14, Upper High Street, Winchester has an Energy Performance Rating (EPC) of D. This is based on the most recent assessment, dated 09 Dec 2016.

The property is not connected to mains gas and has fully double glazed windows. It is heated using a boiler and radiators (mains gas).

According to HM Land Registry, 14, Upper High Street, Winchester was last sold on 17th March 2021 for £340,000 and was recorded as a leasehold flat.

The property has had 3 sales since 1995.

Since March 2021, the market for similar properties has dropped by 8.8%.

• Sold Mar 2021£340,000
• Sold Dec 2017£285,000
• Sold Mar 2017£332,000

According to the Land Registry and our network of Estate Agents, there have been 83 sales of properties similar to 14, Upper High Street, Winchester within a radius of 420 metres since 2010.

The most recent example is Flat 1, Granville House, Sutton Gardens, Winchester, SO23 8GW, a leasehold flat which sold for £257,500 on the 12th December 2025.

Read more about house prices in SO23.

• Sold Dec 2025£257,500 | 2 Bed FlatFlat 1, Granville House, Sutton Gardens, Winchester, SO23 8GWFlat 1, Granville House, Sutton Gardens, Winchester, SO23 8GW
• Sold Sep 2025£365,000 | 2 Bed Flat50 Belgarum Place, Staple Gardens, Winchester, SO23 8SL50 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Jun 2025£347,000 | 2 Bed Flat24 Belgarum Place, Staple Gardens, Winchester, SO23 8SL24 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold May 2025£305,000 | 2 Bed Flat48 Belgarum Place, Staple Gardens, Winchester, SO23 8SL48 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Nov 2024£260,000 | 2 Bed FlatFlat A, 50, Stockbridge Road, Winchester, SO22 6RLFlat A, 50, Stockbridge Road, Winchester, SO22 6RL
• Sold Jul 2024£365,000 | 2 Bed Flat43 Belgarum Place, Staple Gardens, Winchester, SO23 8SL43 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Apr 2024£275,000 | 2 Bed Flat5 St. Pauls Place, Cross Street, Winchester, SO23 8SZ5 St. Pauls Place, Cross Street, Winchester, SO23 8SZ
• Sold Jul 2023£290,000 | 2 Bed FlatApartment 7, The Balcombe 102, Sussex Street, Winchester, SO23 8THApartment 7, The Balcombe 102, Sussex Street, Winchester, SO23 8TH
• Sold Mar 2023£360,000 | 2 Bed FlatFlat 7, David Cowan House, Sussex Street, Winchester, SO23 8BHFlat 7, David Cowan House, Sussex Street, Winchester, SO23 8BH
• Sold Dec 2022£357,500 | 2 Bed FlatFlat 4, Wessex Court 4A, Upper High Street, Winchester, SO23 8UTFlat 4, Wessex Court 4A, Upper High Street, Winchester, SO23 8UT
• Sold Jun 2019£98,356 | 2 Bed Flat55 Percival House, Fellowes Rise, Winchester, SO22 5SZ55 Percival House, Fellowes Rise, Winchester, SO22 5SZ
• Sold Sep 2018£330,000 | 2 Bed Flat51 Belgarum Place, Staple Gardens, Winchester, SO23 8SL51 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Jul 2017£400,000 | 2 Bed Flat32 Belgarum Place, Staple Gardens, Winchester, SO23 8SL32 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Feb 2016£320,000 | 2 Bed FlatFlat 12, Aquitaine House 2-5, St. Clement Street, Winchester, SO23 9DBFlat 12, Aquitaine House 2-5, St. Clement Street, Winchester, SO23 9DB
• Sold Aug 2015£380,000 | 2 Bed Flat33 Belgarum Place, Staple Gardens, Winchester, SO23 8SL33 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Sep 2014£300,000 | 2 Bed Flat35 Belgarum Place, Staple Gardens, Winchester, SO23 8SL35 Belgarum Place, Staple Gardens, Winchester, SO23 8SL
• Sold Sep 2012£232,500 | 2 Bed FlatFlat 2, David Cowan House, Sussex Street, Winchester, SO23 8BHFlat 2, David Cowan House, Sussex Street, Winchester, SO23 8BH
• Sold Aug 2012£280,000 | 2 Bed FlatFlat 1, David Cowan House, Sussex Street, Winchester, SO23 8BHFlat 1, David Cowan House, Sussex Street, Winchester, SO23 8BH
• Sold Jul 2012£265,000 | 2 Bed FlatFlat 5, Wessex Court 4A, Upper High Street, Winchester, SO23 8UTFlat 5, Wessex Court 4A, Upper High Street, Winchester, SO23 8UT
• Sold Jul 2010£243,600 | 2 Bed FlatFlat 9, David Cowan House, Sussex Street, Winchester, SO23 8BHFlat 9, David Cowan House, Sussex Street, Winchester, SO23 8BH

Upper High Street, Winchester, SO23 has a total of 47 addresses. According to our analysis of all the public data, 14, Upper High Street, Winchester is the 27th largest and the 31st most expensive property on the street.

When compared to the postcode district it is £212k less expensive than the average property in SO23.

• St Bede Church of England Primary School

  700 m away
• Western Church of England Primary School

  1.0 km away
• Winnall Primary School

  1.4 km away

• Kings' School

  1.9 km away
• Henry Beaufort School

  2.0 km away
• Thornden School

  8.3 km away

• Winchester

  |

  300 m away
• Shawford

  |

  4.8 km away
• Chandlers Ford

  |

  10.1 km away

According to data from the Environment Agency, the flood risk in this area is considered to be Very Low.