« Sold prices in Winchcombe

Sold prices on Cheltenham Road, Winchcombe

42 recorded sales · 28 properties · 2015–2026

Homes on Cheltenham Road, Winchcombe have a median sold price of £385,000 across 42 recorded sales since 2015. Semi-detached homes are the most common here, at a median of £352,000. That's 38% above the England & Wales average of around £280,000. Within Cheltenham as a whole it is 59% above the town’s median sold price over the last 12 months of data of £345,000. Properties here have changed hands 1.5 times on average. The most recent sale was £395,000 in Mar 2026; the highest on record was £1,290,000 in 2025. Recorded prices are roughly up 43% between the earliest and most recent sales.
£385,000
Median sold price
£442,452
Average
£60,000–£1,290,000
Range
42
Sales recorded

By property type

TypeMedianSales
Semi-detached£352,00014
Detached£618,75012
Terraced£285,00011

Sold prices by year on Cheltenham Road

YearMedianSales
2015£250,0003
2016£377,5004
2017£250,0006
2018£286,2504
2019£370,0003
2021£466,2504
2022£510,0003
2023£319,0003
2025£600,0008

Cheltenham Road falls in postcode district GL54 — see sold prices across the wider area.

Properties on Cheltenham Road

£395,000
14, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedMar 2026
£550,000
28, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
Semi-detachedFeb 2026
£1,290,000
HOLLYHOCK HOUSE, 50, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
OtherNov 2025
£825,000
21, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
DetachedOct 2025
£249,000
35, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
TerracedSept 2025
£1,250,000
ORCHARD HOUSE, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
DetachedSept 2025
£400,000
39, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
TerracedSept 2025
£60,000
9, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
OtherAug 2025
£780,000
22, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
DetachedAug 2025
£420,000
24, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
DetachedJul 2025
£300,000
18, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedMay 2024
£319,000
27, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
Semi-detachedNov 2023
£285,000
41, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
TerracedFeb 2023
£540,000
HUMBLEBEE VIEW, 6, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedJan 2023
£435,000
36, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
TerracedSept 2022
£410,000
34, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
TerracedJun 2021
£385,000
4, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
DetachedFeb 2021
£522,500
LAND ON THE NORTH SIDE OF, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE
OtherFeb 2021
£370,000
48, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
DetachedJun 2019
£340,000
37, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NF
TerracedMay 2019
£270,000
45, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
TerracedDec 2018
£302,500
8, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedMay 2018
£185,000
LANGLEY BROOK WOOD, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE
OtherOct 2017
£615,000
2, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
DetachedSept 2017
£270,000
43, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
TerracedMar 2017
£385,000
20, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedFeb 2016
£250,000
53, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5NQ
TerracedApr 2015
£162,000
10, CHELTENHAM ROAD, CHELTENHAM, TEWKESBURY, GLOUCESTERSHIRE, GL54 5ND
Semi-detachedFeb 2015

Other streets in Cheltenham

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 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.