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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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Sale Prestige Cumbria Boot

Prestige Cumbria Boot

(190)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Davington Brogue - Black

Prestige Davington Brogue - Black

(22)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Davington Brogue - Tan

Prestige Davington Brogue - Tan

(26)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(27)

Was $189.00 $55.00

Sale

Any 2 pairs for $130

Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(319)

Was $149.00 $75.00 $72.50 Save $2.50

Prestige Desert Boots - Gray

(1)

Was $159.00 $75.00

Sale Prestige Whitworth Brogue - Black

Prestige Whitworth Brogue - Black

(85)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(38)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 pairs for $130

Prestige Lightweight Derby - Tobacco

Prestige Lightweight Derby - Tobacco

(41)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Boat Shoe - Tobacco

Classic Boat Shoe - Tobacco

(45)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Lightweight Derby - Navy Suede

Prestige Lightweight Derby - Navy Suede

(38)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Slip-On Boat Shoe - Navy/Brown

Classic Slip-On Boat Shoe - Navy/Brown

(428)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Slip-On Boat Shoe - Camel

Classic Slip-On Boat Shoe - Camel

(428)

Was $135.00 $69.00 $65.00 Save $4.00

Prestige Whitworth Brogue - Tan

(184)

Was $159.00 $75.00

Sale

Any 2 pairs for $130

Prestige Boat Shoe - Navy

Prestige Boat Shoe - Navy

(350)

Was $149.00 $75.00 $72.50 Save $2.50

Classic Durham Shoe - Black

(150)

Was $135.00 $45.00

Sale

Any 2 for $120

Classic Boat Shoe - Blue

Classic Boat Shoe - Blue

(42)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Boat Shoe - Dark Olive

Prestige Boat Shoe - Dark Olive

(350)

Was $149.00 $75.00 $72.50 Save $2.50

Prestige Slip-On Boat Shoe - Brown

(19)

Was $149.00 $50.00

Prestige Leyton Boot - Burgundy

(34)

Was $159.00 $59.00

Sale Prestige Tweed Brogue Boot – Dartmoor

Prestige Tweed Brogue Boot – Dartmoor

(0)

Was $189.00 $99.00 $95.00 Save $4.00

Sale Prestige Tweed Brogue - Exmoor

Prestige Tweed Brogue - Exmoor

(1)

Was $189.00 $89.00 $85.00 Save $4.00

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