House Price Watch
100 most expensive houses in Grendon Underwood
Grendon Underwood, nestled in Aylesbury Vale, has seen a remarkable range of house sales over the years. The most expensive house sold for an impressive £1,020,000 in 2023, while the least expensive was priced at £440,000. Notably, 49 of these homes are located on the same street, Main Street. Since 1995, the area has witnessed a total of 694 sales, showcasing its vibrant real estate market, with the latest sale recorded in 2025.
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
£1,430,000
40.20%
£1,150,000
12.75%
£1,600,000
56.86%
£2,700,000
164.71%
£3,250,000
218.63%
£1,500,000
47.06%
£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
Sold for a lower amount since this price
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 29 March 2026 at 18:29 with the latest HM Land Registry data (December 2025). The Grendon Underwood dataset covers 44 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.