| 3 The Barns Ascot Road, Holyport, Maidenhead, SL6 2HY | Feb 2026 | £560,000 | Terraced | Freehold |
| Holyport Stores Ascot Road, Holyport, Maidenhead, SL6 2HY | Nov 2025 | £355,000 | Other property | Freehold |
| Cell Site 1498959 Ascot Road, Holyport, Maidenhead, SL6 2HY | Aug 2025 | £100,000 | Other property | Freehold |
| Hightor Ascot Road, Holyport, Maidenhead, SL6 2HY | Jan 2025 | £495,000 | Detached | Freehold |
| Canzona Ascot Road, Holyport, Maidenhead, SL6 2HY | May 2024 | £465,000 | Detached | Freehold |
| Red Cottage Ascot Road, Holyport, Maidenhead, SL6 2HY | Mar 2023 | £865,000 | Detached | Freehold |
| Brookside Ascot Road, Holyport, Maidenhead, SL6 2HY | Jun 2022 | £1,065,000 | Detached | Freehold |
| Willow Brook Cottage Ascot Road, Holyport, Maidenhead, SL6 2HY | Jul 2021 | £680,000 | Detached | Freehold |
| 1 The Barns Ascot Road, Holyport, Maidenhead, SL6 2HY | Jun 2021 | £675,000 | Detached | Freehold |
| Flat, Holyport Stores Ascot Road, Holyport, Maidenhead, SL6 2HY | Dec 2020 | £253,000 | Flat / maisonette | Leasehold |
| Hazeldene Ascot Road, Holyport, Maidenhead, SL6 2HY | Dec 2020 | £622,800 | Detached | Freehold |
| Greenbrook Ascot Road, Holyport, Maidenhead, SL6 2HY | Feb 2020 | £607,500 | Semi-detached | Freehold |
| Elizabethan Cottage Ascot Road, Holyport, Maidenhead, SL6 2HY | Apr 2018 | £600,000 | Other property | Freehold |
| Moor Farm Ascot Road, Holyport, Maidenhead, SL6 2HY | Mar 2018 | £2,300,000 | Other property | Freehold |
| Corton Ascot Road, Holyport, Maidenhead, SL6 2HY | Jun 2015 | £420,000 | Detached | Freehold |
| Mulberry Cottage Ascot Road, Holyport, Maidenhead, SL6 2HY | Oct 2013 | £495,000 | Semi-detached | Freehold |
| Brookmead Ascot Road, Holyport, Maidenhead, SL6 2HY | Sep 2012 | £365,000 | Detached | Freehold |
| Owls Roost Ascot Road, Holyport, Maidenhead, SL6 2HY | Dec 2010 | £600,000 | Detached | Freehold |
| Ashley Ascot Road, Holyport, Maidenhead, SL6 2HY | Aug 2010 | £425,000 | Detached | Freehold |
| 2 The Barns Ascot Road, Holyport, Maidenhead, SL6 2HY | Jul 2006 | £445,000 | Terraced | Freehold |
| Robina Ascot Road, Holyport, Maidenhead, SL6 2HY | Jun 2006 | £345,000 | Detached | Freehold |
| Two Trees Ascot Road, Holyport, Maidenhead, SL6 2HY | Jul 2004 | £334,000 | Semi-detached | Freehold |
| The Old Bakery Ascot Road, Holyport, Maidenhead, SL6 2HY | Jul 2001 | £120,000 | Detached | Freehold |
| Littletrees Ascot Road, Holyport, Maidenhead, SL6 2HY | Jun 2000 | £212,000 | Detached | Freehold |
| Brookfield Ascot Road, Holyport, Maidenhead, SL6 2HY | Nov 1999 | £210,000 | Detached | Freehold |
| Devonia Ascot Road, Holyport, Maidenhead, SL6 2HY | Aug 1998 | £152,000 | Detached | Freehold |