luxury houses for sale Sugarloaf Shores, United States

A luxury waterfront estate with panoramic ocean views, this walled and gated masterpiece surrounded by gorgeous landscaping provides utmost privacy and the perfect Keys lifestyle and comes completely furnished. The unique 6-bedroom, 4-bathroom layout offers ample space for family and guests with breathtaking ocean vistas from almost every room. A secluded backyard oasis features a private beach, a sparkling heated pool and spa and a charming tiki hut for entertaining and ideally situated for breathtaking sunsets with 140' of waterfront for Keys living at its best. Across the breezeway, the master suite aka ''The Sanctuary'' provides total privacy from the main house. Wake up to ocean views provided by floor to ceiling windows from your king size bed or while soaking in the stand-alone porcelain tub in the beautiful master bathroom. A coffee & liquor bar, ice machine, & beverage cooler makes this master suite an escape for total relaxation. Enjoy effortless boating to the ocean or the gulf side for all your fishing and diving adventures. A fish cleaning table is conveniently located right on the dock. All updates and furnishings were done by D'Asign Source. This house is a must see so schedule your private tour today.

Stunning two bedroom, two bathroom waterfront home with ocean access! Discover your dream home in the heart of the Florida Keys! This beautifully renovated home offers everything you need for a perfect island lifestyle. Enjoy direct boating access to the Atlantic Ocean from your private 60' dock and enjoy the spectacular ocean views from your spacious open floor plan. Entertain guests at the tiki hut and outside bar, and store all your gear in the ample storage spaces and garage. The 240 square-foot air-conditioned downstairs enclosure is perfect for additional living space or a home office. The property is fully fenced with a driveway featuring elegant pavers, making it ideal for vacation rentals and permanent residence. Ample parking for numerous cars, boats, or water toys. Don't miss out on this unique opportunity to own a piece of paradise! Contact us today to schedule a viewing and make this waterfront dream home yours!

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.

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.

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!

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)

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.

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.

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!

Welcome to an unparalleled waterfront experience in one of the most coveted locations in Key West. Located on the prestigious Riviera Canal, this one-of-a-kind four-bedroom, two-bath haven is more than just a home—it's a boater's dream, a sunseeker's paradise, and the ultimate indoor-outdoor luxury living. Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether you're setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is. Designed by the famed Bender & Associates, this 2,426 sq. ft. retreat was built to blend the best of coastal living with modern comfort. The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle canal breeze. And speaking of the outdoors... step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine. The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact windows and doors throughout, and a gated circular driveway that offers complete privacy.

Tranquil well maintained home professionally decorated on a private island five minutes off of Key West, on Sunset Key. Tropical island living at its finest. The island has beautiful sand beaches, community resort style pool, tennis courts, fitness center, full service spa and an ocean front five star restaurant/bar. This exclusive private community is dreamy and very secure, with the ferry service to and from Key West running 24 hours. Experience the serenity of truly being away from it all while just a short ferry ride to all that Key West has to offer. Great investment opportunity for a vacation rental, the rental history can be provided.

Charming Key West Oasis on a Quiet Cul-de-Sac Nestled on a quiet, dead-end street, this inviting three-story, 4-bedroom, 3-bathroom residence offers the ultimate blend of relaxation and functionality. Designed for both everyday comfort and effortless entertaining, the home provides ample space indoors and outdoors for gatherings with family and friends in the heart of Key West. Enjoy tranquility and privacy on a secluded cul-de-sac, all while being minutes from Key West's famed beaches, dining, and entertainment spots. Exceptional Outdoor Living Space: A true highlight of this property is its expansive outdoor living area. Perfect for entertaining, it features a fully equipped outdoor kitchen with 10 stainless steel cabinets, a gas BBQ grill, a wood-burning kazan station, and a charcoal shish kebab mangal within a custom brick and stone enclosure. The generous countertop space invites preparation and presentation, making this setup ideal for hosting unforgettable BBQs and al fresco dining experiences. Eco-Friendly Solar Efficiency: This home offers sustainable, energy-efficient living that reduces both energy costs and environmental impact, allowing you to enjoy Key West with a minimal carbon footprint. Owners are licensed real estate agents in Florida.

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from a backyard oasis, masterfully outfitted for hosting memorable gatherings with a well-equipped outdoor kitchen with gas grill, gas burner, ample prep space and beverage cooler. Lounge poolside, cocktail in hand, in the shade of a large tiki hut and cool off in the stunning resort-style pool, complete with fountain waterfalls! Additional exterior features include brick paver pool deck and outdoor rain shower. Upon entry, the main house features an open-concept great room with walls of impact glass windows and doors, providing abundant natural light. The immaculate Chef's Kitchen, with quartz countertops, glass tile backsplash, premium stainless-steel appliances, and island with seating, allows for effortless entertaining. As a bonus, a Dutch door leads to a spacious butler's pantry with laundry. The primary suite enjoys privacy in its own wing, and comes equipped with luxurious en suite, walk-in closet, and access to a private garden. The separate guest wing offers two expansive bedrooms and two full bathrooms. The well-appointed guest house offers two floors, with living room and kitchenette on the main level, complete with serene pool views and impact glass doors leading out to a private, poolside composite deck. The upstairs guest bedroom offers loads of privacy and en suite bathroom. Enjoy an abundance of covered parking with two pergola carports and additional off-street parking. Located within a quiet, established neighborhood but in proximity to restaurants and convenience stores in town, this ideal location offers the best of both worlds!

If you are looking for Key West Luxury Island living at its best, then here it is 1235 Washington St. Island modernization with ultra-luxury high end finishes. This newly renovated residence is built above the current base flood elevation and designed to the latest building codes. Home features 4bedrooms/4 bathrooms of unparalleled style & sophistication. Complete with designer kitchen, build in cabinetry from Italy, quartz counter tops, and high end appliances. Home is built with CBS construction, spray foam insulation, hurricane impact windows & doors, and V-crimp metal roof which will help lower insurances and provide low maintenance. Interior has 10 ft. ceilings throughout and a grand vaulted ceiling in the living room area. Brand new salt water pool with water feature and separate pool house/guest quarters designed with carefree life style adds to the exceptional value of this amazing home. Sit on your super beautiful front porch with tiger wood finishes and enjoy all Key West has to offer. Home is located on a 5,348 S.F. corner lot in one of the most prestigious and desirable areas of Key West. Lush tropical landscaping, irrigation, outdoor lighting, and off St. Parking completes this very desirable luxury property. Just a short distance too many of Key West fine restaurants, galleries, museums, White St. pier, & beaches. Don't miss out on this excellent opportunity to own this impressive and newly renovated luxury residence at 1235 Washington St.

This is a classic Conch cottage located on a quiet Old Town lane. Beautiful Dade County pine throughout from walls and ceilings to hardwood floors. Updated open kitchen with quartz countertops and stainless steel appliances. French doors open to the landscaped backyard with saltwater pool, deck, outdoor shower and privacy fence. This home is just a short walk or bike ride to all of Key West's best restaurants, galleries & shops.

Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this legal duplex offers endless possibilities. Whether you're looking for a wise investment, a vacation getaway, or a new primary residence, this property is ready. Live in one unit and rent the other, or enjoy the entire home yourself! There is an interior staircase to enter the upstairs unit. Each spacious level features two bedrooms, one bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool—perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant, ensuring immediate rental income. Located in a prime spot close to the Old Seaport, with top restaurants and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush tropical landscape, visible from the open kitchen which has accordion hurricane impact windows and a full size hurricane impact pocket door that transforms the inside to outside.