« Sold prices in Chepstow

Sold prices on Gloucester Road, Chepstow

21 recorded sales · 15 properties · 2015–2025

Homes on Gloucester Road, Chepstow have a median sold price of £308,000 across 21 recorded sales since 2015. Terraced homes are the most common here, at a median of £267,500. That's 10% above the England & Wales average of around £280,000. Within Chepstow as a whole it is in line with the town (average sold price across all recorded sales: £328,762). 5% of recorded sales were new-build homes. The most recent sale was £314,400 in Oct 2025; the highest on record was £780,000 in 2024. Recorded prices are roughly down 3% between the earliest and most recent sales.
£308,000
Median sold price
£341,425
Average
£89,761–£780,000
Range
21
Sales recorded

By property type

TypeMedianSales
Terraced£267,5007
Semi-detached£462,5006
Detached£382,5005
Flat/Maisonette£151,5001

Sold prices by year on Gloucester Road

YearMedianSales
2016£308,0003
2019£151,8133
2021£435,0005
2025£314,4003

Gloucester Road falls in postcode district NP16 — see sold prices across the wider area.

Properties on Gloucester Road

£314,400
3, PROSPECT COTTAGES, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DD
TerracedOct 2025
£595,000
THE POLICE HOUSE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
DetachedAug 2025
£170,000
GLOUCESTER HOUSE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
DetachedNov 2024
£780,000
KINSALE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DH
Semi-detachedJul 2024
£151,500
5A, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Flat/MaisonetteDec 2021
£435,000
MONTPELIER, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Semi-detachedJun 2021
£632,500
WYE VIEW VILLA, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DH
TerracedMay 2021
£490,000
7, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Semi-detachedMar 2021
£151,813
PLOTS 11 TO 16, MANOR CHASE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE
OtherJun 2019
£535,000
EDENHURST, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Semi-detachedJun 2019
£89,761
PLOTS 4 TO 7 INC MANOR CHASE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE
OtherApr 2019
£470,000
PROSPECT HOUSE, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DD
DetachedJul 2018
£324,950
2, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Semi-detachedApr 2018
£382,500
GLOUCESTER HOUSE BUNGALOW, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
DetachedOct 2016
£308,000
6, GLOUCESTER ROAD, CHEPSTOW, FOREST OF DEAN, GLOUCESTERSHIRE, NP16 7DB
Semi-detachedSept 2016

Other streets in Chepstow

How these figures are calculated. Every sale on this page is a completed transaction from HM Land Registry Price Paid data, registered between 2015 and 2025. We show the median rather than the average wherever there are enough sales, so one unusually high or low sale doesn’t distort the picture. Sales take time to be registered, so the most recent months are provisional. Prices are as recorded and are not adjusted for inflation; a street’s figures reflect the mix of what actually sold there.