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1129 Pebble Beach Ln Unit APT 11, Duck Key

Own your slice of paradise on Duck Key without the big-island price tag. This updated 2-bedroom, 2-bath condo is an easy commute to Hawks Cay and Marathon, and an easy lock-and-leave for weekends in the Keys. The open kitchen looks out on a tropical view and features chocolate wood cabinets, white quartz countertops and stainless appliances. Both baths have been refreshed with modern tile, and the primary bath has a farmhouse-style door. The big-ticket items are handled: the building has a new roof and updated plumbing, and exterior painting is coming soon. After work, walk to a waterfront restaurant, two marinas and water sports, or bike the quiet neighborhood streets. An optional Club Duck Key membership adds a large swimming pool, tennis courts, a tiki hut and grill area, and social events that make it easy to meet your neighbors. Whether you're putting down roots or want an affordable weekend escape, this is your chance to own a slice of island life.

2 Beds ⋅ 2 Baths ⋅ 621540 MLS

Own your slice of paradise on Duck Key without the big-island price tag. This updated 2-bedroom, 2-bath condo is an easy commute to Hawks Cay and Marathon, and an easy lock-and-leave for weekends in the Keys. The open kitchen looks out on a tropical view and features chocolate wood cabinets, white quartz countertops and stainless appliances. Both baths have been refreshed with modern tile, and the primary bath has a farmhouse-style door. The big-ticket items are handled: the building has a new roof and updated plumbing, and exterior painting is coming soon. After work, walk to a waterfront restaurant, two marinas and water sports, or bike the quiet neighborhood streets. An optional Club Duck Key membership adds a large swimming pool, tennis courts, a tiki hut and grill area, and social events that make it easy to meet your neighbors. Whether you're putting down roots or want an affordable weekend escape, this is your chance to own a slice of island life.

1129 Pebble Beach Ln Unit APT 11, Duck Key

$1,975,000

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.

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

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

$1,895,000

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

$2,200,000

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.

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

$1,875,000

Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two self-contained side-by-side units, each 2BD/2BA with in-unit washer/dryer, private canal-view balcony, open floor plan, and under-house storage. Unit 1 is fully renovated -- granite counters, stainless appliances, new Kitchenaide soft close cabinetry, updated baths, tile floors throughout. Unit 2 features upgraded tile floors and a bright open canvas with kitchen and baths ready for your finish. The options here are unusually flexible: rent both units for strong 28-day vacation rental income, live in one and let the other pay your carry, or convert the entire structure to a single-family waterfront compound -- there's even room for a pool. That kind of optionality, in a precast concrete above-flood building with a new roof and new dock, simply does not exist elsewhere on Duck Key. Monroe County 28-day minimum rental applies. Sold as a complete duplex; cannot be split.

4 Beds ⋅ 4 Baths ⋅ 620609 MLS

Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two self-contained side-by-side units, each 2BD/2BA with in-unit washer/dryer, private canal-view balcony, open floor plan, and under-house storage. Unit 1 is fully renovated -- granite counters, stainless appliances, new Kitchenaide soft close cabinetry, updated baths, tile floors throughout. Unit 2 features upgraded tile floors and a bright open canvas with kitchen and baths ready for your finish. The options here are unusually flexible: rent both units for strong 28-day vacation rental income, live in one and let the other pay your carry, or convert the entire structure to a single-family waterfront compound -- there's even room for a pool. That kind of optionality, in a precast concrete above-flood building with a new roof and new dock, simply does not exist elsewhere on Duck Key. Monroe County 28-day minimum rental applies. Sold as a complete duplex; cannot be split.

126 N Indies Dr, Duck Key

$1,398,000

Extensively remodeled 3-bedroom, 2-bath CBS pool home in Duck Key offering 2,076 sq. ft. of living space, smart-home technology, contemporary design, an ocean view, and exceptional indoor-outdoor living. The comprehensive remodel features sleek modern finishes and clean architectural lines throughout. The remodeled kitchen features an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. High-contrast finishes, oversized interior doors, and designer lighting complement the home's sophisticated contemporary style. Both bathrooms have been completely redesigned with custom tilework, floating vanities, LED mirrors, premium fixtures, and large spa-inspired showers. Upstairs, the loft area and guest bedroom feature vaulted tongue-and-groove ceilings, adding warmth and architectural character to the modern interior. Outdoor living is highlighted by a new in-ground pool, expansive paver pool deck, and dramatic multi-story screened porch, creating generous space for entertaining, relaxing, and enjoying the Florida Keys climate. Elevated CBS construction provides substantial enclosed storage and flexible ground-level bonus space for storage, fitness equipment, hobbies, and other uses. Professionally prepared engineering plans for future expansion are also available. Located in Duck Key in the Middle Florida Keys, with convenient access to boating, fishing, waterfront dining, and nearby resort amenities. A distinctive opportunity for buyers searching for a remodeled Duck Key pool home with smart-home technology, contemporary finishes, ocean views, and extensive screened outdoor living.

3 Beds ⋅ 2 Baths ⋅ 620387 MLS

Extensively remodeled 3-bedroom, 2-bath CBS pool home in Duck Key offering 2,076 sq. ft. of living space, smart-home technology, contemporary design, an ocean view, and exceptional indoor-outdoor living. The comprehensive remodel features sleek modern finishes and clean architectural lines throughout. The remodeled kitchen features an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. High-contrast finishes, oversized interior doors, and designer lighting complement the home's sophisticated contemporary style. Both bathrooms have been completely redesigned with custom tilework, floating vanities, LED mirrors, premium fixtures, and large spa-inspired showers. Upstairs, the loft area and guest bedroom feature vaulted tongue-and-groove ceilings, adding warmth and architectural character to the modern interior. Outdoor living is highlighted by a new in-ground pool, expansive paver pool deck, and dramatic multi-story screened porch, creating generous space for entertaining, relaxing, and enjoying the Florida Keys climate. Elevated CBS construction provides substantial enclosed storage and flexible ground-level bonus space for storage, fitness equipment, hobbies, and other uses. Professionally prepared engineering plans for future expansion are also available. Located in Duck Key in the Middle Florida Keys, with convenient access to boating, fishing, waterfront dining, and nearby resort amenities. A distinctive opportunity for buyers searching for a remodeled Duck Key pool home with smart-home technology, contemporary finishes, ocean views, and extensive screened outdoor living.

209 Corsair Rd, Duck Key

$2,697,500

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.

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

$679,000

PRIVACY GALORE! For buyers who crave true seclusion and one level living, this rare gem delivers unmatched privacy with absolutely no stairs to climb. Soaring tall ceilings and dramatic walls of glass in the living room and kitchen frame a lush, private sanctuary of tropical foliage and towering trees -- nature's own privacy screen. Step onto the wrap-around screened balcony and let yourself be swept away by the symphony of birdsong surrounding you on all sides. This spacious two-bedroom, two-bath condo offers incredible flexibility, with the dining room easily convertible into a third bedroom -- giving you room to grow without ever sacrificing your privacy. Both bathrooms have been beautifully and thoughtfully updated. The kitchen shines with granite countertops and stainless steel appliances, all bathed in natural light from your very own private tropical backdrop. Your privacy extends beyond the unit itself -- a large, secured outdoor storage area on the first floor keeps your kayaks, bikes, and personal belongings safe and out of sight. And when you're ready to venture out, you're just a short walk from several restaurants and the world-famous Hawks Cay Resort Marina, where adventure awaits -- right before you retreat back to your own private paradise.

2 Beds ⋅ 2 Baths ⋅ 620133 MLS

PRIVACY GALORE! For buyers who crave true seclusion and one level living, this rare gem delivers unmatched privacy with absolutely no stairs to climb. Soaring tall ceilings and dramatic walls of glass in the living room and kitchen frame a lush, private sanctuary of tropical foliage and towering trees -- nature's own privacy screen. Step onto the wrap-around screened balcony and let yourself be swept away by the symphony of birdsong surrounding you on all sides. This spacious two-bedroom, two-bath condo offers incredible flexibility, with the dining room easily convertible into a third bedroom -- giving you room to grow without ever sacrificing your privacy. Both bathrooms have been beautifully and thoughtfully updated. The kitchen shines with granite countertops and stainless steel appliances, all bathed in natural light from your very own private tropical backdrop. Your privacy extends beyond the unit itself -- a large, secured outdoor storage area on the first floor keeps your kayaks, bikes, and personal belongings safe and out of sight. And when you're ready to venture out, you're just a short walk from several restaurants and the world-famous Hawks Cay Resort Marina, where adventure awaits -- right before you retreat back to your own private paradise.

8301 Marina Villas Dr, Duck Key

$844,000

Discover one of the best values in Duck Key -- a spotlessly maintained, move-in-ready two bedroom two bath home on Plantation Island that checks every box for the savvy first-time Keys buyer or the discerning second-home seeker looking for low-maintenance island living at one of the best neighborhoods in the Middle Keys. This spacious, elevated residence welcomes you with an open, airy floor plan that feels expansive from the moment you walk in. Natural light pours through generous living spaces designed for easy entertaining and effortless everyday comfort. Step out onto the screened balcony and let the warm Keys breeze remind you exactly why you fell in love with this place. What truly sets this home apart is the jaw-dropping four-car garage -- an extraordinary luxury in the Keys that gives you all the room you need for vehicles, golf carts, water toys, and gear, with plenty left over. No more hunting for storage. No more compromises. Whether you're searching for your first foothold in paradise or a beautifully turnkey retreat that practically takes care of itself, this Duck Key gem delivers the lifestyle without the hassle. Priced to make your Keys dream a reality today. Exceptional value. Unbeatable location. This is the one!

2 Beds ⋅ 2 Baths ⋅ 619521 MLS

Discover one of the best values in Duck Key -- a spotlessly maintained, move-in-ready two bedroom two bath home on Plantation Island that checks every box for the savvy first-time Keys buyer or the discerning second-home seeker looking for low-maintenance island living at one of the best neighborhoods in the Middle Keys. This spacious, elevated residence welcomes you with an open, airy floor plan that feels expansive from the moment you walk in. Natural light pours through generous living spaces designed for easy entertaining and effortless everyday comfort. Step out onto the screened balcony and let the warm Keys breeze remind you exactly why you fell in love with this place. What truly sets this home apart is the jaw-dropping four-car garage -- an extraordinary luxury in the Keys that gives you all the room you need for vehicles, golf carts, water toys, and gear, with plenty left over. No more hunting for storage. No more compromises. Whether you're searching for your first foothold in paradise or a beautifully turnkey retreat that practically takes care of itself, this Duck Key gem delivers the lifestyle without the hassle. Priced to make your Keys dream a reality today. Exceptional value. Unbeatable location. This is the one!

249 W Seaview Dr, Duck Key

$1,100,000

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.

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

$2,299,000

Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

3 Beds ⋅ 3 Baths ⋅ 618104 MLS

Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key

$4,385,000

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.

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

$7,199,000

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.

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

$3,499,999

If you're searching for the look, feel, and scent of brand-new construction—complete with soaring vaulted ceilings—on exclusive Duck Key, this is the one. This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including impact-rated windows and doors, plumbing, electrical, air conditioning systems, flooring, interior doors, trim, bathrooms, and kitchens. The home is outfitted with top-of-the-line stainless VIKING appliances, underscoring the quality and craftsmanship found at every turn. Enjoy spectacular wide canal views and a layout designed for both comfort and entertaining. The lower level offers a versatile bedroom/office with a full bath, along with a second bedroom overlooking the pool and canal. A brand-new wet bar and entertaining area complete the space, making it ideal for hosting family and friends. Both garages are air-conditioned and equipped with separate built-in dehumidifiers. The outdoor living area is just as impressive. The pool has been fully refinished with glass mosaic tile, including stunning mosaic accent walls, and the surrounding space has been thoughtfully upgraded. A covered porch features an ice maker and refrigeration—perfect for relaxed Keys-style entertaining. Boaters will appreciate the upgraded boat lift and quick access to open water. Spend your days enjoying crystal-clear water, refreshing Atlantic Ocean breezes, and being just minutes from world-class fishing and diving—the Florida Keys at its finest. This home was remodeled as the owner's forever home, and it shows in every detail. The level of care and precision is exceptional. There are simply too many upgrades to list—this is a home you must experience in person to fully appreciate the fit, finish, and quality. And yes, you're just a short golf cart ride from the world-famous Hawks Cay Resor

4 Beds ⋅ 4 Baths ⋅ 618166 MLS

If you're searching for the look, feel, and scent of brand-new construction—complete with soaring vaulted ceilings—on exclusive Duck Key, this is the one. This solid concrete waterfront home has been completely reimagined from top to bottom by the current owner, with no expense spared and uncompromising attention to detail throughout. Every major system and finish is brand new, including impact-rated windows and doors, plumbing, electrical, air conditioning systems, flooring, interior doors, trim, bathrooms, and kitchens. The home is outfitted with top-of-the-line stainless VIKING appliances, underscoring the quality and craftsmanship found at every turn. Enjoy spectacular wide canal views and a layout designed for both comfort and entertaining. The lower level offers a versatile bedroom/office with a full bath, along with a second bedroom overlooking the pool and canal. A brand-new wet bar and entertaining area complete the space, making it ideal for hosting family and friends. Both garages are air-conditioned and equipped with separate built-in dehumidifiers. The outdoor living area is just as impressive. The pool has been fully refinished with glass mosaic tile, including stunning mosaic accent walls, and the surrounding space has been thoughtfully upgraded. A covered porch features an ice maker and refrigeration—perfect for relaxed Keys-style entertaining. Boaters will appreciate the upgraded boat lift and quick access to open water. Spend your days enjoying crystal-clear water, refreshing Atlantic Ocean breezes, and being just minutes from world-class fishing and diving—the Florida Keys at its finest. This home was remodeled as the owner's forever home, and it shows in every detail. The level of care and precision is exceptional. There are simply too many upgrades to list—this is a home you must experience in person to fully appreciate the fit, finish, and quality. And yes, you're just a short golf cart ride from the world-famous Hawks Cay Resor

362 E Seaview Dr, Duck Key

$1,300,000

Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access. The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views that enhance the relaxed island lifestyle. Enjoy seamless indoor-outdoor living with a private outdoor area overlooking the canal, ideal for morning coffee, entertaining, or unwinding after a day on the water. Located within the sought-after Hawks Cay Resort community, owners enjoy a resort-style setting with access to nearby amenities including boating, dining, and recreational offerings. This property presents an excellent opportunity for a second home, vacation retreat, or income-producing investment in one of Duck Key's most desirable waterfront communities.

3 Beds ⋅ 3 Baths ⋅ 618669 MLS

Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access. The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views that enhance the relaxed island lifestyle. Enjoy seamless indoor-outdoor living with a private outdoor area overlooking the canal, ideal for morning coffee, entertaining, or unwinding after a day on the water. Located within the sought-after Hawks Cay Resort community, owners enjoy a resort-style setting with access to nearby amenities including boating, dining, and recreational offerings. This property presents an excellent opportunity for a second home, vacation retreat, or income-producing investment in one of Duck Key's most desirable waterfront communities.

7061 Harbor Village Dr, Duck

$3,195,000

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!

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

$4,950,000

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.

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

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