Chesapeake Trail, Cantonment, FL

Everything we know about Chesapeake Trail in Cantonment: 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.

41 homes sit on Chesapeake Trail in Cantonment, FL (ZIP 32533), built 2003–2006, a typical 3,000 sq ft with 4 bedrooms. 1 is for sale right now from $319,000. Homes that sold since 2023 went for a median $429,900.

For sale on Chesapeake Trail now

953 Chesapeake Trl, home for sale on Chesapeake Trail
$319,000
4 bd · 3.5 ba · 2,250 sq ft · built 2005
953 Chesapeake Trl
Listing courtesy of All Florida Property Group

The homes on Chesapeake Trail

41 single-family. Built by decade: 2000s 41.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
891 Chesapeake Trl$443,0002024-09-1820053,031
932 Chesapeake Trl$417,0002024-09-0320053,000
848 Chesapeake Trl$425,0002024-03-2620043,031
980 Chesapeake Trl$429,9002023-06-1620053,031
827 Chesapeake Trl$580,0002023-06-0120043,000
941 Chesapeake Trl$381,0002022-10-1720052,300
959 Chesapeake Trl$460,0002022-06-2120043,163
944 Chesapeake Trl$375,0002021-12-2820042,640
794 Chesapeake Trl$476,0002021-09-0120063,000
806 Chesapeake Trl$390,0002021-06-3020053,021
947 Chesapeake Trl$350,0002021-06-1720052,656
860 Chesapeake Trl$297,5002020-06-3020063,036
926 Chesapeake Trl$334,0002020-06-1220053,020
830 Chesapeake Trl$300,0002020-04-1420053,250
902 Chesapeake Trl$325,0002019-03-2120053,010
845 Chesapeake Trl$299,9002018-11-0220053,036
920 Chesapeake Trl$272,5002018-09-0720052,300
842 Chesapeake Trl$237,5002018-03-0220052,297
872 Chesapeake Trl$231,0002018-02-1420043,025
929 Chesapeake Trl$272,0002017-08-2520053,000

Communities along Chesapeake Trail

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 158 homes for sale in Cantonment, homes for sale in 32533.

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Common questions

How many homes are on Chesapeake Trail in Cantonment?

41 homes in the parcel and MLS record, built between 2003 and 2006.

Are there homes for sale on Chesapeake Trail?

1 listed right now, from $319,000.

What do homes on Chesapeake Trail sell for?

Homes that sold since 2023 went for a median $429,900.