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Chepstow house prices by street

Sold prices for 296 streets in Chepstow, Monmouthshire, from HM Land Registry records.

Over the last 12 months, homes in Chepstow sold for £344,962 on average, 4% less than the England and Wales average of £358,701. The yearly average has gone from £151,000 in 2015 to £348,352 in 2026, a rise of 131%. Trelleck Road was the priciest street over the past year at an average of £425,000, while homes on Alpha Road went for around £243,000. Woolpitch Wood has had more sales than any other street in the town, with 68 since 2015.

Average price (last 12 months)
£344,962
Sales recorded
2,734
since 2015
Streets
296

How Chepstow compares

Chepstow£344,962
England & Wales£358,701

Postcode areas in Chepstow

Average sale price in Chepstow by year

2015: £151,000 (1 sales)2015£151k2016: £241,645 (309 sales)2016£242k2017: £264,834 (247 sales)2017£265k2018: £263,422 (206 sales)2018£263k2019: £290,968 (181 sales)2019£291k2020: £310,855 (147 sales)2020£311k2021: £303,359 (406 sales)2021£303k2022: £350,743 (319 sales)2022£351k2023: £345,347 (261 sales)2023£345k2024: £347,553 (281 sales)2024£348k2025: £342,286 (241 sales)2025£342k2026: £348,352 (135 sales)2026£348k

Most expensive streets in Chepstow · Cheapest streets · New builds

Most expensive streets (last 12 months)

  1. Trelleck Road £425,000
  2. Mount Way £414,375
  3. St Lawrence Park £410,833
  4. Piercefield Avenue £409,833
  5. Larkfield Park £403,333
  6. Whitecliffe View £387,000
  7. Bailey Bridge Drive £380,125
  8. Normandy Way £362,488
  9. Tempest Drive £358,113
  10. Cromwell Road £351,500

Most affordable streets (last 12 months)

  1. Alpha Road £243,000
  2. Western Avenue £251,300
  3. Hughes Crescent £292,667
  4. Woolpitch Wood £310,583
  5. Aubrey Close £312,000
  6. Kingdom Court £345,167
  7. Cromwell Road £351,500
  8. Tempest Drive £358,113
  9. Normandy Way £362,488
  10. Bailey Bridge Drive £380,125

Busiest streets for sales

  1. Woolpitch Wood 68 sales
  2. Whitecliffe View 65 sales
  3. Maple Avenue 61 sales
  4. St Kingsmark Avenue 58 sales
  5. St Lawrence Park 55 sales
  6. Bailey Bridge Drive 53 sales
  7. Western Avenue 44 sales
  8. Severn Quay 38 sales
  9. Lewis Way 36 sales
  10. Mount Way 36 sales

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All streets in Chepstow