Islamorada Real Estate

Islamorada, located in Monroe County, Florida, is a captivating city that offers a unique blend of natural beauty, outdoor activities, and a laid-back island lifestyle. Situated in the Florida Keys, Islamorada is a paradise for those seeking a tropical escape.

One of the main attractions of Islamorada is its stunning beaches and crystal-clear turquoise waters. Whether you enjoy swimming, snorkeling, or simply relaxing on the sand, the beaches in Islamorada provide the perfect setting for a day in the sun. The area is also renowned for its world-class fishing, with anglers flocking to Islamorada in pursuit of trophy catches.

In addition to its natural wonders, Islamorada boasts a vibrant arts and culture scene. The city is home to numerous galleries, showcasing the works of talented local artists. Visitors can explore the art scene and discover unique pieces that capture the essence of the Florida Keys.

For those who appreciate the outdoors, Islamorada offers an abundance of opportunities for adventure. From kayaking through mangrove forests to exploring the nearby Everglades National Park, there is no shortage of activities to enjoy. Golf enthusiasts can also tee off at one of the area's scenic golf courses, surrounded by breathtaking views.

With its stunning landscapes, outdoor activities, and rich cultural heritage, Islamorada is a city that truly has it all. Whether you are looking to relocate or simply visit, this charming city in the heart of the Florida Keys is sure to leave a lasting impression.

Newest Listings in Islamorada

75751 Overseas Hwy, Islamorada — Mate Ocean Bay Subd Sec 1 $10,000,000

Extraordinary opportunity to own a spectacular Islamorada oceanfront estate! Set on nearly an acre with 100 feet of pristine white-sand Atlantic frontage, this newly comp...

5 Beds
5 Baths
A12121563 MLS
Mate Ocean Bay Subd Sec 1 Bldg.

131 Ojibway Ave, Islamorada — Indian Waterways $3,200,000

Experience the ultimate Florida Keys waterfront lifestyle! Discover this exceptional 4-bedroom, 4-bathroom waterfront residence featuring solid concrete construction, a c...

4 Beds
4 Baths
A12114610 MLS
Indian Waterways Bldg.

179 Azalea St, Islamorada — Plantation Key Colony 1st $2,450,000

Captain's Delight! Beautifully updated home in tranquil Plantation Key Colony. Great location for a boater or simply someone that enjoys Keys living. Four bedrooms and f...

4 Beds
4 Baths
A12106064 MLS
Plantation Key Colony 1st Bldg.

59 W Plaza Del Sol, Islamorada — Port Antigua Plat No 3 & $3,275,000

Spectacular turnkey luxury meets the ultimate boater's paradise, nestled in Islamorada's coveted Port Antigua community! Built with solid concrete construction, this exce...

5 Beds
3 Baths
A12105412 MLS
Port Antigua Plat No 3 & Bldg.

133 Anglers Way, Islamorada — Anglers Reef $1,700,000

Beautiful 2BR/2.5BA home in Anglers Reef, Islamorada’s upscale gated oceanfront community. Features a 31' deeded BOAT SLIP with direct Atlantic access and no bridges, mak...

2 Beds
3 Baths
A12098949 MLS
Anglers Reef Bldg.

115 Villa Bella, Islamorada — Venetian Shores $4,899,000

Experience turnkey luxury in the renowned Venetian Shores community with this exceptional 4-bedroom, 4-bath concrete waterfront residence, completely rebuilt from top to ...

4 Beds
4 Baths
A12095140 MLS
Venetian Shores Bldg.

161 Palermo Dr, Islamorada — Venetian Shores No 1 $1,950,000

Perfect fishing retreat/home. A boater's and angler's paradise in Venetian Shores! This 3-bedroom, 2-bath home at 161 Palermo Drive offers deep water and immediate access...

3 Beds
2 Baths
A12098342 MLS
Venetian Shores No 1 Bldg.

80902 Old Highway, Islamorada $2,950,000

RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an...

4 Beds
3 Baths
B26081372 MLS

111 Anglers Way, Islamorada $1,199,999

Experience the Florida Keys lifestyle at Anglers Reef, Islamorada's upscale gated oceanfront community. This beautifully appointed 2 bedroom, 2.5 bath home features a cov...

2 Beds
B26080616 MLS

87429 Old Hwy, Islamorada — Plantation Beach $18,499,000 ▼

The Oasis Islamorada is a waterfront estate of exceptional scale, conceived as a private Florida Keys compound where architecture, land and water come together spanning n...

6 Beds
8 Baths
A12092985 MLS
Plantation Beach Bldg.

82719 Old Hwy, Islamorada — Strattons Subd $24,995,000

Experience unparalleled oceanfront living at Chateau On The Ocean, a turnkey private estate set within an exclusive enclave in Islamorada. Here elevated coastal living re...

7 Beds
11 Baths
A12091663 MLS
Strattons Subd Bldg.

100 Iroquois Drive Unit #5, Islamorada image

100 Iroquois Drive Unit #5, Islamorada $999,999

This waterfront home offers 36 feet of dockage and a beautifully renovated interior designed for effortless Keys living. Thoughtfully updated and tastefully decorated, th...

3 Beds
3 Baths
B26070805 MLS