Refine Search
Sort by
$750,711
2 Beds 2 Baths 615703 MLS
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, complemented by warm wood flooring and abundant natural light throughout. The spacious living and kitchen area flows seamlessly to a wide covered porch overlooking the private side yard—perfect for morning coffee or evening cocktails. Well-designed with impact windows and doors, a metal roof, 2025 AC and a practical layout that includes a laundry room, garage, and a cozy loft space ideal for storage or bonus use. With its unbeatable location, breezy coastal vibe, and thoughtful details, this home is ideal for full-time living, weekend escapes, or investment potential in the Florida Keys.

81975 Old Hwy, Islamorada

$1,250,000
3 Beds 3 Baths 617147 MLS
Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and granite countertops, and three generous bedrooms each with its own bathroom. Built with solid concrete construction, impact windows, and elevated above flood, this home provides durability and peace of mind. Enjoy modern finishes throughout and a large outdoor deck perfect for relaxing or hosting gatherings. Situated on a quiet street with beach access at the end of the road, this home offers both convenience and tranquility. Close to world-class dining, shopping, and some of the best fishing and diving in the Florida Keys. Excellent rental potential--buy one or both adjoining homes for added investment opportunity. 'The adjacent residence offers a rare opportunity to expand into a multi-residence estate or income-producing property.' 'The neighboring home may be acquired to create an exceptional multi-home setting ideal for extended family living or rental income.' 'Purchasing the nearby residence allows for a flexible use property, suitable for private family living or investment purposes.' 'The adjoining property presents a unique opportunity to establish a private multi-home arrangement or enhance rental potential.' 'With the option to acquire the neighboring home, buyers can create a distinctive residential setting with income potential.' Rental Available longterm $6,000 per month

189 Carroll St, Islamorada

$1,800,000
4 Baths 616246 MLS
Prime Commercial Opportunity in Islamorada! A rare find in the heart of Islamorada. This iconic restaurant property offers exceptional visibility along the world-famous Overseas Highway. Perfectly positioned on the corner of Overseas Highway and Blackwood Drive, this site has excellent traffic exposure, strong curb appeal, and convenient access for both locals and visitors traveling through the Florida Keys. Close proximity to multiple resorts, shopping, and the Morada Way Art District. The building totals 4,942 square feet situated on a 16,746 square feet lot, with ample customer and employee parking available in the front, side, and rear of the property with a 160 seat restaurant and a 5COP liquor license. Zoned Village Center (VC), the site offers tremendous flexibility for a wide range of commercial uses and is located in desirable X flood zone. Currently home to the Islamorada Shrimp Shack, a local staple and internationally recognized restaurant featured on Food Network's ''Diners, Drive-Ins, and Dives'' with Guy Fieri, the property presents a truly unique opportunity. Whether you're looking to continue a restaurant tradition in a turnkey setting or redevelop into a new commercial concept, this property provides a strong foundation for growth.

81901 Overseas Hwy, Islamorada