Sold price history
Upper High Street, Winchester house prices
The typical home in Upper High Street, Winchester last sold for £245,000, based on the official HM Land Registry record. Over the past decade prices are +49% in cash — but +7% once inflation is stripped out.
- Median sold price
- £245,000
- 10 years · cash
- +49%
- 10 years · real
- +7%
HM Land Registry · 89 sales ·
68 with floor area ·
Updated 28 Apr 2026
Key facts
Median price
£245,000
Price per m²
£3,690
Sales recorded
89
Price range
£57,000 – £665,000
Upper High Street, Winchester prices since 1995
Cash price
Today’s money (real)
In cash terms Upper High Street, Winchester is +49% over the decade, but only +7% once you adjust for the cost of living.
Recent sales in Upper High Street, Winchester
The most recent homes sold here, straight from the HM Land Registry record.
| Date | Address | Type | Price | £/m² |
|---|---|---|---|---|
| 8 Jun 2026 | Flat 5, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £375,000 | — |
| 15 May 2026 | 9 Upper High Street · SO23 8UT | Semi-detached Freehold | £430,000 | — |
| 28 Apr 2026 | 17 Upper High Street · SO23 8UT | Terraced Freehold | £605,000 | £4,088 |
| 27 Feb 2026 | Flat 3, Wessex Court, 4A Upper High Street · SO23 8UT | Flat Leasehold | £510,000 | £3,036 |
| 12 Dec 2025 | Flat 4, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £208,500 | £5,213 |
| 31 Oct 2025 | 31 Upper High Street · SO23 8UX | Terraced Freehold | £450,000 | £7,258 |
| 12 Sep 2025 | Flat 3, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £200,000 | £4,444 |
| 23 May 2024 | 10 Upper High Street · SO23 8UT | Flat Leasehold | £365,000 | £3,724 |
| 17 May 2024 | 29 Upper High Street · SO23 8UX | Terraced Freehold | £490,100 | £6,449 |
| 7 Aug 2023 | Flat 2, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £141,000 | £4,548 |
| 30 Jan 2023 | 18 Upper High Street · SO23 8UT | Terraced Freehold | £565,000 | £3,897 |
| 21 Dec 2022 | Flat 4, Wessex Court, 4A Upper High Street · SO23 8UT | Flat Leasehold | £357,500 | £4,965 |
| 28 Oct 2021 | 30 Upper High Street · SO23 8UX | Terraced Freehold | £375,500 | £6,827 |
| 10 Sep 2021 | 18B Upper High Street · SO23 8UT | Terraced Freehold | £425,000 | £5,592 |
| 17 Mar 2021 | 14 Upper High Street · SO23 8UT | Flat Leasehold | £340,000 | £4,722 |
| 22 Jan 2021 | 19 Upper High Street · SO23 8UX | Terraced Freehold | £665,000 | — |
| 12 Jan 2021 | Flat 2, Wessex Court, 4A Upper High Street · SO23 8UT | Flat Leasehold | £272,500 | £5,142 |
| 3 Aug 2020 | 26 Upper High Street · SO23 8UX | Terraced Freehold | £390,000 | £4,875 |
| 9 Mar 2020 | 18B Upper High Street · SO23 8UT | Terraced Freehold | £387,000 | £5,092 |
| 24 May 2019 | 29 Upper High Street · SO23 8UX | Terraced Freehold | £358,000 | £4,711 |
| 2 Jul 2018 | Flat 5, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £340,000 | £3,908 |
| 20 Dec 2017 | 14 Upper High Street · SO23 8UT | Flat Leasehold | £285,000 | £3,958 |
| 25 Sep 2017 | 31 Upper High Street · SO23 8UX | Terraced Freehold | £300,000 | £4,839 |
| 3 Mar 2017 | 14 Upper High Street · SO23 8UT | Flat Leasehold | £332,000 | £4,611 |
| 5 Sep 2016 | 10A Upper High Street · SO23 8UT | Flat Leasehold | £347,250 | £3,655 |
| 18 Mar 2016 | 32 Upper High Street · SO23 8UX | Terraced Freehold | £399,000 | £6,763 |
| 8 Oct 2015 | Flat 3, Chancery House, 11 Upper High Street · SO23 8UT | Flat Leasehold | £230,000 | £5,111 |
| 30 Oct 2014 | 18 Upper High Street · SO23 8UT | Terraced Freehold | £575,000 | £3,966 |
| 10 Jan 2014 | 18B Upper High Street · SO23 8UT | Terraced Freehold | £315,000 | £4,145 |
| 3 Jan 2014 | 30 Upper High Street · SO23 8UX | Terraced Freehold | £300,000 | £5,455 |
Category A (standard) sales. £/m² shown where an EPC floor-area match exists.
Biggest price gains in Upper High Street, Winchester
Homes that have changed hands more than once, ranked by their annual return — in cash and, where we have the inflation data, after adjusting for it.
| Address | First sold | Last sold | Times | Cash return | Real return |
|---|---|---|---|---|---|
| 28, Upper High Street | £115,000 27 Feb 1998 | £277,000 5 Jul 2002 | 3 | +22% per year | +20% inflation-adjusted |
| 32, Upper High Street | £70,000 20 Oct 1997 | £399,000 18 Mar 2016 | 5 | +10% per year | +7% inflation-adjusted |
| 30, Upper High Street | £57,000 2 May 1996 | £375,500 28 Oct 2021 | 6 | +8% per year | +5% inflation-adjusted |
| 18C, Upper High Street | £79,950 5 Nov 1996 | £225,000 28 Oct 2011 | 2 | +7% per year | +5% inflation-adjusted |
| 17, Upper High Street | £73,000 7 Apr 1995 | £605,000 28 Apr 2026 | 3 | +7% per year | +4% inflation-adjusted |
| 29, Upper High Street | £358,000 24 May 2019 | £490,100 17 May 2024 | 2 | +7% per year | +2% inflation-adjusted |
| 18, Upper High Street | £109,950 17 Dec 1996 | £565,000 30 Jan 2023 | 5 | +6% per year | +4% inflation-adjusted |
| 18B, Upper High Street | £92,950 26 Nov 1996 | £425,000 10 Sep 2021 | 7 | +6% per year | +4% inflation-adjusted |
| 31, Upper High Street | £125,000 8 Mar 2002 | £450,000 31 Oct 2025 | 5 | +6% per year | +3% inflation-adjusted |
| 19, Upper High Street | £395,000 17 May 2010 | £665,000 22 Jan 2021 | 3 | +5% per year | +3% inflation-adjusted |
| 10, Upper High Street | £103,500 5 Dec 1996 | £365,000 23 May 2024 | 3 | +5% per year | +2% inflation-adjusted |
| 26, Upper High Street | £215,000 13 Oct 2006 | £390,000 3 Aug 2020 | 2 | +4% per year | +2% inflation-adjusted |
| Chancery House, 11 Flat 5, Upper High Street | £220,000 9 Jul 2007 | £340,000 2 Jul 2018 | 2 | +4% per year | +2% inflation-adjusted |
| 10A, Upper High Street | £205,000 12 Aug 2002 | £347,250 5 Sep 2016 | 2 | +4% per year | +1% inflation-adjusted |
| Wessex Court, 4A Flat 7, Upper High Street | £225,000 20 Dec 2001 | £292,000 30 Sep 2011 | 3 | +3% per year | 0% inflation-adjusted |
| Wessex Court, 4A Flat 4, Upper High Street | £217,500 10 May 2002 | £357,500 21 Dec 2022 | 3 | +2% per year | 0% inflation-adjusted |
| Wessex Court, 4A Flat 2, Upper High Street | £175,000 15 Feb 2002 | £272,500 12 Jan 2021 | 3 | +2% per year | 0% inflation-adjusted |
| Wessex Court, 4A Flat 5, Upper High Street | £220,000 29 Aug 2001 | £265,000 20 Jul 2012 | 3 | +2% per year | −1% inflation-adjusted |
| Wessex Court, 4A Flat 3, Upper High Street | £350,000 8 Oct 2001 | £510,000 27 Feb 2026 | 4 | +2% per year | −1% inflation-adjusted |
| Chancery House, 11 Flat 3, Upper High Street | £175,000 18 Jul 2007 | £200,000 12 Sep 2025 | 4 | +1% per year | −2% inflation-adjusted |
| Chancery House, 11 Flat 4, Upper High Street | £185,000 5 Sep 2007 | £208,500 12 Dec 2025 | 2 | +1% per year | −2% inflation-adjusted |
| 14, Upper High Street | £332,000 3 Mar 2017 | £340,000 17 Mar 2021 | 3 | +1% per year | −1% inflation-adjusted |
| Chancery House, 11 Flat 2, Upper High Street | £139,950 10 Aug 2007 | £141,000 7 Aug 2023 | 2 | 0% per year | −3% inflation-adjusted |
| Wessex Court, 4A Flat 6, Upper High Street | £235,000 3 Oct 2001 | £230,000 16 Jan 2009 | 3 | 0% per year | −3% inflation-adjusted |
Category A (standard) sales that changed hands at least twice. Real return adjusts for inflation using ONS CPIH where available.
How Upper High Street, Winchester compares
Rank in the town
699th of 951 streets in Winchester
Rank in the postcode district
204th of 301 streets in SO23
Against the town median
15% below the Winchester median of £289,000
Against England & Wales
56% above the national median of £157,000
Upper High Street, Winchester house prices — your questions
What is the average house price in Upper High Street, Winchester?
The median sold price in Upper High Street, Winchester is £245,000, based on 89 recorded sales from HM Land Registry.
What is the price range of homes sold in Upper High Street, Winchester?
Recorded sales in Upper High Street, Winchester range from £57,000 to £665,000. The range includes flats and large detached homes alike.
Have house prices in Upper High Street, Winchester risen?
Over the past decade prices in Upper High Street, Winchester are +49% in cash terms but +7% once adjusted for inflation using ONS CPIH — the gap between the two is the real story.
How much is a house per square metre in Upper High Street, Winchester?
In Upper High Street, Winchester the median price is £3,690 per square metre, from 68 sales matched to an EPC floor-area record.
How up to date is this data?
HM Land Registry publishes Price Paid Data monthly. The most recent sale recorded in Upper High Street, Winchester was 28 April 2026.
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Contains HM Land Registry data © Crown copyright and database right, licensed under the Open Government Licence v3.0. See our methodology.