House Price Watch
100 most expensive houses in Winslow
In the charming area of Winslow, part of Aylesbury Vale, the real estate market has seen a fascinating range of house prices. The most expensive house sold for an impressive £2,025,000 in 2010, while the least expensive fetched £550,000. Notably, 8 of the homes on the list are located on the same street, including Horn Street, Old Tan Yard Close, and The Tannery. Since 1995, there have been a remarkable 3,379 sales in this vibrant community, with the latest sale recorded in 2025.
Sold in July 2010
winslow hall sheep street, buckinghamshire
£2,025,000
Sold in February 2024
tinkers corner horn street, buckinghamshire
£1,535,000
Sold in September 2010
old brickyard farm great horwood road, buckinghamshire
£1,315,000
4.
Sold in September 2022
chapel house horn street, buckinghamshire
£1,150,000
5.
Sold in 2016
home close tennis lane, buckinghamshire
£1,125,000
6.
Sold in July 2022
26 high street, buckinghamshire
£1,050,000
7.
Sold in June 2023
5d horn street, buckinghamshire
£969,999
8.
Sold in 2019
white lodge sheep street, buckinghamshire
£835,000
9.
Sold in June 2024
29 boot close, buckinghamshire
£825,000
10.
Sold in May 2024
5c horn street, buckinghamshire
£815,000
Most expensive houses in areas around Winslow
£2,700,000
33.33%
£1,430,000
-29.38%
£2,850,000
40.74%
£1,150,000
-43.21%
£1,600,000
-20.99%
£1,525,000
-24.69%
£12,550,000
519.75%
11.
Sold in May 2022
7 horn street, buckinghamshire
£785,000
12.
Sold in May 2021
20 horn street, buckinghamshire
£780,000
13.
Sold in June 2017
1 stocks close, buckinghamshire
£760,000
14.
Sold in August 2024
31 boot close, buckinghamshire
£760,000
15.
Sold in March 2020
27 buckingham road, buckinghamshire
£742,500
16.
Sold in November 2025
11 great horwood road, buckinghamshire
£740,000
17.
Sold in November 2024
2a magpie way, buckinghamshire
£730,000
18.
Sold in February 2025
30 sheep street, buckinghamshire
£725,000
19.
Sold in July 2024
16 boot close, buckinghamshire
£725,000
20.
Sold in August 2020
8 verney road, buckinghamshire
£715,000
21.
Sold in September 2018
55 station road, buckinghamshire
£715,000
22.
Sold in September 2013
20 horn street, buckinghamshire
£708,506
23.
Sold in July 2023
6 verney road, buckinghamshire
£690,000
24.
Sold in October 2016
55 sheep street, buckinghamshire
£690,000
25.
Sold in May 2024
14 boot close, buckinghamshire
£685,000
26.
Sold in May 2004
tinkers corner horn street, buckinghamshire
£677,500
27.
Sold in March 2024
12 boot close, buckinghamshire
£675,000
28.
Sold in March 2008
20 horn street, buckinghamshire
£672,500
29.
Sold in July 2021
10 horn street, buckinghamshire
£665,000
30.
Sold in July 2017
33 buckingham road, buckinghamshire
£665,000
31.
Sold in November 2022
2 claycutters, buckinghamshire
£660,000
32.
Sold in December 2018
39 verney road, buckinghamshire
£655,000
33.
Sold in December 2012
brook hall , aylesbury vale
£655,000
34.
Sold in November 2018
5 bevan court, buckinghamshire
£650,000
35.
Sold in October 2018
2 stocks close, buckinghamshire
£650,000
36.
Sold in April 2021
3 dene close, buckinghamshire
£650,000
37.
Sold in July 2021
2 verney road, buckinghamshire
£645,000
38.
Sold in March 2022
30 buckingham road, buckinghamshire
£645,000
39.
Sold in September 2003
11 swanbourne road, buckinghamshire
£645,000
40.
Sold in May 2021
2a granborough road, buckinghamshire
£640,000
41.
Sold in 2023
29 park road, buckinghamshire
£637,500
42.
Sold in February 2025
3 langley close, buckinghamshire
£630,000
43.
Sold in September 2014
26 horn street, buckinghamshire
£625,000
44.
Sold in September 2022
18 beamish way, buckinghamshire
£625,000
45.
Sold in September 2022
2 shepherds row, buckinghamshire
£625,000
46.
Sold in November 2021
3 claycutters, buckinghamshire
£625,000
47.
Sold in June 2023
22 boot close, buckinghamshire
£625,000
48.
Sold in July 2021
30 buckingham road, buckinghamshire
£622,500
49.
Sold in September 2022
fairlea , buckinghamshire
£616,000
50.
Sold in September 2022
1 parsons close, buckinghamshire
£615,000
51.
Sold in September 2017
23 station road, buckinghamshire
£615,000
52.
Sold in March 2012
36 sheep street, buckinghamshire
£615,000
53.
Sold in March 2012
40 sheep street, buckinghamshire
£615,000
54.
Sold in December 2021
22 elmside, buckinghamshire
£615,000
55.
Sold in 2025
10 millground field, buckinghamshire
£610,000
56.
Sold in 2006
9 sheep street, buckinghamshire
£605,000
57.
Sold in September 2016
51 verney road, buckinghamshire
£600,000
58.
Sold in March 2021
28 beamish way, buckinghamshire
£600,000
59.
Sold in 2024
22 turnham close, buckinghamshire
£600,000
60.
Sold in February 2002
9 sheep street, buckinghamshire
£600,000
61.
Sold in March 2007
5c horn street, buckinghamshire
£590,000
62.
Sold in September 2024
5 rolfe close, buckinghamshire
£590,000
63.
Sold in September 2025
10 chequers end, buckinghamshire
£590,000
64.
Sold in March 2024
10 pumpus green, buckinghamshire
£590,000
65.
Sold in December 2021
8 keach close, buckinghamshire
£590,000
66.
Sold in May 2018
28b verney road, buckinghamshire
£585,000
67.
Sold in March 2024
stoke villa , buckinghamshire
£585,000
68.
Sold in April 2017
42 beamish way, buckinghamshire
£585,000
69.
Sold in August 2016
10 verney road, buckinghamshire
£581,000
70.
Sold in March 2019
50 vicarage road, buckinghamshire
£580,000
71.
Sold in October 2014
6 verney road, buckinghamshire
£580,000
72.
Sold in June 2007
14 horn street, buckinghamshire
£575,000
73.
Sold in April 2017
23a station road, buckinghamshire
£575,000
74.
Sold in August 2022
31 beamish way, buckinghamshire
£575,000
75.
Sold in December 2025
4 rolfe close, buckinghamshire
£575,000
76.
Sold in September 1999
shipton mead swanbourne road, buckinghamshire
£575,000
77.
Sold in October 2022
7 great horwood road, buckinghamshire
£575,000
78.
Sold in October 2021
24 park road, buckinghamshire
£572,000
79.
Sold in March 2018
17 ovitts close, buckinghamshire
£572,000
80.
Sold in June 2022
7 beamish way, buckinghamshire
£570,000
81.
Sold in 2013
furze lane cottage furze lane, buckinghamshire
£565,000
82.
Sold in July 2024
2 highfield road, buckinghamshire
£565,000
83.
Sold in July 2022
24 turnham close, buckinghamshire
£565,000
84.
Sold in June 2022
4 minter rise, buckinghamshire
£565,000
85.
Sold in August 2025
31 sheep street, buckinghamshire
£565,000
86.
Sold in March 2025
2 elmside, buckinghamshire
£565,000
87.
Sold in September 2025
34 courthouse close, buckinghamshire
£565,000
88.
Sold in June 2007
9 horn street, buckinghamshire
£562,500
89.
Sold in April 2016
8 brook dene, buckinghamshire
£560,000
90.
Sold in August 2020
4 stocks close, buckinghamshire
£560,000
91.
Sold in February 2022
10 carters gate, buckinghamshire
£557,500
92.
Sold in September 2007
28 horn street, buckinghamshire
£555,555
93.
Sold in November 2017
6 horsemead piece, buckinghamshire
£555,000
94.
Sold in February 2022
9 carters gate, buckinghamshire
£555,000
95.
Sold in April 2022
12 john rawbone close, buckinghamshire
£552,500
96.
Sold in 2021
7 minter rise, buckinghamshire
£550,450
97.
Sold in November 2024
1 beamish way, buckinghamshire
£550,000
98.
Sold in April 2025
14 beamish way, buckinghamshire
£550,000
99.
Sold in April 2016
6 brook dene, buckinghamshire
£550,000
100.
Sold in July 2018
16 hazleton, buckinghamshire
£550,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Winslow 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 December 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.