There are multiple listings for this address:
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, private boat ramp, and on-site 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 B&B, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
Property Details
Price:
$3,899,000
MLS #:
A11960846
Status:
Active
Beds:
0
Baths:
0
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Long Beach Estates
Neighborhood:
longbeachestates
Listed Date:
Feb 6, 2026
Total Sq Ft:
5,037
Lot Size:
33,105 sqft / 0.76 acres (approx)
Year Built:
1976
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Wall Oven, Washer
Bathrooms
6 Full Bathrooms
Cooling
Central Air, Electric
Flooring
Tile
Heating
Central, Electric
Interior Features
Second Floor Entry, Bar, Built-in Features, Cooking Island, Pantry, Skylight, Vaulted Ceiling(s), Other, Storage, Studio Apartment, Utility Room/Laundry
Laundry Features
Utility Room/Laundry
Exterior
Architectural Style
Detached, Two Story
Community Features
Boating, Paved Road, Public Road, Street Lights
Construction Materials
CBS Construction
Direction Faces
North
Exterior Features
Barbeque, Built-In Grill, Lighting, Open Balcony
Lot Features
3/4 To Less Than 1 Acre Lot
Open Parking YN
1
Other Structures
Extra Building/Shed
Parking Features
Driveway
Patio And Porch Features
Open Balcony, Patio
Roof
Metal Roof
View
Direct Ocean
Waterfront Features
WF/Ocean Access, Canal Front, Ocean Front
Window Features
Complete Impact Glass, Skylight, Casement, Sliding
Financial
Tax Year
2025
Taxes
$36,316
Map
Community
- Address1557 Long Beach Dr Big Pine FL
- SubdivisionLong Beach Estates
- CityBig Pine
- CountyMonroe County
- Zip Code33043
Subdivisions in Big Pine
Market Summary
Current real estate data for Single Family in Big Pine as of Jul 15, 2026
18
Single Family Listed
217
Avg DOM
962
Avg $ / SqFt
$1,659,222
Avg List Price
Property Summary
- Located in the Long Beach Estates subdivision, 1557 Long Beach Dr Big Pine FL is a Single Family for sale in Big Pine, FL, 33043. It is listed for $3,899,000 and features 0 beds, 0 baths, and has approximately 0 square feet of living space, and was originally constructed in 1976. The average price per square foot for Single Family listings in Big Pine is $962. The average listing price for Single Family in Big Pine is $1,659,222. To schedule a showing of MLS#a11960846 at 1557 Long Beach Dr in Big Pine, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
1557 Long Beach Dr
Big Pine, FL
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, private boat ramp, and on-site 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 B&B, or an investment opportunity, this is a truly unique chance to own a piece of paradise in the Florida Keys.
Property Details
Price:
$3,899,000
MLS #:
A11980368
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Long Beach Estates
Neighborhood:
longbeachestates
Listed Date:
Mar 13, 2026
Finished Sq Ft:
3,029
Total Sq Ft:
5,037
Year Built:
1976
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Wall Oven, Washer
Bathrooms
6 Full Bathrooms
Cooling
Central Air, Electric
Flooring
Tile
Heating
Central, Electric
Interior Features
Second Floor Entry, Bar, Built-in Features, Cooking Island, Pantry, Skylight, Vaulted Ceiling(s), Other, Storage, Studio Apartment, Utility Room/Laundry
Laundry Features
Utility Room/Laundry
Exterior
Architectural Style
Detached, Two Story
Community Features
Boating, Paved Road, Public Road, Street Lights
Construction Materials
CBS Construction
Direction Faces
North
Exterior Features
Barbeque, Built-In Grill, Lighting, Open Balcony
Lot Features
3/4 To Less Than 1 Acre Lot
Open Parking YN
1
Other Structures
Extra Building/Shed
Parking Features
Driveway
Patio And Porch Features
Open Balcony, Patio
Roof
Metal Roof
View
Direct Ocean
Waterfront Features
WF/Ocean Access, Canal Front, Ocean Front
Window Features
Complete Impact Glass, Skylight, Casement, Sliding
Financial
Tax Year
2025
Taxes
$36,316
Map
Community
- Address1557 Long Beach Dr Big Pine FL
- SubdivisionLong Beach Estates
- CityBig Pine
- CountyMonroe County
- Zip Code33043
Subdivisions in Big Pine
Market Summary
Current real estate data for Single Family in Big Pine as of Jul 15, 2026
18
Single Family Listed
217
Avg DOM
962
Avg $ / SqFt
$1,659,222
Avg List Price
Property Summary
- Located in the Long Beach Estates subdivision, 1557 Long Beach Dr Big Pine FL is a Single Family for sale in Big Pine, FL, 33043. It is listed for $3,899,000 and features 6 beds, 6 baths, and has approximately 3,029 square feet of living space, and was originally constructed in 1976. The current price per square foot is $1,287. The average price per square foot for Single Family listings in Big Pine is $962. The average listing price for Single Family in Big Pine is $1,659,222. To schedule a showing of MLS#a11980368 at 1557 Long Beach Dr in Big Pine, FL, contact your CENTURY 21 Carioti agent at 2392986550.