A $150 to $200 listing on a designer dress is rarely a market error. It is usually the market pricing something correctly: a single size, a quiet colour, a silhouette that photographs badly, or a brand whose resale demand runs to its recognisable pieces and not its plain ones. The gap against retail tells you very little on its own.
What the budget does buy is cloth and finishing that a new dress at the same price cannot fund. A department-store dress at $200 is competing on print and fit, because the fabric budget is fixed by the margin. A designer dress that has already taken its depreciation is competing on nothing, because someone else absorbed the cost of the cloth years ago.
So the useful question is not how far below retail a listing sits, but why it is sitting there. The six below are cheap for six different reasons, and the reason is what determines whether the price is an opportunity or a warning.
1
Chloé
Chloe Black Short Sleeve Silk Sheath Dress Size 6
$200
vs $2,300 retail
91% below
Chloé's resale strength sits almost entirely in its recognisable pieces, and a plain black short-sleeve sheath is the opposite of that. Most of the distance between $200 and the $2,300 retail figure is the market declining to pay for a dress nobody can identify across a room. The listing says silk, so look hard at the underarms and the seam lines in the seller's photographs, since those are what end a silk sheath rather than wear.
2
Khaite
Khaite Katerina Mini Dress Size 6 SOLD OUT!
$189
vs $2,600 retail
93% below
Khaite is young enough that its secondhand market is still thin, which cuts both ways: fewer comparable sales to anchor a price, and fewer buyers watching. At $189 against $2,600 the seller has priced for a quick exit rather than a long wait, and a mini in one size will always wait longer than a midi. Worth knowing that the sold-out claim in the title is a marketing line, not a condition or authenticity signal.
3
Valentino
Vtg VALENTINO BOUTIQUE Brown Striped Tweed Bishop Sleeve Suit Dress sz L /424
$180
vs $600 retail
70% below
Vintage Valentino Boutique is a different proposition from the modern house, and it is priced on age and cut rather than on the name above the door. The $600 figure here is an estimate rather than an original ticket, so treat the ratio with more scepticism than the others in this group. A vintage large will not measure like a current large either, which makes a flat bust and waist measurement the first thing to request.
4
Dior
Christian Dior Dress Womens Size 4 Red Wool Silk Fit and Flare 7A21662A1166
$180
vs $3,650 retail
95% below
Wool and silk together is the useful detail in this listing, and it is one of the few fibre claims here that comes from the ticket rather than from inference. The style code printed in the title is the other: it makes the dress checkable against archive images, which is the cheapest authentication step available to you. Red in a size 4 is a combination that tends to clear quickly, so this one is unlikely to sit.
5
The Row
The Row Black 3/4 Sleeve Midi Length Dress Size 4 - 30% OFF SALE!!
$163
vs $1,125 retail
86% below
A seller who has already applied their own markdown is giving you better information than the headline gap against retail does: they want it gone, and an offer will probably land. The Row holds resale value more consistently than most of this group, so $163 is doing something the brand's pricing does not usually permit. Black midis photograph poorly on hangers, which is often why they linger, so judge it on measurements rather than on the listing images.
6
The Row
The Row Womens Cream V-Neck Sleeveless Silk Lined Shift Dress Size L Made In USA
$150
vs $1,500 retail
90% below
Made in the USA and lined in silk, both stated on the ticket, and the least conspicuous garment in the group at the lowest price in it. Cream is the hardest colour to buy unseen, because the marks that matter are exactly the ones a bright product photograph flattens out. Ask for daylight images of the neckline, the underarms and the hem before you decide whether $150 is cheap.
Sort these by the reason for the discount rather than the size of it. A dress that is cheap because it is a common size in a forgiving colour is a straightforward buy. One that is cheap because it is cream, vintage-sized, or shot in a way that keeps the underarms out of frame needs flat measurements and better photographs before you commit. Ask for both, and ask before you bid rather than after.