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Most expensive streets in Winchester

The 50 priciest streets in Winchester, ranked by average sold price over the last three years (streets with at least three sales). Free

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#StreetAverage priceSalesLast sale
1Sleepers Hill£2,353,850108 Apr 2026
2Lockburn Place£1,983,33333 May 2024
3Fairfield Road Shawford£1,878,33333 Nov 2025
4Hurdle Way Compton£1,702,50031 Aug 2025
5George Eyston Drive£1,694,000522 Oct 2025
6Kilmeston Close£1,575,00031 Oct 2024
7Bourne Lane Twyford£1,549,556316 Jan 2026
8Shepherds Lane Compton£1,426,667331 Mar 2026
9Ranelagh Road£1,425,00037 May 2026
10Dean Lane£1,370,000317 Oct 2025
11Southdown Road Shawford£1,358,2501016 Jun 2026
12Langham Place£1,285,196171 Jul 2025
13Woodman Lane Sparsholt£1,265,625825 Nov 2025
14West End Terrace£1,250,83339 Jan 2026
15Clifton Road£1,244,583621 Nov 2025
16Larg Drive£1,202,250628 Jun 2024
17Main Road Owslebury£1,193,00059 Jul 2026
18St Giles Close£1,171,875411 Mar 2026
19Stockers Avenue£1,170,714712 Feb 2026
20Colebrook Street£1,164,725322 Oct 2025
21Wonston Sutton Scotney£1,138,750414 Nov 2025
22Hatherley Road£1,121,187930 Mar 2026
23Park Lane Otterbourne£1,096,66739 Dec 2024
24St James Villas£1,083,875430 Apr 2026
25Hyldeborne Road£1,082,50036 Nov 2025
26Christchurch Road£1,071,0111927 Jul 2026
27Deane Down Drove Littleton£1,066,667310 Jul 2026
28Court Road Kings Worthy£1,052,500429 Jan 2026
29Andover Road North£1,041,060318 Dec 2025
30Lanham Lane£1,035,000427 Feb 2026
31Archery Lane£996,667321 Apr 2026
32Mill Lane Abbots Worthy£971,893315 Aug 2025
33Kilham Lane£966,750416 Jun 2026
34Courtenay Road£966,400514 Aug 2026
35Bereweeke Way£965,83363 Jul 2026
36Harestock Road£934,75045 Nov 2025
37Egbert Road Hyde£934,3001017 Nov 2025
38Parkside Gardens£931,77736 Dec 2024
39Alison Way£916,00051 Dec 2025
40Otterbourne Road Shawford£909,643715 Jul 2026
41Queen Street Twyford£908,33566 Feb 2026
42Cheriton Road£902,750614 Apr 2025
43Cranworth Road£897,500617 Sep 2025
44Long Close£890,475414 May 2026
45Main Road Littleton£888,3451124 Apr 2026
46Barnes Close£887,333330 Apr 2026
47Compton Street Compton£882,50047 Jul 2025
48Edgar Road£878,333329 May 2026
49Greenacres Drive Otterbourne£873,333322 Oct 2025
50Monks Road Hyde£870,417613 Oct 2025

Average of standard residential sales recorded by HM Land Registry since October 2023. Averages depend on the mix of homes sold, so a street of large detached houses will rank above one of flats.