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

M Size Penny Keeper Round Toe Comfort Shoes

32 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $79.95. MSRP $115.00. 30% 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: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(408)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. On sale for $106.51. MSRP $125.00. 15% 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: $106.51MSRP: $125.00
Rating: 4Rated 4 stars out of 5(190)

Cole Haan - Pinch Prep Penny Loafer. Color Black/Black. On sale for $119.99. MSRP $130.00. 8% off. 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: $119.99MSRP: $130.00
Rating: 4Rated 4 stars out of 5(8)

Florsheim - Throttle Penny. Color Black II. On sale for $79.95. MSRP $110.00. 27% off. 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)

Cole Haan - Pinch Weekender Penny Textured. Color British Tan/Ivory. $90.00. 4.3 out of 5 stars

Brown Cole Haan Pinch Weekender Penny Textured

Brown Cole Haan Pinch Weekender Penny Textured

+4

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

Marc Joseph New York - Monaco. Color Tan Napa. On sale for $56.21. MSRP $185.00. 70% off.

Tan Marc Joseph New York Monaco

Tan Marc Joseph New York Monaco

+5

Brand Name: Marc Joseph New York
Product Name: Monaco
Gender: Men's
Color: Tan Napa
Price: $56.21MSRP: $185.00
Rating

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.90. MSRP $135.00. 26% off. 4.1 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(114)

SAS - Woodlawn. Color Licorice. On sale for $136.27. MSRP $234.95. 42% 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: $136.27MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Dockers - Colleague. Color Black. On sale for $49.95. MSRP $79.00. 37% off. 3.5 out of 5 stars

Black Dockers Colleague

Black Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Black
Price: $49.95MSRP: $79.00
Rating: 4Rated 4 stars out of 5(2)

Johnston & Murphy - Halstead Penny Loafer. Color Burgundy Full Grain. Low Stock. $175.00. 4.1 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(98)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Black. On sale for $79.95. MSRP $100.00. 20% off. 4.1 out of 5 stars

Black Nunn Bush Noah Beef Roll Penny Loafer

Black Nunn Bush Noah Beef Roll Penny Loafer

+2

Brand Name: Nunn Bush
Product Name: Noah Beef Roll Penny Loafer
Gender: Men's
Color: Black
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(67)

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

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: $100.00
Rating: 4Rated 4 stars out of 5(168)

Nunn Bush - Centro Flex Moccasin Toe Penny Loafer Slip-On. Color Black. Low Stock. On sale for $89.00. MSRP $100.00. 11% off. 4.6 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: $89.00MSRP: $100.00
Rating: 5Rated 5 stars out of 5(11)

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: $125.00
Rating: 4Rated 4 stars out of 5(111)

Polo Ralph Lauren - Alston Penny. Color Black. On sale for $124.60. MSRP $178.00. 30% off. 3.0 out of 5 stars

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: $124.60MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

Frye - Tyler Flex Penny. Color Caramel. $198.00. 3.5 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: Caramel
Price: $198.00
Rating: 4Rated 4 stars out of 5(2)

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: $95.00
Rating: 4Rated 4 stars out of 5(312)

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)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Cognac. Low Stock. $249.00. 5.0 out of 5 stars

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: 5Rated 5 stars out of 5(6)

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)

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

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)

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)

PIKOLINOS - Avila M1T-3205. Color Cuero. Low Stock. $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: $189.95
Rating: 5Rated 5 stars out of 5(1)

Marc Joseph New York - East Village Mens. Color Whiskey Napa. Low Stock. On sale for $110.25. MSRP $175.00. 37% off.

Low Stock

Tan Marc Joseph New York East Village Mens

Tan Marc Joseph New York East Village Mens

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Gender: Men's
Color: Whiskey Napa
Price: $110.25MSRP: $175.00
Rating

Born - Simon III. Color Tan Full Grain. $119.95. 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: $119.95
Rating: 3Rated 3 stars out of 5(3)

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 $77.42. MSRP $100.00. 23% off. 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: $77.42MSRP: $100.00
Rating: 3Rated 3 stars out of 5(20)

ALDO - Legolas. Color Navy. Low Stock. On sale for $97.28. MSRP $128.00. 24% off.

Low Stock

Navy ALDO Legolas

Navy ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Navy
Price: $97.28MSRP: $128.00
Rating

Rockport - TruFlex DresSports Penny. Color British Tan. Low Stock. On sale for $82.76. MSRP $119.95. 31% off. 5.0 out of 5 stars

Low Stock

Tan Rockport TruFlex DresSports Penny

Tan Rockport TruFlex DresSports Penny

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Gender: Men's
Color: British Tan
Price: $82.76MSRP: $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)

Cole Haan - American Classics Pinch Penny Loafer. Color Truffle/Natural. Low Stock. On sale for $205.20. MSRP $228.00. 10% off. 3.9 out of 5 stars

Low Stock

Black Cole Haan American Classics Pinch Penny Loafer

Black Cole Haan American Classics Pinch Penny Loafer

+2

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Truffle/Natural
Price: $205.20MSRP: $228.00
Rating: 4Rated 4 stars out of 5(30)

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.)