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All Men's Leather Shoes

Our men's leather shoes feature the finest materials, classic designs and traditional craftsmanship. Whether you're looking for a formal pair of black Oxford shoes or a relaxed pair of brown brogues, Samuel Windsor leather shoes are a sound investment.

New

Any 2 Pairs for $140

Classic Derby Shoe - Suede
New

Any 2 Pairs for $140

Classic Derby Shoe - Black Suede
New

Any 2 Pairs for $140

Classic Derby Shoe - Black
New

Any 2 Pairs for $140

Classic Chicester Shoe - Oxblood
New

Any 2 Pairs for $160

Prestige Twin Monk Shoe - Tan
New

Any 2 Pairs for $160

Prestige Boat Shoe - Camel
New

Any 2 Pairs for $140

Classic Slip-On Boat Shoe - Navy/Brown
New

Any 2 Pairs for $140

Classic Slip-On Boat Shoe - Camel
New

Any 2 Pairs for $160

Prestige Boat Shoe - Navy

Any 2 pairs for $140

Classic Boat Shoe - Blue

Any 2 pairs for $140

Classic Boat Shoe - Tobacco

Any 2 pairs for $140

Classic Boat Shoe - Navy/Brown

Any 2 pairs for $140

Prestige Lightweight Derby - Tan

Any 2 pairs for $140

Prestige Slip-On Boat Shoe - Brown

Any 2 pairs for $140

Classic Cheltenham Brogue In Suede - Mid Brown

Any 2 pairs for $140

Classic Chichester Shoe - Black

Any 2 pairs for $140

Classic Oxblood Cheltenham Brogue

Any 2 pairs for $140

Classic Suede Oxford Shoe

Any 2 pairs for $140

Classic Oxford Shoe - Oxblood

Any 2 pairs for $140

Classic Oxford Shoe - Tan

Any 2 pairs for $140

Classic Penny Loafer - Black Suede

Any 2 pairs for $140

Classic Slip-On Boat Shoe

Any 2 pairs for $140

Classic Semi-Brogue - Black

Any 2 pairs for $140

Classic Boat Shoe

Classic Boat Shoe

(711)

$75.00

Any 2 pairs for $140

Classic Penny Loafer - Dark Brown Suede

Any 2 pairs for $140

Classic Penny Loafer - Brown Suede

Any 2 pairs for $140

Classic Oxford Shoe - Black

Any 2 pairs for $140

Prestige Dress Shoe - Black

Any 2 pairs for $140

Prestige Oxford Dress Shoe - Black

Any 2 pairs for $140

Prestige Leather Lace-Up Boat Shoe

Any 2 pairs for $140

Prestige Lace-Up Boat Shoe

Any 2 pairs for $140

Prestige Boat Shoe

Prestige Boat Shoe

(236)

$85.00

Any 2 pairs for $140

Prestige Twin Monk Shoe - Oxblood

Any 2 pairs for $140

Prestige Slip-On Boat Shoe - Brown

Any 2 pairs for $140

Prestige Slip-On Boat Shoe - Green

Any 2 pairs for $140

Prestige Semi-Brogue

Prestige Semi-Brogue

(578)

$85.00

Any 2 pairs for $140

Prestige Oxford Shoe - Black

Any 2 pairs for $140

Classic Durham Shoe - Black
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