$14,500,000 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! 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 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. 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
$1,195,000 Welcome to your private island retreat on prestigious Plantation Island in Duck Key, where resort-inspired outdoor living and the relaxed elegance of the Florida Keys come together. Designed to embrace the island lifestyle, this exceptional residence is centered around a spectacular resort-style pool featuring a beach entry, cascading waterfalls, lush tropical landscaping, and inviting spaces to entertain, unwind, or simply enjoy the tropical surroundings in complete privacy. This extraordinary outdoor setting is truly the heart of the home. Inside, the thoughtfully designed layout offers three bedrooms and three bathrooms, with the third bedroom and full bath privately situated on the lower level. The split-level design provides added privacy and flexibility, making it ideal for overnight guests, extended family, a private home office, or multigenerational living. Perfectly positioned on a desirable corner lot just across from the ocean, you'll enjoy one of the Keys' most welcoming island communities. Explore Duck Key by golf cart, spend your days on the water from one of the nearby marinas, or enjoy waterfront dining and the spa at Hawks Cay Resort just moments away. Residents also have the opportunity to become part of the island's vibrant social community through optional memberships and organizations, including Club Duck Key, the Duck Key Fishing Club, and the Duck Key Property Owners Association. For those who travel frequently, the home is conveniently located near the Marathon Airport, offering convenient access for private aviation. The mainland and Key West are both within easy reach, making this an exceptional full-time residence, seasonal escape, or second home. Offering a rare combination of resort-style outdoor living, flexible accommodations, and an unmatched island lifestyle, this is more than a home--it's a place to slow down, reconnect, and experience the very best of Duck Key. B&BATVAI 3 Beds ⋅ 3 Baths ⋅ 620310 MLS Welcome to your private island retreat on prestigious Plantation Island in Duck Key, where resort-inspired outdoor living and the relaxed elegance of the Florida Keys come together. Designed to embrace the island lifestyle, this exceptional residence is centered around a spectacular resort-style pool featuring a beach entry, cascading waterfalls, lush tropical landscaping, and inviting spaces to entertain, unwind, or simply enjoy the tropical surroundings in complete privacy. This extraordinary outdoor setting is truly the heart of the home. Inside, the thoughtfully designed layout offers three bedrooms and three bathrooms, with the third bedroom and full bath privately situated on the lower level. The split-level design provides added privacy and flexibility, making it ideal for overnight guests, extended family, a private home office, or multigenerational living. Perfectly positioned on a desirable corner lot just across from the ocean, you'll enjoy one of the Keys' most welcoming island communities. Explore Duck Key by golf cart, spend your days on the water from one of the nearby marinas, or enjoy waterfront dining and the spa at Hawks Cay Resort just moments away. Residents also have the opportunity to become part of the island's vibrant social community through optional memberships and organizations, including Club Duck Key, the Duck Key Fishing Club, and the Duck Key Property Owners Association. For those who travel frequently, the home is conveniently located near the Marathon Airport, offering convenient access for private aviation. The mainland and Key West are both within easy reach, making this an exceptional full-time residence, seasonal escape, or second home. Offering a rare combination of resort-style outdoor living, flexible accommodations, and an unmatched island lifestyle, this is more than a home--it's a place to slow down, reconnect, and experience the very best of Duck Key. B&BATVAI 235 W Seaview Cir, Duck Key
$5,895,000 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. 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
$11,450,000 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. 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
$599,000 World-class resort living meets effortless, low-maintenance ownership in this beautifully refined CANAL-FRONT TOWNHOME in the Florida Keys. Designed for those who value both relaxation and convenience, this two-bedroom, two-bath residence offers an elevated take on classic coastal style. The main level showcases updated flooring and a bright, elegantly appointed white kitchen with stainless steel appliances and streamlined finishes. An architectural staircase adds subtle character while maintaining the airy, open-concept flow—ideal for entertaining or unwinding after a day on the water. Step outside to a rarely available expanded private terrace, offering additional space for lounging and dining canal-side. The resurfaced SPA-STYLE DIPPING POOL accented with decorative tiled steps, creates a serene setting for morning coffee or sunset gatherings overlooking the tranquil waterway. Upstairs, the primary suite enjoys peaceful canal views and a private en-suite bath. The guest bedroom features its own balcony retreat, and both bedrooms offer soaring ceilings that enhance the light-filled ambiance. Perfect as a sophisticated VACATION RETREAT or turnkey waterfront residence, this exceptional townhome delivers the essence of the Keys lifestyle with ease and elegance. Elevate the interior design to reflect the resort's newly refreshed aesthetic, creating a cohesive, upscale look that aligns with current branding standards. By incorporating the updated décor package, the residence will meet the qualifications for inclusion in the resort's vacation rental program—offering both enhanced guest appeal and the opportunity for rental income. At the same time, you can retain the home as your own private island escape, enjoying the perfect balance of personal retreat and investment potential. 2 Beds ⋅ 2 Baths ⋅ 618643 MLS World-class resort living meets effortless, low-maintenance ownership in this beautifully refined CANAL-FRONT TOWNHOME in the Florida Keys. Designed for those who value both relaxation and convenience, this two-bedroom, two-bath residence offers an elevated take on classic coastal style. The main level showcases updated flooring and a bright, elegantly appointed white kitchen with stainless steel appliances and streamlined finishes. An architectural staircase adds subtle character while maintaining the airy, open-concept flow—ideal for entertaining or unwinding after a day on the water. Step outside to a rarely available expanded private terrace, offering additional space for lounging and dining canal-side. The resurfaced SPA-STYLE DIPPING POOL accented with decorative tiled steps, creates a serene setting for morning coffee or sunset gatherings overlooking the tranquil waterway. Upstairs, the primary suite enjoys peaceful canal views and a private en-suite bath. The guest bedroom features its own balcony retreat, and both bedrooms offer soaring ceilings that enhance the light-filled ambiance. Perfect as a sophisticated VACATION RETREAT or turnkey waterfront residence, this exceptional townhome delivers the essence of the Keys lifestyle with ease and elegance. Elevate the interior design to reflect the resort's newly refreshed aesthetic, creating a cohesive, upscale look that aligns with current branding standards. By incorporating the updated décor package, the residence will meet the qualifications for inclusion in the resort's vacation rental program—offering both enhanced guest appeal and the opportunity for rental income. At the same time, you can retain the home as your own private island escape, enjoying the perfect balance of personal retreat and investment potential. 7017 Harbor Village Dr, Duck Key