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Chestnut WayHouse Prices / South East, Buckinghamshire
Last updated May 2026
Key Street Insights
Chestnut Way is a residential street with 33 addresses.
It ranks as the 224th largest and 129th most expensive of the 277 streets in the HP27 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 33 properties: 33 houses.
33
Properties
- Houses
Key Street Insights
Chestnut Way is a residential street with 33 addresses.
It ranks as the 224th largest and 129th most expensive of the 277 streets in the HP27 area. The dominant property type is a mid-century house built between 1936 and 1979.
The street contains a total of 33 properties: 33 houses.
33
Properties
- Houses
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House Priceson Chestnut Way
Sale prices range from £394,591 for 2 bedroom freehold houses with a garden (592 ft2) to £884,814 for 5 bedroom freehold houses with a garden (2,292 ft2) .
Monthly rental prices range from £1,472 pcm for 2 bed houses to £2,715 pcm for 5 bed houses.
The gross rental yield is between 3.7% and 5.1%.
The average value per square foot is £506.
Average Sale Value
£607,084
Average Rental Value
£2,135 pcm
Average Rental Yield
4.2% /year
Average Value Per Sqft
£506 /ft2
Sales Market Trendson Chestnut Way
The last sale on Chestnut Way sold for £715,000 on 25th July 2024. Since then prices are up an average of 3.8%.
The current average value in the street is £607,084.
The Chestnut Way Sales Market has increased by 22.5% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | 0.4% | £607,084 |
| April 2025 | 3% | £604,494 |
| April 2024 | -4.4% | £586,691 |
| April 2023 | 3.6% | £613,731 |
| April 2022 | 8.8% | £592,586 |
| April 2021 | 4.2% | £544,455 |
| April 2020 | 1% | £522,268 |
| April 2019 | -2.8% | £517,181 |
| April 2018 | 2.4% | £532,067 |
| April 2017 | 4.9% | £519,603 |
| April 2016 | 8.5% | £495,464 |
| April 2015 | 13.2% | £456,777 |
| April 2014 | 3.7% | £403,343 |
| April 2013 | 10.1% | £389,012 |
| April 2012 | -2.3% | £353,215 |
| April 2011 | 6% | £361,470 |
| April 2010 | 4.8% | £340,895 |
| April 2009 | -10.1% | £325,397 |
| April 2008 | 1.9% | £361,797 |
| April 2007 | 0% | £355,153 |
Rental Market Trendson Chestnut Way
The current average rental value in the street is £2,135.
The Chestnut Way Rental Market has increased by 46.9% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| April 2026 | 2.6% | £2,135pcm |
| April 2025 | 3.6% | £2,081pcm |
| April 2024 | 7.2% | £2,008pcm |
| April 2023 | 6.4% | £1,872pcm |
| April 2022 | 10.4% | £1,760pcm |
| April 2021 | 4.9% | £1,595pcm |
| April 2020 | 2.9% | £1,520pcm |
| April 2019 | 0.1% | £1,477pcm |
| April 2018 | -0.5% | £1,475pcm |
| April 2017 | 2% | £1,483pcm |
| April 2016 | 5.5% | £1,454pcm |
| April 2015 | 7.9% | £1,378pcm |
| April 2014 | 3.6% | £1,278pcm |
| April 2013 | 4.4% | £1,233pcm |
| April 2012 | 1.9% | £1,181pcm |
| April 2011 | 4.4% | £1,159pcm |
| April 2010 | 3.3% | £1,109pcm |
| April 2009 | -6.8% | £1,074pcm |
| April 2008 | 6.2% | £1,152pcm |
| April 2007 | 0% | £1,085pcm |
Explore Propertieson Chestnut Way, Longwick, Princes Risborough, HP27
- 1 Rose Cottages, Chestnut Way, Princes Risborough, HP27 9SD
- 1 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD3 bed modern house
- 2 Rose Cottages, Chestnut Way, Princes Risborough, HP27 9SD3 bed house
- 2 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD4 bed house
- Amberley, Chestnut Way, Princes Risborough, HP27 9SD4 bed mid-century house
- Bell Farm, Chestnut Way, Princes Risborough, HP27 9SD4 bed house
- Butley Cottage, Chestnut Way, Princes Risborough, HP27 9SD3 bed modern house
- Chestnut Farm, Chestnut Way, Princes Risborough, HP27 9SD
- Chiltern, Chestnut Way, Princes Risborough, HP27 9SD3 bed mid-century house
- Church Farm Cottage, Chestnut Way, Princes Risborough, HP27 9SD5 bed period house
- Cub Cottage, Chestnut Way, Princes Risborough, HP27 9SD4 bed mid-century house
- Cymbeline, Chestnut Way, Princes Risborough, HP27 9SD
- Delber, Chestnut Way, Princes Risborough, HP27 9SD3 bed mid-century house
- Dunster, Chestnut Way, Princes Risborough, HP27 9SD3 bed mid-century house
- Freestones, Chestnut Way, Princes Risborough, HP27 9SD
- Furzedown, Chestnut Way, Princes Risborough, HP27 9SD
- High Dene, Chestnut Way, Princes Risborough, HP27 9SD3 bed mid-century house
- Ivy Cottage, Chestnut Way, Princes Risborough, HP27 9SD3 bed period house
- Kingswood, Chestnut Way, Princes Risborough, HP27 9SD2 bed mid-century house
- Lodore, Chestnut Way, Princes Risborough, HP27 9SD2 bed mid-century house
- New Cottage, Chestnut Way, Princes Risborough, HP27 9SD
- Old Red Lion Cottage, Chestnut Way, Princes Risborough, HP27 9SD3 bed period house
- Pelnee, Chestnut Way, Princes Risborough, HP27 9SD3 bed house
- Regency Cottage, Chestnut Way, Princes Risborough, HP27 9SD2 bed period house
- Rycote, Chestnut Way, Princes Risborough, HP27 9SD3 bed period house
- Seagrams, Chestnut Way, Princes Risborough, HP27 9SD4 bed mid-century house
- Serendipity House, Chestnut Way, Princes Risborough, HP27 9SD3 bed modern house
- The Pantiles, Chestnut Way, Princes Risborough, HP27 9SD5 bed mid-century house
- The Timbers, Chestnut Way, Princes Risborough, HP27 9SD4 bed mid-century house
- Tree Tops, Chestnut Way, Princes Risborough, HP27 9SD
- Vidon, Chestnut Way, Princes Risborough, HP27 9SD4 bed mid-century house
- Winterton, Chestnut Way, Princes Risborough, HP27 9SD2 bed mid-century house
- Woodbine Cottage, Chestnut Way, Princes Risborough, HP27 9SB3 bed house
Sales Historyon Chestnut Way, Longwick, Princes Risborough, HP27
The last sale was on 25th July 2024 for £715,000 and since then the market in the area has increased by 3.8%. The street has had a total of 47 sales since 1995.
Chestnut Way, Longwick, Princes Risborough, HP27 has seen 5 sales in the last three years and no sales in the last twelve months.
Sold Jul 2024£715,000 | 4 Bed HouseChestnut WaySeagrams, Chestnut Way, Princes Risborough, HP27 9SD
Sold Apr 2024£550,000 | 3 Bed HouseChestnut Way1 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 2023£711,000 | 4 Bed HouseChestnut WayAmberley, Chestnut Way, Princes Risborough, HP27 9SD
Sold Oct 2023£655,000 | 3 Bed HouseChestnut WayIvy Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jan 2023£590,000 | 3 Bed HouseChestnut WayDunster, Chestnut Way, Princes Risborough, HP27 9SD
Sold Dec 2021£428,750 | 3 Bed HouseChestnut WaySerendipity House, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 2021£650,000 | 4 Bed HouseChestnut WayThe Timbers, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 2021£415,000 | 2 Bed HouseChestnut WayLodore, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 2021£525,000 | 3 Bed HouseChestnut WayHigh Dene, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jun 2020£780,000 | 5 Bed HouseChestnut WayThe Pantiles, Chestnut Way, Princes Risborough, HP27 9SD
Sold Oct 2019£480,000 | 3 Bed HouseChestnut Way1 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD
Sold Dec 2018£600,000 | 4 Bed HouseChestnut WayBell Farm, Chestnut Way, Princes Risborough, HP27 9SD
Sold Aug 2018£380,000 | 5 Bed HouseChestnut WayThe Pantiles, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jun 2018£472,000 | 3 Bed HouseChestnut WayButley Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Sep 2017£510,000 | 4 Bed HouseChestnut WayAmberley, Chestnut Way, Princes Risborough, HP27 9SD
Sold May 2017£430,000 | 3 Bed HouseChestnut WaySerendipity House, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jul 2016£782,500 | 5 Bed HouseChestnut WayChurch Farm Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 2015£536,000 | 4 Bed HouseChestnut WayThe Timbers, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jul 2015£450,000 | 3 Bed HouseChestnut WayRycote, Chestnut Way, Princes Risborough, HP27 9SD
Sold May 2014£317,500 | 2 Bed HouseChestnut WayKingswood, Chestnut Way, Princes Risborough, HP27 9SD
Sold Dec 2013£308,750 | 2 Bed HouseChestnut WayKingswood, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 2012£343,000 | 3 Bed HouseChestnut Way2 Rose Cottages, Chestnut Way, Princes Risborough, HP27 9SD
Sold Sep 2011£345,000 | 3 Bed HouseChestnut WayWoodbine Cottage, Chestnut Way, Princes Risborough, HP27 9SB
Sold Dec 2009£286,000 | 4 Bed HouseChestnut WayThe Timbers, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 2009£593,000 | 5 Bed HouseChestnut WayChurch Farm Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 2008£366,000 | 4 Bed HouseChestnut Way2 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jun 2007£385,000 | 3 Bed HouseChestnut Way1 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jun 2007£315,000 | 3 Bed HouseChestnut WayPelnee, Chestnut Way, Princes Risborough, HP27 9SD
Sold Apr 2006£289,950 | 3 Bed HouseChestnut WayWoodbine Cottage, Chestnut Way, Princes Risborough, HP27 9SB
Sold Mar 2006£500,000 | 4 Bed HouseChestnut WayBell Farm, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 2005£295,000 | 4 Bed HouseChestnut Way2 The Acorns, Chestnut Way, Princes Risborough, HP27 9SD
Sold Mar 2004£345,000 | 4 Bed HouseChestnut WayVidon, Chestnut Way, Princes Risborough, HP27 9SD
Sold May 2003£705,000 | 4 Bed HouseChestnut WayChestnut Farm, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 2003£199,000 | 2 Bed HouseChestnut WayRegency Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Oct 2002£335,000 | 3 Bed HouseChestnut WayRycote, Chestnut Way, Princes Risborough, HP27 9SD
Sold Sep 2002£299,950 | 3 Bed HouseChestnut WayChiltern, Chestnut Way, Princes Risborough, HP27 9SD
Sold Oct 2001£247,500 | 4 Bed HouseChestnut WayCub Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Apr 2001£290,000 | 4 Bed HouseChestnut WayAmberley, Chestnut Way, Princes Risborough, HP27 9SD
Sold Oct 2000£300,000 | 4 Bed HouseChestnut WaySeagrams, Chestnut Way, Princes Risborough, HP27 9SD
Sold Sep 2000£165,000 | 3 Bed HouseChestnut WayWoodbine Cottage, Chestnut Way, Princes Risborough, HP27 9SB
Sold Sep 1999£137,950 | 3 Bed HouseChestnut Way1 Rose Cottages, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jul 1999£140,000 | 3 Bed HouseChestnut WayPelnee, Chestnut Way, Princes Risborough, HP27 9SD
Sold Nov 1998£142,500 | 3 Bed HouseChestnut WaySerendipity House, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jun 1998£242,500 | 5 Bed HouseChestnut WayChurch Farm Cottage, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jul 1997£129,000 | 3 Bed HouseChestnut WaySerendipity House, Chestnut Way, Princes Risborough, HP27 9SD
Sold Feb 1996£132,500 | 3 Bed HouseChestnut WayRycote, Chestnut Way, Princes Risborough, HP27 9SD
Sold Jan 1996£71,000 | 3 Bed HouseChestnut Way1 Rose Cottages, Chestnut Way, Princes Risborough, HP27 9SD
Top 3 Most Expensive Saleson Chestnut Way, Longwick, Princes Risborough, HP27
- Sold Jul 2016£782,500 | 5 Bed HouseChestnut WayChurch Farm Cottage, Chestnut Way, Princes Risborough, HP27 9SD
- Sold Jun 2020£780,000 | 5 Bed HouseChestnut WayThe Pantiles, Chestnut Way, Princes Risborough, HP27 9SD
- Sold Jul 2024£715,000 | 4 Bed HouseChestnut WaySeagrams, Chestnut Way, Princes Risborough, HP27 9SD
Nearby Streetsto Chestnut Way, Longwick, Princes Risborough, HP27
Chestnut Way, Longwick, Princes Risborough, HP27 is the 224th largest and the 129th most expensive street in the HP27 area.
- 100 mBarn Road, Longwick, Princes Risborough, HP279 Addresses
- 108 mBell Crescent, Longwick, Princes Risborough, HP2733 Addresses
- 115 mBoxer Road, Longwick, Princes Risborough, HP272 Addresses
- 116 mIvy Close, Longwick, Princes Risborough, HP2717 Addresses
- 125 mLittle Orchard Close, Longwick, Princes Risborough, HP274 Addresses
- 128 mWilliams Way, Longwick, Princes Risborough, HP2722 Addresses
Postcodeson Chestnut Way, Longwick, Princes Risborough, HP27
There are 2 postcodes on Chestnut Way, Longwick, Princes Risborough, HP27.
- House prices in HP27 9SB1 Addresses
- House prices in HP27 9SD32 Addresses
Property Typesin Chestnut Way
- 5 period houses built between 1800 and 1911
- 3 modern houses built after 1980
- 13 mid-century houses built between 1936 and 1979
- 5 houses of an unknown age
- 7 other addresses of unknown type
- period house (5)
- modern house (3)
- mid-century house (13)
- house (5)
- Unknown (7)
Energy Efficiencyof properties on Chestnut Way
- Energy Performance Certificate (EPC) surveys conducted for 21 properties.
- The dominant rating is D.
- A (0)
- E (2)
- B (0)
- F (1)
- C (3)
- G (0)
- D (15)
- No EPC (12)
Schools Nearbyto Chestnut Way, Longwick, Princes Risborough, HP27
The nearest primary school to Chestnut Way, Longwick, Princes Risborough, HP27 is Longwick Church of England Combined School which is 704 metres away.
- 704mLongwick Church of England Combined School
- 1.7kmPrinces Risborough Primary School
- 2.3kmMonks Risborough CofE Primary School
The nearest secondary school is Princes Risborough School which is 2.3 kilometres away.
- 2.3kmPrinces Risborough School
- 7.9kmThe Mandeville School
- 8.8kmJohn Colet School
More reading links
Public Transport Nearbyto Chestnut Way, Longwick, Princes Risborough, HP27
The closest station to Chestnut Way, Longwick, Princes Risborough, HP27 is Monks Risborough station which is 1.8 kilometres away.
- 1.8kmMonks Risborough
- 1.8kmPrinces Risborough
- 3.9kmLittle Kimble
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