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  • $1,540,000

    469 Trade Winds Ave, Naples, FL 34108

    --beds
    --baths
    9,147Square Feet
    Unimproved Land
    Built in ----
    9,147.6 Square Feet Lot
    $1,834,000 Zestimate®
    $--/sqft
    $3,452 Estimated rent

    Home value

    $1,834,000

    $1.60M - $2.11M

    $3,452/mo

    Zestimate® history
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    $7,755/mo

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    What's special

    Seawall replaced
    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!

    Zillow last checked:

    Listing updated:

    Listed by:

    Vincent Rigoni 239-273-9388,

    Premiere Plus Realty Company

    Bought with:

    Vincent Rigoni, 249519444

    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 sqft
    • 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 & neighborhood

    Community
    • Community features: Boat Facilities
    Location
    • Region: Naples
    • Subdivision: CONNERS

    HOA & financial

    HOA
    • Has HOA: Yes
    • Services included: Road Maintenance, Street Lights, See Remarks, Trash
    Other fees
    • Condo and coop fee: $0
    • Membership fee: $0

    Other

    Other facts
    • Listing terms: All Financing Considered,Cash
    • Road surface type: Paved

    Price history

    DateEventPrice
    5/26/2026Sold$1,540,000-6.7%
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    4/29/2026Pending sale$1,650,000
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    2/22/2026Price change$1,650,000-5.7%
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    1/29/2026Price change$1,750,000-5.4%
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    1/6/2026Price change$1,850,000-5.1%
    Source: Florida Gulf Coast MLS #2025017116 Report a problem
    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
    11/13/2024Listing removed$2,295,000
    Source: SWFLMLS #224043993 Report a problem
    5/24/2024Listed for sale$2,295,000-6.3%
    Source: SWFLMLS #224043993 Report a problem
    8/31/2022Sold$2,450,000-1.8%
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    7/19/2022Pending sale$2,495,000
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    7/12/2022Price change$2,495,000-3.9%
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    7/8/2022Listed for sale$2,595,000
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    6/29/2022Pending sale$2,595,000
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    6/9/2022Listed for sale$2,595,000+26.6%
    Source: Florida Gulf Coast MLS #222044344 Report a problem
    6/1/2022Sold$2,050,000
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$12,284 -20.5%$1,170,071 -20.3%
    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%
    2021$9,528 +7.7%$812,745 +6.7%
    2020$8,850 -5.4%$762,034 -3.7%
    2019$9,353 +10.4%$791,622 +10%
    2018$8,472 -2.5%$719,656 +10%
    2017$8,685 +8.1%$654,233 +10%
    2016$8,031 +1%$594,757 +10%
    2015$7,950 +22.8%$540,688 +2.4%
    2014$6,476 +12.4%$528,164 +9.4%
    2013$5,764 +0.7%$482,664 +2%
    2012$5,721 -3.7%$473,025 -4.2%
    2011$5,940 -37.4%$493,725 -4%
    2010$9,488 -0.2%$514,425 -35.8%
    2009$9,508 $801,849 -6.1%
    2008$9,508 -17.6%$853,738 -15.9%
    2007$11,538 +471.9%$1,014,780 +9.5%
    2006$2,018 $927,126 +420.2%
    2005$2,018 +2.7%$178,236 +3%
    2004$1,965 -0.1%$173,045 +1.9%
    2003$1,967 +1.6%$169,818 +2.4%
    2002$1,937 -48.2%$165,838 +1.6%
    2001$3,737 +102.4%$163,226
    2000$1,847 --

    Find assessor info on the county website

    Neighborhood: 34108

    Nearby schools

    GreatSchools rating