Islamorada Real Estate

Islamorada Real Estate

Welcome to Islamorada, a picturesque paradise nestled in the heart of the Florida Keys, within Monroe County. Known as the "Village of Islands," this enchanting destination offers a unique blend of natural beauty, vibrant culture, and a laid-back lifestyle that attracts visitors and residents alike.

Islamorada is renowned for its stunning turquoise waters, making it a haven for water enthusiasts. Whether you're into diving, fishing, or simply soaking up the sun on its pristine beaches, this idyllic locale has something for everyone. The area's coral reefs are teeming with marine life, providing some of the best snorkeling and diving experiences in the world. Anglers flock here for world-class sport fishing, with opportunities to cast a line for tarpon, bonefish, and more.

Beyond its aquatic allure, Islamorada boasts charming boutiques, art galleries, and delectable dining options that celebrate the local flavors. Savor fresh seafood at waterfront restaurants while enjoying breathtaking sunset views. The community is also rich in history, with attractions like the History of Diving Museum and the iconic Morada Way Arts & Cultural District, showcasing the area's artistic spirit.

For those seeking a tranquil lifestyle, Islamorada offers a range of real estate options, from waterfront homes to cozy condos, all set against the backdrop of swaying palm trees and gentle ocean breezes. With a strong sense of community and a commitment to preserving its natural beauty, Islamorada is not just a place to live; it's a way of life. Embrace the charm of this island oasis and discover why so many choose to call Islamorada home.

Newest Listings in Islamorada

Florida Keys treasure ripe for rejuvenation! Located in the desirable Indian Harbor Community of Tavernier in Islamorada, this inviting 2-bedroom, 2-bath CBS home is a standout value in the Upper Keys. Featuring a durable metal roof, large downstairs storage, and a huge, screened patio that's perfect for entertaining. Upstairs, you'll find a massive veranda, the perfect spot for your morning coffee or an afternoon tropical cocktail. Exceptional HOA Park with a boat ramp, giving you easy access to fantastic backwater and ocean fishing, diving, sandbar adventures, and restaurant hopping. Whether you're seeking a full-time or seasonal residence, or a weekend getaway for nearby Tri-County residents, this home offers the ideal Florida Keys experience and opportunity you've been dreaming of!

155 Sioux St, Islamorada

Welcome to White Marlin — a true fisherman’s paradise! Step into this beautiful 3-bedroom, 3-bathroom coastal retreat, featuring an open-concept design perfect for relaxing or entertaining. The expansive kitchen with tile countertops offers ample space, and the screened-in balcony lets you enjoy serene views without interruptions. Outside, you’ll find a 60-foot concrete dock and boat ramp, ideal for fishing enthusiasts, and a refreshing pool to cool off after a day on the water. With a propane backup generator for peace of mind, you’re ready for any occasion. Unwind on your private beach and savor breathtaking sunsets over turquoise waters — a slice of paradise awaits you here!

178 Gulfview Dr, Islamorada

Islamorada Exclusive Anglers Reef Resort! An oceanfront gated community with resort -style amenities, marina, & 2 sandy beaches; this fully furnished, two-story single-family home, w/ 2 Bedrooms, 2.5 Baths, is a treasure for ocean lovers & investors alike. Premium features include impact windows & doors, stainless steel appliances, wood cabinetry, & granite countertops. A Boater’s Paradise with direct oceanfront access & proximity to the famous Islamorada sandbar, & a deeded boat slip is also available for sale, accommodating a boat up to 31 feet. Proven Rental Success, in a well-established program, this home has a 7-Day rental license, with over 175 five-star reviews, making it an ideal investment opportunity or personal retreat. Pet friendly community.

120 Anglers Way, Islamorada

ALL CONCRETE BUNKER in an X Zone, beautifully updated! With 2,200sqft under air, this 3/3 pool home has it all! Located in Islamorada's Plantation Key Colony, on a fully fenced & gated lot & a half in an X zone. The main living area offers vaulted & insulated ceilings & a true chef's kitchen, w/ a full suite of GE Cafe series stainless appliances. Back steps lead to the new heated & chilled in ground pool w/ jets & water fall, surrounded by travertine pavers & a new tiki with electric. Upgrades incl impact windows, new electrical throughout incl. underground service; new plumbing, LED lighting, all new HVAC & more! Join Plantation Key Colony's voluntary HOA (just $250 per year) to access private bayfront homeowner's park, beach, truck & trailer parking & boat ramp is just down the street.

220 Jasmine St, Islamorada

Discover unparalleled Keys living at 190 Gulfview Dr in Islamorada’s exclusive White Marlin Beach. This exquisite 4-bedroom, 3-bath home boasts 70 feet of private dockage with seamless access to both ocean and bay waters. Enjoy exceptional living areas, a sparkling pool with covered entertainment space, an expansive upstairs balcony, and abundant storage for your gear. The additional downstairs living area offers extra flexibility, perfect for guests. With private access to White Marlin Beach, you’ll be steps from pristine sands and breathtaking sunsets. This property offers exceptional rental history with repeat guests and strong cash flow which make this an outstanding investment. Embrace luxury island living at its finest!

190 Gulfview Dr, Islamorada

Welcome to this beautifully updated and move-in ready 1-bedroom, 1-bath retreat in one of the most affordable waterfront communities in Islamorada. This condo offers the perfect blend of relaxation and adventure, first come-first serve dock for a 25-foot boat, a convenient boat ramp, and on-site boat storage—ideal for water lovers and boaters alike. Step inside to find a meticulously updated interior featuring coastal-inspired finishes, an open floor plan, and abundant natural light. Features include central a/c, and garage/storage. The living space flows seamlessly to the private balcony, perfect for enjoying tropical ocean breezes. Amenities include a heated pool, tennis and pickleball courts, all just steps from your front door. Comes fully furnished and ready to go.

119 Cortez Drive Unit #3G, Islamorada

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property.

84745 Old Highway Unit #1, Islamorada

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property.

84745 Old Highway Unit #14, Islamorada

Discover the ultimate in Florida Keys living with this fully renovated 2-bed, 2-bath villa in Islamorada’s exclusive Executive Bay Club! This bright unit offers a versatile loft space, granite countertops, stainless steel appliances, and stylish zebra shades throughout. The spacious master suite includes built-in closets, while the villa’s unbeatable location is just steps from the pool, private beach, and community amenities like pickleball, tennis, and basketball courts. With access to a community marina and the vibrant events at nearby Founders Park, this pet-friendly home offers both tranquility and rental potential. Don’t miss your slice of paradise—schedule a tour today!

87200 Overseas Hwy Unit #P8, Islamorada

SELLER MOTIVATED! Turnkey Restaurant opportunity with prime US1 Frontage in heart of downtown Islamorada! Rare 160-seat restaurant on a highly visible corner lot w/ high visibility on US1, offering ample parking & incredible potential. Accessible from both US1, Blackwood Dr & Old Hwy, this property is ideally located within walking distance to world class high-end resorts, boutique shops, art galleries, & other popular Islamorada attractions. Sale includes valuable Real Estate comprised of the 4,942 sqft building on a 16,746 sqft 'X' flood zone lot; Village Center zoning allows for many uses. All furniture, fixtures & equipment, food truck, transferable liquor license conveys, longtime local staff in place. Continue the legacy or bring your vision to the highly desirable Islamorada market!

81901 Overseas Hwy, Islamorada

Islamorada condominium that allows for Weekly Rentals ! Florida Keys living with 2-bedroom, 2.5-bathrooms in the Bay Harbour complex. HOA $ = Bld Ins.

101 Gulfview Dr Unit #102, Islamorada

Island Life Awaits...Islamorada Getaway and great investment property allowing weekly rentals. Unique penthouse condo features a spacious private rooftop deck offering views of both the Ocean and the Gulf. Plus, you'll have your own deeded covered parking spot. Beautifully remodeled, 3/2 and beautifully furnished! Fantastic layout - 1567sq ft of living space all on one level. The Summer Sea is pet friendly and offers first-come dockage to 26' OA. Bayside pool, spa, sunset beach, party room, gym, billiard room, storage and so much more. Some ocean views from almost every room. Above the unit is a private rooftop lounge with covered wet bar perfect for entertaining or just chilling while you soak in the views. Ideal for sunrise and sunset lovers.

88500 Overseas Hwy Unit #502, Islamorada

Start Your Search