| Chiltern Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2026 | £630,000 | Detached | Freehold |
| Cub Cottage Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Oct 2025 | £415,000 | Detached | Freehold |
| Seagrams Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jul 2024 | £715,000 | Detached | Freehold |
| 1, The Acorns Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Apr 2024 | £550,000 | Semi-detached | Freehold |
| Amberley Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Nov 2023 | £711,000 | Detached | Freehold |
| Ivy Cottage Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Oct 2023 | £655,000 | Detached | Freehold |
| Dunster Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jan 2023 | £590,000 | Detached | Freehold |
| Serendipity House Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Dec 2021 | £428,750 | Semi-detached | Freehold |
| The Timbers Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Nov 2021 | £650,000 | Detached | Freehold |
| Lodore Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2021 | £415,000 | Semi-detached | Freehold |
| High Dene Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2021 | £525,000 | Detached | Freehold |
| The Pantiles Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jun 2020 | £780,000 | Detached | Freehold |
| Bell Farm Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Dec 2018 | £600,000 | Detached | Freehold |
| Butley Cottage Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jun 2018 | £472,000 | Detached | Freehold |
| Church Farm Cottage Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jul 2016 | £782,500 | Detached | Freehold |
| Rycote Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jul 2015 | £450,000 | Detached | Freehold |
| Kingswood Chestnut Way, Longwick, Princes Risborough, HP27 9SD | May 2014 | £317,500 | Detached | Freehold |
| 2, Rose Cottages Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2012 | £343,000 | Semi-detached | Freehold |
| 2, The Acorns Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2008 | £366,000 | Semi-detached | Freehold |
| Pelnee Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Jun 2007 | £315,000 | Detached | Freehold |
| Vidon Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Mar 2004 | £345,000 | Detached | Freehold |
| Chestnut Farm Chestnut Way, Longwick, Princes Risborough, HP27 9SD | May 2003 | £705,000 | Detached | Freehold |
| Regency Cottage Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Feb 2003 | £199,000 | Terraced | Freehold |
| Chiltern House Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Sep 2002 | £299,950 | Detached | Freehold |
| 1, Rose Cottages Chestnut Way, Longwick, Princes Risborough, HP27 9SD | Sep 1999 | £137,950 | Semi-detached | Freehold |