1557 Long Beach Dr, Big Pine FL 33043, BIG PINE, FL, 33043
Active146 days on marketListed Mar 13, 2026MLS #A11980368
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
6
Bedrooms
6
Bathrooms
3,029
Sqft
1976
Year built
$1,287
Per sqft
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.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Big Pine actives
$1,287 vs $804
Days on market
146 vs 94 typical
Where $1,287/sqft sits among the 20 Big Pine actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
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)
0 of 20
Big Pine actives have cut their price
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.
Are pets allowed at 1557 Long Beach Dr, Big Pine FL 33043?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
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.
Listing courtesy of Miami Portfolio Collection · Surelis Yanes. MLS #A11980368.
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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