2, Middle Street, Chepstow has an Energy Performance Rating (EPC) of B. This is based on the most recent assessment, dated 21 Apr 2010.

The property is 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, 2, Middle Street, Chepstow was last sold on 29th December 2008 for £50,000 and was recorded as a leasehold flat.

The property has only had this single sale since 1995.

Since December 2008, the market for similar properties has risen by 48.7%.

• Sold Dec 2008£50,000

According to the Land Registry and our network of Estate Agents, there have been 1049 property sales within 710 metres of 2, Middle Street, Chepstow since 2007.

The most recent example is Conrad House 4, Beaufort Square, Chepstow, NP16 5EP, a leasehold flat which sold for £440,000 on the 28th November 2025.

Read more about house prices in NP16.

• Sold Nov 2025£440,000 | 3 Bed FlatConrad House 4, Beaufort Square, Chepstow, NP16 5EPConrad House 4, Beaufort Square, Chepstow, NP16 5EP
• Sold Oct 2025£595,000 | 5 Bed House47A, Bridge Street, Chepstow, NP16 5EY47A, Bridge Street, Chepstow, NP16 5EY
• Sold Jun 2025£150,000 | 4 Bed House17-17A, Upper Church Street, Chepstow, NP16 5EX17-17A, Upper Church Street, Chepstow, NP16 5EX
• Sold Jun 2024£262,000 | 2 Bed House6, Hocker Hill Street, Chepstow, NP16 5ER6, Hocker Hill Street, Chepstow, NP16 5ER
• Sold Aug 2023£452,500 | 4 Bed House47, Bridge Street, Chepstow, NP16 5EY47, Bridge Street, Chepstow, NP16 5EY
• Sold Jun 2023£205,000 | 2 Bed FlatFlat 1, Bensons Court, Nelson Street, Chepstow, NP16 5HTFlat 1, Bensons Court, Nelson Street, Chepstow, NP16 5HT
• Sold Oct 2022£309,950 | 3 Bed House9, Hocker Hill Street, Chepstow, NP16 5ER9, Hocker Hill Street, Chepstow, NP16 5ER
• Sold Apr 2022£555,000 | 2 Bed Flat18, High Street, Chepstow, NP16 5LQ18, High Street, Chepstow, NP16 5LQ
• Sold Nov 2021£476,000 | 3 Bed House1, Hocker Hill Street, Chepstow, NP16 5ER1, Hocker Hill Street, Chepstow, NP16 5ER
• Sold Sep 2019£100 | 2 Bed Flat5, St. Mary Street, Chepstow, NP16 5EW5, St. Mary Street, Chepstow, NP16 5EW
• Sold Jun 2019£35,000 | 2 Bed FlatFlat 1, 5, St. Mary Street, Chepstow, NP16 5EUFlat 1, 5, St. Mary Street, Chepstow, NP16 5EU
• Sold Feb 2019£97,000 | 1 Bed FlatFlat 2, St. Marys Arcade , St. Mary Street, Chepstow, NP16 5EUFlat 2, St. Marys Arcade , St. Mary Street, Chepstow, NP16 5EU
• Sold Jan 2019£60,000 | 3 Bed House1, Riflemans Way, Chepstow, NP16 5EJ1, Riflemans Way, Chepstow, NP16 5EJ
• Sold Dec 2018£95,000 | 3 Bed FlatFlat 4, The Courtyard, St. Mary Street, Chepstow, NP16 5EUFlat 4, The Courtyard, St. Mary Street, Chepstow, NP16 5EU
• Sold Sep 2017£340,750 | 4 Bed HouseGriffin House, Upper Church Street, Chepstow, NP16 5EXGriffin House, Upper Church Street, Chepstow, NP16 5EX
• Sold Aug 2017£219,950 | 4 Bed House1, Church Road, Chepstow, NP16 5HP1, Church Road, Chepstow, NP16 5HP
• Sold Jul 2015£158,000 | 3 Bed House4A, Hocker Hill Street, Chepstow, NP16 5ER4A, Hocker Hill Street, Chepstow, NP16 5ER
• Sold Aug 2011£270,000 | 5 Bed HousePlough House, Upper Church Street, Chepstow, NP16 5HUPlough House, Upper Church Street, Chepstow, NP16 5HU
• Sold Feb 2009£220,000 | 4 Bed House8 Montague Almshouses, Upper Church Street, Chepstow, NP16 5HA8 Montague Almshouses, Upper Church Street, Chepstow, NP16 5HA
• Sold Oct 2007£40,000 | 2 Bed FlatFlat 1, 10, Beaufort Square, Chepstow, NP16 5EPFlat 1, 10, Beaufort Square, Chepstow, NP16 5EP

Middle Street, Chepstow, NP16 has a total of 13 addresses. According to our analysis of all the public data, 2, Middle Street, Chepstow is the 4th largest and the 7th most expensive property on the street.

When compared to the postcode district it is £308k less expensive than the average property in NP16.

• Lift Offa's Mead

  800 m away

• Wyedean School and Sixth Form Centre

  1.0 km away

• Chepstow

  |

  300 m away
• Caldicot

  |

  8.5 km away
• Severn Beach

  |

  9.3 km away

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