Chatham Drive, Longboat Key, FL

Everything we know about Chatham Drive in Longboat Key: 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.

1 homes sit on Chatham Drive in Longboat Key, FL (ZIP 34228), a typical 1,316 sq ft with 2 bedrooms. 3 are for sale right now from $302,500 to $425,000.

For sale on Chatham Drive now

$425,000

2 bd · 2 ba · 1,072 sq ft · built 1969

4370 Chatham Drive #304

Listing courtesy of PREFERRED SHORE LLC

$400,000

2 bd · 2 ba · 1,072 sq ft · built 1969

4370 Chatham Drive #102

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$302,500

1 bd · 1 ba · 747 sq ft · built 1969

4350 Chatham Drive #105

Listing courtesy of MICHAEL SAUNDERS & COMPANY

The homes on Chatham Drive

Built by decade: 1960s 1.

Own a home on Chatham Drive? See what it’s worth · More homes for sale in 34228

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 November 7, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 257 homes for sale in Longboat Key, homes for sale in 34228.