How do I schedule a tour of 1557 Long Beach Drive, Big Pine Key, FL 33043?

Use the Tour button on this listing to request a showing of 1557 Long Beach Drive, Big Pine Key, FL 33043. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity Realty agent will confirm your visit, often the same day.

Is 1557 Long Beach Drive, Big Pine Key, FL 33043 still available?

1557 Long Beach Drive, Big Pine Key, FL 33043 is currently listed as Active, and has been on the market 79 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.

How much is the monthly payment for 1557 Long Beach Drive, Big Pine Key, FL 33043?

With 20% down ($779,800) on the $3,899,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 1557 Long Beach Drive, Big Pine Key, FL 33043 is about $20,491/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.

How do I get pre-approved to buy 1557 Long Beach Drive, Big Pine Key, FL 33043?

Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 1557 Long Beach Drive, Big Pine Key, FL 33043. Contact Pure Equity Realty and we'll connect you with a trusted local lender to review your financing options, no obligation.

What schools serve 1557 Long Beach Drive, Big Pine Key, FL 33043?

1557 Long Beach Drive, Big Pine Key, FL 33043 is zoned for Sugarloaf (elementary), Marathon (middle), Key West (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.

Can I negotiate the price of 1557 Long Beach Drive, Big Pine Key, FL 33043?

Often, yes. The right offer on 1557 Long Beach Drive, Big Pine Key, FL 33043 depends on how it's priced against comparable single family sales in Big Pine Key, how long it's been listed, and how motivated the seller is. Pure Equity Realty will run the comps and help you craft a competitive, well-supported offer.

Active

79 Days on Market

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$3,899,000

1557 Long Beach Drive

Big Pine Key, FL 33043

Long Beach Estates

Explore the area: Monroe County real estate

Bedrooms

Bathrooms

3,029

Living Sq Ft

1976

Year Built

Estimated monthly payment

$20,491 /mo

Principal and interest only, based on $779,800 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

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Listing Snapshot

Price: $3,899,000
Days on Site: 79 Days
Bedrooms: 6
Total Baths: 6
Full Baths: 6
Partial Baths: 0
Living Area: 3,029 sqft
Total Sq Ft: 5,037 sqft
Lot Size: 0.76 Acres
Year Built: 1976
Property Type: Single Family
MLS #: A11980368
Property Tax: $36,316 (2025)
Subdivision: Long Beach Estates
County: Monroe
Status: Active
Special Conditions: Listed As Is

About This Property

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.

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General Features

Property Type: Single Family
Status: Active
Year Built: 1976
Property Condition: Resale
Number of Stories: 2
Levels: Two
Garage Spaces: 0
Parking: Driveway
Direction Faces: North
Lot Size (Acres): 0.76
Living Sq Ft: 3,029
Total Sq Ft: 5,037
Sewer: Public Sewer
Water Source: Public
Zoning: is

Interior Features

Appliances: Dryer / Dishwasher / Gas Range / Microwave / Oven / Refrigerator / Washer
Cooling: Central Air / Electric
Heating: Central / Electric
Flooring: Tile
Interior Features: Breakfast Bar / Built In Features / Breakfast Area / Kitchen Island / Living Dining Room / Pantry / Storage / Separate Shower / Upper Level Primary / Vaulted Ceilings / Bar
Windows: Casement Windows / Skylights / Sliding
Furnished: Furnished

Exterior Features

Construction: Block
Roof: Metal
Exterior Features: Built In Barbecue / Balcony / Barbecue / Lighting / Outdoor Living Area
Patio & Porch: Open / Patio / Balcony
Waterfront: Yes
Waterfront Features: Canal Front / Ocean Front / Other
Frontage: Waterfront
Frontage Length: 150.00 ft
View: Ocean

Community & HOA

Association Amenities: Boating
Community Features: Boat Facilities / Street Lights
Pets Allowed: No Pet Restrictions / Yes
Financing Terms: Cash / Conventional / Cryptocurrency
Restrictions: No Restrictions
MLS Area: 2980

Schools

Elementary School: Sugarloaf
Middle School: Marathon
High School: Key West

Frequently Asked Questions

How do I schedule a tour of 1557 Long Beach Drive, Big Pine Key, FL 33043?: Use the Tour button on this listing to request a showing of 1557 Long Beach Drive, Big Pine Key, FL 33043. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity Realty agent will confirm your visit, often the same day.
Is 1557 Long Beach Drive, Big Pine Key, FL 33043 still available?: 1557 Long Beach Drive, Big Pine Key, FL 33043 is currently listed as Active, and has been on the market 79 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 1557 Long Beach Drive, Big Pine Key, FL 33043?: With 20% down ($779,800) on the $3,899,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 1557 Long Beach Drive, Big Pine Key, FL 33043 is about $20,491/mo, before property taxes, insurance. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 1557 Long Beach Drive, Big Pine Key, FL 33043?: Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 1557 Long Beach Drive, Big Pine Key, FL 33043. Contact Pure Equity Realty and we'll connect you with a trusted local lender to review your financing options, no obligation.
What schools serve 1557 Long Beach Drive, Big Pine Key, FL 33043?: 1557 Long Beach Drive, Big Pine Key, FL 33043 is zoned for Sugarloaf (elementary), Marathon (middle), Key West (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 1557 Long Beach Drive, Big Pine Key, FL 33043?: Often, yes. The right offer on 1557 Long Beach Drive, Big Pine Key, FL 33043 depends on how it's priced against comparable single family sales in Big Pine Key, how long it's been listed, and how motivated the seller is. Pure Equity Realty will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Miami Portfolio Collection

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity Realty. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated June 25, 2026.

$3,899,000

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Listed by Surelis Yanes, Miami Portfolio Collection

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Listing Snapshot

Price

$3,899,000

Days on Site

79 Days

Bedrooms

Total Baths

Full Baths

Partial Baths

Living Area

3,029 sqft

Total Sq Ft

5,037 sqft

Lot Size

0.76 Acres

Year Built

1976

Property Type

Single Family

MLS #

A11980368

Property Tax

$36,316 (2025)

Subdivision

Long Beach Estates

County

Monroe

Status

Active

Special Conditions

Listed As Is

About This Property

Virtual Tour

Interior Features

Appliances

Dryer / Dishwasher / Gas Range / Microwave / Oven / Refrigerator / Washer

Cooling

Central Air / Electric

Heating

Central / Electric

Flooring

Tile

Interior Features

Breakfast Bar / Built In Features / Breakfast Area / Kitchen Island / Living Dining Room / Pantry / Storage / Separate Shower / Upper Level Primary / Vaulted Ceilings / Bar

Windows

Casement Windows / Skylights / Sliding

Furnished