The most recent sale of Highfield House, Winchester completed on 12th March 2021 at £1,410,000 and was recorded by HM Land Registry as a freehold house.

Since 1995 this is the property's only sale.

Values of comparable properties have dropped by 22.3% over the period since March 2021.

• Sold Mar 2021£1,410,000

Since 2007 67 properties similar to Highfield House, Winchester have sold within a radius of 4.4 kilometres, per the Land Registry and our network of Estate Agents.

The latest, on the 9th January 2026, was 36, Main Road, Winchester, SO22 6QQ, a freehold house which sold for £1,162,056.

Read more about house prices in SO21.

• Sold Jan 2026£1,162,056 | 5 Bed House36, Main Road, Winchester, SO22 6QQ36, Main Road, Winchester, SO22 6QQ
• Sold Oct 2025£948,738 | 5 Bed HouseSt. Swithuns Cottage, Main Road, Winchester, SO22 6QSSt. Swithuns Cottage, Main Road, Winchester, SO22 6QS
• Sold Sep 2025£1,094,900 | 5 Bed HousePern Cottage, Winchester, SO21 2PRPern Cottage, Winchester, SO21 2PR
• Sold Aug 2025£1,140,000 | 5 Bed HouseHoneymead, South Drive, Winchester, SO22 6PYHoneymead, South Drive, Winchester, SO22 6PY
• Sold Oct 2024£1,035,000 | 5 Bed House15, Fyfield Way, Winchester, SO22 6PB15, Fyfield Way, Winchester, SO22 6PB
• Sold Jul 2024£1,485,000 | 5 Bed HouseThe Old Thatch, Winchester, SO21 2PRThe Old Thatch, Winchester, SO21 2PR
• Sold Jan 2024£1,230,000 | 5 Bed House15, Rozelle Close, Winchester, SO22 6QP15, Rozelle Close, Winchester, SO22 6QP
• Sold Oct 2022£870,000 | 5 Bed HouseThe Coach House, Winchester, SO21 2PUThe Coach House, Winchester, SO21 2PU
• Sold Sep 2021£1,160,000 | 5 Bed House38A, Main Road, Winchester, SO22 6QQ38A, Main Road, Winchester, SO22 6QQ
• Sold Sep 2021£1,370,000 | 5 Bed HouseSouth Lodge, South Drive, Winchester, SO22 6PYSouth Lodge, South Drive, Winchester, SO22 6PY
• Sold Aug 2021£1,520,000 | 5 Bed HouseGreenways, Winchester, SO21 2PRGreenways, Winchester, SO21 2PR
• Sold Jun 2021£1,375,000 | 5 Bed HouseThe Homestead, Winchester, SO21 2PRThe Homestead, Winchester, SO21 2PR
• Sold Mar 2021£1,150,000 | 4 Bed HouseThe Walled Garden, Winchester, SO21 2PRThe Walled Garden, Winchester, SO21 2PR
• Sold Feb 2021£930,000 | 5 Bed House33A, Main Road, Winchester, SO22 6QQ33A, Main Road, Winchester, SO22 6QQ
• Sold Jan 2021£845,000 | 5 Bed House5, Rozelle Close, Winchester, SO22 6QP5, Rozelle Close, Winchester, SO22 6QP
• Sold Jan 2020£30,000 | 5 Bed HouseThe Bower Cottage, Winchester, SO21 2PRThe Bower Cottage, Winchester, SO21 2PR
• Sold Jan 2019£975,000 | 5 Bed HouseKingsdown, Winchester, SO21 2QDKingsdown, Winchester, SO21 2QD
• Sold Oct 2015£785,000 | 5 Bed HouseMerdon, New Road, Winchester, SO22 6QRMerdon, New Road, Winchester, SO22 6QR
• Sold Sep 2007£900,000 | 5 Bed HouseRed House, Winchester, SO21 2PURed House, Winchester, SO21 2PU
• Sold Sep 2007£950,000 | 5 Bed HouseBellapais, Winchester, SO21 2QDBellapais, Winchester, SO21 2QD

Of the 138 addresses on Crawley, Winchester, SO21, Highfield House, Winchester comes out as the 44th largest and the 59th most expensive in our analysis of the public data.

It is also £391k more expensive than the average property across the SO21 district.

• Sparsholt Church of England Primary School

  3.6 km away
• South Wonston Primary School

  4.1 km away
• Harestock Primary School

  5.0 km away

• Henry Beaufort School

  5.2 km away
• Kings' School

  6.4 km away
• Danebury School

  7.9 km away

• Winchester

  |

  6.8 km away
• Shawford

  |

  10.7 km away
• Micheldever

  |

  12.0 km away

The flood risk here is rated Very Low, based on Environment Agency data.