259 Trade Winds Ave., Naples, FL 34108
$2,850,000 For Sale
- Beds
- 3
- Baths
- 2
- Sq Ft
- 1,848
- Built
- 1987
MLS# 225006028 663 days on market
Fees & taxes
- Seller’s 2023 taxes
- $23,678
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Listing description
Being sold as - is, LOT Value. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just minutes from Naples’ world-renowned shopping, dining, and pristine beaches, this custom waterfront residence offers the best of coastal living. Don’t miss the opportunity to make this exceptional property your own!
Property details
Building & ownership
- Ownership
- Single Family
- Furnishings
- Unfurnished
- Building style
- Single Family
- Floor plan
- Other
- Construction
- Wood Siding
- Roof
- Shingle
- Lot size
- 0.22 acres
- Lot description
- Cul-De-Sac, Regular
Interior
- Features
- Other
- Flooring
- Carpet
- Cooling
- Central Electric
- Additional rooms
- None
Kitchen & dining
- Appliances
- None
- Dining
- Other
Outdoor & view
- View
- Bay, Canal
- Rear exposure
- North
- Exterior
- Wooden Dock
- Storm protection
- None
Parking
- Garage
- Yes
- Car port
- No
- Spots
- 2
- Description
- Attached
Pool & spa
- Private pool
- No
- Private spa
- No
Waterfront
- Waterfront
- Yes
- Description
- Canal Front, Navigable, Seawall
- Gulf access
- Yes
- Gulf access type
- Bridge(s)/Water Indirect
- Canal
- Canal Width 151-200
- Boat / dock
- Wooden Dock
Community amenities
- Amenities
- See Remarks
- Elevator
- None
What the fees cover
- Maintenance
- None
Pets & leasing
- Pets allowed
- Yes
- Restrictions
- None
Additional details
- Parcel number
- 27585640007
- Potential short sale
- No
Listing last updated June 30, 2026
Listing courtesy of Compass Florida LLC · 305-851-2820
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Displayed under License No. SL3295589.
Property taxes for a new owner
On the county’s 2026 roll, the seller’s bill is about $22,600, lower because of a capped assessment, which ends when the home sells.
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, plus its 2025 charges not based on value from the Collier County Tax Collector’s roll. The county sets a new value each January 1, so a new owner’s first full bill can differ.
Destinations & driving times from 259 Trade Winds Ave
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.
| Name | Miles | ETA |
|---|---|---|
| Mercato | 2.2 mi | 6 min |
| Galleria Shoppes at Vanderbilt | 3.9 mi | 10 min |
| Waterside Shops | 4.5 mi | 9 min |
| Venetian Village | 6.3 mi | 13 min |
| Coastland Center | 7.6 mi | 16 min |
| Fifth Avenue South | 9.4 mi | 18 min |
| Third Street South | 10.6 mi | 22 min |
| Coconut Point | 11.3 mi | 20 min |
| Miromar Outlets | 17.8 mi | 28 min |
| Gulf Coast Town Center | 22.2 mi | 32 min |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Vanderbilt Beach Park | 1.1 mi | 3 min |
| Delnor-Wiggins Pass State Park | 1.5 mi | 4 min |
| Clam Pass Park | 5.3 mi | 12 min |
| Barefoot Beach Preserve | 6.5 mi | 16 min |
| Bonita Beach | 6.6 mi | 16 min |
| Via Miramar Beach | 7.8 mi | 16 min |
| Lowdermilk Park | 8.3 mi | 17 min |
| Naples Municipal Beach and Pier | 10.7 mi | 22 min |
| Lovers Key State Park | 11.4 mi | 26 min |
| Fort Myers Beach | 18.1 mi | 43 min |
| Name | Miles | ETA |
|---|---|---|
| Artis—Naples | 4.4 mi | 9 min |
| Gulfshore Playhouse | 9.5 mi | 18 min |
| Sugden Community Theatre | 9.5 mi | 19 min |
| Barbara B. Mann Performing Arts Hall | 23.5 mi | 40 min |
| Music & Arts Community Center | 27.1 mi | 38 min |
| Name | Miles | ETA |
|---|---|---|
| North Collier Regional Park | 6.5 mi | 16 min |
| Fred W. Coyle Freedom Park | 8.3 mi | 17 min |
| Naples Zoo | 8.3 mi | 18 min |
| Gordon River Greenway Park | 8.4 mi | 16 min |
| Baker Park | 9.6 mi | 19 min |
| Cambier Park | 9.7 mi | 19 min |
| Sugden Regional Park | 12.6 mi | 25 min |
| Naples Botanical Garden | 13 mi | 26 min |
| Paradise Coast Sports Complex | 15.8 mi | 29 min |
| Big Corkscrew Island Regional Park | 17.2 mi | 31 min |
| Corkscrew Swamp Sanctuary | 22.7 mi | 40 min |
| Name | Miles | ETA |
|---|---|---|
| NCH North Naples Hospital | 3.3 mi | 8 min |
| Physicians Regional Pine Ridge Rd. | 8.8 mi | 19 min |
| NCH Baker Downtown | 9 mi | 18 min |
| Physicians Regional Collier Blvd. | 17.8 mi | 31 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 10.5 mi | 21 min |
| Marco Island Executive Airport (MKY) | 24.1 mi | 46 min |
| Southwest Florida International Airport (RSW) | 28.4 mi | 41 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.
Zone A Collier
The first zone ordered to evacuate, and the one called in the weakest storms.
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.
Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
Jeffrey Waldman
REALTOR® and Owner, Naples Abodes
Call (239) 450-3763 Text (239) 450-3763
Florida License SL3295589
“You won't go wrong with Jeff at your side!”
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