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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
$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
$1,925,000
3 Beds ⋅ 2 Baths ⋅ 620892 MLS
Meticulously upgraded island retreat offering resort-style outdoor living on 3 lots spanning 22,500 sq ft, luxury finishes, and smart technology throughout. The backyard oasis features a resort-style pool with an integrated lap lane, custom-blend glass waterline tile, and premium glass bead aggregate finish. Enjoy the sun shelf, waterfall wall, four therapy jets, kept comfortable all year long by a heat pump with chiller. The 18x28 gazebo offers exposed beams, a T&G ceiling, matching metal roof, full summer kitchen, bar, dining/lounge area, and a wood-burning pizza oven. Nearly 6,000 sq ft of travertine pavers cover the driveway, pool deck, and patio, with matching new travertine stairs and over 4,000 sq ft of turf. The covered patio features a new screen enclosure, plus an 8x11 storage shed with matching metal roof. The fully fenced yard includes a walk gate and 10-ft double gate for boat storage. Over 1,500 sq ft of enclosed garage that can accommodate 6 cars and still room for storage and other toys. Inside and out, the home has just been freshly painted (including gutters and railings) with new porcelain wood-plank tile flowing throughout the interior, entry, and terrace. The updated pantry/laundry offers quartz counters and custom built-in shelving. The primary suite showcases a reclaimed wood feature wall, matching platform king bed frame, custom nightstands, and a spa bath with quartz counters and handcrafted glass tile mosaic. Custom walk-in closets serve the primary and guest suites; the third bedroom has a custom media/storage closet. Smart features include a 12-speaker Sonos Wi-Fi system, whole-home smart lighting/pool/climate control, Starlink Gen 4 with wired routers, Ring camera monitoring, automated landscape lighting, and new AC (2026). This is more than a home, it's a fully reimagined island lifestyle.

122 S Bahama 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
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 620645 MLS
Welcome to 273 W Seaview Dr, a private retreat in the heart of Duck Key, home to Hawks Cay Resort and some of the best boating and fishing waters in the Florida Keys. Built in 2020 on a 15,247 SF lot, this concrete home is elevated on concrete pilings and engineered to withstand hurricane force winds, with impact windows and doors throughout for lasting peace of mind and favorable insurance considerations. The main living level is reached by two separate entries, a front stairway and a rear balcony, and offers 3 bedrooms, 2 full bathrooms, and an in unit washer and dryer across a bright, thoughtfully finished floor plan with custom exterior finishes, drywall interiors, a flat clay tile roof, and forced air cooling. Below, the ground level provides extensive covered parking and storage space, along with a shaded open porch, ideal for boat gear or beach equipment. Outdoors, the property has been extensively upgraded. The owner just completed a brand new 288 SF pool with a paver deck, and recently added a paver brick driveway and multiple brick and tile patio areas for entertaining. The yard is enclosed with wrought iron fencing and gates for added privacy. A standout feature is the detached 2,046 SF garage on the south side of the property, built in 2023 with room for up to nine vehicles, a rare find for boat owners, car collectors, or anyone in need of serious storage space in the Keys. This property suits a vacation home or full time residence equally well. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most stunning beaches, fishing, and boating waters in the country. Live securely, comfortably, and luxuriously in paradise, and schedule your private showing today.

273 W Seaview Dr, Duck Key
$1,599,000
3 Beds ⋅ 4 Baths ⋅ 620472 MLS
DUCK KEY Showpiece. 2023 CBS home with high-end finishes features 3 bedrooms, 4 baths, large pool overlooking tropical island foliage in a private setting. Open floor plan, gourmet kitchen equipped with quartz countertops, custom cabinetry, and a distinctive full-wall ceramic backsplash. An additional 750+/- sqft of lower-level living includes a full bath that is perfect for a 4th bedroom, guest suite or game room. Designer touches and premium builder finishes throughout. Fenced outdoor living space, balconies, dedicated BBQ w/outdoor kitchen area, shed, privacy & more. Built for peace of mind, the property features a metal roof, full impact windows & doors ensuring low insurance costs. The current flood policy of $1,288.94+/- is assumable. Ample parking offers high-clearance carport perfect for your RV. Extensive storage available inside and out. Experience the relaxed island lifestyle that Duck Key has to offer. Easy access to world-class amenities at the Hawk's Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. Don't miss your chance to own a piece of paradise--schedule your showing today! Offered partially furnished; list of exclusions available. This home is a must see. B&BATVAI

239 W Seaview Dr, Duck Key
$1,398,000
3 Beds ⋅ 2 Baths ⋅ 620387 MLS
Extensively renovated CBS pool home in desirable Duck Key featuring luxury finishes, smart-home technology, and contemporary coastal design. This beautifully updated Florida Keys retreat offers an exceptional blend of modern style and island living, highlighted by a dramatic multi-story screened porch that captures natural light, tropical breezes, and seamless indoor-outdoor living. The designer kitchen serves as the heart of the home, showcasing an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. Throughout the home you'll find soaring tongue-and-groove ceilings, oversized interior doors, designer lighting, and high-end finishes throughout. The luxurious bathrooms have been thoughtfully redesigned with custom tile work, floating vanities, LED mirrors, premium fixtures, and spa-inspired showers that create a true resort-style experience. Thoughtful upgrades and attention to detail are evident throughout every room. Outside, enjoy a beautiful new pool surrounded by an expansive paver deck, creating the perfect setting for entertaining or relaxing in the Florida Keys sunshine. The impressive screened outdoor living area offers a unique architectural feature, providing an inviting space to enjoy island breezes year-round. Elevated construction provides abundant enclosed storage, flexible bonus space, and room for hobbies, fitness equipment, or additional storage needs. Professionally prepared engineering plans for a future expansion are also available, offering additional flexibility and value for future owners. Located in the sought-after community of Duck Key, just minutes from world-class boating, fishing, waterfront dining, and resort amenities. A rare opportunity to own a fully renovated luxury home in one of the Florida Keys' most desirable island communities.

209 Corsair Rd, 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
$2,595,000
3 Beds ⋅ 3 Baths ⋅ 620076 MLS
Some homes simply arrive finished -- and this Duck Key showstopper is one of them. Dressed in modern coastal farmhouse finishes and positioned along a serene canal, it delivers the rare combination most buyers spend years searching for: a seamlessly curated interior, serious boating infrastructure, and not a single update needed. The palette flows effortlessly throughout -- soft whites, warm creams, and sun-bleached sand tones that feel both elevated and livable. The main living area commands attention with soaring vaulted ceilings, anchored by a sweeping wall of windows that frames the canal like a living painting. Step through to the expansive screened patio and the boundary between indoors and out dissolves entirely. The kitchen centers around a substantial quartz island, flanked by custom oversized cabinetry and stainless appliances. Screened enclosures at both the front and rear include dedicated storage for fishing tackle and marine gear -- because the lifestyle here demands it. And then there is the dock. At a rare ninety-three feet in length with an exceptional beam width, fully equipped with water, electric, and a 24,000-pound boat lift, this is not a recreational amenity -- it is a destination. Few properties in the Keys offer this combination of length, width, and capacity. Architectural details speak to the quality throughout: a crisp standing-seam metal roof, impact-resistant windows and doors, an oversized motor court, and intentionally low-maintenance grounds. Inside, porcelain tile floors, LED-lit vanity mirrors, a double vanity in the primary suite, oversized closets, and new plumbing and light fixtures complete a home finished with genuine care. The existing patio deck can be converted back into a future swimming pool. This is Duck Key living at its finest. Schedule your private showing today.

248 W Seaview Dr, Duck Key
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 619487 MLS
Experience island living on Yacht Club Island in Duck Key, an exclusive oceanfront community known for privacy and a relaxed coastal setting. This 3-bedroom, 2-bath residence features a modern, updated interior in the heart of the Florida Keys. Bright, open living areas offer neutral finishes, tile flooring throughout, and the screened in porch and expansive windows frame Atlantic Ocean views. The kitchen is appointed with quartz waterfall countertops, stainless steel appliances, and abundant cabinetry. The 3 bedrooms are split across two levels, providing added privacy. Bathrooms include glass-enclosed showers and updated contemporary finishes. Positioned on a corner lot, the property provides space for outdoor enhancements, with potential for a pool or tiki hut. Optional separate membership in the exclusive Club Duck Key is available, offering pickleball, tennis, a pool, clubhouse, and variety of community activities. Nearby, the full-service Duck Key Marina provides wet and dry slips for boating enthusiasts. This beautiful, walkable oceanfront island community offers unlimited possibilities as your next primary residence, second home, or investment opportunity.

309 Jasmine St, Duck Key
$5,895,000
6 Beds ⋅ 6 Baths ⋅ 619297 MLS
This magnificent, exclusive estate on Duck Key offers a rare opportunity to own one of the most impressive waterfront properties in the Middle Keys. Set on a large, elevated, fully fenced and gated lot, the home boasts over 123 feet of protected deep-water dockage with approximately a 10-foot draft--ideal for serious boaters--along with sweeping, unobstructed views of Lake Lucille. Designed for both relaxation and entertaining, the outdoor space is truly resort-style. Enjoy a beautifully updated pool and spa, enhanced by new water features and a state-of-the-art outdoor sound system. The poolside cabana bar, complete with grill and a full-bath, creates the perfect setting for hosting guests in a private tropical oasis. Inside, the home is filled with natural light and elevated by soaring ceilings and elegant travertine marble floors. The spacious chef's kitchen is thoughtfully designed with seamless access to outdoor living areas, making indoor-outdoor entertaining effortless. The primary suite is conveniently located on the main level, while all guest bedrooms and bathrooms have been tastefully updated. Additional highlights include a rare wraparound balcony, a patio overlooking the pool and lake, a two-car garage, and an expansive basement offering exceptional storage. Boating enthusiasts will appreciate the multiple boat and jet ski lifts, as well as a floating dock. This is waterfront living at its finest--combining luxury, privacy, and unparalleled access to the open water.

152 N Indies Dr, Duck Key
$699,000
2 Beds ⋅ 2 Baths ⋅ 618716 MLS
Beautifully remodeled two-bedroom, two-bath waterfront condominium located at Hawks Cay Resort in the heart of the Florida Keys. This is one of the rare units that has been fully completed and approved as turn-key for the resort rental program, meeting all current interior and furnishing guidelines. Purchase today and start generating rental income immediately. All required milestone inspections and reports have already been completed and are available upon request, offering peace of mind to today's buyer. Enjoy the water views and spend your days on the expansive screened-in corner balcony, complete with a dining table and wraparound exposure, perfect for relaxing while watching boats come and go from the resort marina. The thoughtfully designed split-bedroom floor plan provides privacy and functionality for owners and guests alike. Additional features include covered ground-level parking, ample guest parking and a private ground-level storage cage ideal for beach gear, paddleboards, and water toys. Live the Florida Keys lifestyle you've been dreaming of, boating, sunsets, island breezes and resort living all in one. Owners have the flexibility to rent through the resort rental program with full access to amenities, rent privately, or homestead the unit as a primary residence. Whether you're seeking a vacation getaway, an income-producing investment, or a full-time island home, the possibilities are endless with this exceptional waterfront condo.

8204 Marina Villas Dr, Duck
$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
$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
$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