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- Polo Ralph Lauren Puffer Vest Jacket Kid Boys XL 18 20 Blue Down Reversible CamoOpens in a new window or tabPre-Owned$49.95or Best Offer+$9.50 delivery
- Polo by Ralph Lauren blazer boys size 16 navy blue gold button preppy suitOpens in a new window or tabPre-Owned$29.99Was: $39.9925% offor Best Offer+$7.95 delivery
- The North Face Jacket Boys Medium Black 550 Down Full Zip Embroidered YouthOpens in a new window or tabPre-Owned$46.59Was: $58.9821% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- The North Face Jacket Boys XL Black Fleece Full Zip Preppy Casual EmbroideredOpens in a new window or tabPre-Owned$22.45Was: $24.9510% offor Best Offer+$10.00 delivery
- MEXX Size EU 110 US Size 5-6 XX Jacket Weatherproof Zip Hooded Clear PocketsOpens in a new window or tabPre-Owned$29.99or Best Offer+$7.99 delivery
- Abercrombie & Fitch Jacket Boys Large Green Puffer Kempshall Down Hooded OutdoorOpens in a new window or tabPre-Owned$31.98Was: $39.9720% offor Best Offer+$8.99 delivery
- Polo Ralph Lauren Boys Navy Blue Quilted Long Sleeve Jacket 5 Preppy ClassicOpens in a new window or tabPre-Owned$48.00or Best Offer+$7.25 delivery
- Johnnie-O Mayfair 100% Cashmere 1/4 Zip Sweater, Lavender Size Boys MediumOpens in a new window or tabPre-Owned$45.00Buy It Now+$7.00 delivery
- The North Face Jacket Boys Large Gray Black Blue Denali Fleece Full Zip Youth*Opens in a new window or tabPre-Owned$24.95or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Polo Ralph Lauren Puffer Vest Blue Full-Zip Kids Pockets Size 5Opens in a new window or tabPre-Owned$24.99Buy It Now+$6.99 delivery
- The North Face - Windwall Windbreaker Jacket Boys XL Black Full Zip Pockets EUCOpens in a new window or tabPre-Owned$19.99Buy It Now+$4.84 delivery
- JANIE AND JACK Boys Size 5 Linen Blend Plaid Suit Jacket Blazer Two ButtonOpens in a new window or tabPre-Owned$29.00Buy It Now+$7.35 delivery
- Vineyard Vines Boys Size 7 Kid Sherpa 1/4 Zip Jacket Pullover Fleece ColorblockOpens in a new window or tabPre-Owned$22.99Buy It Now+$7.35 delivery
- The North Face Jacket Boys Small 7/8 Black Full Zip Hoodie Fleece ThumbholesOpens in a new window or tabPre-Owned$21.16Was: $24.8915% offor Best Offer+$7.89 delivery in 2-4 daysFree returnsExtra 22% off with couponTop Rated Plus
- Gobi Mongolian Cashmere Coat Boys 130 US 6-7 Black Button Up Overcoat JacketOpens in a new window or tabPre-Owned$52.47Was: $74.9530% offor Best Offer+$9.99 deliveryFree returns
- The North Face Jacket Boys Large Blue Windbreaker Rain Hyvent Full Zip Outdoor *Opens in a new window or tabPre-Owned$11.59Was: $28.9860% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Mini Boden Green Brown Striped Sherpa Preppy Jacket Coat Boys Size 5/6Opens in a new window or tabPre-Owned$22.79Was: $23.995% offor Best Offer+$7.99 delivery
- Patagonia Boys' Insulated Better Sweater Hoody Size XXL 2XL Green Full ZipOpens in a new window or tabPre-Owned$59.99or Best Offer+$8.95 deliveryTake $5 off your order with coupon
- Brooks Brothers Boys Corduroy 3-Button Blazer Sz. 12 Brown Preppy ClassicOpens in a new window or tabPre-Owned$52.00or Best Offer+$6.84 delivery
- Polo Ralph Lauren Jacket Boys Medium M 12-14 Harrington Style Full Zip NavyOpens in a new window or tabPre-Owned$20.24Was: $22.4910% offor Best Offer+$7.00 delivery
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Based on number of views and purchases | Sponsored- ColumbiaColumbia Jacket Boys Medium Gray Fleece Full Zip Preppy Casual Hiking Youth*Opens in a new window or tabPre-Owned$9.49+$6.95 delivery
- GapGAP Kids Vest Boys Large Blue Full Zip Front Zipped Pockets Outdoors PreppyOpens in a new window or tabPre-Owned$13.99+$7.29 delivery
- ColumbiaColumbia Jacket Boys Medium Green Fleece Full Zip Casual EmbroideredOpens in a new window or tabPre-Owned$13.29+$6.95 delivery
- PatagoniaPatagonia Boys' Insulated Better Sweater Hoody Size XXL 2XL Green Full ZipOpens in a new window or tabPre-Owned$59.99+$8.95 deliveryTake $5 off your order with coupon
- PatagoniaPATAGONIA Clay Red Quarter Zip Sweatshirt JACKET Coat Youth Boys Large 12Opens in a new window or tabPre-Owned$18.00+$8.50 delivery
- GapClassic Prep GAP Boy's Khaki Utility Preppy Classic Jacket sz XL 12Opens in a new window or tabPre-Owned$12.35+$8.71 delivery
- REIREI Jacket Boys XL Gray Fleece Full Zip Preppy Casual Pockets Hiking OutdoorsOpens in a new window or tabPre-Owned$9.49+$6.95 delivery
- adidasAdidas Youth Long Beach State Jackrabbits Pullover Hoodie/Pants Sz. YM SnoopDogOpens in a new window or tabNew (Other)$32.99+$18.95 delivery
- adidasAdidas Youth Long Beach State Jackrabbits 1/4 Zip Pullover Jacket SzYM SnoopDogOpens in a new window or tabNew (Other)$14.99+$9.45 delivery
- Nwt Polo Ralph Lauren Boys Sz XL 18 20 Puffer Vest Blue Camo ReversibleOpens in a new window or tabBrand New$71.98Was: $89.9720% offor Best Offer+$16.65 delivery
- The North Face Jacket Boys Small Green Fleece Full Zip Casual EmbroideredOpens in a new window or tabPre-Owned$18.98or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Janie and Jack Boys Navy Blazer Suit Sports Coat Gold Button Size 4 ToddlerOpens in a new window or tabPre-Owned$54.99or Best Offer+$11.84 delivery
- Polo Ralph Lauren Jacket Zip Up Size Medium Kids 10-12 Youth Red With PocketsOpens in a new window or tabPre-Owned$40.00or Best Offer+$8.71 delivery
- Ralph Lauren Polo Navy Blue Quilted Puffer Jacket, Child Teen Youth SZ 6Opens in a new window or tabPre-Owned$29.99or Best Offer+$8.71 delivery
- HUK Puffer Jacket Boy YOUTH SMALL Blue Outdoor School Preppy Athleisure NWT~FLAWOpens in a new window or tabNew (Other)$39.89Buy It Now+$7.25 delivery
- 🌻The North Face Denali Brown & Black Full-Zip Fleece Jacket Youth Boys' Size LOpens in a new window or tabPre-Owned$29.97or Best Offer+$16.65 deliveryExtra 20% off with coupon
- Tommy Hilfiger Blazer Boys 18 Blue Oxford Jacket 2 Button Classic Preppy CoastalOpens in a new window or tabPre-Owned$18.37Buy It Now+$8.95 deliveryFree returnsExtra 10% off with couponTop Rated Plus
- OCBP Ocean City Beach Patrol NJ Kids Boys CHARLES RIVER Hooded Jacket Size 5Opens in a new window or tabPre-Owned$28.99or Best Offer+$4.99 deliveryFree returnsTop Rated Plus
- The North Face Windwall Windbreaker Jacket Boys XL Black Full Zip Pockets CasualOpens in a new window or tabPre-Owned$27.42or Best Offer+$6.99 delivery
- The North Face Jacket Boys XL Green Gray Fleece Full Zip Preppy Casual DenaliOpens in a new window or tabPre-Owned$19.71Was: $24.9521% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Vineyard Vines - Martha's Vineyard Youth Jacket Blue Green Sherpa - SIZE LARGEOpens in a new window or tabPre-Owned$45.00or Best OfferFree delivery
- Polo Ralph Lauren Kids Quilted Insulated Nylon Field Coat Corduroy Trim Sz 5Opens in a new window or tabPre-Owned$24.95Buy It Now+$7.95 delivery
- Tommy Bahama Kids' Beach Cover Up flowers design Size S/M 5-8 ZipperOpens in a new window or tabBrand New$19.99or Best Offer+$10.00 delivery in 2-4 days
- Boys Bella Bliss Plaid Madras Jacket 12 Youth Preppy GolfOpens in a new window or tabPre-Owned$20.00Was: $25.0020% offor Best Offer+$7.00 delivery
- The North Face Jacket Boys Medium Red Fleece Full Zip Casual Embroidered Youth*Opens in a new window or tabPre-Owned$18.98or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Class Club Blazer Boys 10/12 Beige Brown Lightweight Unlined Wedding PartyOpens in a new window or tabPre-Owned$29.97or Best Offer+$6.99 delivery
- Disney Lightning McQueen Leather Sports Racing Jacket Kids 5/6Opens in a new window or tabPre-Owned$25.00or Best Offer+$7.29 delivery
- Columbia Jacket Boys Medium Gray Fleece Full Zip Preppy Casual Hiking Youth*Opens in a new window or tabPre-Owned$9.49Was: $18.9850% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- GAP Kids Vest Boys Large Blue Full Zip Front Zipped Pockets Outdoors PreppyOpens in a new window or tabPre-Owned$13.99Buy It Now+$7.29 delivery
- Columbia Jacket Boys Medium Green Fleece Full Zip Casual EmbroideredOpens in a new window or tabPre-Owned$13.29Was: $18.9830% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- BOYS SMALL 5-6 ~ Gymboree Varsity Coat Bomber Jacket ~ Navy Gray Medium WeightOpens in a new window or tabPre-Owned$9.95Buy It Now+$6.57 delivery
- Classic Prep GAP Boy's Khaki Utility Preppy Classic Jacket sz XL 12Opens in a new window or tabPre-Owned$12.35or Best Offer+$8.71 delivery
- The North Face Jacket Boys XL Black Fleece Full Zip Preppy Casual EmbroideredOpens in a new window or tabPre-Owned$15.99Buy It Now+$6.45 deliveryFree returnsTop Rated Plus
- The North Face Jacket Boys Large Green Gray Full Zip Windbreaker Shell Hooded *Opens in a new window or tabPre-Owned$24.95or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Boy’s/Kid’s Vintage Polo Ralph Lauren Full Zip Basic Jacket Small (8-10) PreppyOpens in a new window or tabPre-Owned$28.43or Best Offer+$8.19 delivery
- Ralph Lauren Boys Med(10-12) Windbreaker Red White Blue NWT Americana PreppyOpens in a new window or tabBrand New$33.20Was: $40.0017% offBuy It Now+$5.80 delivery
- North Face Denali Jacket Boys XL Youth Black Fleece Full Zip Preppy CasualOpens in a new window or tabPre-Owned$8.01Was: $22.8865% offor Best Offer+$7.95 deliveryFree returnsTop Rated Plus
- Columbia Jacket Boys Large Black Windbreaker Full Zip Casual Logo Spell Out HoodOpens in a new window or tabPre-Owned$14.95or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Lands’ End Down Puffer Vest Jacket Youth Boys Size XL 18 Colorful Plaid 23x26.5Opens in a new window or tabPre-Owned$22.39Was: $24.8810% offor Best Offer+$5.95 deliveryFree returnsExtra 20% off with couponTop Rated Plus
- Polo Ralph Lauren Harrington Jacket Boys 7 Vintage Cotton Chino Preppy Lil ManOpens in a new window or tabPre-Owned$29.00or Best Offer+$7.01 delivery
- Vintage 90s Nautica Kids Windbreaker Jacket Size Small 8/10 Blue Green YellowOpens in a new window or tabPre-Owned$45.00or Best Offer+$5.99 delivery
- Uniqlo Kids Dark Green Sweat Stadium Jacket Size 11-12 Sports School Preppy NWTOpens in a new window or tabBrand New$18.74Was: $24.9925% offor Best Offer+$6.36 delivery in 2-4 days
- M65 Boys Camo Cold Weather Field Jacket 16-18 XL Green Brown USAOpens in a new window or tabPre-Owned$29.99or Best Offer+$9.49 deliveryFree returnsTop Rated Plus
- Helly Hansen Jacket Youth Size 14 Blue Windbreaker Rain Coat~MISSING HOOD~PreppyOpens in a new window or tabPre-Owned$38.42Was: $54.8930% offBuy It Now+$9.25 delivery
- Gap Kids boys denim jeans jacket hooded XXL 14-16 preppy blue/yellow knit hoodOpens in a new window or tabPre-Owned$24.99or Best Offer+$8.99 delivery
- Tommy Hilfiger Boys Alexander Blazer in Navy Blue Size 12 New With TagsOpens in a new window or tabBrand New$43.99or Best Offer+$7.25 delivery in 2-4 days
- PATAGONIA Clay Red Quarter Zip Sweatshirt JACKET Coat Youth Boys Large 12Opens in a new window or tabPre-Owned$18.00or Best Offer+$8.50 delivery
- Barbour Jacket Youth 2XL XXL Black Quilted Country Field Hunting Coat KidsOpens in a new window or tabPre-Owned$20.18or Best Offer+$12.99 deliveryfrom United Kingdom
- NWT Boys Brooks Brothers Blue Harrington Jacket Lined Retro G9 Classic NEWOpens in a new window or tabBrand New$69.00or Best Offer+$9.45 deliveryFree returns
- Vintage The North Face Jacket Boys XL Gray Black Fleece Full Zip Youth*Opens in a new window or tabPre-Owned$14.99Was: $18.9821% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Mini Boden Comfort Stretch Blazer Sweater Jacket Grey Size 7-8 Year PreppyOpens in a new window or tabPre-Owned$24.95or Best Offer+$6.99 delivery
- Abercrombie Jacket Boys XL Blue White Ski Puffer Quilted Coat Full Zip Up KidsOpens in a new window or tabPre-Owned$29.97or Best Offer+$12.95 delivery in 2-4 daysFree returns33% off 3+ with couponTop Rated Plus
- Boys Track Jacket Size Medium (8) Stormtech Performance Blue NEWOpens in a new window or tabBrand New$14.99or Best OfferFree delivery
- Vineyard Vines Fleece Puffer Vest Boys Large 16 Blue Jaquard New With Tags NWTOpens in a new window or tabBrand New$40.00or Best Offer+$9.45 delivery
- Nautica Jacket Boys XL Gray Blue Fleece Full Zip Casual Embroidered SailingOpens in a new window or tabPre-Owned$18.98or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- The North Face Jacket Boys Large Black Fleece Full Zip Casual EmbroideredOpens in a new window or tabPre-Owned$18.98or Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- VTG Polo Ralph Lauren Quilted Childern's Jacket, 7, Barn / Chore JacketOpens in a new window or tabPre-Owned$25.20Was: $28.0010% offBuy It Now+$11.00 deliveryFree returns
- Wantdo Down Puff Coat Jacket Blue Sz 14-16 Outdoors LightweightOpens in a new window or tabBrand New$34.00or Best Offer+$5.80 delivery
- The North Face Jacket Boys Medium Black Full Zip Preppy Softshell Windwall YOUTHOpens in a new window or tabPre-Owned$24.99Buy It NowFree deliveryFree returns
- Polo Ralph Lauren Boys’ 3 In 1 Water Repellant Jacket Zip In Fleece Vest, Red XLOpens in a new window or tabPre-Owned$73.95or Best Offer+$14.00 delivery
- POLO RALPH LAUREN Little Boy Corduroy Blazer Pockets 4 Preppy Classic PlaidOpens in a new window or tabPre-Owned$32.00Was: $40.0020% offor Best Offer+$10.00 delivery
- The North Face Kids Denali Style Fleece Jacket Blue Black Size XSOpens in a new window or tabPre-Owned$22.99Buy It Now+$6.99 delivery
- Vintage Coca Cola Jacket Boys 5 Blue Yellow Spell Out Snap Logo VarsityOpens in a new window or tabPre-Owned$30.79Was: $38.9821% offor Best Offer+$6.95 deliveryFree returnsTop Rated Plus
- Vtg 90s OP Ocean Pacific Black Gray Colorblock Youth Windbreaker Set Sz XL/LOpens in a new window or tabPre-Owned$44.50or Best Offer+$7.50 delivery10 watchers
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