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

Size 9.5 D Size Penny Keeper Shoes

45 items found

Sort By

Your Selections

Search Results

Cole Haan - Grand Laser Penny Driver. Color British Tan/Java. On sale for $67.20. MSRP $155.00.. 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: $67.20MSRP: $155.00
Rating: 4Rated 4 stars out of 5(69)

Rockport - Classic Loafer Lite Penny. Color Dark Brown. On sale for $79.95. MSRP $115.00.. 3.9 out of 5 stars

Brown Rockport Classic Loafer Lite Penny

Brown Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Dark Brown
Price: $79.95MSRP: $115.00
Rating: 4Rated 4 stars out of 5(397)

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

Brown Florsheim Throttle Penny

Brown Florsheim Throttle Penny

+4

Brand Name: Florsheim
Product Name: Throttle Penny
Gender: Men's
Color: Brown Crazy Horse II
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(13)

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

Black Marc Joseph New York Nebraska

Black Marc Joseph New York Nebraska

+10

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Black Napa
Price: $79.95MSRP: $185.00
Rating: 5Rated 5 stars out of 5(6)

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
Gender: Men's
Color: Cognac Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(89)

Marc Joseph New York - River Road. Color Cognac Grainy. On sale for $69.95. MSRP $185.00..

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

Cole Haan - Pinch Weekender Penny. Color Sesame/Angora. On sale for $89.95. MSRP $120.00.. 4.3 out of 5 stars

Beige Cole Haan Pinch Weekender Penny

Beige Cole Haan Pinch Weekender Penny

+8

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny
Gender: Men's
Color: Sesame/Angora
Price: $89.95MSRP: $120.00
Rating: 4Rated 4 stars out of 5(3)

Cole Haan - Pinch Prep Penny Loafer. Color Scotch. On sale for $128.00. MSRP $227.95.. 4.0 out of 5 stars

Brown Cole Haan Pinch Prep Penny Loafer

Brown Cole Haan Pinch Prep Penny Loafer

+5

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Scotch
Price: $128.00MSRP: $227.95
Rating: 4Rated 4 stars out of 5(7)

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
Gender: Men's
Color: Burgundy Polished
Price: $64.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(295)

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
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(155)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.90. 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
Gender: Men's
Color: Black
Price: $99.90MSRP: $135.00
Rating: 4Rated 4 stars out of 5(60)

Tommy Hilfiger - Tabaro. Color Cognac. $69.30.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $69.30
Rating

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $80.00. MSRP $100.00.. 4.0 out of 5 stars

Black Cole Haan Pinch Weekender Penny Textured

Black Cole Haan Pinch Weekender Penny Textured

+5

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $80.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(2)

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
Gender: Men's
Color: Dark Tan Leather
Price: $89.99MSRP: $100.00
Rating: 2Rated 2 stars out of 5(17)

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
Gender: Men's
Color: Black
Price: $99.97MSRP: $110.00
Rating: 3Rated 3 stars out of 5(2)

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
Gender: Men's
Color: Black
Price: $53.10MSRP: $59.00
Rating: 4Rated 4 stars out of 5(51)

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(63)

ALDO - Legolas. Color Other Brown. On sale for $118.99. MSRP $128.00..

Brown ALDO Legolas

Brown ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Other Brown
Price: $118.99MSRP: $128.00
Rating

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
Gender: Men's
Color: Cordovan
Price: $49.99MSRP: $70.00
Rating: 2Rated 2 stars out of 5(1)

Tommy Hilfiger - Simol. Color Cognac. $69.30. 3.0 out of 5 stars

Tan Tommy Hilfiger Simol

Tan Tommy Hilfiger Simol

+2

Brand Name: Tommy Hilfiger
Product Name: Simol
Gender: Men's
Color: Cognac
Price: $69.30
Rating: 3Rated 3 stars out of 5(2)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Cognac. Low Stock. On sale for $124.99. MSRP $185.00.. 3.7 out of 5 stars

9 left in 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: $124.99MSRP: $185.00
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
Gender: Men's
Color: Cognac Grainy
Price: $79.95MSRP: $195.00
Rating: 4Rated 4 stars out of 5(9)

Cole Haan - American Classics Pinch Penny Loafer. Color Navy Blazer/Angora/Dark Chocolate. On sale for $205.20. MSRP $228.00.. 4.0 out of 5 stars

Navy Cole Haan American Classics Pinch Penny Loafer

Navy Cole Haan American Classics Pinch Penny Loafer

+5

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Navy Blazer/Angora/Dark Chocolate
Price: $205.20MSRP: $228.00
Rating: 4Rated 4 stars out of 5(28)

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
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.00
Rating

Dockers - Colleague. Color Black. On sale for $49.95. MSRP $70.00.. 3.5 out of 5 stars

Black Dockers Colleague

Black Dockers Colleague

+2

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Black
Price: $49.95MSRP: $70.00
Rating: 4Rated 4 stars out of 5(2)

Tommy Hilfiger - Amile. Color Black. $59.50. 4.5 out of 5 stars

Black Tommy Hilfiger Amile

Black Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Black
Price: $59.50
Rating: 5Rated 5 stars out of 5(4)

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

+4

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

Cole Haan - Wyatt Bit Driver. Color Stormy Weather Nubuck Perf/Gum. On sale for $105.31. MSRP $125.00.. 4.3 out of 5 stars

Gray Cole Haan Wyatt Bit Driver

Gray Cole Haan Wyatt Bit Driver

+5

Brand Name: Cole Haan
Product Name: Wyatt Bit Driver
Gender: Men's
Color: Stormy Weather Nubuck Perf/Gum
Price: $105.31MSRP: $125.00
Rating: 4Rated 4 stars out of 5(281)

Born - Simon III. Color Black Full Grain. On sale for $105.70. MSRP $120.00.. 4.5 out of 5 stars

Black Born Simon III

Black Born Simon III

+2

Brand Name: Born
Product Name: Simon III
Gender: Men's
Color: Black Full Grain
Price: $105.70MSRP: $120.00
Rating: 5Rated 5 stars out of 5(2)

Sperry - Cabo II Penny. Color Brown. On sale for $84.11. 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
Gender: Men's
Color: Brown
Price: $84.11MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Marc Joseph New York - Washington. Color Whiskey Napa. Low Stock. On sale for $120.83. MSRP $195.00.. 4.4 out of 5 stars

2 left in stock

Tan Marc Joseph New York Washington

Tan Marc Joseph New York Washington

+4

Brand Name: Marc Joseph New York
Product Name: Washington
Gender: Men's
Color: Whiskey Napa
Price: $120.83MSRP: $195.00
Rating: 4Rated 4 stars out of 5(5)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. On sale for $116.08. MSRP $149.90.. 5.0 out of 5 stars

Brown Anthony Veer Sherman Penny Loafer

Brown Anthony Veer Sherman Penny Loafer

Brand Name: Anthony Veer
Product Name: Sherman Penny Loafer
Gender: Men's
Color: Chocolate Brown
Price: $116.08MSRP: $149.90
Rating: 5Rated 5 stars out of 5(3)

Vince - Eston. Color Cocoa Brown. Low Stock. On sale for $179.97. MSRP $375.00..

6 left in stock

Brown Vince Eston

Brown Vince Eston

+2

Brand Name: Vince
Product Name: Eston
Gender: Men's
Color: Cocoa Brown
Price: $179.97MSRP: $375.00
Rating

Sperry - Authentic Original Penny. Color Red Multi. On sale for $73.63. MSRP $109.95.. 4.4 out of 5 stars

Red Sperry Authentic Original Penny

Red Sperry Authentic Original Penny

+3

Brand Name: Sperry
Product Name: Authentic Original Penny
Gender: Men's
Color: Red Multi
Price: $73.63MSRP: $109.95
Rating: 4Rated 4 stars out of 5(30)

Bruno Magli - Nathan. Color Rust Calf. On sale for $239.99. MSRP $298.00.. 4.3 out of 5 stars

Orange Bruno Magli Nathan

Orange Bruno Magli Nathan

+2

Brand Name: Bruno Magli
Product Name: Nathan
Gender: Men's
Color: Rust Calf
Price: $239.99MSRP: $298.00
Rating: 4Rated 4 stars out of 5(6)

johnnie-O - Moxy Leather Penny. Color Bourbon. Low Stock. On sale for $166.32. MSRP $198.00..

10 left in stock

Brown johnnie-O Moxy Leather Penny

Brown johnnie-O Moxy Leather Penny

Brand Name: johnnie-O
Product Name: Moxy Leather Penny
Gender: Men's
Color: Bourbon
Price: $166.32MSRP: $198.00
Rating

Tommy Hilfiger - Dime. Color Cognac. On sale for $58.75. MSRP $69.95..

Tan Tommy Hilfiger Dime

Tan Tommy Hilfiger Dime

Brand Name: Tommy Hilfiger
Product Name: Dime
Gender: Men's
Color: Cognac
Price: $58.75MSRP: $69.95
Rating

To Boot New York - Idris. Color Light Blue Suede. Low Stock. On sale for $201.50. MSRP $325.00.. 5.0 out of 5 stars

2 left in stock

Blue To Boot New York Idris

Blue To Boot New York Idris

+2

Brand Name: To Boot New York
Product Name: Idris
Gender: Men's
Color: Light Blue Suede
Price: $201.50MSRP: $325.00
Rating: 5Rated 5 stars out of 5(1)

SAS - Woodlawn. Color Mahogany. On sale for $195.00. MSRP $234.95.. 3.0 out of 5 stars

Mahogany SAS Woodlawn

Mahogany SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Mahogany
Price: $195.00MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Marc Joseph New York - East Village Mens. Color Whiskey Napa. Low Stock. On sale for $157.50. MSRP $175.00..

8 left in stock

Tan Marc Joseph New York East Village Mens

Tan Marc Joseph New York East Village Mens

+1

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Gender: Men's
Color: Whiskey Napa
Price: $157.50MSRP: $175.00
Rating

Stacy Adams - Marlowe Penny Slip-On Loafer. Color Navy Suede. Low Stock. On sale for $96.26. MSRP $114.95.. 4.6 out of 5 stars

8 left in stock

Blue Stacy Adams Marlowe Penny Slip-On Loafer

Blue Stacy Adams Marlowe Penny Slip-On Loafer

+4

Brand Name: Stacy Adams
Product Name: Marlowe Penny Slip-On Loafer
Gender: Men's
Color: Navy Suede
Price: $96.26MSRP: $114.95
Rating: 5Rated 5 stars out of 5(28)

Johnston & Murphy Collection - Damon Penny. Color Mahogany Italian Calfskin. Low Stock. On sale for $119.97. MSRP $195.00..

2 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
Gender: Men's
Color: Mahogany Italian Calfskin
Price: $119.97MSRP: $195.00
Rating

Steve Madden - Ewald. Color Navy Fabric. Low Stock. On sale for $87.92. MSRP $95.00..

10 left in stock

Blue Steve Madden Ewald

Blue Steve Madden Ewald

Brand Name: Steve Madden
Product Name: Ewald
Gender: Men's
Color: Navy Fabric
Price: $87.92MSRP: $95.00
Rating

La Canadienne - Lorne. Color Biscotti Suede. On sale for $344.25. MSRP $425.00..

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Gender: Men's
Color: Biscotti Suede
Price: $344.25MSRP: $425.00
Rating

Bruno Magli - Manfredo. Color Taupe. Low Stock. On sale for $331.80. MSRP $395.00.. 4.7 out of 5 stars

2 left in stock

Taupe Bruno Magli Manfredo

Taupe Bruno Magli Manfredo

+1

Brand Name: Bruno Magli
Product Name: Manfredo
Gender: Men's
Color: Taupe
Price: $331.80MSRP: $395.00
Rating: 5Rated 5 stars out of 5(3)

Get on the List

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