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All Men's Shoes

Discover handmade men's shoes at incredible prices, here at Samuel Windsor. Made from the finest leather and suede, our high quality men's shoes are available in a wide choice of styles and colors. Need some formal shoes? Our smart leather Oxfords take you everywhere from the office to black tie events. Something more sturdy? Check out our prestige men's boots with non-slip rubber soles for rugged, hardwearing comfort.

Black Shoes Boat Shoes Boots Brogues Brown Shoes Chelsea Boots Classic Shoes Derby Shoes Formal Shoes Leather Slippers Loafers Monk Shoes Oxblood Shoes Oxford Shoes Prestige Shoes Sandals Tan Shoes Read More
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Outdoor Mule - Brown

(1314)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

(8327)

Was $135.00 $69.00 $65.00 Save $4.00

Outdoor Mule - Black

(638)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Oxford Shoe - Brown

Classic Oxford Shoe - Brown

(2524)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Oxford Shoe - Oxblood

Classic Oxford Shoe - Oxblood

(351)

Was $135.00 $69.00 $65.00 Save $4.00

Mule - Black

(230)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Chichester Shoe - Black

Classic Chichester Shoe - Black

(155)

Was $135.00 $69.00 $65.00 Save $4.00

Albert Slipper - Oxblood

(185)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Oxblood Cheltenham Brogue

Classic Oxblood Cheltenham Brogue

(313)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Kempton Shoe

Classic Kempton Shoe

(2653)

Was $135.00 $75.00 $65.00 Save $10.00

Albert Slipper - Black

(311)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

(4123)

Was $135.00 $75.00 $65.00 Save $10.00

Sale

Any 2 for $120

Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

(3243)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Chichester Shoe - Oxblood

Classic Chichester Shoe - Oxblood

(155)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Twin Monk Shoe - Oxblood

Prestige Twin Monk Shoe - Oxblood

(143)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

(2089)

Was $135.00 $75.00 $65.00 Save $10.00

Sale

Any 2 for $120

Classic Penny Loafer - Brown

Classic Penny Loafer - Brown

(2125)

Was $135.00 $75.00 $65.00 Save $10.00

Mule - Brown

(120)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Derby Shoe - Black

Classic Derby Shoe - Black

(48)

Was $135.00 $75.00 $65.00 Save $10.00

Sale Prestige Whitworth Brogue

Prestige Whitworth Brogue

(184)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Boat Shoe

Prestige Boat Shoe

(307)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 pairs for $130

Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

(605)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Monk Shoe - Black

Classic Monk Shoe - Black

(2433)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Country Boot - Black

Prestige Country Boot - Black

(100)

Was $189.00 $85.00 $80.00 Save $5.00

Sale

Any 2 for $120

Classic Monk Shoe - Brown

Classic Monk Shoe - Brown

(1667)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Split Brogue - Brown

Prestige Split Brogue - Brown

(184)

Was $159.00 $85.00 $80.00 Save $5.00

Fisherman's Sandals

(119)

Was $89.00 $55.00

Sale

Any 2 pairs for $130

Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

(244)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Monk Brogue - Black

Classic Monk Brogue - Black

(281)

Was $135.00 $69.00 $65.00 Save $4.00

Grecian Slipper - Navy

(85)

Was $85.00 $55.00

Sale

Any 2 pairs for $130

Prestige Twin Monk - Black

Prestige Twin Monk - Black

(184)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Derby Shoe - Black Suede

Classic Derby Shoe - Black Suede

(16)

Was $135.00 $75.00 $65.00 Save $10.00

Sale Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

(1483)

Was $159.00 $85.00 $80.00 Save $5.00

Grecian Slipper - Black

(202)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Oxford Shoe - Tan

Classic Oxford Shoe - Tan

(400)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Sandhurst Shoe

Classic Sandhurst Shoe

(1332)

Was $135.00 $69.00 $65.00 Save $4.00

Grecian Slipper - Brown

(201)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Boat Shoe - Navy/Brown

Classic Boat Shoe - Navy/Brown

(128)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Penny Loafer - Black Suede

Classic Penny Loafer - Black Suede

(79)

Was $135.00 $75.00 $65.00 Save $10.00

Sale

Any 2 for $120

Classic Boat Shoe

Classic Boat Shoe

(751)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Oxford - Black

Prestige Oxford - Black

(228)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 for $120

Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

(1785)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Slip-On Boat Shoe - Brown

Prestige Slip-On Boat Shoe - Brown

(350)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 pairs for $130

Prestige Leather Lace-Up Boat Shoe

Prestige Leather Lace-Up Boat Shoe

(403)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Slip-On Boat Shoe

Classic Slip-On Boat Shoe

(428)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

(805)

Was $149.00 $75.00 $72.50 Save $2.50

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