23, Upper High Street, Winchester occupies a 222 m² plot as recorded by HM Land Registry.

All 12 other houses in this postcode have recorded plot sizes, and this one ranks as the 2nd largest.

23, Upper High Street, Winchester last changed hands on 17th August 2007, selling for £380,000. The transaction was logged as a freehold house by HM Land Registry.

That is its only recorded sale since 1995.

The market for similar properties has risen by 83.3% since August 2007.

• Sold Aug 2007£380,000

Land Registry records and our Estate Agent network show 49 sales of comparable properties within 420 metres of 23, Upper High Street, Winchester since 2014.

Most recently, 17, Upper High Street, Winchester, SO23 8UT, a freehold house, sold at £605,000 on the 28th April 2026.

Read more about house prices in SO23.

• Sold Apr 2026£605,000 | 4 Bed House17, Upper High Street, Winchester, SO23 8UT17, Upper High Street, Winchester, SO23 8UT
• Sold Dec 2025£760,000 | 4 Bed House7, Newburgh Street, Winchester, SO23 8UY7, Newburgh Street, Winchester, SO23 8UY
• Sold Aug 2025£680,000 | 3 Bed House29, North View, Winchester, SO22 5EH29, North View, Winchester, SO22 5EH
• Sold Jun 2025£760,000 | 4 Bed House7, Fairfield Road, Winchester, SO22 6SF7, Fairfield Road, Winchester, SO22 6SF
• Sold Oct 2024£700,000 | 4 Bed House3, West End Close, Winchester, SO22 5EW3, West End Close, Winchester, SO22 5EW
• Sold Jun 2024£750,000 | 3 Bed House17, Fairfield Road, Winchester, SO22 6SF17, Fairfield Road, Winchester, SO22 6SF
• Sold Mar 2024£670,000 | 4 Bed House7, Clifton Road, Winchester, SO22 5BP7, Clifton Road, Winchester, SO22 5BP
• Sold Dec 2023£622,500 | 3 Bed House76, Stockbridge Road, Winchester, SO22 6RL76, Stockbridge Road, Winchester, SO22 6RL
• Sold Jun 2023£740,000 | 4 Bed House27, Fairfield Road, Winchester, SO22 6SF27, Fairfield Road, Winchester, SO22 6SF
• Sold Jan 2023£650,000 | 4 Bed House25, Sussex Street, Winchester, SO23 8TG25, Sussex Street, Winchester, SO23 8TG
• Sold Jan 2023£565,000 | 4 Bed House18, Upper High Street, Winchester, SO23 8UT18, Upper High Street, Winchester, SO23 8UT
• Sold Oct 2022£750,000 | 4 Bed House9, Gladstone Street, Winchester, SO23 8TQ9, Gladstone Street, Winchester, SO23 8TQ
• Sold Jun 2022£660,000 | 4 Bed House7, Romsey Road, Winchester, SO22 5BE7, Romsey Road, Winchester, SO22 5BE
• Sold Sep 2021£550,000 | 4 Bed House25, Romsey Road, Winchester, SO22 5BE25, Romsey Road, Winchester, SO22 5BE
• Sold Sep 2021£425,000 | 4 Bed House18B, Upper High Street, Winchester, SO23 8UT18B, Upper High Street, Winchester, SO23 8UT
• Sold Sep 2019£585,000 | 3 Bed House46, Tower Street, Winchester, SO23 8TA46, Tower Street, Winchester, SO23 8TA
• Sold May 2019£655,000 | 4 Bed House60, Stockbridge Road, Winchester, SO22 6RL60, Stockbridge Road, Winchester, SO22 6RL
• Sold Jun 2015£545,000 | 4 Bed House6, Newburgh Street, Winchester, SO23 8UY6, Newburgh Street, Winchester, SO23 8UY
• Sold Jan 2015£550,000 | 4 Bed House4, St. Pauls Hill, Winchester, SO22 5AB4, St. Pauls Hill, Winchester, SO22 5AB
• Sold Mar 2014£370,000 | 3 Bed House24, Tower Street, Winchester, SO23 8TA24, Tower Street, Winchester, SO23 8TA

Our analysis of the public data ranks 23, Upper High Street, Winchester as the 10th largest and the 6th most expensive of the 47 addresses on Upper High Street, Winchester, SO23.

Against the SO23 postcode district average, it is £120k more expensive than the typical property.

• St Bede Church of England Primary School

  600 m away
• Western Church of England Primary School

  1.0 km away
• Winnall Primary School

  1.4 km away

• Henry Beaufort School

  2.0 km away
• Kings' School

  2.0 km away
• Thornden School

  8.4 km away

• Winchester

  |

  300 m away
• Shawford

  |

  4.8 km away
• Chandlers Ford

  |

  10.1 km away

Environment Agency data suggests this area has a Very Low risk of flooding.