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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.

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New Prestige Tweed Brogue - Exmoor

Prestige Tweed Brogue - Exmoor

(0)

Was $189.00 $89.00

New Prestige Tweed Brogue Boot – Dartmoor

Any 2 pairs for $130

Prestige Suede Sneakers - Tan

Prestige Suede Sneakers - Tan

(7)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Suede Sneakers - Gray

Prestige Suede Sneakers - Gray

(4)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Suede Sneakers - Navy

Prestige Suede Sneakers - Navy

(7)

Was $149.00 $75.00

Prestige Desert Boots - Gray

(0)

Was $159.00 $75.00

Any 2 pairs for $130

Prestige Lightweight Derby - Navy Suede

Prestige Lightweight Derby - Navy Suede

(34)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(34)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Lightweight Derby - Tobacco

Prestige Lightweight Derby - Tobacco

(40)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Boat Shoe - Gray

Prestige Boat Shoe - Gray

(401)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(318)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Boat Shoe - Tan

Prestige Boat Shoe - Tan

(401)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Boat Shoe - Navy

Prestige Boat Shoe - Navy

(346)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Penny Loafer - Tan

Prestige Penny Loafer - Tan

(259)

Was $149.00 $75.00

Any 2 pairs for $130

Prestige Boat Shoe - Dark Olive

Prestige Boat Shoe - Dark Olive

(346)

Was $149.00 $75.00

Any 2 for $120

Classic Boat Shoe - Blue

Classic Boat Shoe - Blue

(42)

Was $135.00 $69.00

Any 2 for $120

Classic Boat Shoe - Tobacco

Classic Boat Shoe - Tobacco

(45)

Was $135.00 $69.00

Any 2 for $120

Classic Boat Shoe - Navy/Brown

Classic Boat Shoe - Navy/Brown

(127)

Was $135.00 $69.00

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(34)

Was $149.00 $45.00

Sale

Any 2 for $120

Classic Derby Shoe - Black

Classic Derby Shoe - Black

(44)

Was $135.00 $75.00 $69.99 Save $5.01

Sale

Any 2 for $120

Classic Derby Shoe - Suede

Classic Derby Shoe - Suede

(7)

Was $135.00 $75.00 $69.99 Save $5.01

Sale

Any 2 for $120

Classic Derby Shoe - Black Suede

Classic Derby Shoe - Black Suede

(12)

Was $135.00 $75.00 $69.99 Save $5.01

Any 2 for $120

Classic Chichester Shoe - Oxblood

Classic Chichester Shoe - Oxblood

(148)

Was $135.00 $69.00

Sale Prestige Derby Shoe - Tan

Prestige Derby Shoe - Tan

(15)

Was $159.00 $45.00

Prestige Davington Brogue - Tan

(26)

Was $159.00 $85.00

Prestige Chukka Boots - Tan

(30)

Was $189.00 $85.00

Prestige Davington Brogue - Black

(22)

Was $159.00 $85.00

Prestige Whitworth Brogue - Tan

(183)

Was $159.00 $75.00

Any 2 for $120

Classic Slip-On Boat Shoe - Navy/Brown

Classic Slip-On Boat Shoe - Navy/Brown

(428)

Was $135.00 $69.00

Any 2 for $120

Classic Slip-On Boat Shoe - Camel

Classic Slip-On Boat Shoe - Camel

(428)

Was $135.00 $69.00

Prestige Slip-On Boat Shoe - Brown

(19)

Was $149.00 $50.00

Prestige Country Boot In Tweed

(41)

Was $189.00 $99.00

Any 2 for $120

Classic Cheltenham Brogue In Suede - Mid Brown

Any 2 for $120

Classic Chichester Shoe - Black

Classic Chichester Shoe - Black

(148)

Was $135.00 $69.00

Any 2 for $120

Classic Oxford Shoe - Tan

Classic Oxford Shoe - Tan

(400)

Was $135.00 $69.00

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(21)

Was $189.00 $55.00

Sale Prestige Suede Chelsea Boot - Brown

Prestige Suede Chelsea Boot - Brown

(37)

Was $189.00 $50.00

Prestige Leyton Boot - Burgundy

(34)

Was $159.00 $59.00

Prestige Monk Boot - Black

(33)

Was $159.00 $89.00

Prestige Country Boot - Black

(98)

Was $189.00 $85.00

Prestige Bartlett Brogue In Tweed

(44)

Was $189.00 $89.00

Any 2 for $120

Classic Oxblood Cheltenham Brogue

Classic Oxblood Cheltenham Brogue

(308)

Was $135.00 $69.00

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