Best Seller
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 1/2 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Best Seller
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10½ D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10½ D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

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Brooks Brothers Men's Westport Penny Loafers | Black | Size 11 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 11 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00 $186.00

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9½ D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9½ D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 1/2 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Tonio Leather Penny Loafers

Tonio Leather Penny Loafers

Men's Bruno Magli Tonio Leather Penny Loafers - Brown Bruno Magli "Tonio" modern take on a traditional calf leather penny loafer. A flexible glove-like construction made of supple Italian leather. The sole is a combination of leather and rubber for the... more

$395.00

FREE shipping

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Newman Leather Penny Loafers

Newman Leather Penny Loafers

Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 0.50 in / 15 mm stacked heel Round moc toe Penny keeper strap Padded... more

$375.00

FREE shipping

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Raging Leather Penny Loafers

Raging Leather Penny Loafers

Men's Bruno Magli Raging Leather Penny Loafers - Black Bruno Magli "Raging" loafers in brushed Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style Item runs... more

$395.00

FREE shipping

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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 9 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Black Leather (Size 10 1/2 N)

Men's Essex Drew Shoe by Drew in Black Leather (Size 10 1/2 N)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 11 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 11 1/2 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Black Leather (Size 8 1/2 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 8 1/2 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 15 M)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 15 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Black Leather (Size 9 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 9 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 13 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 13 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Westport Penny Loafers | Black | Size 13 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 13 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Westport Penny Loafers | Black | Size 12 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 12 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Westport Penny Loafers | Black | Size 10 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 10 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 11 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 11 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8½ D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8½ D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 12 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 12 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to be... more

$698.00

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

go to store
Leather Penny Loafers

Leather Penny Loafers

Men's Tod's Leather Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: leather. Lining material: leather. Solematerial: leather. Tods mens leather penny loafers. Loafers in elegant hammered leather... more

$680.00 $199.00

FREE shipping

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More information about Men's Shoes

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