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Mens Slip-On Leather ShoesFROM £39.95

Prestige Dealer Boot - Brown - Rubber Sole More Info

NEW

Prestige Dealer Boot - Brown - Rubber Sole

£49.95 WAS £115

Prestige Dealer Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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5 reviews

Prestige Tasselled Loafer - Brown More Info

NEW

Prestige Tasselled Loafer - Brown

£49.95 WAS £115

Prestige Tasselled Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

no reviews

Prestige Dealer Boot - Tobacco - Rubber Sole More Info

NEW

Prestige Dealer Boot - Tobacco - Rubber Sole

£49.95 WAS £115

Prestige Dealer Boot - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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2 reviews

Prestige Hereford Shoe - Navy Suede More Info

SALE

Prestige Hereford Shoe - Navy Suede

£49.95 WAS £115

Prestige Hereford Shoes - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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11 reviews

Prestige Pembroke Shoe - Brown More Info

Prestige Pembroke Shoe - Brown

£49.95 WAS £115

Prestige Pembroke Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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no reviews

Prestige Penny Loafer - Black More Info

Prestige Penny Loafer - Black

£49.95 WAS £115

Prestige Penny Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

42 reviews

Prestige Monk Shoe - Black - Rubber Sole More Info

Prestige Monk Shoe - Black - Rubber Sole

£49.95 WAS £115

Prestige Monk Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

42 reviews

Prestige Penny Loafer - Brown More Info

Prestige Penny Loafer - Brown

£49.95 WAS £115

Prestige Penny Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

28 reviews

Classic Penny Loafer - Dark Brown Suede More Info

Classic Penny Loafer - Dark Brown Suede

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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64 reviews

Classic Claridge Shoe - Black More Info

Classic Claridge Shoe - Black

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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46 reviews

Prestige Moccasin - Brown More Info

Prestige Moccasin - Brown

£49.95 WAS £115

Prestige Moccasin - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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no reviews

Prestige Hereford Shoe - Sand More Info

SALE

Prestige Hereford Shoe - Sand

£49.95 WAS £115

Prestige Hereford - Sand, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

no reviews

Prestige Lincoln Shoe - Black More Info

Prestige Lincoln Shoe - Black

£49.95 WAS £115

Prestige Lincoln Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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17 reviews

Prestige Tasselled Loafer - Blue Suede More Info

Prestige Tasselled Loafer - Blue Suede

£49.95 WAS £115

Prestige Tasselled Loafer - Blue Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

55 reviews

Prestige Hereford Shoe - Slate More Info

Prestige Hereford Shoe - Slate

£49.95 WAS £115

Prestige Hereford - Slate, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

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15 reviews

Prestige Belgravia Boot More Info

Prestige Belgravia Boot

£49.95 WAS £115

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

BUY ANY 2 FOR £90

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75 reviews

Prestige Monk Shoe - Brown - Rubber Sole More Info

Prestige Monk Shoe - Brown - Rubber Sole

£49.95 WAS £115

Prestige Monk Shoe - Brown - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

40 reviews

Prestige Tasselled Loafer - Suede More Info

Prestige Tasselled Loafer - Suede

£49.95 WAS £115

Prestige Tasselled Loafer - Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

37 reviews

Prestige Tasselled Loafer - Black More Info

Prestige Tasselled Loafer - Black

£49.95 WAS £115

Prestige Tasselled Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY ANY 2 FOR £90

More Info

58 reviews

Classic Penny Loafer - Brown Suede More Info

Classic Penny Loafer - Brown Suede

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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105 reviews

Classic Monk Shoe - Burgundy-Brown More Info

Classic Monk Shoe - Burgundy-Brown

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

More Info

138 reviews

Classic Penny Loafer Shoe - Black More Info

Classic Penny Loafer Shoe - Black

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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304 reviews

Classic Penny Loafer - Chestnut Brown More Info

Classic Penny Loafer - Chestnut Brown

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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133 reviews

Classic Monk Shoe -  Black More Info

Classic Monk Shoe - Black

£39.95 WAS £100

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.

BUY ANY 2 FOR £69.95

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174 reviews

Classic Kempton Shoe - Black More Info

Classic Kempton Shoe - Black

£39.95 WAS £100

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

BUY ANY 2 FOR £69.95

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127 reviews

Classic Kempton Shoe - Burgundy More Info

Classic Kempton Shoe - Burgundy

£39.95 WAS £100

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.

BUY ANY 2 FOR £69.95

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156 reviews

These handmade leather slip-on shoes are available to order in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14. This range includes tasselled loafers, driving shoes, and moccasins. Why not order a pair with our mens jumbo cord trousers and a long sleeve cotton twill shirt?