469 Trade Winds Ave Naples, FL 34108
Vanderbilt Beach NeighborhoodEstimated payment $9,682/month
Highlights
- Community Boat Dock
- Home fronts a seawall
- Canal View
- Naples Park Elementary School Rated A-
- Canal Access
- Cul-De-Sac
About This Lot
PRICED TO SELL! Positioned on one of Naples’ most sought-after waterfront streets, 469 Trade Winds Ave delivers a rare head start for your custom build. The prior home has been professionally demolished, the seawall replaced, and fully engineered, permit-ready plans are included for a coastal modern 4,088 A/C sq ft (6,240 total) residence featuring 4 bedrooms, 4 baths, a 3-car garage, and an elevated resort-style pool overlooking the canal. The living level and pool area are thoughtfully elevated above the required flood plain—offering the best of both worlds by maximizing views and flood safety while maintaining accessibility, minimizing stairs, and allowing you to enjoy your pool and outdoor living directly off the main living level. Skip years of design and approvals—builder proposals are available, and reduced impact fees may apply due to the former structure. Enjoy quick Gulf access and a walkable coastal lifestyle near Vanderbilt Beach, The Ritz-Carlton, The Ritz-Carlton Residences, and Mercato’s premier dining and shopping. With significant time and cost efficiencies already in place—and continued neighborhood momentum, including the upcoming Paraiso Beach Club—this opportunity blends convenience, upside, and an A-plus location in the Vanderbilt Beach/Conners waterfront community. Whether you’re an investor seeking a streamlined build or a future homeowner ready to create a custom retreat, this property delivers a rare blend of time savings, cost efficiency, and long-term upside—all in one of Naples’ most coveted waterfront neighborhoods. Contact today for more information including Architectural & Engineered Plans, Elevation Certificate, Property Survey, and more!
Property Details
Property Type
- Land
Est. Annual Taxes
- $12,023
Lot Details
- 9,148 Sq Ft Lot
- Lot Dimensions are 75 x 120 x 75 x 120
- Home fronts a seawall
- Home fronts navigable water
- Cul-De-Sac
- Street terminates at a dead end
- Home has North and South Exposure
- Rectangular Lot
Property Views
- Canal Views
Utilities
- Underground Utilities
- Phone Available
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 35 / M
- Assessor Parcel Number 27586160007
Community Details
Overview
- Association fees include road maintenance, street lights, trash
- Conners Subdivision
Recreation
- Community Boat Dock
- Canal Access
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $15,442 | $1,170,071 | $1,170,000 | $71 |
| 2024 | $25,378 | $1,468,867 | $1,468,800 | $67 |
| 2023 | $25,378 | $2,367,070 | $2,367,000 | $70 |
| 2022 | $12,356 | $894,020 | $0 | $0 |
| 2021 | $9,754 | $812,745 | $724,500 | $88,245 |
| 2020 | $9,072 | $762,034 | $677,925 | $84,109 |
| 2019 | $9,571 | $791,622 | $0 | $0 |
| 2018 | $8,685 | $719,656 | $0 | $0 |
| 2017 | $8,031 | $654,233 | $0 | $0 |
| 2016 | $7,950 | $594,757 | $0 | $0 |
| 2015 | $6,476 | $540,688 | $0 | $0 |
| 2014 | $6,392 | $528,164 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 02/22/2026 02/22/26 | Price Changed | $1,650,000 | -5.7% | -- | |
| 01/29/2026 01/29/26 | Price Changed | $1,750,000 | -5.4% | -- | |
| 01/06/2026 01/06/26 | Price Changed | $1,850,000 | -5.1% | -- | |
| 11/01/2025 11/01/25 | For Sale | $1,950,000 | -20.4% | -- | |
| 08/31/2022 08/31/22 | Sold | $2,450,000 | -5.6% | $1,963 / Sq Ft | View Prior Sale |
| 08/29/2022 08/29/22 | Pending | -- | -- | -- | |
| 06/09/2022 06/09/22 | For Sale | $2,595,000 | -- | $2,079 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $2,450,000 | -- | |
| Warranty Deed | $2,050,000 | Coleman Yovanovich & Koester P | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | -- | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,200,000 | New Conventional | |
| Previous Owner | $1,332,500 | New Conventional |
Source: Florida Gulf Coast Multiple Listing Service
MLS Number: 2025017116
APN: 27586160007
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