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

Men's Penny Keeper Comfort Products

45 items found

Sort By

Your Selections

Search Results

. Cole Haan - Pinch Prep Penny Loafer. Color Black/Black. $130.00. 4.1 out of 5 stars

Black Cole Haan Pinch Prep Penny Loafer

Black Cole Haan Pinch Prep Penny Loafer

+9

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Black/Black
Price: $130.00
Rating: 4Rated 4 stars out of 5(8)

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $79.95. MSRP $115.00.. 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: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(407)

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(100)

Florsheim - Berkley Flex Penny Loafer. Color Black Smooth. On sale for $123.20. MSRP $125.00.. 4.2 out of 5 stars

Black Florsheim Berkley Flex Penny Loafer

Black Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Gender: Men's
Color: Black Smooth
Price: $123.20MSRP: $125.00
Rating: 4Rated 4 stars out of 5(166)

Cole Haan - Nanctucket Penny Loafer. Color British Tan/Ivory. On sale for $65.00. MSRP $90.00.. 4.3 out of 5 stars

Brown Cole Haan Nanctucket Penny Loafer

Brown Cole Haan Nanctucket Penny Loafer

+4

Brand Name: Cole Haan
Product Name: Nanctucket Penny Loafer
Gender: Men's
Color: British Tan/Ivory
Price: $65.00MSRP: $90.00
Rating: 4Rated 4 stars out of 5(3)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $74.95. MSRP $100.00.. 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: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(160)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.90. MSRP $135.00.. 4.0 out of 5 stars

Black Johnston & Murphy Hayes Penny Loafer

Black Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Black
Price: $99.90MSRP: $135.00
Rating: 4Rated 4 stars out of 5(66)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. On sale for $119.99. MSRP $130.00.. 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: $130.00
Rating: 5Rated 5 stars out of 5(12)

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

Black Florsheim Throttle Penny

Black Florsheim Throttle Penny

+2

Brand Name: Florsheim
Product Name: Throttle Penny
Gender: Men's
Color: Black II
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(15)

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

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+6

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Black
Price: $178.00
Rating

Nunn Bush - Lincoln Penny Loafer. Color Burgundy Polished. On sale for $69.95. MSRP $95.00.. 4.3 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: $95.00
Rating: 4Rated 4 stars out of 5(304)

Dockers - Colleague. Color Tan. On sale for $44.46. MSRP $79.00.. 3.5 out of 5 stars

Tan Dockers Colleague

Tan Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Tan
Price: $44.46MSRP: $79.00
Rating: 4Rated 4 stars out of 5(2)

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

Black Bruno Magli Maioco Penny

Black Bruno Magli Maioco Penny

+3

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

ECCO - S Lite Moc Penny Loafer. Color Black. $174.95. 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: $174.95
Rating: 4Rated 4 stars out of 5(4)

Marc Joseph New York - Monaco. Color Cognac Grainy. On sale for $61.13. MSRP $185.00..

Brown Marc Joseph New York Monaco

Brown Marc Joseph New York Monaco

+5

Brand Name: Marc Joseph New York
Product Name: Monaco
Gender: Men's
Color: Cognac Grainy
Price: $61.13MSRP: $185.00
Rating

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(43)

Marc Joseph New York - River Road. Color Cognac Grainy. On sale for $69.95. MSRP $185.00.. 5.0 out of 5 stars

Brown Marc Joseph New York River Road

Brown Marc Joseph New York River Road

+3

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Cognac Grainy
Price: $69.95MSRP: $185.00
Rating: 5Rated 5 stars out of 5(1)

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)

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(65)

Born - Simon III. Color Tan Full Grain. $120.00. 3.3 out of 5 stars

Tan Born Simon III

Tan Born Simon III

Brand Name: Born
Product Name: Simon III
Gender: Men's
Color: Tan Full Grain
Price: $120.00
Rating: 3Rated 3 stars out of 5(3)

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

Black Rockport Liam

Black Rockport Liam

+1

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

Frye - Tyler Flex Penny. Color Chocolate. $198.00. 2.0 out of 5 stars

Brown Frye Tyler Flex Penny

Brown Frye Tyler Flex Penny

+4

Brand Name: Frye
Product Name: Tyler Flex Penny
Gender: Men's
Color: Chocolate
Price: $198.00
Rating: 2Rated 2 stars out of 5(1)

PIKOLINOS - Avila M1T-3205. Color Cuero. Low Stock. On sale for $168.08. MSRP $189.95.. 5.0 out of 5 stars

Low Stock

Tan PIKOLINOS Avila M1T-3205

Tan PIKOLINOS Avila M1T-3205

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Cuero
Price: $168.08MSRP: $189.95
Rating: 5Rated 5 stars out of 5(1)

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

Tan Bruno Magli Raging Penny

Tan Bruno Magli Raging Penny

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

Clarks - Markman Way. Color Dark Tan Leather. On sale for $74.96. 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: $74.96MSRP: $100.00
Rating: 2Rated 2 stars out of 5(17)

COACH - Declan Loafer. Color Black. Low Stock. On sale for $175.00. MSRP $250.00.. 4.8 out of 5 stars

Low Stock

Black COACH Declan Loafer

Black COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $175.00MSRP: $250.00
Rating: 5Rated 5 stars out of 5(4)

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. $120.00. 5.0 out of 5 stars

Burgundy Stacy Adams Spencer Penny Slip-On

Burgundy Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Burgundy
Price: $120.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Black Leather. Low Stock. $325.00. 3.5 out of 5 stars

Low Stock

Black Allen Edmonds Randolph 2.0 Slip-on Sneaker

Black Allen Edmonds Randolph 2.0 Slip-on Sneaker

+4

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

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)

Nunn Bush - Centro Flex Moccasin Toe Penny Loafer Slip-On. Color Black. Low Stock. On sale for $90.00. MSRP $100.00.. 4.9 out of 5 stars

Low Stock

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: $90.00MSRP: $100.00
Rating: 5Rated 5 stars out of 5(8)

Marc Joseph New York - East Village Mens. Color Brown Suede. Low Stock. On sale for $131.25. MSRP $175.00..

Low Stock

Brown Marc Joseph New York East Village Mens

Brown Marc Joseph New York East Village Mens

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Gender: Men's
Color: Brown Suede
Price: $131.25MSRP: $175.00
Rating

SAS - Woodlawn. Color Licorice. On sale for $187.96. MSRP $234.95.. 3.0 out of 5 stars

Multi SAS Woodlawn

Multi SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Licorice
Price: $187.96MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Cole Haan - American Classics Pinch Penny Loafer. Color Black/Black. $227.95. 3.9 out of 5 stars

Black Cole Haan American Classics Pinch Penny Loafer

Black Cole Haan American Classics Pinch Penny Loafer

+3

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Black/Black
Price: $227.95
Rating: 4Rated 4 stars out of 5(29)

AllSaints - Vinni Loafer. Color Black. Low Stock. On sale for $289.00. MSRP $299.00.. 2.0 out of 5 stars

Low Stock

Black AllSaints Vinni Loafer

Black AllSaints Vinni Loafer

Brand Name: AllSaints
Product Name: Vinni Loafer
Gender: Men's
Color: Black
Price: $289.00MSRP: $299.00
Rating: 2Rated 2 stars out of 5(2)

ALDO - Legolas. Color Navy. On sale for $108.46. MSRP $128.00..

Navy ALDO Legolas

Navy ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Navy
Price: $108.46MSRP: $128.00
Rating

Johnston & Murphy - Halstead Penny Loafer. Color Burgundy Full Grain. Low Stock. $175.00. 4.2 out of 5 stars

Low Stock

Mahogany Johnston & Murphy Halstead Penny Loafer

Mahogany Johnston & Murphy Halstead Penny Loafer

Brand Name: Johnston & Murphy
Product Name: Halstead Penny Loafer
Gender: Men's
Color: Burgundy Full Grain
Price: $175.00
Rating: 4Rated 4 stars out of 5(83)

Steve Madden - Vallme. Color Black. Low Stock. $69.99.

Low Stock

Black Steve Madden Vallme

Black Steve Madden Vallme

Brand Name: Steve Madden
Product Name: Vallme
Gender: Men's
Color: Black
Price: $69.99
Rating

Allen Edmonds - Randolph. Color Coffee. On sale for $379.94. MSRP $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: $379.94MSRP: $425.00
Rating: 4Rated 4 stars out of 5(35)

Mephisto - Alexis. Color Dark Brown. Low Stock. On sale for $226.85. MSRP $349.00.. 3.7 out of 5 stars

Low Stock

Brown Mephisto Alexis

Brown Mephisto Alexis

Brand Name: Mephisto
Product Name: Alexis
Gender: Men's
Color: Dark Brown
Price: $226.85MSRP: $349.00
Rating: 4Rated 4 stars out of 5(3)

Mephisto - Kurtis. Color Brown Hopper. Low Stock. On sale for $307.31. MSRP $389.00.. 1.0 out of 5 stars

Low Stock

Brown Mephisto Kurtis

Brown Mephisto Kurtis

Brand Name: Mephisto
Product Name: Kurtis
Gender: Men's
Color: Brown Hopper
Price: $307.31MSRP: $389.00
Rating: 1Rated 1 star out of 5(1)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Cognac. Low Stock. $249.00.

Low Stock

Tan Johnston & Murphy Collection Dayton Penny Loafer

Tan Johnston & Murphy Collection Dayton Penny Loafer

+2

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Cognac
Price: $249.00
Rating

Rockport - TruFlex DresSports Penny. Color New Dress Blues. Low Stock. On sale for $99.59. MSRP $119.95.. 5.0 out of 5 stars

Low Stock

Blue Rockport TruFlex DresSports Penny

Blue Rockport TruFlex DresSports Penny

+2

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Gender: Men's
Color: New Dress Blues
Price: $99.59MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

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

Low Stock

Black Allen Edmonds Randolph Sneaker

Black Allen Edmonds Randolph Sneaker

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Gender: Men's
Color: Black
Price: $300.00
Rating: 4Rated 4 stars out of 5(57)

Johnston & Murphy - Lyles Penny. Color Tan Full Grain. Low Stock. On sale for $102.55. MSRP $165.00..

Low Stock

Tan Johnston & Murphy Lyles Penny

Tan Johnston & Murphy Lyles Penny

Brand Name: Johnston & Murphy
Product Name: Lyles Penny
Gender: Men's
Color: Tan Full Grain
Price: $102.55MSRP: $165.00
Rating

La Canadienne - Lorne. Color Biscotti Suede. Low Stock. On sale for $127.50. MSRP $425.00..

Low Stock

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Gender: Men's
Color: Biscotti Suede
Price: $127.50MSRP: $425.00
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.)