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Bailey Bridge Drive, Chepstow

MyStreetCheck free street report: Bailey Bridge Drive, Chepstow · 31 October 2026 · www.mystreetcheck.co.uk/chepstow-monmouthshire/bailey-bridge-drive/

House prices, sold prices and local information for NP16 5UR.

Average price (last 12 months)
£380,125
4 sales
Average price (since 2021)
£338,800
53 sales
Price range
£220k – £575k
lowest to highest sale
Last sale
19 May 2026
NP16 5UR

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At a glance

House prices£380k average10% above the Chepstow average Crime130 reportedWithin about a mile, latest month Flood riskNear a flood alert areaLower risk than a warning area Nearest station2 min walkChepstow station Schools1 rated Good or betterWithin 1.5 miles Ultrafast broadband100% of homesNational average 80% Freehold or leaseholdAll freeholdAcross 54 Land Registry sales Planning applicationsChecking…Within 500 m, last 90 days

53 property sales on Bailey Bridge Drive, Chepstow have been recorded by HM Land Registry since 2021. In the last 12 months 4 homes sold here for an average of £380,125. Most sales here are terraced homes, which have sold for an average of £297,968. Average sale prices rose from £285,906 in 2021 to £495,000 in 2026 (+73%), though averages on a single street can swing with the mix of homes sold. That is 10% above the Chepstow average of £344,962 over the same period. 8 homes here have sold more than once since 2021; 8 of them sold for more the second time. By property type, sales here have been 32% terraced, 28% detached, 26% semi-detached. Recorded sale prices on Bailey Bridge Drive range from £219,995 to £575,000. Every home sold here was sold freehold. Of 41 streets in Chepstow with at least two sales in the last year, Bailey Bridge Drive ranks 14th for average price.

House prices on Bailey Bridge Drive compared

Bailey Bridge Drive£380,125
NP16 postcode area£351,201
Chepstow£344,962
England & Wales£358,701

Average sale price over the last 12 months. See all NP16 house prices.

Average sale price by year

2021: £285,906 (22 sales)2021£286k2022: £355,942 (18 sales)2022£356k2023: £340,000 (1 sales)2023£340k2024: £335,000 (1 sales)2024£335k2025: £399,388 (9 sales)2025£399k2026: £495,000 (2 sales)2026£495k

Tenure: 100% freehold and 0% leasehold across 54 recorded sales.

Prices by property type

TypeSalesAverage priceLast sold
Terraced17£297,96825 Apr 2025
Detached15£461,03319 May 2026
Semi-detached14£305,56914 Jul 2025
Flat7£242,49611 Dec 2025

Sold prices on Bailey Bridge Drive

AddressDatePriceTypeTenure
42, Bailey Bridge Drive NP16 5UR 19 May 2026£505,000 DetachedFreehold
31, Bailey Bridge Drive NP16 5UR 15 May 2026£485,000 DetachedFreehold
7, Bailey Bridge Drive NP16 5UR 11 Dec 2025£261,500 FlatFreehold
14, Bailey Bridge Drive NP16 5UR 5 Dec 2025£269,000 FlatFreehold
12, Bailey Bridge Drive NP16 5UR 14 Jul 2025£350,000 Semi-detachedFreehold
52, Bailey Bridge Drive NP16 5UR 30 May 2025£520,000 Detached New buildFreehold
54, Bailey Bridge Drive NP16 5UR 16 May 2025£529,000 Detached New buildFreehold
56, Bailey Bridge Drive NP16 5UR 25 Apr 2025£304,000 Terraced New buildFreehold
58, Bailey Bridge Drive NP16 5UR 25 Apr 2025£310,000 Terraced New buildFreehold
60, Bailey Bridge Drive NP16 5UR 25 Apr 2025£355,000 Terraced New buildFreehold
38, Bailey Bridge Drive NP16 5UR 27 Mar 2025£575,000 Detached New buildFreehold
48, Bailey Bridge Drive NP16 5UR 3 Mar 2025£424,990 DetachedFreehold
36, Bailey Bridge Drive NP16 5UR 4 Sep 2024£335,000 TerracedFreehold
1, Bailey Bridge Drive NP16 5UR 8 Sep 2023£340,000 TerracedFreehold
27, Bailey Bridge Drive NP16 5UR 30 Jun 2022£341,000 Detached New buildFreehold
31, Bailey Bridge Drive NP16 5UR 30 Jun 2022£438,500 Detached New buildFreehold
44, Bailey Bridge Drive NP16 5UR 30 Jun 2022£489,500 Detached New buildFreehold
29, Bailey Bridge Drive NP16 5UR 24 Jun 2022£430,000 Detached New buildFreehold
25, Bailey Bridge Drive NP16 5UR 1 Apr 2022£240,995 Flat New buildFreehold
50, Bailey Bridge Drive NP16 5UR 1 Apr 2022£413,500 Detached New buildFreehold
17, Bailey Bridge Drive NP16 5UR 25 Mar 2022£320,995 Semi-detached New buildFreehold
19, Bailey Bridge Drive NP16 5UR 25 Mar 2022£292,000 Terraced New buildFreehold
23, Bailey Bridge Drive NP16 5UR 25 Mar 2022£295,995 Terraced New buildFreehold
48, Bailey Bridge Drive NP16 5UR 25 Mar 2022£410,500 Detached New buildFreehold
15, Bailey Bridge Drive NP16 5UR 23 Mar 2022£317,995 Semi-detached New buildFreehold
21, Bailey Bridge Drive NP16 5UR 18 Mar 2022£285,995 Terraced New buildFreehold
11, Bailey Bridge Drive NP16 5UR 11 Mar 2022£311,995 Semi-detached New buildFreehold
13, Bailey Bridge Drive NP16 5UR 11 Mar 2022£245,995 Flat New buildFreehold
36, Bailey Bridge Drive NP16 5UR 11 Mar 2022£314,500 Terraced New buildFreehold
46, Bailey Bridge Drive NP16 5UR 18 Feb 2022£471,500 Detached New buildFreehold
34, Bailey Bridge Drive NP16 5UR 11 Feb 2022£305,995 Terraced New buildFreehold
42, Bailey Bridge Drive NP16 5UR 21 Jan 2022£480,000 Detached New buildFreehold
26, Bailey Bridge Drive NP16 5UR 17 Dec 2021£282,500 Terraced New buildFreehold
28, Bailey Bridge Drive NP16 5UR 17 Dec 2021£282,995 Terraced New buildFreehold
30, Bailey Bridge Drive NP16 5UR 17 Dec 2021£285,995 Terraced New buildFreehold
7, Bailey Bridge Drive NP16 5UR 17 Dec 2021£229,995 Flat New buildFreehold
9, Bailey Bridge Drive NP16 5UR 17 Dec 2021£310,500 Semi-detached New buildFreehold
32, Bailey Bridge Drive NP16 5UR 10 Dec 2021£234,500 Terraced New buildFreehold
40, Bailey Bridge Drive NP16 5UR 10 Dec 2021£402,000 Detached New buildFreehold
5, Bailey Bridge Drive NP16 5UR 10 Dec 2021£316,995 Semi-detached New buildFreehold
3, Bailey Bridge Drive NP16 5UR 3 Dec 2021£322,500 Semi-detached New buildFreehold
24, Bailey Bridge Drive NP16 5UR 29 Oct 2021£276,995 Terraced New buildFreehold
1, Bailey Bridge Drive NP16 5UR 22 Oct 2021£302,995 Terraced New buildFreehold
22, Bailey Bridge Drive NP16 5UR 8 Oct 2021£269,995 Terraced New buildFreehold
18, Bailey Bridge Drive NP16 5UR 24 Sep 2021£290,500 Semi-detached New buildFreehold
16, Bailey Bridge Drive NP16 5UR 17 Sep 2021£299,995 Semi-detached New buildFreehold
20, Bailey Bridge Drive NP16 5UR 17 Sep 2021£274,500 Semi-detached New buildFreehold
14, Bailey Bridge Drive NP16 5UR 3 Sep 2021£229,995 Flat New buildFreehold
12, Bailey Bridge Drive NP16 5UR 27 Aug 2021£295,000 Semi-detached New buildFreehold
6, Bailey Bridge Drive NP16 5UR 18 Jun 2021£285,500 Semi-detached New buildFreehold
12

Sale prices are as recorded by HM Land Registry. Some sales (for example repossessions and company purchases) are listed but left out of the averages.

Sale history: homes sold more than once

AddressSalesChange
42, Bailey Bridge Drive £480,000 (Jan 2022) → £505,000 (May 2026) +5%
over 4 yrs
31, Bailey Bridge Drive £438,500 (Jun 2022) → £485,000 (May 2026) +11%
over 4 yrs
7, Bailey Bridge Drive £229,995 (Dec 2021) → £261,500 (Dec 2025) +14%
over 4 yrs
14, Bailey Bridge Drive £229,995 (Sep 2021) → £269,000 (Dec 2025) +17%
over 4 yrs
12, Bailey Bridge Drive £295,000 (Aug 2021) → £350,000 (Jul 2025) +19%
over 4 yrs
48, Bailey Bridge Drive £410,500 (Mar 2022) → £424,990 (Mar 2025) +4%
over 3 yrs
36, Bailey Bridge Drive £314,500 (Mar 2022) → £335,000 (Sep 2024) +7%
over 2 yrs
1, Bailey Bridge Drive £302,995 (Oct 2021) → £340,000 (Sep 2023) +12%
over 2 yrs

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Crime and flood risk near Bailey Bridge Drive

Crime

130 crimes were reported within about a mile of Bailey Bridge Drive in August 2026.

Violence & sexual offences38
Shoplifting30
Anti-social behaviour17
Criminal damage & arson11
Public order10
Other theft8

Source: data.police.uk. Locations are approximate and cover the surrounding area, not just this street.

Flood risk

Bailey Bridge Drive is in or near 3 Environment Agency flood areas:

  • Severn Estuary at Oldbury-on-Severn, Northwick and Avonmouth Flood alert area
  • Wye Estuary in Gloucestershire Flood alert area
  • Wye Estuary at Elmdale, Chepstow Flood alert area

Flood warning areas cover places at risk from rivers and the sea. Surface water risk isn't included. Check the long-term flood risk for a postcode on GOV.UK.

Schools near Bailey Bridge Drive

SchoolTypeAgesOfstedDistance
Lift Offa's Mead 128 pupils Primary 4–11 Good Report 0.4 mi
Wyedean School and Sixth Form Centre 1,024 pupils Secondary 11–18 Report 0.5 mi
Dean Close St John's 114 pupils Other independent school 0–14 Report 0.6 mi
Tutshill Church of England Primary School 211 pupils Primary Church of England 4–11 Report 1.0 mi

Source: Department for Education (Get Information about Schools) and Ofsted. Grades are from each school's last graded inspection; newer inspections use report cards without a single overall grade, so check the full report. Distances are straight-line. Check catchment areas with the local council.

Getting around, shops and health

Train stations

  • Chepstow station 0.1 mi · 2 min walk
  • Caldicot station 5.4 mi · 1 hr 48 min walk
  • Severn Tunnel Junction station 6.0 mi · 1 hr 59 min walk

Nearest bus stops

  • Chepstow Railway Station (at, Station Yard) 2 min walk
  • Chepstow Tesco (in, Grounds) 4 min walk
  • Waters Road (at, Waters Way) 4 min walk
  • Wyebank Place (by, Wyebank Road) 4 min walk

GP surgeries

  • Vauxhall Surgery
    Vauxhall Lane, Chepstow · 0.5 mi
  • Mount Pleasant Practice
    Chepstow Community Hospital, Tempest Way, Chepstow · 0.7 mi
  • Town Gate Practice
    Chepstow Community Hospital, Tempest Way, Chepstow · 0.7 mi

Supermarkets

  • Tesco Tesco Chepstow Superstore · 0.2 mi
  • Marks and Spencer Foodhall M&S Chepstow Foodhall · 0.4 mi
  • Spar Spar - Sedbury · 0.5 mi
  • Lidl Lidl Chepstow · 0.6 mi

Pharmacies

  • Boots · 0.3 mi
  • Pc Merrick (pharmacy) · 0.4 mi
  • Sedbury Pharmacy · 0.5 mi

Dentists

  • Smile Solution Ltd · 0.3 mi
  • Portwall Dental Surgery · 0.3 mi
  • Boscobel House · 0.4 mi

Sources: Department for Transport (NaPTAN), NHS England organisation data, and GEOLYTIX Retail Points (open data). Walking times are estimates from straight-line distance.

Area profile

Homes

HereEng & Wales
Owned49.0%62.5%
Private rented32.6%20.3%
Social rented18.1%17.1%
Households1,053

People

HereEng & Wales
Under 1512.7%17.4%
Aged 15–6465.3%64.1%
Aged 65+22.0%18.6%
Residents1,878

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)100%80%
Gigabit-capable100%80%

Share of homes on this street's postcodes that can get each speed. UK figure is the average across all postcodes. Source: Ofcom Connected Nations.

Mobile signal

HereEng & Wales
4G indoors, all 4 networks82%89%
4G indoors, at least 1 network98%100%
4G outdoors, all 4 networks96%99%
Calls indoors, all 4 networks87%92%

Share of homes across Monmouthshire with good coverage (Jul 2025). Signal varies street by street; check your exact address on Ofcom's checker. Source: Ofcom Connected Nations.

Neighbourhood figures cover the surrounding Lower Layer Super Output Area (about 1,500 residents). Sources: Census 2021 (ONS) and the English Indices of Deprivation 2025.

Energy ratings and home sizes on Bailey Bridge Drive

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Who lives around Bailey Bridge Drive

Ethnic group

HereMonmouthshire
White95%96.9%
Mixed or Multiple ethnic groups2.3%1.2%
Asian, Asian British or Asian Welsh1.8%1.3%
Other ethnic group0.7%0.3%
Black, Black British, Black Welsh, Caribbean or African0.2%0.2%

Religion

HereMonmouthshire
No religion52.3%43.4%
Christian37.5%48.7%
Not answered6.8%6.2%
Other religion1.7%0.6%
Buddhist0.7%0.4%
Muslim0.6%0.5%
Hindu0.2%0.2%
Jewish0.1%0.1%

Country of birth

HereMonmouthshire
Born in the UK90.5%94.5%
Born outside the UK9.5%5.5%

Highest qualification

HereMonmouthshire
Level 4 qualifications and above40.5%39.4%
No qualifications16.3%15.7%
Level 3 qualifications16.1%15.6%
Level 2 qualifications11.6%13.5%
Level 1 and entry level qualifications8.4%8.3%
Apprenticeship5.3%5.1%
Other qualifications1.7%2.5%

General health

HereMonmouthshire
Very good health44%46.4%
Good health36.3%34.3%
Fair health13%13.6%
Bad health5.3%4.4%
Very bad health1.4%1.3%

Cars or vans per household

HereMonmouthshire
1 car or van in household48.3%38.3%
No cars or vans in household26.7%12.9%
2 cars or vans in household21.4%33.9%
3 or more cars or vans in household3.5%14.9%

Source: Census 2021 (ONS), via Nomis. Percentages of usual residents or households, as recorded in March 2021.

Figures cover the surrounding neighbourhood (Lower Layer Super Output Area, about 1,500 residents). Full demographics of Monmouthshire.

Planning and heritage near Bailey Bridge Drive

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Planning applications near Bailey Bridge Drive

Recent planning applications around Bailey Bridge Drive from the council's planning register. Choose how far to look:

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