Islamorada Homes on the Bay / Gulf Side of the Island For Sale

Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys offers. Zoned residential estate, this income-producing home qualifies for weekly rentals, which provides ample opportunities for a discerning buyer.

Exquisite Tri-Level Waterfront Estate in Islamorada!Step into luxury with this remarkable home in the prestigious Venetian Shores, designed for the most discerning buyer. Offering six bedrooms, five bathrooms, and a spacious 5000sqft of magnificently designed living space, this residence boasts an open-concept floor plan with soaring ceilings, a fireplace and a grand living area.Enjoy seamless indoor-outdoor living with an expansive wraparound veranda, perfect for soaking in the breeze and relaxing water views. The beautifully landscaped 10,000sqft lot provides privacy and tranquility, while the swimming pool offers the ultimate relaxation.For boating enthusiasts, this property is a dream come true! Featuring 100 of deep-water concrete dockage equipped with a 20,000lb catamaran width elevator boat lift and a 5500lb set of davits you will enjoy immediate access to both the Atlantic Ocean and Florida Bay for excellent offshore and backcountry fishing. A two-car garage with a new A/C unit, plus additional covered carport parking, ensures ample space for vehicles and storage along with a beautifully paved driveway.Come experience the best of the Florida Keys lifestyle in this exceptional waterfront retreat!Updates....1. NEW 2-car Air Conditioning Split with 10-year warranty2. New Dock and Stair Brick Pavers3. New third-floor Impact Windows4. Two New third-floor Impact French Doors5. Two New third-floor electric Rolladen Hurricane Shutters6. Swimming poll resurfacing with new glass edge surround7. Dock has a 220-volt pedestal to service dock-side marine electric needs

Welcome to Mykonos Villa, a luxurious 6-bedroom, 7.5-bathroom estate in Islamorada, FL. This home features an open layout with natural light, sleek finishes, and refined design.The gourmet kitchen, with a La Cornue stove, high-end appliances, and custom cabinetry, flows seamlessly into the living and dining areas, perfect for entertaining. A smart home system manages temperature, security, and pool features.Each bedroom includes a private en-suite bathroom. The master suite offers breathtaking views, a private balcony, spa-inspired bathroom, and spacious walk-in closet.Outdoors, enjoy a pool, hot tub, kitchen, 100 feet of private dockage, two boat lifts, and a fish cleaning station.Mykonos Villa--Live where the ocean greets luxury, and paradise is your everyday address.

$400,000 PRICE REDUCTION !! ... Welcome to Serenity Cove, a remarkable, comfortably luxurious estate set along the shores of the Florida Bay. This custom-designed property, stretching from the highway to the bay is almost 1.75 acres. It is perfect for those who value peace, relaxation, and the simple joys of what the Florida Keys has to offer.This home offers four bedrooms and four bathrooms and 110 of dock with multiple slips accommodating up to a 45 boat with 5 draft and 16k lift. This home has been thoughtfully designed with tasteful moldings, and warm, inviting finishes. The kitchen, is equipped with top-tier appliances, custom cabinetry, and a roomy island - perfect for those who love to cook and entertain. It smoothly transitions into the formal dining room, making it an ideal space for both quiet family dinners and larger celebrations.The second-floor suite, with its spacious layout, welcoming fireplace, and private balcony, is the ultimate retreat. The en-suite bathroom, has a dual vanity, a claw-foot soaking tub, and a walk-in shower, guarantees moments of relaxation.The first floor offers a smart design with separate living areas and bedrooms. The 1st floor suite includes a steam shower and a reinforced safe room that doubles as a walk-in closet. The additional two bedrooms and a den with surround sound and a wet bar are comfortably located on the opposite side of the home.Enjoy quiet moments on the covered patio or engage in lively gatherings around the spacious poolside patio, which leads directly to the sandy beach for amazing sunsets. Here, youll find ample seating, a fire pit, a Boat House and steps leading to the basin for swimming and exploring the Bays unique ecosystem.Serenity Cove is comfortably tucked away from the hustle of US1, offering a sense of privacy and security, while maintaining easy access to schools, shopping, dining that make Islamorada so desirable.

Built in 2014, Bahia Bonita is an ultra-private bayfront estate in the heart of downtown Islamorada designed to offer the ultimate combination of location, deep-water dockage, storm resiliency and open water views from every room. If you have been wishing for an exceptional piece of Florida Keys paradise where natural beauty and luxury living meet modern, solid concrete construction, this thoughtfully designed home may exceed your expectations. Begin your day by stepping out of your primary suite to your bayfront terrace and into a second floor Infinity Edge pool. In the evening, slide open the wall of glass on the top floor to experience the brilliance of Islamoradas sunsets from your great room, gourmet kitchen or outdoor decks. Feel like grilling? Just one step away is an outdoor kitchen with adjacent bay view dining. For stargazing, venture up the spiral stairs to the rooftop deck for a breathtaking front row seat. Built to withstand sustained 200 mph winds, this home also includes accordion shutters over impact glass for the ultimate defense. Outside, enjoy 250+ linear feet of open water frontage and a 100 dock with two boat lifts fitted with hurricane and storm surge protection. This unparalleled storm resiliency is combined with modern sustainability features including a large cistern with state-of-the-art water purification system, a grid-tied solar array and integrated batteries eliminating the need for a generator. Other functional luxuries include an elevator, professional camera/security system, central wet-dry vacuum system, mature landscaping and an enormous three-car, 2,200 sf garage, complete with workshop and storage. This home also boasts marble floors throughout and a spectacular floating staircase. Plus, a fourth bedroom and bathroom can be easily added without modifying the structure or footprint at minimal expense. All within walking distance of Islamoradas favorite dining spots. Call today!

Youre not just buying a home--youre embracing an unparalleled waterfront lifestyle! This exquisite six-bedroom, four-bathroom residence, featuring two primary suites, is situated on a highly sought-after corner lot with breathtaking water views from every room. Boating enthusiasts will love the 220+/- feet of concrete dock, offering ample space to park yachts and welcome guests arriving by boat, complete with three boat lifts for ultimate convenience.Completely gut-renovated down to the studs in 2020, this custom home feels brand new, boasting a cool, neutral color palette that mirrors the surrounding turquoise waters while maintaining a warm and inviting ambiance. Owners have meticulously kept the property in pristine condition. A local realtor recently said it was the cleanest house shes been in in decades! Energy efficiency and low maintenance further accentuates effortless luxury living.Step outside to enjoy a custom saltwater pool, built in 2021, featuring both a heater and chiller for year-round relaxation. With direct Bay-to-Ocean access via Channel 5 Bridge, this location is a dream for boaters. Inside, Viking appliances and countless upgrades and custom touches elevate this homes elegance and functionality creating a wow factor throughout the stunning home.Opportunities like this are rare in the Florida Keys. Start living the dream in the most desirable area in the Florida Keys! Dont wait - schedule a showing today!

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Dont miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning Gulfside estate offers an unparalleled blend of luxury and tranquility. Situated on a prime point, the property boasts breathtaking open water views and the added advantage of protected dockage, making it a boaters paradise. With a concrete seawall, two boat lifts equipped with power and water, and a fish cleaning station, this home is perfectly appointed for waterfront living. Easy ocean access through the nearby Channel 5 Bridge adds to its appeal for avid anglers and adventure seekers alike. Inside, the home features eight spacious bedrooms, each with its own ensuite bath, plus two additional half baths for convenience. The master suite is a private sanctuary with a spa-inspired bath, while the open layout showcases spectacular water views through impact windows and sliding glass doors. An elevator ensures effortless access to all levels, and the wraparound balcony invites you to savor unobstructed panoramas. The gourmet kitchen, complete with high-end stainless steel appliances and gas cooktop, is a chefs delight, complemented by an outdoor kitchen for alfresco entertaining. With its seamless indoor-outdoor design and unmatched location, this property is the epitome of luxurious Keys living. Owner/Agent

Discover the unparalleled beauty and tranquility of this Bayfront Estate, nestled on the pristine shores of Lower Matecumbe in the Florida Keys. Surrounded by lush, meticulously landscaped grounds, this exceptional property offers direct waterfront on the crystal clear waters of the Gulf. Experience breathtaking sunsets over the horizon, world-class tarpon fishing just steps away, and private dockage with ample space for multiple boats.Unwind in the stunning infinity pool, blending seamlessly with the serene surroundings. This is a rare opportunity where every moment feels like a dream!Developed with two buildings, splitting the living between the two making this unique design quite special. Embrace this exciting design or modify and create your own design. Blending the two buildings brings all living together. Other treasures of this estate property include a 2 car garage, separate guest suite, expansive indoor outdoor entertaining overlooking the bay, separate concrete building for versatile use, boat lift, boat ramp, German inspired fireplace, electric gate, sprawling green space, and so much more.Owner is ready to sell. What an opportunity!

Welcome to BAYVIEW HIDEAWAY. Situated on 2 SEPARATE LOTS --each with its own parcel ID--the buildable bayfront lot has endless potential. The price per square foot reflects this extraordinary opportunity.This mini estate is surrounded by water on three sides with 435+/- water-frontage and secured by a 6-foot gated entrance. BAYVIEW HIDEAWAY boasts 220+ of concrete dock, complete with three lifts, power, and water. Ideal for boating enthusiasts, the canal accommodates yachts over 80+ feet and offers convenient access to Channel 5 Bridge with 65-foot clearance for seamless bay-to-ocean access. The second lot even has the potential for a helicopter landing.Meticulously renovated by the original builder in 2020-2021, this home was stripped to the bare framework and reimagined with modern updates, including new electric, plumbing, and impact-rated PGT/WinDoor windows and doors, porcelain tile flooring and Level 5 drywall throughout. The property features smart, energy-efficient upgrades, such as 4 Trane AC units with variable-speed smart thermostats, two water heaters, and foam-filled block insulation. Inside, the home offers picturesque water views from every room and features luxurious details, including Turkish marble stairs, vaulted ceilings, Hunter Douglas window treatments, and Italian marble accents in the primary baths. The spacious layout includes six bedrooms, each with private balconies, two primary suites, 4 bathrooms, and a chefs kitchen with Viking appliances, custom cabinetry, and Vetrazzo countertops.The outdoor spaces feature a new saltwater pool built in 2021 with a heater/chiller surrounded by marble pavers, a bar, BBQ area, a gazebo, an orchid house, pergolas, a putting green, and hot tub.Located in Safety Harbor subdivision in Islamorada--BAYVIEW HIDEAWAY is more than just a home; it is a lifestyle opportunity. Combining high-end finishes, unparalleled amenities, and a prime bay-front location, this estate is a true gem in the Keys.

Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly 4 acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The homes architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. Spanning over 6,900 square feet, the interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A bonus, versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio. This downtown Islamorada estate in an incomparable location; walking distance to shopping, dining, and local culture, also has appeal that extends to those with a passion for the great outdoors. Two protected docking basins and boat lift, sandy lounging beach, expansive outdoor lanai and outdoor kitchen offers the ideal space for entertaining or enjoying a quiet evening watching the sunset. Fly the seaplane in or land the helicopter. Premier boating access just moments away from the Intracoastal waterway and Ocean channels. Serenity Cay is not just a home, its an experience.