House Price Watch
100 most expensive houses in Grendon Underwood
Grendon Underwood, nestled in Aylesbury Vale, has seen a fascinating real estate market. The most expensive house sold for an impressive £1,020,000 in 2023, while the least expensive fetched £440,000. Notably, 49 of these homes are located on the same street, Main Street. Since 1995, the area has witnessed a total of 689 sales, showcasing its appeal and growth. The latest transaction recorded on the list occurred in 2025, highlighting the ongoing interest in this charming locale.
Sold in September 2023
the grove main street, buckinghamshire
£1,020,000
Sold in September 2019
the grove main street, buckinghamshire
£945,000
Sold in September 2004
coombe farmhouse main street, buckinghamshire
£870,000
4.
Sold in 2020
1 grange gardens, buckinghamshire
£860,000
5.
Sold in August 2019
broadway house , buckinghamshire
£830,000
6.
Sold in 2020
3 grange gardens, buckinghamshire
£802,000
7.
Sold in August 2025
1 manor gardens, buckinghamshire
£800,000
8.
Sold in July 2022
4 the firs, buckinghamshire
£792,500
9.
Sold in September 2019
brambles main street, buckinghamshire
£790,000
10.
Sold in August 2021
2 manor gardens, buckinghamshire
£785,000
Most expensive houses in areas around Grendon Underwood
£2,700,000
164.71%
£1,430,000
40.20%
£2,850,000
179.41%
£3,250,000
218.63%
£1,150,000
12.75%
£1,600,000
56.86%
£12,550,000
1130.39%
11.
Sold in August 2019
cartref barn carthovel lane, buckinghamshire
£775,000
12.
Sold in October 2015
2 horseshoes close, buckinghamshire
£775,000
13.
Sold in September 2023
four gables main street, buckinghamshire
£755,000
14.
Sold in August 2003
foxden house main street, buckinghamshire
£750,000
15.
Sold in December 2020
the chestnuts main street, buckinghamshire
£750,000
16.
Sold in July 2000
the manor main street, buckinghamshire
£748,000
17.
Sold in May 2022
orchard bungalow main street, buckinghamshire
£745,000
18.
Sold in May 2008
2 horseshoes close, buckinghamshire
£745,000
19.
Sold in April 2016
barn owls , buckinghamshire
£725,000
20.
Sold in May 2023
the beeches main street, buckinghamshire
£725,000
21.
Sold in October 2016
1 midsummer drive, buckinghamshire
£720,000
22.
Sold in May 2019
1 leonards gate, buckinghamshire
£710,000
23.
Sold in March 2025
roseberry main street, buckinghamshire
£705,000
24.
Sold in June 2019
daffodil cottage main street, buckinghamshire
£696,250
25.
Sold in February 2017
4 the firs, buckinghamshire
£690,000
26.
Sold in August 2025
2 leonards gate, buckinghamshire
£687,500
27.
Sold in February 2019
3 leonards gate, buckinghamshire
£679,950
Sold for a lower amount since this price
28.
Sold in July 2024
3 leonards gate, buckinghamshire
£675,000
29.
Sold in September 2019
3 george court, buckinghamshire
£675,000
30.
Sold in April 2021
2 george court, buckinghamshire
£670,000
31.
Sold in April 2017
5 the firs, buckinghamshire
£665,000
Sold for a lower amount since this price
32.
Sold in August 2020
5 the firs, buckinghamshire
£650,000
33.
Sold in May 2024
the folly main street, buckinghamshire
£650,000
34.
Sold in May 2019
14 leonards gate, buckinghamshire
£650,000
35.
Sold in June 2019
7 leonards gate, buckinghamshire
£650,000
36.
Sold in July 2019
2 leonards gate, buckinghamshire
£650,000
37.
Sold in October 2019
8 leonards gate, buckinghamshire
£650,000
38.
Sold in October 2017
old farm court main street, buckinghamshire
£640,000
Sold for a lower amount since this price
39.
Sold in July 2021
3 midsummer drive, buckinghamshire
£640,000
40.
Sold in December 2014
playwrights barn main street, buckinghamshire
£638,000
41.
Sold in April 2017
the meal house main street, buckinghamshire
£630,000
42.
Sold in September 2022
12 rumptons paddock, buckinghamshire
£630,000
43.
Sold in 2016
bernwode main street, buckinghamshire
£625,000
44.
Sold in October 2015
4 grange gardens, buckinghamshire
£625,000
45.
Sold in April 2025
9 rumptons paddock, buckinghamshire
£606,000
46.
Sold in May 2015
2 grange gardens, buckinghamshire
£605,000
47.
Sold in April 2023
5 george court, buckinghamshire
£600,000
48.
Sold in November 2012
3 george court, buckinghamshire
£599,950
49.
Sold in November 2021
shakespeare barn main street, buckinghamshire
£599,000
50.
Sold in March 2021
2 prune farm cottages, buckinghamshire
£595,000
51.
Sold in 2015
2 george court, buckinghamshire
£595,000
52.
Sold in March 2011
1 grange gardens, buckinghamshire
£590,000
53.
Sold in September 2017
old farm court main street, buckinghamshire
£584,000
54.
Sold in June 2017
11 rumptons paddock, buckinghamshire
£580,000
55.
Sold in December 2014
2 midsummer drive, buckinghamshire
£580,000
56.
Sold in August 2019
3 the firs, buckinghamshire
£575,000
57.
Sold in September 2020
mendip main street, buckinghamshire
£570,000
58.
Sold in October 2024
1 rumptons paddock, buckinghamshire
£565,000
59.
Sold in April 2008
16 rumptons paddock, buckinghamshire
£555,000
60.
Sold in July 2013
1 the ridings, buckinghamshire
£550,000
61.
Sold in 2019
2 rickyard grove, buckinghamshire
£550,000
62.
Sold in June 2012
playwrights barn main street, buckinghamshire
£550,000
63.
Sold in October 2018
the folly main street, buckinghamshire
£550,000
64.
Sold in March 2021
12 leonards gate, buckinghamshire
£550,000
65.
Sold in June 2006
the olde bakery main street, buckinghamshire
£545,000
66.
Sold in September 2011
sharps hill farm bicester road, buckinghamshire
£540,000
67.
Sold in May 2024
shillingbury main street, buckinghamshire
£535,000
68.
Sold in March 2020
west end main street, buckinghamshire
£530,000
69.
Sold in 2018
12 leonards gate, buckinghamshire
£529,950
70.
Sold in December 2018
1 rickyard grove, buckinghamshire
£525,000
71.
Sold in August 2005
3 grange gardens, buckinghamshire
£525,000
72.
Sold in July 2013
3 the ridings, buckinghamshire
£500,000
73.
Sold in September 2022
beavers bank main street, buckinghamshire
£500,000
74.
Sold in September 2015
grange cottage main street, buckinghamshire
£500,000
75.
Sold in November 2019
13 leonards gate, buckinghamshire
£499,995
76.
Sold in July 2014
finemere house main street, buckinghamshire
£490,000
77.
Sold in September 2014
oakfield lodge main street, buckinghamshire
£490,000
78.
Sold in November 2021
grove lee main street, buckinghamshire
£485,000
79.
Sold in December 2000
oakfield house main street, buckinghamshire
£485,000
80.
Sold in 2024
pump cottage bicester road, buckinghamshire
£480,000
81.
Sold in 2017
crucks main street, buckinghamshire
£480,000
82.
Sold in November 2015
1 george court, buckinghamshire
£480,000
83.
Sold in May 2021
8 darleys close, buckinghamshire
£475,000
84.
Sold in 2007
bridleways lodge main street, buckinghamshire
£475,000
85.
Sold in December 2009
the beeches main street, buckinghamshire
£475,000
86.
Sold in September 2019
8 rumptons paddock, buckinghamshire
£475,000
87.
Sold in February 2021
1 rumptons paddock, buckinghamshire
£475,000
88.
Sold in 2003
shakespeare house main street, buckinghamshire
£475,000
89.
Sold in September 2024
6 darleys close, buckinghamshire
£470,000
90.
Sold in July 2013
manorside main street, buckinghamshire
£470,000
91.
Sold in December 2018
staveley main street, buckinghamshire
£460,000
92.
Sold in November 2019
3 lear lane, buckinghamshire
£459,202
Sold for a lower amount since this price
93.
Sold in November 2019
4 lear lane, buckinghamshire
£459,202
94.
Sold in November 2019
8 lear lane, buckinghamshire
£459,202
95.
Sold in May 2011
roseberry main street, buckinghamshire
£458,500
96.
Sold in June 2024
oak tree cottages main street, buckinghamshire
£455,000
97.
Sold in July 2014
crimond main street, buckinghamshire
£450,000
Sold for a lower amount since this price
98.
Sold in May 2022
lammas close main street, buckinghamshire
£450,000
99.
Sold in September 2023
2 bakery close, buckinghamshire
£447,500
100.
Sold in June 2016
teasel cottage main street, buckinghamshire
£440,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Grendon Underwood 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.