| Juri's High Street, Winchcombe, Cheltenham, GL54 5LJ | Mar 2026 | £517,000 | Other property | Freehold |
| Mercia House High Street, Winchcombe, Cheltenham, GL54 5LJ | Mar 2025 | £257,000 | Other property | Freehold |
| 10 High Street, Winchcombe, Cheltenham, GL54 5LJ | Feb 2025 | £143,000 | Other property | Freehold |
| Flat 1, 10 High Street, Winchcombe, Cheltenham, GL54 5LJ | Sep 2024 | £165,000 | Flat / maisonette | Leasehold |
| Sudeley Cottage High Street, Winchcombe, Cheltenham, GL54 5LJ | Sep 2024 | £110,000 | Other property | Leasehold |
| Isbourne Arts High Street, Winchcombe, Cheltenham, GL54 5LJ | Dec 2023 | £325,000 | Other property | Freehold |
| Flat 2, 10 High Street, Winchcombe, Cheltenham, GL54 5LJ | Sep 2023 | £177,000 | Flat / maisonette | Leasehold |
| Flat 1, The Emporium High Street, Winchcombe, Cheltenham, GL54 5LJ | Oct 2022 | £165,000 | Flat / maisonette | Leasehold |
| Whitsun Cottage, 5 The George, Winchcombe, Cheltenham, GL54 5LJ | Apr 2022 | £325,000 | Semi-detached | Freehold |
| Ground Floor Shop, Sudeley House High Street, Winchcombe, Cheltenham, GL54 5LJ | Apr 2022 | £165,000 | Other property | Leasehold |
| Flat 4, The Emporium High Street, Winchcombe, Cheltenham, GL54 5LJ | Oct 2021 | £125,000 | Flat / maisonette | Leasehold |
| Flat 1, Abbey House High Street, Winchcombe, Cheltenham, GL54 5LJ | Apr 2021 | £196,500 | Flat / maisonette | Leasehold |
| Abbotts Cottage High Street, Winchcombe, Cheltenham, GL54 5LJ | Apr 2021 | £387,000 | Terraced | Freehold |
| White Hart Hotel High Street, Winchcombe, Cheltenham, GL54 5LJ | Dec 2020 | £1,125,000 | Other property | Freehold |
| 9 The George High Street, Winchcombe, Cheltenham, GL54 5LJ | Mar 2020 | £332,000 | Semi-detached | Freehold |
| Flat 2, The Emporium High Street, Winchcombe, Cheltenham, GL54 5LJ | Aug 2017 | £225,000 | Flat / maisonette | Leasehold |
| Flat 3, The Emporium High Street, Winchcombe, Cheltenham, GL54 5LJ | Dec 2016 | £137,000 | Flat / maisonette | Leasehold |
| Flat 3, Abbey House High Street, Winchcombe, Cheltenham, GL54 5LJ | Mar 2016 | £125,000 | Flat / maisonette | Leasehold |
| Ground Floor Flat, Abbey House High Street, Winchcombe, Cheltenham, GL54 5LJ | Dec 2015 | £88,200 | Other property | Leasehold |
| Stanhope Cottage, 1 The George, Winchcombe, Cheltenham, GL54 5LJ | Jun 2015 | £222,500 | Terraced | Freehold |
| Flat 2, Abbey House High Street, Winchcombe, Cheltenham, GL54 5LJ | Jun 2015 | £125,000 | Flat / maisonette | Leasehold |
| Gurney Cottage, 4 The George, Winchcombe, Cheltenham, GL54 5LJ | Feb 2015 | £241,000 | Flat / maisonette | Freehold |
| 11 The George, Winchcombe, Cheltenham, GL54 5LJ | Dec 2014 | £630,000 | Terraced | Freehold |
| Stonehouse High Street, Winchcombe, Cheltenham, GL54 5LJ | Apr 2004 | £230,000 | Detached | Freehold |
| Flat, Sudeley Cottage High Street, Winchcombe, Cheltenham, GL54 5LJ | Mar 2004 | £142,000 | Terraced | Freehold |
| Abbotts House High Street, Winchcombe, Cheltenham, GL54 5LJ | Aug 2002 | £340,000 | Terraced | Freehold |
| 14 The George, Winchcombe, Cheltenham, GL54 5LJ | Jul 2001 | £140,000 | Semi-detached | Freehold |
| 8 High Street, Winchcombe, Cheltenham, GL54 5LJ | Oct 2000 | £135,000 | Semi-detached | Freehold |
| The Cottage High Street, Winchcombe, Cheltenham, GL54 5LJ | Feb 2000 | £82,000 | Detached | Freehold |
| Archway House The George, Winchcombe, Cheltenham, GL54 5LJ | Dec 1999 | £97,000 | Flat / maisonette | Freehold |
| Queen Anne House High Street, Winchcombe, Cheltenham, GL54 5LJ | Sep 1999 | £175,000 | Terraced | Freehold |
| 7 The George, Winchcombe, Cheltenham, GL54 5LJ | Feb 1999 | £60,000 | Terraced | Freehold |
| 12 The George, Winchcombe, Cheltenham, GL54 5LJ | Jan 1998 | £114,000 | Detached | Freehold |
| Victoria Cottage, 3 The George, Winchcombe, Cheltenham, GL54 5LJ | Aug 1997 | £73,250 | Semi-detached | Freehold |