Islamorada Luxury Real Estate, Luxury Homes For Sale

PEARL CITY - Home where well-known author, HERBERT ZIM, did all of his writing. This 7.94 acre oceanfront estate is sited on desired Millionaire's Row. Five homes on 6.78 acres upland plus 1.16 acres… luxury homes

Room for all your boats, water toys and horses. Information on SUBSTANTIAL TAX DEDUCTION in documents tab. Bayfront estate with irreplaceable boat basin plus dock and davits. 2 parcels from highway to… luxury homes

STUNNING BAYFRONT ESTATE OFFERING OVER 500 FEET OF WATERFRONT. LOCATED ON PRIVATE POINT AT THE END OF SAPODILLA DRIVE, GATED ESTATE WITH EXPANSIVE LIVING AREA, INFINITY POOL/SPA, TWO 2 CAR GARAGES, EXTENSIVE… luxury homes

La Playa Estate - Seller will consider offers to divide - Main Residence with 200 ft. of waterfront to include dockage and channel for $3,900,000. Cottage with 150 ft. of waterfront and sandy beach for… luxury homes

HUGE OCEANFRONT PARCEL IN ISLAMORADA offering a deep water basin...rare for oceanfront! 200' on the ocean! You will enjoy this gated compound with a remodeled ground level home with many extras including… luxury homes

The Conch, Lobster, Pelican & Egret at Alligator Reef. Your own private, gated compound for corporate or family retreats. These new CBS homes consist of two 3/2 homes and a 2/2 accessory house behind… luxury homes

Contemporary masterpiece in the Florida Keys. Custom design by famed architect David Harum. No detailed overlooked in this 3/4.5 bayfront pool home. Top of the line appliances, chef style gourmet kitchen.… luxury homes

Oceanfront acreage with rare deep water boat basin for big boats, enough room for several. Basin dredged to 8' with 5' controlling depth dredged channel. Concrete seawall and boat ramp. Concrete house… luxury homes

Spectacular gated oceanfront estate at a coveted Old Highway address in Islamorada. Ultimate privacy complemented by stunning landscaping, tennis court, swimming pool & spa, outdoor kitchen, fishing pier… luxury homes

BREATHTAKING OPEN OCEANFRONT ESTATE on MILLIONAIRE'S ROW in Islamorada. This Florida-style gated estate offers a CONCRETE DOCK with 2 SETS of BOAT DAVITS and a boat basin. The main house is 4BD/3.5BA… luxury homes

La Playa Estate - this is the Main Residence of large estate on 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access. Permitted Vacation Rental in The Village. Rental History… luxury homes

Millionaire Row. This home says “hospitality” from the moment you enter the large living area. Perfect for those who love to entertain. Your private drive is a journey through tropical manicured foliage… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Located in the heart of Upper Matecumbe lies a spectacular Hideaway.Enjoy sunsets from the porch , the pool or the dock. You can also take a short stroll to any number of restaurants in the area as well… luxury homes

Floridian style bayfront beauty in lovely Lower Matecumbe zoned residential estate and offering 1.73 acres of privacy. Sandy beach, pool and fabulous dockage. 2005 home with all of the bells and whistles,… luxury homes

Oceanfront home with beautiful sandy beach on 1.5 acres in Islamorada. The 3 bedroom, 3.5 bath main house has gorgeous dark Brazilian Cherry wood floors throughout and, with its high Florida Cypress ceilings,… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

ELEGANT ISLAMORADA HOME w/SANDY OCEANFRONT BEACH, PROTECTED DOCKAGE & DAVITS! Charming newer home on desirable Sunset Drive with 10-foot ceilings, hard wood floors and breezy ocean view balconies. This… luxury homes

luxury homes

Situated right on the ocean, with the bay in sight, this 3 bdrm, 3 bath home is the perfect tropical retreat for avid fishermen or sun-worshipers! Glorious open water views from sunrise to sunset! Totally… luxury homes

ATLANTIC SUNRISE ON PLANTATION KEY! Two acres oceanfront with 250 ft on the water. Letter from Village of Islamorada gives this parcel 4 legal single family dwelling units and 3,255 sq. ft. of commercial… luxury homes

This fabulous gated home overlooks Sandy Cove Basin with an open water view and lots of privacy. Located on an over 36,000 square foot lot with 200 feet of concrete dock, another 100 feet of deepwater… luxury homes

Magnificent bay front concrete home in sought after gated community with swimming pool. Point lot surrounded by water on 3 sides. Stunning open water views. Situated on .70 acre with .22 acre of bay bottom.… luxury homes

OPEN WATER with breathtaking bay views! Grand entry, expansive living & dining area, high ceilings, 5 bdrms & 5 bthrms, elevator, 3rd floor grand master ste. with an office & a private deck overlooking… luxury homes

Unsurpassed Quality in Venetian Shores. Anything you would expect to find in a high-end home is here and then some! Travertine tile throughout, beautiful kitchen, even top of the line Gladiator garage… luxury homes

This magnificent property offers over 2 acres directly on the ocean with a beach. Completely private yet located in the heart of Islamorada with 2 quaint homes that have been meticulously kept offering… luxury homes

Oceanfront estate with Key West style custom built beach home. The architectural features and elegant interior appointments make this an exceptional dream home. Gated entryway with brick drive leads to… luxury homes

The gated community of Bonefish Bay at its finest! The distinctive Key West style with large verandas, Old Chicago brick patio and walkways, and grand vistas of the beach and bay hallmark this quality… luxury homes

PRESTIGIOUS CUSTOM BUILT HOME: THREE STORY INCLUDING DOWNSTAIRS GUEST SUITE, INTERIOR STAIRCASE WITH ELEVATOR, LIVING AREA WITH EXTENDED ASHTRAY CEILINGS, GOURMET KITCHEN, OFFICE, PRIVATE MASTER SUITE,… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

Incredible ocean front 3/3/1 custom built by owner on Matecumbe Ocean Bay Beach.Top floor boasts 2 bedrooms 2 full baths,office & media room opens to spectacular 3rd floor ocean front sundeck. Main level… luxury homes

Islamorada's private, secluded gated community on the Bay, with pool, and boat dockage for each homeowner. This beautiful ground level home was completely rebuilt from the ground up in 2006. Travertine… luxury homes

A TRUE BEACH COTTAGE - enjoy 150 ft. and more than 2 acres of private natural sandy beach. Lots of potential - add a pool, tennis courts, garage, guest quarters. Or - use the existing dwelling unit allocation… luxury homes

PRESTIGIOUS POOL HOME IN VENETIAN SHORES. OFFERING 4 BEDROOMS, 5 BATHS, PRIVATE MASTER SUITE AND 1 GUEST SUITE UPSTAIRS AND 2 GUEST SUITES DOWNSTAIRS, INTERIOR STAIRCASE WITH ELEVATOR, GOURMET KITCHEN,… luxury homes

This spacious oceanfront estate offers a 4 bedroom 3 bath main house and 3 bedroom 2 bath guest house. Alligator Reef and Dolphin House are two lovely homes located on approximately one oceanfront acre.… luxury homes

Your Private resort with bamboo indoor/outdoor living area adjacent to 50'pool and Spa. Verandas on all 3 levels with passenger elevator. A master suite the size of a house. A private guest suite for… luxury homes

This property can be divided with drop dead Bay Views and good dockage!This single family home with a dock and and it is connected to a buildable lot with it's own dock and bay front views that can be… luxury homes

Looking for Ocean views, Sunrise & Sandy Beach? This ground level home has 109 feet of sandy beach, 4 bedrooms and 4 bathrooms, fireplace, florida room, seawall, with 47' of dockage directly accross the… luxury homes

OCEAN FRONT 3 BEDROOM 3 BATH WITH A STUDY AND A LOFT, HARDWOOD FLOORS, GRANITE COUNTER TOPS AND TOP OF THE LINE APPLIANCES, POOL & SPA, SALT WATER LAGOON, 1/1 GUEST HOUSE ON THE BEACH, GATED, VERY PRIVATE,… luxury homes

Extraordinary location! One of 12 direct oceanfront homes on 3.3 acres on Lower Matecumbe. Spacious home with unparalleled views offering exceptional quality throughout. Tarpon Point features the most… luxury homes

With over 5000 square feet of living space, this majestic residence is the largest of 3 homes located on a secluded, gated, tropical peninsula in Islamorada. Offering ocean views across the protected… luxury homes

Exceptional Beauty in Venetian Shores, Islamorada's premier waterfront community. Lush tropical landscaping surrounds the home, inviting tiled foyer welcomes your guests. Ground level features separate… luxury homes

luxury homes

Immaculate 3/2 on large direct oceanfront lot with an exceptional private natural sandy beach right off your deck. If that is not enough added to the package is 60x100 cleared lot directly across the… luxury homes

OCEANFRONT ESTATE on 3/4 ACRE with white sand BEACH, NEW POOL, open OCEAN VIEWS & DOCK underway. GATED entrance. CBS with 3/2 up and 1/1 guest apt. downstairs. Relaxing open ocean views from both the… luxury homes