| St Andrews Peep Winchelsea Road, Guestling, Hastings, TN35 4LW | Oct 2025 | £570,000 | Detached | Freehold |
| Chatswood Winchelsea Road, Guestling, Hastings, TN35 4LW | Apr 2023 | £590,000 | Detached | Freehold |
| Dunedin Winchelsea Road, Guestling, Hastings, TN35 4LW | Mar 2023 | £750,000 | Detached | Freehold |
| Windy Corner Winchelsea Road, Guestling, Hastings, TN35 4LW | Jun 2022 | £8,000 | Other property | Freehold |
| Blue Cedar Winchelsea Road, Guestling, Hastings, TN35 4LW | Mar 2021 | £694,950 | Detached | Freehold |
| Knolehurst Winchelsea Road, Guestling, Hastings, TN35 4LW | Jun 2020 | £560,000 | Detached | Freehold |
| Claydon Winchelsea Road, Guestling, Hastings, TN35 4LW | Jan 2020 | £480,000 | Detached | Freehold |
| Homelands Winchelsea Road, Guestling, Hastings, TN35 4LW | Feb 2017 | £325,000 | Detached | Freehold |
| Kitsilano Winchelsea Road, Guestling, Hastings, TN35 4LW | Nov 2016 | £390,000 | Detached | Freehold |
| Windswept Winchelsea Road, Guestling, Hastings, TN35 4LW | Nov 2016 | £299,000 | Detached | Freehold |
| Dane Cottage Winchelsea Road, Guestling, Hastings, TN35 4LW | May 2016 | £378,000 | Detached | Freehold |
| Morntide Winchelsea Road, Guestling, Hastings, TN35 4LW | May 2016 | £330,000 | Detached | Freehold |
| Manor View Winchelsea Road, Guestling, Hastings, TN35 4LW | Dec 2015 | £389,000 | Detached | Freehold |
| Wisteria Cottage Winchelsea Road, Guestling, Hastings, TN35 4LW | Jul 2015 | £417,000 | Detached | Freehold |
| Havers Winchelsea Road, Guestling, Hastings, TN35 4LW | Feb 2013 | £382,000 | Detached | Freehold |
| Tresco Winchelsea Road, Guestling, Hastings, TN35 4LW | Nov 2011 | £360,000 | Detached | Freehold |
| Wedgewood Winchelsea Road, Guestling, Hastings, TN35 4LW | Dec 2009 | £350,000 | Detached | Freehold |
| Avenida Winchelsea Road, Guestling, Hastings, TN35 4LW | Jan 2009 | £315,000 | Detached | Freehold |
| Thorsfield Winchelsea Road, Guestling, Hastings, TN35 4LW | Jan 2008 | £520,000 | Detached | Freehold |
| Robin Hill Winchelsea Road, Guestling, Hastings, TN35 4LW | Aug 2007 | £265,000 | Detached | Freehold |
| Highlands Winchelsea Road, Guestling, Hastings, TN35 4LW | Jul 2006 | £250,000 | Detached | Freehold |
| Alameda Winchelsea Road, Guestling, Hastings, TN35 4LW | Sep 2002 | £200,000 | Detached | Freehold |
| Mariners Winchelsea Road, Guestling, Hastings, TN35 4LW | Sep 2000 | £162,500 | Detached | Freehold |
| Heather Bank Winchelsea Road, Guestling, Hastings, TN35 4LW | Nov 1998 | £160,000 | Detached | Freehold |
| Drumblair Cottage Winchelsea Road, Guestling, Hastings, TN35 4LW | Apr 1998 | £106,000 | Detached | Freehold |
| Hill Cottage Winchelsea Road, Guestling, Hastings, TN35 4LW | May 1997 | £170,000 | Detached | Freehold |