House Price Watch

100 most expensive houses in Littleton and Harestock

In the charming neighborhoods of Littleton and Harestock, part of Winchester, the real estate scene showcases a fascinating range of homes. The most expensive house, sold for an impressive £2,200,000 in 2001, stands in stark contrast to the least expensive at £875,000. Notably, seven houses on the list are located on the same street, Buchanans Place, Deane Down Drove. With 1,658 sales recorded since 1995, the area continues to thrive, with the latest sale happening in 2026.

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

Crawley

£8,750,000

297.73%

Chilcomb

£2,400,000

9.09%

Compton and Shawford

£2,865,000

30.23%

Itchen Valley

£16,000,000

627.27%

Northington

£3,365,000

52.95%

Bighton

£2,375,000

7.95%

Winchester

£18,500,000

740.91%

11.

Sold in September 2024

meadow view , winchester

£1,413,000

12.

Sold in November 2025

97 harestock road, hampshire

£1,376,500

13.

Sold in June 2015

highland house main road, hampshire

£1,375,000

14.

Sold in October 2021

south lodge south drive, hampshire

£1,370,000

15.

Sold in March 2018

aubrey buchanans place, hampshire

£1,325,000

16.

Sold in May 2018

baileys buchanans place, hampshire

£1,300,000

17.

Sold in May 2018

moorcroft buchanans place, hampshire

£1,300,000

18.

Sold in April 2025

crabwood cottage main road, hampshire

£1,298,500

19.

Sold in July 2021

tamarind new road, hampshire

£1,290,500

20.

Sold in September 2022

8 rewlands drive, hampshire

£1,276,500

21.

Sold in May 2017

bankside hilden way, hampshire

£1,250,000

22.

Sold in April 2021

4 main road, hampshire

£1,235,000

23.

Sold in February 2024

15 rozelle close, hampshire

£1,230,000

24.

Sold in October 2021

17 harestock road, hampshire

£1,220,000

25.

Sold in August 2024

43 harestock road, hampshire

£1,212,500

26.

Sold in November 2016

flowerdown cottage deane down drove, hampshire

£1,200,000

27.

Sold in July 2021

red house main road, hampshire

£1,200,000

28.

Sold in August 2023

5 dale close, hampshire

£1,200,000

29.

Sold in October 2020

31a main road, hampshire

£1,190,000

30.

Sold in 2025

9 andover road north, hampshire

£1,185,000

31.

Sold in July 2024

hedworth house , winchester

£1,173,500

32.

Sold in February 2026

36 main road, hampshire

£1,162,056

33.

Sold in November 2022

albany house , winchester

£1,160,000

34.

Sold in October 2021

38a main road, hampshire

£1,160,000

35.

Sold in March 2019

105 harestock road, hampshire

£1,150,000

36.

Sold in August 2023

5 dale close, hampshire

£1,150,000

37.

Sold in June 2023

rosemary fairclose drive, hampshire

£1,145,000

38.

Sold in September 2025

honeymead south drive, hampshire

£1,140,000

39.

Sold in April 2024

6 larg drive, hampshire

£1,115,000

40.

Sold in May 2020

court view , winchester

£1,114,000

41.

Sold in November 2022

4 rewlands drive, hampshire

£1,102,000

42.

Sold in May 2018

jardine deane down drove, hampshire

£1,095,000

43.

Sold in March 2022

32 main road, hampshire

£1,075,000

44.

Sold in November 2021

1 sir john moore close, hampshire

£1,075,000

45.

Sold in July 2021

4 three maids close, hampshire

£1,075,000

46.

Sold in May 2018

winlaw buchanans place, hampshire

£1,070,000

47.

Sold in June 2021

3 three maids close, hampshire

£1,060,000

48.

Sold in August 2022

14 main road, hampshire

£1,057,444

49.

Sold in September 2016

13 harestock road, hampshire

£1,050,000

50.

Sold in June 2024

20 andover road north, hampshire

£1,050,000

51.

Sold in August 2022

chestnuts deane down drove, hampshire

£1,050,000

52.

Sold in August 2016

spindles main road, hampshire

£1,050,000

53.

Sold in May 2024

3 pitter close, hampshire

£1,045,000

54.

Sold in May 2017

74 main road, hampshire

£1,040,000

Sold for a lower amount since this price

55.

Sold in November 2024

15 fyfield way, hampshire

£1,035,000

56.

Sold in April 2018

ashton buchanans place, hampshire

£1,035,000

57.

Sold in November 2020

112 harestock road, hampshire

£1,030,000

58.

Sold in October 2016

ingleheart , winchester

£1,030,000

59.

Sold in August 2019

broad view deane down drove, hampshire

£1,025,000

60.

Sold in February 2018

langford deane down drove, hampshire

£1,020,000

61.

Sold in May 2023

4 andover road north, hampshire

£1,000,000

62.

Sold in February 2017

17 harestock road, hampshire

£1,000,000

63.

Sold in July 2018

2 main road, hampshire

£1,000,000

64.

Sold in December 2022

merryfield kennel lane, hampshire

£1,000,000

65.

Sold in 2024

4 dale close, hampshire

£988,267

66.

Sold in June 2024

5 larg drive, hampshire

£975,000

67.

Sold in August 2011

rosehill hilden way, hampshire

£975,000

68.

Sold in April 2021

15 the hall way, hampshire

£975,000

69.

Sold in October 2023

4 valley road, hampshire

£975,000

70.

Sold in October 2022

the spinney rewlands drive, hampshire

£960,000

71.

Sold in September 2016

dunedin house south drive, hampshire

£955,000

72.

Sold in June 2021

2 sir john moore close, hampshire

£950,000

73.

Sold in November 2025

st. swithuns cottage main road, hampshire

£948,738

74.

Sold in 2018

9 pitter close, hampshire

£948,000

75.

Sold in August 2021

7 holm oak close, hampshire

£946,667

76.

Sold in February 2022

71 harestock road, hampshire

£940,000

77.

Sold in 2023

the pump house main road, hampshire

£937,500

78.

Sold in April 2025

81 harestock road, hampshire

£935,000

79.

Sold in March 2021

33a main road, hampshire

£930,000

80.

Sold in September 2008

77 harestock road, hampshire

£925,000

81.

Sold in May 2021

14 main road, hampshire

£925,000

82.

Sold in May 2018

2 pitter close, hampshire

£920,000

83.

Sold in October 2017

4 holm oak close, hampshire

£920,000

84.

Sold in April 2025

12 main road, hampshire

£920,000

85.

Sold in August 2017

71 harestock road, hampshire

£915,000

86.

Sold in September 2021

berkswell rewlands drive, hampshire

£915,000

87.

Sold in November 2022

montroig rewlands drive, hampshire

£900,000

88.

Sold in December 2025

briar house , winchester

£900,000

89.

Sold in May 2023

84 main road, hampshire

£900,000

90.

Sold in June 2023

goblins new road, hampshire

£897,000

91.

Sold in September 2003

rosemary cottage , winchester

£895,000

92.

Sold in April 2023

1 orient drive, hampshire

£890,000

93.

Sold in October 2019

yew tree house , winchester

£890,000

94.

Sold in August 2024

26 andover road north, hampshire

£888,180

95.

Sold in June 2023

74 main road, hampshire

£887,500

96.

Sold in 2016

11 harestock road, hampshire

£885,000

Sold for a lower amount since this price

97.

Sold in February 2022

llamedos , winchester

£885,000

98.

Sold in October 2019

1 pitter close, hampshire

£885,000

99.

Sold in March 2021

10 pitter close, hampshire

£880,000

100.

Sold in October 2025

2 lovett walk, hampshire

£875,000

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 29 March 2026 at 18:09 with the latest HM Land Registry data (February 2026). The Littleton and Harestock dataset covers 109 postcodes. Prices reflect actual recorded transactions, not current market valuations. Read our full data methodology.