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178 results

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    • PreppyRemove filter
    • Size: 5Remove filter
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    • New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      New Crewcuts Boys Classic Pinstripe Gramercy Shorts Blue White Seersucker Size 5
      Opens in a new window or tab
      New (Other)
      $19.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Mini Boden Shorts Boys Red Casual Drawstring Size 5Y
      Opens in a new window or tab
      Pre-Owned
      $10.99
      or Best Offer
      +$5.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      U.S. Polo ASSN Boys Adjustable Waist Blue Stripe Bermudas Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.98 delivery
      Sponsored
    • JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      JANIE and JACK Preppy Stripe Cotton Adjustable Waist Flat Front Shorts I Sz 5
      Opens in a new window or tab
      Pre-Owned
      $16.95
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Find similar itemsSee all the items on eBay that match this style
      Polo Ralph Lauren Vintage Shorts Boys Size 5 Navy Plaid Chino Preppy Logo
      Opens in a new window or tab
      Pre-Owned
      $10.00
      Buy It Now
      +$5.00 delivery
      Sponsored
    • 2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      2010 GAP KIDS Camo Camouflage Cargo Pocket Bermuda Long Shorts 5T 5 Yrs Olive
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Children's Place Khaki Shorts Boys Size 4T
      Children's Place Khaki Shorts Boys Size 4T
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 4T NWT
      Opens in a new window or tab
      Brand New
      $12.00
      0 bids · Time left5d 4h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Hanna Andersson Boys French Terry Shorts Size 5 (110) Cotton Gray White Stripe
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$5.00 delivery in 2-4 days
      Sponsored
    • Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Polo Ralph Lauren Seersucker Shorts Stretch Blue/White Classic Fit Size 4 / 4T
      Opens in a new window or tab
      Brand New
      $22.97
      Buy It Now
      Free delivery in 2-4 days
      5 watchers
      Sponsored
    • Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Ralph Lauren Boys Slim Stretch Embroidered Seersucker Shorts White/Pink Sz 5
      Opens in a new window or tab
      Pre-Owned
      $13.50
      or Best Offer
      +$4.84 delivery
      Sponsored
    • Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter  NWOT
      Janie & Jack Boys Yellow Seersucker striped Shorts size 4 Preppy Easter NWOT
      Opens in a new window or tab
      New (Other)
      $10.00
      0 bids · Time left4d
      $15.00
      Buy It Now
      +$4.33 delivery
      Sponsored
    • New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      New Mayoral Boys Tailored Dress Shorts Gray Black Microprint Size 5 (110cm)
      Opens in a new window or tab
      Brand New
      $24.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4
      Janie and Jack Boy’s Blue Hawaiian Cotton Shorts Adjustable Waist Size 4
      Opens in a new window or tab
      Pre-Owned
      $18.88
      or Best Offer
      +$13.10 delivery
      Sponsored
    • Hurley Plaid Bermuda Plaid Short Size 5T
      Hurley Plaid Bermuda Plaid Short Size 5T
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      +$9.45 delivery
      Sponsored
    • NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTER
      NWT CREWCUTS CHINO SHORTS BOYS SIZE 4 YELLOW SPRING EASTER
      Opens in a new window or tab
      Brand New
      $13.59
      Was: $19.9932% off
      or Best Offer
      +$6.95 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      POLO RALPH LAUREN BOYS Bermuda Chino Cargo Khaki Shorts 4 Yrs British Tan
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Polo Ralph Lauren Boys Size 5 Chino Adjustable Waist Blue Navy Shorts Preppy
      Opens in a new window or tab
      Pre-Owned
      $12.00
      Buy It Now
      +$5.50 delivery
      Free returns
      Sponsored
    • Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Old Navy Carter’s TCP Jumping Beans Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Vintage Polo Ralph Lauren Boys Khaki Chino Shorts Size 5 Pleated FK010222
      Opens in a new window or tab
      Pre-Owned
      $10.96
      Was: $12.8915% off
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Lot Of 2 Oshkosh & Sonoma Shorts  Size 5 ~ 100 % Cotton
      Lot Of 2 Oshkosh & Sonoma Shorts Size 5 ~ 100 % Cotton
      Opens in a new window or tab
      Pre-Owned
      $14.00
      Buy It Now
      Free delivery
      Sponsored
    • VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      VTG 2004 GAP KIDS Durable Goods Cargo Pocket Bermuda Shorts 5T 5 Yrs Moss Green
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$8.35 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      James & Lottie Play Pima Cotton Preppy Conrad Shorts - Let's Go Fishing Boys 5
      Opens in a new window or tab
      Pre-Owned
      $14.40
      Was: $16.0010% off
      or Best Offer
      +$4.33 delivery
      Sponsored
    • 2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      2010 GAP KIDS Embroidered Pirate Skull Crossbones Bermuda Shorts 5 Yrs Khaki
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J  Preppy Minimalist
      Tommy Hilfiger Boys 2T-4 Flat Front Sangria Shorts TBSHC11J Preppy Minimalist
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      +$7.90 delivery
      Free returns
      Extra 10% off with coupon
      Sponsored
      Top Rated Plus
    • Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Crewcuts Boys Size 5 Shorts Hawaiian Tropical Tech Linen Short Preppy Beach
      Opens in a new window or tab
      Pre-Owned
      $16.79
      or Best Offer
      +$7.95 delivery
      Sponsored
    • Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Tea Collection Blue Plaid Cotton Shorts Boy Size 4
      Opens in a new window or tab
      Pre-Owned
      $11.00
      or Best Offer
      +$5.09 delivery
      Sponsored
    • 2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      2010 OLD NAVY BOYS Mixed Plaid Madras Patchwork Bermuda Trouser Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Janie & Jack Shorts Boys 4 Plaid Zipper Fly Pockets Preppy Casual Cotton Bermuda
      Janie & Jack Shorts Boys 4 Plaid Zipper Fly Pockets Preppy Casual Cotton Bermuda
      Opens in a new window or tab
      Pre-Owned
      $14.44
      Was: $16.9915% off
      or Best Offer
      +$5.75 delivery
      Free returns
      Extra 15% off with coupon
      Sponsored
      Top Rated Plus
    • The Childrens Place Boys Size 5 Chino Shorts Beige Tan New With Tags
      The Childrens Place Boys Size 5 Chino Shorts Beige Tan New With Tags
      Opens in a new window or tab
      Brand New
      $8.99
      or Best Offer
      +$6.40 delivery
      Sponsored
    • Janie and Jack Ikat Hem Pull On Linen Shorts size 5 Rivera Blue Preppy Summer
      Janie and Jack Ikat Hem Pull On Linen Shorts size 5 Rivera Blue Preppy Summer
      Opens in a new window or tab
      Pre-Owned
      $14.40
      Was: $18.0020% off
      or Best Offer
      +$5.00 delivery
      Sponsored
    • Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintage
      Gymboree 4 4T Boys Shorts Plaid EUC adjustable waist preppy vintage
      Opens in a new window or tab
      Pre-Owned
      $8.00
      or Best Offer
      +$4.95 delivery
      Sponsored
    • Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Janie and Jack Boys khaki Beige Linen Blend Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $11.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Janie & Jack Shorts Boys Cotton Blue Chambray  Palm Print Shorts, Sz 4T NWOT
      Janie & Jack Shorts Boys Cotton Blue Chambray Palm Print Shorts, Sz 4T NWOT
      Opens in a new window or tab
      New (Other)
      $12.00
      0 bids · Time left5d 4h
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Vineyard Vines Boys Size 5 Mint Green Aqua Flat Front Deck Shorts 100% Cotton
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$4.71 delivery
      Sponsored
    • 2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      2009 GYMBOREE Spring Car Classic Stripe Seersucker Patchwork Cargo Shorts 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $12.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      NWT Polo Ralph Lauren Boys Spa Terry Logo Graphic Athletic Shorts Navy 2/2T
      Opens in a new window or tab
      Brand New
      $28.00
      Buy It Now
      +$6.99 delivery
      Sponsored
    • Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Gap Kids Boys Size 4 Madras Patchwork Plaid Adjustable Waist Shorts
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.60 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Gymboree Boys Classic Seersucker Bermuda Shorts Blue White Pinstripe Size 5
      Opens in a new window or tab
      Pre-Owned
      $14.44
      or Best Offer
      +$5.54 delivery
      Free returns
      Extra 40% off with coupon
      Sponsored
      Top Rated Plus
    • Est. 1989 Jean Shorts Boys 4T Blue Denim 5 Pockets High Waisted Straight Preppy
      Est. 1989 Jean Shorts Boys 4T Blue Denim 5 Pockets High Waisted Straight Preppy
      Opens in a new window or tab
      Pre-Owned
      $19.99
      or Best Offer
      +$8.54 delivery
      Sponsored
    • Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Polo Ralph Lauren Boys Beige Adjustable Waist Cotton Chino Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $12.75
      Buy It Now
      +$6.00 delivery in 2-4 days
      Sponsored
    • 2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      2011 GYMBOREE Surf Rocks Drawstring Pull-On Plaid Pocket Long Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $9.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      The Children’s Place Boy’s Size 5 T Olive Green Khaki Shorts
      Opens in a new window or tab
      Pre-Owned
      $7.00
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Polo Ralph Lauren Boys Embroidered Colored Pony Yellow Preppy Shorts Size 5
      Opens in a new window or tab
      Pre-Owned
      $22.99
      or Best Offer
      +$6.55 delivery
      Sponsored
    • Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Janie and Jack Boys Size 4 Linen Cotton Pink Chino Shorts Easter
      Opens in a new window or tab
      Pre-Owned
      $8.99
      or Best Offer
      +$5.10 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      GAP Sonoma Garanimals Timberland Boys Shorts Cargo Khaki Sz 4 Lot Of 4
      Opens in a new window or tab
      Pre-Owned
      $25.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 5T
      Janie & Jack Shorts Boys Linen Cotton White Blue Pink Plaid , Sz 5T
      Opens in a new window or tab
      Pre-Owned
      $10.00
      0 bids · Time left3h 22m
      or Best Offer
      +$4.71 delivery
      Sponsored
    • Lot Of 3 Boys Uniform Childrens Place Size 4  Shorts Khaki Pockets Elastic Waist
      Lot Of 3 Boys Uniform Childrens Place Size 4 Shorts Khaki Pockets Elastic Waist
      Opens in a new window or tab
      Pre-Owned
      $15.00
      or Best Offer
      +$8.71 delivery
      Sponsored
    • The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      The Oaks Apparel Size 5 Boys? Shorts Preppy Aqua Blue Linen Cotton Boutique
      Opens in a new window or tab
      Pre-Owned
      $15.99
      or Best Offer
      +$6.99 delivery
      Sponsored
    • Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Vineyard Vines Club Shorts Boy's Youth's Size 5 Dolphin Blue Stretch Waist NEW
      Opens in a new window or tab
      Brand New
      $22.00
      Buy It Now
      +$9.00 delivery
      Sponsored
    • J Crew Crewcuts Boys Size 4 Seersucker Green Shorts Striped, EUC
      J Crew Crewcuts Boys Size 4 Seersucker Green Shorts Striped, EUC
      Opens in a new window or tab
      Pre-Owned
      $5.99
      Was: $9.9940% off
      Buy It Now
      +$4.99 delivery
      Sponsored
    • The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      The Children's Place Boys Size 4 Bermuda Shorts Pink Preppy New With Tag
      Opens in a new window or tab
      Brand New
      $14.99
      or Best Offer
      Free delivery
      Sponsored
    • Lot Of Two Boys Size 4 /4T Shorts Gray Blue Cargo US Polo Assn. & Wonder Nation
      Lot Of Two Boys Size 4 /4T Shorts Gray Blue Cargo US Polo Assn. & Wonder Nation
      Opens in a new window or tab
      Pre-Owned
      $8.99
      Was: $9.9910% off
      Buy It Now
      +$5.80 delivery
      Sponsored
    • H&M Chino Shorts Boys 3-4 Y Striped Adjustable Waist
      H&M Chino Shorts Boys 3-4 Y Striped Adjustable Waist
      Opens in a new window or tab
      Pre-Owned
      $4.41
      or Best Offer
      +$6.45 delivery
      Sponsored
    • 2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      2011 GYMBOREE BOYS Golf Pro Tee Off Patchwork Mixed Plaid Check Shorts 5T 5 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue Preppy
      Vintage Youth Izod Lacoste Pocket Shorts Boys Size 4 Blue Preppy
      Opens in a new window or tab
      Pre-Owned
      $2.80
      Was: $13.9980% off
      Buy It Now
      +$7.00 delivery
      Free returns
      Sponsored
      Top Rated Plus
    • Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Oshkosh Old Navy Sonoma Toughskins Chaps Boys Shorts Cargo Khaki Sz 5 Lot Of 5
      Opens in a new window or tab
      Pre-Owned
      $30.00
      Buy It Now
      +$7.35 delivery
      Sponsored
    • TCP THE CHILDREN'S PLACE Nautical Plaid Patchwork Pocket Lined Shorts 4T 4 Yrs
      TCP THE CHILDREN'S PLACE Nautical Plaid Patchwork Pocket Lined Shorts 4T 4 Yrs
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Janie and Jack Soft Taupe Camo Stretch Twill Shorts Boys 4 NEW
      Janie and Jack Soft Taupe Camo Stretch Twill Shorts Boys 4 NEW
      Opens in a new window or tab
      Brand New
      $11.99
      Buy It Now
      +$4.00 delivery
      Sponsored
    • 2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      2013 OLD NAVY BOYS Classic Plaid Bermuda Summer Shorts 5T 5 Yrs Blue Red Multi
      Opens in a new window or tab
      Pre-Owned
      $7.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Mayoral Boys Chino Shorts Adjustable Waist Mint Color Size 5 Kids Preppy
      Opens in a new window or tab
      New (Other)
      $13.95
      or Best Offer
      +$6.23 delivery
      Extra 12% off with coupon
      Sponsored
    • 2010 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Light Blue
      2010 GAP KIDS FACTORY Beach Resort Madras Plaid Bermuda Shorts 5 Yrs Light Blue
      Opens in a new window or tab
      Pre-Owned
      $5.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Garanimals Plaid Boys (5T) Blue White Shorts Cargo Pockets 100% Cotton Bottoms
      Opens in a new window or tab
      Pre-Owned
      $11.72
      or Best Offer
      +$6.99 delivery
      Sponsored
    • 2010 GYMBOREE OUTLET California Surfin' Paddle Out Pup Plaid Cargo Shorts 4 Yrs
      2010 GYMBOREE OUTLET California Surfin' Paddle Out Pup Plaid Cargo Shorts 4 Yrs
      Opens in a new window or tab
      Pre-Owned
      $6.99
      or Best Offer
      +$6.75 delivery in 2-4 days
      Free returns
      Sponsored
      Top Rated Plus
    • Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform school
      Boys CRAZY 8 by Gymboree khaki shorts 5 NWT pull on elastic waist uniform school
      Opens in a new window or tab
      Brand New
      $8.95
      Buy It Now
      +$5.95 delivery
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    • Tailor Vintage Boys 4 Shorts Striped Lobster Print Blue Preppy Fun Summer
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