Chester Street, Woollahra NSW 2025
Sold prices and sales history from official NSW Valuer General records.
Recorded sales
92
since 2001
5-year median price
$1.57m
all dwelling types on this street
Most recent sale
24 Jul 2025
contract date
Yearly medians — last 10 years
Median sold price and number of sales on Chester Street by year.
| Year | Sales | Median price |
|---|---|---|
| 2025 | 2 | $1,525,000 |
| 2024 | 4 | $1,500,000 |
| 2023 | 4 | $1,550,000 |
| 2022 | 3 | $1,575,000 |
| 2021 | 6 | $1,970,000 |
| 2020 | 3 | $1,260,000 |
| 2019 | 5 | $1,140,000 |
| 2018 | 1 | $1,700,000 |
Recent sales on Chester Street
The 30 most recent recorded transactions of 92.
| Address | Sold | Land | Price |
|---|---|---|---|
| 5/24 Chester Streetunit | 24 Jul 2025 | 88 m² | $1,550,000 |
| 1/4 Chester Streetunit | 25 Mar 2025 | 94 m² | $1,500,000 |
| 8 Chester Street | 20 Sep 2024 | 424 m² | $3,900,000 |
| 3/24 Chester Streetunit | 22 Jul 2024 | 102 m² | $1,400,000 |
| 4/24 Chester Streetunit | 24 May 2024 | 85 m² | $1,400,000 |
| 3/20 Chester Streetunit | 15 Feb 2024 | 90 m² | $1,600,000 |
| 6/18 Chester Streetunit | 28 Nov 2023 | 86 m² | $1,680,000 |
| 3/14 Chester Streetunit | 19 Oct 2023 | 75 m² | $1,400,000 |
| 2/4 Chester Streetunit | 28 Jul 2023 | 96 m² | $1,600,000 |
| 2/24 Chester Streetunit | 23 Mar 2023 | 131 m² | $1,500,000 |
| 1 Chester Street | 21 Nov 2022 | 904 m² | $10,050,000 |
| 4/4 Chester Streetunit | 28 Sep 2022 | 96 m² | $1,500,000 |
| 5/24 Chester Streetunit | 23 Feb 2022 | 88 m² | $1,575,000 |
| 31 Chester Street | 26 Nov 2021 | 683 m² | $12,100,000 |
| 1/20 Chester Streetunit | 16 Nov 2021 | 90 m² | $1,750,000 |
| 2/17 Chester Streetunit | 15 Apr 2021 | 606 m² | $9,125,000 |
| 2/4 Chester Streetunit | 2 Mar 2021 | 96 m² | $612,500 |
| 6/18 Chester Streetunit | 27 Feb 2021 | 86 m² | $1,250,000 |
| 1/24 Chester Streetunit | 13 Feb 2021 | 227 m² | $2,190,000 |
| 4/24 Chester Streetunit | 2 Oct 2020 | 85 m² | $1,210,000 |
| 4/14 Chester Streetunit | 30 Jun 2020 | 75 m² | $1,260,000 |
| 4/18 Chester Streetunit | 14 Mar 2020 | 86 m² | $1,335,000 |
| 6 Chester Street | 14 Aug 2019 | 424 m² | $2,835,000 |
| 5/18 Chester Streetunit | 21 Jun 2019 | 86 m² | $1,055,000 |
| 1/18 Chester Streetunit | 18 Jun 2019 | 65 m² | $800,000 |
| 1/14 Chester Streetunit | 5 Jun 2019 | 88 m² | $1,140,000 |
| 3/4 Chester Streetunit | 30 Mar 2019 | 96 m² | $1,180,000 |
| 12 Chester Street | 2 Nov 2018 | 217 m² | $1,700,000 |
| 4/18 Chester Streetunit | 15 Jul 2016 | — | $995,000 |
| 1/14 Chester Streetunit | 30 Mar 2016 | 88 m² | $807,500 |
Own a property on Chester Street?
Get a free value estimate with the comparable evidence behind it — no paywall, no sign-up.
More streets in Woollahra
- Edgecliff Road (1,106)
- Ocean Street (555)
- Wallis Street (299)
- Queen Street (298)
- Nelson Street (216)
- Fullerton Street (209)
- Oxford Street (177)
- Jersey Road (152)
- Wallaroy Road (136)
Transactions from NSW Valuer General Property Sales Information (CC BY 4.0), 2001 to present; recent weeks may not be registered yet. Prices are as recorded on contracts and may include non-market transfers. Sold prices are public records — this page is not a valuation.