Canterbury Drive, Haines City, FL
Everything we know about Canterbury Drive in Haines City: 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.
34 homes sit on Canterbury Drive in Haines City, FL (ZIP 33844), built 1978–1981, a typical 2,035 sq ft with 2 bedrooms. 1 is for sale right now from $229,900. Homes that sold since 2023 went for a median $251,000.
For sale on Canterbury Drive now
The homes on Canterbury Drive
7 single-family, 27 condo/townhome/other. Built by decade: 1970s 15, 1980s 19.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 118 Canterbury Dr. | $215,000 | 2026-06-25 | 1980 | 2,272 |
| 108 Canterbury Drive | $200,000 | 2026-05-30 | 1980 | 1,956 |
| 102 Canterbury Drive | $214,000 | 2025-07-18 | 1980 | 1,912 |
| 101 Canterbury Drive | $252,000 | 2025-05-16 | 1981 | 2,295 |
| 106 Canterbury Drive | $275,000 | 2025-05-14 | 1979 | 2,263 |
| 16 Canterbury Drive | $430,000 | 2024-11-12 | 1981 | 2,784 |
| 104 Canterbury Drive | $325,000 | 2023-10-16 | 1980 | 1,935 |
| 2 Canterbury Drive | $250,000 | 2023-07-21 | 1980 | 1,956 |
| 5 Canterbury Drive | $295,000 | 2022-10-31 | 1978 | 1,935 |
| 19 Canterbury Drive | $255,000 | 2021-11-08 | 1979 | 1,935 |
| 107 Canterbury Drive | $249,777 | 2021-08-06 | 1981 | 2,919 |
| 111 Canterbury Drive | $240,000 | 2021-06-23 | 1981 | 1,973 |
| 6 Canterbury Drive | $219,900 | 2021-04-23 | 1980 | 2,263 |
| 105 Canterbury Drive | $218,000 | 2021-02-12 | 1981 | 2,919 |
| 120 Canterbury Drive | $176,000 | 2020-10-09 | 1980 | 1,860 |
| 22 Canterbury Drive | $154,715 | 2020-07-13 | 1978 | 1,684 |
| 8 Canterbury Drive | $170,000 | 2020-01-07 | 1979 | 1,956 |
| 20 Canterbury Drive | $138,900 | 2019-12-24 | 1979 | 2,104 |
| 110 Canterbury Drive | $168,000 | 2019-07-24 | 1980 | 1,956 |
| 9 Canterbury Drive | $172,000 | 2019-06-06 | 1978 | 1,860 |
Communities along Canterbury Drive
- Grenelefe Townhouse Area · 2 homes on the street
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 599 homes for sale in Haines City, homes for sale in 33844.