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

Size 10 Penny Keeper Leather Shoes

38 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Dark Brown. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Brown Rockport Classic Loafer Lite Penny

Brown Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Dark Brown
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

Cole Haan - Pinch Prep Penny Loafer. Color Scotch. On sale for $82.18. MSRP $227.95.. 3.5 out of 5 stars

Brown Cole Haan Pinch Prep Penny Loafer

Brown Cole Haan Pinch Prep Penny Loafer

+4

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Scotch
Price: $82.18MSRP: $227.95
Rating: 4Rated 4 stars out of 5(2)

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $93.76. MSRP $155.00.. 3.9 out of 5 stars

Beige Cole Haan Grand Laser Penny Driver

Beige Cole Haan Grand Laser Penny Driver

+2

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: British Tan/Java
Price: $93.76MSRP: $155.00
Rating: 4Rated 4 stars out of 5(68)

Florsheim - Throttle Penny. Color Brown Crazy Horse II. On sale for $79.95. MSRP $110.00.. 4.3 out of 5 stars

Brown Florsheim Throttle Penny

Brown Florsheim Throttle Penny

+3

Brand Name: Florsheim
Product Name: Throttle Penny
Gender: Men's
Color: Brown Crazy Horse II
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(12)

Cole Haan - Hawthorne Penny Loafer. Color Black. On sale for $99.97. MSRP $110.00.. 3.0 out of 5 stars

Black Cole Haan Hawthorne Penny Loafer

Black Cole Haan Hawthorne Penny Loafer

+2

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Black
Price: $99.97MSRP: $110.00
Rating: 3Rated 3 stars out of 5(2)

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

Tan Marc Joseph New York Nebraska

Tan Marc Joseph New York Nebraska

+9

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

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

Black Florsheim Midtown Penny Slip-On

Black Florsheim Midtown Penny Slip-On

+2

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

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $64.95. MSRP $95.00.. 4.2 out of 5 stars

Black Nunn Bush Lincoln Penny Loafer

Black Nunn Bush Lincoln Penny Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Lincoln Penny Loafer
Gender: Men's
Color: Black Polished
Price: $64.95MSRP: $95.00
Rating: 4Rated 4 stars out of 5(293)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $74.95. MSRP $100.00.. 4.4 out of 5 stars

Tan Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

Tan Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

+2

Brand Name: Nunn Bush
Product Name: Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(154)

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
Gender: Men's
Color: Burgundy
Price: $99.99MSRP: $135.00
Rating: 4Rated 4 stars out of 5(59)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $100.00.. 4.1 out of 5 stars

Brown Nunn Bush Noah Beef Roll Penny Loafer

Brown Nunn Bush Noah Beef Roll Penny Loafer

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafer
Gender: Men's
Color: Brown
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(62)

Massimo Matteo - Florencia Penny Driver. Color Black. On sale for $53.10. MSRP $59.00.. 4.2 out of 5 stars

Black Massimo Matteo Florencia Penny Driver

Black Massimo Matteo Florencia Penny Driver

+3

Brand Name: Massimo Matteo
Product Name: Florencia Penny Driver
Gender: Men's
Color: Black
Price: $53.10MSRP: $59.00
Rating: 4Rated 4 stars out of 5(51)

Sperry - Cabo II Penny. Color Brown. On sale for $47.98. MSRP $109.95.. 3.8 out of 5 stars

Brown Sperry Cabo II Penny

Brown Sperry Cabo II Penny

+3

Brand Name: Sperry
Product Name: Cabo II Penny
Gender: Men's
Color: Brown
Price: $47.98MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Nunn Bush - Centro Flex Moccasin Toe Penny Loafer Slip-On. Color Black. On sale for $79.95. MSRP $100.00.. 4.9 out of 5 stars

Black Nunn Bush Centro Flex Moccasin Toe Penny Loafer Slip-On

Black Nunn Bush Centro Flex Moccasin Toe Penny Loafer Slip-On

Brand Name: Nunn Bush
Product Name: Centro Flex Moccasin Toe Penny Loafer Slip-On
Gender: Men's
Color: Black
Price: $79.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(7)

Bruno Magli - Tonio. Color Rust. Low Stock. On sale for $153.75. MSRP $375.00.. 5.0 out of 5 stars

1 left in stock

Orange Bruno Magli Tonio

Orange Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Rust
Price: $153.75MSRP: $375.00
Rating: 5Rated 5 stars out of 5(1)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $89.99. MSRP $100.00.. 2.5 out of 5 stars

Brown Clarks Markman Way

Brown Clarks Markman Way

Brand Name: Clarks
Product Name: Markman Way
Gender: Men's
Color: Dark Tan Leather
Price: $89.99MSRP: $100.00
Rating: 2Rated 2 stars out of 5(17)

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $93.00. MSRP $100.00.. 4.0 out of 5 stars

Black Cole Haan Pinch Weekender Penny Textured

Black Cole Haan Pinch Weekender Penny Textured

+5

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $93.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(2)

Cole Haan - Pinch Weekender Penny. Color Sesame/Angora. On sale for $83.59. MSRP $120.00.. 4.3 out of 5 stars

Beige Cole Haan Pinch Weekender Penny

Beige Cole Haan Pinch Weekender Penny

+9

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny
Gender: Men's
Color: Sesame/Angora
Price: $83.59MSRP: $120.00
Rating: 4Rated 4 stars out of 5(3)

Stacy Adams - Marlowe Penny Slip-On Loafer. Color Cognac Leather. On sale for $93.20. MSRP $114.95.. 4.6 out of 5 stars

Brown Stacy Adams Marlowe Penny Slip-On Loafer

Brown Stacy Adams Marlowe Penny Slip-On Loafer

+3

Brand Name: Stacy Adams
Product Name: Marlowe Penny Slip-On Loafer
Gender: Men's
Color: Cognac Leather
Price: $93.20MSRP: $114.95
Rating: 5Rated 5 stars out of 5(28)

ALDO - Legolas. Color Other Brown. Low Stock. On sale for $118.99. MSRP $128.00..

7 left in stock

Brown ALDO Legolas

Brown ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Other Brown
Price: $118.99MSRP: $128.00
Rating

Cole Haan - Wyatt Bit Driver. Color British Tan. On sale for $102.65. MSRP $105.00.. 4.3 out of 5 stars

Tan Cole Haan Wyatt Bit Driver

Tan Cole Haan Wyatt Bit Driver

+5

Brand Name: Cole Haan
Product Name: Wyatt Bit Driver
Gender: Men's
Color: British Tan
Price: $102.65MSRP: $105.00
Rating: 4Rated 4 stars out of 5(276)

johnnie-O - Moxy Leather Penny. Color Bourbon. Low Stock. On sale for $63.36. MSRP $198.00..

6 left in stock

Brown johnnie-O Moxy Leather Penny

Brown johnnie-O Moxy Leather Penny

Brand Name: johnnie-O
Product Name: Moxy Leather Penny
Gender: Men's
Color: Bourbon
Price: $63.36MSRP: $198.00
Rating

Rockport - TruFlex DresSports Penny. Color New Dress Blues. On sale for $100.42. MSRP $119.95.. 5.0 out of 5 stars

Blue Rockport TruFlex DresSports Penny

Blue Rockport TruFlex DresSports Penny

+4

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Gender: Men's
Color: New Dress Blues
Price: $100.42MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

Marc Joseph New York - East Village Mens. Color Black Napa. Low Stock. On sale for $115.50. MSRP $175.00..

10 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
Gender: Men's
Color: Black Napa
Price: $115.50MSRP: $175.00
Rating

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

Black Marc Joseph New York Valley Road 2.0

Black Marc Joseph New York Valley Road 2.0

+4

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

BOSS - Noel Suede Penny Loafer Moccasins. Color Dusty Mauve. Low Stock. On sale for $116.09. MSRP $180.00.. 2.0 out of 5 stars

7 left in stock

Purple BOSS Noel Suede Penny Loafer Moccasins

Purple BOSS Noel Suede Penny Loafer Moccasins

+1

Brand Name: BOSS
Product Name: Noel Suede Penny Loafer Moccasins
Gender: Men's
Color: Dusty Mauve
Price: $116.09MSRP: $180.00
Rating: 2Rated 2 stars out of 5(1)

Bruno Magli - Nathan. Color Rust Calf. On sale for $223.50. MSRP $298.00.. 4.3 out of 5 stars

Orange Bruno Magli Nathan

Orange Bruno Magli Nathan

Brand Name: Bruno Magli
Product Name: Nathan
Gender: Men's
Color: Rust Calf
Price: $223.50MSRP: $298.00
Rating: 4Rated 4 stars out of 5(6)

Marc Joseph New York - Washington. Color Black Napa. On sale for $72.15. MSRP $195.00.. 4.4 out of 5 stars

Black Marc Joseph New York Washington

Black Marc Joseph New York Washington

+3

Brand Name: Marc Joseph New York
Product Name: Washington
Gender: Men's
Color: Black Napa
Price: $72.15MSRP: $195.00
Rating: 4Rated 4 stars out of 5(5)

Cole Haan - American Classics Pinch Penny Loafer. Color Navy Blazer/Angora/Dark Chocolate. On sale for $159.60. MSRP $228.00.. 4.0 out of 5 stars

Navy Cole Haan American Classics Pinch Penny Loafer

Navy Cole Haan American Classics Pinch Penny Loafer

+3

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Navy Blazer/Angora/Dark Chocolate
Price: $159.60MSRP: $228.00
Rating: 4Rated 4 stars out of 5(24)

Sebago - Classic Dan. Color Black. Low Stock. On sale for $250.00. MSRP $260.00.. 4.2 out of 5 stars

8 left in stock

Black Sebago Classic Dan

Black Sebago Classic Dan

+2

Brand Name: Sebago
Product Name: Classic Dan
Gender: Men's
Color: Black
Price: $250.00MSRP: $260.00
Rating: 4Rated 4 stars out of 5(6)

Marc Joseph New York - Milford Ave. Color Black Napa. Low Stock. On sale for $76.95. MSRP $165.00.. 5.0 out of 5 stars

5 left in stock

Black Marc Joseph New York Milford Ave

Black Marc Joseph New York Milford Ave

Brand Name: Marc Joseph New York
Product Name: Milford Ave
Gender: Men's
Color: Black Napa
Price: $76.95MSRP: $165.00
Rating: 5Rated 5 stars out of 5(2)

SAS - Woodlawn. Color Mahogany. On sale for $84.58. MSRP $234.95.. 3.0 out of 5 stars

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Mahogany
Price: $84.58MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Magnanni - Lawford. Color Black. On sale for $422.75. MSRP $445.00..

Black Magnanni Lawford

Black Magnanni Lawford

+2

Brand Name: Magnanni
Product Name: Lawford
Gender: Men's
Color: Black
Price: $422.75MSRP: $445.00
Rating

To Boot New York - Levanzo. Color Bruciato. Low Stock. On sale for $267.75. MSRP $425.00..

3 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
Gender: Men's
Color: Bruciato
Price: $267.75MSRP: $425.00
Rating

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

6 left in stock

Blue Bruno Magli Xane

Blue Bruno Magli Xane

+4

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

Carlos by Carlos Santana - Ritchie Driver Loafer. Color Olive Calf Nubuck. Low Stock. On sale for $76.99. MSRP $88.95.. 3.7 out of 5 stars

8 left in stock

Brown Carlos by Carlos Santana Ritchie Driver Loafer

Brown Carlos by Carlos Santana Ritchie Driver Loafer

+2

Brand Name: Carlos by Carlos Santana
Product Name: Ritchie Driver Loafer
Gender: Men's
Color: Olive Calf Nubuck
Price: $76.99MSRP: $88.95
Rating: 4Rated 4 stars out of 5(7)

Vince - Eston. Color Cocoa Brown. Low Stock. On sale for $179.97. MSRP $375.00..

8 left in stock

Brown Vince Eston

Brown Vince Eston

+2

Brand Name: Vince
Product Name: Eston
Gender: Men's
Color: Cocoa Brown
Price: $179.97MSRP: $375.00
Rating

BOSS - Larry Leather Loafer. Color Black Midnight. Low Stock. On sale for $189.00. MSRP $250.00..

1 left in stock

Black BOSS Larry Leather Loafer

Black BOSS Larry Leather Loafer

+2 colors/patterns

Brand Name: BOSS
Product Name: Larry Leather Loafer
Gender: Men's
Color: Black Midnight
Price: $189.00MSRP: $250.00
Rating

Get on the List

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