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

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!

Paradise Found: Renovated Jungle Treehouse!Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living- 2/2 up and legal nonconforming 1/1 down. Perfectly situated on a sprawling 15k+ square-foot lot (14k sf residential dry and 1k sf easement) , this property offers an unparalleled combination of elegance, privacy, and tropical charm. Concrete roof fully resurfaced in 2024, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chefs dream.

This newly remodeled 3 bedroom, 3 bathroom home is located on upper Matecumbe in the heart of Islamorada, Florida. The home features a unique layout with 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs. The home boasts high-quality construction and modern finishes throughout. The open-concept living area is perfect for entertaining, with a spacious kitchen featuring stainless steel appliances and granite countertops. The bedrooms are all generously sized and offer plenty of natural light. Outside, the home features a large deck perfect for enjoying the beautiful Florida weather. The property is within proximity to world-class restaurants and is accessible to some of the best fishing and diving spots in the world. This home is the perfect blend of luxury and convenience, making it an ideal choice for those looking to experience the best that Islamorada has to offer.

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada!This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units featuring an ocean front pool, boat slip, sandy beach, carport, storage, laundry room in the unit with a pantry. This is a great investment opportunity with excellent rental income. Call for an appointment today!

Welcome to one of downtown Islamoradas most exclusive properties- a spacious estate thats hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something thats increasingly scarce in the Keys: space to breathe. With two bedrooms and an oversized garage (50 x 26) thats perfect for an artists studio, boat and car storage plus a Workshop, and Utility buildings. This property gives you room to live and create.Step outside and youll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond.Location? It doesnt get better than this. Take a short stroll and youre in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys finest restaurants - all just minutes from your front door.This property isnt just a home - its a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys, it wont be available for long.

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!

Welcome to this two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) 3 bedrooms and 3 baths total (2 bed/1bath on the second floor, 1bed/1bath on first floor, and 1 full bath on exterior) on the ocean side with 1,920 sq ft of living space. Second floor has 2 bedrooms, 1 bath and first floor has 1 bedroom and 1 bath with an additional full bathroom on the exterior of the property. This unique canal front property offers a 6,600 sq ft total lot size with access to the open ocean and bay within minutes. 60 FT concrete dock offers space for your boats, jets skis and more. 2 boat lifts included in the purchase, one can hold up to 10,000 lbs and other 15,000 lbs. Plenty of parking for multiple cars within the actual property. Furniture can be included in the sale. Call us today for in-person/virtual showings.

Venetian Shores - the Upper Keys most coveted boating neighborhood. Immediate bay access and *very quick* ocean access via Snake Creek! An absolutely stunning and turn key home - ground level and above flood. CBS, metal roof, impact windows and doors, irrigation, 18K# boat lift and and low maintenance yard adds up to all fun and no honey-do list. Enjoy the serenity of your backyard on this plugged canal just a block away from your (permanent) slip in the private Venetian Shores marina. Lift in place! Home is offered furnished with style and quality. High quality renovation of the bathrooms, chefs kitchen with gas cooktop and Thermador appliances! This is a must see. Slip #25 will hold up to a 40 boat LOA.

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.

Boaters DelightNestled in desirable Plantation Key Colony on a deep water canal, this coastal themed fortress features a poured concrete roof, CBS construction, and impact glass all around.Moments from Tavernier Creek for ocean access, this fabulous waterfront neighborhoods canals empty into the Florida Bay for the best of all watersports.Inside youll find 3 bedrooms, 3 bathrooms, wet bar, living room, open concept kitchen, dining, and family room.Enjoy a cool beverage in the saltwater cocktail pool while reveling in your piece of paradise.

Welcome to White Marlin -- a true fishermans 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, youll 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, youre ready for any occasion. Unwind on your private beach and savor breathtaking sunsets over turquoise waters -- a slice of paradise awaits you here!

Discover unparalleled Keys living at 190 Gulfview Dr in Islamoradas 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 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, youll 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!

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered furnished so just bring your toothbrush, or your renters! Brilliant investment in the Florida Keys.With 3 bedrooms and 3 full baths, this home is move-in ready to start living the Keys lifestyle. As you step inside, youll be captivated by the bright, airy spaces adorned with designer furnishings that exude elegance. The open-concept living area seamlessly flows into a gourmet kitchen with all KitchenAid(r) stainless appliances, perfect for entertaining. Porcelain tiles add modern warm appeal. Expansive windows provide stunning canal, peekaboo bay, and marina views. Plus, open water vistas of Snake Creek invite natural light, the beauty of the outdoors and magnificent sunsets in. Downstairs, enjoy a separate apartment for guests, a private office, inlaw suite or teen sanctuary. This home is also equipped with eco-friendly features such as a tankless water heater, solar landscape lighting, whole home Sonos system, security, and whole home water purification system.Step outside to your private paradise! With near instant ocean and bay access, your boat slip can come complete with a KeyWest 244cc boat (offered separately) for exploring the nearby reefs, fishing, or cruising the gorgeous waters of Islamorada, the Sport Fishing Capital of the World.Located in one of the Keys most sought-after Plantation Key neighborhoods, youll be just moments from world-class dining, shopping, vibrant local culture and Founders Park with beach, sports fields, amphitheater and pool complex. Whether youre seeking the serenity of a full-time residence, vacation getaway, or income generator, this home is your ticket to paradise. Call now, this gem wont last!

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

Make all of your Florida Keys fantasies come true at Fantasy Harbor! Were willing to bet you never even knew this gated community on Islamoradas Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99 concrete seawall on cap rock plus boat lift. This one is a winner!

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!

GREAT LOCATION!!! STUNNING 4 BED 3 BATH WELL-MAINTAINED PORT ANTIGUA POOL HOME WITH 3 BEDROOMS 2 BATHS UPSTAIRS AND AN ADDITIONAL LIVING AREA, KITCHENETTE, 1 BEDROOM, AND 1 BATH DOWNSTAIRS IN THE HIGHLY SOUGHT AFTER PORT ANTIGUA NEIGHBORHOOD* SPACIOUS OPEN LAYOUT WITH TONS OF NATURAL LIGHT* ENJOY POOL AND CANAL WATERVIEWS FROM MOST OF THE HOME* LUSHLY LANDSCAPED LOT ADDS PRIVACY - PERFECT FOR ENTERTAINING & FAMILY GATHERINGS OR JUST RELAXING IN YOUR OWN TROPICAL OASIS WITH OUTDOOR SHOWER* ENJOY THE BREEZE FROM THE LARGE COVERED BALCONY UPSTAIRS OVERLOOKING CLEAR BLUE WATER OF THE POOL AND CANAL OR DOWNSTAIRS COVERED ENTERTAINMENT AREA* PAVER DRIVEWAY EXTENDS FROM STREET TO DOCK* T-DOCK HAS WATER AND FISH FILET STATION. PORT ANTIGUA OFFERS ACCESS TO PRIVATE BAYFRONT HOMEOWNERS PARK WITH FABULOUS SUNSET VIEWS FROM A GLORIOUS WHITE SAND PORT ANTIGUA BEACH, TIKI HUTS FOR ENTERTAINING, AND A PRIVATE BOAT RAMP* THIS TURN-KEY HOME IS PERFECT AS A PRIMARY RESIDENCE OR THE BEST VACATION SPOT* BRING YOUR OFFERS AND OWN A PIECE OF PARADISE IN THE FLORIDA KEYS

Welcome to this 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.

Boating & The Beach! Desirable Port Antigua canalfront home with 65 ft. of deep water dockage AND access to the stunning neighborhood bayfront beach! The expansive sandy beach has picnic tables, tiki huts and grills plus a convenient boat ramp in the neighborhood, all easily accessible by golf cart. The open water is just minutes from your dock so you can enjoy quick boating access to both Florida Bay and the Atlantic Ocean for all the best fishing, diving, waterfront dining and shopping spots in Islamorada! This concrete home has all impact windows and doors and a low-maintenance yard for carefree island living. The main floor includes the living room, kitchen and dining rooms plus a porch overlooking the canal. Also on the main floor are two bedrooms and a full bath. Interior stairs lead up to two more bedrooms and two full bathrooms, both with walk-in closets and private balconies. The ground level offers covered parking, a garage, and a downstairs air conditioned tackle room/bonus room with full bath for convenience. The spacious back yard has room for a pool if desired and also includes a large covered patio for outdoor entertaining or for the addition of an outdoor kitchen. On the dock are two boat lifts (17,000 lb. and 5,000 lb.) and a fish cleaning station. Ready to stop dreaming and start living the barefoot island life in the Keys? Kick off your shoes and call today!

Welcome to your slice of paradise in the heart of Islamorada! This beautifully revamped CBS home with impact windows and doors offers 3,100 square feet of island charm and modern luxury. Set on a prime corner lot, this property features over 170 feet of dockage with two boat lifts (27K & 10K), a 2021-built heated pool, and a separate air-conditioned tackle room with a commercial-size ice maker. The main level includes three bedrooms and two full bathrooms, while the spacious primary suite on the second floor is accessible by elevator or stairs. The expansive rooftop deck is the perfect spot to catch the ocean breeze and sunset glow. With direct access to the bay and quick access to the ocean via Snake and Tavernier Creek, this home is a true boaters paradise.