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

$19,750,000

Virtual Tour

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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

Overview

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 Americ ... (Read more)

Listing Details MLS# 617534

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
City: Sugarloaf
Mile Marker: 17
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE,AE,VE,VE
Alternate Key #: 1153036
Parcel #: 00119480-000400
Zoning: SRL - Sub Urban Residential District Limited
Deed Restrictions: Unknown
Legal: 15 67 27 PT GOVT LOT 1 SUGAR LOAF KEY and Sugarloaf Key PT GOV LT1
Taxes: 22269.95
Tax Year: 2024
Pub Sewer HkUp: No

Contract Information

Listing Board: Key West Association

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: Yes
Total Baths: 7
Rentals Allowed: Yes
Min Rental Days: Yes
Total Units: 0

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

License Info

# of County License: 2
Transient Rntl Licns: Yes

More Information

Dockage

Dock: Other

Building Style

Above Flood: Unknown

Remarks & Misc

Remarks – Consumer: 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.

Fee Includes

None: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Freezer: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Washer: Yes

Pets

Pets Allowed: Yes

Cooling

Central Air: Yes

Heating

Central: Yes

Waterfront

Oceanfront: Yes

Waterview

Ocean View: Yes

Floor

Tile: Yes

Neighborhood Feature

Bike Paths: Yes

Interior Features

Fire Sprinkler: Yes
Quartz Countertops: Yes
Smoke Alarms: Yes
Split Bedroom: Yes
Storage: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Vehicle Storage

Garage: Yes
Open Parking: Yes

Security

Electric Gate: Yes
On Premises System: Yes

Construction

CBS: Yes
Frame: Yes

Land Size

5 Less Than 10 Acres: Yes

Furnished

Negotiable: Yes

Utilities

Aerobic System: Yes
FKAA: Yes

Porch/Balcony

Open Porch/Balcony: Yes

Exterior Features

Sandy Beach: Yes

Roof

Metal Roof: Yes

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

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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