House Price Watch
100 most expensive houses in Cheltenham
Cheltenham, nestled in Gloucestershire, has seen a remarkable real estate landscape with 77,187 sales since 1995. Among the 100 most expensive houses, the priciest sold for an impressive £3,920,000 in 2022, while the least expensive fetched £1,850,000. Notably, 8 of these luxurious homes are located on the same street, Charlton Park Gate. The latest sale recorded on this list occurred in 2025, showcasing the ongoing appeal of this charming area.
Sold in November 2022
landscape daisy bank road, gloucestershire
£3,920,000
Sold in August 2016
mulberry house daisy bank road, gloucestershire
£3,880,000
Sold in June 2024
34 bafford lane, gloucestershire
£3,850,000
4.
Sold in September 2021
2 cudnall street, gloucestershire
£3,800,000
5.
Sold in July 2019
45 the park, gloucestershire
£3,750,000
6.
Sold in September 2021
landscape daisy bank road, gloucestershire
£3,750,000
7.
Sold in June 2022
6 charlton park gate, gloucestershire
£3,500,000
8.
Sold in 2022
3 charlton park gate, gloucestershire
£3,400,000
9.
Sold in March 2023
the lawn balcarras road, gloucestershire
£3,273,000
10.
Sold in October 2025
the ridge ashley road, gloucestershire
£3,250,000
Most expensive houses in areas around Cheltenham
£10,500,000
167.86%
£7,825,000
99.62%
£4,720,000
20.41%
£1,930,000
-50.77%
£1,725,000
-55.99%
£10,500,000
167.86%
11.
Sold in July 2021
juniper house malvern road, gloucestershire
£3,200,000
12.
Sold in May 2025
top of the hill ashley road, gloucestershire
£3,125,000
13.
Sold in March 2021
maple house bayshill road, gloucestershire
£3,100,000
14.
Sold in March 2025
cherry court ashley road, gloucestershire
£3,100,000
15.
Sold in 2020
10 charlton park gate, gloucestershire
£3,100,000
16.
Sold in October 2018
2 cudnall street, gloucestershire
£3,000,000
17.
Sold in November 2022
9 the park, gloucestershire
£2,925,000
18.
Sold in September 2019
park lodge , cheltenham
£2,900,000
19.
Sold in March 2022
12 royal parade, gloucestershire
£2,850,000
20.
Sold in September 2019
wenbans ashley road, gloucestershire
£2,850,000
21.
Sold in November 2022
10 royal parade, gloucestershire
£2,825,000
22.
Sold in March 2024
42 lansdown road, gloucestershire
£2,700,000
23.
Sold in October 2021
30 moorend park road, gloucestershire
£2,700,000
24.
Sold in October 2017
9 malvern place, gloucestershire
£2,600,000
25.
Sold in September 2010
douro court douro road, gloucestershire
£2,500,000
26.
Sold in April 2010
61 the park, gloucestershire
£2,500,000
27.
Sold in June 2015
glenmore lodge wellington square, gloucestershire
£2,500,000
28.
Sold in 2019
field cottage stanley road, gloucestershire
£2,500,000
29.
Sold in June 2021
skyview house birchley road, gloucestershire
£2,475,000
30.
Sold in December 2017
34 bafford lane, gloucestershire
£2,450,000
31.
Sold in May 2017
35 the park, gloucestershire
£2,400,000
32.
Sold in September 2024
2 greenway park, gloucestershire
£2,400,000
33.
Sold in April 2025
amalevia , cheltenham
£2,383,250
34.
Sold in July 2021
ellingham house flat 4, cheltenham
£2,375,000
35.
Sold in October 2021
93 pittville lawn, gloucestershire
£2,375,000
36.
Sold in February 2011
bardowie sandy lane road, gloucestershire
£2,375,000
37.
Sold in February 2011
bardowie sandy lane road, gloucestershire
£2,375,000
38.
Sold in July 2018
oaklands balcarras road, gloucestershire
£2,350,000
39.
Sold in August 2020
elysium ham road, gloucestershire
£2,350,000
40.
Sold in June 2022
under oaks battledown approach, gloucestershire
£2,300,000
41.
Sold in July 2007
drake house malvern road, gloucestershire
£2,250,000
42.
Sold in July 2021
11 royal parade, gloucestershire
£2,250,000
43.
Sold in November 2019
the meadows birchley road, gloucestershire
£2,250,000
44.
Sold in April 2019
12 charlton park gate, gloucestershire
£2,250,000
45.
Sold in September 2022
10 tivoli road, gloucestershire
£2,225,000
46.
Sold in February 2020
14 eldorado road, gloucestershire
£2,200,000
47.
Sold in September 2019
35 tivoli road, gloucestershire
£2,200,000
48.
Sold in July 2021
savoy house ashley road, gloucestershire
£2,200,000
49.
Sold in December 2013
3 charlton park gate, gloucestershire
£2,200,000
50.
Sold in October 2019
1 lansdown terrace, gloucestershire
£2,150,000
51.
Sold in April 2021
devon place devon avenue, gloucestershire
£2,150,000
52.
Sold in August 2020
acorns oakley road, gloucestershire
£2,150,000
53.
Sold in April 2020
6 college lawn, gloucestershire
£2,150,000
54.
Sold in March 2025
21 greatfield drive, gloucestershire
£2,150,000
55.
Sold in October 2023
21 tivoli road, gloucestershire
£2,120,000
56.
Sold in July 2021
st. philips lodge , cheltenham
£2,100,000
57.
Sold in July 2022
70 hatherley road, gloucestershire
£2,100,000
58.
Sold in February 2022
7a undercliffe avenue, gloucestershire
£2,100,000
59.
Sold in September 2022
4 greatfield drive, gloucestershire
£2,100,000
60.
Sold in April 2020
the stables daisy bank road, gloucestershire
£2,100,000
61.
Sold in September 2024
idsall house high street, gloucestershire
£2,060,000
62.
Sold in May 2017
the ridge ashley road, gloucestershire
£2,050,000
63.
Sold in September 2022
27 imperial square, gloucestershire
£2,020,000
64.
Sold in August 2014
3 montpellier parade, gloucestershire
£2,000,000
65.
Sold in November 2024
18 eldorado road, gloucestershire
£2,000,000
66.
Sold in December 2014
greenfield flat 2, cheltenham
£2,000,000
67.
Sold in June 2014
oakley house oakley road, gloucestershire
£2,000,000
68.
Sold in September 2018
ravensworth thirlestaine road, gloucestershire
£2,000,000
69.
Sold in November 2005
9 charlton park gate, gloucestershire
£2,000,000
70.
Sold in February 2022
7b undercliffe avenue, gloucestershire
£2,000,000
71.
Sold in 2023
15 sandy lane, gloucestershire
£2,000,000
72.
Sold in March 2014
willowmead oakley road, gloucestershire
£1,999,995
73.
Sold in May 2014
18 park place, gloucestershire
£1,999,000
74.
Sold in December 2020
21 tivoli road, gloucestershire
£1,998,450
75.
Sold in May 2017
12 charlton park gate, gloucestershire
£1,957,000
76.
Sold in July 2018
6 tivoli road, gloucestershire
£1,950,000
77.
Sold in July 2021
the old rectory wellington square, gloucestershire
£1,950,000
78.
Sold in March 2024
2 sovereign view, gloucestershire
£1,950,000
79.
Sold in February 2022
21 greatfield drive, gloucestershire
£1,950,000
80.
Sold in November 2017
cliff house , gloucestershire
£1,950,000
81.
Sold in November 2020
5 pittville crescent, gloucestershire
£1,948,000
82.
Sold in 2022
chequers sandy lane road, gloucestershire
£1,930,000
83.
Sold in September 2014
toynton ashley road, gloucestershire
£1,925,000
84.
Sold in April 2021
8 cudnall street, gloucestershire
£1,925,000
85.
Sold in August 2019
douro villa douro road, gloucestershire
£1,900,000
86.
Sold in 2022
rosecourt the grove, gloucestershire
£1,900,000
87.
Sold in December 2023
laxton meadow , cheltenham
£1,900,000
88.
Sold in October 2022
ravenswood stanley road, gloucestershire
£1,900,000
89.
Sold in July 2021
22 imperial square, gloucestershire
£1,895,000
90.
Sold in October 2023
14 charlton park gate, gloucestershire
£1,895,000
91.
Sold in November 2022
15 deep street, gloucestershire
£1,875,000
92.
Sold in December 2022
sky fall hillcourt road, gloucestershire
£1,875,000
93.
Sold in March 2024
the briars , cheltenham
£1,875,000
94.
Sold in July 2017
31 imperial square, gloucestershire
£1,860,000
Sold for a lower amount since this price
95.
Sold in December 2021
31 imperial square, gloucestershire
£1,850,000
96.
Sold in September 2022
5 christchurch road, gloucestershire
£1,850,000
97.
Sold in October 2024
5 christchurch road, gloucestershire
£1,850,000
98.
Sold in December 2024
11 tivoli road, gloucestershire
£1,850,000
99.
Sold in December 2015
harwood house wellington square, gloucestershire
£1,850,000
100.
Sold in February 2022
detmore house london road, gloucestershire
£1,850,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Cheltenham is compiled from all-time residential sales recorded by the HM Land Registry. Each entry includes the sale price and transaction date. The dataset was last updated in September 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.