Sugarloaf Key Homes with Ocean View

Sugarloaf Key Homes with Ocean View

Welcome to Sugarloaf Key, a hidden gem nestled in the heart of the Florida Keys, within Monroe County. This picturesque island offers a unique blend of tropical paradise and tranquil living, making it an ideal destination for those seeking a serene lifestyle by the ocean. With its lush landscapes, crystal-clear waters, and vibrant marine life, Sugarloaf Key is a haven for nature lovers, boating enthusiasts, and anyone looking to escape the hustle and bustle of everyday life.

One of the standout features of this enchanting island is the stunning ocean views that many homes offer. Imagine waking up each morning to the gentle sound of waves lapping at the shore and the breathtaking sight of the sun rising over the horizon. Homes with ocean views in Sugarloaf Key provide not just a residence, but a lifestyle that embraces the beauty of coastal living. Whether you’re sipping your morning coffee on a spacious deck or hosting sunset gatherings with friends, the panoramic vistas create an unparalleled backdrop for everyday life.

In addition to its natural beauty, Sugarloaf Key boasts a friendly community atmosphere, with local shops, restaurants, and recreational activities just a stone’s throw away. From kayaking in the warm waters to exploring nearby nature trails, there’s always something to do. With its captivating charm and oceanfront properties, Sugarloaf Key is more than just a place to live; it’s a place to thrive. Discover your dream home today, and immerse yourself in the idyllic lifestyle that Sugarloaf Key has to offer!

Newest Sugarloaf Key Homes with Ocean View

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
1481 Sugarloaf Blvd, Sugarloaf
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 621568 MLS
Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside. Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds--space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

1481 Sugarloaf Blvd, 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
15760 Old State Road 4a, Sugarloaf
$19,750,000
6 Beds ⋅ 7 Baths ⋅ 617534 MLS
RARE PRIVATE SANDY BEACH | OCEANFRONT ESTATE | 30 MINUTES TO KEY WEST A truly extraordinary opportunity on coveted Sugarloaf Beach--over 5 acres of private oceanfront property offering endless open-water views, exceptional privacy and a rare natural sandy beach in the Lower Keys. This remarkable estate includes two County-recognized residential dwelling units with an established history of permitted vacation-rental use, creating a valuable combination of existing residential rights, income potential and future redevelopment opportunity. The main residence offers 4 bedrooms and 4 bathrooms, complemented by a second 2-bedroom, 2.5-bath residence, currently configured as luxury vacation rentals. A newly reconstructed 430-foot dock with stainless-steel pilings, stainless-steel support beams and composite decking provides exceptional boating access, with approximately 5-foot draft accommodating larger vessels. World-class fishing, diving and boating begin at your doorstep, with American Shoal Lighthouse approximately five miles offshore. A recent professional environmental and development review identifies existing developed and disturbed areas as particularly valuable for future redevelopment and notes potential to enlarge, replace or substantially reconfigure the two existing residences, subject to applicable approvals. The adjoining vacant parcel also contains a preliminary upland opportunity area identified for further development evaluation, adding another compelling dimension to this exceptional offering. With its private beach, expansive open-water setting, established residences, vacation-rental history and substantial waterfront infrastructure, this is a rare opportunity to create an extraordinary private compound or reimagine an iconic oceanfront retreat in one of the Florida Keys' most secluded settings. Future development and redevelopment are subject to applicable governmental approvals, environmental requirements and permitting.

15760 Old State Road 4a, Sugarloaf
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