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Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Semi-Brogues - Black, online from Samuel Windsor. Tailored quality at outstanding prices

More Info
(3729 reviews)
Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

The Samuel Windsor commitment to quality ensures these handmade Classic black Oxford shoes will prove to be the finest, most comfortable and hardest wearing men's leather shoes you will ever invest in.

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(7323 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Suede Semi-Brogues - Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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(1516 reviews)
Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Plain Toe Cap Quarter Brogue - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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(1608 reviews)
Classic Monk Shoe - Black

Classic Monk Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

These handmade Monk Shoes is another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components. The monk strap leather design is powerful in appearance.

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(2099 reviews)
Classic Monk Shoe

Classic Monk Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Monk Shoes - Chestnut Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1429 reviews)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

$85.00
Was $179.00

Save $94.00

Prestige Brogue: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(666 reviews)
Classic Penny Loafer

Classic Penny Loafer

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Penny Loafer - Dark Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(327 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Oxford Shoes - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(309 reviews)
Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

$75.00
Was $149.00

Save $74.00

Shopping for men's dress shoes? Add the finishing touch to your formal outfit with Samuel Windsor prestige dress shoes, made from fine Italian leather.

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(195 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Oxford Shoes - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(142 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

$79.00
Was $149.00

Save $70.00

Prestige Chelsea Boot, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(265 reviews)
Prestige Oxford - Black

Prestige Oxford - Black

$79.00
Was $159.00

Save $80.00

Prestige Oxford Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

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(169 reviews)
Prestige Split Brogue

Prestige Split Brogue

$79.00
Was $159.00

Save $80.00

Make an entrance with Samuel Windsor Prestige Split Brogues. Its two-tone style and punch detailing make for an outstanding finish.

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(134 reviews)
Prestige Twin Monk - Black

Prestige Twin Monk - Black

$75.00
Was $149.00

Save $74.00

Prestige Twin Monk, online from Samuel Windsor. Tailored quality at outstanding prices.

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(108 reviews)
Prestige Brogue - Black

Prestige Brogue - Black

$79.00
Was $159.00

Save $80.00

Prestige Black Brogues, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(129 reviews)
Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

$75.00
Was $149.00

Save $74.00

Shopping for mens dress shoes? Add the finishing touch to your formal outfit with prestige Oxford dress shoes, from Samuel Windsor online.

More Info
(72 reviews)
Classic Oxford Shoe - Oxblood

Classic Oxford Shoe - Oxblood

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Oxford Shoes, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(141 reviews)
Classic Monk Shoe

Classic Monk Shoe

$59.00
Was $135.00

Save $76.00

These handmade Monk Shoes are another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components.

More Info
(23 reviews)
Classic Penny Loafer

Classic Penny Loafer

$69.00
Was $135.00

Buy 2 pairs for $130

More Info
(28 reviews)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

$69.00
Was $135.00

Buy 2 pairs for $130

Buy classic black brogues from Samuel Windsor. Our handmade brogues offer Goodyear welted construction for long lasting quality. Visit now for great offers.

More Info
(124 reviews)
Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Suede Oxford Shoes in black from Samuel Windsor. Visit now for outstanding quality and fantastic offers.

More Info
(44 reviews)
Prestige Whitworth Brogue

Prestige Whitworth Brogue

$79.00
Was $159.00

Save $80.00

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(83 reviews)
Prestige Whitworth Brogue - Black

Prestige Whitworth Brogue - Black

$79.00
Was $159.00

Save $80.00

Prestige Whitworth Brogue in Black from Samuel Windsor. Visit now for quality brogues at outstanding prices.

More Info
(38 reviews)
Prestige Twin Monk Shoe - Oxblood

Prestige Twin Monk Shoe - Oxblood

$75.00
Was $149.00

Save $74.00

Suave and sophisticated; the wonderfully hand crafted Prestige Oxblood Twin Monk.

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(36 reviews)
Prestige Oxford Shoe - Rubber Sole

Prestige Oxford Shoe - Rubber Sole

$85.00
Was $179.00

Save $94.00

Classic Oxford shoe with rubber sole. Goodyear Welted men’s shoes made from Italian leather. Visit now for great offers.

More Info
(16 reviews)
Prestige Split Brogue

Prestige Split Brogue

$79.00
Was $149.00

Save $70.00

For a truly contemporary take on the tradition and heritage of the brogue, look no further. These split brogues, offer two contrasting shades, making them just as perfect for formal events, as they are for more casual wear.

More Info
(38 reviews)
Prestige Bartlett Brogue

Prestige Bartlett Brogue

$85.00
Was $179.00

Save $94.00

Prestige Bartlett Brogue, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(52 reviews)
Prestige Bartlett Brogue

Prestige Bartlett Brogue

$85.00
Was $179.00

Save $94.00

Prestige Bartlett Brogue available online from Samuel Windsor. Premium quality at outstanding prices. Visit now for great offers.

More Info
(12 reviews)
Classic Cheltenham Brogue In Suede - Mid Brown

NEW

Classic Cheltenham Brogue In Suede - Mid Brown

$69.00
Was $135.00

Buy 2 pairs for $130

Buy classic suede brogues in light brown from Samuel Windsor. Our handmade suede brogues offer a casual variation on this popular brogue design.

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(7 reviews)
Classic Chichester Shoe - Black

NEW

Classic Chichester Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

Made using time honoured shoemaking techniques, these handmade five-eyelet Classic Oxford shoes are a traditional Oxford with a modern twist.

More Info
(8 reviews)
Prestige Bartlett Brogue In Suede - Mid Brown

NEW

Prestige Bartlett Brogue In Suede - Mid Brown

$85.00
Was $149.00

Save $64.00

Prestige Bartlett Brogue in suede available online from Samuel Windsor. Premium quality at outstanding prices. Visit now for great offers.

More Info
(2 reviews)
Prestige Suede Chelsea Boot - Black

NEW

Prestige Suede Chelsea Boot - Black

$85.00
Was $149.00

Save $64.00

These stylish suede Chelsea Boots in black from Samuel Windsor will provide a fantastic complement to your summer casual wardrobe.

More Info
(1 reviews)
Prestige Country Boot - Black

NEW

Prestige Country Boot - Black

$85.00
Was $149.00

Save $64.00

Prestige Country Boot - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(8 reviews)
Prestige Monk Boot - Black

NEW

Prestige Monk Boot - Black

$79.00
Was $159.00

Save $80.00

These handmade Monk Boots are another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components.

More Info
Prestige Suede Chelsea Boot - Brown

NEW

Prestige Suede Chelsea Boot - Brown

$85.00
Was $149.00

Save $64.00

Prestige Chelsea Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1 reviews)
Prestige Leyton Boot - Burgundy

NEW

Prestige Leyton Boot - Burgundy

$79.00
Was $159.00

Save $80.00

Quality men’s leather burgundy boots with a practical rubber sole.

More Info
(2 reviews)
Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

These black Penny Loafer men's leather shoes from Samuel Windsor are classic formal shoes combined with supple, easy slip-on access.

More Info
(3690 reviews)
Classic Penny Loafer

Classic Penny Loafer

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Penny Loafer Shoe - Chestnut Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1904 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Crafted using time honoured shoe making techniques, these Samuel Windsor Classic Oxford Shoes in chestnut brown are classic formal shoes or office shoes.

More Info
(2214 reviews)
Classic City Shoe - Black

Classic City Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

Classic City Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(2673 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

$85.00
Was $179.00

Save $94.00

Black Oxford Shoes Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(2029 reviews)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Kempton Black Shoe - Slip-On, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1827 reviews)
Classic Kempton Shoe

Classic Kempton Shoe

$69.00
Was $135.00

Buy 2 pairs for $130

Designed to look good with formal or casual wear, these Samuel Windsor real leather Kempton men's leather shoes, men's brown shoes, are an essential addition to any gentleman's wardrobe.

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(2267 reviews)
Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

$75.00
Was $149.00

Save $74.00

Prestige Oxford Black Shoe - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(718 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

$79.00
Was $159.00

Save $80.00

Prestige Chelsea Boots: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1245 reviews)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

$79.00
Was $159.00

Save $80.00

Prestige Chelsea Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(665 reviews)
Prestige Semi-Brogue

Prestige Semi-Brogue

$75.00
Was $149.00

Save $74.00

Prestige Semi-Brogue - Tan - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(545 reviews)
Classic Penny Loafer

Classic Penny Loafer

$69.00
Was $135.00

Buy 2 pairs for $130

Classic Penny Loafer Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(873 reviews)