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Winchester Road, Chandler's Ford, Eastleigh

MyStreetCheck free street report: Winchester Road, Chandler's Ford, Eastleigh · 31 October 2026 · www.mystreetcheck.co.uk/eastleigh-hampshire/winchester-road/

House prices, sold prices and local information for SO53 2RD, SO53 2GF, SO53 2GG.

Average price (last 12 months)
£263,125
4 sales
Average price (since 2016)
£360,938
77 sales
Price range
£115k – £1.45m
lowest to highest sale
Last sale
21 Aug 2026
SO53 2GN

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At a glance

77 property sales on Winchester Road, Chandler's Ford, Eastleigh have been recorded by HM Land Registry since 2016. In the last 12 months 4 homes sold here for an average of £263,125. Most sales here are flat homes, which have sold for an average of £211,551. Average sale prices rose from £251,500 in 2016 to £263,333 in 2026 (+5%), though averages on a single street can swing with the mix of homes sold. That is 31% below the Eastleigh average of £380,626 over the same period. 13 homes here have sold more than once since 2016; 10 of them sold for more the second time. By property type, sales here have been 69% flat, 25% detached, 6% semi-detached. Recorded sale prices on Winchester Road range from £115,000 to £1,451,000. 41% of homes sold here were freehold and 59% leasehold. Of 220 streets in Eastleigh with at least two sales in the last year, Winchester Road ranks 180th for average price.

House prices on Winchester Road compared

Winchester Road£263,125
SO53 postcode area£447,076
Eastleigh£380,626
England & Wales£358,701

Average sale price over the last 12 months. See all SO53 house prices.

Average sale price by year

2016: £251,500 (6 sales)2016£252k2017: £345,625 (4 sales)2017£346k2018: £404,136 (11 sales)2018£404k2019: £578,333 (12 sales)2019£578k2020: £194,900 (5 sales)2020£195k2021: £327,250 (10 sales)2021£327k2022: £427,829 (7 sales)2022£428k2023: £226,833 (3 sales)2023£227k2024: £353,278 (9 sales)2024£353k2025: £231,914 (7 sales)2025£232k2026: £263,333 (3 sales)2026£263k

Tenure: 41% freehold and 59% leasehold across 93 recorded sales. Lease extension calculator.

Prices by property type

TypeSalesAverage priceLast sold
Flat53£211,55121 Aug 2026
Detached19£772,15815 Oct 2024
Semi-detached5£381,80021 Jul 2025

Sold prices on Winchester Road

AddressDatePriceTypeTenure
Flat 11, Ashcroft Court, 60, Winchester Road SO53 2GN 21 Aug 2026£215,000 FlatLeasehold
Flat 10, Ashcroft Court, 60, Winchester Road SO53 2GN 4 Jun 2026£285,000 FlatLeasehold
96, Winchester Road SO53 2GJ 18 Feb 2026£240,000 OtherFreehold
Flat 2, Oakleigh Place, 55, Winchester Road SO53 2GF 16 Feb 2026£290,000 FlatLeasehold
Flat 7, Rufus Court, 103, Winchester Road SO53 2GG 12 Nov 2025£262,500 FlatLeasehold
45, Winchester Road SO53 2GF 21 Jul 2025£390,000 Semi-detachedFreehold
Flat 3, Trinity Court, 88, Winchester Road SO53 2RD 18 Jul 2025£125,000 FlatLeasehold
Flat 14, Trinity Court, 88, Winchester Road SO53 2RD 4 Jun 2025£179,950 FlatLeasehold
Flat D, 37, Winchester Road SO53 2GF 9 May 2025£186,000 FlatLeasehold
93A, Winchester Road SO53 2GG 25 Apr 2025£215,000 FlatLeasehold
Flat 1, Winsor Court, 87 - 89, Winchester Road SO53 2GG 4 Feb 2025£300,000 FlatLeasehold
Flat 20, Trinity Court, 88, Winchester Road SO53 2RD 28 Jan 2025£179,950 FlatLeasehold
43, Winchester Road SO53 2GF 12 Dec 2024£481,000 Semi-detachedFreehold
243, Winchester Road SO53 2DX 15 Oct 2024£1,050,000 DetachedFreehold
Flat 2, Trinity Court, 88, Winchester Road SO53 2RD 27 Sep 2024£155,000 FlatLeasehold
Flat 5, Oakleigh Place, 55, Winchester Road SO53 2GF 23 Aug 2024£323,500 FlatLeasehold
Flat 11, Oakleigh Place, 55, Winchester Road SO53 2GF 15 Jul 2024£285,000 FlatLeasehold
Flat 10, Oakleigh Place, 55, Winchester Road SO53 2GF 31 May 2024£335,000 FlatLeasehold
Flat 37A, Winsor House, Winchester Road SO53 2GF 16 Feb 2024£180,000 FlatLeasehold
Flat 9, Trinity Court, 88, Winchester Road SO53 2RD 9 Feb 2024£140,000 FlatLeasehold
Flat 2, Rufus Court, 103, Winchester Road SO53 2GG 3 Jan 2024£230,000 FlatLeasehold
Flat 15, Oakleigh Place, 55, Winchester Road SO53 2GF 15 Dec 2023£202,000 FlatLeasehold
Flat 1, Winsor Court, 87 - 89, Winchester Road SO53 2GG 31 Oct 2023£300,000 FlatLeasehold
111B, Winchester Road SO53 2GH 21 Apr 2023£2,850,000 OtherFreehold
Flat 16, Trinity Court, 88, Winchester Road SO53 2RD 29 Mar 2023£178,500 FlatLeasehold
131, Winchester Road 7 Feb 2023£13,250 OtherFreehold
47A, Winchester Road SO53 2GF 30 Jan 2023£575,000 DetachedFreehold
Flat 6, Winsor Court, 87 - 89, Winchester Road SO53 2GG 15 Dec 2022£290,000 FlatLeasehold
225, Winchester Road SO53 2DX 11 Nov 2022£1,451,000 DetachedFreehold
259, Winchester Road SO53 2DX 21 Oct 2022£1,054,000 DetachedFreehold
71, Winchester Road SO53 2GG 8 Sep 2022£440,000 DetachedFreehold
113, Winchester Road SO53 2ZA 25 Jul 2022£1,000,000 OtherFreehold
Flat 16, Trinity Court, 88, Winchester Road SO53 2RD 13 May 2022£169,800 FlatLeasehold
Flat 12, Ashcroft Court, 60, Winchester Road SO53 2GN 12 May 2022£240,000 FlatLeasehold
Flat 14, Oakleigh Place, 55, Winchester Road SO53 2GF 29 Apr 2022£171,500 FlatLeasehold
Flat 14, Trinity Court, 88, Winchester Road SO53 2RD 21 Feb 2022£165,000 FlatLeasehold
Flat 10, Ashcroft Court, 60, Winchester Road SO53 2GN 25 Jan 2022£239,000 FlatLeasehold
Flat 5, Oakleigh Place, 55, Winchester Road SO53 2GF 19 Nov 2021£325,000 FlatLeasehold
Trinity House, 123, Winchester Road SO53 2DR 15 Jul 2021£1,450,000 OtherFreehold
Flat 15, Trinity Court, 88, Winchester Road SO53 2RD 2 Jul 2021£115,000 FlatLeasehold
Flat 10, Trinity Court, 88, Winchester Road SO53 2RD 29 Jun 2021£160,000 FlatLeasehold
35, Winchester Road SO53 2GF 28 Jun 2021£365,000 Semi-detachedFreehold
Flat 7, Winsor Court, 87 - 89, Winchester Road SO53 2GG 30 Apr 2021£250,000 FlatLeasehold
Squirrels Haunt, 235, Winchester Road SO53 2DX 16 Apr 2021£832,500 DetachedFreehold
Flat 11, Trinity Court, 88, Winchester Road SO53 2RD 12 Apr 2021£145,000 FlatLeasehold
Flat 13, Trinity Court, 88, Winchester Road SO53 2RD 24 Mar 2021£135,000 FlatLeasehold
203, Winchester Road SO53 2DU 26 Feb 2021£675,000 DetachedFreehold
255B, Winchester Road SO53 2DX 26 Feb 2021£640,000 DetachedFreehold
Flat 4, Ashcroft Court, 60, Winchester Road SO53 2GN 15 Jan 2021£270,000 FlatLeasehold
Flat 9, Ashcroft Court, 60, Winchester Road SO53 2GN 22 Sep 2020£280,000 FlatLeasehold
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
Flat 10, Ashcroft Court, 60, Winchester Road £239,000 (Jan 2022) → £285,000 (Jun 2026) +19%
over 4 yrs
Flat 14, Trinity Court, 88, Winchester Road £165,000 (Feb 2022) → £179,950 (Jun 2025) +9%
over 3 yrs
Flat 1, Winsor Court, 87 - 89, Winchester Road £300,000 (Oct 2023) → £300,000 (Feb 2025) +0%
over 1 yr
Flat 20, Trinity Court, 88, Winchester Road £155,000 (Mar 2018) → £179,950 (Jan 2025) +16%
over 7 yrs
Flat 2, Trinity Court, 88, Winchester Road £140,000 (Feb 2016) → £155,000 (Sep 2024) +11%
over 9 yrs
Flat 5, Oakleigh Place, 55, Winchester Road £325,000 (Nov 2021) → £323,500 (Aug 2024) +-0%
over 3 yrs
Flat 15, Oakleigh Place, 55, Winchester Road £178,000 (Dec 2018) → £202,000 (Dec 2023) +13%
over 5 yrs
111B, Winchester Road £2,892,430 (Aug 2017) → £2,850,000 (Apr 2023) -1%
over 6 yrs
Flat 16, Trinity Court, 88, Winchester Road £169,800 (May 2022) → £178,500 (Mar 2023) +5%
over under a year
259, Winchester Road £880,000 (Mar 2019) → £1,054,000 (Oct 2022) +20%
over 4 yrs
113, Winchester Road £601,570 (Sep 2017) → £1,000,000 (Jul 2022) +66%
over 5 yrs
Flat 14, Oakleigh Place, 55, Winchester Road £162,500 (Jul 2018) → £171,500 (Apr 2022) +6%
over 4 yrs
203, Winchester Road £320,000 (Nov 2018) → £675,000 (Feb 2021) +111%
over 2 yrs

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Crime and flood risk near Winchester Road

Crime

77 crimes were reported within about a mile of Winchester Road in August 2026.

Crime level compared with the rest of England (10 = lowest crime):

12345678910

Lower crime than about 80% of neighbourhoods in England, based on recorded crime rates (English Indices of Deprivation 2025).

Violence & sexual offences29
Shoplifting14
Criminal damage & arson10
Other theft8
Drugs4
Anti-social behaviour3

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

Flood risk

Winchester Road is in or near 2 Environment Agency flood areas:

  • Chandlers Ford to Swaythling Flood warning area
  • Monks Brook 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 Winchester Road

SchoolTypeAgesOfstedDistance
Chandler's Ford Infant School 123 pupils Primary 5–7 Report 0.1 mi
St Swithun Wells Catholic Primary School, Chandlers Ford 186 pupils Primary Roman Catholic 4–11 Report 0.4 mi
Fryern Junior School 208 pupils Primary 7–11 Report 0.4 mi
Fryern Infant School 135 pupils Primary 4–7 Report 0.4 mi
Merdon Junior School 221 pupils Primary 7–11 Report 0.4 mi
The Toynbee School 1,107 pupils Secondary 11–16 Report 0.5 mi
Sherborne House School 282 pupils Other independent school 0–11 Report 0.6 mi
Scantabout Primary School 216 pupils Primary 4–11 Report 0.7 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

  • Chandlers Ford station 0.3 mi · 6 min walk
  • Eastleigh station 1.7 mi · 34 min walk
  • Southampton Airport Parkway station 2.5 mi · 50 min walk

Nearest bus stops

  • Kings Road (adj, Winchester Road) 1 min walk
  • Kings Road (opp, Winchester Road) 1 min walk
  • Regent Road (opp, Bodycoats Road) 2 min walk
  • Regent Road (nr, Bodycoats Road) 2 min walk

GP surgeries

  • The Fryern Surgery
    Oakmount Road, Chandler's Ford, Eastleigh · 0.3 mi
  • Park Surgery
    Hursley Road, Chandler's Ford, Eastleigh · 0.3 mi
  • Boyatt Wood Surgery
    Boyatt Shopping Centre, Shakespeare Road, Eastleigh · 1.0 mi
  • Eastleigh Medical Practice
    Newtown Road, Eastleigh · 1.5 mi

Supermarkets

  • Waitrose Waitrose Chandler's Ford · 0.2 mi
  • The Co-operative Food Co-op Chandlers Ford · 0.2 mi
  • The Co-operative Food Co-op Hursley Road Southampton · 0.3 mi
  • Tesco Express Tesco Chandlers Ford Express · 0.8 mi

Pharmacies

  • Boots · 0.3 mi
  • Hursley Road Pharmacy · 0.3 mi
  • Day Lewis Pharmacy · 0.8 mi

Dentists

  • Smile Dental Care · 0.3 mi
  • Dental Surgery · 0.3 mi
  • Dental Surgery · 0.7 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

Deprivation

12345678910

This neighbourhood is in decile 10 of 10 on the English Indices of Deprivation 2025, where 1 is the most deprived 10% of areas in England and 10 the least deprived.

Income10 of 10
Employment10 of 10
Education and skills9 of 10
Health and disability9 of 10
Crime9 of 10
Access to housing and services10 of 10
Living environment8 of 10

Each domain ranked in deciles across England (10 = least deprived).

Homes

HereEng & Wales
Owned82.6%62.5%
Private rented15.9%20.3%
Social rented1.5%17.1%
Households794

People

HereEng & Wales
Under 1512.3%17.4%
Aged 15–6453.1%64.1%
Aged 65+34.6%18.6%
Residents1,679

Broadband

HereUK
Superfast (30Mbit+)100%95%
Ultrafast (300Mbit+)63%80%
Gigabit-capable63%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 networks92%89%
4G indoors, at least 1 network100%100%
4G outdoors, all 4 networks100%99%
Calls indoors, all 4 networks97%92%

Share of homes across Eastleigh 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 Winchester Road

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Who lives around Winchester Road

Ethnic group

HereEastleigh
White93.5%92.4%
Asian, Asian British or Asian Welsh3.5%3.9%
Mixed or Multiple ethnic groups1.7%2.1%
Black, Black British, Black Welsh, Caribbean or African1%1%
Other ethnic group0.3%0.7%

Religion

HereEastleigh
Christian53.1%45.7%
No religion39%45%
Not answered5%5.6%
Buddhist0.7%0.4%
Hindu0.5%1%
Muslim0.5%1%
Sikh0.5%0.8%
Jewish0.4%–

Country of birth

HereEastleigh
Born in the UK90.1%90.7%
Born outside the UK9.9%9.3%

Highest qualification

HereEastleigh
Level 4 qualifications and above36.4%33.1%
Level 3 qualifications16.3%19%
No qualifications15.8%13.7%
Level 2 qualifications12.8%14.9%
Level 1 and entry level qualifications8.7%10.2%
Apprenticeship6.7%6.6%
Other qualifications3.3%2.5%

General health

HereEastleigh
Very good health42.7%49.8%
Good health38.6%34.7%
Fair health14.7%11.7%
Bad health3%3%
Very bad health1%0.8%

Cars or vans per household

HereEastleigh
1 car or van in household43%39.7%
2 cars or vans in household32.4%36%
No cars or vans in household14.5%11.9%
3 or more cars or vans in household10.1%12.4%

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 Eastleigh.

Planning and heritage near Winchester Road

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Planning applications near Winchester Road

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Streets like Winchester Road, but cheaper

Nearby streets with the same main type of home, where prices are lower.

StreetAverage priceCheaper byDistance
Meadbrook Gardens Eastleigh£182,68231%0.2 mi
Parkway Gardens Eastleigh£241,0508%0.2 mi
Hut Farm Place Eastleigh£196,28625%0.5 mi
Kingsway Court Eastleigh£192,25027%0.7 mi
Launceston Drive Eastleigh£188,25028%0.8 mi
Knightwood Mews Eastleigh£238,2499%0.9 mi
Kent Road Eastleigh£161,62539%1.0 mi
Selbourne Drive Eastleigh£168,27236%1.1 mi

Nearby streets in SO53

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