Waterloo Street

Name: Sold house prices on Waterloo Street, Cheltenham
Creator: HM Land Registry
License: https://www.nationalarchives.gov.uk/doc/open-government-licence/version/3/

Cheltenham · GL51 9BS, GL51 9BT, GL51 9BY

Average sold price

£60,505

85 sales since 1995

Median

£59,950

middle of every sale

Last sold

£68k

19 Dec 2025

Properties

flat most common

Average sold price by year

Properties on Waterloo Street

Address	Type	Last sold	Price	Sales
CYPRESS COURT, FLAT 31, WATERLOO STREET GL51 9BY	Flat	19 Dec 2025	£68,000	4
CYPRESS COURT, FLAT 12, WATERLOO STREET GL51 9BY	Flat	15 May 2025	£95,000	1
CYPRESS COURT, FLAT 11, WATERLOO STREET GL51 9BY	Flat	25 Mar 2025	£95,000	2
CYPRESS COURT, FLAT 23, WATERLOO STREET GL51 9BY	Flat	22 Nov 2024	£70,000	3
22, WATERLOO STREET GL51 9BY	Terraced	29 Apr 2022	£170,000	1
24, WATERLOO STREET GL51 9BT	Terraced	12 Jun 2020	£187,000	3
CYPRESS COURT, FLAT 6, WATERLOO STREET GL51 9BY	Flat	29 May 2020	£74,000	4
CYPRESS COURT, FLAT 19, WATERLOO STREET GL51 9BY	Flat	17 Apr 2020	£77,000	2
CYPRESS COURT, FLAT 20, WATERLOO STREET GL51 9BY	Flat	6 Dec 2019	£73,250	1
CYPRESS COURT, FLAT 33, WATERLOO STREET GL51 9BY	Flat	6 Nov 2019	£74,250	2
CYPRESS COURT, FLAT 8, WATERLOO STREET GL51 9BY	Flat	7 Oct 2019	£62,000	1
CYPRESS COURT, FLAT 2, WATERLOO STREET GL51 9BY	Flat	29 Apr 2016	£61,000	2
CYPRESS COURT, FLAT 25, WATERLOO STREET GL51 9BY	Flat	28 Nov 2014	£70,000	2
30, WATERLOO STREET GL51 9BT	Terraced	12 Jul 2013	£135,000	1
CYPRESS COURT, FLAT 16, WATERLOO STREET GL51 9BY	Flat	5 Feb 2013	£45,000	2
CYPRESS COURT, FLAT 24, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	30 May 2008	£62,500	1
CYPRESS COURT, FLAT 10, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	25 Feb 2008	£75,000	2
CYPRESS COURT, FLAT 13, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	11 Sep 2007	£71,500	2
CYPRESS COURT, FLAT 5, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	25 Jul 2007	£65,000	2
CYPRESS COURT, FLAT 22, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	27 Mar 2007	£65,000	1
CYPRESS COURT, FLAT 25, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	2 Mar 2007	£78,000	2
DEHLI VILLE, FLAT 2, WATERLOO STREET, CHELTENHAM GL51 9BS	Flat new build	9 Feb 2007	£150,000	1
CYPRESS COURT, FLAT 2, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	21 Dec 2006	£74,000	2
CYPRESS COURT, FLAT 20, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	8 Dec 2006	£77,500	2
CYPRESS COURT, FLAT 19, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	1 Dec 2006	£75,000	4
CYPRESS COURT, FLAT 29, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	12 Jun 2006	£66,500	2
CYPRESS COURT, FLAT 12, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	9 Jun 2006	£75,000	2
CYPRESS COURT, FLAT 9, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	30 Nov 2005	£55,000	1
CYPRESS COURT, FLAT 27, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	16 Jun 2005	£57,500	1
CYPRESS COURT, FLAT 3, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	14 Apr 2005	£50,000	2
CYPRESS COURT, FLAT 8, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	18 Jun 2004	£70,000	1
CYPRESS COURT, FLAT 34, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	12 Mar 2004	£64,000	2
CYPRESS COURT, FLAT 11, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	6 Nov 2003	£58,000	1
24, WATERLOO STREET, CHELTENHAM GL51 9BT	Semi-Detached	3 Oct 2003	£80,000	2
CYPRESS COURT, FLAT 6, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	4 Nov 2002	£64,000	1
30, WATERLOO STREET, CHELTENHAM GL51 9BT	Terraced	21 Jun 2002	£111,950	2
CYPRESS COURT, FLAT 16, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	15 May 2002	£59,000	1
CYPRESS COURT, FLAT 33, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	10 Jul 2001	£45,500	1
CYPRESS COURT, FLAT 18, WATERLOO STREET, CHELTENHAM GL51 9BY	Terraced	1 Jun 2001	£31,500	1
CYPRESS COURT, FLAT 26, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	3 Jan 2001	£41,000	1
CYPRESS COURT, FLAT 21, WATERLOO STREET GL51 9BY	Flat	31 Aug 2000	£28,500	1
CYPRESS COURT, FLAT 30, WATERLOO STREET GL51 9BY	Flat	18 Aug 2000	£29,950	1
CYPRESS COURT, FLAT 29, WATERLOO STREET GL51 9BY	Flat	2 Jun 2000	£38,500	1
CYPRESS COURT, FLAT 3, WATERLOO STREET GL51 9BY	Flat	2 Jun 2000	£28,950	1
DEHLI VILLE, WATERLOO STREET GL51 9BS	Detached	20 Dec 1999	£115,000	1
CYPRESS COURT, FLAT 24, WATERLOO STREET GL51 9BY	Flat	30 Nov 1999	£31,750	2
CYPRESS COURT, FLAT 17, WATERLOO STREET GL51 9BY	Flat	12 Nov 1999	£35,000	1
CYPRESS COURT, FLAT 15, WATERLOO STREET GL51 9BY	Flat	28 Jul 1999	£31,000	1
CYPRESS COURT, FLAT 32, WATERLOO STREET GL51 9BY	Flat	4 May 1999	£20,000	1
CYPRESS COURT, FLAT 34, WATERLOO STREET GL51 9BY	Flat	21 Jan 1999	£30,000	1
CYPRESS COURT, FLAT 31, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	6 Mar 1998	£21,500	2
CYPRESS COURT, FLAT 30, WATERLOO STREET, CHELTENHAM GL51 9BY	Flat	5 Jun 1997	£17,500	1

Recent sales

Date	Address	Type	Tenure	Price
19 Dec 2025	CYPRESS COURT, FLAT 31, WATERLOO STREET	Flat	Leasehold	£68,000
15 May 2025	CYPRESS COURT, FLAT 12, WATERLOO STREET	Flat	Leasehold	£95,000
25 Mar 2025	CYPRESS COURT, FLAT 11, WATERLOO STREET	Flat	Leasehold	£95,000
22 Nov 2024	CYPRESS COURT, FLAT 23, WATERLOO STREET	Flat	Leasehold	£70,000
29 Apr 2022	22, WATERLOO STREET	Terraced	Freehold	£170,000
12 Jun 2020	24, WATERLOO STREET	Terraced	Freehold	£187,000
29 May 2020	CYPRESS COURT, FLAT 6, WATERLOO STREET	Flat	Leasehold	£74,000
17 Apr 2020	CYPRESS COURT, FLAT 19, WATERLOO STREET	Flat	Leasehold	£77,000
6 Dec 2019	CYPRESS COURT, FLAT 20, WATERLOO STREET	Flat	Leasehold	£73,250
6 Nov 2019	CYPRESS COURT, FLAT 33, WATERLOO STREET	Flat	Leasehold	£74,250
7 Oct 2019	CYPRESS COURT, FLAT 8, WATERLOO STREET	Flat	Leasehold	£62,000
2 Aug 2019	CYPRESS COURT, FLAT 31, WATERLOO STREET	Flat	Leasehold	£60,000
31 Aug 2016	CYPRESS COURT, FLAT 6, WATERLOO STREET	Flat	Leasehold	£72,500
21 Jun 2016	24, WATERLOO STREET	Terraced	Freehold	£175,000
29 Apr 2016	CYPRESS COURT, FLAT 2, WATERLOO STREET	Flat	Leasehold	£61,000
14 Jan 2015	CYPRESS COURT, FLAT 11, WATERLOO STREET	Flat	Leasehold	£65,000
28 Nov 2014	CYPRESS COURT, FLAT 25, WATERLOO STREET	Flat	Leasehold	£70,000
17 Apr 2014	CYPRESS COURT, FLAT 6, WATERLOO STREET	Flat	Leasehold	£52,500
12 Jul 2013	30, WATERLOO STREET	Terraced	Freehold	£135,000
5 Feb 2013	CYPRESS COURT, FLAT 16, WATERLOO STREET	Flat	Leasehold	£45,000
7 Nov 2011	CYPRESS COURT, FLAT 19, WATERLOO STREET	Flat	Leasehold	£60,000
31 Aug 2011	CYPRESS COURT, FLAT 2, WATERLOO STREET	Flat	Leasehold	£39,000
27 May 2010	CYPRESS COURT, FLAT 31, WATERLOO STREET	Flat	Leasehold	£54,750
18 May 2009	24, WATERLOO STREET	Semi-Detached	Freehold	£145,000
30 May 2008	CYPRESS COURT, FLAT 24, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£62,500
25 Feb 2008	CYPRESS COURT, FLAT 10, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£75,000
11 Sep 2007	CYPRESS COURT, FLAT 13, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£71,500
25 Jul 2007	CYPRESS COURT, FLAT 5, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£65,000
27 Mar 2007	CYPRESS COURT, FLAT 22, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£65,000
2 Mar 2007	CYPRESS COURT, FLAT 25, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£78,000
9 Feb 2007	DEHLI VILLE, FLAT 2, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£150,000
21 Dec 2006	CYPRESS COURT, FLAT 2, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£74,000
8 Dec 2006	CYPRESS COURT, FLAT 20, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£77,500
1 Dec 2006	CYPRESS COURT, FLAT 19, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£75,000
12 Jun 2006	CYPRESS COURT, FLAT 29, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£66,500
9 Jun 2006	CYPRESS COURT, FLAT 12, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£75,000
30 Nov 2005	CYPRESS COURT, FLAT 9, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£55,000
29 Jul 2005	CYPRESS COURT, FLAT 19, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£69,000
16 Jun 2005	CYPRESS COURT, FLAT 27, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£57,500
14 Apr 2005	CYPRESS COURT, FLAT 3, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£50,000
2 Feb 2005	CYPRESS COURT, FLAT 2, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£62,000
18 Jun 2004	CYPRESS COURT, FLAT 8, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£70,000
12 Mar 2004	CYPRESS COURT, FLAT 34, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£64,000
6 Nov 2003	CYPRESS COURT, FLAT 11, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£58,000
15 Oct 2003	CYPRESS COURT, FLAT 5, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£47,000
3 Oct 2003	24, WATERLOO STREET, CHELTENHAM	Semi-Detached	Freehold	£80,000
31 Jul 2003	CYPRESS COURT, FLAT 19, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£59,950
15 Nov 2002	CYPRESS COURT, FLAT 25, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£65,000
4 Nov 2002	CYPRESS COURT, FLAT 6, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£64,000
21 Jun 2002	30, WATERLOO STREET, CHELTENHAM	Terraced	Freehold	£111,950
15 May 2002	CYPRESS COURT, FLAT 16, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£59,000
30 Apr 2002	CYPRESS COURT, FLAT 20, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£50,500
1 Feb 2002	CYPRESS COURT, FLAT 34, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£48,000
11 Jan 2002	30, WATERLOO STREET, CHELTENHAM	Terraced	Freehold	£65,000
28 Sep 2001	CYPRESS COURT, FLAT 13, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£33,000
10 Jul 2001	CYPRESS COURT, FLAT 33, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£45,500
6 Jun 2001	CYPRESS COURT, FLAT 3, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£33,500
1 Jun 2001	CYPRESS COURT, FLAT 18, WATERLOO STREET, CHELTENHAM	Terraced	Leasehold	£31,500
3 Jan 2001	CYPRESS COURT, FLAT 26, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£41,000
22 Sep 2000	CYPRESS COURT, FLAT 31, WATERLOO STREET	Flat	Leasehold	£29,950
31 Aug 2000	CYPRESS COURT, FLAT 21, WATERLOO STREET	Flat	Leasehold	£28,500
18 Aug 2000	CYPRESS COURT, FLAT 30, WATERLOO STREET	Flat	Leasehold	£29,950
2 Jun 2000	CYPRESS COURT, FLAT 29, WATERLOO STREET	Flat	Leasehold	£38,500
2 Jun 2000	CYPRESS COURT, FLAT 3, WATERLOO STREET	Flat	Leasehold	£28,950
29 Feb 2000	CYPRESS COURT, FLAT 23, WATERLOO STREET	Flat	Leasehold	£28,000
20 Dec 1999	DEHLI VILLE, WATERLOO STREET	Detached	Freehold	£115,000
30 Nov 1999	CYPRESS COURT, FLAT 24, WATERLOO STREET	Flat	Leasehold	£31,750
12 Nov 1999	CYPRESS COURT, FLAT 17, WATERLOO STREET	Flat	Leasehold	£35,000
24 Sep 1999	CYPRESS COURT, FLAT 24, WATERLOO STREET	Flat	Leasehold	£31,750
28 Jul 1999	CYPRESS COURT, FLAT 15, WATERLOO STREET	Flat	Leasehold	£31,000
4 May 1999	CYPRESS COURT, FLAT 32, WATERLOO STREET	Flat	Leasehold	£20,000
30 Apr 1999	CYPRESS COURT, FLAT 25, WATERLOO STREET	Flat	Leasehold	£31,000
30 Apr 1999	CYPRESS COURT, FLAT 16, WATERLOO STREET	Flat	Leasehold	£30,500
30 Apr 1999	CYPRESS COURT, FLAT 6, WATERLOO STREET	Flat	Leasehold	£28,500
5 Mar 1999	CYPRESS COURT, FLAT 33, WATERLOO STREET	Flat	Leasehold	£31,500
5 Mar 1999	CYPRESS COURT, FLAT 23, WATERLOO STREET	Flat	Leasehold	£19,000
21 Jan 1999	CYPRESS COURT, FLAT 34, WATERLOO STREET	Flat	Leasehold	£30,000
23 Oct 1998	CYPRESS COURT, FLAT 19, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£23,500
6 Mar 1998	CYPRESS COURT, FLAT 31, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£21,500
5 Jun 1997	CYPRESS COURT, FLAT 30, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£17,500
25 Apr 1997	CYPRESS COURT, FLAT 10, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£25,000
20 Sep 1996	CYPRESS COURT, FLAT 31, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£19,950
28 Jun 1996	CYPRESS COURT, FLAT 12, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£15,000
29 Mar 1996	CYPRESS COURT, FLAT 29, WATERLOO STREET, CHELTENHAM	Flat	Leasehold	£26,000
23 Oct 1995	24, WATERLOO STREET, CHELTENHAM	Semi-Detached	Freehold	£40,000

Other streets in Cheltenham

London Road Gloucester Road High Street Lansdown Road Evesham Road The Park St Georges Road Pittville Circus Road Brookbank Close Station Road Prestbury Road Hatherley Road

All Cheltenham house prices

Frequently asked questions

What is the average house price on Waterloo Street, Cheltenham?

The average sold price on Waterloo Street is £60,505, across 85 sales since 1995. The median is £59,950 — the middle price, which a few unusually expensive sales cannot pull upward.

When did a property on Waterloo Street last sell?

The most recent recorded sale on Waterloo Street was CYPRESS COURT, FLAT 31, WATERLOO STREET, which sold for £68,000 on 19 Dec 2025.

How many properties are there on Waterloo Street?

52 separate addresses have sold on Waterloo Street since 1995, across 3 postcodes (GL51 9BS, GL51 9BT, GL51 9BY). That is not the same as the number of homes on the street — a property that has never changed hands since 1995 does not appear in Land Registry records.

About this data

Every figure on this page is calculated from the 85 sales HM Land Registry has recorded on Waterloo Street since 1995 — what buyers actually paid, not asking prices or estimates. A home that has not changed hands since records began in 1995 will not appear. Sales are matched to this street by postcode and by the street component of the registered address, so a neighbouring street with a similar name is not counted. The Price Paid dataset covers England and Wales only; see Scotland and Northern Ireland.