House Price Watch
100 most expensive houses in Middleton
Middleton, nestled in the heart of Ryedale, has seen a fascinating range of property sales over the years. The most expensive house sold for a staggering £640,000 in 2021, while the least expensive found a new owner for £180,000. Notably, 56 of these homes are located on the same charming street, Back Lane South, Main Street. Since 1995, there have been 187 sales in this vibrant area, with the latest sale recorded in 2025, showcasing Middleton's evolving real estate landscape.
Sold in June 2021
croft house back lane south, north yorkshire
£640,000
Sold in February 2025
whalebone cottage main street, north yorkshire
£595,000
Sold in March 2024
carr lane house , north yorkshire
£560,000
4.
Sold in July 2021
the meadows back lane south, north yorkshire
£550,000
5.
Sold in March 2023
warren lodge back lane south, north yorkshire
£535,000
6.
Sold in November 2022
wold view back lane south, north yorkshire
£525,000
7.
Sold in May 2011
lundsgarth , north yorkshire
£480,000
8.
Sold in October 2023
edgemoor house back lane south, north yorkshire
£460,000
9.
Sold in September 2003
the cottage leas hotel , north yorkshire
£457,000
10.
Sold in June 2016
applegarth back lane south, north yorkshire
£450,000
Most expensive houses in areas around Middleton
£2,000,000
212.50%
£1,400,000
118.75%
£2,650,000
314.06%
£1,480,000
131.25%
£1,800,000
181.25%
£852,000
33.13%
£4,125,000
544.53%
11.
Sold in October 2023
stone gables back lane south, north yorkshire
£422,000
12.
Sold in August 2019
southfield back lane south, north yorkshire
£420,000
13.
Sold in May 2010
white lodge back lane south, north yorkshire
£410,000
14.
Sold in October 2022
butterlea back lane south, north yorkshire
£400,000
15.
Sold in April 2005
orchard house , north yorkshire
£400,000
Sold for a lower amount since this price
16.
Sold in April 2007
orchard gardens back lane south, north yorkshire
£396,000
Sold for a lower amount since this price
17.
Sold in September 2011
southfield back lane south, north yorkshire
£385,000
18.
Sold in April 2012
prospect house , north yorkshire
£380,000
19.
Sold in July 2025
prospect house , north yorkshire
£380,000
20.
Sold in May 2006
southfield back lane south, north yorkshire
£375,000
21.
Sold in November 2012
whalebone cottage main street, north yorkshire
£375,000
22.
Sold in August 2007
stone gables back lane south, north yorkshire
£370,000
23.
Sold in November 2015
tasman middleton carr lane, north yorkshire
£360,000
24.
Sold in 2010
warren lodge back lane south, north yorkshire
£355,000
25.
Sold in August 2013
orchard gardens back lane south, north yorkshire
£355,000
26.
Sold in June 2012
burwood back lane south, north yorkshire
£350,000
27.
Sold in April 2017
thorncroft back lane south, north yorkshire
£350,000
28.
Sold in September 2018
bonnybank , north yorkshire
£350,000
29.
Sold in November 2008
the meadows back lane south, north yorkshire
£346,000
30.
Sold in November 2007
march cottage , north yorkshire
£345,000
31.
Sold in December 2016
the willows , north yorkshire
£345,000
32.
Sold in November 2006
sunnyside carr lane, north yorkshire
£345,000
33.
Sold in August 2004
whalebone cottage , north yorkshire
£340,000
34.
Sold in September 2010
greenacres back lane south, north yorkshire
£338,000
Sold for a lower amount since this price
35.
Sold in September 2014
orchard way back lane south, north yorkshire
£330,000
36.
Sold in October 2016
thwaite house back lane south, north yorkshire
£330,000
37.
Sold in December 2016
edgemoor house back lane south, north yorkshire
£330,000
38.
Sold in May 2007
thwaite house back lane south, north yorkshire
£328,000
39.
Sold in November 2013
thwaite house back lane south, north yorkshire
£327,500
40.
Sold in May 2013
rose cottage , north yorkshire
£325,000
41.
Sold in December 2005
delphin house , north yorkshire
£320,000
42.
Sold in September 2013
applegarth back lane south, north yorkshire
£320,000
43.
Sold in 2011
marchwood back lane south, north yorkshire
£315,000
44.
Sold in September 2006
culleys cottage , north yorkshire
£313,000
45.
Sold in 2015
jasmine cottage , north yorkshire
£307,000
46.
Sold in July 2009
manor farm main street, north yorkshire
£305,000
47.
Sold in November 2015
garthside , north yorkshire
£300,000
48.
Sold in April 2016
haydon croft , north yorkshire
£299,950
49.
Sold in October 2015
connemara , north yorkshire
£295,000
50.
Sold in June 2007
orchard house , north yorkshire
£290,291
51.
Sold in May 2003
burwood back lane south, north yorkshire
£285,000
52.
Sold in May 2024
hall cottage , north yorkshire
£285,000
Sold for a lower amount since this price
53.
Sold in November 2018
westway , north yorkshire
£285,000
54.
Sold in September 2013
greenacres back lane south, north yorkshire
£280,000
55.
Sold in May 2024
hall cottage , north yorkshire
£277,500
56.
Sold in June 2004
prospect house , north yorkshire
£275,000
57.
Sold in April 2009
edgemoor house back lane south, north yorkshire
£260,000
58.
Sold in October 2020
manor view , north yorkshire
£260,000
59.
Sold in September 1996
the hall , north yorkshire
£255,000
60.
Sold in 2019
honeysuckle cottage , north yorkshire
£254,000
61.
Sold in May 2025
red house , north yorkshire
£251,500
62.
Sold in 2019
garden cottage high back side, north yorkshire
£250,000
63.
Sold in October 2002
delphin house , north yorkshire
£250,000
64.
Sold in June 2019
manor close , north yorkshire
£250,000
65.
Sold in July 2023
boundary farm , north yorkshire
£250,000
66.
Sold in May 2004
sunnyside carr lane, north yorkshire
£250,000
67.
Sold in September 1998
lundsgarth , north yorkshire
£249,950
68.
Sold in July 2020
11 middleton carr lane, north yorkshire
£247,250
69.
Sold in 2013
stoneycroft , north yorkshire
£247,000
70.
Sold in December 2023
lockdale west view, north yorkshire
£245,000
71.
Sold in May 2012
orchard lodge , north yorkshire
£240,000
72.
Sold in June 2011
9 carr lane, north yorkshire
£238,000
73.
Sold in September 2017
9 middleton carr lane, north yorkshire
£238,000
74.
Sold in April 2010
cherry trees , north yorkshire
£236,000
75.
Sold in July 2016
9 middleton carr lane, north yorkshire
£235,000
76.
Sold in December 2006
costa beck gatehouse costa lane, north yorkshire
£228,000
77.
Sold in September 2020
hall cottage , north yorkshire
£227,000
78.
Sold in October 2005
stoneycroft , north yorkshire
£227,000
79.
Sold in May 2004
bettigibb back lane south, north yorkshire
£225,000
80.
Sold in February 2014
hobgarth , north yorkshire
£225,000
81.
Sold in February 2002
sunnyside carr lane, north yorkshire
£222,000
82.
Sold in April 2020
foxglove cottage , north yorkshire
£220,000
83.
Sold in May 2006
forge green , north yorkshire
£215,000
84.
Sold in December 2005
9 carr lane, north yorkshire
£214,000
85.
Sold in June 2017
south view , north yorkshire
£210,000
86.
Sold in December 2020
nova cottage church lane, north yorkshire
£210,000
87.
Sold in December 2010
limecroft , north yorkshire
£210,000
88.
Sold in July 2020
lilac cottage , north yorkshire
£205,000
89.
Sold in July 2004
the cottage , north yorkshire
£200,000
90.
Sold in December 2004
7 carr lane, north yorkshire
£198,000
91.
Sold in October 2022
holly cottage , north yorkshire
£197,125
92.
Sold in February 2002
marchwood back lane south, north yorkshire
£195,000
93.
Sold in October 2017
lavender cottage , north yorkshire
£191,200
Sold for a lower amount since this price
94.
Sold in June 2001
the cottage leas hotel , north yorkshire
£190,000
95.
Sold in December 2007
3 west view lane, north yorkshire
£188,000
96.
Sold in July 2011
post office , north yorkshire
£187,899
97.
Sold in May 2005
the cottage church lane, north yorkshire
£185,000
98.
Sold in May 2000
sunnyside carr lane, north yorkshire
£185,000
99.
Sold in August 2001
neveswood back lane south, north yorkshire
£183,000
100.
Sold in 2020
meadow view high back side, north yorkshire
£180,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Middleton 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 June 2025 (The latest available from HM Land Registry). Prices reflect actual recorded transactions, not current market valuations.