vintage-preppy-outfits

You May Like

VTG 70s Kids Outfit Set 3 Pcs Striped Wool Blazer Vest Pants Boys Size 6 Retro
VTG 70s Kids Outfit Set 3 Pcs Striped Wool Blazer Vest Pants Boys Size 6 Retro

$64.95

View Details
Vintage 50s Romper Pemae Sportswear Outfit 2T Christening 2 Year White Pintuck
Vintage 50s Romper Pemae Sportswear Outfit 2T Christening 2 Year White Pintuck

$14.99

View Details
VTG Bushwacker USA Womens Outfit Set Top Shorts Size S Floral
VTG Bushwacker USA Womens Outfit Set Top Shorts Size S Floral

$29.56

View Details
Vintage Wool Sleeveless Top & Skirt Set Women 8 Army Green Elastic Waist Classic
Vintage Wool Sleeveless Top & Skirt Set Women 8 Army Green Elastic Waist Classic

$35.70

View Details
Vintage y2k Tweed Outfit Jacket Skirt 6-8 Petite Preppy Academia Clueless Pinup
Vintage y2k Tweed Outfit Jacket Skirt 6-8 Petite Preppy Academia Clueless Pinup

$29.98

View Details
Vintage 60s Plaid Outfit Set Preppy High Waisted Pleated Skirt and Cropped Top
Vintage 60s Plaid Outfit Set Preppy High Waisted Pleated Skirt and Cropped Top

$72.80

View Details
Vintage B.T. Kids 3-Piece Outfit Set Boys' Size 3T Shorts Polo Sweater Vest
Vintage B.T. Kids 3-Piece Outfit Set Boys' Size 3T Shorts Polo Sweater Vest

$15.00

View Details
Vintage Cape Cod Sportswear Green Houndstooth Sweater Skirt 2 Set Women's Medium
Vintage Cape Cod Sportswear Green Houndstooth Sweater Skirt 2 Set Women's Medium

$49.97

View Details
Boys SWEET IMPRESSIONS boutique button on outfit 4T blue white romper shorts vtg
Boys SWEET IMPRESSIONS boutique button on outfit 4T blue white romper shorts vtg

$19.95

View Details
VINTAGE WOOL PLEATED SKIRT & SWEATER / CARDIGAN SET / OUTFIT..PREPPY..1960'S
VINTAGE WOOL PLEATED SKIRT & SWEATER / CARDIGAN SET / OUTFIT..PREPPY..1960'S

$48.00

View Details
VTG Turquoise Matching Outfit Lace Boho Top Grandmacore Elastic Waist Pants L
VTG Turquoise Matching Outfit Lace Boho Top Grandmacore Elastic Waist Pants L

$19.95

View Details
Fashion Nova Preppy Vintage Style Mini Dress Outfit Stylish And With Free Gift!
Fashion Nova Preppy Vintage Style Mini Dress Outfit Stylish And With Free Gift!

$9.00

View Details
Vintage London Jeans Size 2 Private School Girl For Outfit Striped Preppy Blazer
Vintage London Jeans Size 2 Private School Girl For Outfit Striped Preppy Blazer

$39.99

View Details
Vtg Tommy Hilfiger Wool Plaid Contrast Hem Preppy Jacket and Pant Coord Set M/L
Vtg Tommy Hilfiger Wool Plaid Contrast Hem Preppy Jacket and Pant Coord Set M/L

$65.00

View Details
Vtg Neiman Marcus Tweed BlazerJacket Skirt Set 2 PC Suit 6/Small Coquette Preppy
Vtg Neiman Marcus Tweed BlazerJacket Skirt Set 2 PC Suit 6/Small Coquette Preppy

$69.95

View Details
Vintage 1992 Pleasant Company x American Girl Meet Molly Original Outfit 18 Inch
Vintage 1992 Pleasant Company x American Girl Meet Molly Original Outfit 18 Inch

$149.00

View Details
Vintage 90s Skirt Set Tank Top 2 Piece Outfit Gray Women Size 11 12
Vintage 90s Skirt Set Tank Top 2 Piece Outfit Gray Women Size 11 12

$29.99

View Details
Off White Lace V-Neck Fit & Flare Vintage Short Casual Dress One Piece Outfit S
Off White Lace V-Neck Fit & Flare Vintage Short Casual Dress One Piece Outfit S

$14.99

View Details
Vintage Hollister Womens Mini Skirt Size 7 Y2K Preppy Streetwear Outfit Micro
Vintage Hollister Womens Mini Skirt Size 7 Y2K Preppy Streetwear Outfit Micro

$12.00

View Details
Boys vintage KELLY'S KIDS green white button on 3T 3 Christmas outfit shorts jon
Boys vintage KELLY'S KIDS green white button on 3T 3 Christmas outfit shorts jon

$38.95

View Details
TR Bentley Vintage 90’s Classic Pastel Pink Size 10 Short Sleeve Skirt Set
TR Bentley Vintage 90’s Classic Pastel Pink Size 10 Short Sleeve Skirt Set

$40.00

View Details
Boys vtg HARTSTRINGS Kitestrings boutique red polo shirt blue dog vest 2T outfit
Boys vtg HARTSTRINGS Kitestrings boutique red polo shirt blue dog vest 2T outfit

$20.95

View Details
Boys vtg BABY TOGS sweater vest outfit 3 6 months plaid shirt corduroy pants
Boys vtg BABY TOGS sweater vest outfit 3 6 months plaid shirt corduroy pants

$9.95

View Details
Vintage Cradle Togs Preppy Teal Baby Boy 2 Piece Bubble Outfit Set 6-9 Mo 2818
Vintage Cradle Togs Preppy Teal Baby Boy 2 Piece Bubble Outfit Set 6-9 Mo 2818

$21.00

View Details
Boys vtg RAGS LAND tartan plaid romper 3T white green blue Christmas outfit
Boys vtg RAGS LAND tartan plaid romper 3T white green blue Christmas outfit

$24.95

View Details
Allen Solly Vintage Girls Holiday Tartan Plaid Skirt Blouse Set Dress 80s
Allen Solly Vintage Girls Holiday Tartan Plaid Skirt Blouse Set Dress 80s

$24.99

View Details
VTG Wildroot 100% Linen Outfit 2PC Sz M NWT Green Top Skirt Embroidered Button
VTG Wildroot 100% Linen Outfit 2PC Sz M NWT Green Top Skirt Embroidered Button

$26.95

View Details
Vintage Talbots 2 Piece Irish Linen Skirt Set Womens L Cottagecore Boho Outfit
Vintage Talbots 2 Piece Irish Linen Skirt Set Womens L Cottagecore Boho Outfit

$51.41

View Details
NWT Baby Infant 1-Piece Suit Outfit Romper Size 9 Months Dark Green & White VTG
NWT Baby Infant 1-Piece Suit Outfit Romper Size 9 Months Dark Green & White VTG

$39.95

View Details
Vtg Talbots Irish Linen Set Womens 8P* Red Micro Check Vest Pants Cropped Preppy
Vtg Talbots Irish Linen Set Womens 8P* Red Micro Check Vest Pants Cropped Preppy

$149.99

View Details
VTG Pendleton Blazer Jacket & Pleated Maxi Skirt Tartan Green Blue Plaid 8/10
VTG Pendleton Blazer Jacket & Pleated Maxi Skirt Tartan Green Blue Plaid 8/10

$100.00

View Details
Vintage Handmade Barbie Clothes OOAK Plaid Preppy 3 piece Outfit
Vintage Handmade Barbie Clothes OOAK Plaid Preppy 3 piece Outfit

$24.79

View Details
Vintage Liz Claiborne Yellow Two-Piece Set Polo Shirt Short Preppy M L Retro
Vintage Liz Claiborne Yellow Two-Piece Set Polo Shirt Short Preppy M L Retro

$37.50

View Details
Vintage Gymboree Prep Club Turtle Polka For Navy Outfit Sz 6/12 Mo
Vintage Gymboree Prep Club Turtle Polka For Navy Outfit Sz 6/12 Mo

$7.00

View Details
Vintage 90s Georgiou Lambswool Cardigan Skirt Outfit Set Womens Small Button
Vintage 90s Georgiou Lambswool Cardigan Skirt Outfit Set Womens Small Button

$17.50

View Details
Vintage Apple Bottom Girls Outfit 3 Piece Day Set Size 18 Months Deadstock NWT
Vintage Apple Bottom Girls Outfit 3 Piece Day Set Size 18 Months Deadstock NWT

$19.99

View Details
Two Piece Set Champagne Bustier Crop Top & Midi Skirt Vintage Outfit Off-White
Two Piece Set Champagne Bustier Crop Top & Midi Skirt Vintage Outfit Off-White

$24.00

View Details
Vintage 90s Parisian Kids Plaid Top & Reversible Skort Set Skirt Shorts Girls 6
Vintage 90s Parisian Kids Plaid Top & Reversible Skort Set Skirt Shorts Girls 6

$32.00

View Details
Vintage Toddler 18 Mo Woolworth Ski Club Knit Sweater Set Pink Blue Preppy 80s
Vintage Toddler 18 Mo Woolworth Ski Club Knit Sweater Set Pink Blue Preppy 80s

$59.99

View Details
Vtg 80s Skirt Set Outfit Pleated Cottage Casual Office Whimsifairy Grunge Preppy
Vtg 80s Skirt Set Outfit Pleated Cottage Casual Office Whimsifairy Grunge Preppy

$33.60

View Details
VTG “I Love Santa” Toddler Boys 3 Piece Short Suit w/ Bowtie Outfit - Sz 12 Mo
VTG “I Love Santa” Toddler Boys 3 Piece Short Suit w/ Bowtie Outfit - Sz 12 Mo

$7.00

View Details
Vtg Adrienne Vittadini Sport Skirt Shirt Set Women M Floral Cottagecore Lot New
Vtg Adrienne Vittadini Sport Skirt Shirt Set Women M Floral Cottagecore Lot New

$47.99

View Details
Vintage Monkey Bars Baby Clothes SZ 18M Shorts Romper Outfit Colorblock Retro
Vintage Monkey Bars Baby Clothes SZ 18M Shorts Romper Outfit Colorblock Retro

$24.99

View Details
Vintage Michael James Baby Boy's 1-piece Shorts Outfit 12 Months Bowtie Plaid
Vintage Michael James Baby Boy's 1-piece Shorts Outfit 12 Months Bowtie Plaid

$19.99

View Details
Vintage Liz Roberts Long Line Cardigan Dress Set Black Red Plaid Size 8 FLAW
Vintage Liz Roberts Long Line Cardigan Dress Set Black Red Plaid Size 8 FLAW

$14.99

View Details
Boys MIS-TEE-V-US boutique dump truck t shirt 4T TCP plaid pants outfit vtg
Boys MIS-TEE-V-US boutique dump truck t shirt 4T TCP plaid pants outfit vtg

$7.95

View Details
VTG 90s Plaid Skort Shirt Set Youth16 Mini Scottie Dog School Retro Fall Outfit
VTG 90s Plaid Skort Shirt Set Youth16 Mini Scottie Dog School Retro Fall Outfit

$29.99

View Details
Boys KITESTRINGS sweater vest polo top plaid pants 4T outfit Easter preppy blue
Boys KITESTRINGS sweater vest polo top plaid pants 4T outfit Easter preppy blue

$16.95

View Details
VTG OshKosh B’Gosh Denim Overalls Striped Shirt Outfit Set Girls Size 3T 90s
VTG OshKosh B’Gosh Denim Overalls Striped Shirt Outfit Set Girls Size 3T 90s

$99.99

View Details
VTG Just Bigi Gingham Wool Blazer Skirt Outfit Set Sz XS/S Brown Cream Onassis
VTG Just Bigi Gingham Wool Blazer Skirt Outfit Set Sz XS/S Brown Cream Onassis

$47.16

View Details
Vintage Talbots Women's Knit Cardigan And Singlet Top Set Blue Size 1X
Vintage Talbots Women's Knit Cardigan And Singlet Top Set Blue Size 1X

$29.99

View Details
Good Lad VTG Girls 2T Outfit Preppy Pants Houndstooth Blazer Silk & Velvet USA
Good Lad VTG Girls 2T Outfit Preppy Pants Houndstooth Blazer Silk & Velvet USA

$17.91

View Details
VTG Pablo Collection Classy Pink Blazer & Skirt Outfit Suit Set Wm Petite 18
VTG Pablo Collection Classy Pink Blazer & Skirt Outfit Suit Set Wm Petite 18

$19.99

View Details
VTG Y2K Tibi Gray Embroidered Skirt Set Tank Top 2 Piece Outfit Wool Sz 12 / M
VTG Y2K Tibi Gray Embroidered Skirt Set Tank Top 2 Piece Outfit Wool Sz 12 / M

$50.00

View Details
D'Knit 3 Piece Knitted Skirt Top & Belt Womens Size M Khaki Olive Green VTG 80s
D'Knit 3 Piece Knitted Skirt Top & Belt Womens Size M Khaki Olive Green VTG 80s

$27.99

View Details
Vintage Skirt Set Size 10p Ivory Floral Pearls Preppy Stuffy Button Up Knee
Vintage Skirt Set Size 10p Ivory Floral Pearls Preppy Stuffy Button Up Knee

$17.59

View Details
Vintage Jayne Copland  Easter Seersucker Dressy Outfit Baby Boy Size 9 Month
Vintage Jayne Copland Easter Seersucker Dressy Outfit Baby Boy Size 9 Month

$35.99

View Details
VTG Pendleton Knockabouts Plaid Shirt & Skirt Set And Belt  Sz 10 Preppy Tartan
VTG Pendleton Knockabouts Plaid Shirt & Skirt Set And Belt Sz 10 Preppy Tartan

$33.14

View Details
Vtg Baby Boy Cowboy Western “Top Gun” Denim Jumper Overall Outfit Sz 24M Preppy!
Vtg Baby Boy Cowboy Western “Top Gun” Denim Jumper Overall Outfit Sz 24M Preppy!

$29.99

View Details
Royal Blue Sweetheart Long Sleeve Bow Tie Boho Ruffle Short Dress Vintage Outfit
Royal Blue Sweetheart Long Sleeve Bow Tie Boho Ruffle Short Dress Vintage Outfit

$20.00

View Details
Vtg Talbots Merino Wool Sweater Skirt Outfit Womens Red Cable Knit Size S
Vtg Talbots Merino Wool Sweater Skirt Outfit Womens Red Cable Knit Size S

$29.99

View Details
Jelly N Jam Smocked Romper 18 Months Baby Girl Green Preppy Vtg Dressy Outfit
Jelly N Jam Smocked Romper 18 Months Baby Girl Green Preppy Vtg Dressy Outfit

$21.00

View Details
CAROLE LITTLE SAINT-TROPEZ WEST Outfit 10 Silk Button Up Shirt & Skirt Olive VTG
CAROLE LITTLE SAINT-TROPEZ WEST Outfit 10 Silk Button Up Shirt & Skirt Olive VTG

$49.99

View Details
Girl's Vintage Turtle Bax Shirt And Maxi Skirt 2 Piece Outfit Size Large Cottage
Girl's Vintage Turtle Bax Shirt And Maxi Skirt 2 Piece Outfit Size Large Cottage

$19.74

View Details
Vintage Tommy Hilfiger Girl Dress 18 Mo Patchwork Madras Plaid Summer Outfit
Vintage Tommy Hilfiger Girl Dress 18 Mo Patchwork Madras Plaid Summer Outfit

$6.99

View Details
Boys vtg FAST FRIENDS Christmas romper 3T red white drummer boy outfit boutique
Boys vtg FAST FRIENDS Christmas romper 3T red white drummer boy outfit boutique

$29.95

View Details
Vtg Baby Boy Outfit b.t. Kids 3-6 Months Preppy 3-piece Sweater Vest NWT Planes
Vtg Baby Boy Outfit b.t. Kids 3-6 Months Preppy 3-piece Sweater Vest NWT Planes

$19.99

View Details
Boys vtg airplane pant outfit ELAND navy sweater vest TCP red corduroy shirt 4T
Boys vtg airplane pant outfit ELAND navy sweater vest TCP red corduroy shirt 4T

$28.95

View Details
Women's 6P Vintage Prestige Petites Sportswear Blue Floral 3 Pc. Skirt Outfit
Women's 6P Vintage Prestige Petites Sportswear Blue Floral 3 Pc. Skirt Outfit

$15.00

View Details
Vintage Floral Toucan Skirt XL, Multicolor Tropical Skirt, Bright Summer Outfit
Vintage Floral Toucan Skirt XL, Multicolor Tropical Skirt, Bright Summer Outfit

$9.60

View Details
Charter Club Vintage Tailored Button Up Midi Pleated Skirt Set 2 Piece Outfit
Charter Club Vintage Tailored Button Up Midi Pleated Skirt Set 2 Piece Outfit

$35.00

View Details
Campus Casuals Vintage Geometric High Neck Raglan Sleeve Maxi Skirt Set Outfit
Campus Casuals Vintage Geometric High Neck Raglan Sleeve Maxi Skirt Set Outfit

$45.00

View Details
Vintage 70s Women's Mini Dress/Pants Spoon Flower Handmade Outfit Set Authentic
Vintage 70s Women's Mini Dress/Pants Spoon Flower Handmade Outfit Set Authentic

$112.00

View Details
VTG 90s Hartstrings Sweater Cardigan,Shirt, Corduroy Pants Set Girls Sz 6/6X USA
VTG 90s Hartstrings Sweater Cardigan,Shirt, Corduroy Pants Set Girls Sz 6/6X USA

$26.00

View Details
Vintage Brooks Brothers Wrap Skirt and Vest Set Floral Size 6 USA Lined Linen
Vintage Brooks Brothers Wrap Skirt and Vest Set Floral Size 6 USA Lined Linen

$27.99

View Details
VTG “Jingle Bells” Toddler Boys 2 Piece Short Suit w/ Bowtie Outfit - Sz 9 Mo
VTG “Jingle Bells” Toddler Boys 2 Piece Short Suit w/ Bowtie Outfit - Sz 9 Mo

$7.00

View Details
Vtg 2 Piece Shorts & Polo Set Golf Outfit Tail 12 Med Green Blue
Vtg 2 Piece Shorts & Polo Set Golf Outfit Tail 12 Med Green Blue

$19.99

View Details
Leslie Fay Dress Set Petite 8P TOP & 6P PLEATED SKIRT OUTFIT Vintage Secretary
Leslie Fay Dress Set Petite 8P TOP & 6P PLEATED SKIRT OUTFIT Vintage Secretary

$58.00

View Details
Vintage Spring 90s Floral Romper Outfit Button Down Girls Size 5
Vintage Spring 90s Floral Romper Outfit Button Down Girls Size 5

$35.00

View Details
Vintage 1980s Navy Blue & White Sailboats Skirt and Top Super Preppy M/L
Vintage 1980s Navy Blue & White Sailboats Skirt and Top Super Preppy M/L

$55.00

View Details
VTG Jamie Sadock Golf Active Set Skort Shirt Pickleball Plaid Sporty Tennis SM
VTG Jamie Sadock Golf Active Set Skort Shirt Pickleball Plaid Sporty Tennis SM

$27.99

View Details
Vintage Ann Taylor Pink Tweed Blazer (6) + Skirt (6P) Suit Set Cotton Wool Blend
Vintage Ann Taylor Pink Tweed Blazer (6) + Skirt (6P) Suit Set Cotton Wool Blend

$69.99

View Details
VTG Holiday Bubble Romper Outfit Velvet Size 24 months Smocked Lace Embroidered
VTG Holiday Bubble Romper Outfit Velvet Size 24 months Smocked Lace Embroidered

$16.99

View Details
VTG Casual Corner M Skirt Top Set Black Floral Print Y2K Sleeveless Cottagecore
VTG Casual Corner M Skirt Top Set Black Floral Print Y2K Sleeveless Cottagecore

$27.90

View Details
All That Jazz Vintage Outfit Set Womens 7/ 8 Striped 2 Piece Jacket Skirt Prep
All That Jazz Vintage Outfit Set Womens 7/ 8 Striped 2 Piece Jacket Skirt Prep

$30.00

View Details
Vintage 90s Preppy Maritime Baby Boy Outfit 3-6 Months Photo Prop Sailor Boating
Vintage 90s Preppy Maritime Baby Boy Outfit 3-6 Months Photo Prop Sailor Boating

$14.99

View Details
VTG 80s Skirt Blouse Set Womens M Red Black Geometric Pleated  MIDI Grandma
VTG 80s Skirt Blouse Set Womens M Red Black Geometric Pleated MIDI Grandma

$18.25

View Details
Vintage Polo Ralph Lauren Baby Boys Clothes SZ 12M Long Sleeve Striped Romper
Vintage Polo Ralph Lauren Baby Boys Clothes SZ 12M Long Sleeve Striped Romper

$24.99

View Details
Vintage Jerri Sherman Silk Plaid Top Blouse Skirt Set Sz 16 Multicolor
Vintage Jerri Sherman Silk Plaid Top Blouse Skirt Set Sz 16 Multicolor

$63.00

View Details
Vintage South Carolina Gamecocks One Piece Boys 0-3 Months Red Jersey Outfit USA
Vintage South Carolina Gamecocks One Piece Boys 0-3 Months Red Jersey Outfit USA

$19.99

View Details
OshKosh B'Gosh Vintage Vest & Skirt Outfit Girls Size 5 Red Blue Plaid USA Made
OshKosh B'Gosh Vintage Vest & Skirt Outfit Girls Size 5 Red Blue Plaid USA Made

$59.99

View Details
 Vintage Maxi Skirt Jacket Set Womens Red Tartan Plaid Wool Hunt Medium Classic
Vintage Maxi Skirt Jacket Set Womens Red Tartan Plaid Wool Hunt Medium Classic

$29.99

View Details
Ralph Lauren Blue Plaid One Piece Romper Jumpsuit Outfit Infant Baby Boy 12 M
Ralph Lauren Blue Plaid One Piece Romper Jumpsuit Outfit Infant Baby Boy 12 M

$15.99

View Details
Vintage Skirt Jacket Set Womans Small Blue Casual Preppy Pleated  1930s 40s
Vintage Skirt Jacket Set Womans Small Blue Casual Preppy Pleated 1930s 40s

$45.00

View Details
Vintage Broom Skirt Blouse Vest Set XL Western Peasant Boho Cottage Country USA
Vintage Broom Skirt Blouse Vest Set XL Western Peasant Boho Cottage Country USA

$47.99

View Details
Y2K vintage handmade Red two-piece midi skirt set with tank cropped corset top
Y2K vintage handmade Red two-piece midi skirt set with tank cropped corset top

$44.00

View Details
Vintage Lizsport Wool Red Tartan Plaid Vest and High Waist Shorts Set Size 6 10
Vintage Lizsport Wool Red Tartan Plaid Vest and High Waist Shorts Set Size 6 10

$54.99

View Details
VINTAGE 1980s LIZ CLAIBORNE Shirt Bermuda Shorts SET Modern Size Large Floral
VINTAGE 1980s LIZ CLAIBORNE Shirt Bermuda Shorts SET Modern Size Large Floral

$59.88

View Details
Vintage 90’s Gymboree Quilted Jacket & Pants Rainbow Logo Outfit Sz X Large
Vintage 90’s Gymboree Quilted Jacket & Pants Rainbow Logo Outfit Sz X Large

$39.99

View Details
1981 Jordache Mego Preppy Fashions 11 1/2" Doll  Outfit #18025. VTG E1
1981 Jordache Mego Preppy Fashions 11 1/2" Doll Outfit #18025. VTG E1

$19.99

View Details