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$2,100,000
3 Beds ⋅ 3 Baths ⋅ 621070 MLS
Experience the best of Duck Key waterfront living with deep-water boating access, ocean views, and spectacular sunsets--all from this ideally located home on desirable Yacht Club Island. The main living level features 2 bedrooms and 2 baths with a bright, open floor plan and an updated kitchen designed for easy Keys living and entertaining. A spacious screened porch and multiple open decks extend the living space outdoors, capturing refreshing ocean breezes and beautiful water views. The elevated lower level offers a legal third bedroom and bath, along with a separate living area, open porch, and deck--ideal for guests, extended family, or a private mother-in-law suite. Boaters will appreciate approximately 75 feet of dockage, deep-water access, and a quick ride to the open Atlantic. After a day on the water, relax beneath the tiki hut overlooking the west-facing canal and enjoy colorful Florida Keys sunsets and tropical breezes. Located in one of Duck Key's most enjoyable walking and biking communities, this property combines boating, outdoor living, and island convenience in one exceptional package. Currently the lowest-priced waterfront home on Duck Key, this is an outstanding opportunity to own your piece of paradise in the Florida Keys.

364 E Seaview Dr, Duck Key
$2,697,500
4 Beds ⋅ 4 Baths ⋅ 620247 MLS
Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home.

1100 S Indies Dr, Duck Key
$2,899,000
2 Beds ⋅ 3 Baths ⋅ 619033 MLS
Life on the water begins the moment you arrive at this beautifully positioned open water home on prestigious Harbour Drive in Duck Key. Surrounded by swaying palms and tropical landscaping, this classic 2 Bedroom 3 Bathroom Florida Keys coastal cottage sits on an oversized 11,250 sq. ft. lot highlighted by a bright open-concept layout with panoramic views of Toms Harbor. Built with CBS construction, impact windows, and a metal roof, the property provides both durability and low-maintenance island living. For boaters, the property features 75 feet of concrete seawall and a dock with quick access to both the Atlantic Ocean and Gulf for world-class fishing, diving, and boating. The tropical backyard is designed for true Keys living, featuring a waterside tiki hut, shaded seating areas, and plenty of room for a future pool with a permitted convenience bathroom downstairs. An outdoor elevator, garage, and beautifully landscaped yard add comfort and curb appeal. Residents of Duck Key enjoy optional membership at Club Duck Key with access to a heated and chilled pool, pickleball and tennis courts, bocce ball, basketball, and a vibrant social calendar. Located just minutes from Marathon Jet Center, marinas, restaurants, and shopping, this Duck Key home offers the perfect balance of privacy, boating convenience, and island lifestyle.

425 Harbour Dr, Duck Key
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 617294 MLS
An Oceanfront Masterpiece with Infinite Horizons Commanding a premier position above the crystal-clear waters of the Atlantic, this exceptional open-water estate represents the pinnacle of refined island living. With its highly sought-after southern exposure, 258 W Seaview Circle is immersed in golden sunlight throughout the day, offering uninterrupted panoramic ocean views and the gentle cadence of waves just steps from the residence. Beyond the protective breakwater, a pristine sandy shoreline and natural sandbar unfold—an idyllic extension of your private coastal sanctuary. Designed to seamlessly balance sophisticated entertaining with effortless relaxation, the estate features an impressive 112-foot bi-level dock and seawall, perfectly suited for the discerning boating enthusiast. The oceanfront terrace is anchored by a striking 50-foot lap pool, elevated eight feet above sea level to maximize views and serenity. Framed by a charming Tiki hut, lush tropical landscaping, and curated ambient lighting, the outdoor living spaces transform into an enchanting seaside retreat as evening falls. Inside, classic craftsmanship is paired with modern elegance. This four-bedroom, three-and-a-half-bath residence offers a coral rock fireplace, private elevator, and a generously proportioned gourmet chef's kitchen designed for both everyday indulgence and elevated culinary experiences. Every detail—from the architectural finishes to the meticulously maintained grounds—reflects exceptional care, quality, and pride of ownership. Whether hosting intimate gatherings beneath the stars, savoring tranquil mornings overlooking endless blue horizons, or setting out for a day on the water, 258 W Seaview Circle delivers an unrivaled lifestyle in Duck Key, widely regarded as the Middle Keys' most prestigious enclave. Residents enjoy access to two marinas, watersports, and local dining within this charming, golf cart-friendly island community.

258 W Seaview Cir, Duck Key
$1,374,499
4 Beds ⋅ 3 Baths ⋅ 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key
$7,199,000
7 Beds ⋅ 6 Baths ⋅ 616613 MLS
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

308 Sabal St, Duck Key
$3,195,000
4 Beds ⋅ 3 Baths ⋅ 617654 MLS
SELLER MOTIVATED! READY TO SELL! Open water Sunset Views Exclusive Duck Key Waterfront Retreat Experience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise. Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water. Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails. Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer. Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. There's also ample space to add a pool for the ultimate outdoor escape. Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs. Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key. Situated in one of the Florida Keys' most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living. Schedule your private showing today and make this coastal retreat your forever home!

226 Corsair Rd, Duck Key