House Price Watch
100 most expensive houses in Upton St. Leonards
In the charming area of Upton St. Leonards, part of Stroud, the real estate market has seen some remarkable transactions. The most expensive house sold for an impressive £1,275,750 in 2019, while the least expensive on the list was £480,000. Notably, 16 houses share the same street, Bondend Road. Since 1995, there have been a total of 1396 sales, with the latest sale recorded in 2025. This vibrant community continues to attract buyers drawn by its unique offerings.
Sold in November 2019
edmonds hill upton hill, gloucestershire
£1,275,750
Sold in April 2019
upton knoll upton hill, gloucestershire
£950,000
Sold in November 2024
the barn bondend road, gloucestershire
£940,000
4.
Sold in August 2025
orchard lodge bondend lane, gloucestershire
£925,000
5.
Sold in August 2023
26 bondend road, gloucestershire
£890,000
6.
Sold in August 2012
cudhill house upton hill, gloucestershire
£880,000
7.
Sold in April 2022
woodstock upton lane, gloucestershire
£877,000
8.
Sold in April 2014
belmont house upton hill, gloucestershire
£875,000
9.
Sold in April 2019
new horizons upton hill, gloucestershire
£865,000
10.
Sold in October 2024
the manor house bondend lane, gloucestershire
£850,000
Most expensive houses in areas around Upton St. Leonards
£1,200,000
-5.94%
£2,750,000
115.56%
£1,750,000
37.17%
£2,750,000
115.56%
£2,000,000
56.77%
£1,675,000
31.30%
£7,825,000
513.36%
11.
Sold in July 2021
castle end the beacon, gloucestershire
£845,000
12.
Sold in September 2021
abbotswood cottage nuthill, gloucestershire
£775,000
13.
Sold in November 2024
2a twyver close, gloucestershire
£750,000
14.
Sold in 2017
pathways stanley walk, gloucestershire
£743,000
15.
Sold in November 2024
39 bondend road, gloucestershire
£736,000
16.
Sold in May 2017
glen rosa the ash path, gloucestershire
£725,500
17.
Sold in March 2025
meadow view bondend lane, gloucestershire
£725,000
18.
Sold in June 2017
fern house valley lane, gloucestershire
£720,000
19.
Sold in April 2017
cannons court 1, stroud
£715,000
20.
Sold in October 2006
little court rance lane, gloucestershire
£685,000
21.
Sold in July 2021
pinewood bondend lane, gloucestershire
£675,200
22.
Sold in August 2022
shanndon house the ash path, gloucestershire
£675,000
23.
Sold in September 2022
rosebank high street, gloucestershire
£675,000
24.
Sold in 2024
celtic court twyver close, gloucestershire
£675,000
25.
Sold in November 2024
the school house bondend lane, gloucestershire
£675,000
26.
Sold in December 2024
ambleside rance pitch, gloucestershire
£665,000
27.
Sold in September 2024
brimps cottage upton hill, gloucestershire
£660,000
28.
Sold in 2015
rooksmoor house nuthill, gloucestershire
£657,000
29.
Sold in 2023
103 bondend road, gloucestershire
£650,000
30.
Sold in April 2020
random green the ash path, gloucestershire
£645,000
31.
Sold in May 2021
5 rectory close, gloucestershire
£640,000
32.
Sold in July 2022
14 twyver close, gloucestershire
£640,000
33.
Sold in 2014
castle end the beacon, gloucestershire
£638,500
34.
Sold in April 2017
avalon upton hill, gloucestershire
£633,000
35.
Sold in August 2007
the barn bondend road, gloucestershire
£630,000
36.
Sold in October 2013
7 woodland green, gloucestershire
£627,000
Sold for a lower amount since this price
37.
Sold in December 2023
26 staites orchard, gloucestershire
£625,000
38.
Sold in May 2021
cannons court bondend road, gloucestershire
£620,000
39.
Sold in December 2020
tall firs , stroud
£610,000
40.
Sold in February 2022
laburnum bondend road, gloucestershire
£600,000
41.
Sold in August 2022
cambray the ash path, gloucestershire
£600,000
42.
Sold in June 2007
mardens cottage staites orchard, gloucestershire
£600,000
Sold for a lower amount since this price
43.
Sold in June 2007
montfort house the stanley, gloucestershire
£600,000
44.
Sold in December 2016
little hardwicke watery lane, gloucestershire
£600,000
45.
Sold in October 2025
45 churchfield road, gloucestershire
£595,000
46.
Sold in December 2024
47 churchfield road, gloucestershire
£590,000
47.
Sold in February 2021
laurel cottage high street, gloucestershire
£585,000
48.
Sold in March 2024
hill farm cottage upton hill, gloucestershire
£580,000
49.
Sold in February 2007
26 bondend road, gloucestershire
£580,000
50.
Sold in June 2017
17b bondend road, gloucestershire
£575,000
51.
Sold in August 2022
2 lady downe close, gloucestershire
£575,000
52.
Sold in September 2022
1 lady downe close, gloucestershire
£570,000
53.
Sold in 2019
the cross house portway, gloucestershire
£565,000
54.
Sold in December 2015
rosewood house rance lane, gloucestershire
£560,000
55.
Sold in August 2025
22 twyver close, gloucestershire
£557,500
56.
Sold in April 2024
10 twyver close, gloucestershire
£555,000
57.
Sold in 2022
cherry fayre pinlocks, gloucestershire
£550,000
58.
Sold in August 2009
mardens cottage staites orchard, gloucestershire
£550,000
59.
Sold in May 2005
old home farm house bondend road, gloucestershire
£550,000
60.
Sold in August 2017
17a bondend road, gloucestershire
£540,000
61.
Sold in May 2022
4 churchfield road, gloucestershire
£540,000
62.
Sold in 2009
glen rosa the ash path, gloucestershire
£535,000
63.
Sold in March 2017
cannons court bondend road, gloucestershire
£535,000
64.
Sold in July 2021
torshavn the ash path, gloucestershire
£530,000
65.
Sold in May 2022
19 six acres, gloucestershire
£530,000
66.
Sold in 2021
95 bondend road, gloucestershire
£525,000
67.
Sold in December 2024
4 twyver bank, gloucestershire
£522,500
68.
Sold in August 2022
rose cottage upton hill, gloucestershire
£520,000
69.
Sold in September 2022
penlan pinlocks, gloucestershire
£512,500
Sold for a lower amount since this price
70.
Sold in April 2021
fourways upton lane, gloucestershire
£512,000
71.
Sold in August 2023
12 churchfield road, gloucestershire
£510,000
72.
Sold in June 2013
holly bungalow painswick road, gloucestershire
£510,000
73.
Sold in December 2021
17 churchfield road, gloucestershire
£500,000
74.
Sold in October 2013
abbotts rill portway, gloucestershire
£500,000
75.
Sold in February 2024
brook cottage watery lane, gloucestershire
£500,000
76.
Sold in June 2019
16 twyver close, gloucestershire
£500,000
77.
Sold in July 2015
pincott farm nuthill, gloucestershire
£495,000
78.
Sold in August 2024
12 six acres, gloucestershire
£495,000
79.
Sold in 2002
pastures green upton hill, gloucestershire
£495,000
80.
Sold in June 2000
edmonds hill upton hill, gloucestershire
£495,000
81.
Sold in December 2004
hazel grove upton hill, gloucestershire
£495,000
82.
Sold in August 2003
twyver cottage high street, gloucestershire
£495,000
83.
Sold in October 2019
11 bondend road, gloucestershire
£490,000
84.
Sold in February 2008
19 bondend road, gloucestershire
£490,000
85.
Sold in July 2015
52 six acres, gloucestershire
£490,000
86.
Sold in September 2023
44 six acres, gloucestershire
£490,000
87.
Sold in August 2016
21 six acres, gloucestershire
£490,000
88.
Sold in April 2014
wyndel the stanley, gloucestershire
£490,000
89.
Sold in 2018
7 twyver close, gloucestershire
£490,000
90.
Sold in October 2020
63 walker road, gloucestershire
£489,995
91.
Sold in 2023
13 st leonards close, gloucestershire
£487,500
92.
Sold in 2009
high banks watery lane, gloucestershire
£487,500
93.
Sold in August 2003
26 bondend road, gloucestershire
£487,500
94.
Sold in March 2024
11 six acres, gloucestershire
£487,000
95.
Sold in July 2022
5 wilson close, gloucestershire
£485,000
96.
Sold in September 2021
69 walker road, gloucestershire
£484,995
97.
Sold in 2016
30 bondend road, gloucestershire
£483,000
98.
Sold in July 2023
gavaghans garden the ash path, gloucestershire
£480,000
Sold for a lower amount since this price
99.
Sold in March 2001
new horizons upton hill, gloucestershire
£480,000
100.
Sold in June 2024
25a bondend road, gloucestershire
£480,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Upton St. Leonards 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.