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!
Active
$1,950,000
469 Trade Winds Ave, Naples, FL 34108
--beds
--baths
9,147.6Square Feet
Unimproved Land
Built in ----
9,147.6 Square Feet Lot
$2,141,100 Zestimate®
$--/sqft
$-- HOA
What's special
Minimizing stairsMaximizing views
- 40 days |
- 121 |
- 5 |
Zillow last checked: 8 hours ago
Listing updated: November 01, 2025 at 04:12am
Listed by:
Vincent Rigoni 239-273-9388,
Premiere Plus Realty Company
Source: Florida Gulf Coast MLS,MLS#: 2025017116
Originating MLS: Florida Gulf Coast
Facts & features
Interior
Video & virtual tour
Property
Features
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Access, Navigable Water, Seawall
Lot
- Size: 9,147.6 Square Feet
- Dimensions: 75 x 120 x 75 x 120
- Features: Rectangular Lot, Cul-De-Sac, Dead End
Details
- Parcel number: 27586160007
- Lease amount: $0
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Other, Phone Available, Trash Collection, Underground Utilities, Water Available
Community & HOA
Community
- Features: Boat Facilities
- Subdivision: CONNERS
HOA
- Has HOA: Yes
- Services included: Road Maintenance, Street Lights, See Remarks, Trash
- Condo and coop fee: $0
- Membership fee: $0
Location
- Region: Naples
Financial & listing details
- Tax assessed value: $1,468,867
- Annual tax amount: $12,023
- Date on market: 11/1/2025
- Listing terms: All Financing Considered,Cash
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
$2,141,100
$1.80M - $2.53M
$3,452/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/1/2025 | Listed for sale | $1,950,000-2.5% |
Source: | ||
| 5/17/2025 | Listing removed | $1,999,000 |
Source: | ||
| 3/17/2025 | Price change | $1,999,000-7% |
Source: | ||
| 1/9/2025 | Price change | $2,150,000-6.3% |
Source: | ||
| 12/16/2024 | Listed for sale | $2,295,000 |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $15,442 -38.5% | $1,468,867 -37.9% |
| 2023 | $25,128 +107.2% | $2,367,070 +164.8% |
| 2022 | $12,125 +27.3% | $894,020 +10% |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 34108
Nearby schools
GreatSchools rating
- 6/10Naples Park Elementary SchoolGrades: PK-5Distance: 1 mi
- 9/10Pine Ridge Middle SchoolGrades: 6-8Distance: 3.8 mi
- NAFlorida Virtual Course OfferingsGrades: 9-12Distance: 4.7 mi
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