Sort by Most recent sale Address Highest price Highest £ per sqm Largest area Smallest area	Last sold	Price paid	Floor area (m²) Floor area (sq ft)	£ per m² £ per sq ft	Type	Sold	m² sq ft	£/m² £/sq ft
Foxglove Cottage, 25, High Street, Helmsley, YO62 5AE -	12 Sep 2025	£650,000	128 m² 1377 sqft	£5,078 £471	Terrace (3 bed)
3 Woodard House, High Street, Helmsley, YO62 5AF -	05 Aug 2025	£342,800	115 m² 1237 sqft	£2,980 £276	Flat (3 bed)
24, High Street, Helmsley, YO62 5AG -	11 Nov 2024	£360,000	93 m² 1001 sqft	£3,870 £359	Terrace (2 bed)
8 Woodard House, High Street, Helmsley, YO62 5AF -	09 Jul 2024	£195,000	64 m² 688 sqft	£3,046 £282	Flat (2 bed)
1 Woodard House, High Street, Helmsley, YO62 5AF -	30 May 2024	£245,000	61 m² 656 sqft	£4,016 £373	Flat (2 bed)
5, High Street, Helmsley, YO62 5AE -	12 Apr 2024	£515,000 B	101 m² 1087 sqft	£5,099 £473	Terrace (2 bed)
7, High Street, Helmsley, YO62 5AE -	16 Jun 2022	£385,000	120 m² 1291 sqft	£3,208 £298	Terrace
2 Woodard House, High Street, Helmsley, YO62 5AF -	10 Mar 2022	£285,000	95 m² 1022 sqft	£3,000 £278	Flat (2 bed)
13, High Street, Helmsley, YO62 5AE -	29 Oct 2021	£795,000	179 m² 1926 sqft	£4,441 £412	Detached (4 bed)
Knipes Hall, High Street, Helmsley, YO62 5AE -	30 Jul 2021	£1,400,000			Detached (5 bed)
28, High Street, Helmsley, YO62 5AG	19 Mar 2021	£445,000	151 m² 1625 sqft	£2,947 £273	Terrace (3 bed)
11, High Street, Helmsley, YO62 5AE -	19 Jun 2019	£250,000	61 m² 656 sqft	£4,098 £380	Semi-D (3 bed)
23, High Street, Helmsley, YO62 5AE -	18 Sep 2018	£289,950	66 m² 710 sqft	£4,393 £408	Terrace (3 bed)
19, High Street, Helmsley, YO62 5AE -	15 Aug 2017	£355,000	109 m² 1173 sqft	£3,256 £302	Terrace (2 bed)
56, High Street, Helmsley, YO62 5AE -	19 Jun 2017	£385,000	100 m² 1076 sqft	£3,850 £357	Detached
7 Woodard House, High Street, Helmsley, YO62 5AF -	18 Nov 2015	£190,000	111 m² 1194 sqft	£1,711 £158	Flat (2 bed)
40 - 42, High Street, Helmsley, YO62 5AG	29 Jul 2015	£475,000			Terrace
10, High Street, Helmsley, YO62 5AG -	29 Jul 2015	£395,000	118 m² 1270 sqft	£3,347 £310	Terrace (3 bed)
36, High Street, Helmsley, YO62 5AG -	22 Nov 2013	£249,999	73 m² 785 sqft	£3,424 £318	Terrace (3 bed)
9, High Street, Helmsley, YO62 5AE -	10 Sep 2010	£265,000	73 m² 785 sqft	£3,630 £337	Terrace (3 bed)
5 Woodard House, High Street, Helmsley, YO62 5AF -	03 Aug 2009	£132,000	61 m² 656 sqft	£2,163 £200	Flat (2 bed)
44, High Street, Helmsley, YO62 5AG -	24 Oct 2008	£247,500			Terrace (2 bed)
3, High Street, Helmsley, YO62 5AE -	23 Nov 2007	£320,000			Semi-D (2 bed)
15, High Street, Helmsley, YO62 5AE	02 Dec 2005	£295,000			Terrace (2 bed)
40 - 42, High Street, Helmsley, YO62 5AG	07 Jun 2002	£296,000			Terrace
54, High Street, Helmsley, YO62 5AG	03 Oct 2000	£100,000			Terrace (2 bed)
30, High Street, Helmsley, YO62 5AG	04 Oct 1999	£110,000			Terrace (2 bed)
26, High Street, Helmsley, YO62 5AG -	02 Sep 1998	£50,000	78 m² 839 sqft	£641 £59	Terrace (3 bed)
48, High Street, Helmsley, YO62 5AG	03 Apr 1997	£36,500	68 m² 731 sqft	£536 £49	Terrace (3 bed)
Foxglove Cottage, 25, High St -	£650,000 Sep-2025	128 1377	5,078 471
3 Woodard House, High St -	£342,800 Aug-2025	115 1237	2,980 276
24, High St -	£360,000 Nov-2024	93 1001	3,870 359
8 Woodard House, High St -	£195,000 Jul-2024	64 688	3,046 282
1 Woodard House, High St -	£245,000 May-2024	61 656	4,016 373
5, High St -	£515,000 B Apr-2024	101 1087	5,099 473
7, High St -	£385,000 Jun-2022	120 1291	3,208 298
2 Woodard House, High St -	£285,000 Mar-2022	95 1022	3,000 278
13, High St -	£795,000 Oct-2021	179 1926	4,441 412
Knipes Hall, High St -	£1,400,000 Jul-2021
28, High St	£445,000 Mar-2021	151 1625	2,947 273
11, High St -	£250,000 Jun-2019	61 656	4,098 380
23, High St -	£289,950 Sep-2018	66 710	4,393 408
19, High St -	£355,000 Aug-2017	109 1173	3,256 302
56, High St -	£385,000 Jun-2017	100 1076	3,850 357
7 Woodard House, High St -	£190,000 Nov-2015	111 1194	1,711 158
40 - 42, High St	£475,000 Jul-2015
10, High St -	£395,000 Jul-2015	118 1270	3,347 310
36, High St -	£249,999 Nov-2013	73 785	3,424 318
9, High St -	£265,000 Sep-2010	73 785	3,630 337
5 Woodard House, High St -	£132,000 Aug-2009	61 656	2,163 200
44, High St -	£247,500 Oct-2008
3, High St -	£320,000 Nov-2007
15, High St	£295,000 Dec-2005
40 - 42, High St	£296,000 Jun-2002
54, High St	£100,000 Oct-2000
30, High St	£110,000 Oct-1999
26, High St -	£50,000 Sep-1998	78 839	641 59
48, High St	£36,500 Apr-1997	68 731	536 49

The data above for High Street can be visualised as a scatter graph, this will show price trends over time.

The average price per square metre (per square foot) in High Street, Helmsley is £3,599 sqm (£334 per sq ft), this is based on the Land Registry sold price of the 7 most recent sales.
The majority of homes in Helmsley are now selling for between £3,250 and £4,430 per square metre (£301 and £411 per square foot) , find out more in this local analysis of YO62 5 (Helmsley) house prices.
There are about 27 homes on High Street, we would have expected roughly 3 sales each year given that in the UK people sell their homes on average once every 7 years.
In the last 4 years there have been 7 property sales in High Street, averaging approximately 1 home sales per year .
The average size of all the properties on High Street is 95 m2 (1,022 sqft).