EXTRA 20% OFF*
*Offer ends 12/29/25 at 11:59pm PST. Exclusions apply.
Hurry, hurry: use code SAVE20
Select styles only.
Shop Now

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

Size 12 Penny Keeper Leather Products

41 items found

Sort By

Your Selections

Search Results

Florsheim - Throttle Penny. Color Brown Crazy Horse II. On sale for $79.95. MSRP $110.00. 27% off. 4.0 out of 5 stars

Brown Florsheim Throttle Penny

Brown Florsheim Throttle Penny

+2

Brand Name: Florsheim
Product Name: Throttle Penny
Gender: Men's
Color: Brown Crazy Horse II
Price: $79.95MSRP: $11027% OFF
Rating: 4Rated 4 stars out of 5(21)

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

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(414)

Johnston & Murphy - Dayton Penny Loafer. Color Brown. On sale for $147.00. MSRP $245.00. 40% off. 5.0 out of 5 stars

Brown Johnston & Murphy Dayton Penny Loafer

Brown Johnston & Murphy Dayton Penny Loafer

Brand Name: Johnston & Murphy
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $147MSRP: $24540% OFF
Rating: 5Rated 5 stars out of 5(7)

Florsheim - Berkley Flex Penny Loafers. Color Black/Brown. $140.00. 4.2 out of 5 stars

Black Florsheim Berkley Flex Penny Loafers

Black Florsheim Berkley Flex Penny Loafers

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafers
Gender: Men's
Color: Black/Brown
Price: $140
Rating: 4Rated 4 stars out of 5(227)

Marc Joseph New York - Nebraska. Color Grey Suede. On sale for $79.95. MSRP $185.00. 57% off. 3.9 out of 5 stars

Gray Marc Joseph New York Nebraska

Gray Marc Joseph New York Nebraska

+7

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Grey Suede
Price: $79.95MSRP: $18557% OFF
Rating: 4Rated 4 stars out of 5(17)

Florsheim - Sorrento Moc Toe Penny Loafers. Color Cognac Smooth. On sale for $109.95. MSRP $145.00. 24% off. 4.3 out of 5 stars

Neutral Florsheim Sorrento Moc Toe Penny Loafers

Neutral Florsheim Sorrento Moc Toe Penny Loafers

+2

Brand Name: Florsheim
Product Name: Sorrento Moc Toe Penny Loafers
Gender: Men's
Color: Cognac Smooth
Price: $109.95MSRP: $14524% OFF
Rating: 4Rated 4 stars out of 5(54)

Nunn Bush - Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On. Color Burgundy. On sale for $79.95. MSRP $110.00. 27% off. 5.0 out of 5 stars

Burgundy Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

Burgundy Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

+3

Brand Name: Nunn Bush
Product Name: Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On
Gender: Men's
Color: Burgundy
Price: $79.95MSRP: $11027% OFF
Rating: 5Rated 5 stars out of 5(3)

Johnston & Murphy - Hayes Penny Loafers. Color Burgundy. $119.90. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafers

Burgundy Johnston & Murphy Hayes Penny Loafers

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafers
Gender: Men's
Color: Burgundy
Price: $119.90
Rating: 4Rated 4 stars out of 5(117)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Black. On sale for $69.99. MSRP $110.00. 36% off. 4.3 out of 5 stars

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

Black 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: Black
Price: $69.99MSRP: $11036% OFF
Rating: 4Rated 4 stars out of 5(174)

Johnston & Murphy - Baldwin Penny. Color Snuff Waxed English Suede/Brown Full Grain. $218.00. 4.4 out of 5 stars

Brown Johnston & Murphy Baldwin Penny

Brown Johnston & Murphy Baldwin Penny

+7

Brand Name: Johnston & Murphy
Product Name: Baldwin Penny
Gender: Men's
Color: Snuff Waxed English Suede/Brown Full Grain
Price: $218
Rating: 4Rated 4 stars out of 5(52)

Nunn Bush - Lincoln Penny Loafer. Color Burgundy Polished. On sale for $69.95. MSRP $100.00. 30% off. 4.2 out of 5 stars

Burgundy Nunn Bush Lincoln Penny Loafer

Burgundy Nunn Bush Lincoln Penny Loafer

+2 colors/patterns

Brand Name: Nunn Bush
Product Name: Lincoln Penny Loafer
Gender: Men's
Color: Burgundy Polished
Price: $69.95MSRP: $10030% OFF
Rating: 4Rated 4 stars out of 5(323)

Nunn Bush - Noah Beef Roll Penny Loafers. Color Black. On sale for $65.40. MSRP $110.00. 41% off. 4.1 out of 5 stars

Black Nunn Bush Noah Beef Roll Penny Loafers

Black Nunn Bush Noah Beef Roll Penny Loafers

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafers
Gender: Men's
Color: Black
Price: $65.40MSRP: $11041% OFF
Rating: 4Rated 4 stars out of 5(67)

Florsheim - Zaffiro Moc Toe Penny Loafers. Color Cognac. Low Stock. $130.00. 4.7 out of 5 stars

Low Stock

Tan Florsheim Zaffiro Moc Toe Penny Loafers

Tan Florsheim Zaffiro Moc Toe Penny Loafers

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafers
Gender: Men's
Color: Cognac
Price: $130
Rating: 5Rated 5 stars out of 5(17)

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

Black Samuel Hubbard Free Spirit for Him

Black Samuel Hubbard Free Spirit for Him

+2

Brand Name: Samuel Hubbard
Product Name: Free Spirit for Him
Gender: Men's
Color: Black Tumbled Leather
Price: $195
Rating: 4Rated 4 stars out of 5(4)

Rockport - Liam. Color Dark Brown Leather. On sale for $64.97. MSRP $129.95. 50% off. 4.3 out of 5 stars

Brown Rockport Liam

Brown Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $64.97MSRP: $129.9550% OFF
Rating: 4Rated 4 stars out of 5(3)

ECCO - S Lite Moc Penny Loafers. Color Black. On sale for $174.95. MSRP $179.95. 3% off. 4.0 out of 5 stars

Black ECCO S Lite Moc Penny Loafers

Black ECCO S Lite Moc Penny Loafers

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafers
Gender: Men's
Color: Black
Price: $174.95MSRP: $179.953% OFF
Rating: 4Rated 4 stars out of 5(4)

Bruno Magli - Raging Penny. Color Cognac. On sale for $276.50. MSRP $395.00. 30% off. 3.0 out of 5 stars

Tan Bruno Magli Raging Penny

Tan Bruno Magli Raging Penny

Brand Name: Bruno Magli
Product Name: Raging Penny
Gender: Men's
Color: Cognac
Price: $276.50MSRP: $39530% OFF
Rating: 3Rated 3 stars out of 5(3)

Cole Haan - American Classics Penny Loafers. Color Black/Black. $165.00. 4.2 out of 5 stars

Black Cole Haan American Classics Penny Loafers

Black Cole Haan American Classics Penny Loafers

+1

Brand Name: Cole Haan
Product Name: American Classics Penny Loafers
Gender: Men's
Color: Black/Black
Price: $165
Rating: 4Rated 4 stars out of 5(360)

Marc Joseph New York - Union Street Perforated. Color Fast Blue Grainy. On sale for $157.50. MSRP $175.00. 10% off.

Blue Marc Joseph New York Union Street Perforated

Blue Marc Joseph New York Union Street Perforated

+2

Brand Name: Marc Joseph New York
Product Name: Union Street Perforated
Gender: Men's
Color: Fast Blue Grainy
Price: $157.50MSRP: $17510% OFF
Rating

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Espresso Leather. $350.00. 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: Espresso Leather
Price: $350
Rating: 4Rated 4 stars out of 5(2)

Marc Joseph New York - Union Street 2. Color Olive Suede. Low Stock. On sale for $124.00. MSRP $155.00. 20% off. 4.8 out of 5 stars

Low Stock

Olive Marc Joseph New York Union Street 2

Olive Marc Joseph New York Union Street 2

+3

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Olive Suede
Price: $124MSRP: $15520% OFF
Rating: 5Rated 5 stars out of 5(4)

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

Low Stock

Brown Martin Dingman Maxwell Penny

Brown Martin Dingman Maxwell Penny

+2

Brand Name: Martin Dingman
Product Name: Maxwell Penny
Gender: Men's
Color: Whiskey
Price: $295
Rating

Johnston & Murphy - Emmett Penny. Color Dark Tan Full Grain. Low Stock. $99.90. 4.6 out of 5 stars

Low Stock

Tan Johnston & Murphy Emmett Penny

Tan Johnston & Murphy Emmett Penny

Brand Name: Johnston & Murphy
Product Name: Emmett Penny
Gender: Men's
Color: Dark Tan Full Grain
Price: $99.90
Rating: 5Rated 5 stars out of 5(70)

Marc Joseph New York - Valley Road 2.0. Color Black Grainy. On sale for $79.95. MSRP $195.00. 59% off. 4.1 out of 5 stars

Black Marc Joseph New York Valley Road 2.0

Black Marc Joseph New York Valley Road 2.0

+3

Brand Name: Marc Joseph New York
Product Name: Valley Road 2.0
Gender: Men's
Color: Black Grainy
Price: $79.95MSRP: $19559% OFF
Rating: 4Rated 4 stars out of 5(10)

Martin Dingman - Bill Penny. Color Chestnut. $295.00.

Brown Martin Dingman Bill Penny

Brown Martin Dingman Bill Penny

+2

Brand Name: Martin Dingman
Product Name: Bill Penny
Gender: Men's
Color: Chestnut
Price: $295
Rating

Allen Edmonds - Randolph. Color Coffee. $450.00. 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: $450
Rating: 4Rated 4 stars out of 5(35)

Allen Edmonds - Randolph. Color Black Calf. $450.00. 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: $450
Rating: 3Rated 3 stars out of 5(11)

Steve Madden - Jules. Color Black/ Black. Low Stock. On sale for $103.31. MSRP $120.00. 14% off.

Low Stock

Black Steve Madden Jules

Black Steve Madden Jules

Brand Name: Steve Madden
Product Name: Jules
Gender: Men's
Color: Black/ Black
Price: $103.31MSRP: $12014% OFF
Rating

Sperry - Authentic Original Penny. Color Navy. On sale for $65.96. MSRP $109.95. 40% off. 4.4 out of 5 stars

Navy Sperry Authentic Original Penny

Navy Sperry Authentic Original Penny

Brand Name: Sperry
Product Name: Authentic Original Penny
Gender: Men's
Color: Navy
Price: $65.96MSRP: $109.9540% OFF
Rating: 4Rated 4 stars out of 5(31)

Allen Edmonds - Supersprtpen. Color Light Grey. Low Stock. $300.00. 4.0 out of 5 stars

Low Stock

Gray Allen Edmonds Supersprtpen

Gray Allen Edmonds Supersprtpen

Brand Name: Allen Edmonds
Product Name: Supersprtpen
Gender: Men's
Color: Light Grey
Price: $300
Rating: 4Rated 4 stars out of 5(1)

Magnanni - Vicente. Color Black Lizard 2. Low Stock. $835.00. 4.0 out of 5 stars

Low Stock

Black Magnanni Vicente

Black Magnanni Vicente

Brand Name: Magnanni
Product Name: Vicente
Gender: Men's
Color: Black Lizard 2
Price: $835
Rating: 4Rated 4 stars out of 5(1)

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

Low Stock

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: $39525% OFF
Rating: 5Rated 5 stars out of 5(2)

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

Black Polo Ralph Lauren Anders Penny

Black Polo Ralph Lauren Anders Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Black
Price: $168
Rating: 3Rated 3 stars out of 5(2)

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $114.74. MSRP $130.00. 12% off. 4.0 out of 5 stars

Beige Cole Haan Pinch Prep Penny Loafer

Beige Cole Haan Pinch Prep Penny Loafer

+4

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $114.74MSRP: $13012% OFF
Rating: 4Rated 4 stars out of 5(11)

Polo Ralph Lauren - Alston Penny. Color Tan. $178.00. 4.0 out of 5 stars

Tan Polo Ralph Lauren Alston Penny

Tan Polo Ralph Lauren Alston Penny

+2

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Tan
Price: $178
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $65.00. MSRP $130.00. 50% off. 4.8 out of 5 stars

Tan Stacy Adams Spencer Penny Slip-On

Tan Stacy Adams Spencer Penny Slip-On

+2

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Tan
Price: $65MSRP: $13050% OFF
Rating: 5Rated 5 stars out of 5(9)

Cole Haan - Wyatt Penny Driver. Color Black/Black. On sale for $111.14. MSRP $140.00. 21% off. 4.3 out of 5 stars

Black Cole Haan Wyatt Penny Driver

Black Cole Haan Wyatt Penny Driver

+2

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: Black/Black
Price: $111.14MSRP: $14021% OFF
Rating: 4Rated 4 stars out of 5(283)

Bruno Magli - Lastra. Color Black. Low Stock. $298.00.

Low Stock

Black Bruno Magli Lastra

Black Bruno Magli Lastra

+2

Brand Name: Bruno Magli
Product Name: Lastra
Gender: Men's
Color: Black
Price: $298
Rating

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $69.97. MSRP $140.00. 50% off. 4.0 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: $69.97MSRP: $14050% OFF
Rating: 4Rated 4 stars out of 5(74)

Cole Haan - Hawthorne Penny Loafer. Color Habana. On sale for $124.60. MSRP $148.00. 16% off. 3.7 out of 5 stars

Brown Cole Haan Hawthorne Penny Loafer

Brown Cole Haan Hawthorne Penny Loafer

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Habana
Price: $124.60MSRP: $14816% OFF
Rating: 4Rated 4 stars out of 5(7)

PIKOLINOS - Avila M1T-3205. Color Black. Low Stock. $195.00. 5.0 out of 5 stars

Low Stock

Black PIKOLINOS Avila M1T-3205

Black PIKOLINOS Avila M1T-3205

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Black
Price: $195
Rating: 5Rated 5 stars out of 5(1)

Join Our Email List

Never miss out on latest drops & sales—plus, new subscribers get 10% off.*

*One code per email address.