1557 Long Beach Dr, Big Pine FL 33043, BIG PINE, FL, 33043
Active181 days on marketListed Feb 6, 2026MLS #A11960846
About this home
1557 Long Beach Dr, Big Pine FL 33043
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.
Facts & features
The home at a glance
0.76 ac
Lot size
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$25,687 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$25,687/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Where it sits
Inside Big Pine
Get to know Big Pine. See the full Big Pine guide →
BIG PINE 33043 — neighborhood snapshot
Population
4,632
Median age
53.6
Median income
$92,955
Median home value
$563,700
Avg household
2.31
Households w/ children
418
For the school run
Monroe County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Big Pine market
$703K → $935K
Big Pine median sold, yr/yr
97.7%
Sale-to-list ratio (12 mo)
This home is listed 311% above the BIG PINE 33043 median. See the full Big Pine market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1557 Long Beach Dr — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1557 Long Beach Dr — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
1557 Long Beach Dr FAQs
What would the monthly payment be for 1557 Long Beach Dr, Big Pine FL 33043?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $25,687/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 1557 Long Beach Dr, Big Pine FL 33043?+
The most recent tax bill on record (2025) was $36,316. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Big Pine?+
At $3,899,000, this home is listed about 270% above the Big Pine median of $1,055,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1557 Long Beach Dr, Big Pine FL 33043?+
Marathon School (high) — Monroe County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$3,899,000 runs 311% above the BIG PINE 33043 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03The price has already moved
Listed at $4,200,000, now $3,899,000 — a $301K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of Miami Portfolio Collection · Surelis Yanes. MLS #A11960846.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Miami Association of REALTORS®.
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