Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Size 8.5 Penny Keeper Leather Shoes

37 items found

Sort By

Your Selections

Search Results

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. $124.95. 4.3 out of 5 stars

Brown Florsheim Berkley Flex Penny Loafer

Brown Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Color: Brown Crazy Horse
Price: $124.95
Rating: 4Rated 4 stars out of 5(148)

Marc Joseph New York - Nebraska. Color Black Napa. On sale for $79.95. MSRP $185.00.. 4.5 out of 5 stars

Black Marc Joseph New York Nebraska

Black Marc Joseph New York Nebraska

+9

Brand Name: Marc Joseph New York
Product Name: Nebraska
Color: Black Napa
Price: $79.95MSRP: $185.00
Rating: 5Rated 5 stars out of 5(6)

Polo Ralph Lauren - Anders Penny. Color Brown. $168.00. 4.0 out of 5 stars

Brown Polo Ralph Lauren Anders Penny

Brown Polo Ralph Lauren Anders Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Color: Brown
Price: $168.00
Rating: 4Rated 4 stars out of 5(1)

Polo Ralph Lauren - Alston Penny. Color Black. $178.00.

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+4

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Color: Black
Price: $178.00
Rating

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $89.95. MSRP $125.00.. 4.4 out of 5 stars

Neutral Florsheim Midtown Penny Slip-On

Neutral Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Color: Cognac Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(89)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 4.3 out of 5 stars

Black Florsheim Sorrento Moc Toe Penny Loafer

Black Florsheim Sorrento Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Sorrento Moc Toe Penny Loafer
Color: Black Smooth
Price: $129.95
Rating: 4Rated 4 stars out of 5(40)

Cole Haan - American Classics Penny Loafer. Color Black/Black. $158.00. 4.2 out of 5 stars

Black Cole Haan American Classics Penny Loafer

Black Cole Haan American Classics Penny Loafer

+3

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Color: Black/Black
Price: $158.00
Rating: 4Rated 4 stars out of 5(342)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $99.99. MSRP $135.00.. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafer

Burgundy Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Color: Burgundy
Price: $99.99MSRP: $135.00
Rating: 4Rated 4 stars out of 5(59)

Johnston & Murphy Collection - Baldwin Penny. Color Black. $195.00. 4.7 out of 5 stars

Black Johnston & Murphy Collection Baldwin Penny

Black Johnston & Murphy Collection Baldwin Penny

+4

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Penny
Color: Black
Price: $195.00
Rating: 5Rated 5 stars out of 5(26)

Cole Haan - Grand Laser Penny Driver. Color Black/Black. On sale for $105.00. MSRP $168.00.. 3.9 out of 5 stars

Black Cole Haan Grand Laser Penny Driver

Black Cole Haan Grand Laser Penny Driver

+2

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Color: Black/Black
Price: $105.00MSRP: $168.00
Rating: 4Rated 4 stars out of 5(68)

Allen Edmonds - Randolph. Color Coffee. $425.00. 3.9 out of 5 stars

Brown Allen Edmonds Randolph

Brown Allen Edmonds Randolph

+2

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(33)

Marc Joseph New York - East Village Mens. Color Black Napa. Low Stock. On sale for $103.95. MSRP $175.00..

7 left in stock

Black Marc Joseph New York East Village Mens

Black Marc Joseph New York East Village Mens

+1

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Color: Black Napa
Price: $103.95MSRP: $175.00
Rating

Johnston & Murphy - Lyles Penny. Color Tan Full Grain. $165.00.

Tan Johnston & Murphy Lyles Penny

Tan Johnston & Murphy Lyles Penny

+2

Brand Name: Johnston & Murphy
Product Name: Lyles Penny
Color: Tan Full Grain
Price: $165.00
Rating

Marc Joseph New York - Union Street 2. Color Black Grainy. $155.00. 4.8 out of 5 stars

Black Marc Joseph New York Union Street 2

Black Marc Joseph New York Union Street 2

+3

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Color: Black Grainy
Price: $155.00
Rating: 5Rated 5 stars out of 5(4)

ECCO - S Lite Moc Penny Loafer. Color Cognac. $169.95. 4.0 out of 5 stars

Tan ECCO S Lite Moc Penny Loafer

Tan ECCO S Lite Moc Penny Loafer

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafer
Color: Cognac
Price: $169.95
Rating: 4Rated 4 stars out of 5(4)

Magnanni - Ramiro II. Color Torba Suede. Low Stock. $398.00. 5.0 out of 5 stars

10 left in stock

Brown Magnanni Ramiro II

Brown Magnanni Ramiro II

Brand Name: Magnanni
Product Name: Ramiro II
Color: Torba Suede
Price: $398.00
Rating: 5Rated 5 stars out of 5(7)

Marc Joseph New York - Valley Road 2.0. Color Cognac Grainy. On sale for $79.95. MSRP $195.00.. 4.2 out of 5 stars

Brown Marc Joseph New York Valley Road 2.0

Brown Marc Joseph New York Valley Road 2.0

+4

Brand Name: Marc Joseph New York
Product Name: Valley Road 2.0
Color: Cognac Grainy
Price: $79.95MSRP: $195.00
Rating: 4Rated 4 stars out of 5(9)

Bruno Magli - Tonio. Color Dark Brown Cervo. On sale for $296.25. MSRP $395.00.. 5.0 out of 5 stars

Brown Bruno Magli Tonio

Brown Bruno Magli Tonio

+2 colors/patterns

Brand Name: Bruno Magli
Product Name: Tonio
Color: Dark Brown Cervo
Price: $296.25MSRP: $395.00
Rating: 5Rated 5 stars out of 5(1)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Cognac. $185.00. 3.7 out of 5 stars

Tan Johnston & Murphy Collection Baldwin Driver Penny

Tan Johnston & Murphy Collection Baldwin Driver Penny

+3

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Driver Penny
Color: Cognac
Price: $185.00
Rating: 4Rated 4 stars out of 5(3)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Brown. Low Stock. $245.00.

10 left in stock

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Penny Loafer
Color: Brown
Price: $245.00
Rating

Martin Dingman - Maxwell Penny. Color Whiskey. $295.00.

Brown Martin Dingman Maxwell Penny

Brown Martin Dingman Maxwell Penny

+2

Brand Name: Martin Dingman
Product Name: Maxwell Penny
Color: Whiskey
Price: $295.00
Rating

Magnanni - Lawford. Color Cognac. $398.00.

Tan Magnanni Lawford

Tan Magnanni Lawford

+2

Brand Name: Magnanni
Product Name: Lawford
Color: Cognac
Price: $398.00
Rating

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.2 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(9)

Johnston & Murphy Collection - Dayton Woven Penny. Color Brown Italian Calfskin. $245.00. 4.1 out of 5 stars

Brown Johnston & Murphy Collection Dayton Woven Penny

Brown Johnston & Murphy Collection Dayton Woven Penny

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Woven Penny
Color: Brown Italian Calfskin
Price: $245.00
Rating: 4Rated 4 stars out of 5(10)

To Boot New York - Levanzo. Color Bruciato. Low Stock. On sale for $240.98. MSRP $425.00..

2 left in stock

Brown To Boot New York Levanzo

Brown To Boot New York Levanzo

+2

Brand Name: To Boot New York
Product Name: Levanzo
Color: Bruciato
Price: $240.98MSRP: $425.00
Rating

Marc Joseph New York - Lexington. Color Brown Suede. $195.00. 4.2 out of 5 stars

Brown Marc Joseph New York Lexington

Brown Marc Joseph New York Lexington

+3

Brand Name: Marc Joseph New York
Product Name: Lexington
Color: Brown Suede
Price: $195.00
Rating: 4Rated 4 stars out of 5(5)

Bruno Magli - Xane. Color Cognac Suede. Low Stock. On sale for $168.75. MSRP $225.00.. 4.3 out of 5 stars

6 left in stock

Brown Bruno Magli Xane

Brown Bruno Magli Xane

+4

Brand Name: Bruno Magli
Product Name: Xane
Color: Cognac Suede
Price: $168.75MSRP: $225.00
Rating: 4Rated 4 stars out of 5(3)

Allen Edmonds - Randolph Sneaker. Color Chili. Low Stock. $300.00. 4.3 out of 5 stars

10 left in stock

Brown Allen Edmonds Randolph Sneaker

Brown Allen Edmonds Randolph Sneaker

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Color: Chili
Price: $300.00
Rating: 4Rated 4 stars out of 5(51)

Bruno Magli - Silas. Color Dark Brown Suede 1. Low Stock. On sale for $223.50. MSRP $298.00.. 2.8 out of 5 stars

1 left in stock

Brown Bruno Magli Silas

Brown Bruno Magli Silas

+5

Brand Name: Bruno Magli
Product Name: Silas
Color: Dark Brown Suede 1
Price: $223.50MSRP: $298.00
Rating: 3Rated 3 stars out of 5(6)

Johnston & Murphy Collection - Jameson Penny. Color Brown. Low Stock. On sale for $213.75. MSRP $285.00.. 3.0 out of 5 stars

5 left in stock

Brown Johnston & Murphy Collection Jameson Penny

Brown Johnston & Murphy Collection Jameson Penny

Brand Name: Johnston & Murphy Collection
Product Name: Jameson Penny
Color: Brown
Price: $213.75MSRP: $285.00
Rating: 3Rated 3 stars out of 5(3)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. On sale for $125.61. MSRP $149.90.. 5.0 out of 5 stars

Brown Anthony Veer Sherman Penny Loafer

Brown Anthony Veer Sherman Penny Loafer

Brand Name: Anthony Veer
Product Name: Sherman Penny Loafer
Color: Chocolate Brown
Price: $125.61MSRP: $149.90
Rating: 5Rated 5 stars out of 5(3)

Martin Dingman - Bill Penny. Color Chestnut. $250.00.

Brown Martin Dingman Bill Penny

Brown Martin Dingman Bill Penny

+3

Brand Name: Martin Dingman
Product Name: Bill Penny
Color: Chestnut
Price: $250.00
Rating

Bruno Magli - Manfredo. Color Navy. Low Stock. On sale for $296.25. MSRP $395.00.. 4.7 out of 5 stars

6 left in stock

Navy Bruno Magli Manfredo

Navy Bruno Magli Manfredo

Brand Name: Bruno Magli
Product Name: Manfredo
Color: Navy
Price: $296.25MSRP: $395.00
Rating: 5Rated 5 stars out of 5(3)

Mephisto - Alexis. Color Dark Brown. Low Stock. $348.95. 3.7 out of 5 stars

10 left in stock

Brown Mephisto Alexis

Brown Mephisto Alexis

+2

Brand Name: Mephisto
Product Name: Alexis
Color: Dark Brown
Price: $348.95
Rating: 4Rated 4 stars out of 5(3)

Martin Dingman - All American Penny. Color Rust. $275.00. 1.0 out of 5 stars

Orange Martin Dingman All American Penny

Orange Martin Dingman All American Penny

Brand Name: Martin Dingman
Product Name: All American Penny
Color: Rust
Price: $275.00
Rating: 1Rated 1 star out of 5(1)

Marc Joseph New York - Milford Ave. Color Havana Grainy. On sale for $69.26. MSRP $165.00.. 5.0 out of 5 stars

Mahogany Marc Joseph New York Milford Ave

Mahogany Marc Joseph New York Milford Ave

Brand Name: Marc Joseph New York
Product Name: Milford Ave
Color: Havana Grainy
Price: $69.26MSRP: $165.00
Rating: 5Rated 5 stars out of 5(2)

La Canadienne - Lorne. Color Biscotti Suede. $425.00.

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Color: Biscotti Suede
Price: $425.00
Rating

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.