15760 Old State Road 4A, Sugarloaf Key, FL 33042

$19,750,000
Property Type: Residential Bedrooms: 6 Baths: 7 Square Footage: 4,402 Lot Size (sq. ft.): 232,174 Status: Active
Current Price: $19,750,000 List Date: 12/01/2025 Last Modified: 8/27/2026

Description

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.

More Information MLS# 617534

Contract Information

Current Price: $19,750,000 Listing Date: 2025-12-01 Listing Board: Key West Association List Price: $19,750,000

Location Tax Legal

Street #: 15760 Street Name: Old State Road 4A Key/Island: Sugarloaf Key State/Province: FL Zip Code: 33042 County: Monroe Subdivision: Sugarloaf Beach (17.0) Area: 06 - Bay Point to Sugarloaf

General Property Description

Realtor.COM Type: Multi-family Style: Multi-Units Waterfront: Yes Control Depth: 4 Pool: No Year Built: 1976 Lot SqFt: 232174 Acres: 5.33 Living Apx SqFt: 4402 SqFt Source: Appraisal Total Bedrooms: 6 Full Baths: 6 Half Baths: 1 Total Baths: 7 Rentals Allowed: Yes Min Rental Days: 1

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

License Info

# of County License: 2 Transient Rntl Licns: Yes

Dockage

Dock: Other

Building Style

Above Flood: Unknown

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront Waterview: Ocean View Vehicle Storage: Garage; Open Parking Furnished: Negotiable Cooling: Central Air Heating: Central Utilities: Aerobic System; FKAA Interior Features: Fire Sprinkler; Quartz Countertops; Smoke Alarms; Split Bedroom; Storage Appliances: Dishwasher; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Sandy Beach Construction: CBS; Frame Floor: Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths Security: Electric Gate; On Premises System Land Size: 5 Less Than 10 Acres
Listing Office: The Agency Florida Keys
Last Updated: August - 27 - 2026
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