| 1 Fields Farm Cottages, High Street, Winfrith Newburgh, Dorchester | - | 95 m² | - |
| 2 Fields Farm Cottages, High Street, Winfrith Newburgh, Dorchester | - | 94 m² | - |
| 4 High Street, Winfrith Newburgh, Dorchester | Freehold | 105 m² | £450,000 (2023) |
| 5, High Street, Winfrith Newburgh, Dorchester | Freehold | 103 m² | £287,000 (2017) |
| 5A High Street, Winfrith Newburgh, Dorchester | - | 136 m² | - |
| 7, High Street, Winfrith Newburgh, Dorchester | Freehold | 76 m² | £290,000 (2020) |
| 8 High Street, Winfrith Newburgh, Dorchester | - | 111 m² | - |
| 9 High Street, Winfrith Newburgh, Dorchester | Freehold | 169 m² | £475,000 (2014) |
| 10 High Street, Winfrith Newburgh, Dorchester | Freehold | 97 m² | £495,000 (2025) |
| 11 High Street, Winfrith Newburgh, Dorchester | - | 124 m² | - |
| 12, High Street, Winfrith Newburgh, Dorchester | - | 81 m² | - |
| 13 High Street, Winfrith Newburgh, Dorchester | - | 67 m² | - |
| 14 High Street, Winfrith Newburgh, Dorchester | Freehold | 106 m² | £500,000 (2022) |
| 15 High Street, Winfrith Newburgh | Freehold | 71 m² | £375,000 (2024) |
| 17-18, High Street, Winfrith Newburgh, Dorchester | - | 96 m² | - |
| 19, High Street, Winfrith Newburgh, Dorchester | Freehold | 146 m² | £473,000 (2013) |
| 22, High Street, Winfrith Newburgh, Dorchester | - | 65 m² | - |
| 25, High Street, Winfrith Newburgh, Dorchester | - | 55 m² | - |
| 26, High Street, Winfrith Newburgh, Dorchester | Freehold | 57 m² | £330,000 (2021) |
| Beechgate, High Street, Winfrith Newburgh, Dorchester | Freehold | 149 m² | £660,000 (2026) |
| Cobweb Cottage, 27 High Street, Winfrith Newburgh, Dorchester | Freehold | 105 m² | £420,000 (2023) |
| Culross Cottage, High Street, Winfrith Newburgh, Dorchester | Freehold | 167 m² | £610,000 (2008) |
| Fairhaven, High Street, Winfrith Newburgh, Dorchester | Freehold | 178 m² | £230,000 (2001) |
| Langmor, High Street, Winfrith Newburgh, Dorchester | Freehold | 129 m² | £324,500 (2013) |
| Longcutts Barn, High Street, Winfrith Newburgh, Dorchester | Freehold | 199 m² | £700,000 (2022) |
| Longmead, High Street, Winfrith Newburgh, Dorchester | Freehold | 202 m² | £730,000 (2021) |
| Mortimers, High Street, Winfrith Newburgh, Dorchester | - | 89 m² | - |
| Robins Wood, High Street, Winfrith Newburgh, Dorchester | Freehold | 233 m² | £868,000 (2023) |
| Rose Lawn, High Street, Winfrith Newburgh | Freehold | 146 m² | £380,000 (2009) |
| Sawpits, High Street, Winfrith Newburgh, Dorchester | Freehold | 84 m² | £205,000 (2000) |
| The Malt House, High Street, Winfrith Newburgh, Dorchester | - | 170 m² | - |
| The Old Smithy, High Street, Winfrith Newburgh, Dorchester | Freehold | 106 m² | £425,000 (2019) |
| The Old Stables, High Street, Winfrith Newburgh, Winfrith Newburgh | Freehold | 155 m² | £595,332 (2020) |
| Walfords House, High Street, Winfrith Newburgh, Dorchester | - | 239 m² | - |
| Weston Cottage, High Street, Winfrith Newburgh, Dorchester | Freehold | 86 m² | £310,000 (2023) |
| Winfrith Cottage, High Street, Winfrith Newburgh, Dorchester | Freehold | 103 m² | £286,000 (2005) |
| Winfrith House, High Street, Winfrith Newburgh, Dorchester | Freehold | 451 m² | £2,500,000 (2022) |