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5091 Sunset Village Dr, Duck Key
$635,000
2 Beds ⋅ 3 Baths ⋅ 621289 MLS
Nightly Rentals Allowed! Welcome to your perfect winter escape and income-producing investment at 5091 Sunset Village Drive. Located in the highly desirable Villages at Hawks Cay on Duck Key, this 900-square-foot coastal townhome features two bedrooms and two and a half bathrooms. Designed with a breezy two-story layout, the villa offers an inviting living space on the ground floor and private upper balconies that showcase stunning water views and famous Florida Keys sunsets. Whether you are a snowbird looking to trade winter storms for sunshine or an investor seeking a lucrative vacation rental, this property delivers the ultimate Middle Keys lifestyle. The absolute highlight of this specific unit is its unbeatable convenience: a tropical community swimming pool is situated immediately out your back door. You can step directly from your private open porch and instantly transition into relaxation mode. This effortless poolside access is a massive selling point for short-term rental guests and provides the ideal setting for you to unwind after a long day of offshore sportfishing, snorkeling the reefs, or kayaking through the calm local waters.Situated on the tranquil sunset side of the island, ownership here places you right in the middle of world-class resort surroundings. Duck Key is renowned for its premier boating, deep-water marina access, local spa services, and exceptional waterfront dining. You are just a short trip from celebrated area attractions like the Dolphin Connection and phenomenal Atlantic Ocean diving. Best of all, new owners enjoy unmatched investment flexibility. You can choose to keep this sunny sanctuary all to yourself for the winter, self-manage it , or seamlessly integrate it into the Hawks Cay Preferred Rental Program to maximize your returns while you are away.

5091 Sunset Village Dr, Duck Key
364 E Seaview Dr, Duck Key
$1,975,000
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
210 Schooner Ln, Duck Key
$850,000
4 Beds ⋅ 2 Baths ⋅ 620906 MLS
Welcome to this beautifully updated island retreat in the heart of Duck Key! This spacious 4-bedroom, 2-bath home sits on a desirable corner lot, offering extra privacy and great outdoor space. Built solid with CBS construction and recently upgraded with a new metal roof and new impact windows and doors, NEW AC, NEW WATER HEATER, this home is move-in ready and built to handle Keys living with ease. Inside, you'll find nearly 2,000 sq ft of living space with a bright, open feel. The main floor features an updated kitchen with newer appliances, modern cabinetry, and sleek countertops, perfect for cooking and entertaining. The split-bedroom layout provides a private primary suite, while the additional bedrooms offer plenty of space for family or guests. The upstairs living area feels like a cozy treehouse, with large windows bringing in natural light and views of the lush surroundings. Step out to the open balcony and enjoy your morning coffee or evening sunsets. Outside, there's plenty of room for parking a boat, trailer, or golf cart. The corner lot location means more yard space and extra breeze. Located in the sought-after Duck Key community, you're just minutes from world-class fishing, boating, and local restaurants. With no HOA fees and solid storm protection, this property is a perfect full-time residence, vacation home, or rental investment. Don't miss this chance to own a stylish, updated Keys home that's ready for you to enjoy right away.

210 Schooner Ln, Duck Key
122 S Bahama Dr, Duck Key
$1,895,000
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
4402 Marina Villa 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
5018 Sunset Village Dr Unit D-050, Duck Key
$1,048,000
3 Beds ⋅ 3 Baths ⋅ 620817 MLS
DUCK KEY - Experience the ultimate Florida Keys lifestyle in this stunning 3-bedroom, 3-bath Villa located in the world-renowned Hawks Cay Resort. Perfectly positioned to maximize rental income, this property allows lucrative nightly rentals, making it an exceptional investment opportunity or a luxurious personal retreat. The crown jewel of this residence is its spectacular, unobstructed harbor view. Wake up to incredible open water views of Tom's Harbor, relax on your balcony, or watch the vibrant sunset over the Gulf from your primary suite balcony. As one of the few spacious 3-bedroom, 3-bath floor plans on the harbor, the property is beautifully maintained and offered completely turn-key with stylish, comfortable decor. Boaters will love the convenience of available dock rentals nearby or boat launch (for a small fee). By joining the Hawks Cay Rental Program, you and your guests gain seamless access to premier resort amenities, including multiple heated pools, a full-service marina, a luxury spa, daily activities, and fantastic on-site dining. Whether you are looking for a profitable nightly rental property or a turn-key island paradise, this Villa delivers it all. Schedule your private tour today! B&BATVAI

5018 Sunset Village Dr Unit D-050, Duck Key
7044 Harbor Village Dr, Duck Key
$1,099,000
3 Beds ⋅ 3 Baths ⋅ 620778 MLS
Experience the best of the Duck Key lifestyle in this beautifully updated 3-bedroom, 2.5-bath waterfront villa at the world-renowned Hawks Cay Resort. INCLUDES BOAT SLIP. Offering 1,320 square feet of living space, a metal roof, impact-resistant windows and doors, and a deeded 35-foot boat slip directly behind the residence, this property combines effortless waterfront living with exceptional turnkey investment potential. The open concept first floor features a new kitchen with quartz countertops, updated flooring, fresh interior paint, a powder room, and a conveniently located guest bedroom. Sliding glass doors frame the water views and open to a private rear porch overlooking the canal, the perfect place to relax while keeping your boat just steps away. Upstairs, you will find hallway laundry and two spacious bedrooms, each with its own private porch. The large primary suite includes an updated bathroom with a walk-in shower, while the private porch offers gorgeous views across Lake Lucille and the gin-clear waters of Duck Key. The deeded 35-foot boat slip is located directly behind the villa, offering exceptional convenience and quick access to the open water. The property is enrolled with the Hawks Cay Rental Program, holds a transient rental license, and is currently managed by Hawks Cay Resort with an established rental history. Enrollment in the Hawks Cay Rental Management Program provides access to an impressive collection of resort amenities, including multiple pools, a saltwater lagoon, marina services, waterfront dining, Calm Waters Spa, fitness facilities, tennis and pickleball courts, watersports, fishing excursions, and family-friendly activities. Offered fully turnkey, this is an outstanding opportunity to own an updated waterfront retreat, income-producing vacation rental, or combination of both in one of the Florida Keys' premier resort communities.

7044 Harbor Village Dr, Duck Key
8302 Marina Villas Dr Unit 8302, Duck Key
$824,000
3 Beds ⋅ 2 Baths ⋅ 620660 MLS
Seller has this property listed with VRBO. Rental income for 2025 was over $100,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butler's pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers.

8302 Marina Villas Dr Unit 8302, Duck Key
273 W Seaview 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
7103 Harbor Village Dr, Duck Key
$600,000
2 Beds ⋅ 3 Baths ⋅ 620630 MLS
Don't miss this remodeled property with cheerful tropical touches that brighten every stay in the Florida Keys. This spacious two-story townhome offers 930 SF of living space, approximately 30 additional SF than the typical 2 bedroom, 2 ½ bathroom properties in the area, making it an exceptional choice for a vacation getaway, investment property, or both. The home features a bright, open-concept first floor which includes a well-appointed kitchen equipped to satisfy even the pickiest chef, an expanded dining area, a comfortable living room, a convenient half bath, and a laundry closet with a washer and dryer. Upstairs the main bedroom with cathedral ceilings has an ensuite bathroom and porch, a second bedroom and a second bathroom have entrances on the hall. Enjoy the Florida Keys lifestyle from either the upstairs or downstairs private porches, where you can sip your morning coffee or unwind with in the evening with a glass of wine. The enclosed backyard adds outdoor enjoyment and privacy. Centrally located in the heart of the Florida Keys on the grounds of Hawks Cay Resort, this townhome is within walking distance of restaurants, marina access, and a variety of water activities. Whether you're looking for a personal retreat, a vacation rental with excellent income potential, or the perfect combination of both, this property is ready to impress. Schedule your private showing today and discover all it has to offer!

7103 Harbor Village Dr, Duck Key
126 N Indies Dr, Duck Key
$1,875,000
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
239 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
209 Corsair Rd, Duck Key
$1,398,000
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
235 W Seaview Cir, Duck Key
$1,195,000
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
1100 S Indies Dr, Duck Key
$2,697,500
4 Beds ⋅ 4 Baths ⋅ 620247 MLS
Most sell due to medical expenses! Discover the pinnacle of island luxury in this stunning canal-front estate located in prestigious Duck Key. Completely transformed by a 2022 remodel, this 4-bedroom, 4-bathroom residence offers an effortless blend of modern sophistication and relaxed Keys living. Set on a generous 12,500-square-foot lot, the resort-style outdoor space features a custom tiki hut with an outdoor kitchen, a sparkling saltwater pool, and a 100-foot concrete seawall. Serious boaters will love the brand-new 20,000-pound lift with 50-amp service and a custom storage shed. The interior features over 3,400 square feet of beautifully finished space, including a gourmet kitchen featuring premium appliances, a bright Florida room, and expansive living areas. The thoughtful layout provides two bedrooms on the main level and two additional bedrooms upstairs, each with a private ensuite bath. The upper level also features a large balcony that captures sweeping views of the crystal-clear canal. Built with solid CBS construction, impact windows and doors, and a metal roof, this home combines refined design with peace of mind. Truly an exceptional value, this Duck Key masterpiece is ready for its new owner. Schedule your private showing today to experience the elegance and serenity of this remarkable home.

1100 S Indies Dr, Duck Key
8301 Marina Villas Dr, Duck Key
$679,000
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
4303 Marina Villas Dr, 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
7024 Harbor Village Dr, Duck Key
$650,000
2 Beds ⋅ 2 Baths ⋅ 620093 MLS
🌴💦 BIG NEWS FOR THE FLORIDA KEYS! 💦🌴 The largest waterpark in the Florida Keys is coming to Hawks Cay Resort in 2026! 🎉 Now is the perfect time to own this gorgeous villa in the highly sought-after Hawks Cay Resort. This tropical retreat offers a rare private hot tub upgrade (most units feature only a plunge pool), making it the perfect place to relax after a day of island adventures. ✨ Features You'll Love: 🔥 Private Hot Tub - a rare and desirable upgrade! 🏡 Beautiful island-inspired interior 🍽️ Granite countertops & stainless-steel appliances 🚻 Convenient first-floor half bath 🌊 Private waterside patio with peaceful canal views 💰 Excellent passive income potential through private rentals or the resort rental program 🌴 Your own personal Florida Keys getaway And the excitement is only growing! Coral Cay is being transformed into the largest waterpark in the Florida Keys, featuring: 🎢 Full-size waterslides 💦 Brand-new splash pad ☀️ Upgraded lounging areas 🍹 Enhanced dining spaces Available exclusively to resort guests, this incredible new attraction is expected to open in 2026, adding even more value and fun to ownership at Hawks Cay Resort. 📲 Contact me today for pricing, details, and a private showing before this opportunity is gone!

7024 Harbor Village Dr, Duck Key
248 W Seaview 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, new air conditioning system and intentionally low-maintenance ground. 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
249 W Seaview Dr, Duck Key
$844,000
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
309 Jasmine St, 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
8204 Marina Villas 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 Key
272 W Seaview Dr, Duck Key
$2,350,000
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
247 W Seaview Cir, Duck Key
$1,374,499
4 Beds ⋅ 3 Baths ⋅ 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key
5006 Sunset Village Dr, Duck Key
$675,000
2 Beds ⋅ 2 Baths ⋅ 618638 MLS
Welcome to your private slice of paradise at Hawks Cay Resort. This beautifully updated two-bedroom, two-bath waterfront villa offers the rare opportunity to own an oceanfront-style residence in the heart of the Florida Keys. Thoughtfully renovated, the home features luxury ceramic tile flooring, stainless steel appliances and stylish furnishings throughout. New AC unit with Wi-Fi Thermostat installed in 2025, kitchen and additional interior updates were completed in 2018, while the primary bathroom was fully remodeled in 2024, adding a fresh, modern touch. Custom sliding barn doors on the bathrooms enhance both functionality and coastal charm. The property is already well on its way to meeting the requirements for the resort's rental program, providing excellent flexibility for personal use or income potential. Located in the highly desirable Sunset Village, this villa delivers breathtaking Keys sunsets right from your back porch. Enjoy effortless access to kayaking and paddleboarding from your backyard or simply relax and take in the tropical surroundings and ocean breezes. Daily rentals are permitted, an extremely rare and valuable feature in the Keys, making this an exceptional opportunity to maximize rental income. Whether you're seeking a personal retreat, an income-producing investment, or both, this is one of the finest villas currently available. Welcome home to island living at its best. Schedule your private showing today.

5006 Sunset Village Dr, Duck Key
8304 Marina Villa Dr, Duck Key
$900,000
3 Beds ⋅ 2 Baths ⋅ 615341 MLS
Discover the perfect blend of coastal elegance and modern comfort in this stunning 3-bedroom, 2-bath penthouse located in the heart of Hawks Cay Marina. Designed to impress, this top-floor residence features soaring vaulted ceilings and dramatic floor-to-ceiling windows that flood the space with natural light and frame panoramic views of the marina and lush green lawn. Step out onto the spacious, screened-in balcony—ideal for al fresco dining or simply soaking in the tranquil, scenic surroundings. Recent updates include a brand-new air conditioning system and the resort's contemporary vacation rental furniture package, all styled in calming coastal hues of white, gray, and blue. Added conveniences like an elevator, covered parking, and a private storage unit complete the effortless lifestyle. Residents enjoy access to a full suite of resort amenities, including three pristine pools, eight tennis courts, a natural sand beach lagoon, the Coral Cay Kids Camp, a Dolphin Training Center, and three on-site restaurants and bars. With the marina just steps away, world-class fishing charters and ocean adventures await. Don't miss this rare opportunity to own a luxurious slice of paradise.

8304 Marina Villa Dr, Duck Key
5100 Sunset Village Dr, Duck Key
$695,000
2 Beds ⋅ 2 Baths ⋅ 617967 MLS
Live the Florida Keys Lifestyle in Sunset Village! This unique 2-bedroom, 2.5-bath townhouse offers something you don't see often, ocean views from both the front and the back of the villa. Whether you're enjoying your morning coffee or winding down at sunset, the water is always part of the view. Located just steps from the ocean and the Sunset Pool, the home sits in a quiet, private corner of Sunset Village, making it ideal for both relaxation and family fun. A small beach area directly across the street is perfect for swimming, paddleboarding, kayaking, and all water activities the whole family can enjoy. Sunset Village is a great spot for kids and guests of all ages, with the pool right out the back door, open green spaces, walkable paths and endless opportunities to explore the island life. Inside, the villa features stainless steel appliances, granite countertops, impact sliding glass doors, a convenient lower-level half bath, and a screened second-level porch which makes a great place to sit back, unwind and enjoy ocean breezes. The property has been very lightly used as a second home and shows beautifully, but it also offers excellent flexibility. Daily rentals are allowed, making it easy to convert into a resort rental or private vacation rental when you're not using it. Whether you're looking for a family getaway, a Keys lifestyle home, or a property with strong rental potential, this one truly checks all the boxes. Priced to sell and ready to be enjoyed. All offers are welcome! Note that all new owners have the opportunity to enroll into the resort rental program which will allow access to enjoy all 61 acres of the exceptional resort amenities, including a freshwater sandy beach lagoon, a full-service marina, 5 food and beverage outlets, tennis and pickleball courts, a luxurious spa, a children's park, multiple pools and an endless array of watersports right at your doorstep. Yes, you can actually live like you are on vacation!

5100 Sunset Village Dr, Duck Key
154 S Indies Dr, Duck Key
$2,444,000
2 Beds ⋅ 2 Baths ⋅ 618772 MLS
Rare opportunity to secure a prime waterfront homesite on highly desirable Duck Key. This is presenting the perfect canvas to design and build a custom island retreat exactly to your vision. Even better, the property is ROGO exempt, meaning no waiting for a new building permit -- a verified build right is already in place (letter on file). Boaters will appreciate the 82 feet of dockage, deep water dockage and exceptionally quick ocean access. Two davits that are 5,500 lbs each one and a turner on one of them. Center Island is a prime location for privacy on Duck Key. Navigate under the Seaview Bridge and head out through the Headpins for fast access to open water, or take the main channel route for larger sportfishing vessels. Enjoy all the lifestyle perks Duck Key is known for, including nearby dining at Hawks Cay Resort, a welcoming island community. that is golf cart friendly. Fly into Marathon airport with your own plane or Million Air and then drive 15 minutes to your island oasis. Whether you're planning a full-time residence or luxury vacation escape, this is your chance to build your dream home in one of the Florida Keys' most sought-after boating enclaves.

154 S Indies Dr, Duck Key
7026 Harbor Village Dr, Duck
$639,000
2 Beds ⋅ 3 Baths ⋅ 618452 MLS
Recently updated throughout, featuring a completely renovated spa/jacuzzi installation, brand new tile flooring throughout the entire unit, and freshly painted interior and exterior walls. Plantation shutters enhance the interior, while updated interior doors and modern hardware add a refined touch. The open layout offers tile flooring on the main level and wood laminate upstairs. The spa pool has been refinished and retiled, complemented by elegant tile accents along the surrounding privacy wall. Enjoy the private patio with landscape lighting, outdoor shower, and roll-down/accordion shutters for added protection. The kitchen features white cabinetry, a stylish backsplash, stainless steel appliances, and granite countertops. A motorized shade with a remote control along the sliding doors provides privacy and shade. Conveniently located next to the Fishing and Walking Pier access. Offered fully furnished with a few exclusions. Owners may enjoy the amenities of Hawk's Cay Resort with participation in the resort management program.

7026 Harbor Village Dr, Duck
5110 Sunset Village Dr, Duck Key
$680,000
2 Beds ⋅ 2 Baths ⋅ 617778 MLS
Hawks Cay Resort Villa - Luxury, Lifestyle & Investment Potential. NIGHTLY RENTALS ALLOWED. This beautiful 2-bedroom, 1.5-bathroom end-unit villa is your gateway to paradise in the highly desirable Hawks Cay Resort. Perfectly positioned for both personal enjoyment and income generation, this property offers the best of both worlds: a tropical retreat and a savvy investment. • Prime Location: End-unit villa in Hawks Cay Resort, one of the Florida Keys' most sought-after destinations. • Upgraded Features: Impact windows & doors, metal roof, tile throughout, stainless steel appliances, and granite countertops. • Turnkey Condition: ready for immediate income generation or personal enjoyment. • Proven Performance: Comes with an outstanding rental history, making it an ideal short-term rental investment. • Nightly Rentals Allowed: Flexibility to maximize occupancy and income potential. Tax Advantages;: Owning a short-term rental property has never been more financially attractive. The recently passed legislation provides powerful tax incentives for STR owners: • 100% Bonus Depreciation Restored: Investors can immediately expense qualifying assets like appliances, furnishings, and renovations—accelerating deductions and reducing taxable income. • Permanent 20% Qualified Business Income (QBI) Deduction: Structured as an LLC or S-Corp, owners can deduct up to 20% of qualified rental income annually, boosting long-term profitability. • 1031 Exchanges Protected: Investors can continue deferring capital gains when swapping properties, preserving portfolio flexibility. • Enhanced SALT Cap: Raised from $10,000 to $40,000, making high-tax states more attractive for STR investment. These provisions mean better cash flow, faster growth, and stronger ROI for savvy investors who act now. Imagine waking up to the serene beauty of the Florida Keys, enjoying resort amenities, and knowing villa is working for you even when you're away.

5110 Sunset Village Dr, Duck Key