« Sold prices in SL5

Sold prices on Cheapside Road, SL5

39 recorded sales · 27 properties · 2015–2026

Homes on Cheapside Road, SL5 have a median sold price of £795,000 across 39 recorded sales since 2015. Detached homes are the most common here, at a median of £1,000,000. That's 184% above the England & Wales average of around £280,000. The most recent sale was £1,950,000 in Mar 2026; the highest on record was £18,000,000 in 2025. Recorded prices are roughly up 111% between the earliest and most recent sales.
£795,000
Median sold price
£1,404,987
Average
£317,500–£18,000,000
Range
39
Sales recorded

By property type

TypeMedianSales
Detached£1,000,00022
Terraced£375,0007
Semi-detached£672,5006

Sold prices by year on Cheapside Road

YearMedianSales
2016£1,125,0004
2017£705,0003
2018£400,0003
2019£670,0003
2021£795,00011
2024£893,0005
2025£1,712,5004

Cheapside Road falls in postcode district SL5 — see sold prices across the wider area.

Properties on Cheapside Road

£1,950,000
WHITEGATES, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7DR
DetachedMar 2026
£18,000,000
TETWORTH HALL, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7DU
OtherNov 2025
£1,466,000
TRANBY LODGE, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7DU
DetachedJul 2025
£1,800,000
4, THE WALLED GARDEN, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7FD
DetachedMar 2025
£893,000
61, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
TerracedSept 2024
£750,000
29, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedSept 2024
£333,000
3, PARK VIEW, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QS
TerracedMay 2024
£1,400,000
ELMBANK COTTAGE, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QH
DetachedMar 2024
£360,000
65, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
TerracedOct 2023
£2,400,000
SILWOOD FARMHOUSE, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QH
DetachedFeb 2023
£740,000
47, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
Semi-detachedSept 2021
£815,000
49, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedSept 2021
£600,000
45, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
Semi-detachedSept 2021
£1,250,000
THATCHED TAVERN, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QG
OtherJul 2021
£835,000
11, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedMay 2021
£795,000
25, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
Semi-detachedMar 2021
£450,000
WISTERIA COTTAGE, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QH
DetachedMar 2021
£515,000
67, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedFeb 2021
£2,620,000
MILE RIDE HOUSE, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7DR
DetachedJun 2019
£670,000
87, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QG
DetachedMar 2019
£400,000
35, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
TerracedSept 2018
£600,000
37, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
TerracedOct 2017
£705,000
43, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
Semi-detachedOct 2017
£640,000
53, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
Semi-detachedSept 2016
£1,220,000
PURBECK, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7DR
DetachedJun 2016
£1,100,000
CLEVELAND, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedFeb 2016
£900,000
11C, CHEAPSIDE ROAD, ASCOT, WINDSOR AND MAIDENHEAD, SL5 7QR
DetachedJul 2015

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.