Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada's world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water's edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.
PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated residence boasts 4 spacious bedrooms and 4 bathrooms. The upper level features three en-suite bedrooms, ensuring privacy and comfort for all occupants. The main living area is highlighted by soaring tongue-and-groove vaulted ceilings and 8-foot impact-resistant French doors that open to a screened lanai overlooking the saltwater pool and canal. The gourmet kitchen is equipped with stainless steel appliances and a gas stove, catering to culinary enthusiasts.The ground floor offers a legal apartment complete with a bedroom and full bath, perfect for guests. Entertain effortlessly on the expansive covered porch, which provides a serene setting to enjoy the outdoors.The saltwater pool is designed for year-round enjoyment, featuring both heating and cooling capabilities, along with a retractable cover for added convenience. A dedicated, air-conditioned ''mancave'' offers ample space for storing boating, fishing, and diving equipment. For boating aficionados, a 20,000-pound boat lift was installed, and the property is fully fenced with a sliding gate, ensuring privacy and security.With nearly $80,000 invested in recent improvements, this home is move-in ready. Embrace the Florida Keys lifestyle with world-class fishing and diving just minutes away. Don't miss the opportunity to own this exceptional waterfront property-- Your Florida Keys Dream Home Awaits!
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance.The open-concept main level is bathed in natural light, with soaring ceilings, oversized windows, and glass doors that connect the living area to the private pool and tranquil canal beyond. A bright, gourmet kitchen anchors the space with JennAir appliances, dual sinks, and generous cabinetry--ideal for effortless entertaining. A bay window in the dining area frames serene views of the pool.The main-floor primary suite features a custom walk-in closet and direct access to the patio and pool. Upstairs, a second spacious bedroom offers a large closet and a Jack-and-Jill bath shared with an adjoining guest room. Two additional bedrooms provide ample accommodations for family and guests. The home comes fully furnished and professionally decorated.
Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms.Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything...including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.
Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas, clubhouse, gym, pickleball/tennis, tiki with BBQ, EV charging station, impeccably maintained tropical grounds. Prime Plantation Key location at MM 87.5, close to restaurants, shops, health care, and galleries. The best of Islamorada waterfront living awaits—this Ocean Harbour condo is refreshed and ready for its new owner.
Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital.
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!
Escape to your own slice of paradise with this cozy and beautifully kept 1-bedroom, 1-bath Jayco RV. Whether you’re looking for a peaceful weekend retreat, a seasonal getaway, or a spot with great rental potential, this charming hideaway has it all. Wake up to the soothing sounds of the Atlantic and enjoy unforgettable sunrises and sunsets right from the jetty. Nestled in a rare, intimate oceanfront community, you’ll love the relaxed lifestyle and low association fees. Spend your days soaking up the sun, launching your kayak or small boat, or taking advantage of the fish-cleaning station and marina. It’s the perfect chance to own a tranquil oceanfront retreat—simple, serene, and full of coastal charm.
Incredible opportunity to own an amazing large home directly on the ocean in the Florida Keys, Islamorada. Use this property or rent it with significant short term rental income in demand all year round. A huge 21,600 sft lot has pool, sports area, bbq area, storage, and plenty of gated parking. The tranquility of this charming area and private street make this home the perfect Keys gateway. Vastly upgraded, this house has a full kitchen on each floor, 3 sizeable bedrooms with ocean views and 2 baths upstairs, and a huge bedroom suite with ocean views and bath and another cabana bath downstairs. Multiple dining and living areas, a play area and of course a large sunny deck with views upstairs and a massive covered patio downstairs. Play beach volleyball on the ocean, or take a dip in your pool facing the ocean. Room for all your water toys as well as bbq area and plenty of parking. This is a once in a lifetime chance to own hugely desired direct ocean waterfront. Call us today to make an appointment to tour this beach compound.
Islamorada Bayfront Estate with Dockage & Open Bay Views... all in downtown Islamorada within walking distance of your favorite spots! Custom built by the current owner in 2014, this concrete fortress is storm-resilient and also offers a host of sustainability features including a whole-house solar array. Situated on a peninsula with 250+ feet of crystal-clear open waterfront, the gated estate provides unparalleled privacy. This open water home has no neighbors looking through side yards and of course, no neighbors across a canal. Designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views, this luxurious home also boasts marble floors throughout and a gorgeous ''floating'' staircase. Begin your day by stepping out of your bedroom to your private bayfront terrace and into a stunning second floor Infinity Edge pool, complete with a heater/chiller. In the evening, experience the brilliance of Islamorada's sunsets from every room, the rooftop or outdoor lanais, which provide a grand total of almost 6,000 sf of combined indoor and outdoor living space. Floor-to-ceiling sliding glass doors disappear into pockets, bringing the indoors out and the outdoors in. Just one step outside the main kitchen is a full outdoor kitchen and bayside dining, al fresco. For stargazing, venture up to the rooftop deck for a breathtaking front row seat. Ready to get on the water? Your boats will comfortably berth on the 100' deep water dock with two lifts and are kept safe by built-in storm protection. Other functional luxuries include an elevator, an enormous three-car 2,200 sf garage with workshop/storage, camera/security system and mature landscaping with fruit trees. A fourth bedroom with bath can be easily added without modifying the structure at a reasonable cost. With all living space above flood and built to withstand sustained 200 mph winds, this concrete home has accordion shutters over impact for ultimate storm resiliency.
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.
Available for the first time in over 30 years, this meticulously maintained 3-bedroom, 2-bath end unit in Ocean Harbour has it all. The spacious kitchen features generous storage, bar seating, and a breakfast nook, while the living and dining areas open to a large enclosed porch, perfect for indoor-outdoor living. The master suite includes a walk-in closet, double-sink vanity, and private bathing area. Additional features include impact doors and windows, a prime corner unit location with abundant natural light, covered parking, and a private storage room. A rare 35-ft boat slip completes this exceptional offering. Situated in Ocean Harbour, one of the Upper Keys' most sought-after condo communities; this secure, gated retreat is set on 12 acres of lush grounds with breathtaking ocean views and offers resort style amenities including private marina, pool and spa, tennis and pickleball courts, a sandy beach with tiki huts, a clubhouse with a fitness center, EV charging stations, and more.
WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED IN HIGHLY DESIRED PLANTATION KEY/SLAMORADA ON MILLIONAIRE'S ROW. THIS OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA THAT LIGHT AND BRIGHT! WELL APPOINTED KITCHEN WITH WOOD CABINETS, & FIRST FLOOR HALF BATHROOM. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS COVERED PARKING, PLENTY OF GUEST PARKING, STORAGE UNIT, NEW ROOFS ON BOTH BUILDINGS, LOW MONTHLY MAINTENANCE FEE INCLUDES WATER, HEATED POOL, COMMUNITY ROOM WITH KITCHEN, DOCK/FISHING PIER, , GYM, & SAUNA. WHETHER YOU'RE LOOKING FOR YOUR NEW HOME, A WEEKEND VACATION GETAWAY, OR INVESTMENT PROPERTY, THIS CONDO IS MOVE-IN READY & PERFECTLY LOCATED WITHIN WALKING DISTANCE TO RESTAURANTS AND SHOPPING! EASY ACCESS FROM OLD HIGHWAY OR US 1, THIS DEVELOPMENT HAS IT ALL! NEW ROOFS ON ENTIRE COMPLEX!Driving Directions:
Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft., canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout.Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providing ample space for relaxation and recreation.On the main floor, the gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, storage pantry, Taj Mahal quartzite countertops, a wine cooler, and custom cabinetry throughout. A private guest room with an ensuite bathroom is perfect for the friends and family to visit for a staycation. The open-concept main living area flows seamlessly into the outdoors where a full bath and outdoor kitchen await. Relax by the lounge pool, enjoy synthetic grass surroundings, and take advantage of the full dock.This canal-front oasis is a rare find in the coveted Upper Keys and offers the perfect blend of luxury, comfort, and convenience. Your slice of paradise awaits!
Welcome to your Venetian Shores sanctuary--where coastal elegance meets effortless living. This beautifully updated residence invites you in with an open, sunlit floor plan, its living spaces wrapped in impact-rated windows and doors that frame serene tropical views. An updated kitchen features new stainless-steel appliances, including refrigerator, range, and dishwasher, complemented by a generous pantry outfitted with five large pull-out drawers. Upstairs, two spacious bedrooms and two baths offer comfort and privacy, while the lower level provides two garages and a versatile bonus room perfect for storage, hobbies, or additional guest space. Step outside to your private paradise: a heated pool with an expansive lanai cooled by ceiling fans, plumbed and ready for a sink and icemaker--an ideal backdrop for relaxed island gatherings. Boaters will appreciate 70 feet of dockage complete with a 7,000-lb boat lift, granting immediate access via Snake Creek to both Florida Bay and the Atlantic Ocean. An oversized corner lot, fenced driveway, and lush landscaping provide a sense of seclusion while enhancing the home's coastal charm. Whether you're setting off for a day of fishing, diving, sandbar adventures or cruising to your favorite waterfront restaurant, this exceptional Venetian Shores home offers the perfect blend of luxury, comfort, and the sought-after island lifestyle.
Introducing one of the most exceptional homes ever offered in prestigious Port Antigua! Casa Contessa is a 2023 modern coastal estate built by the seller for the seller, with every feature intentionally selected to be top-tier. This 5BR/6.5BA, 3,597 sq ft residence is engineered to perfection with full CBS construction, impact windows/doors, and a true concrete roof.Tucked on a quiet cul-de-sac, the property delivers the ultimate Keys lifestyle with 78 ft of concrete dockage, a boat lift, a heated concrete pool & spa, and a full outdoor kitchen. A dedicated pool bath with a steam shower adds a spa-level luxury rarely found in the Keys. Port Antigua's private sandy beach and gated boat ramp are moments away.Inside, craftsmanship and design shine. The chef's kitchen features a dramatic stone island, Viking and Miele appliances, a built-in espresso machine, and wine cooler. Expansive living areas open to multiple terraces with views of the Atlantic Ocean and spectacular sunset skies, blending modern elegance with island comfort. A future rooftop deck is also possible for even wider views.All five bedrooms offer private en-suite baths, each one uniquely finished with hand-selected stone and tile. No two are alike, giving every suite its own identity. Large walk-in closets elevate livability, while the ground level includes a second living room, bedroom, wet bar, and lockout door, ideal as a guest or mother-in-law suite.Luxury extras include an elevator, independent AC zones for each floor, and two on-demand hot water heaters. Offered fully and tastefully furnished, this home stands as arguably the finest property available in all of Lower Matecumbe.A rare opportunity to own a truly custom-built masterpiece. Seller open to seller financing.
Discover Serenity Cove: Where Privacy Meets the Ease of Keys LivingSerenity Cove is a distinctive waterfront estate that offers an exceptional blend of privacy, space, and comfort along the calm waters of Florida Bay. Set on nearly 1.75 acres stretching from the main highway to the bay, this custom designed property invites you to enjoy the easy, relaxed lifestyle that has made the Florida Keys famous.From first light to sunset, Serenity Cove captures the spirit of the Keys. Wake up to water views, prepare your favorite meals in a chef inspired kitchen, and spend days boating, fishing, or swimming directly from your own dock. Evenings can be enjoyed watching beautiful sunsets on the private beach watching the sky change colors over the bay.This property is ideal for those who appreciate a quiet setting and an easy flow between indoor comfort and outdoor adventure. Its thoughtful design and quality finishes reflect craftsmanship and care, while the expansive grounds provide room to relax, gather, or simply take in the natural beauty around you. Convenient access to Islamorada's dining, shopping, and services completes the picture--making Serenity Cove not just a house, but a lifestyle destination in the Florida Keys.
Welcome to Unit #409 at Beacon Reef, an oceanfront gem located in the heart of Islamorada. Beacon Reef is well-run, meticulously maintained, and units are rarely available for a reason. Beacon Reef has successfully completed it's required Milestone Inspection, providing peace of mind for buyers. This beautifully appointed 2-bedroom, 2-bathroom residence offers approximately 1,275 square feet of comfortable, coastal living. The primary suite features a king-sized bed, en-suite bathroom, and direct access to a private balcony with sweeping ocean views, while the guest bedroom provides space for two queen-sized beds and a generous closet. The open-concept living area flows effortlessly into a fully equipped kitchen with granite countertops, and a breakfast bar, complemented by a formal dining area. Additional conveniences include an in unit laundry area with full-sized washer and dryer, impact windows, and a spacious screened-in balcony. Beacon Reef is a gated, resort-style community offering a wealth of amenities, including a beach-entry heated pool, therapeutic hot tub, ocean-view fitness center, and a deep water private marina with boat slips available for vessels up to 35 feet (first-come, first-served). Residents also enjoy a sandy beach, fishing pier, BBQ area under the tiki hut, and lush tropical landscaping throughout the property. Ideally located, this unit is just minutes from Islamorada's world-class fishing, diving, restaurants, galleries, and marine attractions, offering both seclusion and convenience. Whether you're seeking a permanent residence, weekend retreat, or seasonal getaway, Unit #409 is your invitation to live the Florida Keys lifestyle.
This stunning three-story waterfront home offers panoramic ocean views from every level and a private elevator for effortless access. The outdoor entertainment area features a covered summer kitchen, dining space, and lounge area perfect for hosting or relaxing by the water. Boaters will love two lifts—28ft on the lift and 35ft in the water next to it. Inside, enjoy impact windows and doors, quartz countertops, stainless steel appliances, and a Bluetooth sound system throughout. Experience the Calusa Island lifestyle—fish, boat, paddleboard, or enjoy endless sunsets. A rare 2-day minimum rental in Islamorada, this property is a verified income generator and a true boater’s paradise, offering the perfect blend of waterfront luxury and high-performing investment potential.
Discover coastal luxury at its finest in this stunning oceanfront estate -- the very last property before the iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting. Offering privacy, elegance, and the longest stretch of sandy beach in the area, this home is a rare Keys gem.Arrive through the electric gated entrance to find ample parking for vehicles, boats, and trailers, plus an oversized three-car double-bay garage with pull-through access. Inside, sophistication meets island living with marble floors, granite countertops, stainless steel appliances, including a built-in ice maker, dishwasher, and wine refrigerator. A massive coral fish tank anchors the main living space, while four double sliding glass doors frame breathtaking open-water views and bathe the interior in natural light.Step outside to a lagoon-style pool and Jacuzzi overlooking the turquoise ocean. The wraparound balcony is ideal for entertaining or relaxing as you enjoy endless sunrises and sunsets over the water.The home offers five bedrooms and four full bathrooms, including two guest suites with private baths. The primary suite opens directly to ocean views and features a large walk-in closet, dual vanities, a soaking tub, and a walk-in shower. A family suite includes queen bunks and a queen bed, and another guest room features a private queen bedroom setup.With oversized garage space, ample parking, and a layout perfect for gathering, this residence is ideal as a family compound or private coastal retreat.You truly have to see this one -- a property where modern luxury meets the serenity of the sea, just steps from the Keys' most beautiful natural beach.
The Chateau on the Ocean is a private oceanfront estate in Islamorada, where world-class design meets unmatched amenities. Completely renovated in 2022, this gated estate spans 10,182 sqft & offers 7 bedrooms & 9.5 baths. Set along a pristine private coastline, it features a 100-ft private dock & an expansive rooftop terrace with breathtaking Atlantic views. Interiors showcase soaring ceilings, walls of glass, & couture finishes. Amenities include a resort-style mosaic pool, oceanfront jacuzzi, state-of-the-art gym, indoor basketball & pickleball courts, & a Baccarat-inspired ballroom. A custom “Glamour Suite” with salon-grade styling stations, wellness spa, outdoor theater, & multiple terraces elevate every moment. Approved plans for four additional guest suites, including two oceanfront.
Tucked away on a peaceful, hidden boat basin, this diamond in the rough embraces natural privacy from its setting within a broad expanse of native surroundings. Clear waters, endless skies, and unforgettable sunsets. With +/-135 feet of concrete seawall on a private basin, this property offers exceptional space for boating, water-sports, or simply soaking in the tranquil beauty of the Florida Keys.Resting on a rare double lot totaling +/-18,975 square feet, the home provides an incredible sense of privacy and potential. The generous property size allows for lush landscaping, outdoor entertaining, and ample room to expand or design your dream retreat by the water's edge.Inside, the living space unfolds across three levels. A spacious double garage anchors the ground floor, while the second level features the main living area and a guest bedroom with water views. The top floor is dedicated to the primary suite--a private sanctuary with broad views of the basin, frequented by manatees and tarpon. This weekend escape can be your canvas for a future Keys masterpiece, in perfect harmony with nature.
A rare architectural masterpiece by renowned architect Max Strang, this modern coastal estate in Port Antigua, Islamorada, redefines luxury waterfront living. Set on a private sandy beach, the residence offers 5 bedrooms, 6 full baths and 2 half baths across 6,367 SF of interior space and 10,483 total SF. Strang’s signature tropical modernist design showcases natural materials, clean lines, and expansive glass walls framing panoramic ocean views. Amenities include a gym, golf simulator room, movie theater living area and a spectacular summer kitchen for entertaining. Outdoor living shines with a resort-style pool, spacious terraces and direct beach access. Every detail embodies refined elegance, relaxed sophistication and the timeless allure of Islamorada’s coastal beauty. Fully furnished.
Experience the best of Keys living in this beautifully maintained townhouse-style condo at Plantation by the Sea. The open floor plan features a bright and airy living area, a convenient half bath, and a screened terrace. Upstairs, you'll find two comfortable bedrooms and a full bath, each with access to its own private screened terrace. This residence includes covered parking, plenty of guest parking, and an assigned storage locker for your gear. The community offers resort-style amenities including an oceanfront pool with ample sundeck space, an air-conditioned clubhouse with a full kitchen, pool table, ping pong table and plenty of seating for gatherings. Stay active in the air-conditioned gym with stunning ocean views, or unwind outdoors with BBQ grills, kayak and paddleboard racks, and a fishing pier featuring composite decking, a fish cleaning station, and seating to take in the breathtaking ocean vistas. Enjoy maintenance-free living in this sought-after oceanfront community -- perfect as a primary home, vacation retreat, or investment property.
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Islamorada is located in Florida. Islamorada, Florida has a population of 7,051. Islamorada is less family-centric than the surrounding county with 18.45% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Islamorada, Florida is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Islamorada is 55.3 years.
The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.
