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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: 12/11/2025

Description

Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential—create a private luxury compound, a boutique resort rental, or VIP luxury retreat. One of the few properties in the Lower Keys where lucrative nightly rentals are allowed with Special Vacation Rental Permits, this remarkable estate provides exceptional flexibility with ample room to expand. This estate has two existing homes - the main house has 4 bedrooms 4 bathrooms and the guest house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! A new 430-foot dock is currently under construction with stainless steel pilings, stainless steel support beams and composite decking. Completion estimated in Feb/Mar included in the sale. The 5-foot draft welcomes larger boats! Arrange private charter pick ups at the dock for your guests. Enjoy world-class boating, fishing and diving on your doorstep. American Shoal Lighthouse is only 5 miles directly in front of this spectacular property. Located on highly desirable Lower Sugarloaf Key in the Lower Keys, only 30 minutes to Key West, this hidden sanctuary is an unmatched offering for a discerning buyer seeking privacy, scale, and re-development potential. Nothing comparable exists in the area! Sugarloaf Beach remains one of the most coveted and rare stretches of beachfront in the Florida Keys. Whether you envision a secluded tropical retreat, a boutique luxury rental, or a visionary new oceanfront compound, this property is incredible with amazing potential to redefine with your personal touch. Opportunities like this come once in a lifetime. Take your private tour today and unlock the full potential of this iconic oceanfront estate!

More Information MLS# 617534

Contract Information

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

Location, Tax & Legal

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 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: Residential - Single Family Waterfront: Yes Control Depth: 4 Lot SqFt: 232174 Pool: No Total Units: 0 Acres: 5.33 SqFt Source: Appraisal Rentals Allowed: Yes Min Rental Days: 1 Style: Single Family Year Built: 1976 Living Apx SqFt: 4402 Total Bedrooms: 6 Full Baths: 6 Half Baths: 1 Total Baths: 7

Remarks & Misc

Remarks – Consumer: Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential—create a private luxury compound, a boutique resort rental, or VIP luxury retreat. One of the few properties in the Lower Keys where lucrative nightly rentals are allowed with Special Vacation Rental Permits, this remarkable estate provides exceptional flexibility with ample room to expand. This estate has two existing homes - the main house has 4 bedrooms 4 bathrooms and the guest house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! A new 430-foot dock is currently under construction with stainless steel pilings, stainless steel support beams and composite decking. Completion estimated in Feb/Mar included in the sale. The 5-foot draft welcomes larger boats! Arrange private charter pick ups at the dock for your guests. Enjoy world-class boating, fishing and diving on your doorstep. American Shoal Lighthouse is only 5 miles directly in front of this spectacular property. Located on highly desirable Lower Sugarloaf Key in the Lower Keys, only 30 minutes to Key West, this hidden sanctuary is an unmatched offering for a discerning buyer seeking privacy, scale, and re-development potential. Nothing comparable exists in the area! Sugarloaf Beach remains one of the most coveted and rare stretches of beachfront in the Florida Keys. Whether you envision a secluded tropical retreat, a boutique luxury rental, or a visionary new oceanfront compound, this property is incredible with amazing potential to redefine with your personal touch. Opportunities like this come once in a lifetime. Take your private tour today and unlock the full potential of this iconic oceanfront estate!

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

Fee Includes

None: 1

Dockage

Dock: Other

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Freezer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Central Air: 1

Heating

Central: 1

Waterfront

Oceanfront: 1

Waterview

Ocean View: 1

Floor

Tile: 1

Neighborhood Feature

Bike Paths: 1

Interior Features

Fire Sprinkler: 1 Quartz Countertops: 1 Smoke Alarms: 1 Split Bedroom: 1 Storage: 1

Building Style

Above Flood: Unknown

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Garage: 1 Open Parking: 1

Security

Electric Gate: 1 On Premises System: 1

Construction

CBS: 1 Frame: 1

Land Size

5 Less Than 10 Acres: 1

Furnished

Negotiable: 1

Utilities

Aerobic System: 1 FKAA: 1

Porch/Balcony

Open Porch/Balcony: 1

Exterior Features

Sandy Beach: 1

Roof

Metal Roof: 1

Status Change Info

Status: Active

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: December - 11 - 2025
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.