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Preppy Modest Maxi Dresses

This edit gathers 161 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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Drape-Detail Jersey Gown
Oscar de la Renta
Drape-Detail Jersey Gown
$7,290.00
024814
ASOS DESIGN high neck drop waist sleeveless maxi dress in black
ASOS
ASOS DESIGN high neck drop waist sleeveless maxi dress in black
$59.99
Sizes at store
Cotton Mix Denim Collared Midi Dress
Odd Muse
Cotton Mix Denim Collared Midi Dress
$211.42
XXSXSSMLXL+2
Leo Lin Kinsley Maxi Dress
Bloomingdale's
Leo Lin Kinsley Maxi Dress
$995.00
24681012
JUSTINE ROYAL BLUE V NECK A-LINE GOWN - FINAL SALEFinal sale — 20% off
Sachin and Babi
JUSTINE ROYAL BLUE V NECK A-LINE GOWN - FINAL SALE
$995.00$796.00
0268
ASOS DESIGN printed mesh high neck detail maxi dress with shoulder pads in polka dot
ASOS
ASOS DESIGN printed mesh high neck detail maxi dress with shoulder pads in polka dot
$64.99
Sizes at store
Karen Millen Petite Knit Full Skirt Midi Dress
Bloomingdale's
Karen Millen Petite Knit Full Skirt Midi Dress
$320.00
Sizes at store
Six Stories Bridal stretch cap sleeve corsage midaxi dress in white
ASOS
Six Stories Bridal stretch cap sleeve corsage midaxi dress in white
$208.00
Sizes at store
Cecilia Linen Dress
Reformation
Cecilia Linen Dress
$278.00
Sizes at store
Mikado Shawl
Amsale
Mikado Shawl
$110.00
Sizes at store
LulaKate Dahila Skirt in Gingham Dupioni
Bella Bridesmaids
LulaKate Dahila Skirt in Gingham Dupioni
$550.00
Sizes at store
Salma | Black Hand-Embellished Top
Club L London
Salma | Black Hand-Embellished Top
$150.04
Sizes at store
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
La DoubleJ San Pietro Dress
Bloomingdale's
La DoubleJ San Pietro Dress
$1,750.00
246810
Nobody's Child Alina cotton shirred detailing dropped waist cami maxi dress in black and white
ASOS
Nobody's Child Alina cotton shirred detailing dropped waist cami maxi dress in black and white
$172.00
Sizes at store
ASOS DESIGN button front cap sleeve midi dress with contrast tipping in burnt red
ASOS
ASOS DESIGN button front cap sleeve midi dress with contrast tipping in burnt red
$54.99
Sizes at store
Sophia - Blush
Amsale
Sophia - Blush
$270.00
0002468+12
ASOS DESIGN supersoft grown on sleeve seam detail midi dress in burgundyFinal sale — 40% off
ASOS
ASOS DESIGN supersoft grown on sleeve seam detail midi dress in burgundy
$59.99$35.99
Sizes at store
Taffeta and Organza Jacquard Shirt Waist Gown
Teri Jon
Taffeta and Organza Jacquard Shirt Waist Gown
$800.00
02461416+3
Belted Flared Cuff Turtleneck Maxi Dress
Commense
Belted Flared Cuff Turtleneck Maxi Dress
$86.00
SMXL
ASOS DESIGN Tall high neck draped maxi dress with draped skirt in orange
ASOS
ASOS DESIGN Tall high neck draped maxi dress with draped skirt in orange
$119.00
Sizes at store
ASOS DESIGN high neck drape chiffon maxi dress with neck tie in light blue
ASOS
ASOS DESIGN high neck drape chiffon maxi dress with neck tie in light blue
$94.99
Sizes at store
Sample Holly Size 32
Kennedy Blue
Sample Holly Size 32
$10.00
0002468+11
ONLY sleeveless midaxi smock dress in black gingham
ASOS
ONLY sleeveless midaxi smock dress in black gingham
$54.00
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.