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Classic Monk Shoe - Black

Classic Monk Shoe - Black

£39.50 Was £100.00

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94% (219)

Classic Monk Shoes are another traditional classic from Samuel Windsor. Intricately constructed from over 50 natural components; from the polished leather sole to the full leather lining.

Classic Monk Shoe

Classic Monk Shoe

£39.50 Was £100.00

Save £60.50

90% (137)

Classic Monk Shoes are another traditional classic from Samuel Windsor.

Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£52.50 Was £115.00

Save £62.50

94% (47)

Men's Prestige Tasselled Loafers have been hand-made using Goodyear Welted construction. This range of shoes and boots is crafted from the finest Italian leather uppers for an unbeatable combination of comfort and durability.

Prestige Tasselled Loafer

Prestige Tasselled Loafer

£52.50 Was £115.00

Save £62.50

90% (40)

The Prestige Tasselled Loafer Suede features luxurious Italian leather uppers and a Goodyear Welted leather sole.

Classic Penny Loafer

Classic Penny Loafer

£39.50 Was £100.00

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86% (68)

Classic Penny Loafers are classic formal shoes combined with supple easy slip on access.

Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£52.50 Was £115.00

Save £62.50

88% (68)

The Penny Loafer shoes from Samuel Windsor's Prestige range feature classic loafer styling with supple easy slip-on access.

Prestige Penny Loafer

Prestige Penny Loafer

£52.50 Was £115.00

Save £62.50

90% (53)

The Penny Loafer shoes from Samuel Windsor's Prestige range feature classic loafer styling with supple easy slip-on access.

Prestige Monk Shoe - Rubber Sole - Black

Prestige Monk Shoe - Rubber Sole - Black

£57.50 Was £115.00

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92% (17)

This monk shoe, part of the new Samuel Windsor Prestige range, is made by hand using Goodyear Welted construction.

Prestige Slip-On Boat Shoe

Prestige Slip-On Boat Shoe

£49.50 Was £115.00

Save £65.50

92% (71)

Prestige Slip-On Boat Shoe, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Classic Slip-On Boat Shoe

Classic Slip-On Boat Shoe

£39.50 Was £100.00

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88% (94)

Classic Slip-On Boat Shoe, timeless, sophisticated, understated yet coolly confident – they will never go out of style.

Prestige Slip-On Boat Shoe

Prestige Slip-On Boat Shoe

£49.50 Was £115.00

Save £65.50

90% (74)

Prestige Slip-On Boat Shoe, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Prestige Belgravia Shoe

Prestige Belgravia Shoe

£57.50 Was £115.00

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94% (59)

These nubuck men’s boots are a great addition to any gent’s wardrobe.

Prestige Chelsea Boot

Prestige Chelsea Boot

£57.50 Was £115.00

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94% (72)

Men's Prestige Chelsea Boots are part of the Samuel Windsor Prestige range. These Men's Chelsea Boots are handmade from the finest Italian leather uppers, whilst Goodyear Welted construction provides longevity

Prestige Tasselled Loafer

Prestige Tasselled Loafer

£52.50 Was £115.00

Save £62.50

78% (24)

Men's Prestige Tasselled Loafers have been hand-made using Goodyear Welted construction. This range of shoes and boots is crafted from the finest Italian leather uppers for an unbeatable combination of comfort and durability.

Classic Driving Shoe

Classic Driving Shoe

£39.50 Was £100.00

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88% (32)

Classic Driving Shoe are comfortable to wear which is perfect for the summer.

Classic Moccasin

Classic Moccasin

£39.50 Was £100.00

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94% (32)

Made from the finest, soft Italian leather, our Classic moccasins are carefully hand stitched, creating a wonderfully comfortable and durable casual shoe.

Prestige Twin Monk

Prestige Twin Monk

£52.50 Was £115.00

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90% (47)

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

Classic Monk Brogue

Classic Monk Brogue

£39.50 Was £100.00

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90% (67)

Handmade using a Goodyear Welted construction, this monk brogue shoes have been produced using the finest Italian leather uppers which offer an unbeatable combination of comfort and durability representing outstanding quality at an exceptional price.

Prestige Chelsea Brogue Boot - Rubber Sole

Prestige Chelsea Brogue Boot - Rubber Sole

£62.50 Was £115.00

Save £52.50

84% (45)

Prestige Chelsea Brogue Boot - Rubber Sole is made by hand using Goodyear Welted construction.

Prestige Penny Loafer Suede - Navy

Prestige Penny Loafer Suede - Navy

£52.50 Was £115.00

Save £62.50

no reviews

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

Prestige Penny Loafer Suede - Brown

Prestige Penny Loafer Suede - Brown

£52.50 Was £115.00

Save £62.50

no reviews

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

Penny Loafer Suede - Blue

Penny Loafer Suede - Blue

£52.50 Was £115.00

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no reviews

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£39.50 Was £100.00

Save £60.50

90% (342)

Classic Penny Loafer Shoe, are a handmade classic dress style combined with easy slip-on access. The Penny Loafer Shoe's accommodating leather upper has been handcrafted, raising it to the highest level of shoe quality.

Classic Penny Loafer

Classic Penny Loafer

£39.50 Was £100.00

Save £60.50

88% (157)

Classic Penny Loafer Shoe, are a handmade classic dress style combined with easy slip-on access. The Penny Loafer Shoe's accommodating leather upper has been handcrafted, raising it to the highest level of shoe quality.

Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£39.50 Was £100.00

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92% (141)

Classic Kempton Slip-On Shoes are designed to look as good as formal shoes, office shoes or with casual wear.

Classic Kempton Shoe

Classic Kempton Shoe

£39.50 Was £100.00

Save £60.50

94% (276)

Classic Kempton Slip-On Shoes are designed to look as good as formal shoes, office shoes or with casual wear.

Classic Penny Loafer

Classic Penny Loafer

£37.50 Was £100.00

Save £62.50

90% (82)

Classic Penny Loafer, are a handmade classic dress style combined with easy slip-on access. The Penny Loafer Shoe's accommodating leather upper has been handcrafted, raising it to the highest level of shoe quality. The Goodyear

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