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For sale
  • $2,850,000

    259 Trade Winds AVE, NAPLES, FL 34108

    3beds
    1,848sqft
    : 
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    Single Family Residence
    Built in 1987
    9,583 Square Feet Lot
    $-- Zestimate®
    $1,542/sqft
    $-- HOA

    What's special

    Custom waterfront residenceBig open water views
    Being sold as - is, LOT Value. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just minutes from Naples’ world-renowned shopping, dining, and pristine beaches, this custom waterfront residence offers the best of coastal living. Don’t miss the opportunity to make this exceptional property your own!
    540 days
    |
    172
    |
    3
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lauren Brooker, LLC 239-287-4947,

    Compass Florida LLC

    Source: SWFLMLS,MLS#: 225006028MLS LogoOriginating MLS: Naples

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: None, 3 Bed
      Dining room
      • Features: Other
      Heating
      • None
      Cooling
      • Central Air
      Appliances
      • Included: None
      Features
      • Other, Additional Rooms - None
      • Flooring: Carpet
      • Has fireplace: No
      Interior area
      • Total structure area: 3,082
      • Total interior livable area: 1,848 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Stories: 2
      • Exterior features: Dock
      • Has view: Yes
      • View description: Bay, Canal
      • Has water view: Yes
      • Water view: Bay,Canal
      • Waterfront features: Canal Front, Navigable Water, Seawall
      Lot
      • Size: 9,583 Square Feet
      • Features: Cul-De-Sac, Regular
      Details
      • Parcel number: 27585640007

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Siding
      • Foundation: Pillar/Post/Pier
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1987

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Boating
      • Subdivision: CONNERS
      HOA
      • Has HOA: No
      • Amenities included: See Remarks
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $1,542/sqft
      • Tax assessed value: $2,401,337
      • Annual tax amount: $23,677
      • Date on market: 1/15/2025
      • Lease term: Buyer Finance/Cash

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $6,711/mo

        Price history

        DateEventPrice
        8/31/2025Price change$2,850,000-4.8%$1,542/sqft
        Source: SWFLMLS #225006028 Report a problem
        1/15/2025Listed for sale$2,995,000$1,621/sqft
        Source: SWFLMLS #225006028 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$21,776 +16.5%$1,877,083 +10%
        2024$18,689 -20.2%$1,706,439 +10%
        2023$23,429 +23.9%$1,551,308 +10%
        2022$18,905 +25.8%$1,410,280 +10%
        2021$15,030 -1.2%$1,282,073 +6.5%
        2020$15,210 +18.9%$1,203,582 +10%
        2019$12,797 -1.3%$1,094,165 -2%
        2018$12,965 -1.6%$1,116,147 +10%
        2017$13,178 +11.3%$1,014,679 +5%
        2016$11,842 +15.9%$966,253 +10%
        2015$10,216 -1.8%$878,412 +2.7%
        2014$10,404 +4.8%$855,000 +2.8%
        2013$9,930 +0.2%$831,587 +1.5%
        2012$9,913 +0.3%$819,672 -0.2%
        2011$9,884 -17.2%$821,538 -14.1%
        2010$11,942 -5.3%$955,885 -5.3%
        2009$12,614 $1,009,186 -10.9%
        2008$12,614 +223.4%$1,132,621 -20.8%
        2007$3,901 -2.7%$1,429,363 +321.7%
        2006$4,010 $338,932 +3%
        2005$4,010 +2.8%$329,060 +3.4%
        2004$3,900 -0.4%$318,271 +1.9%
        2003$3,917 +1.4%$312,337 +2.4%
        2002$3,864 -48.3%$305,017 +1.6%
        2001$7,468 +101.8%$300,214
        2000$3,701 --

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
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        Climate risks

        Neighborhood: 34108

        Getting around

        16 / 100
        Car-Dependent
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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