House Price Watch
100 most expensive houses in Guisborough
In the charming area of Guisborough, part of Redcar and Cleveland, the real estate market has seen a remarkable range of transactions. The most expensive house sold for £1,350,000 in 2023, while the least costly on the list went for £468,000. Notably, 13 of these houses are located on the same street, Stokesley Road. Since 1995, there have been an impressive 10,015 sales in the area, showcasing its vibrant housing market. The latest sale recorded was in 2025, indicating ongoing interest in this lovely community.
Sold in March 2023
old hall , redcar and cleveland
£1,350,000
Sold in July 2021
3 upsall grange gardens, redcar and cleveland
£1,225,000
Sold for a lower amount since this price
Sold in September 2025
3 upsall grange gardens, redcar and cleveland
£1,100,000
4.
Sold in November 2016
newton hall , redcar and cleveland
£1,000,000
5.
Sold in December 2024
castlebar the avenue, redcar and cleveland
£975,000
6.
Sold in 2020
6 upsall grange gardens, redcar and cleveland
£947,200
7.
Sold in September 2021
5 upsall grange gardens, redcar and cleveland
£917,500
Sold for a lower amount since this price
8.
Sold in June 2023
oakling lodge , redcar and cleveland
£905,000
9.
Sold in February 2025
3a sandwood park, redcar and cleveland
£895,000
10.
Sold in October 2024
upsall hall middlesbrough road, redcar and cleveland
£880,000
Most expensive houses in areas around Guisborough
£920,000
-31.85%
£685,000
-49.26%
£640,000
-52.59%
£875,000
-35.19%
£1,350,000
0.00%
11.
Sold in October 2022
4 upsall grange gardens, redcar and cleveland
£870,000
12.
Sold in 2023
5 upsall grange gardens, redcar and cleveland
£870,000
13.
Sold in September 2021
8 upsall grange gardens, redcar and cleveland
£865,000
14.
Sold in March 2022
7 upsall grange gardens, redcar and cleveland
£855,000
15.
Sold in March 2022
2 sandwood park, redcar and cleveland
£850,000
16.
Sold in August 2024
rosengarth , redcar and cleveland
£840,000
17.
Sold in April 2017
chilvers cottage flatts lane, redcar and cleveland
£825,000
18.
Sold in June 2022
larkhill stokesley road, redcar and cleveland
£775,000
19.
Sold in September 2024
glenbrook stokesley road, redcar and cleveland
£765,000
20.
Sold in 2019
high barnaby farm middlesbrough road, redcar and cleveland
£761,000
21.
Sold in December 2005
brindle lodge , redcar and cleveland
£760,000
Sold for a lower amount since this price
22.
Sold in November 2021
charnwood stokesley road, redcar and cleveland
£750,000
23.
Sold in November 2022
overbeck west stokesley road, redcar and cleveland
£726,000
24.
Sold in July 2021
lowcross farm pinchinthorpe, redcar and cleveland
£725,000
25.
Sold in August 2017
beechover stokesley road, redcar and cleveland
£720,000
26.
Sold in October 2009
the timber house hutton village road, redcar and cleveland
£720,000
27.
Sold in February 2023
upsall hall middlesbrough road, redcar and cleveland
£720,000
28.
Sold in September 2024
the coach house , redcar and cleveland
£715,000
29.
Sold in October 2021
the grange hutton village road, redcar and cleveland
£710,000
30.
Sold in July 2010
old hall , redcar and cleveland
£710,000
31.
Sold in June 2024
fairlands hutton village, redcar and cleveland
£700,000
32.
Sold in November 2008
the knoll stokesley road, redcar and cleveland
£687,500
33.
Sold in May 2014
the stables pinchinthorpe, redcar and cleveland
£680,000
34.
Sold in February 2025
1 stokesley road, redcar and cleveland
£675,000
35.
Sold in September 2016
brindle lodge , redcar and cleveland
£665,000
36.
Sold in 2019
burtree house pinchinthorpe, redcar and cleveland
£660,000
37.
Sold in 2009
150 park lane, redcar and cleveland
£650,000
38.
Sold in April 2025
overbeck cottage stokesley road, redcar and cleveland
£650,000
39.
Sold in November 2007
midstreams sandwood park, redcar and cleveland
£650,000
40.
Sold in October 2016
hillside house , redcar and cleveland
£645,000
41.
Sold in March 2007
red oaks hutton village, redcar and cleveland
£642,800
42.
Sold in June 2025
15 monkton rise, redcar and cleveland
£640,000
43.
Sold in November 2016
danespark , redcar and cleveland
£640,000
44.
Sold in October 2022
home farm hutton village road, redcar and cleveland
£630,000
Sold for a lower amount since this price
45.
Sold in April 2025
35 campion drive, redcar and cleveland
£630,000
46.
Sold in March 2025
home farm hutton village road, redcar and cleveland
£627,000
47.
Sold in December 2023
the cottage stokesley road, redcar and cleveland
£605,000
48.
Sold in September 2023
popplestones hutton village road, redcar and cleveland
£605,000
49.
Sold in June 2018
37 westgate, redcar and cleveland
£600,000
50.
Sold in June 2016
broadmeadows hutton village, redcar and cleveland
£600,000
51.
Sold in August 2003
2 sandwood park, redcar and cleveland
£595,000
52.
Sold in June 2021
11 sandwood park, redcar and cleveland
£595,000
53.
Sold in March 2025
brinby hutton village road, redcar and cleveland
£592,000
54.
Sold in May 2019
oak house stokesley road, redcar and cleveland
£587,500
55.
Sold in March 2025
12 sandwood park, redcar and cleveland
£580,000
56.
Sold in April 2020
2 pease court, redcar and cleveland
£580,000
57.
Sold in July 2019
the spinney hutton village, redcar and cleveland
£575,000
58.
Sold in March 2014
east upsall farm middlesbrough road, redcar and cleveland
£575,000
Sold for a lower amount since this price
59.
Sold in May 2023
corngrave house , redcar and cleveland
£558,410
60.
Sold in August 2018
32 monkton rise, redcar and cleveland
£550,000
61.
Sold in February 2019
millstream barn middlesbrough road, redcar and cleveland
£550,000
62.
Sold in April 2013
high gable house belmangate, redcar and cleveland
£550,000
63.
Sold in July 2006
longcroft hutton village road, redcar and cleveland
£550,000
64.
Sold in 2016
lowes barn hutton village road, redcar and cleveland
£550,000
65.
Sold in November 2019
fern house , redcar and cleveland
£550,000
66.
Sold in December 2020
fairlands hutton village, redcar and cleveland
£545,000
67.
Sold in September 2020
cleveland bay cottage house , redcar and cleveland
£540,000
68.
Sold in November 2020
the granary , redcar and cleveland
£540,000
69.
Sold in 2006
15 monkton rise, redcar and cleveland
£535,000
70.
Sold in April 2021
dovedale belmangate, redcar and cleveland
£535,000
71.
Sold in November 2023
forest view hutton village, redcar and cleveland
£525,000
72.
Sold in April 2020
the coach house , redcar and cleveland
£525,000
73.
Sold in September 2024
4 the grove, redcar and cleveland
£520,000
74.
Sold in March 2019
brown house stokesley road, redcar and cleveland
£520,000
75.
Sold in 2015
39 campion drive, redcar and cleveland
£502,500
76.
Sold in June 2025
3 allerston way, redcar and cleveland
£500,000
77.
Sold in October 2012
glenbrook stokesley road, redcar and cleveland
£500,000
78.
Sold in March 2014
west lodge stokesley road, redcar and cleveland
£500,000
79.
Sold in March 2010
6 sandwood park, redcar and cleveland
£500,000
80.
Sold in August 2004
marvew house hutton village, redcar and cleveland
£500,000
81.
Sold in October 2020
oatways , redcar and cleveland
£500,000
82.
Sold in February 2018
field view belmangate, redcar and cleveland
£498,000
83.
Sold in May 2021
home farm hutton village road, redcar and cleveland
£495,000
84.
Sold in May 2010
15 monkton rise, redcar and cleveland
£492,500
85.
Sold in September 2006
fern house , redcar and cleveland
£490,000
86.
Sold in 2021
east upsall farm middlesbrough road, redcar and cleveland
£485,000
87.
Sold in 2006
31 monkton rise, redcar and cleveland
£483,000
Sold for a lower amount since this price
88.
Sold in August 2018
25 monkton rise, redcar and cleveland
£480,000
89.
Sold in August 2010
merlewood the avenue, redcar and cleveland
£480,000
90.
Sold in February 2016
stable house , redcar and cleveland
£479,000
91.
Sold in June 2012
garthside house , redcar and cleveland
£476,000
92.
Sold in March 2016
hunters hill farm sparrow lane, redcar and cleveland
£475,000
Sold for a lower amount since this price
93.
Sold in November 2022
23 whinchat tail, redcar and cleveland
£475,000
94.
Sold in July 2006
32 monkton rise, redcar and cleveland
£470,000
95.
Sold in November 2017
moor edge belmangate, redcar and cleveland
£470,000
96.
Sold in July 2024
40 whinchat tail, redcar and cleveland
£470,000
97.
Sold in May 2006
39 campion drive, redcar and cleveland
£469,995
98.
Sold in July 2015
19 monkton rise, redcar and cleveland
£469,950
99.
Sold in November 2015
hunters hill farm sparrow lane, redcar and cleveland
£468,125
Sold for a lower amount since this price
100.
Sold in May 2023
upsall grange farm bungalow middlesbrough road, redcar and cleveland
£468,000
Data Source & Update Note:
This list of the 100 most expensive homes sold in Guisborough 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.