Over the past 30 years, there have been 45 property sales recorded in the HP27 9SD postcode area. The highest sale price reached £782,500, while the most recent sale was for a detached bungalow sold in February 2026 for £630,000.

The estimated average property value in HP27 9SD currently stands at £669,711, which is approximately 25.3% higher than the city average, indicating a potentially more desirable or in-demand location.

In terms of size, the average price per square metre is approximately £5,605.

Property prices in HP27 9SD have risen by 2% over the past year , with a total increase of 18% over the past five years , and a long-term rise of 47% over the past decade .

The most common type of property sold in the area is detached, making up around 71% of transactions , followed by semi-detached and terraced.

Housing in HP27 9SD is predominantly owner-occupied, with an estimated 84% of homes being lived in by the owners.

Click on the map to change the analyzed area

Property Sales

Amberley Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 6bed
📐 1399 sq ft
Today
£709,595
streetscan.co.uk estimate
6 Nov 2023
£711,000
14 Sep 2017
£510,000
View +1 more
More details

Bell Farm Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 8bed
📐 1461 sq ft
Today
£689,420
streetscan.co.uk estimate
14 Dec 2018
£600,000
31 Mar 2006
£500,000
More details

Butley Cottage Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 6bed
📐 1044 sq ft
Today
£545,446
streetscan.co.uk estimate
29 Jun 2018
£472,000
More details

Chestnut Farm Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£1,578,825
streetscan.co.uk estimate
30 May 2003
£705,000

Chiltern House Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£690,090
streetscan.co.uk estimate
25 Sep 2002
£299,950

Chiltern Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 6bed
📐 872 sq ft
Today
£630,624
streetscan.co.uk estimate
17 Feb 2026
£630,000
More details

Church Farm Cottage Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 10bed
📐 2282 sq ft
Today
£939,744
streetscan.co.uk estimate
21 Jul 2016
£782,500
20 Nov 2009
£593,000
View +1 more
More details

Cub Cottage Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 4bed
📐 1313 sq ft
Today
£644,265
streetscan.co.uk estimate
23 Oct 2001
£247,500
More details

Dunster Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 5bed
📐 1066 sq ft
Today
£595,900
streetscan.co.uk estimate
27 Jan 2023
£590,000
More details

High Dene Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 4bed
📐 1163 sq ft
Today
£593,121
streetscan.co.uk estimate
4 Feb 2021
£525,000
More details

Ivy Cottage Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 5bed
📐 1206 sq ft
Today
£660,889
streetscan.co.uk estimate
27 Oct 2023
£655,000
More details

Kingswood Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 3bed
📐 689 sq ft
Today
£487,348
streetscan.co.uk estimate
16 May 2014
£317,500
2 Dec 2013
£308,750
More details

Lodore Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Semi-detached
🛏️ 4bed
📐 764 sq ft
Today
£478,989
streetscan.co.uk estimate
19 Feb 2021
£415,000
More details

Pelnee Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£550,433
streetscan.co.uk estimate
15 Jun 2007
£315,000
15 Jul 1999
£140,000

Regency Cottage Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Terraced
🛏️ 3bed
📐 592 sq ft
Today
£470,738
streetscan.co.uk estimate
28 Feb 2003
£199,000
More details

1, Rose Cottages Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£525,839
streetscan.co.uk estimate
3 Sep 1999
£137,950
19 Jan 1996
£71,000

2, Rose Cottages Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£603,610
streetscan.co.uk estimate
24 Feb 2012
£343,000

Rycote Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 5bed
📐 1141 sq ft
Today
£608,434
streetscan.co.uk estimate
17 Jul 2015
£450,000
23 Oct 2002
£335,000
View +1 more
More details

Seagrams Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 7bed
📐 1711 sq ft
Today
£729,444
streetscan.co.uk estimate
25 Jul 2024
£715,000
6 Oct 2000
£300,000
More details

Serendipity House Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Semi-detached
🛏️ 4bed
📐 807 sq ft
Today
£474,704
streetscan.co.uk estimate
3 Dec 2021
£428,750
25 May 2017
£430,000
View +2 more
More details

1, The Acorns Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Semi-detached
🛏️ 6bed
📐 1206 sq ft
Today
£586,932
streetscan.co.uk estimate
8 Apr 2024
£550,000
4 Oct 2019
£480,000
View +1 more
More details

2, The Acorns Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

Today
£624,922
streetscan.co.uk estimate
18 Feb 2008
£366,000
28 Nov 2005
£295,000

The Pantiles Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 8bed
📐 2293 sq ft
Today
£907,604
streetscan.co.uk estimate
12 Jun 2020
£780,000
13 Aug 2018
£380,000
More details

The Timbers Chestnut Way, Longwick, Princes Risborough, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 8bed
📐 1701 sq ft
Today
£698,404
streetscan.co.uk estimate
5 Nov 2021
£650,000
20 Nov 2015
£536,000
View +1 more
More details

Vidon Chestnut Way, Longwick, Princes Risborough, Wycombe, Buckinghamshire, HP27 9SD

🏠 Detached
🛏️ 7bed
📐 1765 sq ft
Today
£744,551
streetscan.co.uk estimate
19 Mar 2004
£345,000
More details

Area Insights

Data Sources

Properties at HP27 9SD appear fourty-five times in the Land Registry records, with the latest transaction recorded on 17 Feb 2026. It also has nineteen Energy Performance Certificates (EPC) entries, the earliest dating back to 23 May 2013. We use this data, to estimate the property's characteristics and current market value.

This website uses public sector information from:

These datasets are licensed under the Open Government Licence v3.0.
This website is not affiliated with or endorsed by HM Land Registry or DLUHC.

Disclaimer: StreetScan.co.uk makes all reasonable efforts to ensure the information provided on this website is current and accurate; however, no warranties or representations are made as to its completeness or accuracy. StreetScan.co.uk expressly disclaims any and all liability for any loss, damage, or expense arising directly or indirectly from the use of, or reliance upon, such information.