HM Land Registry records the plot of land for 44, Bridge Street, Chepstow as measuring 75 m².

That makes it the 18th largest plot in the postcode, where 19 of the 23 other houses have recorded plot data.

The most recent sale of 44, Bridge Street, Chepstow completed on 30th November 2015 at £238,000 and was recorded by HM Land Registry as a freehold house.

Since 1995 the property has sold twice.

Values of comparable properties have risen by 85.6% over the period since November 2015.

• Sold Nov 2015£238,000
• Sold Apr 2005£180,500

Since 2007 200 properties similar to 44, Bridge Street, Chepstow have sold within a radius of 740 metres, per the Land Registry and our network of Estate Agents.

The latest, on the 18th December 2025, was 7, Kingdom Court, Chepstow, NP16 5UY, a freehold house which sold for £346,000.

Read more about house prices in NP16.

• Sold Dec 2025£346,000 | 3 Bed House7, Kingdom Court, Chepstow, NP16 5UY7, Kingdom Court, Chepstow, NP16 5UY
• Sold Jun 2025£368,995 | 3 Bed House22, Kingdom Court, Chepstow, NP16 5UY22, Kingdom Court, Chepstow, NP16 5UY
• Sold Jun 2025£150,000 | 4 Bed House17-17A, Upper Church Street, Chepstow, NP16 5EX17-17A, Upper Church Street, Chepstow, NP16 5EX
• Sold May 2025£280,000 | 3 Bed House42, Bridge Street, Chepstow, NP16 5EY42, Bridge Street, Chepstow, NP16 5EY
• Sold Mar 2025£345,000 | 4 Bed House18, Portwall Road, Chepstow, NP16 5DL18, Portwall Road, Chepstow, NP16 5DL
• Sold Dec 2024£358,145 | 3 Bed House24, Kingdom Court, Chepstow, NP16 5UY24, Kingdom Court, Chepstow, NP16 5UY
• Sold Oct 2024£382,995 | 3 Bed House26, Kingdom Court, Chepstow, NP16 5UY26, Kingdom Court, Chepstow, NP16 5UY
• Sold Jul 2024£415,000 | 4 Bed House39, Bridge Street, Chepstow, NP16 5EY39, Bridge Street, Chepstow, NP16 5EY
• Sold Mar 2024£360,000 | 4 Bed House1, Portwall Road, Chepstow, NP16 5DL1, Portwall Road, Chepstow, NP16 5DL
• Sold Feb 2024£315,000 | 4 Bed House3, Granville Terrace, Chepstow, NP16 7DX3, Granville Terrace, Chepstow, NP16 7DX
• Sold Dec 2023£380,000 | 4 Bed House6, Granville Terrace, Chepstow, NP16 7DX6, Granville Terrace, Chepstow, NP16 7DX
• Sold Jul 2022£415,000 | 4 Bed House1 Badminton Villas, Chepstow, NP16 5HB1 Badminton Villas, Chepstow, NP16 5HB
• Sold Nov 2020£369,950 | 4 Bed House34, Bridge Street, Chepstow, NP16 5EY34, Bridge Street, Chepstow, NP16 5EY
• Sold Feb 2020£265,500 | 4 Bed House6, St. Ann Street, Chepstow, NP16 5HE6, St. Ann Street, Chepstow, NP16 5HE
• Sold Aug 2019£190,000 | 4 Bed House37, Lower Church Street, Chepstow, NP16 5HJ37, Lower Church Street, Chepstow, NP16 5HJ
• Sold Jul 2019£299,950 | 4 Bed House35, Bridge Street, Chepstow, NP16 5EY35, Bridge Street, Chepstow, NP16 5EY
• Sold May 2017£295,000 | 4 Bed House4A, Bridge Street, Chepstow, NP16 5EY4A, Bridge Street, Chepstow, NP16 5EY
• Sold Aug 2014£163,500 | 4 Bed House32, Lower Church Street, Chepstow, NP16 5HJ32, Lower Church Street, Chepstow, NP16 5HJ
• Sold Apr 2012£185,000 | 4 Bed House1, Church Row, Chepstow, NP16 5HN1, Church Row, Chepstow, NP16 5HN
• Sold Jul 2007£245,000 | 4 Bed House37, Bridge Street, Chepstow, NP16 5EY37, Bridge Street, Chepstow, NP16 5EY

Of the 91 addresses on Bridge Street, Chepstow, NP16, 44, Bridge Street, Chepstow comes out as the 23rd largest and the 22nd most expensive in our analysis of the public data.

It is also £13k less expensive than the average property across the NP16 district.

• Lift Offa's Mead

  800 m away

• Wyedean School and Sixth Form Centre

  900 m away

• Chepstow

  |

  400 m away
• Caldicot

  |

  8.7 km away
• Severn Beach

  |

  9.4 km away

The flood risk here is rated Very Low, based on Environment Agency data.