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$14,500,000
3 Beds ⋅ 4 Baths ⋅ 621038 MLS
Welcome to this extraordinary oceanfront estate, gracefully positioned on an oversized 17,900sqft point lot within prestigious Plantation Island, tucked away at the end of a quiet cul-de-sac. Set along a breathtaking stretch of picturesque Atlantic shoreline, this remarkable property offers approximately 200' of concrete seawall and additional dock with boat lift for effortless boating. Lush tropical landscaping surrounds the estate, providing privacy and a serene resort-like ambiance. Enjoy the saltwater infinity-edge pool and relaxing hot tub while taking in spectacular ocean views. An expansive veranda wraps around the pool, creating an extraordinary setting for entertaining. A grand entrance staircase or sleek glass elevator welcome you inside, where walls of impact-resistant windows and expansive pocketing sliding doors blur the distinction between indoor and outdoor living while inviting refreshing ocean breezes. The grand open-concept living area showcases dramatic ceilings and a refined wet bar that flows effortlessly into a captivating gourmet chef's kitchen, impeccably appointed with a complete suite of Jenn-Air appliances. A dedicated laundry room, designer finishes and sophisticated architectural details further enhance this exceptional residence. The luxurious primary suite is a private retreat, featuring pocketing sliding doors on two sides and cathedral ceilings. The exquisite spa-inspired bathroom is finished with a freestanding soaking tub, a luxurious shower surrounded by striking onyx stone and a grand custom walk-in closet. Two additional guest suites with en-suite bathrooms, open directly to a spacious veranda all offering breathtaking ocean views. The gated and fenced grounds provide privacy and include a detached two-car garage. This one-of-a-kind estate combines sophisticated luxury, resort-style amenities and unparalleled waterfront access, an extraordinary opportunity to experience the very best of Florida Keys living!

201 W Seaview Dr, Duck Key
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 620781 MLS
Experience expansive views of both the Atlantic Ocean and Florida Bay from this updated three-bedroom penthouse. The interior features high vaulted ceilings that create a bright, spacious feel, anchored by an updated kitchen with quartz counters and a dedicated coffee bar. Designed for privacy, the primary suite is separated from the living space by a pocket door and includes its own private bath, while the additional bedrooms share an ensuite bathroom. Floor-to-ceiling impact sliders lead to an expansive screened-in balcony, allowing you to enjoy the coastal breeze and ''views for days'' in any weather. Functional building features include an elevator, ground-level open parking with a covered parking option, and a dedicated 10'x10' (approx.) locked storage area for owners. This residence is perfectly situated just steps from Hawks Cay Resort, Marina slips, Dockside store and Angler & Ale restaurant. Whether you are watching the charter boats return with the daily catch or enjoying the full resort amenities through the onsite rental management participation, this property serves as an ideal primary residence, second home, or investment. Ownership is streamlined with building exterior insurance and professional onsite condo management.

4402 Marina Villa Dr, Duck Key
$1,048,000
3 Beds ⋅ 3 Baths ⋅ 620817 MLS
DUCK KEY - Experience the ultimate Florida Keys lifestyle in this stunning 3-bedroom, 3-bath Villa located in the world-renowned Hawks Cay Resort. Perfectly positioned to maximize rental income, this property allows lucrative nightly rentals, making it an exceptional investment opportunity or a luxurious personal retreat. The crown jewel of this residence is its spectacular, unobstructed harbor view. Wake up to incredible open water views of Tom's Harbor, relax on your balcony, or watch the vibrant sunset over the Gulf from your primary suite balcony. As one of the few spacious 3-bedroom, 3-bath floor plans on the harbor, the property is beautifully maintained and offered completely turn-key with stylish, comfortable decor. Boaters will love the convenience of available dock rentals nearby or boat launch (for a small fee). By joining the Hawks Cay Rental Program, you and your guests gain seamless access to premier resort amenities, including multiple heated pools, a full-service marina, a luxury spa, daily activities, and fantastic on-site dining. Whether you are looking for a profitable nightly rental property or a turn-key island paradise, this Villa delivers it all. Schedule your private tour today! B&BATVAI

5018 Sunset Village Dr Unit D-050, Duck Key
$785,000
3 Beds ⋅ 2 Baths ⋅ 620097 MLS
Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. Just bring along your water toys and dive into the vibrant lifestyle of the Keys. All milestone structural inspections have been completed in accordance with Florida regulations, providing added peace of mind and compliance assurance.

4303 Marina Villas Dr, Duck Key
$3,450,000
3 Beds ⋅ 3 Baths ⋅ 619042 MLS
Motivated Seller...Welcome to your dream coastal retreat on Duck Key, where BREATHTAKING COASTLINE VIEWS and refined island living exist in perfect harmony. This beautifully curated DESIGNER RESIDENCE is a three-bedroom, three-bath oceanfront concrete home by D'Asign Source, blending timeless elegance with modern comfort through soft earth tones, quality finishes, and sweeping panoramic views of the turquoise waters beyond. Inside, a spacious chef's kitchen anchors the home--ideal for entertaining--while a thoughtfully designed split floor plan offers privacy and flow. Two guest bedrooms enjoy direct ocean views, and the expansive primary suite is a serene sanctuary featuring a luxurious en-suite bath with designer tile, dual vanities, custom cabinetry, and a built-in makeup station. Step outside into your private waterfront oasis. A custom oceanfront pool deck and generous covered patio create the perfect setting for relaxation after a day on the water. A 25,000 POUND BOAT LIFT and seawall provide effortless access to the open ocean with no fixed bridges, making this an exceptional location for boating, paddleboarding, and kayaking directly from your dock. Additional features include a screened-in balcony with electric shutters, two large storage rooms, an L-shaped two-car garage, ample outdoor parking, and a wide driveway. Located on a golf cart-friendly island, Duck Key offers convenient access to restaurants, bars, shops, and social clubs. Whether you enjoy fishing, boating, or simply soaking in spectacular sunsets, Duck Key delivers an unparalleled waterfront lifestyle. Surrounded by crystal-clear waters and shallow sandbars teeming with marine life, this home is not just a residence--it's a destination. Schedule your private showing today and experience the very best of Duck Key living.

250 W Seaview Cir, Duck Key
$4,400,000
618564 MLS
Rarely available, this 8,190 SF vacant homesite sits along a deep water canal on Duck Key, with open ocean views that are simply priceless. The lot already includes a concrete dock, boat lift, and seawall, giving boaters immediate deep water access without the wait or expense of new construction. That same seawall will provide lasting storm and wave protection for whatever home is built here. Because a home previously stood on this site, the lot is ROGO exempt, meaning you can build without competing in Monroe County's growth ordinance lottery, a rare and valuable advantage in the Florida Keys. Located next to Hawks Cay Resort, residents enjoy easy access to dolphin swims, dining by a Michelin rated chef, and a full service marina. Duck Key sits centrally in the Middle Keys, close to luxury restaurants, the Grassy Key sandbar, deep drops for offshore fishing, clear Bahamian like waters, nearby reefs for lobstering and reef fishing, and the Islamorada Humps for tuna. Weekly rentals are not permitted on the island, preserving a quiet, residential feel with more full time locals than tourists. Bring your builder and bring your vision, this is a rare opportunity to create your dream home on one of the best kept secrets in the Keys. Schedule a viewing today.

318 E Seaview Cir, Duck
$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
$675,000
2 Beds ⋅ 2 Baths ⋅ 618638 MLS
Welcome to your private slice of paradise at Hawks Cay Resort. This beautifully updated two-bedroom, two-bath waterfront villa offers the rare opportunity to own an oceanfront-style residence in the heart of the Florida Keys. Thoughtfully renovated, the home features luxury ceramic tile flooring, stainless steel appliances and stylish furnishings throughout. New AC unit with Wi-Fi Thermostat installed in 2025, kitchen and additional interior updates were completed in 2018, while the primary bathroom was fully remodeled in 2024, adding a fresh, modern touch. Custom sliding barn doors on the bathrooms enhance both functionality and coastal charm. The property is already well on its way to meeting the requirements for the resort's rental program, providing excellent flexibility for personal use or income potential. Located in the highly desirable Sunset Village, this villa delivers breathtaking Keys sunsets right from your back porch. Enjoy effortless access to kayaking and paddleboarding from your backyard or simply relax and take in the tropical surroundings and ocean breezes. Daily rentals are permitted, an extremely rare and valuable feature in the Keys, making this an exceptional opportunity to maximize rental income. Whether you're seeking a personal retreat, an income-producing investment, or both, this is one of the finest villas currently available. Welcome home to island living at its best. Schedule your private showing today.

5006 Sunset Village Dr, Duck Key
$2,950,000
617185 MLS
An exquisite opportunity awaits the discerning visionary: a rare, expansive oceanfront lot gracing the serene shores of Duck Key, one of the Florida Keys' most exclusive and coveted enclaves. This prestigious parcel, nestled on the tranquil, sought-after side of West Seaview Drive, offers unparalleled south exposure--delivering golden morning light, refreshing ocean breezes, and mesmerizing sunsets over the turquoise Atlantic. Already enhanced with premium infrastructure, including a concrete seawall for enduring protection, a private dock, and a dedicated boat lift, the lot is meticulously prepared for immediate realization of your bespoke waterfront estate. In this gated island sanctuary renowned for its refined luxury, deep-water access, and intimate community elegance, envision crafting a timeless masterpiece: your personal oceanfront legacy, where every detail reflects sophistication and the sea becomes an extension of your living space. ROGO approval is required to proceed with construction, underscoring the exclusivity and measured prestige of this once-in-a-generation opportunity. Secure this irreplaceable canvas and elevate your life to extraordinary heights in paradise.

219 W Seaview Dr, Duck
$900,000
3 Beds ⋅ 2 Baths ⋅ 615341 MLS
Discover the perfect blend of coastal elegance and modern comfort in this stunning 3-bedroom, 2-bath penthouse located in the heart of Hawks Cay Marina. Designed to impress, this top-floor residence features soaring vaulted ceilings and dramatic floor-to-ceiling windows that flood the space with natural light and frame panoramic views of the marina and lush green lawn. Step out onto the spacious, screened-in balcony—ideal for al fresco dining or simply soaking in the tranquil, scenic surroundings. Recent updates include a brand-new air conditioning system and the resort's contemporary vacation rental furniture package, all styled in calming coastal hues of white, gray, and blue. Added conveniences like an elevator, covered parking, and a private storage unit complete the effortless lifestyle. Residents enjoy access to a full suite of resort amenities, including three pristine pools, eight tennis courts, a natural sand beach lagoon, the Coral Cay Kids Camp, a Dolphin Training Center, and three on-site restaurants and bars. With the marina just steps away, world-class fishing charters and ocean adventures await. Don't miss this rare opportunity to own a luxurious slice of paradise.

8304 Marina Villa Dr, Duck Key
$4,385,000
3 Beds ⋅ 3 Baths ⋅ 618298 MLS
First time ever offered, this extraordinary open-water estate commands a premier position on Duck Key overlooking the crystal-clear waters of Tom's Harbor and iconic bridge. Spanning two expansive lots with an impressive 152 feet of water frontage, this iconic residence—designed by renowned architect Dale Baldwin—delivers rare scale, privacy, and timeless Florida Keys elegance. A dramatic double-door entrance opens to a light-filled open floor plan defined by white-washed vaulted and tray ceilings, walls of windows, and sweeping harbor views. The chef's kitchen features black granite countertops, a statement island, butler's pantry, and premium appliances including Thermador double ovens, Jenn-Air cooktop with grill, Whirlpool French-door refrigerator, and GE trash compactor. A formal dining space for twelve, pass-through bar and billiards area, and spacious living zones create an exceptional environment for elevated entertaining overlooking the water. The oversized primary suite offers a private waterfront retreat with spa-inspired bath, expansive walk-in closet, and balcony overlooking open water. All bedrooms enjoy private balconies. Additional highlights include abundant storage, interior stairways, laundry room, white ceramic tile floors, and plush carpeted bedrooms. Outdoors, a screened balcony, resort-style pool with paver deck, and mature tropical landscaping frame the ultimate island lifestyle. The expansive T-dock provides outstanding versatility for a boat lift, jet ski lift, and kayak launch. Built with solid concrete construction, standing-seam metal roof, accordion shutters, subfloor access, two-car garage, and a grand half-circular driveway. A landmark offering where architectural distinction meets open-water serenity on prestigious Duck Key.

112 Bimini Dr, Duck Key
$695,000
2 Beds ⋅ 2 Baths ⋅ 617967 MLS
Live the Florida Keys Lifestyle in Sunset Village! This unique 2-bedroom, 2.5-bath townhouse offers something you don't see often, ocean views from both the front and the back of the villa. Whether you're enjoying your morning coffee or winding down at sunset, the water is always part of the view. Located just steps from the ocean and the Sunset Pool, the home sits in a quiet, private corner of Sunset Village, making it ideal for both relaxation and family fun. A small beach area directly across the street is perfect for swimming, paddleboarding, kayaking, and all water activities the whole family can enjoy. Sunset Village is a great spot for kids and guests of all ages, with the pool right out the back door, open green spaces, walkable paths and endless opportunities to explore the island life. Inside, the villa features stainless steel appliances, granite countertops, impact sliding glass doors, a convenient lower-level half bath, and a screened second-level porch which makes a great place to sit back, unwind and enjoy ocean breezes. The property has been very lightly used as a second home and shows beautifully, but it also offers excellent flexibility. Daily rentals are allowed, making it easy to convert into a resort rental or private vacation rental when you're not using it. Whether you're looking for a family getaway, a Keys lifestyle home, or a property with strong rental potential, this one truly checks all the boxes. Priced to sell and ready to be enjoyed. All offers are welcome! Note that all new owners have the opportunity to enroll into the resort rental program which will allow access to enjoy all 61 acres of the exceptional resort amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a children's park, multiple pools and an endless array of watersports right at your doorstep. Yes, you can actually live like you are on vacation!

5100 Sunset Village Dr, 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
$11,450,000
5 Beds ⋅ 7 Baths ⋅ 618181 MLS
Welcome to Villa Splendida in exclusive Duck Key, Florida. This custom built estate has been curated from the gated entrances to the 180' of protected ocean front dockage. Featuring a classic Mediterranean styling the spacious grounds host a variety of mature tropical plantings, fruit trees, and ease of maintenance turf throughout. The home itself is spacious and comfortable allowing elegant flow throughout the property. Enter to soaring 2-story grand room with open floor plan into the dining and chefs kitchen with walk-in pantry, Wolf and Subzero appliances, a first level guest suite, undersea themed theater room, laundry, powder room and open water views and poolside access from all rooms. The second level hosts two guest suites, a mezzanine with sweeping views of the lower level and open ocean, and a sumptuous primary suite with expanded ensuite, walk-in closet and private oceanfront balcony. There is also a separate attached guest cottage complete with laundry. The elevated patio incorporates a custom beach entry pool with infinity edge waterfall, spa, outdoor kitchen and space perfect for entertaining or just lounging at your own private oceanfront resort. Just steps from the pool is 180' of protected dockage complete with a 57k lb boat lift and jet ski lift platform that will hold up to 6 jet skis. Additional amenities include: a custom sound system throughout the entire property inside and out, large capacity ice machine, 4+ car garages, fully fenced and gated for privacy, mature landscaping and lighting, multiple laundry facilities, and full under house access and storage. Call today for more information and to schedule a private tour of this one-of-a-kind Duck Key estate.

301 Ixora 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
$649,900
2 Beds ⋅ 2 Baths ⋅ 617875 MLS
An exceptional opportunity to own a two-bedroom, one full bath and one half bath villa in a prime location along Sunset Village Drive, just steps from the Sunset Pool. Hawks Cay offers the resort rental program, allowing owners to enjoy all the amenities Hawks Cay has to offer while benefiting from established rental income. Ideally positioned near the water, this villa offers a functional and comfortable layout that appeals to both owners and guests. Its close proximity to waterfront areas, stunning sunsets, and the Sunset Pool—among many other amenities—makes it a highly desirable. Whether you're looking for a personal getaway, an income-producing property or both, this villa offers an excellent blend of location, lifestyle, and investment potential in one of the most sought-after areas. Schedule your tour today! * 35ft Slip For Sale at an additional price. *

5086 Sunset Village Dr, Duck Key
$635,000
2 Beds ⋅ 2 Baths ⋅ 611959 MLS
This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in furniture that complements the serene surroundings. Luxury vinyl tile flooring runs throughout, adding a touch of sophistication and durability. Relax on the porch while taking in spectacular sunsets, or launch a kayak from your back door for an easy adventure. A small, serene pocket beach is also just right around the corner. Whether you're looking for a second home or an investment, this villa offers great income potential through the resort's rental program, with daily rentals allowed making it a valuable waterfront property. Experience the best of paradise and embrace the Florida Keys lifestyle.

5092 Sunset Village Dr Unit Hawks Cay Resort, Duck
$4,950,000
4 Beds ⋅ 4 Baths ⋅ 618179 MLS
Discover a luxurious oceanfront haven on Duck Key, Florida, listed at $5,250,000. This 4-bed, 4-bath, 3,417 sq ft home on a 10,070 sq ft lot in Plantation Island blends elegance with island charm. Built in 1965 and exquisitely updated in 2019 with brand new AC, Electric and Plumbing. It features shell stone-wrapped walls, iceberg marble floors on the first level, and onyx marble upstairs, with a book-matched slab in the master suite. The gourmet kitchen boasts a La Cornue gas stove, ideal for hurricane season. Enjoy 72 ft of deep-water dockage with 20,000 lb and 10,000 lb boat lifts, coral stone steps to a canal, and access to a private Duck Key boat ramp ($10 fee) and marina for safe storage and fueling. Fish for tuna, mahi-mahi, and snapper near deep ocean drops and humps, with easy bayside access via nearby bridges. Lush mango, guava, and plantain trees, plus bougainvillea, create a tropical oasis. Duck Key, 60 miles from Key West and 100 miles from Miami, offers 230 sunny days, 70s-90s temps, and no state income tax. Join the optional Duck Key clubhouse for a pool, tennis, pickleball, and events, or Hawks Cay Resort for its Michelin-rated Salt and Ash restaurant, saltwater lagoon, Dolphin Connection, and pools. Relax at Grassy Key Sandbar or dive into vibrant marine life with dolphins and manatees. With top schools and a tight-knit community, this home, steps from the island's entrance, features calacatta stone, Restoration Hardware furniture, and marble baseboards. Cash, conventional, or seller financing available.

210 W Seaview Cir, Duck Key