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Over 210,000

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Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

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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(2055 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

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

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(1394 reviews)
Prestige Tasselled Loafer - Black

SALE

Prestige Tasselled Loafer - Black

£52.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £90

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

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(516 reviews)
Prestige Tasselled Suede Loafer

SALE

Prestige Tasselled Suede Loafer

£52.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £90

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

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(253 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

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(309 reviews)
Prestige Penny Loafer - Black

SALE

Prestige Penny Loafer - Black

£52.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £90

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

More Info
(241 reviews)
Prestige Penny Loafer

SALE

Prestige Penny Loafer

£52.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £90

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

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(193 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£52.50

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £90

Prestige Leather Slip-On Boat Shoe - made with the finest Italian leather uppers or a luxury finish and unbeatable comfort and durability.

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(256 reviews)
Classic Slip-On Deck Shoe

SALE

Classic Slip-On Deck Shoe

£39.50

Typical High Street Price: £89.75

ANY 2 PAIRS FOR £75

These Classic Slip-On Boat Shoes are handmade by Samuel Windsor. These designer slip-on shoes are crafted using only the finest leathers.

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(323 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£52.50

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £90

Our Prestige Slip-on Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

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(282 reviews)
Prestige Twin Monk - Black

SALE

Prestige Twin Monk - Black

£52.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £90

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

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(95 reviews)
Classic Monk Brogue - Black

SALE

Classic Monk Brogue - Black

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

These monk brogue shoes have been producted using the finest Italian leathers and using a goodyear welted construction which offers and unbeatable combination of durability and comfort and an exceptional price.

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(140 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

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

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

SALE

Prestige Twin Monk Shoe - Oxblood

£52.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £90

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

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(19 reviews)
Classic Penny Loafer Shoe - Black

SALE

Classic Penny Loafer Shoe - Black

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

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(3626 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(1877 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

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(1786 reviews)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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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(2223 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(858 reviews)

These luxury leather slip-on shoes are available to order in sizes from 5 to 14. Find a pair for every occasion, there's tasselled loafers for going out in town and leather slippers for lounging about at home. Need shoes for more formal occasions? Don't miss our Oxford shoes, Brogues and Derbys plus many more in the Samuel Windsor lace ups collection.