vintage-preppy-clothes

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VINTAGE Vans Heusen Knitted Sweater Mens XL Fair Isle V-neck Sweatshirt College
VINTAGE Vans Heusen Knitted Sweater Mens XL Fair Isle V-neck Sweatshirt College

$34.77

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Vintage Barbados Cruise Preppy Yacht Chic Captains Pima Cotton Knit Dress Size M
Vintage Barbados Cruise Preppy Yacht Chic Captains Pima Cotton Knit Dress Size M

$96.00

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Vintage 16 Linen Pink Plaid Maxi Dress Ruffle Preppy Cottagecore Quiet Luxury
Vintage 16 Linen Pink Plaid Maxi Dress Ruffle Preppy Cottagecore Quiet Luxury

$68.00

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Vintage Shirt Dress Plaid Black Green Yellow Collar Neck Preppy Academia Shabby
Vintage Shirt Dress Plaid Black Green Yellow Collar Neck Preppy Academia Shabby

$39.00

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Vintage 80’s 90’s Land’s End Preppy Girl Button-up Dress
Vintage 80’s 90’s Land’s End Preppy Girl Button-up Dress

$15.00

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Vintage 70s Cuddle Knit Poncho Cape One Size Cream Crochet Knit Bohemian Fringe
Vintage 70s Cuddle Knit Poncho Cape One Size Cream Crochet Knit Bohemian Fringe

$24.99

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Vintage Gallagher Women's XL Plaid Sweater Mohair Wool Blend Colorblock
Vintage Gallagher Women's XL Plaid Sweater Mohair Wool Blend Colorblock

$25.00

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PREPPY PLAID 1980s Vintage Clues Collections CLASSIC Fit & Flare DAY DRESS - SM
PREPPY PLAID 1980s Vintage Clues Collections CLASSIC Fit & Flare DAY DRESS - SM

$39.00

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Vintage DAVID BROOKS Womens Blazer Single Breasted Navy Gold Buttons Preppy 10
Vintage DAVID BROOKS Womens Blazer Single Breasted Navy Gold Buttons Preppy 10

$24.99

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CHAUS SPORT Vintage Red Plaid Mini Dress Size 16 Apron Cross Back Tartan Clueles
CHAUS SPORT Vintage Red Plaid Mini Dress Size 16 Apron Cross Back Tartan Clueles

$32.99

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Green Empire Waist Babydoll Flowy Short V-Neck Dress Long Sleeve Ribbed Knit Vtg
Green Empire Waist Babydoll Flowy Short V-Neck Dress Long Sleeve Ribbed Knit Vtg

$24.00

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Vintage 80s Leslie Fay Petites Colorblock Unique Retro Button Shift Dress Size 6
Vintage 80s Leslie Fay Petites Colorblock Unique Retro Button Shift Dress Size 6

$33.75

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Vintage Dress Womens Small Velvet Midi Pleated Cottage Preppy Minimalist Knit
Vintage Dress Womens Small Velvet Midi Pleated Cottage Preppy Minimalist Knit

$31.99

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Flax by Jeanne Engelhart Dress S Striped Linen Maxi Pockets Back Slit Lagenlook
Flax by Jeanne Engelhart Dress S Striped Linen Maxi Pockets Back Slit Lagenlook

$94.88

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Vintage George Georgio Jacket Womens 6 Silk Plaid Preppy Academia Art To Wear
Vintage George Georgio Jacket Womens 6 Silk Plaid Preppy Academia Art To Wear

$39.99

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Vintage Talbots navy blue linen button preppy office midi dress 4P
Vintage Talbots navy blue linen button preppy office midi dress 4P

$40.00

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Vintage Liz Claiborne Liz Sport Cardigan Sweater Womens M Blue Cable Knit 90s
Vintage Liz Claiborne Liz Sport Cardigan Sweater Womens M Blue Cable Knit 90s

$24.99

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Vintage Talbots Linen Silk Brown Shirt Dress Sleeveless Preppy Size 12 Midi
Vintage Talbots Linen Silk Brown Shirt Dress Sleeveless Preppy Size 12 Midi

$24.00

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VTG 90s LANDS’ END Crewneck Sweater 100% Cotton LARGE Fisherman USA Green
VTG 90s LANDS’ END Crewneck Sweater 100% Cotton LARGE Fisherman USA Green

$17.99

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Vintage Evan-Picone one button navy blue 100% worsted wool blazer Women 12
Vintage Evan-Picone one button navy blue 100% worsted wool blazer Women 12

$25.00

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VTG Y2K PREPPY *JEANSTAR* BROWN PLAID SWING PEACOAT BLAZER JACKET TOP MEDIUM NEW
VTG Y2K PREPPY *JEANSTAR* BROWN PLAID SWING PEACOAT BLAZER JACKET TOP MEDIUM NEW

$32.95

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NWT Venti6 White High Low Dress Size S Romantic Boho Date Night Valentines
NWT Venti6 White High Low Dress Size S Romantic Boho Date Night Valentines

$44.99

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VTG LAUREN RALPH LAUREN Stretch Jersey Dress Black Ivory Polka Dot Size 10
VTG LAUREN RALPH LAUREN Stretch Jersey Dress Black Ivory Polka Dot Size 10

$34.99

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VTG School Dress Girls Sz 10 Plaid Prairie Modest Long Sleeve Beaux Age Preppy
VTG School Dress Girls Sz 10 Plaid Prairie Modest Long Sleeve Beaux Age Preppy

$32.95

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Vintage 90s Y2K Vassarette Black Crushed Velvet Dress Whimsygoth Grunge Sz S/M
Vintage 90s Y2K Vassarette Black Crushed Velvet Dress Whimsygoth Grunge Sz S/M

$24.00

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Misty Lane Dress 10 Red Plaid Embroidered Crest Midi Vintage Preppy Academia
Misty Lane Dress 10 Red Plaid Embroidered Crest Midi Vintage Preppy Academia

$24.88

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Nordstrom Women's Tailored Clothing Vintage Cricketeer Dark Gray Pleated Skirt 8
Nordstrom Women's Tailored Clothing Vintage Cricketeer Dark Gray Pleated Skirt 8

$49.99

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Vintage LA FETE Women's L Ribbed Button Front Midi Dress Lion Tiger Animal Print
Vintage LA FETE Women's L Ribbed Button Front Midi Dress Lion Tiger Animal Print

$19.99

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Maeve Anthropologie Dress Women 0 Ivory Black Green Polka Dot Constantine Midi
Maeve Anthropologie Dress Women 0 Ivory Black Green Polka Dot Constantine Midi

$43.99

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Philippe Marques Vintage Long Sleeve Vibrant Sweater Blouse Size 8 80's Preppy
Philippe Marques Vintage Long Sleeve Vibrant Sweater Blouse Size 8 80's Preppy

$25.00

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Anthropologie Maeve Midi Dress Black Colorblock Twist-Back Preppy Medium NWT
Anthropologie Maeve Midi Dress Black Colorblock Twist-Back Preppy Medium NWT

$158.00

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Vintage Chevron Dovani of Dallas Dress Size 14 Secretary Belt Academia Preppy
Vintage Chevron Dovani of Dallas Dress Size 14 Secretary Belt Academia Preppy

$45.00

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VTG Lilly Pulitzer Wool Dress Sleeveless Size 8 Brown Silk Tweed Mock Neck 70s
VTG Lilly Pulitzer Wool Dress Sleeveless Size 8 Brown Silk Tweed Mock Neck 70s

$49.98

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Vintage Lady Lee Womens L 11/12 Denim Jacket Pockets Buttons Preppy Western 70s
Vintage Lady Lee Womens L 11/12 Denim Jacket Pockets Buttons Preppy Western 70s

$45.00

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Directives Women's Jumper Size Small Sleeveless 100% Lyocell Teacher Preppy VTG.
Directives Women's Jumper Size Small Sleeveless 100% Lyocell Teacher Preppy VTG.

$21.65

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Talbots Blazer Jacket Irish Linen Sz 12 Petite Office Career Blue Vintage
Talbots Blazer Jacket Irish Linen Sz 12 Petite Office Career Blue Vintage

$32.95

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Vintage Sigrid Olsen Women’s Petite L Knit Blazer Sweater 3/4 Sleeves Multicolor
Vintage Sigrid Olsen Women’s Petite L Knit Blazer Sweater 3/4 Sleeves Multicolor

$24.99

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Vtg Da-Rue California Pastel Green Blazer Shoulder Pads 4 Buttons Sz 18 Women's
Vtg Da-Rue California Pastel Green Blazer Shoulder Pads 4 Buttons Sz 18 Women's

$40.00

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VTG 70s Womens Small Pink Maxi Dress Cropped Jacket Set USA Barbiecore Preppy
VTG 70s Womens Small Pink Maxi Dress Cropped Jacket Set USA Barbiecore Preppy

$70.39

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LILLY PULITZER Dress Womens Size 8 Selna Royce Blue Daisy Floral Eyelet NEW
LILLY PULITZER Dress Womens Size 8 Selna Royce Blue Daisy Floral Eyelet NEW

$115.17

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Joan Vass Sz L Black and White Striped Sweater Dress 100% Cotton Pockets Classic
Joan Vass Sz L Black and White Striped Sweater Dress 100% Cotton Pockets Classic

$22.00

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TALBOTS Vtg 100% Wool Knit Sweater Black Button Cardigan Blazer Jacket Small
TALBOTS Vtg 100% Wool Knit Sweater Black Button Cardigan Blazer Jacket Small

$40.00

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VTG Sweetree Sweater Vest Knit Solid Navy Blue Green Trim Button Pocket Made USA
VTG Sweetree Sweater Vest Knit Solid Navy Blue Green Trim Button Pocket Made USA

$24.49

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Vintage Cardigan Size M Purple Pastel Boho Cottagecore Feminine Swifty Sweater
Vintage Cardigan Size M Purple Pastel Boho Cottagecore Feminine Swifty Sweater

$29.99

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Miss Dorby Vintage Gingham Dress 10 Dusty Pink Pleated Crochet Lace Neckline
Miss Dorby Vintage Gingham Dress 10 Dusty Pink Pleated Crochet Lace Neckline

$18.86

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Ralph Lauren Women’s VTG Madras Striped Long Sleeve Button Up Shirt Sz 6
Ralph Lauren Women’s VTG Madras Striped Long Sleeve Button Up Shirt Sz 6

$23.00

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VTG Gap short sleeve striped ribbed midi knit dress sz M '90's Y2K grunge skater
VTG Gap short sleeve striped ribbed midi knit dress sz M '90's Y2K grunge skater

$21.00

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Us Polo Assn Vtg Button Up Polo Tennis Mini Dress Preppy Nautical Green S Retro
Us Polo Assn Vtg Button Up Polo Tennis Mini Dress Preppy Nautical Green S Retro

$18.00

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Vintage KORS MICHAEL KORS Womens Blazer 100% Cotton Made in Italy Gingham | 6
Vintage KORS MICHAEL KORS Womens Blazer 100% Cotton Made in Italy Gingham | 6

$27.99

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VTG Chaps Womens 6 Brown Plaid Wool Blazer Houndstooth Tweed Equestrian Riding
VTG Chaps Womens 6 Brown Plaid Wool Blazer Houndstooth Tweed Equestrian Riding

$35.00

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Vintage VALERIE STEVENS Blazer Size 2P Boiled Wool Cherry Red Preppy Academia
Vintage VALERIE STEVENS Blazer Size 2P Boiled Wool Cherry Red Preppy Academia

$35.00

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Vintage Plaid Blazer Lined 100% Silk Althuser Women’s Size 6 Preppy Workwear
Vintage Plaid Blazer Lined 100% Silk Althuser Women’s Size 6 Preppy Workwear

$24.95

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Vintage 1970s Girls 5 Years Navy Blue Polyester Drop Waist Preppy Tie Dress
Vintage 1970s Girls 5 Years Navy Blue Polyester Drop Waist Preppy Tie Dress

$25.99

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Vintage 90s American Eagle Cableknit Sweater Women’s Chunky Turtleneck Red Med
Vintage 90s American Eagle Cableknit Sweater Women’s Chunky Turtleneck Red Med

$15.00

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VTG The Limited Sweater Womens Size M Red Wool Blend Textured Boxy Chunky Knit
VTG The Limited Sweater Womens Size M Red Wool Blend Textured Boxy Chunky Knit

$25.88

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ADELE KNITWEAR VTG Made in USA Holiday Sweater Red XL Soft Cozy Versatile
ADELE KNITWEAR VTG Made in USA Holiday Sweater Red XL Soft Cozy Versatile

$18.95

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NWT STITCHDROP Jakarta Floral Sweater Dress Women Size M Cottagecore Whimsygoth
NWT STITCHDROP Jakarta Floral Sweater Dress Women Size M Cottagecore Whimsygoth

$32.99

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80s Sweater Cuddle Knit Blue Short Sleeve Crew Neck Scalloped Pattern Size Small
80s Sweater Cuddle Knit Blue Short Sleeve Crew Neck Scalloped Pattern Size Small

$19.99

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Vtg Brooks Brothers Dress Shirt Men’s 14 S Pink Stripe White Collar Cuffs Preppy
Vtg Brooks Brothers Dress Shirt Men’s 14 S Pink Stripe White Collar Cuffs Preppy

$29.88

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REAL COMFORT CHADWICKS Corduroy Jacket Blazer Women 10P Olive Green Y2K Pockets
REAL COMFORT CHADWICKS Corduroy Jacket Blazer Women 10P Olive Green Y2K Pockets

$18.88

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Preppy Classic Vtg 90s Liz Claiborne Thick Heavy Dress Cardigan Sweater Coat S
Preppy Classic Vtg 90s Liz Claiborne Thick Heavy Dress Cardigan Sweater Coat S

$39.98

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Vintage Sag Harbor Blazer Plaid Wool Burgundy Green Academia 90's Preppy Size 14
Vintage Sag Harbor Blazer Plaid Wool Burgundy Green Academia 90's Preppy Size 14

$12.50

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J. Crew Vintage rib high-neck cutaway tank dress with poplin skirt XXS NWT
J. Crew Vintage rib high-neck cutaway tank dress with poplin skirt XXS NWT

$45.00

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Preppy Dress
Preppy Dress

$40.00

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Vintage Barclay Square Blazer Wool Blend Academia Preppy Stripes Brown Size 10
Vintage Barclay Square Blazer Wool Blend Academia Preppy Stripes Brown Size 10

$30.00

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MingYuan Vintage Forest Style Sleeveless Plaid Dress Women Large Preppy Pinafore
MingYuan Vintage Forest Style Sleeveless Plaid Dress Women Large Preppy Pinafore

$25.00

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Derek Heart Plus 2X Dress Blue Chambray Tiered V-Neck Cap Slv Gathered Boho
Derek Heart Plus 2X Dress Blue Chambray Tiered V-Neck Cap Slv Gathered Boho

$16.95

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Anthropologie Maeve Womens Textured Red Dress Dora Lined Rayon Blend Size XS
Anthropologie Maeve Womens Textured Red Dress Dora Lined Rayon Blend Size XS

$24.99

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BB Dakota Metallic Gold Black Floral Print Square Neck Mini Fit & Flare Dress 8
BB Dakota Metallic Gold Black Floral Print Square Neck Mini Fit & Flare Dress 8

$13.00

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Vintage 80s IZOD Lacoste Cardigan Burgundy Button Up USA Sz XL
Vintage 80s IZOD Lacoste Cardigan Burgundy Button Up USA Sz XL

$35.00

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Derek Heart Women's Vintage Y2K Hooded Sweater Dress M Mustard Yellow with Strip
Derek Heart Women's Vintage Y2K Hooded Sweater Dress M Mustard Yellow with Strip

$18.95

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Vtg 90s Dark Blue Denim Maxi Jumper Dress Women Size 12 Boho Grunge Cotton
Vtg 90s Dark Blue Denim Maxi Jumper Dress Women Size 12 Boho Grunge Cotton

$29.99

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Monteau Womens Belted Denim Shirt Dress Side Zipper Blue & White Speckles M
Monteau Womens Belted Denim Shirt Dress Side Zipper Blue & White Speckles M

$27.99

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Lands' End Citrus Lemon Lime Women's 3X Ruffle Hem Wrap Sun Dress Swim Coverup
Lands' End Citrus Lemon Lime Women's 3X Ruffle Hem Wrap Sun Dress Swim Coverup

$22.39

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Vintage Polka Dot Sheer Secretary Preppy Dress Assymetric Mesh Black UK 12
Vintage Polka Dot Sheer Secretary Preppy Dress Assymetric Mesh Black UK 12

$15.87

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Vintage Womens Jacket Medium Blue Plaid Seersucker Transitional Collegiate Prep
Vintage Womens Jacket Medium Blue Plaid Seersucker Transitional Collegiate Prep

$21.45

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Vintage Dress Barn Skirt Sz 12 Green Pink Tweed Wool Blend Knee Length Academia
Vintage Dress Barn Skirt Sz 12 Green Pink Tweed Wool Blend Knee Length Academia

$27.88

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Cue Fashions Navy Blue Lace Dress 16.5, Long Sleeves, Pleated Scalloped Hem
Cue Fashions Navy Blue Lace Dress 16.5, Long Sleeves, Pleated Scalloped Hem

$18.00

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Cue Size 6 Red Yellow Plaid Tartan Wool Blend Tweed Hooded Sleeveless Dress
Cue Size 6 Red Yellow Plaid Tartan Wool Blend Tweed Hooded Sleeveless Dress

$43.33

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Pendleton Vintage Dress 100% Virgin Wool Size 12 Fits 8 Lined Slit Pockets Gray
Pendleton Vintage Dress 100% Virgin Wool Size 12 Fits 8 Lined Slit Pockets Gray

$25.00

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1990s VINTAGE PREPPY SWEATER COLORFUL CABLE KNIT LIFESAVER STRIPE COTTON
1990s VINTAGE PREPPY SWEATER COLORFUL CABLE KNIT LIFESAVER STRIPE COTTON

$9.58

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Vintage 1990s Banana Republic Floral Navy And Cream Mini Dress 1940 Inspired
Vintage 1990s Banana Republic Floral Navy And Cream Mini Dress 1940 Inspired

$45.00

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Tommy Hilfiger Sheath Color Block Full Zip Front Navy White Dress Size 8 Preppy
Tommy Hilfiger Sheath Color Block Full Zip Front Navy White Dress Size 8 Preppy

$26.99

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SHEIN Curve Tiered Peasant Dress Sz 3X/4X Flowy Prairie Ruffle Beach Boho Gypsy
SHEIN Curve Tiered Peasant Dress Sz 3X/4X Flowy Prairie Ruffle Beach Boho Gypsy

$12.34

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Coofandy Mens 2X Dress Sweater Black Mock Neck Henley With Red Button Accents
Coofandy Mens 2X Dress Sweater Black Mock Neck Henley With Red Button Accents

$28.88

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Vtg Pendleton Crop Jacket Tan Beige Tweed Buttons Virgin Wool Lined Size 22W
Vtg Pendleton Crop Jacket Tan Beige Tweed Buttons Virgin Wool Lined Size 22W

$35.00

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Vintage Jacket Womens size Medium Panther Black Wool 80s Blazer Union Made
Vintage Jacket Womens size Medium Panther Black Wool 80s Blazer Union Made

$35.00

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VTG Painted Pony Open Front Blazer Jacket SZ S Teal Brown Green Cotton Blend
VTG Painted Pony Open Front Blazer Jacket SZ S Teal Brown Green Cotton Blend

$32.00

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Vtg St. John *Tiny Holes* Santana Knit Cardigan Sz 14 Jacket Sunflower Wool Blnd
Vtg St. John *Tiny Holes* Santana Knit Cardigan Sz 14 Jacket Sunflower Wool Blnd

$29.99

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Vintage Orvis Women Black Dress Casual Preppy Y2K Dress Blazer Women's Size 6
Vintage Orvis Women Black Dress Casual Preppy Y2K Dress Blazer Women's Size 6

$27.25

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Leslie Fay Dress Set Women Size 12 Gray Argyle Secretary Modest Preppy Vintage
Leslie Fay Dress Set Women Size 12 Gray Argyle Secretary Modest Preppy Vintage

$25.62

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Girl’s Vintage Plaid Dress Sleeveless Size 2? Blue Green Preppy Button Missing
Girl’s Vintage Plaid Dress Sleeveless Size 2? Blue Green Preppy Button Missing

$9.99

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Espirt Sweater Gray Full Zipper Collared Small Womens Cardigan Pocket Vintage
Espirt Sweater Gray Full Zipper Collared Small Womens Cardigan Pocket Vintage

$6.50

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J. Crew Drop-waist midi dress in cotton poplin White XL NWT
J. Crew Drop-waist midi dress in cotton poplin White XL NWT

$99.00

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Vintage 90s Argyle Diamond Sweater Vest Men’s XL Casual Grandpa Cosby Academia
Vintage 90s Argyle Diamond Sweater Vest Men’s XL Casual Grandpa Cosby Academia

$30.00

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Warehouse Floral Sleeveless Knee Length Vintage Dress Size 10
Warehouse Floral Sleeveless Knee Length Vintage Dress Size 10

$12.43

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Vintage Dress Womens Medium Blue Flags Sleeveless Maxi Retro Coastal Preppy
Vintage Dress Womens Medium Blue Flags Sleeveless Maxi Retro Coastal Preppy

$31.98

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VTG Sweetree Sweater Knit Solid Navy Blue Green Trim Pullover Button Made USA
VTG Sweetree Sweater Knit Solid Navy Blue Green Trim Pullover Button Made USA

$27.99

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Rhode Dress Women Small Red Cotton Floral Print Puff Sleeve Pia Mini Cottagecore
Rhode Dress Women Small Red Cotton Floral Print Puff Sleeve Pia Mini Cottagecore

$99.99

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Vintage FACONNABLE 90s Y2K Tennis Preppy Long Dress Size Medium
Vintage FACONNABLE 90s Y2K Tennis Preppy Long Dress Size Medium

$50.00

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