Windsor StreetHouse Prices / South West, Cheltenham
Last updated Jun 2026
Key Street Insights
Windsor Street is a residential street with 54 addresses.
It ranks as the 649th largest and 495th most expensive of the 754 streets in the GL52 area. The dominant property type is a period house built between 1800 and 1911.
The street contains a total of 54 properties: 54 houses.
54
Properties
- Houses
Key Street Insights
Windsor Street is a residential street with 54 addresses.
It ranks as the 649th largest and 495th most expensive of the 754 streets in the GL52 area. The dominant property type is a period house built between 1800 and 1911.
The street contains a total of 54 properties: 54 houses.
54
Properties
- Houses
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House Priceson Windsor Street
Sale prices range from £359,930 for 3 bedroom freehold houses with a garden (775 ft2) to £738,115 for 5 bedroom freehold houses with a garden (2,131 ft2) .
Monthly rental prices range from £1,291 pcm for 3 bed houses to £2,190 pcm for 5 bed houses.
The gross rental yield is between 3.5% and 4.9%.
The average value per square foot is £383.
Average Sale Value
£516,108
Average Rental Value
£1,734 pcm
Average Rental Yield
4.0% /year
Average Value Per Sqft
£383 /ft2
Sales Market Trendson Windsor Street
The last sale on Windsor Street sold for £580,000 on 12th December 2025. Since then prices are up an average of 2.8%.
The current average value in the street is £516,108.
The Windsor Street Sales Market has increased by 37.5% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 0.1% | £516,108 |
| May 2025 | 0.9% | £515,543 |
| May 2024 | 0.3% | £510,803 |
| May 2023 | 3.7% | £509,442 |
| May 2022 | 11% | £491,443 |
| May 2021 | 5.2% | £442,593 |
| May 2020 | 2.2% | £420,743 |
| May 2019 | 1.1% | £411,848 |
| May 2018 | 3.8% | £407,335 |
| May 2017 | 4.6% | £392,487 |
| May 2016 | 8.4% | £375,362 |
| May 2015 | 4.2% | £346,353 |
| May 2014 | 7.1% | £332,492 |
| May 2013 | 1.4% | £310,313 |
| May 2012 | 0.3% | £306,139 |
| May 2011 | -1.5% | £305,163 |
| May 2010 | 9.9% | £309,777 |
| May 2009 | -10.7% | £281,921 |
| May 2008 | -1.8% | £315,663 |
| May 2007 | 0% | £321,530 |
Rental Market Trendson Windsor Street
The current average rental value in the street is £1,734.
The Windsor Street Rental Market has increased by 62.2% over the last 10 years.
| Period | Year on Year | Average Price |
|---|---|---|
| May 2026 | 3.5% | £1,734pcm |
| May 2025 | 4.8% | £1,676pcm |
| May 2024 | 10.9% | £1,599pcm |
| May 2023 | 11.7% | £1,441pcm |
| May 2022 | 8% | £1,290pcm |
| May 2021 | 5.9% | £1,194pcm |
| May 2020 | 2.4% | £1,128pcm |
| May 2019 | -0.2% | £1,102pcm |
| May 2018 | 1.6% | £1,104pcm |
| May 2017 | 1.7% | £1,087pcm |
| May 2016 | 6.9% | £1,069pcm |
| May 2015 | 1.7% | £1,000pcm |
| May 2014 | 5.3% | £984pcm |
| May 2013 | 0.9% | £934pcm |
| May 2012 | -0.1% | £926pcm |
| May 2011 | 3.5% | £927pcm |
| May 2010 | 5.1% | £895pcm |
| May 2009 | -9.1% | £852pcm |
| May 2008 | 4.7% | £937pcm |
| May 2007 | 0% | £895pcm |
Explore Propertieson Windsor Street, Cheltenham, GL52
- Kingston House, Windsor Street, Cheltenham, GL52 2DE4 bed house
- 1, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 2, Windsor Street, Cheltenham, GL52 2DE
- 3, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 4, Windsor Street, Cheltenham, GL52 2DE4 bed period house
- 5, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 6, Windsor Street, Cheltenham, GL52 2DE5 bed period house
- 7, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 8, Windsor Street, Cheltenham, GL52 2DE
- 9, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 10, Windsor Street, Cheltenham, GL52 2DE5 bed period house
- 11, Windsor Street, Cheltenham, GL52 2DG4 bed house
- 12, Windsor Street, Cheltenham, GL52 2DE5 bed modern house
- 13, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 14, Windsor Street, Cheltenham, GL52 2DE
- 15, Windsor Street, Cheltenham, GL52 2DG
- 16, Windsor Street, Cheltenham, GL52 2DE5 bed period house
- 17, Windsor Street, Cheltenham, GL52 2DG
- 18, Windsor Street, Cheltenham, GL52 2DE5 bed period house
- 19, Windsor Street, Cheltenham, GL52 2DG
- 20, Windsor Street, Cheltenham, GL52 2DE
- 21, Windsor Street, Cheltenham, GL52 2DG4 bed period house
- 22, Windsor Street, Cheltenham, GL52 2DE
- 23, Windsor Street, Cheltenham, GL52 2DG
- 24, Windsor Street, Cheltenham, GL52 2DE4 bed period house
- 25, Windsor Street, Cheltenham, GL52 2DG
- 26, Windsor Street, Cheltenham, GL52 2DE4 bed period house
- 27, Windsor Street, Cheltenham, GL52 2DG
- 28, Windsor Street, Cheltenham, GL52 2DE
- 30, Windsor Street, Cheltenham, GL52 2DE
- 31, Windsor Street, Cheltenham, GL52 2DG
- 32, Windsor Street, Cheltenham, GL52 2DE3 bed period house
- 33A, Windsor Street, Cheltenham, GL52 2DG3 bed modern house
- 33B, Windsor Street, Cheltenham, GL52 2DG3 bed modern house
- 33C, Windsor Street, Cheltenham, GL52 2DG3 bed modern house
- 33, Windsor Street, Cheltenham, GL52 2DG3 bed period house
- 34, Windsor Street, Cheltenham, GL52 2DE3 bed period house
- 36, Windsor Street, Cheltenham, GL52 2DE
- 38, Windsor Street, Cheltenham, GL52 2DE
- 40, Windsor Street, Cheltenham, GL52 2DE
- 42, Windsor Street, Cheltenham, GL52 2DE3 bed period house
- 44, Windsor Street, Cheltenham, GL52 2DE
- 46, Windsor Street, Cheltenham, GL52 2DE
- 48, Windsor Street, Cheltenham, GL52 2DE3 bed modern house
- 50, Windsor Street, Cheltenham, GL52 2DE3 bed modern house
- 52, Windsor Street, Cheltenham, GL52 2DE
- 54, Windsor Street, Cheltenham, GL52 2DE4 bed modern house
- 56, Windsor Street, Cheltenham, GL52 2DE
- 58, Windsor Street, Cheltenham, GL52 2DE4 bed modern house
- 60, Windsor Street, Cheltenham, GL52 2DE3 bed modern house
- 62, Windsor Street, Cheltenham, GL52 2DE2 bed modern house
- 64, Windsor Street, Cheltenham, GL52 2DE4 bed modern house
- 66, Windsor Street, Cheltenham, GL52 2DE
- 68, Windsor Street, Cheltenham, GL52 2DE4 bed modern house
Sales Historyon Windsor Street, Cheltenham, GL52
The last sale was on 12th December 2025 for £580,000 and since then the market in the area has increased by 2.8%. The street has had a total of 107 sales since 1995.
Windsor Street, Cheltenham, GL52 has seen 7 sales in the last three years and 1 sale in the last twelve months.
Sold Dec 2025£580,000 | 4 Bed HouseWindsor Street64, Windsor Street, Cheltenham, GL52 2DE
Sold Nov 2024£560,000 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold May 2024£405,000 | 3 Bed HouseWindsor Street42, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2024£610,000 | 5 Bed HouseWindsor Street18, Windsor Street, Cheltenham, GL52 2DE
Sold Feb 2024£295,000 | 3 Bed HouseWindsor Street3, Windsor Street, Cheltenham, GL52 2DG
Sold Dec 2023£500,000 | 3 Bed HouseWindsor Street9, Windsor Street, Cheltenham, GL52 2DG
Sold Sep 2023£615,000 | 3 Bed HouseWindsor Street48, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2022£715,000 | 5 Bed HouseWindsor Street6, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2021£394,000 | 3 Bed HouseWindsor Street33, Windsor Street, Cheltenham, GL52 2DG
Sold Jun 2021£353,000 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold Jan 2021£515,000 | 4 Bed HouseWindsor Street68, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2020£420,500 | 3 Bed HouseWindsor Street33A, Windsor Street, Cheltenham, GL52 2DG
Sold Feb 2020£269,000 | 3 Bed HouseWindsor Street1, Windsor Street, Cheltenham, GL52 2DG
Sold Jan 2020£410,000 | 3 Bed HouseWindsor Street33C, Windsor Street, Cheltenham, GL52 2DG
Sold Dec 2019£420,000 | 3 Bed HouseWindsor Street33B, Windsor Street, Cheltenham, GL52 2DG
Sold Sep 2019£400,000 | 4 Bed HouseWindsor Street11, Windsor Street, Cheltenham, GL52 2DG
Sold Sep 2019£530,000 | 5 Bed HouseWindsor Street6, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2018£470,000 | 5 Bed HouseWindsor Street12, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 2018£515,000 | 3 Bed HouseWindsor Street48, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2018£467,500 | 3 Bed HouseWindsor Street50, Windsor Street, Cheltenham, GL52 2DE
Sold May 2018£425,000 | 3 Bed HouseWindsor Street9, Windsor Street, Cheltenham, GL52 2DG
Sold Mar 2018£445,000 | 4 Bed HouseWindsor Street4, Windsor Street, Cheltenham, GL52 2DE
Sold Feb 2018£465,000 | 4 Bed HouseWindsor Street58, Windsor Street, Cheltenham, GL52 2DE
Sold Nov 2017£500,000 | 2 Bed HouseWindsor Street62, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2017£310,000 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2017£395,000 | 3 Bed HouseWindsor Street48, Windsor Street, Cheltenham, GL52 2DE
Sold Jan 2017£320,000 | 3 Bed HouseWindsor Street5, Windsor Street, Cheltenham, GL52 2DG
Sold Jun 2016£294,500 | 4 Bed HouseWindsor Street11, Windsor Street, Cheltenham, GL52 2DG
Sold Sep 2015£342,500 | 4 Bed HouseWindsor Street54, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2014£360,000 | 5 Bed HouseWindsor Street10, Windsor Street, Cheltenham, GL52 2DE
Sold Mar 2014£349,000 | 3 Bed HouseWindsor Street50, Windsor Street, Cheltenham, GL52 2DE
Sold Nov 2013£280,000 | 3 Bed HouseWindsor Street9, Windsor Street, Cheltenham, GL52 2DG
Sold Jul 2012£260,000 | 3 Bed HouseWindsor Street7, Windsor Street, Cheltenham, GL52 2DG
Sold Jun 2012£414,000 | 4 Bed HouseWindsor StreetKingston House, Windsor Street, Cheltenham, GL52 2DE
Sold May 2012£220,000 | 4 Bed HouseWindsor Street11, Windsor Street, Cheltenham, GL52 2DG
Sold May 2012£355,000 | 4 Bed HouseWindsor Street4, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 2011£180,500 | 3 Bed HouseWindsor Street32, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 2010£242,500 | 3 Bed HouseWindsor Street42, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 2010£340,051 | 4 Bed HouseWindsor Street58, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2010£365,000 | 2 Bed HouseWindsor Street62, Windsor Street, Cheltenham, GL52 2DE
Sold Feb 2010£327,000 | 5 Bed HouseWindsor Street6, Windsor Street, Cheltenham, GL52 2DE
Sold Nov 2009£341,000 | 4 Bed HouseWindsor Street4, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2007£330,000 | 5 Bed HouseWindsor Street18, Windsor Street, Cheltenham, GL52 2DE
Sold May 2007£205,500 | 3 Bed HouseWindsor Street33, Windsor Street, Cheltenham, GL52 2DG
Sold Feb 2007£342,621 | 4 Bed HouseWindsor StreetKingston House, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 2006£235,000 | 3 Bed HouseWindsor Street9, Windsor Street, Cheltenham, GL52 2DG
Sold Nov 2006£296,050 | 4 Bed HouseWindsor Street28, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2006£280,000 | 5 Bed HouseWindsor Street6, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2006£235,000 | 3 Bed HouseWindsor Street7, Windsor Street, Cheltenham, GL52 2DG
Sold Jul 2006£185,000 | 3 Bed HouseWindsor Street32, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2006£330,000 | 3 Bed HouseWindsor Street48, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2006£310,000 | 4 Bed HouseWindsor Street52, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2006£320,000 | 4 Bed HouseWindsor Street56, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2006£304,000 | 3 Bed HouseWindsor Street50, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2006£330,000 | 4 Bed HouseWindsor Street58, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2006£249,950 | 3 Bed HouseWindsor Street60, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 2006£230,000 | 4 Bed HouseWindsor Street21, Windsor Street, Cheltenham, GL52 2DG
Sold Jun 2006£172,000 | 3 Bed HouseWindsor Street42, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2006£285,000 | 2 Bed HouseWindsor Street62, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2006£310,000 | 4 Bed HouseWindsor Street66, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2006£325,000 | 4 Bed HouseWindsor Street64, Windsor Street, Cheltenham, GL52 2DE
Sold Mar 2006£330,000 | 4 Bed HouseWindsor Street68, Windsor Street, Cheltenham, GL52 2DE
Sold Feb 2006£320,000 | 4 Bed HouseWindsor Street54, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2005£199,500 | 4 Bed HouseWindsor Street28, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2005£199,000 | 3 Bed HouseWindsor Street31, Windsor Street, Cheltenham, GL52 2DG
Sold Jul 2005£180,000 | 4 Bed HouseWindsor Street21, Windsor Street, Cheltenham, GL52 2DG
Sold May 2005£228,500 | 3 Bed HouseWindsor Street7, Windsor Street, Cheltenham, GL52 2DG
Sold May 2005£230,000 | 3 Bed HouseWindsor Street5, Windsor Street, Cheltenham, GL52 2DG
Sold Jan 2005£290,000 | 5 Bed HouseWindsor Street20, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 2004£165,000 | 3 Bed HouseWindsor Street30, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2004£202,000 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 2004£317,500 | 4 Bed HouseWindsor Street4, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2004£259,500 | 4 Bed HouseWindsor Street2, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2004£185,000 | 4 Bed HouseWindsor Street28, Windsor Street, Cheltenham, GL52 2DE
Sold Jul 2004£212,500 | 4 Bed HouseWindsor Street11, Windsor Street, Cheltenham, GL52 2DG
Sold May 2004£288,000 | 5 Bed HouseWindsor Street12, Windsor Street, Cheltenham, GL52 2DE
Sold Jan 2004£165,000 | 3 Bed HouseWindsor Street31, Windsor Street, Cheltenham, GL52 2DG
Sold Dec 2003£300,000 | 5 Bed HouseWindsor Street10, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 2003£227,500 | 4 Bed HouseWindsor Street24, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2003£190,000 | 4 Bed HouseWindsor Street19, Windsor Street, Cheltenham, GL52 2DG
Sold Sep 2003£168,000 | 4 Bed HouseWindsor Street27, Windsor Street, Cheltenham, GL52 2DG
Sold Jan 2003£245,000 | 5 Bed HouseWindsor Street10, Windsor Street, Cheltenham, GL52 2DE
Sold Sep 2002£228,000 | 3 Bed HouseWindsor Street17, Windsor Street, Cheltenham, GL52 2DG
Sold Jun 2002£115,000 | 3 Bed HouseWindsor Street44, Windsor Street, Cheltenham, GL52 2DE
Sold Jan 2002£133,000 | 3 Bed HouseWindsor Street36, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 2001£117,000 | 4 Bed HouseWindsor Street27, Windsor Street, Cheltenham, GL52 2DG
Sold Dec 2000£159,000 | 4 Bed HouseWindsor Street26, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 2000£155,000 | 3 Bed HouseWindsor Street40, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 2000£178,000 | 5 Bed HouseWindsor Street20, Windsor Street, Cheltenham, GL52 2DE
Sold Mar 2000£55,000 | 3 Bed HouseWindsor Street33, Windsor Street, Cheltenham, GL52 2DG
Sold Jan 2000£94,995 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 1999£77,000 | 3 Bed HouseWindsor Street44, Windsor Street, Cheltenham, GL52 2DE
Sold Aug 1999£75,250 | 3 Bed HouseWindsor Street42, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 1999£113,000 | 5 Bed HouseWindsor Street18, Windsor Street, Cheltenham, GL52 2DE
Sold May 1999£89,500 | 3 Bed HouseWindsor Street32, Windsor Street, Cheltenham, GL52 2DE
Sold Oct 1998£75,000 | 3 Bed HouseWindsor Street32, Windsor Street, Cheltenham, GL52 2DE
Sold May 1998£76,950 | 4 Bed HouseWindsor Street11, Windsor Street, Cheltenham, GL52 2DG
Sold Aug 1997£48,250 | 4 Bed HouseWindsor Street23, Windsor Street, Cheltenham, GL52 2DG
Sold Apr 1997£45,950 | 3 Bed HouseWindsor Street42, Windsor Street, Cheltenham, GL52 2DE
Sold Mar 1997£56,000 | 3 Bed HouseWindsor Street30, Windsor Street, Cheltenham, GL52 2DE
Sold Jan 1997£38,000 | 3 Bed HouseWindsor Street30, Windsor Street, Cheltenham, GL52 2DE
Sold Dec 1996£60,000 | 3 Bed HouseWindsor Street1, Windsor Street, Cheltenham, GL52 2DG
Sold Aug 1996£46,500 | 4 Bed HouseWindsor Street27, Windsor Street, Cheltenham, GL52 2DG
Sold Jul 1996£54,000 | 3 Bed HouseWindsor Street34, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 1996£67,000 | 5 Bed HouseWindsor Street20, Windsor Street, Cheltenham, GL52 2DE
Sold Apr 1996£57,000 | 4 Bed HouseWindsor Street24, Windsor Street, Cheltenham, GL52 2DE
Sold Jun 1995£59,000 | 3 Bed HouseWindsor Street7, Windsor Street, Cheltenham, GL52 2DG
Top 3 Most Expensive Saleson Windsor Street, Cheltenham, GL52
Nearby Streetsto Windsor Street, Cheltenham, GL52
Windsor Street, Cheltenham, GL52 is the 649th largest and the 495th most expensive street in the GL52 area.
- 55 mPrestbury Close, Cheltenham, GL5211 Addresses
- 64 mPittville Crescent Lane, Cheltenham, GL5224 Addresses
- 91 mPittville Crescent, Cheltenham, GL5271 Addresses
- 160 mHine Gardens, Cheltenham, GL5216 Addresses
- 164 mCordwainers Road, Cheltenham, GL5230 Addresses
- 208 mLittle Cleevemount, Cheltenham, GL5212 Addresses
Postcodeson Windsor Street, Cheltenham, GL52
There are 2 postcodes on Windsor Street, Cheltenham, GL52.
- House prices in GL52 2DG19 Addresses
- House prices in GL52 2DE35 Addresses
Property Typesin Windsor Street
- 18 period houses built between 1800 and 1911
- 12 modern houses built after 1980
- 2 houses of an unknown age
- 22 other addresses of unknown type
- period house (18)
- modern house (12)
- house (2)
- Unknown (22)
Energy Efficiencyof properties on Windsor Street
- Energy Performance Certificate (EPC) surveys conducted for 30 properties.
- The dominant rating is C.
- A (0)
- E (5)
- B (3)
- F (0)
- C (14)
- G (0)
- D (8)
- No EPC (24)
Schools Nearby
The nearest primary school to Windsor Street, Cheltenham, GL52 is Dunalley Primary School, which is 500 metres away.
- 500mDunalley Primary School
- 700mHoly Trinity Church of England Primary School
- 900mOakwood Primary School
The nearest secondary school is Pittville School, which is 400 metres away.
- 400mPittville School
- 3.2kmBalcarras School
- 3.2kmAll Saints' Academy, Cheltenham
More reading links
Public Transport Nearby
The closest station to Windsor Street, Cheltenham, GL52 is Cheltenham Spa station, which is 2.7 kilometres away.
- 2.7kmCheltenham Spa
- 10.6kmAshchurch for Tewkesbury
- 12.9kmGloucester
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