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  • $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
    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!
    40 days
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    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#: 2025017116MLS LogoOriginating MLS: Florida Gulf Coast

    Facts & features

    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
    DateEventPrice
    11/1/2025Listed for sale$1,950,000-2.5%
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    5/17/2025Listing removed$1,999,000
    Source: SWFLMLS #224100203 Report a problem
    3/17/2025Price change$1,999,000-7%
    Source: SWFLMLS #224100203 Report a problem
    1/9/2025Price change$2,150,000-6.3%
    Source: SWFLMLS #224100203 Report a problem
    12/16/2024Listed for sale$2,295,000
    Source: SWFLMLS #224100203 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax 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
    All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
    HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
    Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
    See how much you could borrow to make a competitive offer.

    Boost your down payment with 6% savings match

    Earn up to a 6% match & get a competitive APY with a *. Zillow has partnered with to help get you home faster.

    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 34108

    Nearby schools

    GreatSchools rating

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