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$3,899,000

  • For Sale
  • Active
  • Multi-Family
  • 6 Units
  • 0.81 Acres
  • Updated 10 days ago
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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.

Full Property Details for 1557 Long Beach Dr

General

  • Price: $3,899,000
  • Taxes: $36,316 (2025)
  • Status: Active
  • Type: Multi-Family
  • Source: 927
  • MLS ID: 618750
  • Updated: 5/13/2026
  • Added to Site: 103 day(s) ago

Interior

  • Interior Features: Fire Sprinkler, Quartz Countertops, Sky Light(s), Smoke Alarms
  • Appliances: Dishwasher, Dryer, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer
  • Flooring: Tile, Marble

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 7

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Security/Safety: Electric Gate

Exterior

  • Exterior Features: Chickee Hut, Outdoor Kitchen, Storage
  • Deck/Patio: Open Porch/Balcony, Widow's Walk, Patio
  • Porch/Patio/Deck: Open Porch/Balcony, Widow's Walk, Patio

Parking

  • Parking Features: Open, Guest

Location

  • Area: 11 - Big Pine Key, No Name Key
  • County: Monroe
  • Subdivision: Long Beach Estates (33.0)
  • Driving 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.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Heat Pump, Central Air, Ceiling Fans(s)
  • Heating Type: Hot Water

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: CBS
  • Roof: Combo Roof, Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 3,029
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1976
  • Property Condition: Updated/Remodeled

Unit Information

  • Units in Building: 6

Lot Features

  • Property View: Ocean
  • Lot Size (Acres): 0.81
  • Lot Size (Sq. Ft.): 33,105
  • Lot Size Source: Survey
  • Lot Dimensions: x
  • Zoning: IS - Improved Subivision District

Water Features

  • Water Front: Yes
  • Water Front Desc.: Bay Front, Oceanfront

Financial Considerations

  • Tax Amount: $36,316.03
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: 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
  • Flood Zone: AE, AE, VE
  • APN: 00112340-001100

Listed by Keller Williams Miami Portfolio Collection, Surelis Yanes (786) 423-4990 and Pini Real Estate, Guillermo Fernandez (305) 390-0023

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Listing agents

— 1557 Long Beach Dr —

  • Surelis Yanes

    Keller Williams Miami Portfolio Collection

  • Guillermo Fernandez

    Pini Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1557 Long Beach Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-811.5 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1227.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1557 Long Beach Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/10/2026
Listed
$3,899,000
39.25%
MLS
4/24/2025
Sold
$2,800,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1557 Long Beach Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$35,950
—
$1,781,549
—
2024
$35,950
113%
$1,780,895
—
2023
$16,898
59%
$1,773,460
78%
2021
$10,621
4%
$998,023
-2%
2022
$10,180
-4%
$1,017,831
3%
2021
$10,621
26%
$987,311
32%
2019
$8,441
-1%
$747,971
2%
2018
$8,502
2%
$734,025
2%
2017
$8,307
-1%
$718,928
2%
2016
$8,360
-3%
$704,142
—
2015
$8,592
-19%
$704,142
—
2014
$10,545
5%
$704,142
4%
2013
$10,034
—
$676,684
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1557 Long Beach Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Miami Portfolio Collection, Surelis Yanes (786) 423-4990 and Pini Real Estate, Guillermo Fernandez (305) 390-0023

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Price Reduced near 1557 Long Beach Dr

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27967 Coral Shores Rd, Little Torch Key, FL 33042 - Photo 1 Price Reduced
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1557 Long Beach Drive, Big Pine Key, FL 33043 (MLS# 618750) is a Multi-Family property with 6 units containing 6 bedrooms and 7 full bathrooms. 1557 Long Beach Drive is currently listed for $3,899,000 and was received on February 10, 2026. Want to learn more about 1557 Long Beach Drive? Do you have questions about finding other Multi-Family real estate for sale in Big Pine Key? You can browse all Big Pine Key real estate or contact a Coldwell Banker agent to request more information.

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