« Sold prices in Maidenhead

Sold prices on High Street, Maidenhead

179 recorded sales · 109 properties · 2015–2026

Homes on High Street, Maidenhead have a median sold price of £560,000 across 179 recorded sales since 2015. Flat/Maisonette homes are the most common here, at a median of £240,000. That's 100% above the England & Wales average of around £280,000. Within Maidenhead as a whole it is 132% above the town’s median sold price over the last 12 months of data of £505,700. 9% of recorded sales were new-build homes. Properties here have changed hands 1.6 times on average. The most recent sale was £1,300,000 in May 2026; the highest on record was £5,500,000 in 2015. Recorded prices are roughly up 58% between the earliest and most recent sales.
£560,000
Median sold price
£880,818
Average
£2,805–£5,500,000
Range
179
Sales recorded

By property type

TypeMedianSales
Flat/Maisonette£240,00054
Detached£1,300,93832
Terraced£625,00018
Semi-detached£685,00013

Sold prices by year on High Street

YearMedianSales
2015£720,50010
2016£690,0006
2017£350,00021
2018£331,0008
2019£597,00026
2020£226,25020
2021£535,00013
2022£725,00017
2023£302,50016
2024£742,00013
2025£616,25026
2026£1,300,0003

High Street falls in postcode district SL6 — see sold prices across the wider area.

Properties on High Street

£1,300,000
RED TILES, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AB
DetachedMay 2026
£1,600,000
16, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1QH
OtherMar 2026
£515,000
BADGERS COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedFeb 2026
£450,000
59, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JT
OtherDec 2025
£1,175,100
WILLOWLOFT, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
DetachedDec 2025
£367,500
UNIT 4, POCKETTS YARD, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
OtherDec 2025
£2,750,000
HURLEY MANOR, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
TerracedOct 2025
£1,600,000
36, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1QE
OtherSept 2025
£445,000
101, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
TerracedJul 2025
£840,000
MARYFIELD COTTAGE, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
DetachedJun 2025
£270,000
APARTMENT 10, CRESSET COURT, 73, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
Flat/MaisonetteMay 2025
£375,000
ROSELEIGH, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
OtherApr 2025
£300,000
FLAT 3, JONES HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AH
Flat/MaisonetteApr 2025
£530,000
72, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherApr 2025
£812,000
92, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PX
OtherMar 2025
£560,000
70, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherMar 2025
£1,350,000
3, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
OtherMar 2025
£665,000
PANS PLACE, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
DetachedMar 2025
£567,500
STUART COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AJ
Semi-detachedFeb 2025
£767,500
SHORTCHASES, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AH
DetachedFeb 2025
£800,000
13 - 17, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JN
OtherFeb 2025
£500,000
SOUTHLEIGH, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
Semi-detachedJan 2025
£4,055,000
MOOR COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
DetachedJan 2025
£490,000
124, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
OtherJan 2025
£207,000
APARTMENT 5, CRESSET COURT, 71 - 75, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
Flat/MaisonetteDec 2024
£347,000
89, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherNov 2024
£200,000
THE OLD BANK, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
OtherSept 2024
£742,000
FLAT 1, BROCK HOUSE, 57, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JT
OtherSept 2024
£865,000
COOMBE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
TerracedAug 2024
£202,000
FLAT 10, 96, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
Flat/MaisonetteMay 2024
£4,400,000
CHAUNTRY HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AB
DetachedMay 2024
£2,805
EASTFLINT FLAT, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
OtherApr 2024
£315,000
FLAT 1, 110 - 112, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
Flat/MaisonetteDec 2023
£610,000
COOMBE END COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
Semi-detachedDec 2023
£755,000
51, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JT
OtherOct 2023
£2,900,000
LONG REACH, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedAug 2023
£1,245,000
OLD LODGE EAST, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
TerracedMay 2023
£2,600,000
LOCKSLEY HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedMar 2023
£2,620,000
61, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JT
OtherDec 2022
£2,620,000
65 - 67, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JT
OtherDec 2022
£400,000
83, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherDec 2022
£267,500
95 - 97, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherNov 2022
£735,000
GODDANS, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
OtherNov 2022
£268,000
2 THE MEWS HOUSE, 12A, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1QJ
TerracedNov 2022
£3,400,000
THE MALTINGS, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
OtherNov 2022
£1,850,000
CHAPTER HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
TerracedOct 2022
£725,000
FLAT 2, 103, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherAug 2022
£600,000
AUDREY COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedAug 2022
£1,650,000
MALT HOUSE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedJun 2022
£620,000
ROSE COTTAGE, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
TerracedMay 2022
£755,000
SHOTTERY, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AJ
Semi-detachedApr 2022
£5,120,000
MARYFIELD, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
DetachedMar 2022
£655,000
VICTORIA COTTAGE, HIGH STREET, MAIDENHEAD, BUCKINGHAMSHIRE, SL6 0EX
OtherMar 2022
£420,000
THE NEST, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
DetachedNov 2021
£30,000
FERNLEY HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
OtherNov 2021
£475,000
JERSEY COTTAGE, TEMPLE PARK FARM, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedSept 2021
£535,000
87, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherAug 2021
£2,005,000
42C, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1QE
OtherJul 2021
£1,140,000
VINE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SQ
TerracedJun 2021
£895,000
2, WEST COURT, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AP
Semi-detachedJun 2021
£1,400,000
RICHMOND COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedMay 2021
£560,000
MOORLAND COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
DetachedApr 2021
£235,000
FLAT 1, 128, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
Flat/MaisonetteMar 2021
£630,000
ANVIL VIEW, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedDec 2020
£1,730,000
MERLINS, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedSept 2020
£1,720,752
THE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedSept 2020
£435,000
FLAT, CLIEVE COTTAGES, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
OtherJun 2020
£1,876,088
BELL & DRAGON HOTEL, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SQ
OtherJun 2020
£2,300,000
FLORENCE HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
DetachedApr 2020
£295,000
1, SHEFFIELD HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SH
Flat/MaisonetteMar 2020
£650,000
OLD COTTAGE, HIGH STREET, MAIDENHEAD, SOUTH BUCKS, BUCKINGHAMSHIRE, SL6 0EX
TerracedJan 2020
£794,000
OLD CORNER COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AB
DetachedDec 2019
£1,425,000
THE REFECTORY, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
TerracedDec 2019
£1,095,500
THE COACH HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
TerracedDec 2019
£980,000
GUERNSEY COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedNov 2019
£900,000
86, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
OtherNov 2019
£350,000
1, SOUTHLANDS COTTAGES, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SG
TerracedNov 2019
£2,600,000
110 - 114, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
OtherNov 2019
£4,625,000
54, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherOct 2019
£1,630,000
FLAGPOLE HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AA
DetachedSept 2019
£967,500
WILLOW BANK, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
Semi-detachedSept 2019
£1,800,000
GREENSHUTTERS, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedJul 2019
£524,000
MILFORD SOUND, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AA
DetachedJun 2019
£360,000
CASTLE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedMay 2019
£285,000
91, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherMar 2019
£60,000
PEKING INN, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SL
OtherMar 2019
£2,385,000
ST MARYS HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
DetachedMar 2019
£900,000
106 - 108, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
OtherSept 2018
£332,000
98, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PT
OtherJul 2018
£355,000
AUDLEY COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedMay 2018
£235,000
APARTMENT 2, CRESSET COURT, 75, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
Flat/MaisonetteDec 2017
£2,353,081
76, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherDec 2017
£335,000
91A, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherDec 2017
£1,301,875
74, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
DetachedSept 2017
£230,000
95, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherJul 2017
£905,000
HILLVIEW, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
Semi-detachedJun 2017
£1,550,000
BISHAM BROOK HOUSE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedMay 2017
£1,300,000
WINDSOR COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedApr 2017
£1,060,333
94, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1JX
OtherApr 2017
£835,000
MINNEHAHA, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5NB
DetachedSept 2016
£200,000
16, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
OtherSept 2016
£1,888,890
HINDS HEAD HOTEL, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 2AB
OtherJul 2016
£550,000
80, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherJun 2016
£340,000
WEE COTTAGE, HIGH STREET, MAIDENHEAD, SOUTH BUCKS, BUCKINGHAMSHIRE, SL6 0EX
Semi-detachedMar 2016
£520,000
THE BOUTIQUE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SF
TerracedDec 2015
£975,000
BALINGHO, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 9SJ
Semi-detachedOct 2015
£1,655,000
TEMPLE COURT, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
DetachedJun 2015
£672,000
ROSSETE COTTAGE, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 5LT
Semi-detachedMay 2015
£756,000
82, HIGH STREET, MAIDENHEAD, WINDSOR AND MAIDENHEAD, SL6 1PY
OtherMar 2015

Other streets in Maidenhead

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.