All Islamorada Waterfront Homes for Sale

Built solid, new construction in the heart of the Keys. Create lasting memories in this luxurious canal front 8 bedroom (2 master bedrooms) home 9 lots away from the Atla...

Islamorada canal front home. This 3 bedroom / 2 bath home offers 1700sf of living space, metal roof, roof covered porches, concrete dock with davits. The bedrooms on the ...

Location is Everything! This home is located in Venetian Shores Community. One Of Islamorada's Finest Neighborhoods. 3 bedrooms and 2 bathrooms all on one floor. Privacy ...

Gated. This is a highly sought after community. Simply the best location, exclusive & extremely private. This is the most ''Beautiful, Beach Home.'' A rare find & rarely ...

RARE offering with this idyllic bay front estate opportunity to own two homes situated on White Marlin beach directly across from one another. The canal home has protecte...

Living is easy in this BRAND-NEW luxury custom-built 3,500sq-ft. 4/4 canal-front home in the heart of Plantation Key. Entertaining spaces flow out from the upstairs great...

Absolutely gorgeous, almost brand new canal front home in Port Antigua! Built and curated by a well-known interior designer from Stuart, this home exudes casual elegance....

New Construction 5BR/3.5BA home in sought after White Marlin Beach. This Modern Coastal home features Soaring Ceilings with oversized windows and glass doors allowing nat...

Paradise Beach House! Endless open water Views surround this lovely Key West style ocean front estate, enjoy your natural walk-in sandy beach, spectacular sunrises, pri...

BEAUTIFUL GATED OCEANFRONT ESTATE! Located on 1.8 acres in Islamorada featuring amazing ocean views, 5 bedrooms, 4 full bathrooms, winding interior staircase, expansive o...

CBS Canal front home located in desirable Plantation Key neighborhood. Three bedroom two bath upstairs. With legal downstairs enclosure. 70 feet of concrete dock, with ea...

Beautiful Bayfront 3 bedrooms, 3.5 baths. SS appliances, private pool with waterfall. Secured community in an enclave of 8 private homes with boat basin and seven day ren...

Unparalleled architecture and craftsmanship are on full display throughout this custom built bayfront estate. Floor to ceiling windows in the living room create a breatht...

Coastal Contemporary pool home in prestigious Venetian Shores! This 4 bedroom, 3 bath CBS home has been fully upgraded & updated including impact windows & a metal roof. ...

This home checks ALL the boxes!! Pool with waterfall spa, 15,000 lb. and 3,000 lb. boatlifts, fish cleaning station, 4 bedrooms, 3 1/2 baths, garage/workshop/storage, in...

Your Florida Keys Oasis is calling! Phenomenally located and impeccably maintained, CBS built home in the Indian Waterways neighborhood of Islamorada. This exceptionally...

Great Open Floor Plan, newly remodeled pool home in Venetian Shores! Concrete construction with concrete roof, impact doors and windows, beautiful master suite with huge ...

This is a very secluded ocean access poured concrete 3 level 4 bedroom 3 1/2 bath home on private island with 11' elevation. (NO STORM DAMAGE) deep water lagoon (22'). al...

Amazing lot right on the bay with dock, boat ramp and seawall. Easy access to both channel 2 and 5 bridges. House is in a quiet neighborhood away from the highway. 2-stor...

BEAUTIFUL WATERFRONT POOL HOME located in a premier subdivision in Islamorada! Spacious and updated 4bd/4.5ba concrete home with an open floor plan and expansive kitchen....

Gecko Estate, boasts 2.9 luscious acres, of some of the most beautiful land the Florida Keys has to offer, with mature vegetation. Situated on the Ocean, in Islamorada, t...

This is your chance to own a home in Islamorada's premier boating neighborhood, Venetian Shores! Enjoy nearly immediate access to both the ocean and bay and all the hott...

Beautifully Updated canal front home in Islamorada's Plantation Key Colony. This home offers a great spilt floor plans perfect for extended family and house guest. Lower...

Over a half an acre bayfront property with 140ft directly on the Bay and located on prestigious Indian Mound Trail on Plantation Key. This quaint Florida Keys home offer...

Safety Harbor subdivision all concrete home completely renovated. The second floor offers 3 bedrooms 2 baths. Open concept kitchen living area. Large center cooking islan...

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

Expand your horizons with ocean vistas from every room in this totally renovated gated 1/2-acre mini-estate offering 80' of ocean frontage. In true Florida Keys lifestyle...

Islamorada Bay-Front Dream Home! This fabulous home has it all. With over 7,200 sq ft of roomy and private living space, this amazing home has a large, open concept kitch...

Incredible corner lot pool home with 220ft. of deep water dockage! This beautiful home & property features 220 ft. of shoreline with 220 ft. of dockage with a boat lift,...

On the corner of a quiet cul-de-sac in prestigious Port Antigua you'll find this updated home with heated pool and over 140ft. of dockage. French cut travertine throughou...

Angler's Reef 2 bedroom 2.5 bath home with a large side lot. The lot has a hurricane proof storage shed for storing your fishing gear & water toys & plenty of room for en...

Looking for serenity with ocean views and privacy? Look no further! Custom built Cedar Home with Ocean Views on 3/4 of an acre with a pool. Surrounded by 225 ft of water...

THE AQUARIUM. 70 ft of deep water dockage w/davits & 25,000 lb. boat lift. This elegant 3 bed/ 3bath plus den, home, stands tall along a beautiful free flowing canal c...

Fabulous Fisherman's Lair! This spectacular ocean front property is located in Islamorada on over 2 acres of prime ocean front property with a 50 x 223 ft. irreplaceable...

This stunning home located In Coral Cove, a gated community in ''Downtown Islamorada'', overlooks a private lagoon and the ocean. The property features 4 bedrooms, 3 bat...

Perfect mix of Keys' styling with a touch of modern, this all-concrete home has undergone a full renovation with all high-end finishes and no shortcuts taken. Privacy abo...

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, al...

THIS IS A ONE OF A KIND OFFERING! Start building today on this unique property in the Village of Islamorada. One of the largest parcels left in the Florida Keys offerin...

Here's your chance to live on one of the most prestigious streets in Islamorada! Situated on a large, deep-water lagoon with protected dockage, this spacious home is a co...

Location, casual Keys elegance, irreplaceable boat basin and stunning Bay views. Immediately upon entry, your senses will overwhelm you as you pierce the driveway and pas...

Spacious 3 bedroom 2 bath with 65ft of dockage on gin clear canal in Port Antigua awaits you. 1990 construction, vaulted ceilings, tiled throughout living area & open ent...

Isla on the Bay ~ Nestled in its own sanctuary with over 500 feet on the bay and 5.82 acres, a rare jewel is under construction. Coming soon in a sought-after and rare Is...

CHARMING WATERFRONT concrete home in desirable Lower Matecumbe with immediate Atlantic Ocean access and easy Bay access to enjoy all the offshore and backcountry fishing ...

CASA DEL SOL- Ultimate bayfront private luxury estate offers flawless open water views and painted sky sunsets. 75' concrete deep water dock just a stone's throw from Sna...

CARIBEE BEACH HOUSE is the perfect mix of old school Islamorada charm combined with present-day, stylish luxuries. One of the few oceanfront estates with a deep water bas...

Built in 2006 and situated on over 10 acres off of the Old Highway on Plantation Key, this estate is luxury at its finest with a private and gated entrance. The property ...

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 ...

BOATERS DELIGHT! Dock your boat at this waterfront 5 bedroom home located in the highly desirable Port Antigua neighborhood on Lower Matecumbe Key, Islamorada. With +/-...

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...

Welcome to Mima Grada... your Florida Keys oceanfront dream estate with everything you desire to live the ultimate island life. Enjoy your own private boat basin with bo...

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...