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

Men's M Size Penny Keeper Shoes

56 items found

Sort By

Your Selections

Search Results

Cole Haan - Nanctucket Penny Loafer. Color British Tan/Ivory. $100.00. 4.0 out of 5 stars

Brown Cole Haan Nanctucket Penny Loafer

Brown Cole Haan Nanctucket Penny Loafer

+5

Brand Name: Cole Haan
Product Name: Nanctucket Penny Loafer
Color: British Tan/Ivory
Price: $100.00
Rating: 4Rated 4 stars out of 5(2)

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
Color: Black II
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(396)

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $99.99. MSRP $155.00.. 3.9 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
Color: British Tan/Java
Price: $99.99MSRP: $155.00
Rating: 4Rated 4 stars out of 5(68)

Cole Haan - Pinch Prep Penny Loafer. Color Scotch. On sale for $96.00. MSRP $227.95..

Brown Cole Haan Pinch Prep Penny Loafer

Brown Cole Haan Pinch Prep Penny Loafer

+4

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Color: Scotch
Price: $96.00MSRP: $227.95
Rating

Cole Haan - Hawthorne Penny Loafer. Color Black. On sale for $99.97. MSRP $110.00.. 3.0 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
Color: Black
Price: $99.97MSRP: $110.00
Rating: 3Rated 3 stars out of 5(2)

Florsheim - Midtown Penny Slip-On. Color Cognac Smooth. On sale for $89.95. MSRP $125.00.. 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
Color: Cognac Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(89)

Nunn Bush - Lincoln Penny Loafer. Color Burgundy Polished. On sale for $64.95. MSRP $90.00.. 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
Color: Burgundy Polished
Price: $64.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(293)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $74.95. MSRP $100.00.. 4.4 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
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(154)

Florsheim - Throttle Penny. Color Cognac. On sale for $69.95. MSRP $110.00.. 4.3 out of 5 stars

Tan Florsheim Throttle Penny

Tan Florsheim Throttle Penny

+3

Brand Name: Florsheim
Product Name: Throttle Penny
Color: Cognac
Price: $69.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(12)

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
Color: Brown
Price: $79.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(62)

Steve Madden - Vallme. Color Black. $69.99.

Black Steve Madden Vallme

Black Steve Madden Vallme

Brand Name: Steve Madden
Product Name: Vallme
Color: Black
Price: $69.99
Rating

Polo Ralph Lauren - Reynold Loafer. Color Black. Low Stock. On sale for $75.00. MSRP $118.00.. 3.5 out of 5 stars

1 left in stock

Black Polo Ralph Lauren Reynold Loafer

Black Polo Ralph Lauren Reynold Loafer

Brand Name: Polo Ralph Lauren
Product Name: Reynold Loafer
Color: Black
Price: $75.00MSRP: $118.00
Rating: 4Rated 4 stars out of 5(19)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.99. MSRP $135.00.. 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
Color: Black
Price: $99.99MSRP: $135.00
Rating: 4Rated 4 stars out of 5(59)

Sperry - Cabo II Penny. Color Brown. On sale for $69.97. MSRP $109.95.. 3.8 out of 5 stars

Brown Sperry Cabo II Penny

Brown Sperry Cabo II Penny

+3

Brand Name: Sperry
Product Name: Cabo II Penny
Color: Brown
Price: $69.97MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Nunn Bush - Centro Flex Moccasin Toe Penny Loafer Slip-On. Color Black. Low Stock. On sale for $79.95. MSRP $100.00.. 4.9 out of 5 stars

9 left in 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
Color: Black
Price: $79.95MSRP: $100.00
Rating: 5Rated 5 stars out of 5(7)

Massimo Matteo - Florencia Penny Driver. Color Black. On sale for $53.10. MSRP $59.00.. 4.2 out of 5 stars

Black Massimo Matteo Florencia Penny Driver

Black Massimo Matteo Florencia Penny Driver

+2

Brand Name: Massimo Matteo
Product Name: Florencia Penny Driver
Color: Black
Price: $53.10MSRP: $59.00
Rating: 4Rated 4 stars out of 5(51)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $89.99. MSRP $100.00.. 2.5 out of 5 stars

Brown Clarks Markman Way

Brown Clarks Markman Way

Brand Name: Clarks
Product Name: Markman Way
Color: Dark Tan Leather
Price: $89.99MSRP: $100.00
Rating: 2Rated 2 stars out of 5(17)

Cole Haan - Pinch Weekender Penny. Color Sesame/Angora. On sale for $83.59. MSRP $120.00.. 4.3 out of 5 stars

Beige Cole Haan Pinch Weekender Penny

Beige Cole Haan Pinch Weekender Penny

+9

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny
Color: Sesame/Angora
Price: $83.59MSRP: $120.00
Rating: 4Rated 4 stars out of 5(3)

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

Brown Marc Joseph New York Valley Road 2.0

Brown Marc Joseph New York Valley Road 2.0

+4

Brand Name: Marc Joseph New York
Product Name: Valley Road 2.0
Color: Cognac Grainy
Price: $79.95MSRP: $195.00
Rating: 4Rated 4 stars out of 5(9)

Rockport - TruFlex DresSports Penny. Color New Dress Blues. On sale for $79.99. MSRP $119.95.. 5.0 out of 5 stars

Blue Rockport TruFlex DresSports Penny

Blue Rockport TruFlex DresSports Penny

+3

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Color: New Dress Blues
Price: $79.99MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

Dockers - Colleague. Color Tan. On sale for $49.95. MSRP $70.00.. 5.0 out of 5 stars

Tan Dockers Colleague

Tan Dockers Colleague

+2

Brand Name: Dockers
Product Name: Colleague
Color: Tan
Price: $49.95MSRP: $70.00
Rating: 5Rated 5 stars out of 5(1)

Tommy Hilfiger - Simol. Color Black. On sale for $59.40. MSRP $69.95.. 3.0 out of 5 stars

Black Tommy Hilfiger Simol

Black Tommy Hilfiger Simol

+2

Brand Name: Tommy Hilfiger
Product Name: Simol
Color: Black
Price: $59.40MSRP: $69.95
Rating: 3Rated 3 stars out of 5(2)

Stacy Adams - Marlowe Penny Slip-On Loafer. Color Cognac Leather. On sale for $86.25. MSRP $114.95.. 4.6 out of 5 stars

Brown Stacy Adams Marlowe Penny Slip-On Loafer

Brown Stacy Adams Marlowe Penny Slip-On Loafer

+3

Brand Name: Stacy Adams
Product Name: Marlowe Penny Slip-On Loafer
Color: Cognac Leather
Price: $86.25MSRP: $114.95
Rating: 5Rated 5 stars out of 5(28)

Marc Joseph New York - Lexington. Color Black Nappa Leather. Low Stock. On sale for $80.70. MSRP $195.00.. 4.2 out of 5 stars

2 left in stock

Black Marc Joseph New York Lexington

Black Marc Joseph New York Lexington

+3

Brand Name: Marc Joseph New York
Product Name: Lexington
Color: Black Nappa Leather
Price: $80.70MSRP: $195.00
Rating: 4Rated 4 stars out of 5(5)

Steve Madden - Crescent. Color Black Velvet. $99.99.

Black Steve Madden Crescent

Black Steve Madden Crescent

Brand Name: Steve Madden
Product Name: Crescent
Color: Black Velvet
Price: $99.99
Rating

Marc Joseph New York - Washington. Color Black Napa. On sale for $81.90. MSRP $195.00.. 4.4 out of 5 stars

Black Marc Joseph New York Washington

Black Marc Joseph New York Washington

Brand Name: Marc Joseph New York
Product Name: Washington
Color: Black Napa
Price: $81.90MSRP: $195.00
Rating: 4Rated 4 stars out of 5(5)

Sebago - Byron. Color Black. Low Stock. On sale for $80.50. MSRP $165.00..

7 left in stock

Black Sebago Byron

Black Sebago Byron

Brand Name: Sebago
Product Name: Byron
Color: Black
Price: $80.50MSRP: $165.00
Rating

Cole Haan - Wyatt Penny Driver. Color Black. On sale for $80.00. MSRP $105.00.. 4.3 out of 5 stars

Black Cole Haan Wyatt Penny Driver

Black Cole Haan Wyatt Penny Driver

+5

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Color: Black
Price: $80.00MSRP: $105.00
Rating: 4Rated 4 stars out of 5(276)

Tommy Hilfiger - Amile. Color Dark Brown. On sale for $51.23. MSRP $59.95.. 4.5 out of 5 stars

Brown Tommy Hilfiger Amile

Brown Tommy Hilfiger Amile

+3

Brand Name: Tommy Hilfiger
Product Name: Amile
Color: Dark Brown
Price: $51.23MSRP: $59.95
Rating: 5Rated 5 stars out of 5(4)

Peter Millar - Crown Knit Driver. Color Chocolate. Low Stock. On sale for $87.50. MSRP $175.00.. 3.0 out of 5 stars

2 left in stock

Brown Peter Millar Crown Knit Driver

Brown Peter Millar Crown Knit Driver

Brand Name: Peter Millar
Product Name: Crown Knit Driver
Color: Chocolate
Price: $87.50MSRP: $175.00
Rating: 3Rated 3 stars out of 5(2)

Johnston & Murphy Collection - Damon Penny. Color Mahogany Italian Calfskin. Low Stock. On sale for $85.80. MSRP $195.00..

3 left in stock

Burgundy Johnston & Murphy Collection Damon Penny

Burgundy Johnston & Murphy Collection Damon Penny

+2

Brand Name: Johnston & Murphy Collection
Product Name: Damon Penny
Color: Mahogany Italian Calfskin
Price: $85.80MSRP: $195.00
Rating

Johnston & Murphy - Lewis Penny. Color Tan Full Grain Leather. Low Stock. On sale for $99.99. MSRP $149.00.. 4.2 out of 5 stars

1 left in stock

Tan Johnston & Murphy Lewis Penny

Tan Johnston & Murphy Lewis Penny

Brand Name: Johnston & Murphy
Product Name: Lewis Penny
Color: Tan Full Grain Leather
Price: $99.99MSRP: $149.00
Rating: 4Rated 4 stars out of 5(51)

Steve Madden - Ramsee. Color Taupe Suede. On sale for $61.41. MSRP $120.00.. 3.8 out of 5 stars

Taupe Steve Madden Ramsee

Taupe Steve Madden Ramsee

+4

Brand Name: Steve Madden
Product Name: Ramsee
Color: Taupe Suede
Price: $61.41MSRP: $120.00
Rating: 4Rated 4 stars out of 5(10)

Massimo Matteo - Ponte Vecchio Penny Loafer. Color Navy. Low Stock. On sale for $77.61. MSRP $199.00..

1 left in stock

Navy Massimo Matteo Ponte Vecchio Penny Loafer

Navy Massimo Matteo Ponte Vecchio Penny Loafer

+2

Brand Name: Massimo Matteo
Product Name: Ponte Vecchio Penny Loafer
Color: Navy
Price: $77.61MSRP: $199.00
Rating

Floafers - Floafers Country Club Driver. Color Driftwood Brown/Coconut. Low Stock. On sale for $30.00. MSRP $49.99.. 4.3 out of 5 stars

2 left in stock

Brown Floafers Floafers Country Club Driver

Brown Floafers Floafers Country Club Driver

Brand Name: Floafers
Product Name: Floafers Country Club Driver
Color: Driftwood Brown/Coconut
Price: $30.00MSRP: $49.99
Rating: 4Rated 4 stars out of 5(30)

SAS - Woodlawn. Color Mahogany. On sale for $96.33. MSRP $234.95.. 3.0 out of 5 stars

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Color: Mahogany
Price: $96.33MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

SWIMS - Penny Loafer. Color Swim Orange. Low Stock. On sale for $64.00. MSRP $160.00.. 4.1 out of 5 stars

1 left in stock

Orange SWIMS Penny Loafer

Orange SWIMS Penny Loafer

+2

Brand Name: SWIMS
Product Name: Penny Loafer
Color: Swim Orange
Price: $64.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(11)

Marc Joseph New York - East Village Mens. Color Brown Suede. Low Stock. On sale for $83.70. MSRP $175.00..

8 left in stock

Brown Marc Joseph New York East Village Mens

Brown Marc Joseph New York East Village Mens

+1

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Color: Brown Suede
Price: $83.70MSRP: $175.00
Rating

TOMS - Baja. Color Moonlight Blue. Low Stock. $54.90. 3.9 out of 5 stars

2 left in stock

Blue TOMS Baja

Blue TOMS Baja

+6

Brand Name: TOMS
Product Name: Baja
Color: Moonlight Blue
Price: $54.90
Rating: 4Rated 4 stars out of 5(94)

Dockers - Colleague. Color Cordovan. On sale for $49.99. MSRP $70.00.. 2.0 out of 5 stars

Burgundy Dockers Colleague

Burgundy Dockers Colleague

Brand Name: Dockers
Product Name: Colleague
Color: Cordovan
Price: $49.99MSRP: $70.00
Rating: 2Rated 2 stars out of 5(1)

Dockers - Vaughn. Color Dark Brown. On sale for $59.99. MSRP $85.00..

Brown Dockers Vaughn

Brown Dockers Vaughn

+2

Brand Name: Dockers
Product Name: Vaughn
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

Tommy Hilfiger - Tabaro. Color Cognac. $69.95.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Color: Cognac
Price: $69.95
Rating

johnnie-O - Moxy Leather Penny. Color Bourbon. On sale for $73.26. MSRP $198.00..

Brown johnnie-O Moxy Leather Penny

Brown johnnie-O Moxy Leather Penny

Brand Name: johnnie-O
Product Name: Moxy Leather Penny
Color: Bourbon
Price: $73.26MSRP: $198.00
Rating

Marc Joseph New York - Nebraska. Color Atlantic Blue Suede. On sale for $79.95. MSRP $185.00.. 4.5 out of 5 stars

Blue Marc Joseph New York Nebraska

Blue Marc Joseph New York Nebraska

+10

Brand Name: Marc Joseph New York
Product Name: Nebraska
Color: Atlantic Blue Suede
Price: $79.95MSRP: $185.00
Rating: 5Rated 5 stars out of 5(6)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Cognac. Low Stock. On sale for $99.60. MSRP $249.00..

2 left in 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
Color: Cognac
Price: $99.60MSRP: $249.00
Rating

Marc Joseph New York - Milford Ave. Color Havana Grainy. On sale for $85.20. MSRP $165.00.. 5.0 out of 5 stars

Mahogany Marc Joseph New York Milford Ave

Mahogany Marc Joseph New York Milford Ave

Brand Name: Marc Joseph New York
Product Name: Milford Ave
Color: Havana Grainy
Price: $85.20MSRP: $165.00
Rating: 5Rated 5 stars out of 5(2)

Carlos by Carlos Santana - Ritchie Driver Loafer. Color Olive Calf Nubuck. Low Stock. On sale for $76.99. MSRP $88.95.. 3.7 out of 5 stars

8 left in 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
Color: Olive Calf Nubuck
Price: $76.99MSRP: $88.95
Rating: 4Rated 4 stars out of 5(7)

BOSS - Driver Moccasins. Color Poolside Blue. Low Stock. On sale for $89.70. MSRP $299.00..

1 left in stock

Blue BOSS Driver Moccasins

Blue BOSS Driver Moccasins

Brand Name: BOSS
Product Name: Driver Moccasins
Color: Poolside Blue
Price: $89.70MSRP: $299.00
Rating

Tommy Hilfiger - Dime. Color Cognac. $69.95.

Tan Tommy Hilfiger Dime

Tan Tommy Hilfiger Dime

Brand Name: Tommy Hilfiger
Product Name: Dime
Color: Cognac
Price: $69.95
Rating

Johnston & Murphy - Emmett Penny. Color Dark Tan Full Grain. Low Stock. $99.90.

1 left in stock

Tan Johnston & Murphy Emmett Penny

Tan Johnston & Murphy Emmett Penny

Brand Name: Johnston & Murphy
Product Name: Emmett Penny
Color: Dark Tan Full Grain
Price: $99.90
Rating

Steve Madden - Bentin. Color Tobacco Suede. Low Stock. On sale for $89.97. MSRP $135.00..

4 left in stock

Brown Steve Madden Bentin

Brown Steve Madden Bentin

+2

Brand Name: Steve Madden
Product Name: Bentin
Color: Tobacco Suede
Price: $89.97MSRP: $135.00
Rating

Vagabond Shoemakers - Alex Suede Penny Loafer. Color Java Suede. Low Stock. On sale for $66.50. MSRP $190.00.. 5.0 out of 5 stars

4 left in stock

Black Vagabond Shoemakers Alex Suede Penny Loafer

Black Vagabond Shoemakers Alex Suede Penny Loafer

Brand Name: Vagabond Shoemakers
Product Name: Alex Suede Penny Loafer
Color: Java Suede
Price: $66.50MSRP: $190.00
Rating: 5Rated 5 stars out of 5(1)

Steve Madden - Ewald. Color Navy Fabric. $95.00.

Blue Steve Madden Ewald

Blue Steve Madden Ewald

Brand Name: Steve Madden
Product Name: Ewald
Color: Navy Fabric
Price: $95.00
Rating

Florsheim - Central Moc Toe Penny Leather. Color Brown Crazy Horse. On sale for $99.95. MSRP $105.00.. 4.4 out of 5 stars

Brown Florsheim Central Moc Toe Penny Leather

Brown Florsheim Central Moc Toe Penny Leather

+2

Brand Name: Florsheim
Product Name: Central Moc Toe Penny Leather
Color: Brown Crazy Horse
Price: $99.95MSRP: $105.00
Rating: 4Rated 4 stars out of 5(62)

Born - Andes. Color Orange/Brown Full Grain. Low Stock. On sale for $41.80. MSRP $110.00.. 4.0 out of 5 stars

10 left in stock

Orange Born Andes

Orange Born Andes

+2

Brand Name: Born
Product Name: Andes
Color: Orange/Brown Full Grain
Price: $41.80MSRP: $110.00
Rating: 4Rated 4 stars out of 5(40)

Vagabond Shoemakers - Johnny 2.0 Leather Loafer. Color Black. Low Stock. On sale for $80.00. MSRP $200.00..

1 left in stock

Black Vagabond Shoemakers Johnny 2.0 Leather Loafer

Black Vagabond Shoemakers Johnny 2.0 Leather Loafer

Brand Name: Vagabond Shoemakers
Product Name: Johnny 2.0 Leather Loafer
Color: Black
Price: $80.00MSRP: $200.00
Rating

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.