Trade Winds Avenue, Naples, FL

Everything we know about Trade Winds Avenue in Naples: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

4 homes sit on Trade Winds Avenue in Naples, FL (ZIP 34108), built 1987–2026, a typical 3,917 sq ft with 4 bedrooms. 3 are for sale right now from $2,850,000 to $7,195,000.

For sale on Trade Winds Avenue now

$7,195,000
5 bd · 5 ba · 4,751 sq ft · built 2026
256 Trade Winds Ave
Listing courtesy of The Agency Naples
$6,995,000
5 bd · 6 ba · 4,350 sq ft · built 2018
380 Trade Winds Ave
Listing courtesy of Coldwell Banker Realty
$2,850,000
3 bd · 2 ba · 1,848 sq ft · built 1987
259 Trade Winds Ave
Listing courtesy of Compass Florida LLC

The homes on Trade Winds Avenue

Built by decade: 1980s 2, 2010s 1, 2020s 1.

Communities along Trade Winds Avenue

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,961 homes for sale in Naples, homes for sale in 34108.

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Common questions

How many homes are on Trade Winds Avenue in Naples?

4 homes in the parcel and MLS record, built between 1987 and 2026.

Are there homes for sale on Trade Winds Avenue?

3 listed right now, from $2,850,000.

What do homes on Trade Winds Avenue sell for?

See the sales tables above.