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

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!

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!

Located in downtown Islamorada, this property offers an ideal lifestyle with a great floor plan for work-life balance. The separate office guest quarters overlooking the pool creates a perfect work environment. This home offers 3 bedrooms & 3 bathrooms, and a split floor plan, ideal for a family that is looking for privacy and space. Enjoy the large private inground pool, & outdoor entertainment area along with access to a sandy beach with dock, boat launch, and stunning ocean views, all within walking distance to restaurants, shops, and art galleries.

Welcome to Two White Turtles, a beautifully renovated, turnkey waterfront coastal paradise retreat - perfect for a vacation rental, second home, or primary residence. This stunning canal-front property offers homeowner access to a rare white sandy BEACH and is designed for the ultimate Florida Keys lifestyle. The grand French door entrance leads to open-concept areawhich features soaring wood-beamed ceilings, abundant natural light, a gourmet chefs kitchen with quartz countertops, French door refrigerator, all stainless appliances, a pantry with pullout drawers, ample storage, a dining spot and living space for entertaining or lounging while watching a 55 TV. Off the lounge are two ensuite bedrooms, each with their ownbathroom, wall mounted TV, abundant closet space, and dual sinks with a walk-in shower in the primary suite. Outdoors, relax in the tiki hut by the canal, rinse off in the outdoor shower, or unwind in the private backyard overlooking the mangroves. The 75 dock with a 7k boat lift and davits makes this a boaters paradise, offering direct ocean and quick bay access via Channel 2 and 5 bridges - just minutes from Alligator Reef Lighthouse. Additional features include a one-car garage with extra storage, ample parking for trailers, multiple vehicles, and an RV. Featuring a fenced, no-maintenance turf grass yard with pavers, a newer 5V crimp roof, with impact windows and doors. Peekaboo ocean views, starry nights, and ocean breezes enhance the homes serene setting. A bonus generator, extra fridge and freezer also add convenience. An easy walk to some nearby restaurants is a plus, making this location a perfect slice of paradise. Come watch the manatees float by and experience Keys living at its finest. Schedule your private showing today!

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

Nestled on a generous half-acre lot in one of Plantation Keys most sought-after neighborhoods, this stunning 3-bedroom, 2.5-bath home with a dedicated office offers the perfect blend of comfort, style, and island living. Boasting 2,117 sq ft of interior space, this property also includes a small guest quarters--ideal for extended family or visiting friends.Step inside to discover a bright, open-concept layout with tasteful finishes and an easy flow from the living room to the dining area and kitchen. The dedicated office provides the flexibility to work from home in peace, while the spacious primary suite offers a private sanctuary complete with an en-suite bath. Step outside and youll find an entertainers paradise. The heated swimming pool with a waterfall is perfect for year-round enjoyment, while the covered outdoor entertainment area and cozy fire pit create the ideal setting for gatherings under the stars. The oversized two-car garage offers ample room for vehicles, tools, and toys--plus extra space for your boating or fishing gear. Lush tropical landscaping surrounds the home, offering privacy and a true sense of tranquility just minutes from schools, marinas, restaurants, and all that the Florida Keys lifestyle has to offer. The community offers one of the most premier homeowner parks in the Upper Keys with an exceptional blend of amenities and natural beauty. Enjoy a private beach, boat ramp, and temporary dockage--perfect for boating enthusiasts. Soak in breathtaking sunsets over the water and take advantage of a tranquil setting that captures the best of Florida Keys living.Whether youre looking for a full-time residence, vacation home, or investment opportunity, this rare gem on Plantation Key has it all.

Welcome to Turtles Nest, a charming home offering the perfect blend of comfort, flexibility, and Florida Keys lifestyle, all set on an oversized, lushly landscaped corner lot in the heart of Islamorada. A 3 Beds - 2 Baths + Office & Two-Car Garage - 2,128 Sq. Ft. under Air conditioning on an oversized, 12,300 Sq. Ft. lot. This beautifully maintained home with a private office/flex space features a spacious, sun-filled layout with impact-resistant windows. The enclosed wraparound sunroom is ideal for year-round enjoyment. Enjoy the convenience of two full laundry rooms, a rare bonus for seasonal or full-time residents. The private office with its own exterior entrance offers the perfect setup for remote work or guests. The home also boasts a fully air-conditioned and heated 2-car garage, perfect as a workshop, gym, or storage space. Step outside to find an outdoor shower with hot water, an electric gated entry, and dedicated boat trailer parking. The tropical landscaping with mature greenery and fruit trees surrounds the home, providing privacy and a true island retreat vibe. Located in an exclusive neighborhood with deeded access to the renowned and historic Green Turtle Beach, private oceanfront park, perfect for enjoying sunrises, walks, kayaking, or beach picnics for just $33 a month. Just minutes from world-class restaurants, galleries, spas, pickleball courts, and more. This home offers a peaceful island living with a walkable, vibrant lifestyle. Furnishings available and negotiable.

Discover the ultimate waterfront retreat in the heart of Islamorada, in the highly sought after neighborhood of White Marlin Beach. This captivating 3-bedroom, 2-bathroom gem is a dream come true. The interior features an open floor plan with 9-foot ceilings and ceramic tile. Embrace the coastal lifestyle with stunning water views right from your backyard and revel in the convenience of a private boat ramp and dock. Take a short trip just a couple blocks away to your private homeowners park with sandy beach. Safety and security are paramount, thanks to the fully fenced yard with electric sliding gate and impact windows and doors. The one-car garage, carport and shop provide space for multiple vehicles and hobby projects.

BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR SHOWINGS.

Venetian Shores location for under $2M! This spacious and solid concrete house has an excellent location right off Snake Creek for fast access to both Ocean & Bay, fuel, bait and provisions. Enjoy 70 of commercially zoned dockage in the best Islamorada location available! Upstairs features an open floor plan with gourmet kitchen and breakfast bar, office area, bonus room, roomy bedrooms and two full bathrooms. Downstairs guest suite with bathroom & kitchen plus screened patio to access the outside tiki hut and nice outdoor living on the canal.

Stunning new custom home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the homes modern architectural style.Additional highlights include a two-car garage, a heated swimming pool, and quality construction that sets a new standard for homes in the area.Located in desirable downtown Islamorada, youre close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare.Dont miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

Incoming producing property with future bookings already in place! Beautiful Florida Keys home, 1,827 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed and elevated in 2021. Boaters paradise with 75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift. Canal depth is estimated to be 10-12 FT. This unique layout offers 2 bedrooms and 2 baths on the second floor with a full kitchen and spacious living room area, washer and dryer. First floor offers 1 bedroom and 1 bath, washer and dryer, full kitchen and its own washer and dryer for your convenience (separate living units). New roof/hurricane impact windows throughout. Easy storage space. Ample parking.

Welcome to your dream home in the heart of Islamorada! This beautifully remodeled 3-bedroom, 3-bathroom Florida modern home offers the perfect blend of luxury and convenience. Located on a fantastic canal just moments from the ocean, this turn-key property is ready for you to move in and start living the ultimate Florida lifestyle.The spacious, open-concept floor plan is bathed in natural light, creating a bright and airy atmosphere throughout. The oversized gourmet kitchen is a chefs dream, featuring high-end stainless steel appliances, sleek countertops, and ample storage space, ideal for both entertaining and everyday living.The bathrooms are stunning, with modern fixtures and finishes that enhance the homes overall elegance. Impact-resistant windows and doors provide peace of mind, while adding to the contemporary feel of the home.For added versatility, the home includes a dedicated office or media room--perfect for remote work or relaxing in style. Outside, enjoy exceptional dockage and a charming gazebo, ideal for unwinding or entertaining by the water.Experience the best of the Islamorada lifestyle with this unique property. Whether youre boating, fishing, or simply relaxing by the canal, this home offers the ideal setting for living in paradise. Dont miss the opportunity to make this exceptional property yours!

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Welcome to paradise! This inviting home features an open-concept living area, complete with a master bedroom, a guest bedroom, a large loft that houses two cozy queen beds, and two bathrooms. This well-maintained three-story home offers ample storage, including a convenient ground-level storage area and workshop. Step outside to enjoy a brand-new refreshing saltwater pool, expansive patio and lush turf. Nestled on a cul-de-sac street, this home is set back from the Overseas Highway in a golf-cart-friendly community. From your 50 dock its quick access to bay and ocean through the Channel #2 and Channel #5 bridges. Relish stunning sunsets at your private neighborhood beach, complete with relaxing chairs, tiki huts, and grills to cook your catch. New metal roof in 2022, newer central A/C and many updates make this the perfect primary residence, second home or turn-key vacation rental!

Welcome to your slice of paradise in the sought-after Matecumbe Ocean View neighborhood! This beautifully upgraded concrete home (including the roof) is built for durability, comfort, and style. Fully fenced and thoughtfully designed, the exterior grounds features sleek new concrete and turf along the sides of the house for a clean, modern look.The backyard is an entertainers dream with a full outdoor kitchen, a sparkling pool, and a spacious 75 ft. concrete seawall complete with a 15,000 lb elevator boat lift. Enjoy quick and easy access to the ocean via a marked channel--perfect for boating enthusiasts who want to be on the water in just minutes. Great fishing and diving awaits! Inside, youll find an upgraded interior featuring stainless steel appliances, a wine fridge, a walk-in pantry, and generous living space. The large bedrooms offer comfort and privacy, while the expansive balcony invites you to relax and soak in the coastal breezes. Matecumbe Ocean View is a desirable community with its own boat ramp conveniently located at the beginning of the street, making launching a breeze. This home is close to great amenities located in Islamorada like Robbies, Worldwide Sportsman, a number of restaurants, Bud N Marys Marina and more! Whether youre looking for a full-time residence or a vacation escape, Cortez Dr is the ideal blend of luxury, function, and Keys lifestyle.