| Brookwood Farm House, Fenny Bentley, Ashbourne, DE6 1LE | Feb 2026 | £30,000 | Other property | Freehold |
| 2, The Casey, Fenny Bentley, Ashbourne, DE6 1LB | Feb 2026 | £267,000 | Semi-detached | Freehold |
| Springfield House, Fenny Bentley, Ashbourne, DE6 1LB | Sep 2024 | £447,500 | Detached | Freehold |
| Yew Tree Cottage, Church Lane Corner, Fenny Bentley, Ashbourne, DE6 1LB | Dec 2023 | £300,000 | Detached | Freehold |
| Woodcock Delph, Fenny Bentley, Ashbourne, DE6 1LA | Jun 2023 | £1,100,000 | Detached | Freehold |
| Brook Bank, Fenny Bentley, Ashbourne, DE6 1LB | Jun 2023 | £585,000 | Detached | Freehold |
| Highfields Farm, Fenny Bentley, Ashbourne, DE6 1LE | Nov 2022 | £9,799,550 | Detached | Freehold |
| Woodeaves Cottage, Fenny Bentley, Ashbourne, DE6 1LF | Sep 2022 | £500,000 | Other property | Freehold |
| Alders Farm, Fenny Bentley, Ashbourne, DE6 1LA | Jan 2022 | £930,000 | Other property | Freehold |
| 1, The Casey, Fenny Bentley, Ashbourne, DE6 1LB | May 2021 | £194,000 | Semi-detached | Freehold |
| Church Bank Cottage, Fenny Bentley, Ashbourne, DE6 1LB | Apr 2021 | £415,000 | Detached | Freehold |
| Rookery Bank Barn, Pastures Tops, Fenny Bentley, Ashbourne, DE6 1LA | Dec 2019 | £225,000 | Other property | Freehold |
| Creeveen, Fenny Bentley, Ashbourne, DE6 1LB | Dec 2018 | £415,000 | Detached | Freehold |
| The Old School, Fenny Bentley, Ashbourne, DE6 1LB | Apr 2016 | £415,000 | Detached | Freehold |
| Cherry Tree Cottage, Fenny Bentley, Ashbourne, DE6 1LB | Nov 2014 | £405,000 | Detached | Freehold |
| The Bungalow, Fenny Bentley, Ashbourne, DE6 1LB | Feb 2013 | £150,000 | Detached | Freehold |
| The Priory, Fenny Bentley, Ashbourne, DE6 1LF | Jan 2010 | £845,000 | Detached | Freehold |
| Brookwood Farm, Fenny Bentley, Ashbourne, DE6 1LE | Oct 2007 | £712,700 | Detached | Freehold |
| Shardaroba, Woodeaves, Fenny Bentley, Ashbourne, DE6 1LF | Mar 2006 | £271,000 | Detached | Freehold |
| Bentley Meadows, Fenny Bentley, Ashbourne, DE6 1LF | Oct 2001 | £50,000 | Detached | Freehold |
| Croft Cottage, Fenny Bentley, Ashbourne, DE6 1LB | Jun 2001 | £142,500 | Detached | Freehold |
| Rainbow Cottage, Fenny Bentley, Ashbourne, DE6 1LA | May 2001 | £129,950 | Detached | Freehold |
| The Coach House, Bentley Hall, Fenny Bentley, Ashbourne, DE6 1LE | Nov 1999 | £487,500 | Detached | Freehold |
| Brookside Cottage, Fenny Bentley, Ashbourne, DE6 1LB | Jul 1999 | £128,000 | Detached | Freehold |
| Valley View, Fenny Bentley, Ashbourne, DE6 1LA | May 1999 | £70,000 | Detached | Freehold |
| Coach & Horses, Fenny Bentley, Ashbourne, DE6 1LB | Apr 1998 | £250,000 | Detached | Freehold |