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1557 Long Beach Drive, Big Pine Key, FL 33043

$3,899,000
Property Type: Residential Bedrooms: 6 Baths: 7 Square Footage: 3,029 Lot Size (sq. ft.): 33,105 Status: Active
Current Price: $3,899,000 List Date: 2/20/2026 Last Modified: 2/23/2026

Overview

Description

Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over the past two years and is now updated, featuring a new roof, new windows, remodeled interiors, and upgraded throughout. Offered fully furnished, the estate includes multiple structures with indoor and outdoor kitchens, central water, and electric service, allowing for immediate enjoyment and operation. Enjoy approximately 150 feet of direct oceanfront on the main parcel, complemented by additional parcels offering flexibility and long-term potential. Boating enthusiasts will appreciate the private beach, bay and ocean access, CBS dockage and boat docking, making life on the water effortless. ...

Listing Details MLS# 618750

Location, Tax & Legal

Street #
1557
Street Name
Long Beach
Street Suffix
Drive
Key/Island
Big Pine Key
State/Province
FL
Zip Code
33043
County
Monroe
Subdivision
Long Beach Estates (33.0)
Area
11 - Big Pine Key, No Name Key
City
Big Pine
Mile Marker
33
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE,AE,VE
Alternate Key #
1141429
Add'l Parcel #1
00112340001700
Parcel #
00112340-001100
Zoning
IS - Improved Subivision District
Deed Restrictions
Unknown
Legal
LOT 8 AND E 1/2 LOT 9 LONG BEACH ESTATES SECTION B BIG PINE KEY OR523-879 OR1365-837 OR3208-1304 OR3253-0837 OR3325-2052
Taxes
36316.03
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Marathon/Lower Keys

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Multi-Units
Waterfront
Yes
Pool
No
Year Built
1976
Total Units
6
Lot SqFt
33105
Lot Sqft Source
Survey
Acres
0.81
Living Apx SqFt
3029
SqFt Source
Property Data Card
Total Bedrooms
6
Full Baths
7
Total Baths
7
Rentals Allowed
Yes
Control Depth
0
Min Rental Days
0

Association Info

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

Dockage

Dock Length
40

More Information

Building Style

Above Flood
Yes
Split Level
Yes

Vehicle Storage

Car(s)
4+
Guest Parking
Yes
Open Parking
Yes
RV Parking Open
Yes

Remarks & Misc

Remarks – Consumer
Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over the past two years and is now updated, featuring a new roof, new windows, remodeled interiors, and upgraded throughout. Offered fully furnished, the estate includes multiple structures with indoor and outdoor kitchens, central water, and electric service, allowing for immediate enjoyment and operation. Enjoy approximately 150 feet of direct oceanfront on the main parcel, complemented by additional parcels offering flexibility and long-term potential. Boating enthusiasts will appreciate the private beach, bay and ocean access, CBS dockage and boat docking, making life on the water effortless. Currently operating as a bed and breakfast with strong daily rental performance, the property is now fully operational at capacity, presenting immediate income potential. Whether envisioned as a private waterfront retreat, an owner-operated Bed & Breakfast, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
Directions
US-1 South to Big Pine Key (MM33). Turn right on Key Deer Blvd. continue South, then turn left toward the ocean. Follow Long Beach Dr.. Around 10m minutes from Bahia Honda State Park Beach.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Ice Machine
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Heat Pump
Yes

Heating

Hot Water
Yes

Waterfront

Bay Front
Yes
Oceanfront
Yes

Waterview

Ocean View
Yes

Floor

Marble
Yes
Tile
Yes

Interior Features

Fire Sprinkler
Yes
Quartz Countertops
Yes
Sky Light(s)
Yes
Smoke Alarms
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes

Construction

CBS
Yes

Land Size

5 Less Than 10 Acres
Yes

Utilities

Cable Available
Yes
FKAA
Yes
Sewer Available
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Patio
Yes
Widow's Walk
Yes

Exterior Features

Chickee Hut
Yes
Outdoor Kitchen
Yes
Storage
Yes

Pre-Wired

Cable
Yes

Roof

Combo Roof
Yes
Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front; Oceanfront Waterview: Ocean View Property Condition: Updated/Remodeled Building Style: Split Level Vehicle Storage: Guest Parking; Open Parking; RV Parking Open Cooling: Ceiling Fans(s); Central Air; Heat Pump Heating: Hot Water Utilities: Cable Available; FKAA; Sewer Available Interior Features: Fire Sprinkler; Quartz Countertops; Sky Light(s); Smoke Alarms Pre-Wired: Cable Specialty Rooms: Laundry Room Appliances: Dishwasher; Dryer; Ice Machine; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Chickee Hut; Outdoor Kitchen; Storage Construction: CBS Floor: Marble; Tile Roof: Combo Roof; Metal Roof Pets: Pets Allowed Security: Electric Gate Land Size: 5 Less Than 10 Acres
Listing Office: Keller Williams Miami Portfolio Collection
Last Updated: February - 23 - 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.