Properties For Sale in Islamorada

Open Bay Views, Boat Dockage, Pool and more... all in the Heart of Downtown Islamorada! Have you been dreaming of living downtown, but can't find a home with dedicated boat dockage and open water views? If so, this custom 4/4 home in Madeira Bay is your dream come true! Enjoy open water views fro...

The perfect home overlooking a lake with Bay access to the right of the property. The ultimate privacy with great bone fishing and active SeaLife making this like your own private aquarium with beautiful sunset views from your screened in patio or your open patio outside of the primary suite ...

Coastal Living at Its Finest on Sandy Cove Basin. Nestled along the serene shores of Sandy Cove Basin, this unique property offers expansive water views, exceptional dockage, and flexible living options perfect for multi-generational families, guests, or rental potential. This home is thoughtfull...

Welcome to your slice of paradise in the sought-after Matecumbe Ocean View neighborhood! This beautifully upgraded concrete home (including the roof) is built for durability, comfort, and style. Fully fenced and thoughtfully designed, the exterior grounds features sleek new concrete and turf alon...

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Of...

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Of...

Calling All Anglers and Investors, Best Priced Pool Home with Views of the Ocean and direct oceanfront access in minutes. Fantastic rental history. 75 ft concrete dock with a boat lift. Built in pool, Master 3rd floor suite with unobstructed views of the Ocean. Impact windows and doors, metal roo...

Venetian Shores - the Upper Keys' most coveted boating neighborhood. Immediate bay access and *very quick* ocean access via Snake Creek! An absolutely stunning home - ground level and above flood. CBS, metal roof, impact windows and doors, irrigation, 18K# boat lift and and low maintenance yard a...

Charming Waterfront Home in the Village of Islamorada Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the picturesque White Marlin Beach subdivision which allows access to the private community beach on Lower Matecumbe Key, this delightful 2-bedroom, 2-bathroom home offer...

Venetian Shores Beauty... looking for a warm and inviting 3/2 CBS home with water views in desirable Venetian Shores? This custom-built concrete home is on a unique corner lot which offers sparkling water views down the neighboring canal to Snake Creek from both the wide front porch and living ro...

BEST VALUE CANAL HOME! Nestled in the sought-after White Marlin Beach subdivision on Lower Matecumbe Key, this corner lot, two-bedroom, one-bath home offers direct canal access to Florida Bay, making it a boater's dream. Enjoy the private, gated neighborhood beach, perfect for soaking in Islamora...

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada! This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean ...

Single family 3/3 home with heated/chilled pool. Large screened in porch. This is a true walk to everything. Imagine relaxing by your large private inground pool after a day at the sandy beach, launching your boat from the nearby dock, or strolling to restaurants, shops, and art galleries--all wi...

Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys! Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront,...

Rare Downtown Islamorada Opportunity! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge...

Prime Islamorada Location - Across from Founders Park! Spacious 3 bed, 3 bath CBS ground-level home with 2,034 sq. ft. on an oversized lot and a half. Features impact window and doors and two versatile bonus rooms ideal for office or gym. Surrounded by lush tropical landscaping with automated wat...

Everyone loves Anglers Reef! Resort-like ocean front gated community with fabulous pool, beaches with gorgeous tropical landscaping. Location is terrific for boating and dining. Enjoy the ocean breeze and views from the master bedroom as you enjoy your morning coffee. Weekly rentals are allowed. ...

Solid as a Rock! This CBS home with a concrete roof is located in one of the best neighborhoods in Islamorada! Situated on an oversized lot with lots of mature native trees, this spacious three bedroom, 2 bath home is ready and waiting for you to enjoy. The screened porch across the front is perf...

Bright and airy Keys home in the Heart of Islamorada! Old Highway location popular with walkers, runners, and cyclists. You're just a short stroll from 'downtown' Islamorada's best restaurants, shops, and galleries. Step inside to soaring tongue-and-groove ceilings that create an open, airy vibe,...

Exceptional Opportunity in the Heart of Islamorada! Located in the desirable Village Center (VC) zoning district, this fixer-upper home offers endless possibilities for redevelopment. Whether you're looking to renovate for residential use or take advantage of the flexible zoning that allows for a...

Exceptional Opportunity in the Heart of Islamorada! Located in the desirable Village Center (VC) zoning district, this fixer-upper home offers endless possibilities for redevelopment. Whether you're looking to renovate for residential use or take advantage of the flexible zoning that allows for a...

Exquisite and historic Cheeca Lodge is located in the heart of Islamorada, the fishing capital of the world. Exceptional income producing property with onsite management allows for adaptive and immediate resort ownership. Lush vegetation frames the pool and tennis court view for unit #722, giving...

MOTIVATED SELLER! Are you Ready for a lift style change? We have just the place for you, walk right out your back door on to a lovely sandy Beach, enjoy gorgeous Sunsets, and spectacular Bay Views! Dockage available for your 28 ft. boat, with Immediate BAY access and quick and easy OCEAN access v...

Welcome to your dream townhome in the prestigious Executive Bay complex! This beautifully updated 3-bedroom, 2-bath condo with additional loft bedroom that offers an unparalleled blend of luxury and convenience. Nestled within a secure, gated community, this residence provides peace of mind and a...