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1041 Buttonwood Dr, Sugarloaf
$9,970,000
6 Beds ⋅ 8 Baths ⋅ 621794 MLS
THE AZURE ESTATE | Where Luxury Meets Wellness. Discover a stunning, brand-new solid concrete architectural masterpiece on the open waters of Sugarloaf Key, where striking design, coastal resilience, and wellness-inspired luxury create an extraordinary Florida Keys lifestyle. Designed for strength and peace of mind, this remarkable elevated residence pairs hurricane-resistant design features with walls of glass and endless ocean views. Step inside to a breathtaking 19-foot, double-height living room filled with natural light. Porcelain floors, elegant glass railings, and a private hydraulic elevator bring comfort and sophistication to every level. The chef's kitchen dazzles with quartzite countertops and Monogram appliances, complemented by a custom bar and dramatic stone wine display. Four private suites in the main residence open to covered waterfront terraces, inviting you to wake up to endless ocean views and gentle island breezes. Crowning the home, a full rooftop deck offers sweeping 360-degree panoramas from sunrise to sunset-an inspiring retreat for morning yoga, meditation, or unforgettable gatherings under the stars. Outside, a resort-style pool and spa, outdoor shower, convenient poolside bathroom, landscape lighting, and expansive covered entertaining areas invite you to slow down and savor island life. A planned 226-foot dock, included in the purchase price, will further elevate the boating experience. One of the property's most distinctive features is its solid reinforced-concrete parking structure, designed to accommodate up to 6 vehicles, with generous overhead storage space and convenient dual access. Boasting an impressive elevation of 11 ft 2 inch NGVD, above the designated 10-ft NGVD flood elevation, this structure offers a significant advantage in the Florida Keys, providing an added measure of protection against potential flooding during hurricanes, storm surges, and severe weather conditions. Built with solid structural concrete throughout!

1041 Buttonwood Dr, Sugarloaf

265 S Point Dr, Sugarloaf
$2,549,000
4 Beds ⋅ 3 Baths ⋅ 621772 MLS
Exceptional waterfront living in prestigious Sugarloaf Shores! Built in 2020, this stunning 4-bedroom, 3-bath home offers breathtaking open water views, spectacular sunrises, and the perfect blend of coastal elegance and Florida Keys living. Thoughtfully designed with 2,594 square feet of living space, this beautiful home features a spacious open floor plan, split-bedroom layout, and two additional bonus rooms with the potential for extra bedrooms, offering flexibility for family and guests. The inviting living and dining areas flow seamlessly into a gorgeous kitchen featuring stainless steel appliances, generous counter space, and plenty of room for entertaining. The spacious primary suite offers a walk-in closet and a beautifully appointed bathroom complete with a soaking tub and separate walk-in shower. Step outside onto the covered porch and take in the breathtaking sunrise views overlooking the sparkling open water. Enjoy your own private waterfront retreat, complete with a saltwater swimming pool, concrete dock, and boat lift, making it easy to embrace the boating and outdoor lifestyle the Florida Keys are known for. Elevated construction provides an expansive ground-level area featuring covered parking, two separate storage rooms, and a spacious concrete-finished outdoor living and entertainment area with plenty of room to relax, gather, and enjoy the tropical surroundings. Additional features include hurricane-impact windows and doors, Hardie board siding, and a fully fenced property. Located just 15 minutes from Key West, this exceptional Sugarloaf Shores property offers the beauty of peaceful waterfront living with convenient access to everything the Lower Florida Keys have to offer. Whether you're enjoying your morning coffee as the sun rises over the water, spending the day boating, or relaxing poolside, this home truly captures the Florida Keys lifestyle!

265 S Point Dr, Sugarloaf

17015 W Wahoo Ln, Sugarloaf
$3,999,999
3 Beds ⋅ 3 Baths ⋅ 621652 MLS
Rarely does a waterfront setting capture the essence of the Florida Keys quite like this. Occupying a spectacular west-facing point lot with 270 feet of open-water frontage on Sugarloaf Sound, this fully reimagined 3-bedroom, 3-bath estate offers breathtaking sunsets, sweeping turquoise-water views, and the privacy of a secluded island retreat. Beyond the gated entrance, a 17,000-square-foot property unfolds with swaying palms, lush tropical landscaping, and an extraordinary connection to the water. CBS construction, a new aluminum standing-seam metal roof, and impact windows and doors provide a solid foundation for the home's refined coastal-modern design. Inside, walls of glass frame panoramic water views and fill the expansive open-concept living spaces with natural light. Tile plank flooring, clean architectural lines, and a serene palette bring understated elegance throughout. At the heart of the home, a chef's kitchen pairs an oversized waterfall-edge island with custom cabinetry, high-end stainless appliances, wine refrigeration, and designer lighting, all against a spectacular open-water backdrop. The waterfront primary suite is a peaceful escape, complete with a spa-inspired bath featuring dual vanities, custom tilework, and a frameless glass walk-in shower. Two additional beautifully appointed ensuite guest bedrooms offer private, comfortable retreats for family and visitors. Outside, a brand-new concrete pool, inviting tiki hut, and unusually generous lawn create a private resort atmosphere for relaxing and entertaining. As the sun dips over Sugarloaf Sound, the outdoor spaces become a front-row setting for spectacular skies and unforgettable evenings. A 14,000-pound boat lift adds convenience after days spent fishing and diving in the Lower Keys. Fully renovated and move-in ready, this exceptional Sugarloaf Key estate brings together unforgettable sunsets, modern comfort, and the freedom of waterfront living.

17015 W Wahoo Ln, Sugarloaf

205 S Point Dr, Sugarloaf
$2,375,000
5 Beds ⋅ 4 Baths ⋅ 617951 MLS
Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views. The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic—an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere. Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars. The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking. Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience. Schedule your private showing today—available in person or via live video—and discover the essence of luxury island living.

205 S Point Dr, Sugarloaf

16750 Old State Road 4a, Sugarloaf
$8,995,000
6 Beds ⋅ 5 Baths ⋅ 617329 MLS
Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach — a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and diving. A protected 6-boat basin with room for extra boats is the centerpiece of the waterfront, complete with 25K and 16K lifts, a boat ramp, sandy beach, lookout point, and composite observation deck. After a day on the water, unwind in the lagoon-style saltwater pool with heater, chiller, and custom water features. The expansive tiki bar includes TVs, True refrigerator/freezer drawers, and an ice machine—perfect for effortless outdoor entertaining. Additional features include a firepit, private sandy beach, and a full outdoor kitchen equipped with built-in BBQ, Viking appliances, and True refrigeration. The upper level offers a bright and open Great Room with sweeping ocean views, a spacious dining area, and a chef's kitchen with stainless appliances. Two covered verandas provide ideal spaces for taking in the breezes and panoramic vistas. The primary suite features an office, en suite bath, walk-in closet with laundry, sunroom, and loft. Two additional upstairs guest rooms comfortably accommodate visitors, while the separate downstairs living area offers three more guest bedrooms for privacy and flexibility. Designed for hosting and convenience, the home is equipped with a Sonos sound system, property-wide Wi-Fi, abundant storage, a two-car garage with fishing lockers, and generous parking along a winding paver driveway. Lush, mature landscaping surrounds the property, creating a serene and secluded Sugarloaf Key retreat. Call for more information today!

16750 Old State Road 4a, Sugarloaf

17013 Coral Dr, Sugarloaf
$5,200,000
4 Beds ⋅ 4 Baths ⋅ 618184 MLS
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound. Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT impact windows/doors, and Hardi board siding. Inside, enjoy a sunlit open-concept floor plan with soaring ceilings, a gourmet kitchen with quartz counters, premium stainless appliances, gas stove, a hidden butler's pantry, and a waterfront Bedroom wing, all oriented to frame the water from every room. Step outside and immerse yourself in resort-style living with a heated and chilled waterfront pool, soothing spa, hot tub, invigorating cold plunge, and a fire pit encircled by flickering tiki torches to gather with friends and family while sipping cocktails as the sun melts into the horizon. Lounge on the expansive covered porch while enjoying views of the peaceful nature preserve for incredible bird watching, and a setting that offers total privacy and serenity. Boaters will love the protected canal access with 2 boat lifts (8K & 12K lbs), just minutes from open water. Additional features include a 4-car garage with EV charger, covered RV Tiki with 50 amp service, whole-house 35kW generator (750-gal tank), whole house water softening system and Sonos throughout, including garage and outdoor zones. Whether you're seeking a private sanctuary, a trophy lot, or the ultimate Florida Keys lifestyle, Blue Sky Pointe delivers. This is the most premiere lot on Sugarloaf Key — a once-in-a-lifetime opportunity.

17013 Coral Dr, Sugarloaf

17041 Marlin Dr, Sugarloaf
$2,849,000
3 Beds ⋅ 2 Baths ⋅ 618874 MLS
Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

17041 Marlin Dr, Sugarloaf

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