Islamorada Homes for Sale, Single Family Houses, MLS Home Listings

RARE OCEANFRONT LOT OPPORTUNITY IN ISLAMORADA! BUILD w/ NO DELAYS -your dream waterfront home in the fabulous Florida Keys--this prime buildable lot comes with a Development Right Letter in hand from the Village of Islamorada. Enjoy unobstructed ocean views and multi-million dollar scenery, with the flexibility to build a CBS or modular home on stilts (2BD/2BA engineered plans included). The owner also has a $250K quote for a top-of-the-line Jacobsen modular home for a turnkey option. Max height to build 35ft allowing a 2 story home if one desires. Currently, there is a livable 1BD/1BA RV on-site (RV must be replaced with a home). The lot is solid coral rock--no fill needed! This boaters paradise offers dock privileges, boat storage, a private boat ramp, and a fish cleaning station. Located in a private 48-unit community with low HOA fees, pet-friendly policies (two pets, any size), and just minutes from downtown Islamoradas restaurants, shops, grocery stores, the Art District, and a scenic bike path. Experience breathtaking sunrises and sunsets from your future home--dont miss this rare chance to own a slice of paradise in the Florida Keys! ☀️🌊

New CO-OWNERSHIP opportunity: Own 1/8 of this professionally managed, turnkey home. Swaying palms and a gracious front entry leave no doubt that relaxation awaits in this new construction Florida Keys home. The 5-bedroom, 3.5-bathroom home is along a canal in sought-after White Marlin Beach. The open-concept main floor has soaring ceilings, oversized windows and glass doors connecting the living space to the pool and waterway beyond. The bright gourmet kitchen features JennAir appliances, two sinks and spacious cabinets. A bay window in the dining area serves up a pool view. The main floor primary bedroom includes a custom closet and opens to the pool and patio. The main bedroom upstairs has a large closet and a Jack & Jill bath leading to another guest bedroom. With two additional bedrooms, the home easily accommodates family and friends. The home comes fully furnished and professionally decorated. There will be six 1/8 shares and one 1/4 share sold.

This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards provide ample room for outdoor activities and gatherings. Ideally situated, you are within easy walking distance to the beaches, great restaurants, and grocery shopping. Experience the perfect blend of comfort and convenience in this idyllic retreat.

Florida Keys Living! Here is your chance to own your new forever home or vacation home in the beauty and charm of the Florida Keys. Located at the southern end of Islamorada is Lower Matecumbe Key. The peacefulness and laid back atmosphere here in Lower Mat is what makes this one of the most sought after areas to call home! This 3 bedroom 2 bath sits on a nearly 9500 sf dry lot with Palms, Frangipiani, and lets not forget the incredible Mango tree that produces truly some of the BEST mangoes around! There is also an Avocado tree, a Lychee tree, and Banana Trees. With a patio on the front and a huge covered patio on the back, there is plenty of room to sit and relax by yourself or with your family and friends. Inside you will find the ideal kitchen with granite countertops and stainless appliances. There is rich dark wood vinyl plank flooring throughout the Living Room, Kitchen, Hallway, and Bathrooms. There are accordion Hurricane Shutters, a fenced yard out front and on the side of the home. The back yard is large enough to add a pool, a overflow parking, all your boats and water toys and more. Call today to schedule your in person or virtual showing. ** Property owner is a licensed owner in the state of Florida.

Welcome To This Well Kept Old Florida Charm Home located in the Heart of Islamorada. This home features enchanting outdoor entertainment areas with the front yard fountain and screened in and open veranda and a covered parking area for your car. Enter into the open living, kitchen, dining area. Updated kitchen has stainless steel appliances, Built in pantry. Leading out to the backyard oasis of lush tropical landscaping and fountain. Once in the backyard, Step into the Tea Room and enjoy coffee or tea in the morning and cocktails at night. The home has a built in home generator, never without power. Has never flooded. Located across the street from Founders Park for all your recreational needs. A pool and constant events for the community. The Community has a boat ramp at the end of the street is a plus for boaters.

Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamoradas most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of island charm and small-town community living.This partially updated retreat boasts a private, fenced-in paver patio, ideal for outdoor entertaining, morning coffee, or a peaceful evening under the palms. Surrounded by lush tropical landscaping, it offers a serene escape just minutes from the heart of downtown Islamorada.Whether youre looking for a full-time residence, a seasonal getaway, or an investment property, this home is turn-key and a prime opportunity for both long- and short-term (28 day or more) rentals. The Parker Drive community is vibrant and welcoming, with plenty of families and children, making it an excellent choice for those seeking a neighborhood feel with the perks of island life.Location is everything! From here, you can bike to Islamoradas best restaurants, boutiques, art galleries, breweries, and marinas--all just a short ride away. Take a quick drive to the local schools, parks, and waterfront attractions that make Islamorada one of the most desirable places to call home.Dont miss your chance to own a piece of paradise! This unbeatable location and potential for return on investment make it a rare find in Islamorada. Schedule a showing today!

Immaculate ground level concrete home in a locals favorite neighborhood - Plantation Key Colony. PKC is a boaters paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, youll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific. Shops, gyms, restaurants, doctors and the phenomenal Founders Park are all close by. Plantation Key School is right in the neighborhood and Coral Shores High School is just 1/2 mile away. This three-bedroom, two-bathroom 2003 home is designed for easy living, with all living space on one level--no stairs! Kitchen, living and dining areas are all open to one another, making it so easy to entertain and interact with family and friends. The open kitchen showcases high-quality cabinetry. A dedicated laundry room (not just a closet!) adds extra convenience. Spacious 10 ceilings and neutral large-format tile flooring, create a bright and modern feel throughout. Built for durability and efficiency, this home features a 2023 5V crimp metal roof and boasts reasonable insurance and utility costs. A true highlight of this home is the huge screened-in sunroom, perfect for entertaining or relaxing in the breeze. The low-maintenance yet tropical yard is complemented by a pretty paver driveway, adding to the homes curb appeal. Only one family has lived in this home and it has been immaculately maintained. No honey-do list here! Situated on 1.5 lots, (75 x 105) this property offers plenty of space to add a pool and keep your boat/trailer out of the way when you arent on the water. Its the ideal retreat for those who love Keys living. Even a fuel dock is close by! Plantation Key Colony is in the Village of Islamorada. Residents enjoy Village services and free access to Founders Park. Dont miss the video and the 3D tour!

Historic and charming 1936 Red Cross Home - Fully Remodeled - on 1/2 acre - in the heart of town! Step into history with this beautifully remodeled 1936 Red Cross home, originally built by the Red Cross to shelter hurricane survivors. Constructed entirely of concrete, including a solid concrete roof topped with durable metal, this home is built to last. Modern upgrades include impact windows and doors for added security and energy efficiency. Situated on over half an acre with tropical landscape in the heart of town, this 2-bedroom, 1-bathroom home offers both historic charm and modern convenience. The fully updated interior blends timeless character with contemporary comforts, making it move-in ready. Located on a road popular with walkers, joggers, and bicycle riders, this home is just moments from many shops, restaurants, and the vibrant Morada Way Arts District. Close to world famous Cheeca Lodge and the newly renovated Islander Resort which welcomes locals to its beach/pool bar and restaurants. With plenty of room for a pool or future expansion, the possibilities are endless. RV hookup. Dont miss this rare opportunity to own a true Florida treasure!

Welcome to your slice of paradise in the heart of Islamorada! This quaint, ground-level concrete home is nestled in the exclusive gated community of Plantation Lake Estates, offering both privacy and access to the best of the Florida Keys lifestyle.This well-maintained 2-bedroom, 2-bath home is the perfect island retreat, featuring newer hurricane impact windows and doors, ensuring peace of mind and energy efficiency. Step outside into your own private backyard oasis, complete with a fenced yard, sparkling pool, and relaxing spa--the perfect place to unwind after a day on the water.For boating enthusiasts, enjoy the first come dockage and boat ramp, making it easy to access and explore the crystal-clear waters of Islamorada. This corner lot offers plenty of parking and space for a boat trailer, and storage of all your toys and fishing gear.Located just across the Overseas Highway, Founders Park offers tennis, pickleball, a sandy beach, a dog park, festivals, and more, providing endless entertainment and recreation.Dont miss this rare opportunity to own a charming home in one of Islamoradas gated communities. Schedule your private tour today and start living the Florida Keys dream! 🌴⚓🏡

Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start--it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship.This is your gateway to maritime bliss. The private homeowners park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories.This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. Its more than just a property; its an invitation to embrace the island lifestyle.Opportunities like this dont wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach--your tropical oasis is calling!

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

Your Slice of Paradise Awaits in Downtown IslamoradaDiscover the perfect blend of modern coastal living and convenience with this beautifully remodeled ground-level duplex in the heart of Islamorada. Located just a moment from the famous Cheeca Lodge and the vibrant Arts District, youll be surrounded by charming shops, restaurants, and galleries.Property Highlights: Two Separate Units PLUS a Guest Space: Each of the two dwellings is thoughtfully designed with a bright, airy ambiance to complement the island lifestyle. Use one unit for yourself and rent out the other, and/or welcome family and friends to visit! Durable Construction: Built with concrete and topped with a sturdy metal roof, this home is designed to withstand the elements. Impact windows and doors provide added protection and energy efficiency. Private Outdoor Oasis: The fully fenced yard features an electric gate, artificial turf for low maintenance, and lush landscaping with vibrant tropical foliage, perfect for relaxing or entertaining.Why Youll Love It:Whether youre looking for a permanent home or a vacation retreat, this property delivers the ideal Florida Keys lifestyle. The Village of Islamorada recognizes two dwelling units, adding significant value to the property.Dont miss your chance to own this coastal gem in an unbeatable location! Buyers should be able to convert this building in to one single-family home and transfer one of the building rights to another Village non-waterfront lot that is deemed appropriate by the Village. Two units are recognized by the Village. Buyers must confirm all with Village of Islamorada.

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

Escape to paradise in this stunning Islamorada retreat! This beautiful professionally remodeled, low maintenance, 2-bedroom, 2-bathroom concrete home offers the perfect blend of modern luxury and tropical tranquility. Featuring an updated metal roof, new impact windows and doors, all new plumbing and electric with a brand-new A/C unit, this home is ready to enjoy the island lifestyle starting on day one. Step outside to enjoy a stunning resort style 34x17 heated pool with a large deck area, complete with a two-story tiki hut featuring a freshly thatched roof -- ideal for entertaining. This property lives like a large home with an abundance of living and storage space. Relax in the expansive 360 sq ft screened-in patio with living and dining areas or explore the various serene spots throughout the lush tropically landscaped 15,870 sq ft double lot property, all enhanced with extensive native foliage and lighting to create an enchanting atmosphere. A short 150 walk brings you to a user-friendly neighborhood boat ramp, offering immediate access to world-class sportfishing in the Atlantic Ocean, excellent backcountry fishing in the Gulf, or a leisurely boat ride to nearby waterfront restaurants. Dont miss the chance to own this exceptional property in one of the most sought-after locations in the Florida Keys!

ANGLERS REEF HOMEf, Islamoradas Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

Ideally located in the heart of Islamorada, this charming home is perfectly updated with a harmonious blend of old and new Keys characteristics and a light and airy layout and enclosed sun room that brings the lovely landscaping inside! A serene pool and oversized backyard with plenty of privacy provide book ends to lovely days of beat the heat splashes during the day and evenings of peace and relaxation in this magical nighttime retreat. This solid CBS house has a reinforced concrete roof, impact windows and doors, and a spacious garage. This 3 bedroom/2 bathroom abode is built with island living in mind with peaceful surroundings and walking or biking distance to all that ahhhmazing Islamorada has to offer.

Looking for a home to accommodate you and your guests? This concrete construction property features three bedrooms and two baths on the upper level. Lower level offers two bedrooms and one bath, plus a waterfront screen porch, open floor plan, legally permitted enclosure with a living area that includes a kitchenette, plus living room. Plenty of storage with attached workshop/garage. Located on a plugged canal in Venetian Shores, there is a marina available for lease dockage monthly depending on availability.

Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether youre looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a fully equipped kitchen, and spacious bedrooms with en-suite bathrooms. Step outside to your private balcony or patio and soak in the island breeze. This townhome is the only property in association that is situated on two lotsThe community features a sparkling pool, a marina with boat dockage. With weekly rentals allowed, this property is a fantastic income opportunity in a high-demand tourist destination.Located just minutes from world-class fishing, boating, snorkeling, and dining, this townhouse offers the ultimate Florida Keys lifestyle. Dont miss out on this rare opportunity--schedule your private tour today!

Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances. This is a great investment with rental history. Dont miss the opportunity to own where you can walk and ride your bike to all the places downtown Islamorada has to offer including shopping, restaurants, bars, and all the amenities The Sports Fishing Capital of the World has to offer!