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

Size 7.5 Penny Keeper Leather Shoes

36 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Black Rockport Classic Loafer Lite Penny

Black Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Black II
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(408)

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $93.80. MSRP $140.00. 33% off. 3.9 out of 5 stars

Beige Cole Haan Grand Laser Penny Driver

Beige Cole Haan Grand Laser Penny Driver

+5

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: British Tan/Java
Price: $93.80MSRP: $140.0033% OFF
Rating: 4Rated 4 stars out of 5(73)

Cole Haan - Wyatt Penny Driver. Color British Tan/Nicotine. On sale for $112.00. MSRP $115.00. 3% off. 4.3 out of 5 stars

Brown Cole Haan Wyatt Penny Driver

Brown Cole Haan Wyatt Penny Driver

+2

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: British Tan/Nicotine
Price: $112.00MSRP: $115.003% OFF
Rating: 4Rated 4 stars out of 5(282)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $69.99. MSRP $100.00. 30% off. 4.3 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: $69.99MSRP: $100.0030% OFF
Rating: 4Rated 4 stars out of 5(171)

Cole Haan - American Classics Penny Loafer. Color Dark Chocolate/Light Amber Brushoff/Black. $158.00. 4.2 out of 5 stars

Mahogany Cole Haan American Classics Penny Loafer

Mahogany Cole Haan American Classics Penny Loafer

+2

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Dark Chocolate/Light Amber Brushoff/Black
Price: $158.00
Rating: 4Rated 4 stars out of 5(359)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. On sale for $117.58. MSRP $125.00. 6% off. 4.2 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
Gender: Men's
Color: Brown Crazy Horse
Price: $117.58MSRP: $125.006% OFF
Rating: 4Rated 4 stars out of 5(196)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $69.95. MSRP $95.00. 26% off. 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: $69.95MSRP: $95.0026% OFF
Rating: 4Rated 4 stars out of 5(314)

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $89.95. MSRP $125.00. 28% off. 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
Gender: Men's
Color: Cognac Smooth
Price: $89.95MSRP: $125.0028% OFF
Rating: 4Rated 4 stars out of 5(113)

Cole Haan - Pinch Prep Penny Loafer. Color Black/Black. On sale for $119.99. MSRP $130.00. 8% off. 3.9 out of 5 stars

Black Cole Haan Pinch Prep Penny Loafer

Black Cole Haan Pinch Prep Penny Loafer

+8

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Black/Black
Price: $119.99MSRP: $130.008% OFF
Rating: 4Rated 4 stars out of 5(9)

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. $100.00. 4.5 out of 5 stars

Black Cole Haan Pinch Weekender Penny Textured

Black Cole Haan Pinch Weekender Penny Textured

+4

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

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $100.00. 20% off. 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: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(67)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $97.90. MSRP $135.00. 27% off. 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: $97.90MSRP: $135.0027% OFF
Rating: 4Rated 4 stars out of 5(116)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 4.2 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
Gender: Men's
Color: Black Smooth
Price: $129.95
Rating: 4Rated 4 stars out of 5(44)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. On sale for $119.99. MSRP $130.00. 8% off. 4.7 out of 5 stars

Black Florsheim Zaffiro Moc Toe Penny Loafer

Black Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Gender: Men's
Color: Black
Price: $119.99MSRP: $130.008% OFF
Rating: 5Rated 5 stars out of 5(16)

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
Gender: Men's
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(35)

Sperry - Topsfield Penny Loafer. Color Black 1. Low Stock. $129.95. 4.2 out of 5 stars

Low Stock

Black Sperry Topsfield Penny Loafer

Black Sperry Topsfield Penny Loafer

Brand Name: Sperry
Product Name: Topsfield Penny Loafer
Gender: Men's
Color: Black 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(28)

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $84.00. MSRP $120.00. 30% off. 5.0 out of 5 stars

Navy Stacy Adams Spencer Penny Slip-On

Navy Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $84.00MSRP: $120.0030% OFF
Rating: 5Rated 5 stars out of 5(5)

Allen Edmonds - Supersport Penny. Color Walnut. $300.00. 3.7 out of 5 stars

Brown Allen Edmonds Supersport Penny

Brown Allen Edmonds Supersport Penny

+2

Brand Name: Allen Edmonds
Product Name: Supersport Penny
Gender: Men's
Color: Walnut
Price: $300.00
Rating: 4Rated 4 stars out of 5(29)

Polo Ralph Lauren - Alston Penny. Color Black. $178.00. 3.0 out of 5 stars

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+3

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Black
Price: $178.00
Rating: 3Rated 3 stars out of 5(1)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Dark Chili Leather. $325.00. 3.5 out of 5 stars

Brown Allen Edmonds Randolph 2.0 Slip-on Sneaker

Brown Allen Edmonds Randolph 2.0 Slip-on Sneaker

+5

Brand Name: Allen Edmonds
Product Name: Randolph 2.0 Slip-on Sneaker
Gender: Men's
Color: Dark Chili Leather
Price: $325.00
Rating: 4Rated 4 stars out of 5(2)

To Boot New York - Moore. Color Brown. On sale for $239.40. MSRP $399.00. 40% off. 4.3 out of 5 stars

Brown To Boot New York Moore

Brown To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Brown
Price: $239.40MSRP: $399.0040% OFF
Rating: 4Rated 4 stars out of 5(3)

ECCO - S Lite Moc Penny Loafer. Color Black. $175.00. 4.0 out of 5 stars

Black ECCO S Lite Moc Penny Loafer

Black ECCO S Lite Moc Penny Loafer

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafer
Gender: Men's
Color: Black
Price: $175.00
Rating: 4Rated 4 stars out of 5(4)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.5 out of 5 stars

Black Allen Edmonds Randolph

Black Allen Edmonds Randolph

Brand Name: Allen Edmonds
Product Name: Randolph
Gender: Men's
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(11)

Samuel Hubbard - Free Spirit for Him. Color Brown Leather. $195.00. 3.5 out of 5 stars

Brown Samuel Hubbard Free Spirit for Him

Brown Samuel Hubbard Free Spirit for Him

+2

Brand Name: Samuel Hubbard
Product Name: Free Spirit for Him
Gender: Men's
Color: Brown Leather
Price: $195.00
Rating: 4Rated 4 stars out of 5(4)

Bruno Magli - Tonio. Color Dark Brown Cervo. On sale for $296.25. MSRP $395.00. 25% off. 5.0 out of 5 stars

Brown Bruno Magli Tonio

Brown Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Dark Brown Cervo
Price: $296.25MSRP: $395.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Polo Ralph Lauren - Anders Penny. Color Brown. $168.00. 3.0 out of 5 stars

Brown Polo Ralph Lauren Anders Penny

Brown Polo Ralph Lauren Anders Penny

+3

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Brown
Price: $168.00
Rating: 3Rated 3 stars out of 5(2)

Rockport - Liam. Color Dark Brown Leather. $129.95. 4.0 out of 5 stars

Brown Rockport Liam

Brown Rockport Liam

+1

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $129.95
Rating: 4Rated 4 stars out of 5(2)

Bruno Magli - Raging Penny. Color Black. On sale for $349.99. MSRP $395.00. 11% off. 5.0 out of 5 stars

Black Bruno Magli Raging Penny

Black Bruno Magli Raging Penny

Brand Name: Bruno Magli
Product Name: Raging Penny
Gender: Men's
Color: Black
Price: $349.99MSRP: $395.0011% OFF
Rating: 5Rated 5 stars out of 5(1)

SAS - Woodlawn. Color Licorice. On sale for $124.52. MSRP $234.95. 47% off. 3.0 out of 5 stars

Multi SAS Woodlawn

Multi SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Licorice
Price: $124.52MSRP: $234.9547% OFF
Rating: 3Rated 3 stars out of 5(6)

Bruno Magli - Maioco Penny. Color Cognac. $395.00.

Tan Bruno Magli Maioco Penny

+3

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Cognac
Price: $395.00
Rating

To Boot New York - Ravello. Color Black. $375.00.

Black To Boot New York Ravello

Black To Boot New York Ravello

Brand Name: To Boot New York
Product Name: Ravello
Gender: Men's
Color: Black
Price: $375.00
Rating

Tommy Hilfiger - Jackal. Color Black. Low Stock. On sale for $53.87. MSRP $109.00. 51% off.

Low Stock

Black Tommy Hilfiger Jackal

Black Tommy Hilfiger Jackal

Brand Name: Tommy Hilfiger
Product Name: Jackal
Gender: Men's
Color: Black
Price: $53.87MSRP: $109.0051% OFF
Rating

ALDO - Legolas. Color Other Brown. Low Stock. On sale for $92.35. MSRP $128.00. 28% off.

Low Stock

Brown ALDO Legolas

Brown ALDO Legolas

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Other Brown
Price: $92.35MSRP: $128.0028% OFF
Rating

Steve Madden - Jules. Color Black/ Black. $120.00.

Black Steve Madden Jules

Black Steve Madden Jules

Brand Name: Steve Madden
Product Name: Jules
Gender: Men's
Color: Black/ Black
Price: $120.00
Rating

La Canadienne - Lorne. Color Biscotti Suede. Low Stock. On sale for $85.00. MSRP $425.00. 80% off.

Low Stock

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Gender: Men's
Color: Biscotti Suede
Price: $85.00MSRP: $425.0080% OFF
Rating

. Cole Haan - Nantucket Penny Txt. Color Light Sesame/Biscuit/Ivory. $85.00.

Brown Cole Haan Nantucket Penny Txt

Brown Cole Haan Nantucket Penny Txt

Brand Name: Cole Haan
Product Name: Nantucket Penny Txt
Gender: Men's
Color: Light Sesame/Biscuit/Ivory
Price: $85.00
Rating

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)