37, School Hill, Chepstow occupies a 177 m² plot as recorded by HM Land Registry.

All 18 other houses in this postcode have recorded plot sizes, and this one ranks as the 4th largest.

37, School Hill, Chepstow last changed hands on 15th October 2021, selling for £250,000. The transaction was logged as a freehold house by HM Land Registry.

In total it has sold twice since 1995.

The market for similar properties has risen by 21.9% since October 2021.

• Sold Oct 2021£250,000
• Sold Sep 1998£75,000

Land Registry records and our Estate Agent network show 252 sales of comparable properties within 650 metres of 37, School Hill, Chepstow since 2014.

Most recently, 8, Beaufort Place, Chepstow, NP16 5PE, a freehold house, sold at £250,000 on the 15th May 2026.

Read more about house prices in NP16.

• Sold May 2026£250,000 | 3 Bed House8, Beaufort Place, Chepstow, NP16 5PE8, Beaufort Place, Chepstow, NP16 5PE
• Sold May 2026£275,000 | 3 Bed House25, School Hill, Chepstow, NP16 5BZ25, School Hill, Chepstow, NP16 5BZ
• Sold Dec 2025£290,000 | 3 Bed House5, Aubrey Close, Chepstow, NP16 5UN5, Aubrey Close, Chepstow, NP16 5UN
• Sold Sep 2025£300,000 | 3 Bed House47, Green Street, Chepstow, NP16 5DP47, Green Street, Chepstow, NP16 5DP
• Sold Sep 2025£300,000 | 3 Bed House17, Mabey Drive, Chepstow, NP16 5WB17, Mabey Drive, Chepstow, NP16 5WB
• Sold Sep 2025£280,000 | 3 Bed House10, Beaufort Place, Chepstow, NP16 5PE10, Beaufort Place, Chepstow, NP16 5PE
• Sold Aug 2025£319,950 | 3 Bed House68, Severn Crescent, Chepstow, NP16 5EA68, Severn Crescent, Chepstow, NP16 5EA
• Sold Aug 2025£320,000 | 3 Bed House19, River View, Chepstow, NP16 5AX19, River View, Chepstow, NP16 5AX
• Sold Jun 2025£308,000 | 3 Bed House1, Green Street, Chepstow, NP16 5DN1, Green Street, Chepstow, NP16 5DN
• Sold Apr 2025£310,000 | 3 Bed House58, Bailey Bridge Drive, Chepstow, NP16 5UR58, Bailey Bridge Drive, Chepstow, NP16 5UR
• Sold Apr 2025£304,000 | 3 Bed House56, Bailey Bridge Drive, Chepstow, NP16 5UR56, Bailey Bridge Drive, Chepstow, NP16 5UR
• Sold Mar 2025£320,145 | 3 Bed House8, Aubrey Close, Chepstow, NP16 5UN8, Aubrey Close, Chepstow, NP16 5UN
• Sold Nov 2024£255,000 | 3 Bed House7, Caird Street, Chepstow, NP16 5DX7, Caird Street, Chepstow, NP16 5DX
• Sold Dec 2023£285,000 | 3 Bed House6, Aubrey Close, Chepstow, NP16 5UN6, Aubrey Close, Chepstow, NP16 5UN
• Sold Nov 2022£800,000 | 3 Bed HouseNew House, Caird Street, Chepstow, NP16 5DXNew House, Caird Street, Chepstow, NP16 5DX
• Sold Aug 2018£233,000 | 3 Bed House26, School Hill, Chepstow, NP16 5BZ26, School Hill, Chepstow, NP16 5BZ
• Sold Mar 2018£215,000 | 3 Bed House2, School Hill, Chepstow, NP16 5BZ2, School Hill, Chepstow, NP16 5BZ
• Sold Apr 2017£219,950 | 3 Bed House7, Beaufort Place, Chepstow, NP16 5PE7, Beaufort Place, Chepstow, NP16 5PE
• Sold Jun 2015£187,000 | 3 Bed House21, School Hill, Chepstow, NP16 5BZ21, School Hill, Chepstow, NP16 5BZ
• Sold Nov 2014£181,000 | 3 Bed House9, River View, Chepstow, NP16 5AX9, River View, Chepstow, NP16 5AX

Our analysis of the public data ranks 37, School Hill, Chepstow as the 11th largest and the 11th most expensive of the 42 addresses on School Hill, Chepstow, NP16.

Against the NP16 postcode district average, it is £89k less expensive than the typical property.

• Lift Offa's Mead

  900 m away

• Chepstow

  |

  200 m away
• Caldicot

  |

  8.3 km away
• Severn Beach

  |

  9.0 km away

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