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

Size 13 Medium Size Penny Keeper Shoes

53 items found

Sort By

Your Selections

Search Results

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $74.99. MSRP $124.95. 40% 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: $74.99MSRP: $124.9540% OFF
Rating: 4Rated 4 stars out of 5(408)

Marc Joseph New York - Nebraska. Color Black Napa. On sale for $68.20. MSRP $185.00. 63% off. 4.3 out of 5 stars

Black Marc Joseph New York Nebraska

Black Marc Joseph New York Nebraska

+8

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Black Napa
Price: $68.20MSRP: $185.0063% OFF
Rating: 4Rated 4 stars out of 5(11)

Florsheim - Throttle Penny. Color Brown Crazy Horse II. On sale for $79.95. MSRP $110.00. 27% off. 3.9 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: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(18)

. Nunn Bush - Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On. Color Burgundy. $109.95.

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

Brand Name: Nunn Bush
Product Name: Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On
Gender: Men's
Color: Burgundy
Price: $109.95
Rating

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $79.80. MSRP $140.00. 43% off. 3.9 out of 5 stars

Beige Cole Haan Grand Laser Penny Driver

Beige Cole Haan Grand Laser Penny Driver

+4

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: British Tan/Java
Price: $79.80MSRP: $140.0043% OFF
Rating: 4Rated 4 stars out of 5(73)

Cole Haan - Pinch Weekender Penny Textured. Color British Tan/Ivory. On sale for $90.20. MSRP $110.00. 18% off. 4.6 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: $90.20MSRP: $110.0018% OFF
Rating: 5Rated 5 stars out of 5(5)

Calvin Klein - Olin. Color Black. On sale for $48.97. MSRP $59.00. 17% off.

Black Calvin Klein Olin

Black Calvin Klein Olin

+2

Brand Name: Calvin Klein
Product Name: Olin
Gender: Men's
Color: Black
Price: $48.97MSRP: $59.0017% OFF
Rating

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. On sale for $123.11. MSRP $140.00. 12% 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: $123.11MSRP: $140.0012% OFF
Rating: 4Rated 4 stars out of 5(201)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $95.87. MSRP $135.00. 29% 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: $95.87MSRP: $135.0029% OFF
Rating: 4Rated 4 stars out of 5(116)

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

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $118.30. MSRP $130.00. 9% off. 3.9 out of 5 stars

Beige Cole Haan Pinch Prep Penny Loafer

Beige Cole Haan Pinch Prep Penny Loafer

+7

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $118.30MSRP: $130.009% OFF
Rating: 4Rated 4 stars out of 5(9)

Magnanni - Ramiro II. Color Torba Suede. Low Stock. On sale for $382.50. MSRP $425.00. 10% off. 5.0 out of 5 stars

Low Stock

Brown Magnanni Ramiro II

Brown Magnanni Ramiro II

Brand Name: Magnanni
Product Name: Ramiro II
Gender: Men's
Color: Torba Suede
Price: $382.50MSRP: $425.0010% OFF
Rating: 5Rated 5 stars out of 5(7)

Marc Joseph New York - Monaco. Color Cognac Grainy. On sale for $67.96. MSRP $185.00. 63% off.

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: $67.96MSRP: $185.0063% OFF
Rating

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $79.95. MSRP $110.00. 27% 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: $79.95MSRP: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(172)

Cole Haan - Wyatt Penny Driver. Color British Tan/Nicotine. On sale for $120.40. MSRP $140.00. 14% 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: $120.40MSRP: $140.0014% OFF
Rating: 4Rated 4 stars out of 5(282)

. Cole Haan - American Classics Penny Loafer. Color Deep Burundy/Black. On sale for $158.00. MSRP $165.00. 4% off. 4.2 out of 5 stars

Burgundy Cole Haan American Classics Penny Loafer

Burgundy Cole Haan American Classics Penny Loafer

+1

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Deep Burundy/Black
Price: $158.00MSRP: $165.004% OFF
Rating: 4Rated 4 stars out of 5(359)

. Cole Haan - Hawthorne Penny Loafer. Color Black. On sale for $119.99. MSRP $148.00. 19% off. 3.5 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: $119.99MSRP: $148.0019% OFF
Rating: 4Rated 4 stars out of 5(4)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Brown. On sale for $159.99. MSRP $245.00. 35% off. 5.0 out of 5 stars

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brown Johnston & Murphy Collection Dayton Penny Loafer

+2

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $159.99MSRP: $245.0035% OFF
Rating: 5Rated 5 stars out of 5(6)

Dockers - Vaughn. Color Dark Brown. On sale for $39.98. MSRP $85.00. 53% off.

Brown Dockers Vaughn

Brown Dockers Vaughn

+2

Brand Name: Dockers
Product Name: Vaughn
Gender: Men's
Color: Dark Brown
Price: $39.98MSRP: $85.0053% OFF
Rating

Johnston & Murphy Collection - Baldwin Penny. Color Taupe Suede. $197.95. 4.4 out of 5 stars

Taupe Johnston & Murphy Collection Baldwin Penny

Taupe Johnston & Murphy Collection Baldwin Penny

+6

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Penny
Gender: Men's
Color: Taupe Suede
Price: $197.95
Rating: 4Rated 4 stars out of 5(51)

Dockers - Colleague. Color Black. On sale for $48.50. MSRP $90.00. 46% off. 3.8 out of 5 stars

Black Dockers Colleague

Black Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Black
Price: $48.50MSRP: $90.0046% OFF
Rating: 4Rated 4 stars out of 5(4)

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

Tan Polo Ralph Lauren Alston Penny

Tan Polo Ralph Lauren Alston Penny

+4

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

Marc Joseph New York - Valley Road 2.0. Color Cognac Grainy. Low Stock. On sale for $79.95. MSRP $195.00. 59% off. 4.2 out of 5 stars

Low Stock

Brown Marc Joseph New York Valley Road 2.0

Brown 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: Cognac Grainy
Price: $79.95MSRP: $195.0059% OFF
Rating: 4Rated 4 stars out of 5(9)

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)

Frye - Tyler Flex Penny. Color Caramel. On sale for $178.15. MSRP $198.00. 10% off. 4.0 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: Caramel
Price: $178.15MSRP: $198.0010% OFF
Rating: 4Rated 4 stars out of 5(3)

Tommy Hilfiger - Amile. Color Cognac. On sale for $53.40. MSRP $89.00. 40% off. 4.6 out of 5 stars

Tan Tommy Hilfiger Amile

Tan Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Cognac
Price: $53.40MSRP: $89.0040% OFF
Rating: 5Rated 5 stars out of 5(5)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. On sale for $130.00. MSRP $145.00. 10% off. 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: $130.00MSRP: $145.0010% OFF
Rating: 4Rated 4 stars out of 5(44)

Bruno Magli - Tonio. Color Black 2. Low Stock. On sale for $281.25. MSRP $375.00. 25% off. 5.0 out of 5 stars

Low Stock

Black Bruno Magli Tonio

Black Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Black 2
Price: $281.25MSRP: $375.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Magnanni - Lawford. Color Cognac. Low Stock. On sale for $311.50. MSRP $445.00. 30% off. 4.5 out of 5 stars

Low Stock

Tan Magnanni Lawford

Tan Magnanni Lawford

+2

Brand Name: Magnanni
Product Name: Lawford
Gender: Men's
Color: Cognac
Price: $311.50MSRP: $445.0030% OFF
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Cognac. Low Stock. On sale for $108.98. MSRP $185.00. 41% off. 3.9 out of 5 stars

Low Stock

Tan Johnston & Murphy Collection Baldwin Driver Penny

Tan Johnston & Murphy Collection Baldwin Driver Penny

+3

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Driver Penny
Gender: Men's
Color: Cognac
Price: $108.98MSRP: $185.0041% OFF
Rating: 4Rated 4 stars out of 5(31)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $69.95. MSRP $100.00. 30% 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: $100.0030% OFF
Rating: 4Rated 4 stars out of 5(317)

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $99.95. MSRP $140.00. 29% 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: $99.95MSRP: $140.0029% OFF
Rating: 4Rated 4 stars out of 5(113)

SAS - Woodlawn. Color Mahogany. Low Stock. On sale for $176.21. MSRP $234.95. 25% off. 3.3 out of 5 stars

Low Stock

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Mahogany
Price: $176.21MSRP: $234.9525% OFF
Rating: 3Rated 3 stars out of 5(7)

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)

Bruno Magli - Raging Penny. Color Black. $395.00. 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: $395.00
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Ramsee. Color Taupe Suede. On sale for $60.00. MSRP $120.00. 50% off. 3.8 out of 5 stars

Taupe Steve Madden Ramsee

Taupe Steve Madden Ramsee

+2

Brand Name: Steve Madden
Product Name: Ramsee
Gender: Men's
Color: Taupe Suede
Price: $60.00MSRP: $120.0050% OFF
Rating: 4Rated 4 stars out of 5(10)

Marc Joseph New York - River Road. Color Cognac Grainy. On sale for $59.95. MSRP $185.00. 68% off. 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: $59.95MSRP: $185.0068% OFF
Rating: 5Rated 5 stars out of 5(1)

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $72.00. MSRP $130.00. 45% 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: $72.00MSRP: $130.0045% OFF
Rating: 5Rated 5 stars out of 5(7)

Marc Joseph New York - Union Street 2. Color Cafe Grainy. $155.00. 4.8 out of 5 stars

Brown Marc Joseph New York Union Street 2

Brown Marc Joseph New York Union Street 2

+3

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Cafe Grainy
Price: $155.00
Rating: 5Rated 5 stars out of 5(4)

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

Rockport - Liam. Color Black Leather. On sale for $116.95. MSRP $129.95. 10% off. 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: $116.95MSRP: $129.9510% OFF
Rating: 4Rated 4 stars out of 5(2)

Born - Simon III. Color Tan Full Grain. On sale for $108.00. MSRP $120.00. 10% off. 3.8 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: $108.00MSRP: $120.0010% OFF
Rating: 4Rated 4 stars out of 5(4)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $110.00. 27% 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: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(67)

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: $195.00
Rating: 4Rated 4 stars out of 5(4)

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)

COACH - Declan Loafer. Color Saddle. On sale for $197.50. MSRP $250.00. 21% off. 4.8 out of 5 stars

Brown COACH Declan Loafer

Brown COACH Declan Loafer

+1

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Saddle
Price: $197.50MSRP: $250.0021% OFF
Rating: 5Rated 5 stars out of 5(4)

Sperry - Authentic Original Penny. Color Navy. On sale for $103.35. MSRP $109.95. 6% 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: $103.35MSRP: $109.956% OFF
Rating: 4Rated 4 stars out of 5(31)

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)

Gordon Rush - Parkside. Color Navy Suede. Low Stock. $129.90. 2.0 out of 5 stars

Low Stock

Blue Gordon Rush Parkside

Blue Gordon Rush Parkside

Brand Name: Gordon Rush
Product Name: Parkside
Gender: Men's
Color: Navy Suede
Price: $129.90
Rating: 2Rated 2 stars out of 5(2)

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

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: $295.00
Rating

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Walnut 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: Walnut Leather
Price: $325.00
Rating: 4Rated 4 stars out of 5(2)

Carlos by Carlos Santana - Ritchie Driver Loafer. Color Olive Calf Nubuck. Low Stock. $88.95. 3.9 out of 5 stars

Low 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: $88.95
Rating: 4Rated 4 stars out of 5(8)

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.)