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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: 4/21/2026

Overview

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 Single Family Residences - the main house has 4 bedrooms 4 bathrooms and the second house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! New 430-foot dock with stainless steel pilings, stainless steel support beams and composite decking. The 5-foot draft welcomes larger bo ...

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 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 Single Family Residences - the main house has 4 bedrooms 4 bathrooms and the second house has 2 bedrooms, 2 bathrooms and 1 half bath. Currently set up as two luxury nightly vacation rental homes! New 430-foot dock with stainless steel pilings, stainless steel support beams and composite decking. 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 fantastic 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!

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: April - 21 - 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.