplifies all the best in qua...

COCOMO'S is a picturesque, and tropical, island retreat, on a beautiful 3-acre ocean-front estate, just a short walk away from the art district in Islamorada. This proper...

Welcome to the Nauti Reel! Enjoy ground level living, on a canal in Islamorada. This CBS home offers 1500sf of living space with 2 bedroom / 2 bathrooms + a bonus room, t...

Rare Opportunity! First Time Offered! Very Unique ''Tree House'' with Panoramic Bay Views, protected dockage, and lots of Old Florida charm! Home is located at the end of...

CBS home Plantation Key Colony! 3/2 down with bonus rooms, walk in pantry and large laundry room/tool room. 1/1 guest quarters upstairs (addition done in 1992). 83 feet o...

Centrally located. Quick boating access to Tavernier Creek with Ocean & Bay Access.Open living room, kitchen & dining area with 2 bedrooms and 2 baths upstairs. Downstair...

OCEANFRONT! End of road compound with 220' concrete, canal dockage with two boat slips. Unique single family structure with two separate yet attached living quarters. The...

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This unique oceanfront home is situated on one of the most ideal locations on Lower Matecumbe. As you enter through the custom mahogany doors, you find a re-modeled kitch...

CBS home PLUS adjacent lot in Port Antigua! This home has 140 ft. of canalfront which includes a boat ramp, a poured concrete roof and a great open floor plan. With 3 bed...

MAKE YOUR LIFESTYLE CHANGE AT PINEAPPLE PLANTATION! Are you ready for year around sunsets and panoramic bay views from this elegant custom built home? Start by entering t...

Natural Beach Oceanfront Estate - enjoy the barefoot elegance of this custom Poured Concrete GREEN island home. Featured in Fine Home Building & Natural Home magazines, ...

PLENTY OF ROOM TO LAND YOUR HELICOPTER! Almost an ACRE of Oceanfront property with dockage, pool and garage!! This unique oceanfront peninsula on Lower Matecumbe is just ...

Waterfront Home, Concrete Construction with dockage! This home has 3 bedrooms and 2 baths, Open floor Plan, granite & stainless kitchen, large screened porch overlooking ...

Simply exquisite spacious & gracious 4 bedroom 3 bath luxury home in one of Islamorada's premier waterfront communities, Port Antigua. Masonry construction, completely up...

GORGEOUS UPDATED 3/2 WATERFRONT HOME IN PLANTATION KEY COLONY. THIS HOME UNDERWENT A FULL RENO IN 2018. THE HOME HAS BEAUTIFUL CATHEDRAL CEILINGS, BRAND NEW METAL ROOF, F...

When only the best will do! Looking for a wonderful family home with an elegant waterfront pool and great dockage? This is it! Beautiful three story concrete fortress in...

Boating Dream! Canalfront home in Islamorada's premier boating neighborhood, Venetian Shores. Enjoy immediate ocean AND bay access from this move-in ready, all concrete...

This home is a MUST SEE! Ocean views from the rooftop deck and protected dockage in a wide, clean harbor. Located in Treasure Harbor, this home has your dream boating l...

Just what youv'e been looking for?A Keys get away w/immediate access to ocean, the reef, off shore fishing, close to Indian Key Fill Cut to strike out into the back coun...

With this canal home you can be on Island Time All the Time. Just Remodeled and Updated. New Kitchen, Baths, Floors, Ceiling Fans, A/C, Roof. Bayside canal front just min...

Tucked away on two exquisite oceanfront acres with sandy beach is this perfect island retreat. Lush tropical gardens with tall coconut palms cocoon the 5 bedroom, 5 1/2 b...

Remarkable ocean views from this Islamorada Beach House. Enjoy sunrises and the sandy beach backyard; located on Seat Oats Beach, a mile-long sea turtle nesting beach, wi...

ESPRIT - Architecturally modern residence encased in majestic tropical gardens that awaken the senses and are host to monarch butterflies, jasmine, gardenia, and birds of...

Through a long winding and manicured driveway off of the Old Highway you will enter this exquisite Seaside Villa located on Plantation Key in Islamorada, FL. Sitting on 2...

CANALFRONT HOME IN DESIRABLE PLANTATION KEY! Well-maintained 2bd/2ba up and a spacious 1bd/1ba full apartment down. Large screened porch upstairs. Inviting entertaining...

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! Nearly o...

Inviting contemporary beach house with stunning unobstructed ocean views from every room. This private gated beachfront setting offers an open great room, beautifully app...

Location is what it is all about...ease of access to the ocean or the bay by boat from your backyard...solid CBS construction including the roof...ready for a new owner. ...

MAGNIFICENT OCEANFRONT PARCEL WITH JUST UNDER 3 ACRES on Windley Key in Islamorada. This property boasts a huge, IRREPLACEABLE, DEEPWATER boat basin to house and protect...

Premier Waterfront Neighborhood, Venetian Shores! Custom built, solid concrete construction home with newer metal roof, featuring 2254 sq. ft. of living area, offering 3...

Islamorada Venetian Shores 5BD/5BA with 100' dock and boat lift! This one has it all including a custom pool with spa and waterfall, elevator to all three floors and a t...

Luxury Waterfront Islamorada Pool Home with Dockage & Elevator! This solidly-constructed, completely custom 4BD/4BA was meticulously designed with high-end finishes and a...

Extraordinary canal front home! This stylish all concrete home features the rare combination of 5 bedrooms and 5.5 baths. Imagine entertaining guests in the chef's kitch...

Perfect opportunity to build your dream home in the Florida Keys on a 3 lot parcel in the Village of Islamorada. This property consists of 3 buildable lots with an existi...

Perfect opportunity to build your dream home in the Florida Keys, Village of Islamorada. Adjacent buildable lots on either side available For Sale for a total of 102,802S...