1,300,000+ results for preppy
- J. Crew Sweater Women's Size L Striped Polka-dot Grey Black Wool BlendOpens in a new window or tabBrand New$23.99Top Rated Plus+$7.00 shippingFree returns
- *Express Women’s White/Pinked Striped Cinch-side Tank Top Preppy Blouse Sz. LOpens in a new window or tabPre-Owned$1.250 bids · Time left6d 23h$5.00Buy It Now+$4.47 shipping
- Gap Button Up Shirt Mens Large Blue Chambray Long Sleeve Preppy Casual ClassicOpens in a new window or tabPre-Owned$12.99Free shipping
- Madewell Cable Knit Cropped Cardigan Size S Antique Cream Boxy Wool Blend NewOpens in a new window or tabBrand New$45.00+$6.23 shipping
- Club Room Fair Isle Vneck Cardigan Sweater Club Room Navy MediumOpens in a new window or tabBrand New$6.31Top Rated PlusList price: $44.99 86% off+$9.99 shippingFree returnsLast one
- Gap Button Up Shirt Mens X-Large Blue Chambray Long Sleeve Preppy Casual ClassicOpens in a new window or tabPre-Owned$12.99+$8.45 shipping
- Ariat Polo Shirt Ladies Women's Size Medium Black Logo Short Sleeve PreppyOpens in a new window or tabPre-Owned · Ariat$10.000 bids · Time left7d 21h+$6.50 shipping
- Timmy Hilfiger Mens Sweater Knit V-neck Cotton Preppy Casual Medium ITMU10Opens in a new window or tabPre-Owned$12.99+$8.45 shipping
- Peter Millar Crown Sweater Fleece Quarter Zip L SquashOpens in a new window or tabBrand New$69.99Free shippingFree returns
- Women’s Brooks Brothers 100% Supima Cotton Size 8 fitted Button Down BlouseOpens in a new window or tabPre-Owned · Brooks Brothers$28.00+$4.28 shipping
- Madewell Courier Button-Back Shirt in Rainbow Stripe Sz smallOpens in a new window or tabPre-Owned$0.990 bids · Time left6d 23h$39.00Buy It Now+$5.00 shipping
- Elizabeth Wilson Preppy Ruffle Collar & Sleeve Chambray Blouse XS CottonOpens in a new window or tabPre-Owned · Elizabeth$34.99Top Rated Plus+$7.95 shippingFree returns
- Vintage 80s Argyle Mohair Jumper Sweater Womens M-Short 21x19 Lavender PurpleOpens in a new window or tabPre-Owned$211.28Top Rated PlusWas: $248.56 15% off+$8.85 shippingFree returnsExtra 40% off with coupon
- Preppy Room Decor Aesthetic Wall Art Preppy Pictures for Wall-Set of 6xOpens in a new window or tabBrand New$10.30Was: $11.87 13% offFree shippingFree returns20% off 2+ with coupon
- J Crew Button Up Front Shirt Men's Size XS Pink Orange Long Sleeve Check PlaidOpens in a new window or tabPre-Owned$13.49Top Rated PlusWas: $14.99 10% off+$7.99 shippingFree returnsBuy 1, get 1 25% off
- Vintage J Crew Sweater Mens Large Wool Argyle Diamond Gray Beige Red Preppy Y2KOpens in a new window or tabPre-Owned$15.88+$7.99 shippingFree returns
- Banana Republic Womens Aire Crew Neck Sweater Size S Petite Brown Wool NylonOpens in a new window or tabPre-Owned$26.90Top Rated Plus+$6.89 shippingFree returns
- Gap Orchid Haze Textured Sweater Size XXLOpens in a new window or tabBrand New$27.99Top Rated Plus+$10.99 shippingFree returns
- Chaps Sweater Men's Large Henley Pullover Gray Cotton Knit Elbow PatchesOpens in a new window or tabPre-Owned$17.99Top Rated Plus+$8.99 shippingFree returns
- Shetland Sweater Vest Red Wool Sleeveless V-Neck Scotland MediumOpens in a new window or tabPre-Owned$26.15Top Rated Plus+$4.43 shippingFree returns
- Banana Republic Turtleneck Sweater Womens Small Italian Yarn Chunky Knit PreppyOpens in a new window or tabPre-Owned$29.99Top Rated Plus+$8.90 shippingFree returns
- Brooks Brothers Aqua Pure Linen cable knit Spring sweater , XL, NWTOpens in a new window or tabBrand New$29.990 bids · Time left6d 17h+$8.85 shipping
- Ann Taylor Cardigan Sweater Medium Coral Cream Lace Button Up PreppyOpens in a new window or tabPre-Owned$24.99Top Rated Plus+$5.99 shippingFree returns
- Max Studio Sweater Womens Medium Brown Plaid V Nexk Classic Preppy PulloverOpens in a new window or tabPre-Owned$24.88Top Rated Plus+$5.99 shippingFree returnsExtra 20% off with coupon
- Vintage LaChapelle V-Neck Cardigan Relaxed Long Sleeve 3 Button Green MediumOpens in a new window or tabPre-Owned$39.00+$10.00 shipping
- BROOKS BROTHERS Women's Size 12 Fitted Solid Pink Non-Iron ShirtOpens in a new window or tabPre-Owned · Brooks Brothers$17.00+$7.00 shipping
- NWT Soft Surroundings Alyssa Knit Top Ruched Faux Wrap 3/4 Sleeve White 3x 24WOpens in a new window or tabBrand New · Soft Surroundings$24.05Was: $37.00 35% off+$8.60 shippingLast one
- Greyson Jacket Mens SZ Large Camo Trailwolf Golf Preppy Full Zip Lightweight NWTOpens in a new window or tabBrand New$80.99Top Rated PlusWas: $89.99 10% offFree shippingFree returns
- Vineyard Vines Polo Shirt Mens Large Blue Short Sleeve Whale Logo Edgartown PoloOpens in a new window or tabPre-Owned$17.48Top Rated PlusWas: $24.97 30% off+$5.99 shippingFree returnsExtra 20% off with coupon
- Vineyard Vines by Shep & Ian Whale Shirt Men's Size Large Plaid 100% CottonOpens in a new window or tabPre-Owned$17.09Top Rated PlusWas: $18.99 10% off+$7.99 shippingFree returnsBuy 1, get 1 25% off
- DONALD J. TRUMP Signature Gray Pink Diagonal Striped President Men's Silk TieOpens in a new window or tabPre-Owned$34.95+$3.96 shipping
- Vtg Designers Originals Navy Blue Cardigan Sweater M L Classic Button Up PreppyOpens in a new window or tabPre-Owned$17.00+$3.95 shipping
- Eileen Fisher Blouse Size Large Striped Coastal Grandmacore Minimalist PreppyOpens in a new window or tabPre-Owned · Eileen Fisher$40.99+$8.85 shipping
- A New Day Women's Tank Top Black Size L Large - New w/TagsOpens in a new window or tabBrand New · A New Day$4.95+$5.95 shippingSave up to 20% when you buy more
- Quince Sz Small 100% Mongolian Cashmere Crewneck Sweater Oatmeal Tan Long SleeveOpens in a new window or tabPre-Owned$38.00+$9.99 shipping
- Brooks Brothers Country Club Sweater Vest Mens Large Blue Cable Knit V Neck VTGOpens in a new window or tabPre-Owned$12.15Was: $40.50 70% off+$8.99 shippingFree returns
- J Crew Turtleneck Sweater Womens Sz 3X Wool Blend Relaxed Fit StretchOpens in a new window or tabPre-Owned$27.00+$8.45 shipping
- J. Crew Button Down Shirt Men's Size XL Blue Long Sleeve Striped 100% CottonOpens in a new window or tabPre-Owned$13.49Top Rated PlusWas: $14.99 10% off+$7.99 shippingFree returnsBuy 1, get 1 25% off
- Polo Ralph Lauren Sweater Men Medium Gray Long Sleeve Pullover 1/4 Zip ShirtOpens in a new window or tabPre-Owned$20.98Top Rated PlusWas: $29.97 30% off+$8.99 shippingFree returnsExtra 20% off with coupon
- Vineyard Vines Easy Striped Savannah Popover Top Women M Pink WhiteOpens in a new window or tabPre-Owned · Vineyard Vines$33.00+$4.95 shipping
- Apolis Global Citizen Shirt Men's Large Gray Henley Classiccore Designer PreppyOpens in a new window or tabPre-Owned$18.74Top Rated PlusWas: $24.99 25% off+$6.99 shippingFree returnsExtra 10% off with coupon
- Ralph Lauren Shirt Mens Size L Red White Stripe Short Sleeve Preppy SeersuckerOpens in a new window or tabPre-Owned$18.00+$5.99 shipping
- Luca Nobili 100% Italian Cashmere Sweater Size L Neutral Capsule Unisex ClassicOpens in a new window or tabNew (Other)$49.88+$5.99 shipping
- Lauren Ralph Lauren Top womens 2X Black Crest Royal Equestrian All Over printOpens in a new window or tabPre-Owned · Lauren Ralph Lauren$39.99Top Rated Plus+$5.99 shippingFree returns
- Vintage Junonia Shirt Womens 1X Light Green Polo Classiccore Golf Preppy BasicOpens in a new window or tabPre-Owned$11.50Top Rated Plus+$6.99 shippingFree returnsExtra 10% off with coupon
- Garret Scott Mens Merino Wool Sweater XL Blue White Strip Long Sleeve Crew NeckOpens in a new window or tabPre-Owned$11.95Top Rated Plus+$5.62 shippingFree returnsExtra 20% off with coupon
- Western Plaid Shirt Short Sleeve Mens Snap Up Flap Pockets LATEST NEW COLORS!!Opens in a new window or tabBrand New$19.95Top Rated PlusWas: $59.95 67% offFree shippingFree returns
- Lacoste Round Neck Sweater Women's Large 42 Red Cable Knit Preppy CrocodileOpens in a new window or tabPre-Owned$20.26Was: $28.94 30% off+$8.45 shipping
- Simply Vera Vera Wang Women Shirt Size L Purple Preppy Lace Short Sleeve V-NeckOpens in a new window or tabPre-Owned · Simply Vera Vera Wang$14.00Top Rated Plus+$5.49 shippingFree returns
- Oak Hill Mens Size 3XL TALL Short Sleeve Button Up Camp Shirt Palms PineapplesOpens in a new window or tabPre-Owned$20.00+$6.99 shipping
- Nike Polo Shirt Women Small White Golf Dri-Fit Swoosh Logo Pullover Travel NEWOpens in a new window or tabBrand New · Nike$24.29Top Rated PlusWas: $26.99 10% off+$6.90 shippingFree returns6 watchers
- Vintage Top Notch Sweater Fits Like Large Womens Black Floral Pullover LiliesOpens in a new window or tabPre-Owned$21.99+$8.70 shipping
- American Eagle Men’s Prep Fit Knit Crew Neck Sweater in Blue Size SOpens in a new window or tabPre-Owned$24.00+$9.00 shipping
- J Jill Womens Cardigan Sweater 3X Linen Rayon Pockets Knit Short Sleeve V NeckOpens in a new window or tabPre-Owned$29.89+$8.30 shipping
- Banana Republic Men's Short Sleeve Solid Pique Polo Shirt S M L XL XXLOpens in a new window or tabBrand New$14.99 to $39.99Free shippingSave up to 20% when you buy more
- Chico’s Pullover Lightweight Sweater 0 black/white print Soft Long SleeveOpens in a new window or tabPre-Owned$11.98+$6.70 shipping
- Talbots Argyle Cardigan Lambs wool Angora Blend Size LargeOpens in a new window or tabPre-Owned$17.00+$4.31 shipping
- UNIQ Lime Green V-neck Soft Cuddly Sweater Size MediumOpens in a new window or tabBrand New$21.99Top Rated Plus+$7.00 shippingFree returns
- NEW Talbots Size XL Open Front Cardigan Lightweight Cotton Peplum Preppy TopOpens in a new window or tabBrand New$29.95+$5.90 shippingFree returns
- Alfani Men's Striped Cardigan Casual Grey Heather XlOpens in a new window or tabBrand New$5.10Top Rated PlusList price: $39.99 87% off+$9.99 shippingFree returns
- Juniors Neon Pink Argyle Cropped V Neck Sweater Large PreppyOpens in a new window or tabPre-Owned$6.99+$6.16 shipping
- Talbots Cableknit Turtleneck Sweater Medium Petite Ivory Chunky Knit ClassicOpens in a new window or tabPre-Owned$19.99+$7.99 shipping
- Athleta Extra Fine Merino Wool Mock Neck Ribbed Relaxed Fit Sweater Gray Size MOpens in a new window or tabPre-Owned$20.25+$10.10 shipping
- Torrid Women's Plus Size 3X 3 Super Soft Lace Detail Flutter Short Sleeve TopOpens in a new window or tabBrand New · Torrid$17.00+$6.99 shipping
- Madewell Donegal Lawson Crop Sweater SZ XXL In Donegal Ocean Drive Women PreppyOpens in a new window or tabNew (Other)$35.00+$4.95 shipping
- Lafayette 148 Linen Snap Button Cardigan Top Size P Beige V-Neck Open KnitOpens in a new window or tabPre-Owned$39.92+$6.75 shipping
- LL Bean Sweater Mens 100% Merino Wool Navy Blue V Neck Long Sleeve Size LargeOpens in a new window or tabPre-Owned$18.88+$8.95 shipping
- Rua Carlota Womens Sweater Vest Handmade Patchwork Preppy Light Academia GeekOpens in a new window or tabPre-Owned$95.99+$8.85 shipping
- NEW Banana Republic Blue Dotted Button Up Top Womens MediumOpens in a new window or tabBrand New · Banana Republic$24.99Top Rated PlusFree shippingFree returns
- Ralph Lauren Shirt Mens Large Gray Long Sleeve Button Down Knit Oxford Pony LogoOpens in a new window or tabPre-Owned$19.58Top Rated PlusWas: $27.97 30% off+$5.99 shippingFree returnsExtra 20% off with coupon
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