According to data from HM Land Registry, 29, Winchester Drive, Maidenhead sits on a plot of 390 m².

We have plot size data on 40 out of 40 other houses in the postcode and 29, Winchester Drive, Maidenhead sits on the 18th largest plot.

29, Winchester Drive, Maidenhead has an Energy Performance Rating (EPC) of C. This is based on the most recent assessment, dated 31 Mar 2026.

The property is connected to mains gas and has fully double glazed windows. It is heated using a boiler and radiators (mains gas).

According to HM Land Registry, 29, Winchester Drive, Maidenhead was last sold on 25th August 2000 for £238,000 and was recorded as a freehold house.

The property has had 2 sales since 1995.

• Sold Aug 2000£238,000
• Sold Jul 1999£178,000

According to the Land Registry and our network of Estate Agents, there have been 171 sales of properties similar to 29, Winchester Drive, Maidenhead within a radius of 660 metres since 2011.

The most recent example is 34, Highfield Lane, Maidenhead, SL6 3AP, a freehold house which sold for £625,000 on the 15th December 2025.

Read more about house prices in SL6.

• Sold Dec 2025£625,000 | 4 Bed House34, Highfield Lane, Maidenhead, SL6 3AP34, Highfield Lane, Maidenhead, SL6 3AP
• Sold Sep 2025£780,000 | 4 Bed House26, Winchester Drive, Maidenhead, SL6 3AH26, Winchester Drive, Maidenhead, SL6 3AH
• Sold Jul 2025£710,000 | 4 Bed HouseTamara, Cox Green Lane, Maidenhead, SL6 3EYTamara, Cox Green Lane, Maidenhead, SL6 3EY
• Sold Mar 2025£740,000 | 4 Bed House10, Fairlea, Maidenhead, SL6 3AS10, Fairlea, Maidenhead, SL6 3AS
• Sold Dec 2024£728,500 | 4 Bed House55, Lambourne Drive, Maidenhead, SL6 3HN55, Lambourne Drive, Maidenhead, SL6 3HN
• Sold Dec 2024£695,000 | 4 Bed House17, The Fairway, Maidenhead, SL6 3AR17, The Fairway, Maidenhead, SL6 3AR
• Sold Nov 2024£746,750 | 4 Bed House23, The Fairway, Maidenhead, SL6 3AR23, The Fairway, Maidenhead, SL6 3AR
• Sold Aug 2024£500,000 | 4 Bed House6, Repton Close, Maidenhead, SL6 3DS6, Repton Close, Maidenhead, SL6 3DS
• Sold May 2024£550,000 | 4 Bed House14, Winchester Drive, Maidenhead, SL6 3AH14, Winchester Drive, Maidenhead, SL6 3AH
• Sold May 2024£600,000 | 4 Bed House95, Wessex Way, Maidenhead, SL6 3DW95, Wessex Way, Maidenhead, SL6 3DW
• Sold Aug 2023£575,000 | 4 Bed House9, Stratford Gardens, Maidenhead, SL6 3DT9, Stratford Gardens, Maidenhead, SL6 3DT
• Sold Sep 2022£830,000 | 4 Bed House32, Mercia Road, Maidenhead, SL6 3DR32, Mercia Road, Maidenhead, SL6 3DR
• Sold Mar 2022£665,000 | 4 Bed House8, The Fairway, Maidenhead, SL6 3AR8, The Fairway, Maidenhead, SL6 3AR
• Sold Sep 2020£495,000 | 4 Bed House4, Repton Close, Maidenhead, SL6 3DS4, Repton Close, Maidenhead, SL6 3DS
• Sold Mar 2020£675,000 | 4 Bed HouseWisteria Cottage, Cox Green Lane, Maidenhead, SL6 3EYWisteria Cottage, Cox Green Lane, Maidenhead, SL6 3EY
• Sold Jan 2020£500,000 | 4 Bed House17, Powis Close, Maidenhead, SL6 3DP17, Powis Close, Maidenhead, SL6 3DP
• Sold Nov 2019£596,500 | 4 Bed HouseConkers, Cox Green Lane, Maidenhead, SL6 3EYConkers, Cox Green Lane, Maidenhead, SL6 3EY
• Sold Oct 2016£545,000 | 3 Bed House30, Mercia Road, Maidenhead, SL6 3DR30, Mercia Road, Maidenhead, SL6 3DR
• Sold Jun 2016£540,000 | 4 Bed House7, Mercia Road, Maidenhead, SL6 3DR7, Mercia Road, Maidenhead, SL6 3DR
• Sold Aug 2011£322,500 | 4 Bed House25, Winchester Drive, Maidenhead, SL6 3AH25, Winchester Drive, Maidenhead, SL6 3AH

Winchester Drive, Maidenhead, SL6 has a total of 40 addresses. According to our analysis of all the public data, 29, Winchester Drive, Maidenhead is the 6th largest and the 6th most expensive property on the street.

When compared to the postcode district it is £57k more expensive than the average property in SL6.

• Wessex Primary School

  100 m away
• Lowbrook Academy

  300 m away
• St Edmund Campion Catholic Primary School and Nursery

  1.1 km away

• Cox Green School

  500 m away
• Altwood Church of England School

  1.0 km away
• Newlands Girls' School

  1.8 km away

• Maidenhead

  |

  2.3 km away
• Furze Platt

  |

  3.2 km away
• Taplow

  |

  5.1 km away

According to data from the Environment Agency, the flood risk in this area is considered to be Very Low.