All Islamorada Waterfront Homes for Sale

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 100ft of concrete dockage on this clear water canal in Port Antigua. CBS home on a cul de sac, this tri level home has large 3rd floor master suite with private p...

Renovation is underway and will be finished very soon! New photos will be taken as soon as the renovation is complete.

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! This large highway to ocean parcel will take your breath away. Comfortable open living fl...

A treasure on Lower Matecumbe Key, Islamorada. This home exudes coziness, warmth and relaxation. Well appointed and exquisite use of space. ABOVE flood CBS home with 2 be...

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 ...

This Safety Harbor home is waiting for new owners to make it their own. Lovingly built by the current owners with 100ft. of concrete dockage on a wide canal with over 62...

Close to Bay, on main canal. Ready for remodeled or enlarging.

Concrete family compound built like a bunker on canalfront double lot. Spectacular opportunity for buyer who needs lots of room! All concrete house including roof w/ impa...

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...

What a view! Come dock your boat on this 75ft concrete dock. You'll have easy access to Snake Creek and Tavernier Creek for all your boating pleasure. You look out onto t...

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! Great investment property! This private gated 3/3.5 custom designed home mirrors the curved shoreline of the large, 100 foot private beac...

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 ...

Remodeled Kitchen and Bathroom. Stainless steel appliances. Impact windows and doors.Excellent Family Neighborhood,great primary residence or winter home.Large home owner...

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...

SUNSATIONAL PARADISE awaits you from this custom built and perfectly designed Bayfront home. Upon entering this lovely and inviting ground-level home, you are greeted by ...

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...

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...

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. Beautiful canal front home in Port Antigua! Modern architecture with stunning finishes thru-out this 5 bed/6 1/2 bath home. 3rd flr mast...

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 unpolished 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 dockag...

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...

Concrete home on a private cul-de-sac in Plantation Key Colony. 2/2 1500 sf open floor plan, large master suite, guest bed , bath and laundry. Screen porch off living ...

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 ...

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 ...

Waterfront canal front home in Plantation Key Colony with generous outdoor patios and interior staircase. 50 ft concrete dock and davits. 2 bedrooms & 2 bathrooms on seco...

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...

Calling all families and friends looking for two separate complete living spaces Up and Down! 4 bedrooms and 2 baths, nearly 2,000 square feet of living space. Turn Key, ...

This home has it ALL! 5 bedrooms, 3 baths, 2 boat lifts, tiki hut AND a POOL!! The open concept kitchen, living and dining areas overlook the pool and dock. The 70 ft....

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 le...

Lovely 5 bedroom / 4 full bath over a sparkling canal off Snake Creek in Venetian Shores. Pull into the paver circle drive and head out on the water. It's a boaters dream...

SPECTACULAR NEW CONSTRUCTION IN VENETIAN SHORES! 70' concrete dock on deep water canal which opens directly to Snake Creek for easy and quick access to bay or ocean; 5 be...

BEAUTIFULLY UPDATED WATERFRONT POOL HOME! This home has been completely updated offering 3 bedrooms & 2 bathrooms, impact windows, awesome outside entertaining area with...

Income Property! A successful weekly vacation rental, 'Turtle Nest Estate' is a long established rental property which has achieved $1,029,585 in gross rental income over...

SANCTUARY BEACH HOUSE- This unique Islamorada residence is supremely located on the Florida Bay with year-round sunset views. Tranquil, natural beauty embraces the beauti...

A wonderfully spacious home offering 4 bedroom/2 full bathrooms and 1 half bathrooms overlooking the peaceful canal great for kayaking, SUP, canoeing and fishing. Located...

Oceanfront Islamorada home priced to sell! Don't miss this opportunity to own Tarpon Residence, the best deal on an oceanfront luxury home in Islamorada. Spacious three ...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its...

CLASSIC ISLAMORADA RETREAT. Breathe in the good life at Penn Key Club! Enjoy this private home, located in an exclusive Bayfront gated community in the heart of Islamo...

Clean as a whistle and ready for a new family to enjoy! This Venetian Shores home has room for a large family on 3 separate levels connected by an interior staircase. N...

OSPREY'S NEST IS CALLING! Beautiful Oceanfront residence with a natural sandy beach on sought-after Sunset Drive on Islamorada's Lower Matecumbe Key. Enjoy the sound of o...

Picroc Ali, also known as The Historic Russell Estate, boasts 7.69 luscious acres of some of the most beautiful land the Florida Keys has to offer. Situated on the Flori...

PLENTY OF ROOM FOR YOUR YACHT WITH 140FT. OF DOCKAGE! This ultra modern home with exceptional architecture features a gorgeous open floor plan with expansive windows on a...

BOATER'S DREAM in PREMIER VENETIAN SHORES! Spacious and well-maintained SOLID CONCRETE home offering 3bd/3ba, legal downstairs living quarters. Relax POOLSIDE in a custo...

SOLID CONCRETE WATERFRONT POOL HOME IN BEAUTIFUL VENETIAN SHORES! This all concrete home including the roof features 100 ft. of dockage with a boat lift, water front poo...

Great DOCKAGE! 70' concrete dock with 2-50 AMP outlets, water and CBS storage building perfect for storing your fishing equipment and boat accessories. This is the MOST ...

2018 CBS 3 Story 4Bd/4.5Ba canal home in Islamorada. Easy Ocean access Via nearby Tavernier Creek or Snake Creek. Impact D&W. Chefs White Kitchen w SS Appliances, Quartz ...

An architectural masterpiece in Venetian Shores. This spectacular home takes full advantage of canal and pool views as well as offering excellent outdoor entertaining on ...

New Construction,three story concrete fortress with Hurricane impact windows. 3 bed 4 bath with nearly 3,700 sq ft of living area pool/spa.Ground level offers 57'x 16'gar...

This magnificent estate embodies the very essences of luxury. A breathtaking beach home with sweeping ocean views, boasts of approximately 4,700 square feet with 6 bedroo...

Build your new home today no waiting in line. Existing CSB shell no electric, plumbing or interior walls. 12x70 foot concrete dock approx. 2 1/2 years old.Morning sun aft...

Bunny Key, a premiere historic Islamorada oceanfront plantation. It has been over two decades since this property has been available. Known by its provenance that starts...

Luxury Waterfront Islamorada Pool Home with Dockage & Elevator! This well-built custom 4BD/4BA was meticulously constructed with high-end finishes and artistic one-of-a-k...

The Beach House offers forever Ocean Views and 100' of sandy beach; Alligator Light can be seen in the distance. Homes sits on a half acre which offers plenty of room for...

Bayfront Resort with panoramic open water views! Spectacular Bayfront Home, featuring 120 feet of waterfrontage situated on 1 1/2 lots. Beautiful in ground free form po...

Attention Nature Lovers! Private Venetian Shores Pool Home with Open Water Views & Boat Slip #31 with ocean/bay access. Rare opportunity to own a custom 4/3.5 home on a h...