House Price Watch
100 most expensive houses in Winslow
In the charming area of Winslow, part of Aylesbury Vale, the housing market has seen a fascinating range of sales. The most expensive house sold for an impressive £2,025,000 in 2010, while the least expensive fetched £550,000. Notably, 8 houses from the list are located on the same street: Horn Street, Old Tan Yard Close, and The Tannery. Since 1995, there have been a remarkable 3,392 sales in the area, with the latest transaction occurring 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
£1,430,000
-29.38%
£1,150,000
-43.21%
£1,600,000
-20.99%
£2,700,000
33.33%
£3,250,000
60.49%
£1,500,000
-25.93%
£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 29 March 2026 at 18:29 with the latest HM Land Registry data (February 2026). The Winslow dataset covers 208 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.