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

82891 Overseas Highway, Islamorada image

82891 Overseas Highway, Islamorada $2,100,000

PRIME ISLAMORADA COMMERCIAL COMPOUND | RARE SC ZONING (MM 82.8) Turnkey opportunity: prime Suburban Commercial (SC) real estate + profitable 40-yr business. High-visibili...

B26071172 MLS

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

102 Venetian Dr, Islamorada — White Marlin Beach Sec 2 $1,600,000

Boaters paradise in Isla Morada Florida the Sport Fishing Capital of the World, this 3 bedroom 02 bath home is ready to enjoy. Own a piece of paradise in the Florida Key...

3 Beds
2 Baths
A12080331 MLS
White Marlin Beach Sec 2 Bldg.

155 Palo De Oro Dr, Islamorada — Venetian Shores No 2 $4,500,000

An unfinished masterpiece awaits in prestigious Venetian Shores, one of Islamorada’s most desirable waterfront communities with deep-water canals and quick access to Flor...

4 Beds
6 Baths
A12077983 MLS
Venetian Shores No 2 Bldg.

316 N Dr, Islamorada — Plantation Lake Estates $2,400,000

Simply the best location, exclusive & extremely private. It's tucked away in the prestigious "Plantation Lake Estates," a highly sought-after gated community with an on-s...

3 Beds
4 Baths
A12076505 MLS
Plantation Lake Estates Bldg.

74049 Overseas Hwy, Islamorada — Lower Matecumbe Beach $3,850,000

Rare opportunity to own an ocean side single family home in the heart of Islamorada. Situated on a private corner half acre lot with your own private beach, this property...

4 Beds
4 Baths
A12064940 MLS
Lower Matecumbe Beach Bldg.

82891 Overseas Highway, Islamorada $2,100,000

LIVE, WORK & PLAY IN ISLAMORADA | RARE SC COMBO ZONING! Income + residence at MM 82.8 on high-visibility Overseas Hwy! Walk to beach, shops & dining. Street-to-street 50x...

3 Beds
B26059747 MLS

127 & 121 Monroe Dr. 1-3, Islamorada image

127 & 121 Monroe Dr. 1-3, Islamorada — Vacation Village-Amd (89) $2,899,000

Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily l...

A12061389 MLS
Vacation Village-Amd (89) Bldg.

81801 Old Hwy Unit #754, Islamorada image

81801 Old Hwy Unit #754, Islamorada — Cheeca Lodge $649,000

Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islam...

1 Beds
1 Baths
A12056036 MLS
Cheeca Lodge Bldg.

77350 Overseas Hwy, Islamorada — Matecumbe Ocean Bay Sec 2 $11,700,000

Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a s...

6 Beds
8 Baths
A12056007 MLS
Matecumbe Ocean Bay Sec 2 Bldg.

75090 Overseas Highway, Islamorada image

75090 Overseas Highway, Islamorada — Matecumbe Ocean Bay (75.0) $29,000,000

Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre ...

4 Beds
6 Baths
A12050889 MLS
Matecumbe Ocean Bay (75.0) Bldg.

107 Valencia Dr, Islamorada — Venetian Shores No 2 $2,500,000 ▼

OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-wa...

3 Beds
3 Baths
A12051290 MLS
Venetian Shores No 2 Bldg.