preppy clothing (2,744 RESULTS)

Carter's Baby Boys' Striped Polo Jumpsuit Kids Kids In this preppy coverall from Carter's, a polo collar adds a polished look and cotton jersey keeps him comfortable during all-day wear. Carter's Baby Boys' Striped Polo Jumpsuit

Carter's Baby Boys' Striped Polo...

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Carter's
$18.00 $6.74

63%

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Sean John Islander Striped-Collar Pique Polo Men Men's Clothing - Polos It's all about the details in this pique-knit polo from Sean John, styled with preppy stripes at the collar and... Sean John Islander Striped-Collar Pique Polo

Sean John Islander Striped-Collar...

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Sean John
$54.50 $40.99

25%

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Sean John Islander Striped-Collar Pique Polo Men Men's Clothing - Polos It's all about the details in this pique-knit polo from Sean John, styled with preppy stripes at the collar and... Sean John Islander Striped-Collar Pique Polo

Sean John Islander Striped-Collar...

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Sean John
$54.50 $39.99

27%

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Sean John Islander Striped-Collar Pique Polo Men Men's Clothing - Polos It's all about the details in this pique-knit polo from Sean John, styled with preppy stripes at the collar and... Sean John Islander Striped-Collar Pique Polo

Sean John Islander Striped-Collar...

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Sean John
$54.50 $40.99

25%

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Nautica Striped Tech Pique Performance Polo Men Men's Clothing - Polos Pull together a smart look with this preppy striped polo from Nautica. Nautica Striped Tech Pique Performance Polo

Nautica Striped Tech Pique...

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Nautica
$69.50 $39.99

42%

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Nautica Striped Tech Pique Performance Polo Men Men's Clothing - Polos Pull together a smart look with this preppy striped polo from Nautica. Nautica Striped Tech Pique Performance Polo

Nautica Striped Tech Pique...

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Nautica
$69.50 $39.99

42%

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Polo Ralph Lauren Nautical Jersey Rugby Shirt Men Men's Clothing - Polos Designed with preppy stripes, this sporty rugby shirt is crafted from soft cotton jersey and finished with nautical... Polo Ralph Lauren Nautical Jersey Rugby Shirt

Polo Ralph Lauren Nautical Jersey...

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Ralph Lauren
$115.00 $79.99

30%

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Polo Ralph Lauren Nautical Jersey Rugby Shirt Men Men's Clothing - Polos Designed with preppy stripes, this sporty rugby shirt is crafted from soft cotton jersey and finished with nautical... Polo Ralph Lauren Nautical Jersey Rugby Shirt

Polo Ralph Lauren Nautical Jersey...

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Ralph Lauren
$115.00 $79.99

30%

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Polo Ralph Lauren Nautical Mesh Rugby Shirt Men Men's Clothing - Polos Crafted from breathable cotton mesh, this preppy rugby shirt features bold contrast piecing and a vintage-inspired... Polo Ralph Lauren Nautical Mesh Rugby Shirt

Polo Ralph Lauren Nautical Mesh Rugby...

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Ralph Lauren
$98.00 $69.99

29%

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Polo Ralph Lauren Nautical Mesh Rugby Shirt Men Men's Clothing - Polos Crafted from breathable cotton mesh, this preppy rugby shirt features bold contrast piecing and a vintage-inspired... Polo Ralph Lauren Nautical Mesh Rugby Shirt

Polo Ralph Lauren Nautical Mesh Rugby...

macys.com
Ralph Lauren
$98.00 $69.99

29%

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Polo Ralph Lauren Gingham Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This essential, relaxed-fitting dress shirt is crafted from crisp cotton poplin and features a preppy... Polo Ralph Lauren Gingham Dress Shirt

Polo Ralph Lauren Gingham Dress Shirt

macys.com
Ralph Lauren
$98.00

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Nautica Chest-Stripe Polo Men Men's Clothing - Polos Your laid-back style will have a neat preppy finish in this striped polo from Nautica. Nautica Chest-Stripe Polo

Nautica Chest-Stripe Polo

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Nautica
$69.50 $49.99

28%

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Polo Ralph Lauren Gingham Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This essential, relaxed-fitting dress shirt is crafted from crisp cotton poplin and features a preppy... Polo Ralph Lauren Gingham Dress Shirt

Polo Ralph Lauren Gingham Dress Shirt

macys.com
Ralph Lauren
$98.00

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Nautica Blue and Aqua Tattersal Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Keep your style classically preppy with this tattersal dress shirt from Nautica. Nautica Blue and Aqua Tattersal Dress Shirt

Nautica Blue and Aqua Tattersal Dress...

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Nautica
$65.00 $42.99

34%

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Nautica Blue and Aqua Tattersal Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Keep your style classically preppy with this tattersal dress shirt from Nautica. Nautica Blue and Aqua Tattersal Dress Shirt

Nautica Blue and Aqua Tattersal Dress...

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Nautica
$65.00 $42.99

34%

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Nautica Striped Tech Pique Performance Polo Men Men's Clothing - Polos Pull together a smart look with this preppy striped polo from Nautica. Nautica Striped Tech Pique Performance Polo

Nautica Striped Tech Pique...

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Nautica
$69.50 $39.99

42%

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Perry Ellis Oxford Polo Men Men's Clothing - Polos (Clearance) Top a smart weekend outfit with this modern preppy polo from Perry Ellis. (Clearance) Perry Ellis Oxford Polo

Perry Ellis Oxford Polo

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Perry Ellis
$49.50 $29.99

39%

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Nautica Plaid Shirt Men Men's Clothing - Shirts - Casual Button-Down Shirts A colorful plaid print makes this short-sleeved shirt from Nautica a preppy standout. Nautica Plaid Shirt

Nautica Plaid Shirt

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Nautica
$59.50 $39.99

33%

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Polo Ralph Lauren Gingham Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This essential, relaxed-fitting dress shirt is crafted from crisp cotton poplin and features a preppy... Polo Ralph Lauren Gingham Dress Shirt

Polo Ralph Lauren Gingham Dress Shirt

macys.com
Ralph Lauren
$98.00

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Polo Ralph Lauren Stripe Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This handsome spread-collar dress shirt is crafted from soft cotton poplin and features preppy, colorful... Polo Ralph Lauren Stripe Dress Shirt

Polo Ralph Lauren Stripe Dress Shirt

macys.com
Ralph Lauren
$98.00

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Polo Ralph Lauren Stripe Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This handsome spread-collar dress shirt is crafted from soft cotton poplin and features preppy, colorful... Polo Ralph Lauren Stripe Dress Shirt

Polo Ralph Lauren Stripe Dress Shirt

macys.com
Ralph Lauren
$98.00

Added to Favorites

Polo Ralph Lauren Stripe Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This handsome spread-collar dress shirt is crafted from soft cotton poplin and features preppy, colorful... Polo Ralph Lauren Stripe Dress Shirt

Polo Ralph Lauren Stripe Dress Shirt

macys.com
Ralph Lauren
$98.00

Added to Favorites

Polo Ralph Lauren Stripe Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This handsome spread-collar dress shirt is crafted from soft cotton poplin and features preppy, colorful... Polo Ralph Lauren Stripe Dress Shirt

Polo Ralph Lauren Stripe Dress Shirt

macys.com
Ralph Lauren
$98.00

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Tommy Hilfiger Easy Care Americana Check Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Preppy meets patriotic in this Americana plaid dress shirt by Tommy Hilfiger. Tommy Hilfiger Easy Care Americana Check Dress Shirt

Tommy Hilfiger Easy Care Americana...

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Tommy Hilfiger
$69.50 $34.75

50%

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Tommy Hilfiger Easy Care Americana Check Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Preppy meets patriotic in this Americana plaid dress shirt by Tommy Hilfiger. Tommy Hilfiger Easy Care Americana Check Dress Shirt

Tommy Hilfiger Easy Care Americana...

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Tommy Hilfiger
$69.50 $34.75

50%

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Polo Ralph Lauren Stripe Dress Shirt Men Men's Clothing - Shirts - Dress Shirts Designed with a comfortable fit, this dress shirt is crafted from smooth cotton oxford and features preppy... Polo Ralph Lauren Stripe Dress Shirt

Polo Ralph Lauren Stripe Dress Shirt

macys.com
Ralph Lauren
$98.00

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Tommy Hilfiger Roxton Striped Custom-Fit Polo Men Men's Clothing - Polos A preppy essential, this polo from Tommy Hilfiger features vibrant stripes and a modern fit. Tommy Hilfiger Roxton Striped Custom-Fit Polo

Tommy Hilfiger Roxton Striped...

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Tommy Hilfiger
$69.50 $41.99

40%

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Nautica Chest-Stripe Polo Men Men's Clothing - Polos Your laid-back style will have a neat preppy finish in this striped polo from Nautica. Nautica Chest-Stripe Polo

Nautica Chest-Stripe Polo

macys.com
Nautica
$69.50 $49.99

28%

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Nautica Chest-Stripe Polo Men Men's Clothing - Polos Your laid-back style will have a neat preppy finish in this striped polo from Nautica. Nautica Chest-Stripe Polo

Nautica Chest-Stripe Polo

macys.com
Nautica
$69.50 $49.99

28%

Off

Added to Favorites

Polo Ralph Lauren Gingham Dress Shirt Men Men's Clothing - Shirts - Dress Shirts This essential, relaxed-fitting dress shirt is crafted from crisp cotton poplin and features a preppy... Polo Ralph Lauren Gingham Dress Shirt

Polo Ralph Lauren Gingham Dress Shirt

macys.com
Ralph Lauren
$98.00

Added to Favorites