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Lot/land
  • $4,295,000

    231 Trade Winds AVE, NAPLES, FL 34108

    --beds
    --baths
    0.37Acres
    Unimproved Land
    Built in ----
    0.37 Acres Lot
    $-- Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Tranquil reflectionsUnobstructed sunsets
    Poised along the shimmering waterways of Vanderbilt Beach, 231 Trade Winds Avenue presents a rare opportunity to create an architectural statement on one of Conners’ most coveted Gulf-access parcels. Perfectly positioned at the end of a serene cul-de-sac, the property is surrounded by exceptionally wide waterways—over 400 feet of open water to the west and more than 200 feet to the north—offering a commanding backdrop of panoramic vistas, tranquil reflections, and unobstructed sunsets. A brand-new seawall will be built and is included in the price, providing added value and peace of mind for future development. Spanning more than 200 feet of direct waterfrontage, this expansive lot invites a custom estate crafted to embrace the grandeur of its setting. Envision an infinity-edge pool that visually merges with the intersecting waterways, vast terraces designed for year-round coastal living, and a yacht-ready dock offering effortless, bridgeless access to the Gulf of Mexico. The site’s exceptional width, depth, and orientation allow for a dramatic floor plan with seamless indoor-outdoor flow, a chef’s kitchen opening to waterside entertaining areas, and a sophisticated primary suite positioned to capture the serene water views from sunrise to sunset. Located within the sought-after Conners enclave, this premier address places you moments from the white-sand beaches of Vanderbilt, the refinement of Waterside Shops, the vibrant dining and boutique scene at Mercato, and the best of North Naples’ coastal lifestyle. A truly extraordinary canvas, 231 Trade Winds Avenue offers the rare freedom to bring your vision of elevated waterfront living to life—set against some of the widest and most breathtaking water views in all of Conners.
    15 days
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    116
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    4
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    Zillow last checked: 8 hours ago

    Listing updated: November 28, 2025 at 08:23am

    Listed by:

    Chris Resop 239-231-6164,

    The Agency Naples,

    Kara Resop 239-280-8955,

    The Agency Naples

    Source: SWFLMLS,MLS#: 225080905MLS LogoOriginating MLS: Naples

    Facts & features

    Interior

    Features
    • Has fireplace: No

    Property

    Features
    • Exterior features: Dock, Boat Lift, Elec Avail at dock
    • Has view: Yes
    • View description: Bay
    • Has water view: Yes
    • Water view: Bay
    • Waterfront features: Bay, Navigable Water
    • Frontage type: Bay/Harbor
    Lot
    • Size: 0.37 Acres
    • Features: Corner Lot, Cul-De-Sac, Dead End, Oversize
    • Residential vegetation: Grassed, Cleared
    Details
    • Parcel number: 27585560006

    Utilities & green energy

    • Water: Central
    • Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Water Connected

    Community & HOA

    Community
    • Features: Boating, Non-Gated
    • Subdivision: CONNERS
    HOA
    • Has HOA: No
    • Amenities included: None
    Location
    • Region: Naples

    Financial & listing details

    • Tax assessed value: $3,608,460
    • Annual tax amount: $32,417
    • Date on market: 11/28/2025
    • Lease term: Buyer Finance/Cash
    • Electric utility on property: Yes
    • Road surface type: Paved

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/28/2025Listed for sale$4,295,000+22.7%
    Source: SWFLMLS #225080905 Report a problem
    5/15/2025Sold$3,500,000-7.9%
    Source: SWFLMLS #225004145 Report a problem
    4/3/2025Pending sale$3,799,000
    Source: SWFLMLS #225004145 Report a problem
    3/29/2025Listed for sale$3,799,000
    Source: SWFLMLS #225004145 Report a problem
    3/28/2025Pending sale$3,799,000
    Source: SWFLMLS #225004145 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$32,418 -12.8%$2,754,444 +13.7%
    2023$37,155 +18.8%$2,422,264 +5.5%
    2022$31,263 +27.7%$2,296,867 +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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