« Sold prices in Winchester

Sold prices on Shepherds Road, Winchester

22 recorded sales · 19 properties · 2015–2025

Homes on Shepherds Road, Winchester have a median sold price of £301,500 across 22 recorded sales since 2015. Terraced homes are the most common here, at a median of £295,000. That's 8% above the England & Wales average of around £280,000. Within Winchester as a whole it is 46% below the town’s average sold price across all recorded sales of £583,970. 5% of recorded sales were new-build homes. The most recent sale was £317,500 in Nov 2025; the highest on record was £420,000 in 2018. Recorded prices are roughly up 6% between the earliest and most recent sales.
£301,500
Median sold price
£315,893
Average
£217,200–£420,000
Range
22
Sales recorded

By property type

TypeMedianSales
Terraced£295,00011
Semi-detached£317,5009
Flat/Maisonette£305,0001
Detached£300,0001

Sold prices by year on Shepherds Road

YearMedianSales
2018£302,5004
2020£282,5004
2021£335,0003
2025£349,2504

Shepherds Road falls in postcode district SO23 — see sold prices across the wider area.

Properties on Shepherds Road

£317,500
6, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
Semi-detachedNov 2025
£305,000
26, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
Flat/MaisonetteMar 2025
£400,000
12, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
TerracedMar 2025
£381,000
28, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
TerracedJan 2025
£303,000
30, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
TerracedMay 2024
£290,000
43, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
TerracedFeb 2022
£282,000
13, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
TerracedApr 2021
£335,000
29, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
Semi-detachedJan 2021
£365,000
3, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
Semi-detachedDec 2020
£270,000
25, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
TerracedOct 2020
£217,200
17, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
TerracedJun 2020
£270,000
55, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
Semi-detachedApr 2019
£287,500
39, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
TerracedMar 2019
£300,000
57, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
DetachedNov 2018
£305,000
33, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
TerracedSept 2018
£420,000
40, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
Semi-detachedAug 2018
£289,950
60, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
Semi-detachedFeb 2018
£376,500
48, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NR
Semi-detachedDec 2017
£290,000
5, SHEPHERDS ROAD, WINCHESTER, HAMPSHIRE, SO23 0NP
Semi-detachedJun 2015

Schools nearby

The nearest 10 schools within 10 miles, by straight-line distance from the centre of SO23 0NP. These are not catchment areas — admissions depend on each school’s criteria, so check with the local council.

Winnall Primary School0.1 mi
Primary · Council-maintained · ages 4–11 · website
Ofsted, Oct 2024 — graded by area, no overall grade:
Quality of education: GoodBehaviour: GoodPersonal development: GoodLeadership: Good
Ofsted reports »
St Swithuns0.4 mi
All-through · Independent · ages 2–18 · Girls only · Church of England · website
Independent schools are inspected by Ofsted or the ISI — school record
All Saints Church of England Primary School0.5 mi
Primary · Council-maintained · ages 4–11 · Church of England · website
Ungraded inspection, Nov 2023: School remains Good
Ofsted reports »
St Bede Church of England Primary School0.6 mi
Primary · Council-maintained · ages 4–11 · Church of England · website
Ofsted, Oct 2024 — graded by area, no overall grade:
Quality of education: GoodBehaviour: OutstandingPersonal development: OutstandingLeadership: Outstanding
Ofsted reports »
The Pilgrims School0.8 mi
All-through · Independent · ages 4–13 · Boys only · Church of England · website
Independent schools are inspected by Ofsted or the ISI — school record
Winchester College0.8 mi
Secondary · Independent · ages 13–19 · Selective (grammar) · website
Independent schools are inspected by Ofsted or the ISI — school record
St Faith's Church of England Primary School1.4 mi
Primary · Council-maintained · ages 4–11 · Church of England · website
Ofsted, Feb 2024: Good
Ofsted reports »
The Westgate School1.5 mi
All-through · Council-maintained · ages 4–16 · website
Ofsted, Nov 2023: Outstanding
Ofsted reports »
Western Church of England Primary School1.6 mi
Primary · Council-maintained · ages 4–11 · Church of England · website
Ofsted, Mar 2025 — graded by area, no overall grade:
Quality of education: GoodBehaviour: GoodPersonal development: GoodLeadership: Good
Ofsted reports »
Stanmore Primary School1.6 mi
Primary · Council-maintained · ages 4–11 · website
Ofsted, Oct 2024 — graded by area, no overall grade:
Quality of education: GoodBehaviour: GoodPersonal development: GoodLeadership: Good
Ofsted reports »

School details from Get Information About Schools (Department for Education). Inspection outcomes from Ofsted management information as at 30 September 2026; check the latest report on Ofsted’s website. Since November 2025 Ofsted report cards grade each area separately and give no overall grade. © Crown copyright, licensed under the Open Government Licence v3.0.

Other streets in Winchester

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.