| 3, Wensley Road, Winster, Matlock | Freehold | 101 m² | £230,000 (2013) |
| Avondale, Wensley Road, Winster, Matlock | - | 133 m² | - |
| Bank House, Main Street, Winster, Matlock | Freehold | 418 m² | £685,000 (2019) |
| Carillon, Main Street, Winster, Matlock | Freehold | 76 m² | £200,000 (2014) |
| Denver House, Main Street, Winster, Matlock | Freehold | 82 m² | £165,000 (2013) |
| Dower House, Main Street, Winster, Matlock | Freehold | 483 m² | £1,000,000 (2021) |
| Farriers Cottage, Main Street, Winster, Matlock | Freehold | 80 m² | £178,000 (2017) |
| Flat At The Old Post Office, Main Street, Winster | - | 129 m² | - |
| Glen Villa, Wensley Road, Winster, Matlock | Freehold | 98 m² | £81,000 (1996) |
| Green Hills, Wensley Road, Matlock | Freehold | 155 m² | £375,000 (2003) |
| Hefford House, Main Street, Winster, Matlock | Freehold | 68 m² | £290,000 (2024) |
| Hilton House, The Manor Main Street, Winster, Winster | Freehold | 207 m² | £880,000 (2021) |
| Ivy Cottage, Wensley Road, Winster, Matlock | Freehold | 138 m² | £5,000 (2017) |
| Manor Cottage, Main Street, Winster, Matlock | Freehold | 129 m² | £452,000 (2013) |
| Mapstone Cottage, Main Street, Winster, Matlock | - | 66 m² | - |
| Moores Fold, Elton Road, Winster, Matlock | - | 426 m² | - |
| Newstead House, The Manor Main Street, Winster, Winster | Freehold | 133 m² | £700,000 (2021) |
| Oddo House, Elton Road, Winster, Matlock | Freehold | 460 m² | £1,750,000 (2025) |
| Old Brew House, Main Street, Winster, Matlock | Freehold | 319 m² | £485,000 (2010) |
| Orchard View Cottage, Wensley Road, Winster, Matlock | - | 85 m² | - |
| Safari, Wensley Road, Winster, Matlock | Freehold | 69 m² | £415,000 (2017) |
| The Barn Rear Of Old Forge, Main Street, Winster, Matlock | - | 57 m² | - |
| The Lodge, Main Street, Winster, Matlock | - | 253 m² | - |
| The Old Butchers Shop, Main Street, Winster, Matlock | Freehold | 121 m² | £172,500 (2025) |
| Thornton House, The Manor Main Street, Winster, Winster | Freehold | 141 m² | £749,950 (2021) |
| Tor House, Main Street, Winster, Matlock | Freehold | 181 m² | £507,000 (2023) |
| Underwood House, The Manor Main Street, Winster, Winster | Freehold | 145 m² | £685,000 (2021) |