« Sold prices in Chepstow

Sold prices on Bailey Bridge Drive, Chepstow

53 recorded sales · 46 properties · 2021–2026

Homes on Bailey Bridge Drive, Chepstow have a median sold price of £310,000 across 53 recorded sales since 2021. Terraced homes are the most common here, at a median of £295,495. That's 11% above the England & Wales average of around £280,000. Within Chepstow as a whole it is 51% above the town’s median sold price over the last 12 months of data of £321,250. 87% of recorded sales were new-build homes. The most recent sale was £505,000 in May 2026; the highest on record was £575,000 in 2025.
£310,000
Median sold price
£339,602
Average
£219,995–£575,000
Range
53
Sales recorded

By property type

TypeMedianSales
Terraced£295,49518
Detached£471,50015
Semi-detached£305,24814
Flat/Maisonette£235,4956

Sold prices by year on Bailey Bridge Drive

YearMedianSales
2021£287,24822
2022£319,49518
2025£355,0009

Bailey Bridge Drive falls in postcode district NP16 — see sold prices across the wider area.

Properties on Bailey Bridge Drive

£505,000
42, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMay 2026
£485,000
31, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMay 2026
£269,000
14, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Flat/MaisonetteDec 2025
£350,000
12, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedJul 2025
£520,000
52, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMay 2025
£529,000
54, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMay 2025
£310,000
58, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedApr 2025
£304,000
56, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedApr 2025
£355,000
60, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedApr 2025
£575,000
38, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMar 2025
£424,990
48, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedMar 2025
£335,000
36, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedSept 2024
£340,000
1, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedSept 2023
£341,000
27, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedJun 2022
£489,500
44, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedJun 2022
£430,000
29, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedJun 2022
£413,500
50, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedApr 2022
£240,995
25, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Flat/MaisonetteApr 2022
£295,995
23, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedMar 2022
£320,995
17, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedMar 2022
£292,000
19, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedMar 2022
£317,995
15, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedMar 2022
£285,995
21, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedMar 2022
£245,995
13, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Flat/MaisonetteMar 2022
£311,995
11, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedMar 2022
£471,500
46, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedFeb 2022
£305,995
34, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedFeb 2022
£285,995
30, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedDec 2021
£282,995
28, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedDec 2021
£229,995
7, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Flat/MaisonetteDec 2021
£310,500
9, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedDec 2021
£282,500
26, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedDec 2021
£316,995
5, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedDec 2021
£234,500
32, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedDec 2021
£402,000
40, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
DetachedDec 2021
£322,500
3, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedDec 2021
£276,995
24, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedOct 2021
£269,995
22, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedOct 2021
£290,500
18, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedSept 2021
£299,995
16, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedSept 2021
£274,500
20, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedSept 2021
£285,500
6, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedJun 2021
£288,500
10, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedApr 2021
£219,995
8, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Flat/MaisonetteMar 2021
£294,995
2, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
TerracedMar 2021
£292,995
4, BAILEY BRIDGE DRIVE, CHEPSTOW, MONMOUTHSHIRE, NP16 5UR
Semi-detachedMar 2021

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 2021 and 2026. 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.