Skip main navigation
Off market
Street View
    • $6,935,400

    256 Trade Winds Ave, Naples, FL 34108

    4beds
    2,200sqft
    SingleFamily
    Built in 1968
    9,583 Square Feet Lot
    $6,935,400 Zestimate®
    $3,152/sqft
    $6,260 Estimated rent

    Home value

    $6,935,400

    $6.59M - $7.28M

    $6,260/mo

    Zestimate® history
    Loading
    Loading...

    Owner options

    List your home for rent

    $6,260/mo

    Rent Zestimate®

    Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.

    Learn more

    $6,260/mo

    Rent Zestimate®

    Refinance and save

    $42,775/mo

    Est. payment

    Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.

    See today's rates

    $42,775/mo

    Est. payment

    Explore your selling options

    Work with a Zillow partner agent

    Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.

    Get started

    List with your own agent

    Get your home in front of millions of buyers by listing it on Zillow.

    Learn how to do it

    Sell it yourself

    Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).

    List your home

    What's special

    Exceptional south facing waterfront property in Conners Vanderbilt Beach Estates. This property is located 2 houses from the tip and offers partial bay views from your backyard and dock and the potential for full bay views from the second story of a newly constructed home. There is a house on the property that is currently occupied by a tenant. The property is being priced at lot value and is offered in "as is" condition.

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced air, Electric
    Cooling
    • Central
    Appliances
    • Included: Dishwasher, Freezer, Garbage disposal, Refrigerator
    Features
    • Other
    • Flooring: Tile, Carpet
    Interior area
    • Total interior livable area: 2,200 sqft

    Property

    Features
    • Exterior features: Stucco
    • On waterfront: Yes
    Lot
    • Size: 9,583 Square Feet
    Details
    • Parcel number: 27585400001

    Construction

    Type & style
    • Home type: SingleFamily
    Condition
    • Year built: 1968

    Utilities & green energy

    • Sewer: Central

    Community & HOA

    Location
    • Region: Naples

    Financial & listing details

    • Price per square foot: $3,152/sqft
    • Tax assessed value: $1,248,000
    • Annual tax amount: $12,823

    Price history

    DateEventPrice
    7/21/2026Listing removed$7,695,000$3,498/sqft
    Source: SWFLMLS #225082558 Report a problem
    3/16/2026Price change$7,695,000-3.2%$3,498/sqft
    Source: SWFLMLS #225082558 Report a problem
    12/6/2025Listed for sale$7,950,000$3,614/sqft
    Source: SWFLMLS #225082558 Report a problem
    12/5/2025Listing removed$7,950,000$3,614/sqft
    Source: SWFLMLS #225001225 Report a problem
    1/6/2025Listed for sale$7,950,000+0.6%$3,614/sqft
    Source: SWFLMLS #225001225 Report a problem
    10/28/2024Listing removed$7,900,000$3,591/sqft
    Source: SWFLMLS #223016930 Report a problem
    3/3/2023Listed for sale$7,900,000+107.9%$3,591/sqft
    Source: SWFLMLS #223016038 Report a problem
    1/29/2023Listing removed--
    Source: SWFLMLS #222035580 Report a problem
    6/30/2022Listed for sale$3,800,000-47.6%$1,727/sqft
    Source: SWFLMLS #222035580 Report a problem
    5/11/2022Listing removed--
    Source: SWFLMLS #222031188 Report a problem
    5/9/2022Listed for sale$7,250,000+263.4%$3,295/sqft
    Source: SWFLMLS #222031188 Report a problem
    12/28/2021Sold$1,995,000$907/sqft
    Source: Public Record Report a problem
    11/24/2021Pending sale$1,995,000$907/sqft
    Source: SWFLMLS #221009979 Report a problem
    9/11/2021Price change$1,995,000+14%$907/sqft
    Source: SWFLMLS #221009979 Report a problem
    8/29/2021Pending sale$1,750,000$795/sqft
    Source: SWFLMLS #221009979 Report a problem
    2/9/2021Listed for sale$1,750,000+134.9%$795/sqft
    Source: SWFLMLS #221009979 Report a problem
    7/26/2011Listing removed$745,000$339/sqft
    Source: Premiere Plus Realty, Co. #210009041 Report a problem
    3/27/2011Price change$745,000-0.5%$339/sqft
    Source: Premiere Plus Realty, Co. #210009041 Report a problem
    3/13/2010Listed for sale$749,000-16.7%$340/sqft
    Source: Premiere Plus Realty, Co. #210009041 Report a problem
    1/3/2010Listing removed$899,000$409/sqft
    Source: Premiere Plus Realty, Co. #209000102 Report a problem
    10/31/2009Listed for sale$899,000$409/sqft
    Source: Premiere Plus Realty, Co. #209000102 Report a problem
    8/20/2009Listing removed$899,000$409/sqft
    Source: Premiere Plus Realty, Co. #209000102 Report a problem
    5/25/2009Listed for sale$899,000-5.4%$409/sqft
    Source: Premiere Plus Realty Co. #209000102 Report a problem
    4/8/2005Sold$950,000+533.3%$432/sqft
    Source: Public Record Report a problem
    5/5/1995Sold$150,000$68/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$12,823 -20.5%$1,248,000 -19.8%
    2024$16,137 -18.4%$1,556,544 +10%
    2023$19,785 +36.5%$1,415,040 +10%
    2022$14,494 +39.3%$1,286,400 +44.9%
    2021$10,405 +7.6%$887,575 +6.6%
    2020$9,668 -4.6%$832,455 -2.6%
    2019$10,132 +9.8%$855,087 +10%
    2018$9,225 -2.3%$777,352 +10%
    2017$9,438 +13.6%$706,684 +7.4%
    2016$8,311 -4.7%$657,899 +10%
    2015$8,719 +22%$598,090 +3%
    2014$7,144 +11.3%$580,951 +8.1%
    2013$6,416 +0.4%$537,320 +1.7%
    2012$6,392 -3.5%$528,562 -4%
    2011$6,625 -35.1%$550,647 -3.8%
    2010$10,212 -2.2%$572,327 -33.7%
    2009$10,446 $863,005 -8%
    2008$10,446 -17.5%$937,974 -15.7%
    2007$12,663 +38.7%$1,112,417 +9.3%
    2006$9,131 $1,017,520 +47.2%
    2005$9,131 +275.5%$691,181 +233%
    2004$2,432 -0.2%$207,556 +1.9%
    2003$2,436 +1.5%$203,686 +2.4%
    2002$2,400 -48.2%$198,912 +1.6%
    2001$4,634 +102.1%$195,780
    2000$2,293 --
    Find assessor info on the county website

    Neighborhood: 34108

    Nearby homes

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $6,935,400
    2% more
    +$138K
    With Zillow Showcase(estimated)
    $7,074,108

    Nearby cities

    Nearby neighborhoods

    Nearby zip codes

    Other Naples Topics

      Search
      Updates
      Favorites
      Plan
      Inbox