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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

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

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

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

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

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

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

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

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

7017 Harbor Village Dr, Duck Key
$599,000
2 Beds ⋅ 2 Baths ⋅ 618643 MLS
World-class resort living meets effortless, low-maintenance ownership in this beautifully refined CANAL-FRONT TOWNHOME in the Florida Keys. Designed for those who value both relaxation and convenience, this two-bedroom, two-bath residence offers an elevated take on classic coastal style. The main level showcases updated flooring and a bright, elegantly appointed white kitchen with stainless steel appliances and streamlined finishes. An architectural staircase adds subtle character while maintaining the airy, open-concept flow—ideal for entertaining or unwinding after a day on the water. Step outside to a rarely available expanded private terrace, offering additional space for lounging and dining canal-side. The resurfaced SPA-STYLE DIPPING POOL accented with decorative tiled steps, creates a serene setting for morning coffee or sunset gatherings overlooking the tranquil waterway. Upstairs, the primary suite enjoys peaceful canal views and a private en-suite bath. The guest bedroom features its own balcony retreat, and both bedrooms offer soaring ceilings that enhance the light-filled ambiance. Perfect as a sophisticated VACATION RETREAT or turnkey waterfront residence, this exceptional townhome delivers the essence of the Keys lifestyle with ease and elegance. Elevate the interior design to reflect the resort's newly refreshed aesthetic, creating a cohesive, upscale look that aligns with current branding standards. By incorporating the updated décor package, the residence will meet the qualifications for inclusion in the resort's vacation rental program—offering both enhanced guest appeal and the opportunity for rental income. At the same time, you can retain the home as your own private island escape, enjoying the perfect balance of personal retreat and investment potential.

7017 Harbor Village Dr, Duck Key

7075 Hawks Cay Blvd, Duck Key
$930,000
2 Beds ⋅ 2 Baths ⋅ 617869 MLS
35ft Slip #106 few steps away included in Sale* An exceptional opportunity to own a two-bedroom Conch-style villa in the desirable Lake Lucille area of Hawks Cay Resort. Ideally located just a short walk from the resort entrance, this villa offers water views and sits within the residential docking area of the Village of Hawks Cay--a highly sought-after location. The home has been thoughtfully upgraded, newer furniture, durable PVC back porch flooring, and a convenient half bath was recently added on the main level, enhancing functionality for owners and guests. Truly making this property a 2 bedrooms 2.5 baths. This villa is a well-maintained Conch-style residences in the docking area, offering both enjoyment and rental history/ income within the resort community.

7075 Hawks Cay Blvd, Duck Key

5086 Sunset Village Dr, Duck Key
$649,900
2 Beds ⋅ 2 Baths ⋅ 617875 MLS
An exceptional opportunity to own a two-bedroom, one full bath and one half bath villa in a prime location along Sunset Village Drive, just steps from the Sunset Pool. Hawks Cay offers the resort rental program, allowing owners to enjoy all the amenities Hawks Cay has to offer while benefiting from established rental income. Ideally positioned near the water, this villa offers a functional and comfortable layout that appeals to both owners and guests. Its close proximity to waterfront areas, stunning sunsets, and the Sunset Pool—among many other amenities—makes it a highly desirable. Whether you're looking for a personal getaway, an income-producing property or both, this villa offers an excellent blend of location, lifestyle, and investment potential in one of the most sought-after areas. Schedule your tour today! * 35ft Slip For Sale at an additional price. *

5086 Sunset Village Dr, Duck Key

5092 Sunset Village Dr Unit Hawks Cay Resort, Duck Key
$635,000
2 Beds ⋅ 2 Baths ⋅ 611959 MLS
This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brightening up the cozy two-bedroom space located in the renowned Hawks Cay Resort in the stunning Florida Keys. Beautifully remodeled in 2021, the villa is decorated in an elegant coastal style, complete with custom made built-in furniture that complements the serene surroundings. Luxury vinyl tile flooring runs throughout, adding a touch of sophistication and durability. Relax on the porch while taking in spectacular sunsets, or launch a kayak from your back door for an easy adventure. A small, serene pocket beach is also just right around the corner. Whether you're looking for a second home or an investment, this villa offers great income potential through the resort's rental program, with daily rentals allowed making it a valuable waterfront property. Experience the best of paradise and embrace the Florida Keys lifestyle.

5092 Sunset Village Dr Unit Hawks Cay Resort, Duck Key