Islamorada Waterfront Homes, Condos and Properties For Sale

Exclusive private enclave of 12 Key-West Style Residences - each with their own distinct interior finishes. This home enjoys an open sunset view from the private pool, patio, porches...living room, dining,…

Oceanfront estate with Key West style custom built beach home.The architectural features and elegant interior appointments make this an exceptional dream home.Gated entry w/ brick pavers leads to private…

Massive Oceanfront with protected boat basin for 2 large boats and add'l concrete dock along canal side of property. The waterfront features a huge pool and 2 big chickees for easy breezy outdoor entertaining.…

MASSIVE OCEANFRONT WITH BOAT BASIN. This great Islamorada home is impressive with its tree-lined long driveway and unparalleled ocean views. Unique features include an elevator, fireplace, stone floors…

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…

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…

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…

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,…

This property is a lot and a lot with a house! Drop dead gorgeous sunsets and bayviews! You need to see this as it is one of the best bay front properties on the market today!

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…

Magnificent sunrises from this ocean front home. Over an acre of land with 100' on the Atlantic plus additional .31 acre of bay bottom. The irreplaceable boat basin offers protection and deep water for…

NEARLY 4 ACRES ON THE BAY with existing CBS cottage. Build your bayfront estate home here. Pier dock extends into the bay offering deep-water dockage for several vessels. Bayfront of 125 feet plus the…

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…

Old Hwy/U.S.1 frontage with 3255 Square Feet of Commercial Space. Letter from the Village of Islamorada gives this parcel 4 legal single family dwelling units and 3255 sq. ft. of commercial area zones…

JUST REDUCED! MAGNIFICENT OCEANFRONT 5BD/5BA CUSTOM BUILT BY OWNER ON MATECUMBE OCEAN BAY BEACH. SPACIOUS TRI-LEVEL FLOOR PLAN, GOURMET KITCHEN, COMPLETE W/ DOCK & SANDY BEACH, GATED FOR PRIVACY, EXPANSIVE…

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…

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…

Contemporary home on 200' waterfront - deep water protected dockage - 2 boat lifts (24K & 12K) - a boater's dream. The house is also a dream. Great room with cork floors, wet bar, dining area, kitchen…

Exquisite design and details throughout, this gorgeous waterfront home located in prestigious Venetian Shores, with plenty of room for your yacht! Very impressive must see home with views of snake creek!…

HUGE home in Venetian Shores with 170ft. of dockage!! Beautifully remodeled 5 bedroom 3 bath home is perfect for Keys style living and entertaining. An elevator gives this home easy access. Split bedroom…

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,…

Tranquil 2 +/- acre estate, featuring 2 homes. Main is a 3 bedroom 3 bath with attached garage and carport. 2nd home is a large 2 bedroom 1 bath located above a huge 2 car garage. Both homes are all concrete…

Privacy abounds at this resort like residence. Water frontage on 2 sides offers seclusion that is hard to find. Totally updated home provides 2 master suites in nearly 3000 sq. ft. Gourmet kitchen with…

A RARE FIND!! Bayfront acreage (2+ acres) with channel from the bay to protected boat basin AND a TRE to start on your dream home with the most gorgeous views immediately. Zoning would allow for guest…

Exquisite, Serene, Compelling...Prominently positioned on Upper Matecumbe Key, this magnificent oceanfront estate features panoramic views,soaring ceilings,custom gourmet kitchen,guest house,lush gardens,…

In Heart of Upper Matecumbe lies one of Islamorada's Premier Properties. This property is located on the Fl Bay offering spectacular Sunset's, protected dockage, (up to 30ft), pool overlooking the open…

JUST REDUCED! La Playa Estate - Main Residence - offers 4BR/ 4.5BA and 200 ft. of ocean front - includes 150 ft. dock w/channel for great boating access for boats up to 3 ft. draft.Spacious rooms with…

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…

This stunning, contemporary home is one of the most spectacular properties on the market at this time. Enter through the heavy, ornamental double iron & glass doors into the foyer flooded with natural…

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…

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…

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…

Ultimate privacy abounds on this pristine three acre oceanfront estate with approx. 300 ft of water frontage. Oceanfront redevelopment opportunity (structure damaged by fire) with pool (needs repairs),…

Bay front compound offers 7 residences comprised of 2 duplexes and 3 homes on over 1.5acres of prime Islamorada real estate. Immediate back country & offshore access. Dockage for multiple vessels from…

BAYFRONT ESTATE ON 6 ACRES. Nearly 1/4 mile off US 1 you'll find this spacious, serene property with 245 ft. on the bay. Two CBS cottages each with private pier are a perfect Keys' getaway. Property is…

BAYFRONT ESTATE ON 6 ACRES-Nearly 1/4 mile off US 1 you’ll find this spacious, serene property with 245 ft. on the bay. Two 1/1 cottages, each with private pier, are a perfect Keys’ getaway, or build…

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…

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…

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…

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…

ABOVE AND BEYOND contemporary ''work of art'' home in Plantation Key!! When only the best will do, look no further! Smart home technology offered in this 3bd/3.5ba pool home with outstanding bayviews,…

EXQUISITE OCEANFRONT ESTATE! Ocean views galore! Pool & spa, beach, dockage with lifts. 5 bd/5.5 bth, spacious master suite, huge workshop/tackle room, game room with guest quarters, elevator, rooftop…

OWN YOUR OWN ISLAND PARADISE! Choose from eight homesites to build yourdream home. Each homesite is a rare 4 acre parcel offering doublewaterfront, perfect for yacht owners and fishing and snorkeling…

Unique 7+ acre oceanfront parcel plus 3+ acres baybottom in Islamorada with approx. 800’ of shoreline. North of Pelican Cove Resort on the Old Hwy. behind Theater of the Sea. Property was the sight…

Oceanfront estate on desired Old Highway. Home has deep-water boat basin, great ocean views, and gracious, island-style home with beautiful swimming pool and spacious outdoor entertaining area. Privacy…

18 Remodeled oceanfront units. Beautiful sandy beach with 85 palm trees.Heated pool. 290 ft of concrete dockage, room for 10 boats also with boat ramp. 19th Vested right unit. Grossing over $750,000 ,$350,000…

Oceanfront acreage with rare deep water boat basin for large boats. Concrete seawall and boat ramp. Concrete house with 2/2 up and 1/1 apt down. Huge chickee hut bar, large detached garage. More than…

JUST REDUCED TO MOTIVATE BUYERS!!! Prime property with over 4 acres on the Atlantic Ocean with 350' of sandy beach. Private channel cut all they way to the dock!Permitted Vacation Rental in the Village.…

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…

This bayfront home has it ALL including a SUBSTANTIAL TAX DEDUCTION! Spacious home for a large family has elevator and 3rd floor master suite. Room for all your boats and water toys. 5.05 acres plus .52…