| 31 Jul 2025 | WOODLEY GRANGE, THE COACH HOUSE, WINCHESTER HILL | Other | Freehold | £2,900,000 |
| 16 Jul 2025 | HOLLYBANK, WINCHESTER HILL | Detached | Freehold | £660,000 |
| 16 May 2025 | HUNTERS LODGE, WINCHESTER HILL | Detached | Freehold | £740,000 |
| 10 Mar 2025 | UNIT 4, WINCHESTER HILL | Other | Freehold | £475,000 |
| 31 Jan 2025 | WYNTON, WINCHESTER HILL | Semi-Detached | Freehold | £842,500 |
| 10 Jan 2025 | WINCHESTER HILL BUSINESS PARK, UNIT 8, WINCHESTER HILL | Other | Freehold | £464,000 |
| 5 Jul 2024 | PRIMROSE COTTAGE, WINCHESTER HILL | Detached | Freehold | £380,000 |
| 14 Jun 2024 | LITTLE WOODLEY FARM, 2, WINCHESTER HILL | Detached | Freehold | £845,000 |
| 21 Sep 2023 | BARTON LEA, WINCHESTER HILL | Detached | Freehold | £935,000 |
| 7 Sep 2023 | WINCHESTER HILL BUSINESS PARK, UNIT 9, WINCHESTER HILL | Other | Freehold | £410,500 |
| 31 May 2023 | WYNTON, WINCHESTER HILL | Semi-Detached | Freehold | £700,000 |
| 7 Mar 2023 | CLARENCE HOUSE, FLAT 6, WINCHESTER HILL | Flat | Leasehold | £244,000 |
| 21 Oct 2022 | NORMANTON, WINCHESTER HILL | Detached | Freehold | £1,350,000 |
| 28 Jun 2022 | EDEN HOUSE, WINCHESTER HILL | Detached | Freehold | £1,200,000 |
| 25 Jun 2021 | ARDBRACCAN, WINCHESTER HILL | Semi-Detached | Freehold | £545,000 |
| 29 Apr 2021 | HUNTERS LODGE, WINCHESTER HILL | Detached | Freehold | £645,000 |
| 22 Mar 2021 | LITTLE HOUSE, WINCHESTER HILL | Detached | Freehold | £785,000 |
| 29 Jan 2021 | UNIT 1A, WINCHESTER HILL | Other | Freehold | £950,000 |
| 2 Oct 2020 | HOLLYBANK, WINCHESTER HILL | Detached | Freehold | £580,000 |
| 4 Oct 2019 | CLARENCE HOUSE, FLAT 6, WINCHESTER HILL | Other | Leasehold | £215,000 |
| 28 Feb 2019 | WINCHESTER HILL FILLING STATION, WINCHESTER HILL | Other | Leasehold | £152,559 |
| 2 Aug 2018 | LITTLE WOODLEY FARM, 2, WINCHESTER HILL | Detached | Freehold | £650,000 |
| 24 Jan 2018 | WOODLEY GRANGE, THE COACH HOUSE, WINCHESTER HILL | Other | Freehold | £2,700,000 |
| 10 Nov 2017 | CLARENCE HOUSE, FLAT 3, WINCHESTER HILL | Flat | Leasehold | £290,000 |
| 12 Oct 2017 | STRATTON COTTAGE, WINCHESTER HILL | Detached | Freehold | £480,000 |
| 30 May 2017 | APPLEGATE, WINCHESTER HILL | Detached | Freehold | £685,000 |
| 27 Feb 2017 | YEW TREE COTTAGE, WINCHESTER HILL | Semi-Detached | Freehold | £150,000 |
| 10 Aug 2016 | ALEXANDRA HOUSE, WINCHESTER HILL | Other | Freehold | £350,000 |
| 15 Jul 2016 | CLARENCE HOUSE, FLAT 4, WINCHESTER HILL | Flat | Leasehold | £240,000 |
| 7 Jun 2016 | CLARENCE HOUSE, FLAT 8, WINCHESTER HILL | Flat | Leasehold | £229,500 |
| 12 Apr 2016 | CLARENCE HOUSE, FLAT 7, WINCHESTER HILL | Flat | Leasehold | £237,500 |
| 5 Feb 2016 | CHESTER HOUSE, WINCHESTER HILL | Detached | Freehold | £787,500 |
| 25 Jan 2016 | BARTON LEA, WINCHESTER HILL | Detached | Freehold | £475,000 |
| 10 Nov 2015 | CLARENCE HOUSE, FLAT 9, WINCHESTER HILL | Flat | Leasehold | £255,000 |
| 16 Oct 2015 | CLARENCE HOUSE, FLAT 2, WINCHESTER HILL | Flat | Leasehold | £172,000 |
| 5 Dec 2014 | CLARENCE HOUSE, FLAT 6, WINCHESTER HILL | Flat | Leasehold | £210,000 |
| 4 Jul 2014 | ALEXANDRA HOUSE, WINCHESTER HILL | Other | Freehold | £315,000 |
| 15 Nov 2013 | DUNELM, WINCHESTER HILL | Detached | Freehold | £317,500 |
| 10 Jul 2013 | STRATTON COTTAGE, WINCHESTER HILL | Detached | Freehold | £333,000 |
| 21 May 2013 | NORTHCROFT, WINCHESTER HILL | Detached | Freehold | £455,000 |
| 14 Oct 2011 | CLARENCE HOUSE, FLAT 4, WINCHESTER HILL | Flat | Leasehold | £185,000 |
| 16 Aug 2011 | APPLEGATE, WINCHESTER HILL | Detached | Freehold | £500,000 |
| 26 Oct 2010 | STRATTON COTTAGE, WINCHESTER HILL | Terraced | Freehold | £142,000 |
| 30 Apr 2010 | CLARENCE HOUSE, FLAT 7, WINCHESTER HILL | Flat | Leasehold | £200,000 |
| 2 Oct 2009 | CLARINCH, WINCHESTER HILL | Detached | Freehold | £675,000 |
| 9 Sep 2009 | PRIMROSE COTTAGE, WINCHESTER HILL | Detached | Freehold | £345,000 |
| 3 Aug 2009 | POMMERY, WINCHESTER HILL | Detached | Freehold | £910,000 |
| 6 Jan 2009 | CLARENCE HOUSE, FLAT 9, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £250,000 |
| 17 Dec 2008 | STRATTON COTTAGE, WINCHESTER HILL, ROMSEY | Terraced | Freehold | £110,000 |
| 27 Nov 2007 | BIRKBY, WINCHESTER HILL, ROMSEY | Detached | Freehold | £430,000 |
| 10 Aug 2007 | NEWLANDS, WINCHESTER HILL, ROMSEY | Detached | Freehold | £995,000 |
| 3 Aug 2007 | DALARNA, WINCHESTER HILL, ROMSEY | Detached | Freehold | £880,000 |
| 12 Jul 2007 | CLARENCE HOUSE, FLAT 3, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £250,000 |
| 12 Jul 2007 | CLARENCE HOUSE, FLAT 8, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £247,000 |
| 26 Oct 2006 | BEDFORD LODGE, 1, WINCHESTER HILL, ROMSEY | Semi-Detached | Freehold | £320,000 |
| 19 Jul 2006 | CLARENCE HOUSE, FLAT 7, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £225,000 |
| 30 Jun 2006 | CLARENCE HOUSE, FLAT 10, WINCHESTER HILL | Flat | Leasehold | £249,950 |
| 12 May 2006 | BRIARWAYS, WINCHESTER HILL, ROMSEY | Detached | Freehold | £512,500 |
| 21 Apr 2006 | BERRYWOOD, WINCHESTER HILL, ROMSEY | Detached | Freehold | £800,000 |
| 24 Feb 2006 | ALEXANDRA HOUSE, WINCHESTER HILL | Detached | Freehold | £325,000 |
| 27 May 2005 | CLARENCE HOUSE, FLAT 10, WINCHESTER HILL | Flat | Leasehold | £275,000 |
| 27 Jul 2004 | DALARNA, WINCHESTER HILL, ROMSEY | Detached | Freehold | £450,000 |
| 27 Jul 2004 | CLARENCE HOUSE, FLAT 1, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £186,000 |
| 8 Jul 2004 | FELBRIGG HOUSE, WINCHESTER HILL | Semi-Detached | Freehold | £375,000 |
| 18 Feb 2004 | CLARENCE HOUSE, FLAT 3, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £250,000 |
| 1 Dec 2003 | CLARENCE HOUSE, FLAT 9, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £270,000 |
| 1 Oct 2003 | CLARENCE HOUSE, FLAT 2, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £195,000 |
| 30 Aug 2002 | COACH HOUSE, WINCHESTER HILL, ROMSEY | Detached | Freehold | £250,000 |
| 21 Jun 2002 | BERRYWOOD, WINCHESTER HILL, ROMSEY | Detached | Freehold | £525,000 |
| 15 Apr 2002 | CLARENCE HOUSE, FLAT 1, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £160,000 |
| 12 Apr 2002 | CLARENCE HOUSE, FLAT 8, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £184,950 |
| 13 Mar 2002 | CLARENCE HOUSE, FLAT 2, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £165,000 |
| 27 Feb 2002 | CLARENCE HOUSE, FLAT 7, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £189,950 |
| 11 Jan 2002 | CLARENCE HOUSE, FLAT 3, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £184,950 |
| 4 Jan 2002 | CLARENCE HOUSE, FLAT 5, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £192,000 |
| 30 Nov 2001 | CLARENCE HOUSE, FLAT 9, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £219,950 |
| 27 Nov 2001 | CLARENCE HOUSE, FLAT 4, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £171,000 |
| 27 Nov 2001 | CLARENCE HOUSE, FLAT 10, WINCHESTER HILL | Flat | Leasehold | £214,950 |
| 26 Nov 2001 | CLARENCE HOUSE, FLAT 6, WINCHESTER HILL, ROMSEY | Flat | Leasehold | £179,950 |
| 5 Jul 2001 | ROSS, WINCHESTER HILL, ROMSEY | Detached | Freehold | £435,000 |
| 20 Jul 2000 | WYNTON, WINCHESTER HILL | Semi-Detached | Freehold | £250,000 |
| 18 Aug 1999 | BERRYWOOD, WINCHESTER HILL | Detached | Freehold | £340,000 |
| 21 May 1999 | SAINFOIN, WINCHESTER HILL | Detached | Freehold | £435,000 |
| 4 Dec 1998 | BIRKBY, WINCHESTER HILL, ROMSEY | Detached | Freehold | £142,500 |
| 30 Sep 1998 | CHIRK LODGE COTTAGE, WINCHESTER HILL, ROMSEY | Detached | Freehold | £90,000 |
| 28 Aug 1998 | BEDFORD LODGE, 1, WINCHESTER HILL, ROMSEY | Semi-Detached | Freehold | £147,500 |
| 30 Jan 1998 | LARCHWOOD, WINCHESTER HILL, ROMSEY | Detached | Freehold | £180,000 |
| 18 Dec 1997 | NEWTON, WINCHESTER HILL, ROMSEY | Semi-Detached | Freehold | £137,000 |
| 27 Sep 1996 | NEWTON, WINCHESTER HILL, ROMSEY | Semi-Detached | Freehold | £110,000 |
| 27 Sep 1996 | DUNELM, WINCHESTER HILL, ROMSEY | Detached | Freehold | £105,000 |
| 26 Apr 1996 | BEDFORD LODGE, 1, WINCHESTER HILL, ROMSEY | Semi-Detached | Freehold | £100,000 |
| 11 Apr 1996 | CHIRK LODGE, WINCHESTER HILL, ROMSEY | Detached | Freehold | £262,500 |
| 5 Mar 1996 | EDEN HOUSE, WINCHESTER HILL, ROMSEY | Detached | Freehold | £195,000 |
| 31 Aug 1995 | COACH HOUSE, WINCHESTER HILL, ROMSEY | Detached | Freehold | £125,000 |
| 3 Jul 1995 | BARTON LEA, WINCHESTER HILL, ROMSEY | Detached | Freehold | £130,000 |