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$1,950,000
2 Baths ⋅ 617065 MLS
Renovated Commercial Space - The Alamo Building, Sugarloaf Key (MM 20) Prime, newly updated commercial space available on Sugarloaf Key, directly across from Mangrove Mama's Restaurant. This high-visibility property on US-1 has been completely renovated inside and out, offering a clean, modern look with flexible space suited for a wide range of uses. Currently operated as a welcome center for Sugarloaf Key RV Resort and Cottages, the property is ideal for retail, showroom, professional services, fitness/yoga studio, coffee/juice bar, or even restaurant spaces (no commercial kitchens currently on premises). The layout supports both customer interaction and back-office functionality, with open areas, private offices, and refreshed restrooms. A spacious outdoor patio provides even more possibilities. This property offers excellent US-1 exposure with a steady flow of daily traffic, making it ideal for attracting customers and visibility. There is ample paved parking with convenient highway access, ensuring easy entry for clients and deliveries. The building includes approximately 2,520 square feet of usable commercial space situated on a 31,000-square-foot lot, offering flexibility for a variety of business operations. It is located just minutes from Key West and Big Pine, in the prime, central Lower Keys corridor. Buyer to verify zoning and permitted uses with Monroe County.

19980 Overseas Hwy, 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
$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