Vanderbilt Beach

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271 Southbay Dr. 244, Naples, FL 34108

$899,000 For Sale

2
Beds
2
Baths
1,089
Sq Ft
1986
Built

MLS# 226040402 2 days on market

Fees & taxes

Annual fees
$11,696
One-time fees
$100
Seller’s 2025 taxes
$4,033

Community

Vanderbilt Beach
Building Barefoot Pelican

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Listing description

Welcome to 271 Southbay Drive Unit #244, located in the beautifully reimagined Barefoot Pelican Condominium Association. This is your opportunity to become a part of the Florida waterfront lifestyle with the added value and allure of an included deeded Boat Slip #31. Take a short walk to Vanderbilt Beach and enjoy convenient shopping, dining establishments, and entertainment. Feel the appeal of neighboring hubs such as the The Turtle Club, BALEEN, The Ritz Carlton Resort, and Naples One. The Barefoot Pelican Community has recently received exciting and rejuvenating upgrades such as a new Marina, landscaping, as well as a new Salt Water Pool and Spa offering a perfect place to unwind and admire the beautiful bay and canal views Naples is known for.  Unit #244 offers an array of well executed Contemporary Coastal and Modern Organic design elements and has been meticulously maintained. The community has received a new roof, seawall, elevators, railings, paint, stucco, security gates, and pavers. Through synchronized association management and strategic vision from the community's members, quarterly dues have decreased two fiscal years in a row and reserves are fully funded. Secure your beach get-a-way oasis today!

Property details

Building & ownership

Ownership
Condo
Furnishings
Turnkey
Building style
Mid Rise (4-7)
Floor plan
Split Bedrooms
Construction
Concrete Block, Stucco
Roof
Built-Up, Metal

Interior

Features
Built-In Cabinets, Closet Cabinets, Smoke Detectors
Flooring
Laminate, Wood
Cooling
Central Electric
Additional rooms
None

Kitchen & dining

Appliances
Electric Cooktop, Dishwasher, Disposal, Microwave, Range, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker

Outdoor & view

View
Bay, Lagoon
Rear exposure
East
Exterior
Dock Deeded
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
Yes
Car port
Yes
Spots
2
Description
1 Assigned, Guest, Load Space, Under Bldg Open, Attached, Attached Carport

Pool & spa

Private pool
No
Private spa
No
Community pool
Yes
Pool description
Community
Spa description
Community

Waterfront

Waterfront
Yes
Description
Bay, Canal Front, Lagoon, Seawall
Gulf access
Yes
Gulf access type
No Bridge(s)/Water Direct
Canal
Canal Width 81-120
Boat / dock
Dock Deeded

Community amenities

Amenities
Barbecue, Bike Storage, Community Boat Slip, Pool, Community Room, Storage, Fish Cleaning Station, Fishing Pier, Library, Marina, Sidewalk, Streetlight, Trash Chute, Car Wash Area
Elevator
Common

What the fees cover

Maintenance
Cable, Insurance, Irrigation Water, Lawn/Land Maintenance, Manager, Pest Control Exterior, Pest Control Interior, Reserve, Sewer, Trash Removal, Water

Pets & leasing

Pets allowed
With Approval
Number allowed
0
Weight limit
0 lbs
Other pet rules
0
Leases per year
52
Minimum lease
7 days
Restrictions
None/Other

Schools

Elementary
Naples Park
Middle
Pine Ridge
High
Barron Collier

Additional details

Parcel number
22923560003
Potential short sale
No

Listing last updated November 7, 2026

Listing courtesy of Coldwell Banker Realty · 239-263-3300

Property taxes for a new owner

Estimated property taxes about $4,000 a year at the county’s value of this home and its 1.01% tax rate, no exemptions applied

That is about the same as the seller’s bill on the county’s 2026 roll.

If you make this home your primary residence, a homestead exemption would lower this figure. If you have also had a Florida homestead in any of the last three years, you may be able to carry up to $500,000 of its capped-value savings to this home, which Florida calls “portability.” Both are applied for with the Property Appraiser by March 1.

How a new owner’s property taxes are set is explained in the Costs & Taxes chapter of the 2027 Naples Buyer’s Guide.

Estimated from the Collier County Property Appraiser’s 2026 value of this home and its tax rate. The county sets a new value each January 1, so a new owner’s first full bill can differ.

Destinations & driving times from 271 Southbay Dr. 244

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 271 Southbay Dr. 244 – #226040402, by driving distance
NameMilesETA
Mercato 1.6 mi 5 min
Galleria Shoppes at Vanderbilt 3.3 mi 8 min
Waterside Shops 3.9 mi 8 min
Venetian Village 5.7 mi 11 min
Coastland Center 7.1 mi 14 min
Fifth Avenue South 8.8 mi 16 min
Third Street South 10 mi 20 min
Coconut Point 12.2 mi 20 min
Miromar Outlets 18.7 mi 29 min
Gulf Coast Town Center 23 mi 32 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone A Collier

The first zone ordered to evacuate, and the one called in the weakest storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Vanderbilt Beach

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“…the best Realtor in the world.”
Diane & Mike Hickey

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