15760 Old State Road 4a, Sugarloaf, FL, USA 🇺🇸 – $19,750,000

For Sale

$19,750,000 USD

6Bed
7Bath
4,402 sqft409 sqm
5.33 ac2.16 ha
1976Built

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.

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The Agency Florida Keys: Instagram | Facebook

Gallery

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Lot

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Directions

15760 Old State Rd 4a, Upper Sugarloaf Key, FL 33042, USA

Contact

Managing Partner and Broker

The Agency Florida Keys

Key West, FL, USA

305-924-3777

Lisa Swanson is the Broker Owner at The Agency in the Florida Keys, bringing over 20 years of experience in luxury real estate and an elite background in Private Banking. Recognized for her global perspective and local expertise, Lisa is a Certified International Property Specialist (CIPS) who serves a sophisticated clientele from around the world. Lisa's career began in high-level finance, where she developed a deep understanding of the needs of high-net-worth individuals. This experience, paired with her proven track record in the real estate industry, empowers her to offer a white-glove, concierge-style service that is both strategic and deeply personal. Clients benefit from her discretion, market intelligence, and commitment to flawless execution-from the first consultation to the final closing. Based in the stunning Florida Keys, Lisa covers the full stretch of the island chain-from the vibrant streets of Key West and the laid-back charm of the Lower Keys to the tranquil elegance of the Upper Keys. Whether marketing a multimillion-dollar oceanfront estate, securing a private historic property, or advising an international investor, Lisa consistently delivers insight-driven results with unmatched professionalism. With a keen focus on international clientele and luxury waterfront living, Lisa leverages The Agency's cutting-edge marketing platforms and expansive global network to connect buyers and sellers at every level. Her clients include U.S. mainlanders, foreign nationals, and longtime island residents who value her authenticity, responsiveness, and refined approach. A leader, mentor, and visionary, Lisa Swanson embodies the entrepreneurial spirit that defines The Agency. Her love for the Keys lifestyle, combined with her passion for helping others realize their real estate dreams, makes her the go-to expert in one of the world's most sought-after destinations.