Skysail Drive, Naples, FL

Everything we know about Skysail Drive 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.

8 homes sit on Skysail Drive in Naples, FL (ZIP 34120), built 2024–2026, a typical 1,876 sq ft with 3 bedrooms. 4 are for sale right now from $454,900 to $958,732.

For sale on Skysail Drive now

$958,732
3 bd · 3 ba · 2,427 sq ft · built 2026
4647 Skysail Dr
Listing courtesy of Neal Communities Realty, Inc.
$729,000
3 bd · 2 ba · 2,309 sq ft · built 2026
4691 Skysail Dr
Listing courtesy of Neal Communities Realty, Inc.
$566,802
2 bd · 2 ba · 1,904 sq ft · built 2026
4671 Skysail Dr
Listing courtesy of Neal Communities Realty, Inc.
$454,900
3 bd · 2 ba · 1,848 sq ft · built 2025
4636 Skysail Dr
Listing courtesy of Realty One Group MVP

The homes on Skysail Drive

Built by decade: 2020s 8.

Communities along Skysail Drive

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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,962 homes for sale in Naples, homes for sale in 34120.

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Common questions

How many homes are on Skysail Drive in Naples?

8 homes in the parcel and MLS record, built between 2024 and 2026.

Are there homes for sale on Skysail Drive?

4 listed right now, from $454,900.

What do homes on Skysail Drive sell for?

See the sales tables above.