| 1 Blakes Corner, Chalkpit Lane, Wool, Wareham | - | 103 m² | - |
| 12 Chalk Pit Lane, Wool, Wareham | Freehold | 80 m² | £250,000 (2020) |
| Addlestone, Chalk Pit Lane, Wool, Wareham | Freehold | 124 m² | £320,000 (2014) |
| Balfours Farm, Chalk Pit Lane, Wool, Wareham | - | 86 m² | - |
| Bankside, Chalk Pit Lane, Wool, Wareham | Freehold | 75 m² | £305,000 (2018) |
| Belvedere, Chalk Pit Lane, Wool, Wareham | - | 81 m² | - |
| Brightside, Chalk Pit Lane, Wool, Wareham | Freehold | 127 m² | £330,000 (2012) |
| Corbar, Chalk Pit Lane, Wool, Wareham | Freehold | 96 m² | £375,000 (2019) |
| Crosswinds, Chalk Pit Lane, Wool, Wareham | - | 71 m² | - |
| Dongola, Chalk Pit Lane, Wool, Wareham | Freehold | 96 m² | £285,000 (2011) |
| Doray, Chalk Pit Lane, Wool, Wareham | Freehold | 109 m² | £2,500 (2024) |
| Fiddlers Hatch, Chalk Pit Lane, Wool, Wareham | Freehold | 63 m² | £205,000 (2013) |
| Flora Dene, Chalk Pit Lane, Wool, Wareham | Freehold | 101 m² | £435,000 (2025) |
| Glencourt, Chalk Pit Lane, Wool, Wareham | Freehold | 148 m² | £580,000 (2023) |
| Levant, Chalk Pit Lane, Wool, Wareham | Freehold | 100 m² | £385,000 (2026) |
| Mallards, Chalk Pit Lane, Wool, Wareham | Freehold | 181 m² | £375,000 (2013) |
| Omega, Chalk Pit Lane, Wool, Wareham | Freehold | 100 m² | £250,000 (2012) |
| Redwell, Chalk Pit Lane, Wool, Wareham | Freehold | 72 m² | £350,000 (2025) |
| Sandkrug, Chalk Pit Lane, Wool, Wareham | Freehold | 96 m² | £322,000 (2017) |
| Ship T Shore, Chalk Pit Lane, Wool, Wareham | Freehold | 66 m² | £285,000 (2016) |
| Step-A-Side, Chalk Pit Lane, Wool, Wareham | Freehold | 103 m² | £260,000 (2013) |
| Suvla, Chalk Pit Lane, Wool, Wareham | Freehold | 78 m² | £280,000 (2021) |
| The Bungalow, Chalk Pit Lane, Wool, Wareham | Freehold | 113 m² | £355,000 (2019) |
| The Chalet, Chalk Pit Lane, Wool, Wareham | Freehold | 134 m² | £165,000 (1999) |
| Tudor Lodge, Chalk Pit Lane, Wool, Wareham | Freehold | 192 m² | £370,000 (2010) |
| Wyllon, Chalk Pit Lane, Wool, Wareham | Freehold | 173 m² | £435,000 (2019) |