All Islamorada Waterfront Homes for Sale

SOLID CONCRETE CANALFRONT HOME located in a desirable subdivision! Spacious 3bd/2ba up and legal 1bd/1ba down with separate family/game room. Upstairs has updated kitche...

Nestled in six tropical acres on the bay in Islamorada on Lower Matecumbe Key is this rare parcel boasting almost 600 ft. of white sand beach with dockage. This spectacu...

Private sandy beach and dockage( which was destroyed in Irma but can be rebuilt according to Glen Boe Engineering.) Huge 1966 rambling concrete home with forever bay view...

This essential beach house is steeped in history, and offers a relaxed yet captivating coastal comfort. Offering a life of no rules, expectations or protocols, this home ...

A Fishermans Dream! Spacious waterfront home on Indian Waterways canal. 3 bedrooms and 2 bathrooms upstairs and a legal above flood 1 bedroom 1 bath apartment downstairs....

This lovely Port Antigua home offers 2 bedrooms and 2 baths with a split bedroom layout as well as an independent lower level 2 bedroom 1 bath with a kitchenette. Locate...

Beautifully Remodeled 2 Bed/2 Bath Canal Front Home Offering Quick Ocean Access via Tavernier Creek. CBS Construction featuring a Concrete Roof. Home Boasts Spacious Bac...

Resort style home! One of a kind property located on two oversized lots bordering private airstrip & steps from private marina (2 boat slips offered with this property). ...

Desirable & Affordable Venetian Shores Home! Beautifully remodeled and ready to move in, offering 3 bedrooms & 2 bathrooms on the upper level, with a nice open floor pla...

Waterfront Pool Home Tastefully Updated Located in Desirable Venetian Shores! This beach style home just went under a beautiful renovation offering 3 bedrooms & 2 bathro...

AMAZING PORT ANTIGUA HOME ! This completely remodeled home features an open floor plan with a beautiful huge kitchen and a center island. The 3 bedroom and 2 bath are loc...

Concrete canal home in popular Plantation Key Colony neighborhood. The home is on a cul de sac and offers privacy from the street. Drive into the property thru electric...

Bring all offers! Motivated seller says SELL! Captivating island living in large open concept home designed for entertaining. One floor design for ease of living and g...

Treasure Harbor in Islamorada-Concrete home with Concrete Boat Dock situated on large Corner lot offers 2 bed/ 1 bath up and 1 bed/ 1.5 bath down. Large open living area ...

Serene Island LivingThis canal front home Offers a spacious open floor plan with high ceilings and an abundance of glass sliding doors that open onto the expansive screen...

Ted Williams Estate. This iconic estate has a place in Islamorada's history and is where old Florida charm meets contemporary living. This estate has it all, a fascinatin...

This spectacular bay front home with basin docking, sandy beach and pool is definitely modern ''Coastal Chic''. Recently renovated optimizing modern open space and sunset...

Once you enter this 'end of the road' property, you will experience a unique ocean and canal front getaway. The main house, with 3 bedrooms and 3 baths, features 180 degr...

Need a place to Dock your Yacht! Solid Concrete Home with 100 ft. of Dock! This beautiful home offers a nice open floor plan with 2 bedrooms & 2 bathrooms on the main lev...

WATER WATER EVERYWHERE! Corner canalfront lot offering 145 ft of concrete dock on 2 canals at end of cul-de-sac. All concrete stilt 3B/3B home with 2B/2B upstairs, multip...

One-of-a-kind estate property cloistered on over an acre of land offering 160 ft. of white sandy beach and 37.5 ft.of protected dockage that has direct ocean access. The...

Villa Morada. Enjoy the phenomenal Islamorada lifestyle in this just completed Home! Everything New! 3 Bedrooms / 2 Baths upstairs and lovely, legal 1/1 guest suite, dow...

BEAUTIFUL BAYFRONT PROPERTY in desirable Lower Matecumbe! Concrete 2-story home offering 3bd/2ba up and a legal apartment down, all remodeled since Irma. Relax in the ope...

Waterfront canal home with 60' dockage in Islamorada. Come see this charming home in Indian Waterways with 3 bedrooms/ 2 baths upstairs, screened porch over looking canal...

The Heron House at Tarpon Point overlooks the ocean front pool and offers open water ocean views. This spacious 4 bedroom, 4 bath home is well appointed with custom cabin...

EGRET Residence: Brand new construction! This oceanfront home is stunning! The Tarpon Point community is gated and lushly landscaped with amenities such as oceanfront poo...

This oceanfront property offers endless open water views with a spacious open floor plan and has been totally redesigned with a clean and simple beach cottage sensibility...

Introducing ''Manatee Pass''- The ultimate in modern luxury designed and built by prominent locally acclaimed interior designer. Superbly finished with only the finest ma...

ATTRACTIVE HOME IN PRESTIGIOUS VENETIAN SHORES located on a plugged canal with a DEEP-WATER BOAT SLIP at nearby marina(#3) offering immediate ocean/bay access. 3bd/2ba up...

CANALFRONT, SOLID CONCRETE home in Plantation Key situated on a wide open canal making it easy to turn a larger boat around. Easy ocean and bay access.2bd/1ba plus an exp...

This gorgeous island-home in Venetian Shores is a must see. Remodeled with custom details that will have you falling in love from your first step into the foyer . 3 Bedro...

Concrete construction, lower level guest quarters, 70 ft. of deep water dockage! This home has 3 bedrooms & 2 bathrooms on the main level, and a 1 bedroom, 1 bathroom l...

Most affordable waterfront home in Islamorada! 60' of dockage at the L of a nice canal. Excellent bay front homeowners' park for nightly sunsets. CBS, completely remodele...

Updated CBS waterfront home with pool in desirable White Marlin Beach. 3/2 up and large downstairs with non-conforming bathroom down. Summer outdoor kitchen, tiki, impact...

Looking for ''Turn Key'' Waterfront, Concrete Construction, fully furnished, located in prestigious Venetian Shores, with boat slip #41 in Marina! Open floor plan, stain...

OCEAN VIEW GATED ESTATE WITH NEW 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,...

This Quintessential Keys Cottage in Safety Harbor has 200 ft. of dockage. The home has been owned by the same family since 1988 and it is now time for a new family to ma...

2018 REMODELED Sunshine Estates Bayside concrete harbor home close to Florida Bay with Bay views from the porches! Classic and contemporary upgrades to this rare basin ho...

Spacious family home on deep water canal with direct ocean and easy bay access. This 6 bedroom/5 bath home has room for family and friends to enjoy all the Florida Keys l...

Waterfront, Dockage, Pool, Ocean View and Beach Access, this ''Beach House'' has it all! Updated Upper level has two bedrooms and two bathrooms, with lovely screened porc...

Desirable Venetian Shores! Solid Concrete Home priced to sell! The upper level has 2 bedrooms and 2 baths, nice open floor plan, with high ceilings, and a great waterfron...

One Acre Oceanfront Residential Property being sold ''as is''. House & sea-wall suffered major damage from Irma rendering the house currently uninhabitable & most likely ...

Prestigious Venetian Shores, 3rd lot in from Snake Creek and 100' of dockage. This 5 BD/ 5.1 BA + office (6th BD) home offers over 4,000sf of living space - ALL PERMITTED...

Ocean and Bay views from this 4 bedroom 4 bathroom custom built canal front home. This concrete home has over 4000 square feet of naturally lit living space. Main livin...

Enjoy the ultimate in modern luxury at this architecturally striking brand new home in Port Antigua. This custom built home was designed with meticulous attention to eve...

This Port Antigua home has an open floor plan, high ceilings, granite counter tops and a wonderful layout! With travertine marble floors throughout, this tastefully fini...

LUXURY OCEANFRONT RESIDENCE IN ISLAMORADA at Tarpon Point offering captivating and incredible oceanviews! You will fall in love with this spacious 4bd/4ba custom built ho...

Tucked away in the exclusive Plantation Lake Estates private and gated community, this 3B/3B, immaculate gem is the perfect island retreat. This impressive, Islamorada ga...

Almost 100 feet of concrete dockage on this clear water canal in Port Antigua. Minutes from man canal and out to bay! CBS home on a quiet cul de sac. This tri level hom...

Rare opportunity to own a house with a large vacant lot in the exclusive ocean front gated community.Angler's reef is the perfect tropic oasis with lush landscaping, tw...

Anglers Paradise! In less than two minutes by boat or paddleboard you can be in the Bay fishing, diving, and enjoying the sunsets. Very close to Chanels 2 & 5 giving you ...

Beautifully remodeled 5 bedroom, 3.5 bath home located on a tucked away ocean front harbor in Islamorada. With an understated elegance this home boasts an interior marbl...

Open Bayfront Estate in the very heart of downtown Islamorada with dockage, separate guest house and a bayfront pool! ''The Winston'' is currently featured by AWE TV on ...

Dolphin Point is your private beach resort. The beautifully landscaped beachfront location and gracious interiors create a feeling of barefoot elegance. The open floor ...

Well-entrenched in what is locally known as Islamorada's premiere neighborhood, Venetian Shores, this spacious turn-key home is located on a highly sought after 100' wide...

One of the most unique properties in the Upper Keys. Boasting an 8 car garage and 100 ft of deep-water dockage, this exquisite, pre-firm estate has been completely remode...

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...

Opulent, alluring and meticulously detailed, this Islamorada Estate is where perfection meets the Bay ~ welcome to The Fish Ranch. Located on Plantation Key, The Fish Ra...

Stunning new construction home in the sought after Safety Harbor in Islamorada. No detail spared throughout from impact windows/doors to luxury high-end custom finishes, ...

Here is the concrete fortress you have been looking for! Concrete home, concrete roof, concrete dock and boat ramp on a big 14,442 sq ft lot. Convenient ocean to bay acce...

New luxury estate in a prime waterfront location within the highly sought-after White Marlin Beach. Boasting roughly 4,000 sq. ft., this spectacular new construction hom...

ENDLESS OCEAN VIEWS right out your backdoor of this inviting 2bd/2ba POOL home! Nearly one acre of highway to Atlantic Ocean parcel will take your breath away. Comforta...

This gorgeous, all concrete pool home has been completely renovated from top to bottom with an open checkbook, no expense spared! Originally built 1966, This home has bee...

Got Boats? This Venetian Shores 5/3 pool home is the ultimate boater's paradise, offering 170 feet of continuous dockage on the widest, deepest canal in Islamorada next ...

Owner finance possible! Need lots of bedrooms?Concrete family compound built like a bunker on canalfront double lot. Spectacular opportunity for buyer who needs lots of r...

One of the best value in Islamorada. This new 2018 CBS Homes with 3 bedroom and 2 bath, impact windows and doors, metal roof offers instant access to the Bay and the ocea...

BAY VIEWS & BOAT SLIP IN ISLAMORADA! Waterfront gated enclave of 8 single family homes in Madeira Bay centrally located in the heart of Upper Matecumbe Key. Tri-level 3B...

Islamorada Oceanfront Paradise! Entering the private gated property you will see the attention to detail that went into creating this masterpiece. This home boasts sunris...

Exquisite Waterfront Pool Home with 100ft. of Dock! This elegant home features 5 bedrooms, 4 bathrooms, including 2 master suites, rich mahogany wood stair cases, porce...

This 1971 original beach house has been entirely renovated, complete with brand new top floor master suite addition. Fresh coastal design, solid CBS, 3bed/2bath with 1/1 ...

This is the Keys Canal Home you are looking for. An awesome value with 3/2, 70 feet of brand new dock, new metal roof and newly updated interior. Plenty of space for all ...

This is a great opportunity in the center of Islamorada. Consisting of two separate side by side properties.One mulity-family and one single family. Completely re-modeled...

This is your opportunity to purchase a ready to move into Port Antigua home below $1,000,000! 75 ft. of concrete dock on the wide main canal and a tiki hut at the water'...

Beautifully Renovated Waterfront 6 Bedrooms 4 Full Baths Home, 3/2 Up and 3/2 Legal Down, with a Pool/Tiki Hut and Separate Hot Tubbeing offered TURNKEY! Park Multiple Bo...

TWO LEVEL CONCRETE FORTRESS INCLUDING CONCRETE ROOF. 3/2 up,1/1 down with separate family/game room. Upstairs has updated kitchen with stainless steel appliances and gran...

ATTRACTIVE CONCRETE HOME IN DESIRABLE VENETIAN SHORES located on a plugged canal with a DEEP-WATER BOAT SLIP (#7)at nearby marina and immediate ocean and bay access. SIX ...

Your most discriminating Buyers must see this turn key Islamorada home! Every detail in this 3 bedroom/ 3.5 bath home has been meticulously maintained and professionally ...

This is THE location in desirable Venetian Shores - one lot in from Snake Creek and easy, quick access to the Ocean or Bay. Hurricane shutters & impact windows - no dama...

This lovely home on sought after Woods Ave. in the Village of Islamorada has been well maintained by the current homeowners since their purchase in 1988. Low maintenance...

Ideal home for Keys Living in desirable Venetian Shores! Afternoon shade cools the private, tropically landscaped pool area of this 4 bedroom canal home. On the main floo...

Exquisite custom home in White Marlin Beach, Key West design with a beautifully appointed interior, and handcrafted Brazilian wood features throughout!Large separate dini...

World class fishing in your backyard! Canal front home with concrete dock and direct Atlantic Ocean access. CBS home on Lower Matecumbe in Islamorada offers 2 bedrooms, 2...

WATER'S EDGE - This custom-built home awakens all of one's senses. The Islamorada location is premier, having been chosen by the owner's parents, because of its relations...

ISLAMORADA WATERFRONT HOME LOCATED ON ONE OF THE MOST DESIRABLE STREETS IN VENETIAN SHORES! This solid concrete freshly painted home with a metal roof features over 2,700...

Enjoy astounding views as you enter this estate home with soaring ceilings and floor to ceiling windows. Offering 8 bedrooms, 6 1/2 baths set on a nearly 1/2 acre point l...

Stunning canal front home with open ocean views. Located on an extremely large canal, seconds from the open ocean. This is a water lovers dream with 85 feet of concrete...

HUGE OCEANFRONT PARCEL JUST UNDER 3 ACRES IN ISLAMORADA, large deep water basin! 600' of waterfrnot! You will enjoy this gated compound with a ground level home with many...

Beautiful ocean front pool home zoned residential estate! Over 1/3 acre of gated property with sandy beach and deep water dockage! Featuring 4 bedrooms and 3 baths in t...

Brand new exquisite construction with 204' of waterfront & 100 feet of Seawall. Modern architecture home in Port Antigua with stunning finishes thru-out this 5 bed/6 1/2 ...

This Islamorada Gem is located in a very private ocean front enclave. The open living/dining area over looks the ocean with 30' ceilings w/ floor to ceiling gallery wall...

Spectacular views and protected dockage in Port Antigua. Brand new construction with Coastal Living style and 134 ft. of protected dockage. Scheduled for completion in mi...

Delightfully Keysey POOL home in Safety Harbor with Bay Views! This home has a wonderful open floor plan and 2 large bedrooms and 2 baths. The living area opens to the ...

Ocean and sandy beach, at your doorstep, this 2 bedroom 2 bath beachfront treasure opens your eyes to the sunny side of life! The quiet one-street neighborhood on Lower M...

Put your finishing touches on this solid C.B.S. gem. 1/1 up which can easily be converted back to 2 bedrooms. 1/1 Pre-Firm downstairs. 70' of deep water dockage in the he...

Stunning waterfront home barely used and offered furnished ready for immediate enjoyment! Three story concrete home, metal roof, impact windows/doors, double carport, int...

Port Antigua! 5 bedroom, 3 bath, CBS home, on a wide deep canal with a full 75' concrete dock , 12,000 lb.boat lift and davits. 2/2 up with a spacious kitchen, laundry r...

Charming Bayside CBS home in Lower Matecumbe with lots of personality!Canal front , with a full 70' concrete dock and sea wall, on a wide deep canal , minutes from the ...

SOUTHERN CROSS! Enjoy watching the sunset cross the horizon every day of the year from all three levels of this custom residence in Islamorada's Bay Hammock. Great attent...

This gated ocean front estate is situated on over 2 acres cocooned by lush tropical gardens and features an old Chicago reclaimed brick circular driveway.The grand home o...