House Prices in Winston Drive, Skegness, PE25 2RE

We have found 152 property sales since the beginning of 1995 in Winston Drive.

Our data comes directly from the Land Registry, and is updated monthly. It does not include commercial sales, or sales of land without property.

If you believe an entry to be incorrect or missing, you may contact the Land Registry directly. Please bear in mind that the data is updated monthly in arrears, and that the Land Registry will not receive information about a sale until after completion of the sale. This can sometimes be many months after the "SOLD" sign goes up on a property.


Total Sales

152

since 1995

Last Sale

£114,000

on 9th October 2025

Highest Sale

£243,000

on 19th December 2019



All Previous Sales

Property Date of Sale Price Paid
65, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
9th October 2025 £114,000
57, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
8th October 2025 £95,000
82, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
22nd August 2025 £178,500
59, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
28th September 2023 £99,000
80, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
** Non-standard sale, (see below)
4th November 2022 £140,000
61, Winston Drive, Skegness, PE25 2RE
Leasehold, Semi-Detached
** Non-standard sale, (see below)
26th August 2022 £90,000
49, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
14th July 2022 £105,000
68, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
28th March 2022 £175,000
65, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
16th December 2021 £95,000
78, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
16th December 2021 £177,500
51, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
30th September 2021 £98,950
55, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
23rd August 2021 £93,000
11, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
10th August 2021 £200,000
52, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
30th April 2021 £128,000
53, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
26th February 2021 £95,000
23, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
18th December 2020 £168,000
12, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
1st December 2020 £215,000
66, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
** Non-standard sale, (see below)
30th October 2020 £157,000
51, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
** Non-standard sale, (see below)
28th October 2020 £90,000
35, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
19th December 2019 £243,000
5, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
6th November 2019 £210,000
25, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
** Non-standard sale, (see below)
12th August 2019 £135,500
30, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
7th June 2019 £235,000
88, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
18th December 2018 £155,000
57, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
23rd November 2018 £87,000
54, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
2nd November 2018 £123,000
21, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
5th October 2018 £144,500
24, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
** Non-standard sale, (see below)
31st August 2018 £150,000
63, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
** Non-standard sale, (see below)
17th August 2018 £80,000
63, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
17th August 2018 £80,000
61, Winston Drive, Skegness, PE25 2RE
Leasehold, Semi-Detached
28th April 2017 £77,500
72, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
27th February 2017 £137,995
12, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
3rd October 2016 £178,000
34, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
21st September 2015 £144,000
16, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
5th August 2015 £186,500
33, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
10th July 2015 £187,500
34, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
4th March 2015 £141,000
37, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
** Non-standard sale, (see below)
18th February 2015 £172,000
76, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
** Non-standard sale, (see below)
12th November 2014 £113,000
4, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
** Non-standard sale, (see below)
27th June 2014 £120,000
23, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
26th June 2014 £132,165
54, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
28th March 2014 £110,000
33, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
5th December 2013 £163,500
36, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd April 2013 £125,000
14, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
30th September 2011 £125,000
40, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
20th April 2011 £105,000
22, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd October 2010 £135,000
86, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
5th October 2009 £140,000
44, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
10th July 2009 £105,000
74, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
8th April 2009 £119,000
24, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
20th February 2009 £160,000
38, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
15th January 2009 £112,500
43, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
10th November 2008 £92,500
56, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
7th November 2008 £100,000
48, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
10th October 2008 £100,000
54, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
10th October 2008 £115,000
44, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
22nd September 2008 £116,500
38, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
27th August 2008 £116,500
31, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd August 2008 £175,000
33, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
30th July 2008 £160,000
61, Winston Drive, Skegness, PE25 2RE
Leasehold, Semi-Detached
2nd June 2008 £97,950
66, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
26th March 2008 £125,000
44, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
18th March 2008 £122,950
52, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
28th February 2008 £117,000
12, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
19th December 2007 £184,000
45, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
12th October 2007 £100,000
58, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
2nd August 2007 £99,000
68, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
4th July 2007 £129,950
88, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
21st May 2007 £140,000
42, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
8th February 2007 £114,000
37, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
25th January 2007 £227,500
21, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
24th January 2007 £135,500
14, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
23rd January 2007 £148,000
4, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached
11th December 2006 £129,950
74, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd September 2006 £129,000
57, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
8th September 2006 £96,000
80, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
31st July 2006 £125,000
42, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
4th July 2006 £100,000
39, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
9th June 2006 £95,000
74, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd March 2006 £135,000
76, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
10th February 2006 £142,000
63, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
7th October 2005 £88,000
65, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
5th July 2005 £100,000
57, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
11th May 2005 £90,500
24, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
20th April 2005 £140,000
69, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
2nd March 2005 £99,950
40, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
1st February 2005 £107,500
78, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
28th January 2005 £119,950
31, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
27th January 2005 £189,950
61, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
12th January 2005 £92,500
65, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette
22nd December 2004 £97,500
5, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
3rd December 2004 £170,000
14, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
2nd December 2004 £136,000
53, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
12th October 2004 £50,000
51, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
12th October 2004 £50,000
43, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
11th October 2004 £92,500
49, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
8th October 2004 £92,500
74, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
17th September 2004 £125,000
46, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
17th September 2004 £100,500
39, Winston Drive, Skegness, PE25 2RE
Leasehold, Flat/Maisonette (new-build)
14th September 2004 £80,000
82, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
20th August 2004 £119,950
76, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
18th August 2004 £135,000
84, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
10th August 2004 £119,950
70, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced
30th July 2004 £110,500
80, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
30th July 2004 £105,000
72, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
14th July 2004 £119,950
68, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
16th June 2004 £110,000
66, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
14th June 2004 £115,000
88, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
11th June 2004 £127,500
86, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
28th May 2004 £130,000
35, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
7th April 2004 £189,950
50, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
23rd January 2004 £84,250
37, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
20th January 2004 £190,000
12, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
22nd December 2003 £149,950
46, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
22nd December 2003 £87,500
54, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
19th December 2003 £89,950
52, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
12th December 2003 £85,000
19, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
11th December 2003 £110,000
44, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
21st November 2003 £80,000
42, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
31st October 2003 £82,500
15, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
31st October 2003 £155,000
40, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
22nd October 2003 £82,500
21, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
17th October 2003 £110,000
38, Winston Drive, Skegness, PE25 2RE
Freehold, Terraced (new-build)
13th October 2003 £89,950
62, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
10th October 2003 £65,000
64, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
10th October 2003 £65,000
27, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
8th October 2003 £90,000
25, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
8th October 2003 £102,500
23, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
8th October 2003 £92,500
29, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
8th October 2003 £90,000
36, Winston Drive, Skegness, PE25 2RE
Freehold, Detached
4th July 2003 £112,000
30, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
30th June 2003 £90,000
32, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
6th June 2003 £120,000
13, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
9th May 2003 £139,000
34, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
2nd May 2003 £89,500
36, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
11th April 2003 £89,500
1, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
25th March 2003 £112,500
7, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
19th March 2003 £109,500
11, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
18th March 2003 £125,000
17, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
14th March 2003 £89,500
5, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
17th January 2003 £114,760
Plot 57, Churchill Avenue, Skegness, Skegness, PE25 2RE
Freehold, Detached (new-build)
23rd December 2002 £87,000
3, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
20th December 2002 £82,500
10, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
19th December 2002 £127,500
18, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
13th December 2002 £109,500
20, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
13th December 2002 £87,000
12, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
3rd December 2002 £99,000
8, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
29th November 2002 £89,950
14, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
18th November 2002 £89,950
16, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
7th November 2002 £89,950
4, Winston Drive, Skegness, PE25 2RE
Freehold, Semi-Detached (new-build)
14th October 2002 £50,000
2, Winston Drive, Skegness, PE25 2RE
Freehold, Detached (new-build)
14th October 2002 £75,000


If you have spotted an error in the list above (sale price, date or property type) then please click here to contact the Land Registry directly.

** Non-standard sales entries include transfers under a power of sale/repossessions, buy-to-lets (where they can be identified by a mortgage) and transfers to non-private individuals (e.g. commercial property or those bought through a company).

Contains HM Land Registry data © Crown copyright and database right 2026. This data is licensed under the Open Government Licence v3.0.