Winn Midi Dress

$249.00 NZD
Size
Sizing has been refined for greater consistency. Styles previously labelled XS/S now align more closely with M in the new collection. If you previously wore XS/S and loved the relaxed fit, M will offer a similar feel. For a neater, less oversized fit, choose the smaller size where available. Refer to each product page for specific fit notes, measurements and model guidance.
Fit guide
Runs Small
True To Size
Oversized
Free returns
Free express shipping over $299

JOSEPHINE Winn Midi Dress in Black

The Winn Midi Dress is one of those effortless pieces that quickly becomes part of your everyday wardrobe. Crafted from our premium heavyweight cotton jersey, it has a beautiful soft weight to it that feels comforting to wear while still holding its shape beautifully throughout the day.

Designed for easy everyday dressing, the Winn can be styled casually with boots and a coat on cooler days, or worn more refined with simple jewellery and elevated layering. The 3/4 sleeves make it perfect for transeasonal wear, while the subtle high-low hem creates beautiful movement as you walk.

Thoughtful details throughout make this piece feel especially considered — from the beautiful coverstitch detailing to the high neckline with button accents, allowing the option to wear the collar slightly exaggerated and undone. Finished with side pockets for practicality, the Winn balances comfort, structure, and timeless wearability all in one piece.

Consciously designed in New Zealand

Oversized silhouette for a relaxed, effortless fit
Button front half placket
High neckline with option to style as an exaggerated collar
Exaggerated sleeve opening
3/4 sleeve length for easy layering
Side pockets
Midi length with a subtle high–low hem
Crafted in premium 100% heavyweight cotton jersey
Model is 176cm tall and wears a size M

Model is 176cm and wears a size M.

Josephine garments are designed with ease through the body rather than a close, tailored fit. Many styles feature annoversized silhouette to create the effortless drape the brand is known for.


To provide more flexibility in fit, we have introduced a new XS/S size.

Our previous XS/S size is now labelled M. This means:
XS/S – a more fitted option through the shoulders and body
M – the original relaxed Josephine fit
L – designed for a more generous oversized silhouette

If you prefer a closer fit, we recommend choosing the smaller size.

Please see key measurements in cm below:

XS/S
Half chest (at underarm when relaxed): 55cm
Half hip (36cm down from underarm): 56.5cm
Half hem: 58cm
Total front length: 93cm
Total back length: 102cm
Sleeve length from neck seam: 56.8cm
Half sleeve hem: 20cm
Neck band width: 11cm

M
Half chest (at underarm when relaxed): 60cm
Half hip (36cm down from underarm): 61.5cm
Half hem: 63cm
Total front length: 95cm
Total back length: 104cm
Sleeve length from neck seam: 58cm
Half sleeve hem: 22cm
Neck band width: 11cm

L
Half chest (at underarm when relaxed): 65cm
Half hip (36cm down from underarm): 66.5cm
Half hem: 68cm
Total front length: 97cm
Total back length: 106cm
Sleeve length from neck seam: 59.2cm
Half sleeve hem: 24cm
Neck band width: 11cm

100% premium heavyweight cotton jersey with a structured yet soft hand feel, designed exclusively for Josephine.

Gentle cold machine wash in a garment bag.
Wash inside out.
Use mild detergent.
Wash with similar colours.
Remove immediately.
Reshape and dry flat in shade.
Do not tumble dry, soak, wring, bleach or rub.
Cool iron on reverse side.

Hassle-Free Returns

If your choice turns out to be not quite what you had in mind or is the wrong size we offer free returns and exchanges on all orders.

Free Shipping Over $299

Enjoy free express shipping on all orders over $299. We ensure your order is promptly processed and delivered with care.

conscious design

Our designs are made to last, carefully constructed with an emphasis on sustainability and natural fibres.