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Preppy Modest Maxi Dresses

This edit gathers 205 preppy modest maxi dresses from the modest-fashion boutiques we track. Every piece has a preppy, polished look on top of a modest neckline and a full maxi length. Prices start around $10, and the list refreshes daily as stock changes.

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Victoria Midi Dress
En Saison
Victoria Midi Dress
$148.00
XSSML
Taffeta and Organza Jacquard Shirt Waist Gown
Teri Jon
Taffeta and Organza Jacquard Shirt Waist Gown
$800.00
0246810+5
Mango sleeveless maxi dress in brown
ASOS
Mango sleeveless maxi dress in brown
$79.99
Sizes at store
Jenny Packham Pricile Embellished Maxi Dress
Bloomingdale's
Jenny Packham Pricile Embellished Maxi Dress
$2,940.00
41012
Sophia - French-Blue
Amsale
Sophia - French-Blue
$270.00
0002468+12
& Other Stories satin cape detail maxi dress with volume sleeves in sand
ASOS
& Other Stories satin cape detail maxi dress with volume sleeves in sand
$171.00
Sizes at store
ASOS DESIGN draped blouson maxi dress in blackFinal sale — 50% off
ASOS
ASOS DESIGN draped blouson maxi dress in black
$94.99$47.50
Sizes at store
Karen Millen Petite Knit Full Skirt Midi Dress
Bloomingdale's
Karen Millen Petite Knit Full Skirt Midi Dress
$320.00
SML
Teri Jon Dress 259077
Bella Bridesmaids
Teri Jon Dress 259077
$810.00
Sizes at store
Carlene Shirred Drop Waist Maxi Dress Black
Princess Polly
Carlene Shirred Drop Waist Maxi Dress Black
$79.00
0246810+1
PIECES sleeveless smocked maxi dress in black
ASOS
PIECES sleeveless smocked maxi dress in black
$54.00
Sizes at store
ASOS DESIGN Petite sheer cowl neck midi dress in stripe print
ASOS
ASOS DESIGN Petite sheer cowl neck midi dress in stripe print
$49.99
Sizes at store
Button Sleeveless Collar Dress
Commense
Button Sleeveless Collar Dress
$49.00
ML
ASOS DESIGN high neck scarf detail maxi dress in red
ASOS
ASOS DESIGN high neck scarf detail maxi dress in red
$94.99
Sizes at store
The Ellie Maxi Nap Dress - Navy Stripe
Hill House Home
The Ellie Maxi Nap Dress - Navy Stripe
$218.00
XXSLXLXXL3X
Esmee Curve tie straps shirred beach maxi dress in black & white gingham
ASOS
Esmee Curve tie straps shirred beach maxi dress in black & white gingham
$56.00
Sizes at store
Tie-Detail Jersey Dress
H&M
Tie-Detail Jersey Dress
$29.99
Sizes at store
ASOS DESIGN sleeveless maxi dress in blue and brown stripes
ASOS
ASOS DESIGN sleeveless maxi dress in blue and brown stripes
$49.99
Sizes at store
Norma Kamali Boyfriend Neck Shirt Flared Gown
Bloomingdale's
Norma Kamali Boyfriend Neck Shirt Flared Gown
$250.00
M
ASOS DESIGN batwing zebra print maxi dress
ASOS
ASOS DESIGN batwing zebra print maxi dress
$59.99
Sizes at store
Hadley | Powder Blue Boat-Neck Maxi Dress With Drop-Waist
Club L London
Hadley | Powder Blue Boat-Neck Maxi Dress With Drop-Waist
$197.78
Sizes at store
Jenni Draped Maxi Dress
Altar'd State
Jenni Draped Maxi Dress
$94.00
Sizes at store
ASOS DESIGN long sleeve maxi dress with trim detail in slate blue
ASOS
ASOS DESIGN long sleeve maxi dress with trim detail in slate blue
$89.99
Sizes at store
ASOS DESIGN ribbed midi tank dress in black
ASOS
ASOS DESIGN ribbed midi tank dress in black
$29.99
Sizes at store

Frequently asked questions

What is a preppy dress?
Collars, buttons, stripes and structured shapes -- polished enough for the office or a school event.
Are these dresses actually modest?
Yes. Every dress here is tagged with a modest neckline, a full maxi length, and we exclude sheer, cut-out, open-back and mini styles by default.
How much do these cost?
Prices start around $10 and run up from there; each card shows the live price and links straight to the retailer.
How often is this collection updated?
It refreshes daily -- new arrivals are added and sold-out pieces drop off automatically, so what you see is in stock.