Cheshire Way, Naples, FL

Everything we know about Cheshire Way 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 Cheshire Way in Naples, FL (ZIP 34110), built 1994–2005, a typical 3,592 sq ft with 3 bedrooms. 3 are for sale right now from $2,850,000 to $3,995,000.

For sale on Cheshire Way now

$3,995,000
3 bd · 4 ba · 3,272 sq ft · built 2001
260 Cheshire Way
Listing courtesy of Keller Williams Elite Realty
$2,895,000
4 bd · 5 ba · 3,979 sq ft · built 2005
268 Cheshire Way
Listing courtesy of Florida Prime Realty, LLC
$2,850,000
4 bd · 4 ba · 3,885 sq ft · built 2000
196 Cheshire Way
Listing courtesy of John R Wood Properties

The homes on Cheshire Way

Built by decade: 1990s 1, 2000s 3.

Communities along Cheshire Way

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 29, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,107 homes for sale in Naples, homes for sale in 34110.

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Common questions

How many homes are on Cheshire Way in Naples?

4 homes in the parcel and MLS record, built between 1994 and 2005.

Are there homes for sale on Cheshire Way?

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

What do homes on Cheshire Way sell for?

See the sales tables above.