Estimate $2.88m – $3.83m
5
43 Headsail Drive, Long Bay
62 properties · Long Bay, Auckland
Headsail Drive, Long Bay
Headsail Drive in Long Bay has 62 properties, valued by the council between $980,000 and $3,450,000 with a median of $2,100,000 (Long Bay: $1,650,000). Most of its homes were built in the 2020s. We estimate its homes at a median $2,040,000. 3 sold in the last twelve months, for a median $2,568,000. The highest sale in 2026 was 19 Headsail Drive, at $2,850,000.
$2.1mmedian council valuation
$2.04mour median estimate
$2.57mmedian sale, last 12 months · 3 sales
2020median year built
62 properties on Headsail Drive, Long Bay
Estimate $2.45m – $3.26m
5
13 Headsail Drive, Long Bay
Estimate $2.43m – $3.23m
5
51 Headsail Drive, Long Bay
Estimate $2.42m – $3.07m
4
27 Headsail Drive, Long Bay
Estimate $2.32m – $3.08m
5
57 Headsail Drive, Long Bay
Estimate $2.32m – $3.08m
5
59 Headsail Drive, Long Bay
Estimate $2.22m – $2.95m
5
15 Headsail Drive, Long Bay
Estimate $2.18m – $2.90m
4
41 Headsail Drive, Long Bay
Estimate $2.15m – $2.86m
5
31 Headsail Drive, Long Bay
Estimate $2.11m – $2.80m
5
21 Headsail Drive, Long Bay
Estimate $2.09m – $2.78m
4
22 Headsail Drive, Long Bay
Estimate $2.13m – $2.83m
67 Headsail Drive, Long Bay
Estimate $2.11m – $2.81m
5
63 Headsail Drive, Long Bay
Estimate $2.15m – $2.73m
5
61 Headsail Drive, Long Bay
Estimate $2.08m – $2.76m
55 Headsail Drive, Long Bay
Estimate $2.05m – $2.73m
5
37 Headsail Drive, Long Bay
Finding a picture…
Estimate $1.98m – $2.64m
5
49 Headsail Drive, Long Bay
Estimate $2.10m – $2.66m
5
11 Headsail Drive, Long Bay
Estimate $2.12m – $2.69m
5
39 Headsail Drive, Long Bay
Estimate $1.92m – $2.55m
23 Headsail Drive, Long Bay
Estimate $1.92m – $2.55m
5
17 Headsail Drive, Long Bay
Finding a picture…
Estimate $2.02m – $2.57m
5
73 Headsail Drive, Long Bay
Estimate $2.02m – $2.55m
14 Headsail Drive, Long Bay
Finding a picture…
Estimate $1.91m – $2.42m
5
9 Headsail Drive, Long Bay
Highest and lowest on Headsail Drive
Highest-valued home43 Headsail Drive$3,450,000council valuation · 5 bed · 446 m² floor · 8,184 m² land
Highest sale in 202619 Headsail Drive$2,850,000sold 20 Mar 2026 · 4 bed · 287 m² floor · 1,476 m² land
Property values on Headsail Drive
The council values Headsail Drive's 61 rated properties between $980,000 and $3,450,000. The middle half sit between about $2,012,500 and $2,437,500; the median is $2,100,000 and the mean $2,188,197.
| Bedrooms | Homes | Median council value | Sold, last 12 months | Median sale |
|---|---|---|---|---|
| 4 | 11 | $1.98m | 1 | — |
| 5+ | 41 | $2.1m | 2 | — |
Council rating valuations: the council's figure for apportioning rates, not a market appraisal.
Headsail Drive compared with Long Bay
Headsail Drive's median council value is 27% above Long Bay's.
| Headsail Drive | Long Bay | Auckland | |
|---|---|---|---|
| Median council value | $2.1m | $1.65m | $1.07m |
| Median sale, last 12 months | $2.57m | $1.6m | $1.0m |
| Sold in the last 12 months | 4.8% | 8.9% | 3.6% |
| Time between sales | 3.4 yrs | 4.2 yrs | 8.9 yrs |
| Median section | 635 m² | 480 m² | 607 m² |
| Median year built | 2020 | 2020 | 1980 |
| Council value per m² of floor | $7k | $7k | $8k |
Headsail Drive house prices over time
Median sale price by year; 2026 is the year so far. A year with fewer than two sales has no bar.
Sales by year as a table
| Year | Sales | Median price | Per m² floor |
|---|---|---|---|
| 2026 | 1 | $2,850,000 | $9,930 |
| 2025 | 6 | $2,300,000 | $6,547 |
| 2024 | 1 | $1,130,000 | $2,935 |
| 2023 | 5 | $2,150,000 | $6,476 |
| 2022 | 6 | $2,457,500 | $7,303 |
| 2021 | 19 | $915,000 | $3,131 |
| 2020 | 25 | $947,000 | $2,831 |
| 2019 | 1 | $950,000 | $3,006 |
| 2018 | 5 | $895,000 | $2,326 |
Recent sales on Headsail Drive
- 19 Headsail Drive$2,850,00020 Mar 2026 · 4 bed · 287 m² floor · 1,476 m² land
- 39 Headsail Drive$2,568,00031 Oct 2025 · 5 bed · 316 m² floor · 1,765 m² land
- 16 Headsail Drive$2,200,00018 Oct 2025 · 5 bed · 358 m² floor · 474 m² land
- 7 Headsail Drive$2,200,00021 May 2025 · 5 bed · 352 m² floor · 499 m² land
- 1 Headsail Drive$2,100,0001 May 2025 · 334 m² floor · 511 m² land
- 14 Headsail Drive$2,505,0006 Mar 2025 · 368 m² floor · 557 m² land
- 73 Headsail Drive$2,400,00014 Feb 2025 · 5 bed · 346 m² floor · 654 m² land
- 37 Headsail Drive$1,130,00012 Oct 2024 · 5 bed · 385 m² floor · 1,699 m² land
- 3 Headsail Drive$2,200,0001 Jul 2023 · 6 bed · 342 m² floor · 533 m² land
- 2 Headsail Drive$2,100,0004 May 2023 · 5 bed · 322 m² floor · 508 m² land
- 65 Headsail Drive$1,980,00024 Apr 2023 · 5 bed · 323 m² floor · 497 m² land
- 32 Headsail Drive$2,150,00030 Mar 2023 · 6 bed · 332 m² floor · 517 m² land
- 11 Headsail Drive$2,770,00020 Jan 2023 · 5 bed · 392 m² floor · 632 m² land
- 9 Headsail Drive$2,400,0007 Nov 2022 · 5 bed · 331 m² floor · 529 m² land
- 27 Headsail Drive$3,000,0006 Nov 2022 · 4 bed · 277 m² floor · 1,518 m² land
- 6 Headsail Drive$2,585,0002 Aug 2022 · 5 bed · 312 m² floor · 509 m² land
- 23 Headsail Drive$1,408,00020 Jul 2022 · 343 m² floor · 1,475 m² land
- 12 Headsail Drive$2,460,00026 Feb 2022 · 5 bed · 336 m² floor · 540 m² land
- 36 Headsail Drive$2,455,00023 Feb 2022 · 6 bed · 337 m² floor · 535 m² land
- 38 Headsail Drive$2,290,00022 Dec 2021 · 5 bed · 317 m² floor · 506 m² land
The homes on Headsail Drive
Headsail Drive has 59 houses and 3 sections. Most were built in the 2020s (97%).
How long owners stay on Headsail Drive
Homes on Headsail Drive that resold in the last five years had been held a median 3.4 years (Long Bay: 4.2 years).
Time between a home's sales, for 12 resales in the last five years. A home not sold since our records begin is not counted, so owners who stay longest are under-represented.
Building and resource consents on Headsail Drive
20building consents in the last 5 years
12resource consents in the last 5 years
- 2 Headsail Drive1 Oct 2025 · Building consentInstallation of swimming pool fence (proposed pool under 35,000 liters, exempt work, no consent is required)
- 53 Headsail Drive1 Jul 2025 · Building consentRbw - a two-storey detached house, with 5 bedrooms, 2 living rooms, 1 kitchen, 1 dining & a dbl gge.
- 37 Headsail Drive1 Jul 2025 · Building consentRbw - pbc e2e-2528521: New 2 storey dwg with 5 bedrooms, 4 bathrooms & attached dbl gge. New retaining walls, retention tank & pool fencing only
- 22 Headsail Drive1 May 2025 · Building consentRbw - new 2 storey dwg with 6 bedrooms, 5.5 bathrooms, office & attached dbl gge. New retention tank
- 30 Headsail Drive1 Aug 2023 · Building consentRbw - new dbl storey dwg, including five bedrooms, four bathrooms, one toilet, kitchen, & dbl gge. Proposed underground tank with private drainage.
- 14 Headsail Drive30 May 2025 · Resource consentChange of Conditions 1 & 8
- 37 Headsail Drive29 May 2025 · Resource consentTo undertake the construction of one new dwelling on a vacant site.
- 53 Headsail Drive19 Dec 2024 · Resource consentTo construct a new dwelling, within the Long Bay Precinct and the Single House Zone.
- 22 Headsail Drive22 Aug 2024 · Resource consentConstruction of a new dwelling within the Single House zone and Long Bay Precinct Sub Precinct E.
- 23 Headsail Drive12 Apr 2023 · Resource consentThe Applicant seeks consent to construct one new dwelling and the associated earthworks.
More streets in Long Bay
- Te Oneroa Way214
- Pennant Street116
- Glenvar Ridge Road98
- Caldera Drive72
- Kumukumu Road64
- Vaughans Road61
- Bounty Road60
- Streamview Way60
- Windlass Street58
- Bearing Parade53
- Cavalli Road52
- Headland Drive52
Every street in Long Bay, and the suburb's house prices and sales.
Sales and valuations as at 11 September 2026, from council and LINZ records. Medians resting on fewer than 3 sales are not shown.