| Winster Hall Main Street, Winster, Matlock, DE4 2DJ | Jun 2026 | £1,150,000 | Detached | Freehold |
| Doe Lea Cottage Main Street, Winster, Matlock, DE4 2DJ | Nov 2024 | £278,000 | Semi-detached | Freehold |
| The Cottage, The Courtyard Main Street, Winster, Matlock, DE4 2DJ | Apr 2023 | £325,000 | Detached | Freehold |
| Burton House Main Street, Winster, Matlock, DE4 2DJ | Nov 2022 | £550,000 | Semi-detached | Freehold |
| Keystone House Main Street, Winster, Matlock, DE4 2DJ | Nov 2022 | £315,000 | Terraced | Freehold |
| Flat, Winster Village Shop Main Street, Winster, Matlock, DE4 2DJ | Aug 2022 | £250,000 | Other property | Leasehold |
| The Old House Main Street, Winster, Matlock, DE4 2DJ | Dec 2019 | £530,000 | Terraced | Freehold |
| Carpenters Cottage Main Street, Winster, Matlock, DE4 2DJ | Nov 2018 | £300,000 | Other property | Freehold |
| Gable House Main Street, Winster, Matlock, DE4 2DJ | Nov 2017 | £300,000 | Terraced | Freehold |
| Moot House Main Street, Winster, Matlock, DE4 2DJ | Sep 2017 | £415,000 | Detached | Freehold |
| Crown Cottage Main Street, Winster, Matlock, DE4 2DJ | Apr 2016 | £360,000 | Detached | Freehold |
| Gable End Main Street, Winster, Matlock, DE4 2DJ | Feb 2015 | £245,000 | Terraced | Freehold |
| The Orchard Main Street, Winster, Matlock, DE4 2DJ | Feb 2014 | £249,950 | Detached | Freehold |
| The Old Forge Main Street, Winster, Matlock, DE4 2DJ | Dec 2013 | £674,000 | Terraced | Freehold |
| Greenlees Cottage Main Street, Winster, Matlock, DE4 2DJ | Nov 2013 | £153,000 | Terraced | Freehold |
| Market Cottage Main Street, Winster, Matlock, DE4 2DJ | Sep 2013 | £265,000 | Terraced | Freehold |
| Glendare Main Street, Winster, Matlock, DE4 2DJ | Jun 2013 | £244,500 | Semi-detached | Freehold |
| Angel Cottage Main Street, Winster, Matlock, DE4 2DJ | Aug 2012 | £335,000 | Terraced | Freehold |
| Old Hall Cottage Main Street, Winster, Matlock, DE4 2DJ | Nov 2011 | £275,000 | Semi-detached | Freehold |
| Brookenfield Main Street, Winster, Matlock, DE4 2DJ | Dec 2009 | £290,000 | Detached | Freehold |
| Clough Lodge Main Street, Winster, Matlock, DE4 2DJ | Nov 2008 | £345,000 | Detached | Freehold |
| Winster Village Stores Main Street, Winster, Matlock, DE4 2DJ | Apr 2005 | £250,000 | Detached | Freehold |
| Vernon Cottage Main Street, Winster, Matlock, DE4 2DJ | Mar 2005 | £242,250 | Semi-detached | Freehold |
| Stone Heath Main Street, Winster, Matlock, DE4 2DJ | Feb 2005 | £197,000 | Terraced | Freehold |
| Mews Cottage Main Street, Winster, Matlock, DE4 2DJ | Apr 2004 | £220,000 | Semi-detached | Freehold |
| Sycamores Main Street, Winster, Matlock, DE4 2DJ | Jan 2004 | £490,000 | Detached | Freehold |
| Doe Lea House Main Street, Winster, Matlock, DE4 2DJ | Jan 2003 | £249,000 | Semi-detached | Freehold |
| Old Angel Main Street, Winster, Matlock, DE4 2DJ | May 2001 | £210,500 | Semi-detached | Freehold |
| The Old Coach House Main Street, Winster, Matlock, DE4 2DJ | Oct 1999 | £75,000 | Detached | Freehold |
| Old Garden House Main Street, Winster, Matlock, DE4 2DJ | Jul 1999 | £150,000 | Detached | Freehold |
| 77 Main Street, Winster, Matlock, DE4 2DJ | Jun 1997 | £63,000 | Terraced | Freehold |
| Vernon House Main Street, Winster, Matlock, DE4 2DJ | Dec 1995 | £190,500 | Detached | Freehold |