House Price Watch
100 most expensive houses in Littleton and Harestock
In the charming area of Littleton and Harestock, part of Winchester, the real estate market has seen some impressive transactions. The most expensive house sold for £2,200,000 back in 2001, while the least expensive on the list was £855,000. Remarkably, eight houses on this list are located on the same street, Main Road, North Drive. Since 1995, there have been 1,637 sales in the area, with the latest sale recorded in 2025.
Sold in October 2001
littleton manor , hampshire
£2,200,000
Sold in May 2024
watermans cottage new road, hampshire
£1,737,500
Sold in March 2019
highland house main road, hampshire
£1,700,000
4.
Sold in June 2022
17 the hall way, hampshire
£1,602,006
5.
Sold in June 2024
9 larg drive, hampshire
£1,600,000
6.
Sold in 2022
moorcroft buchanans place, hampshire
£1,537,500
7.
Sold in July 2024
hafod , winchester
£1,500,000
8.
Sold in April 2022
valetta deane down drove, hampshire
£1,500,000
9.
Sold in May 2018
cannings buchanans place, hampshire
£1,500,000
10.
Sold in July 2021
109 harestock road, hampshire
£1,460,000
Most expensive houses in areas around Littleton and Harestock
£3,365,000
52.95%
£2,400,000
9.09%
£3,450,000
56.82%
£2,865,000
30.23%
£16,000,000
627.27%
£5,350,000
143.18%
£18,500,000
740.91%
11.
Sold in September 2024
meadow view , winchester
£1,413,000
12.
Sold in June 2015
highland house main road, hampshire
£1,375,000
13.
Sold in October 2021
south lodge south drive, hampshire
£1,370,000
14.
Sold in March 2018
aubrey buchanans place, hampshire
£1,325,000
15.
Sold in May 2018
baileys buchanans place, hampshire
£1,300,000
16.
Sold in May 2018
moorcroft buchanans place, hampshire
£1,300,000
17.
Sold in April 2025
crabwood cottage main road, hampshire
£1,298,500
18.
Sold in July 2021
tamarind new road, hampshire
£1,290,500
19.
Sold in September 2022
8 rewlands drive, hampshire
£1,276,500
20.
Sold in May 2017
bankside hilden way, hampshire
£1,250,000
21.
Sold in April 2021
4 main road, hampshire
£1,235,000
22.
Sold in February 2024
15 rozelle close, hampshire
£1,230,000
23.
Sold in October 2021
17 harestock road, hampshire
£1,220,000
24.
Sold in August 2024
43 harestock road, hampshire
£1,212,500
25.
Sold in November 2016
flowerdown cottage deane down drove, hampshire
£1,200,000
26.
Sold in July 2021
red house main road, hampshire
£1,200,000
27.
Sold in August 2023
5 dale close, hampshire
£1,200,000
28.
Sold in October 2020
31a main road, hampshire
£1,190,000
29.
Sold in July 2024
hedworth house , winchester
£1,173,500
30.
Sold in November 2022
albany house , winchester
£1,160,000
31.
Sold in October 2021
38a main road, hampshire
£1,160,000
32.
Sold in March 2019
105 harestock road, hampshire
£1,150,000
33.
Sold in August 2023
5 dale close, hampshire
£1,150,000
34.
Sold in June 2023
rosemary fairclose drive, hampshire
£1,145,000
35.
Sold in April 2024
6 larg drive, hampshire
£1,115,000
36.
Sold in May 2020
court view , winchester
£1,114,000
37.
Sold in November 2022
4 rewlands drive, hampshire
£1,102,000
38.
Sold in May 2018
jardine deane down drove, hampshire
£1,095,000
39.
Sold in March 2022
32 main road, hampshire
£1,075,000
40.
Sold in November 2021
1 sir john moore close, hampshire
£1,075,000
41.
Sold in July 2021
4 three maids close, hampshire
£1,075,000
42.
Sold in May 2018
winlaw buchanans place, hampshire
£1,070,000
43.
Sold in June 2021
3 three maids close, hampshire
£1,060,000
44.
Sold in August 2022
14 main road, hampshire
£1,057,444
45.
Sold in September 2016
13 harestock road, hampshire
£1,050,000
46.
Sold in June 2024
20 andover road north, hampshire
£1,050,000
47.
Sold in August 2022
chestnuts deane down drove, hampshire
£1,050,000
48.
Sold in August 2016
spindles main road, hampshire
£1,050,000
49.
Sold in May 2024
3 pitter close, hampshire
£1,045,000
50.
Sold in May 2017
74 main road, hampshire
£1,040,000
Sold for a lower amount since this price
51.
Sold in November 2024
15 fyfield way, hampshire
£1,035,000
52.
Sold in April 2018
ashton buchanans place, hampshire
£1,035,000
53.
Sold in November 2020
112 harestock road, hampshire
£1,030,000
54.
Sold in October 2016
ingleheart , winchester
£1,030,000
55.
Sold in August 2019
broad view deane down drove, hampshire
£1,025,000
56.
Sold in February 2018
langford deane down drove, hampshire
£1,020,000
57.
Sold in May 2023
4 andover road north, hampshire
£1,000,000
58.
Sold in February 2017
17 harestock road, hampshire
£1,000,000
59.
Sold in July 2018
2 main road, hampshire
£1,000,000
60.
Sold in December 2022
merryfield kennel lane, hampshire
£1,000,000
61.
Sold in 2024
4 dale close, hampshire
£988,267
62.
Sold in June 2024
5 larg drive, hampshire
£975,000
63.
Sold in August 2011
rosehill hilden way, hampshire
£975,000
64.
Sold in April 2021
15 the hall way, hampshire
£975,000
65.
Sold in October 2023
4 valley road, hampshire
£975,000
66.
Sold in October 2022
the spinney rewlands drive, hampshire
£960,000
67.
Sold in September 2016
dunedin house south drive, hampshire
£955,000
68.
Sold in June 2021
2 sir john moore close, hampshire
£950,000
69.
Sold in 2018
9 pitter close, hampshire
£948,000
70.
Sold in August 2021
7 holm oak close, hampshire
£946,667
71.
Sold in February 2022
71 harestock road, hampshire
£940,000
72.
Sold in 2023
the pump house main road, hampshire
£937,500
73.
Sold in March 2021
33a main road, hampshire
£930,000
74.
Sold in September 2008
77 harestock road, hampshire
£925,000
75.
Sold in May 2021
14 main road, hampshire
£925,000
76.
Sold in May 2018
2 pitter close, hampshire
£920,000
77.
Sold in October 2017
4 holm oak close, hampshire
£920,000
78.
Sold in April 2025
12 main road, hampshire
£920,000
79.
Sold in August 2017
71 harestock road, hampshire
£915,000
80.
Sold in September 2021
berkswell rewlands drive, hampshire
£915,000
81.
Sold in November 2022
montroig rewlands drive, hampshire
£900,000
82.
Sold in May 2023
84 main road, hampshire
£900,000
83.
Sold in June 2023
goblins new road, hampshire
£897,000
84.
Sold in September 2003
rosemary cottage , winchester
£895,000
85.
Sold in April 2023
1 orient drive, hampshire
£890,000
86.
Sold in October 2019
yew tree house , winchester
£890,000
87.
Sold in August 2024
26 andover road north, hampshire
£888,180
88.
Sold in June 2023
74 main road, hampshire
£887,500
89.
Sold in 2016
11 harestock road, hampshire
£885,000
Sold for a lower amount since this price
90.
Sold in February 2022
llamedos , winchester
£885,000
91.
Sold in October 2019
1 pitter close, hampshire
£885,000
92.
Sold in March 2021
10 pitter close, hampshire
£880,000
93.
Sold in October 2025
2 lovett walk, hampshire
£875,000
94.
Sold in December 2011
woodpeckers larg drive, hampshire
£875,000
95.
Sold in 2019
72 main road, hampshire
£870,000
96.
Sold in December 2020
4 lovett walk, hampshire
£860,000
97.
Sold in December 2017
29 andover road north, hampshire
£860,000
98.
Sold in July 2021
12 rewlands drive, hampshire
£860,000
99.
Sold in September 2010
dutch cottage , winchester
£860,000
100.
Sold in May 2017
littledown , winchester
£855,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Littleton and Harestock 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.