6 properties for sale in Duck Key, Middle Keys CCD Monroe County Florida

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Experience the laid-back luxury of Duck Key in this beautifully appointed waterfront residence. Designed for both comfort and entertaining, the home features a chef’s kitchen with premium appliances, generous counter space, and custom cabinetry that will delight any culinary enthusiast. Rich Brazilian wood floors add warmth and elegance throughout the living spaces, while the spacious primary suite offers a spa-inspired bathroom highlighted by a massive walk-in shower. Large glass doors invite natural light and frame stunning water views from nearly every angle. Step outside to the covered terrace balcony overlooking the sparkling waters of Duck Key, where gentle sea breezes and breathtaking sunsets create the perfect setting for morning coffee, alfresco dining, or evening cocktails. Whether you’re seeking a full-time residence, vacation retreat, or investment property, this home captures the very essence of Florida Keys waterfront living

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

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.

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 le

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to Summer Sea, a pristine bayfront community in the heart of Islamorada, where luxury meets tranquility. This recently remodeled condo boasts breathtaking bay views from its expansive balcony. With 2 bedrooms (and room for a 3rd), 2 bathrooms, a gorgeous kitchen, tons of closet space, an additional wet bar area and 1, 148 square feet of elegant living space, this home offers both comfort and style.Enjoy panoramic bay views from your large private balcony, perfect for morning coffee or spectacular sunsets. The modern, open floor plan enhances the sense of space and light, making it ideal for both everyday living and entertaining. The two generously sized bedrooms provide ample space for relaxation and comfort.The Summer Seas community offers an array of amenities for sun seekers and boating enthusiasts alike. The newly renovated heated pool is perfect for soaking up the sun, while the sandy beach area provides an idyllic spot for waterfront relaxation. For those who love boating

Welcome to Summer Sea, a pristine bayfront community in the heart of Islamorada, where luxury meets tranquility. This recently remodeled condo boasts breathtaking bay views from its expansive balcony. With 2 bedrooms (and room for a 3rd), 2 bathrooms, a gorgeous kitchen, tons of closet space, an additional wet bar area and 1, 148 square feet of elegant living space, this home offers both comfort and style.Enjoy panoramic bay views from your large private balcony, perfect for morning coffee or spectacular sunsets. The modern, open floor plan enhances the sense of space and light, making it ideal for both everyday living and entertaining. The two generously sized bedrooms provide ample space for relaxation and comfort.The Summer Seas community offers an array of amenities for sun seekers and boating enthusiasts alike. The newly renovated heated pool is perfect for soaking up the sun, while the sandy beach area provides an idyllic spot for waterfront relaxation. For those who love boating

Big, beautiful, and exceptionally solid, this waterfront Islamorada residence is perfectly situated on Sandy Cove Basin with protected deep-water dockage for multiple boats and direct bay access. A gated, pavered double driveway leads to an inviting foyer where marble floors and a private elevator welcome you. The elevated living level features a spacious great room with fireplace and coral accents, ideal for entertaining, along with a chef's kitchen offering custom teak cabinetry, granite countertops, island cooktop, and premium Sub-Zero and Bosch appliances. Wide screened porches extend the living space and capture open waterfront views. The home offers 5 bedrooms and 5.5 baths, a resort-style pool, and excellent updates including a new dock, new boat lift, and new A/C systems. A privacy wall enhances the secluded feel of this quiet, one-street neighborhood known for its consistently lovely homes. An exceptional opportunity for refined island living with outstanding boating access

Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage-all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand th

Under contract-accepting backup offers. Stunning Furnished Coastal Modern 3-bedroom, 3-bath modern waterfront estate built by the Florida Keys' premier builder, D'Asign Source. This three-story solid concrete home offers exceptional design, craftsmanship, and strength, perfectly positioned on over a quarter acre with 110 feet of deep-water frontage along a 300-foot-wide canal. Boaters will love the 10,000 lb boat lift, 85 feet of dockage, and direct deep-water access to the Gulf and Atlantic. A fish cleaning station with water, bait freezer, and commercial ice machine make this property a dream for anglers and water enthusiasts. Inside, expansive glass doors and windows flood the living space with natural light and showcase panoramic canal views. The chef's kitchen features Viking appliances, quartz countertops, wine cooler, and premium finishes, while the open-concept design connects seamlessly to multiple balconies and outdoor living areas. The master suite includes an oversized rain

Estate Opportunity. Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage-all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. The 2/2 pool home is updated and ready for refined living

Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom. Ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to

Discover the easygoing charm of the Lower Keys at this. 81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier-perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. Ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. Ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. Ft. fenced property. Monroe County's small Palm Villa Park bor

Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the boat. There is a separate nicely sized storage room that could also be a workshop. The garage is currently set up as bonus space, it would make a great'man cave', or play room! This Key West style home is being offered fully furnished as well as an extensive list of required amenities, such as a fully stocked kitchen, bedding and bath towels, to name a few. Bring your toothbrush and fishing rods, drop a line off of the seawall and catch your dinner, or walk to the famous No Name Pub for pizza and adult beverages. Or, enjoy a quiet evening under the stars, in your private heated pool, grilling yo

Join us for Brokers Open House today 4-6 pm! This stunning, fully renovated waterfront home in Key Colony Beach offers the ultimate Florida Keys lifestyle, combining high-end finishes with practical, top-tier enhancements for durability and comfort. Step into a bright, open-flow sanctuary anchored by wood-look tile flooring and crisp custom shiplap walls. The heart of the home is a culinary showpiece, featuring an expanded island with hand-selected quartzite countertops, a farmhouse sink, and an instant hot water system. The sunroom offers an elevated retreat with its tongue-and-groove ceiling, while the bathrooms have been transformed with sleek barn-door glass showers and designer finishes. Designed for the elite boater, the outdoor oasis features a 15,000 lb boat lift and a newly replaced dock (2026). The backyard is a private tropical resort, finished with limestone pavers, a composite raised deck, and a brand-new tiki hut. For the dedicated angler, the garage is thoughtfully equip

Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada—just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear—ideal for entertaining or unwinding in complete privacy—while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal,