luxury real estate for sale Cudjoe Key, United States

Experience the charm of this Key West Conch-style home on Sugarloaf Key in Indian Mound Estates. This beautifully designed residence offers two bedrooms and a half baths, with a gourmet kitchen showcasing custom cabinetry and sleek stainless steel appliances. The rich wood and tile flooring flow seamlessly throughout, adding warmth and character to every room. Unwind on the private porch off the master suite, your own secluded retreat. Recent upgrades elevate this home, featuring a durable metal roof, impact doors and windows, a modern central AC system, and a sewer hookup added in 2016. Ideally situated just 300 feet from a serene picnic area and a boat and kayak ramp, you're also only a scenic 20-mile drive away from the vibrant energy of Key West.

Discover the ultimate boater retreat in beautiful Summerland Key! This stilted canal-front home features three bedrooms and two baths and easy access to both the Atlantic Ocean and Gulf of Mexico. After a day on the water, unwind in the pool or relax under a palm tree in your hammock. The ground-level storage area is perfect for your boating gear and outdoor furniture. A commercial ice maker is ready to chill your catch of the day or beverages for your sandbar excursions. Enjoy the convenience of a Coast Guard-marked channel, providing a safe and enjoyable transit to and from your dock. The wide 60-foot canal makes maneuvering a breeze, and marine fuel is just 2 minutes away by boat—no more long trips to the fuel dock. Inside the home, you'll find an open-concept design centered around the kitchen, dining room, and living area. Off the dining room is a screened-in porch, perfect for enjoying happy hour cocktails or taking in another incredible sunset in paradise. This home boasts three generously sized bedrooms, two baths, and a laundry room. Recent upgrades include a new AC system installed in 2022, a new water heater in summer 2024, and a new roof added in 2018. The furniture can be sold with the home, making it move-in or rental-ready! The home is conveniently located near many stores, restaurants, and other conveniences. This location offers everything you need in tranquil Summerland Key. This home is truly a boater's dream!

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5 star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate 5-bedroom, 4-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO exempt permit allows for the construction of another dream home. This is a complete turnkey, fully furnished property provides a peaceful, tropical escape from the ordinary. Included in this purchase is a Shore Station Lot completely fenced in to leave vehicles and has a 58' seawall to accommodate your personal ferry. Full list of amenities included in the documents tab. Contact our listing agent, Rebecca Lacey, today for more details on making this enchanting paradise your new home. Agent Remarks: Viewing requires ferry vessel and 24 hour notice supplied by seller.

Elevate your lifestyle to new heights with this extraordinary open water property that offers a captivating blend of functionality and opulence. Whether you desire a multi-generational retreat or a resort-style sanctuary, this unique home is for you. The main house features open floor plan plan. Main kitchen has Corian Countertops & custom cabinets. Cathedral arched celings are tongue and groove cedar. New flooring in living room. Ocean views greet you as you walk through the front doors. There are three spacious bedrooms and two and a half bathrooms, ensuring comfort and privacy for all. int he main house. Primary Suite is on the top floor with a brand new shower that offers a unique experience to enjoy the views with privacy. The bottom floor offers two bedrooms with open water views., full bathroom, large laundry room, living room overlooking the pool, a separate master closet, and kitchenette. Spacious decks to sit and enjoy ocean side, and large covered patio to sit pool side. Two charming cottages, each featuring two bedrooms and one bathroom, offer cozy, private spaces for guests or family members. Each bedroom has it's own balcony. An additional half bath is conveniently located in the laundry room, and two outdoor showers provide an extra layer of convenience. Above one of the cottages is a widows peek lounge area. Enjoy the expansive patio by the pool, or relax on the generous ocean-view decks. A three-tier pool provides year-round comfort with individual cooling and heating, all within a screened enclosure. Covered boat basin and boat lift. Ocean-side tiki hut, shuffleboard court, and ample deck space ensure endless outdoor entertainment. Covered carports, a garage, & ample front yard parking make room for all your toys. A dedicated home gym provides ocean-view workouts. Additional storage sheds and handyman sheds complete the package, all within a private, fenced property. (See Docs for full description. 3 month rental Dec-Feb, transferable)

This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. With 3 bedrooms, one with a murphy bed and 2 baths, this low maintenance home allows you to enjoy all the Keys has to offer. Located on a peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is ready. Close to Sugarloaf schools and just minutes from Key West.

Discover this tastefully renovated three bedroom two bathroom home in the desirable Little Torch Key. Featuring an open floor plan, the spacious kitchen flows seamlessly into the living room, perfect for entertaining. Step outside from the kitchen to your fenced backyard, ideal for outdoor dining and cookouts. This home also includes a dedicated laundry room and office. A separate entrance leads to a 1 bedroom, 1 bathroom lockout unit complete with a living room and kitchenette—perfect as a primary suite, mother-in-law suite, or for potential rental income. Ample parking for cars and boat trailers is available, with a boat ramp just around the corner. Enjoy the convenience of nearby restaurants and shopping within a 10-minute drive, all while benefiting from quiet and safe neighborhood ideal for both family living and vacation retreats. Don't miss out on this opportunity!

Stunning views abound in this elevated 2 bedroom 2 bath waterfront home in Little Torch Key. Enjoy Sunrise in the morning and shade in the evening with 180 degree views high atop your covered porch. Private end of the road property eliminates through traffic. If quiet and tranquil is what you are dreaming of, this is the home. Approximately 200 feet of natural shoreline on the Gulf Of Mexico waters, directly overlooking Pine Channel. Open and airy, with sliding glass doors and windows on the water side bringing nature and natural light inside. Plenty of parking for your boats, trailers and vehicles. Under the home you will find high pillars that allow covered parking spots and even height for most RV's. Enjoy a cocktail in the evening under your Palapa looking out over beautiful Keys waters. Adventure to the back country and enjoy endless mangrove islands and some of the best shallow water fishing in the Keys. A super quick run under the US1 bridge will put in you in the Atlantic Ocean, where world class fishing and diving can be had. A convenient county owned boat ramp is only 2500 feet from your front door, providing easy access with your vessel.

1 cleared lot with 1 ROGO...ready to build! Corner location in quiet neighborhood on Big Pine Key. There was an existing structure on the property, electric and water available and sewer would need to be run. Ask about purchasing the lot with a brand new 3 bedroom, 2 bath single family home! Big Pine Key Community Park just 3 blocks away. So many opportunities with this property! Adjacent lot available for purchase as well.

1 cleared lot with 1 ROGO...ready to build! Corner location in quiet neighborhood on Big Pine Key. There was an existing structure on the property, electric and water available and sewer would need to be run. Ask about purchasing the lot with a brand new 3 bedroom, 2 bath single family home! Big Pine Key Community Park just 3 blocks away. So many opportunities with this property! Adjacent lot available for purchase as well.

If island living is your dream, 39 Cannon Royal Drive in Shark Key is the perfect place to make it a reality. Located in one of the most exclusive and sought-after gated communities in the Florida Keys, this Caribbean-inspired estate offers a tropical escape like no other. Set within this private community, the home boasts stunning, panoramic waterfront views of the Gulf of Mexico, all while being just minutes from the vibrant energy of Key West. The moment you step inside, you're greeted by soaring ceilings and a grand staircase, offering a dramatic entry to the open-concept living spaces. Every corner of this home is designed to maximize its breathtaking surroundings, with the primary bedroom, kitchen, and living areas all enjoying expansive water views. This tropical retreat offers 3 spacious bedrooms, a dedicated office, and the rare convenience of a garage—blending luxury and practicality seamlessly. Outside, the inviting pool serves as your personal oasis, while the prime waterfront location opens the door to endless adventures. Boating, paddleboarding, and kayaking are just steps away, with space to keep a flats boat for easy access to sandbars and world-class fishing. Whether you're searching for a winter retreat or a year-round sanctuary, 39 Cannon Royal Drive is the ultimate escape to island paradise. Shark Key amenities include tennis courts, pickleball courts, swimming lagoon, clubhouse and a private beach.

Discover a world of refined luxury and tranquility at 71 Cannon Royal Drive, an architectural masterpiece in the exclusive community of Shark Key. This meticulously maintained, 4,000-square-foot, custom-built home features five bedrooms and four and one half bathrooms, embodying sophistication and island living at its finest. Sold turnkey, this property offers an unparalleled, ready-to-enjoy lifestyle. Set against breathtaking open water views, this residence is designed to impress from the grand exterior that lights up beautifully at night to the spacious interiors featuring soaring ceilings and wall-to-wall windows. The main floor invites you into an expansive great room with glass doors that open to a veranda, seamlessly blending indoor and outdoor living. This flows effortlessly into the dining area, chef's kitchen, and multiple entertaining spaces. Expansive retractable windows in the kitchen open to an inviting outdoor sitting bar and dining area, creating a perfect flow for effortless entertaining and al fresco dining. The upstairs level reveals a luxurious primary suite with cathedral ceilings, a lavish bathroom, and a private terrace overlooking the water. An elevator connects all levels, adding convenience to this sophisticated layout. Additional features include a whole-house generator, integrated sound system, large pantry, wet bar, 2 laundry rooms, 2+ car garage, coffee bar, and balconies. Outdoors, the home is a private oasis crafted for unforgettable gatherings. The property is set on half an acre and boasts exquisite landscaping that enhances its natural beauty. The outdoor storage spaces provide both convenience and functionality. You'll enjoy endless days and nights of entertainment and relaxation with multiple lounging areas, an outdoor living room, and a stunning 50-foot lap pool. Located just minutes from Key West, Shark Key has exclusive amenities that include a swimming lagoon, private beach, tennis and pickleball courts, and a clubhouse.

Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other. Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already secured, Enchanted Island is posed for your development aspirations. Additionally, the seller has completed engineered architectural plans for a 7,437 SF home. For those with a vision grander in scale, the option of rezoning and securing permits for up to ten homes exists, providing endless possibilities for your imagination. Enchanted Island boasts all essential utilities, including a new 1000A 120/240V power service, underwater sewer and power lines, and AT&T fiber connectivity. With building permits in hand, your journey from blueprint to building can commence without delay. Spanning an impressive 4 acres, Enchanted Island offers both tranquility and unique features, such as a private ocean reef and partial dredging, ideal for potential boat dock installation. In addition to its private highway access, the island has a history with helicopter use, hinting at the potential for establishing a heliport to further enhance its exclusivity and convenience for the distinguished few who will call it home or their luxury getaway. Enchanted Island seamlessly combines isolation with connectivity, offering a lifestyle statement for the discerning few. This exotic haven envisioned for the elite seeking not just a residence but a statement of lifestyle, stands ready to fulfill visions of grandeur against the breathtaking backdrop of the Florida Keys. Seize the unparalleled opportunity to turn your dream of island living into your reality with Enchanted Island.

Fully renovated in the last 4 years, this 5-bed, 5-bath, exquisite gated estate with its brand new resort-style pool, and Chef's kitchen boasting new Sub-zero, Wolf, and Miele appliances, offers 2 master suites on the 3rd floor with a private balcony and new interior 3-story elevator! This waterfront Key Haven estate offers a full length concrete dock and 15K lift, while the stunning indoor/outdoor integration invites you to savor the idyllic surroundings. The 4,500 SF of luxurious living space harmonizes with the tranquil beauty of its environment, featuring breezy outdoor spaces and light-filled interiors. Every detail has been thoughtfully designed for refined living, from the Hubbardton Forge lighting to the expansive walls of impact windows that frame breathtaking views of the turquoise Gulf waters. Enter through a grand entryway with a sweeping staircase and elevator into a spacious Great Room perfect for entertaining. The Chef's kitchen is a culinary masterpiece, equipped with high-end, stainless appliances, striking quartz countertops with a waterfall edge, and a breakfast area offering picturesque canal views. Dine in the elegant dining room or al fresco on the sprawling waterfront covered veranda. Guests will revel in the comfort of three well-appointed en suite guest bedrooms, one equipped with a steam shower, while you retreat to one of two third-floor primary suites, featuring spa-inspired bathrooms complete with Hansen & Bringle cabinetry, expansive walk-in showers, and terrace perfect for soaking in Keys famous sunsets. For added convenience each floor includes a laundry area and kitchenette, making life's conveniences just steps away. After a day on the water, dock your boat, take a refreshing dip in the brand new custom pool, or cook your fresh catch in the outdoor kitchen. Situated within a peaceful, established neighborhood yet just minutes from the magic of Key West, this one-of-a-kind Caribbean masterpiece has it all.

This is a unique opportunity to own 1200 sq feet of beautifully renovated condo space along with a 40 foot deep water slip right out the front door. This unit comes with an assigned parking spot.Taxes, water, insurance , building and common area maintenance all included under the association dues .

24 X 100 boat slip minutes from Key West

Welcome to your personal paradise, where island living becomes a reality. Imagine a backyard that isn't just an ordinary backyard, but a breathtaking tropical oasis with a private pool and serene spaces perfect for unwinding and relaxing. This luxurious retreat includes a gorgeous 3-bedroom, 2.5-bathroom single-family home with a versatile den that can serve as a home office, music room, or gym--offering the ultimate blend of comfort and sophistication.Tucked away in the most exclusive section of the Key West Golf Club, your new home is set behind a second gate, providing access to the prestigious Sanctuary community. The spacious, open-concept design flows seamlessly through the newly remodeled kitchen, dining, and living areas, making it perfect for hosting family and friends. The kitchen is a chef's dream, boasting stainless steel appliances, quartz countertops, and abundant storage. Step outside to your private pool for a refreshing swim or unwind on the screened patio while watching the sunset, surrounded by lush tropical landscaping. As a resident, you'll also enjoy access to two sparkling community pools, a fitness center, and a butterfly garden--all within this secure, gated community.Located just minutes from the vibrant center of Key West, you'll have easy access to local shops, restaurants, and beautiful beaches, embracing the island lifestyle. Don't miss the chance to make this slice of paradise your own--schedule a private showing today!

A rare opportunity to own a private island with 50 acres and only minutes from Key West. So many possibilities, build your own Equestrian Estate, ''The Southernmost stables''. This property is an excellent place to host large events like concerts, weddings, farm to table / wine tastings, or possibly therapeutic programs or retreats. Beautiful beach areas. Easy to get to, as the island has access to the mainland via a ½ mile land bridge. The property is also located next to one of the largest mega yacht marinas and close to two upscale hotels. The owners used to run a small farm, bee keeping, music events, and kids summer camps on the island. One of the few places with untouched nature left in the Florida Keys. The property is 50 acres of mangrove forest, beach berms, hammocks, upland to build your dream home with stables, and/or tennis court and more. 'I think having land and not ruining it is the most beautiful art that anybody could ever want to own.' – Andy Warhol

Nestled along the serene waterfront, these two picturesque parcels offer an unparalleled opportunity to indulge in the quintessential Florida Keys lifestyle. Boasting breathtaking panoramic views of the glistening waters, these two expansive plots of land / bay bottom present the perfect canvas for your dream waterfront retreat and /or commercial ventures. The Northern parcel consists of about 1,400 ft. of pristine shoreline, providing ample space for waterfront activities such as swimming, fishing, kayaking, and paddleboarding with deep water on one side and shallow bay bottom on the other side. Spanning 2.03 acres of Mixed Use upland and a total of 45 acres, including bay bottom. Potential uses on the Northern parcel could be Commercial retail, restaurant uses, or any combination there