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

Size 9.5 Penny Keeper Casual Products

48 items found

Sort By

Your Selections

Search Results

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

Marc Joseph New York - Monaco. Color Black Napa. On sale for $59.45. MSRP $185.00. 68% off. 5.0 out of 5 stars

Black Marc Joseph New York Monaco

Black Marc Joseph New York Monaco

+5

Brand Name: Marc Joseph New York
Product Name: Monaco
Gender: Men's
Color: Black Napa
Price: $59.45MSRP: $185.0068% OFF
Rating: 5Rated 5 stars out of 5(1)

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

Black Nunn Bush Odin II Moc Toe Penny Loafer Lightweight and Comfortable Slip-On

Black 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: Black/Brown
Price: $109.95
Rating

Frye - Tyler Flex Penny. Color Caramel. On sale for $178.15. MSRP $198.00. 10% off. 4.2 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(4)

Rockport - Classic Loafer Lite Penny. Color Cognac. On sale for $89.95. MSRP $124.95. 28% off. 3.9 out of 5 stars

Tan Rockport Classic Loafer Lite Penny

Tan Rockport Classic Loafer Lite Penny

+3

Brand Name: Rockport
Product Name: Classic Loafer Lite Penny
Gender: Men's
Color: Cognac
Price: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(409)

Dockers - Colleague. Color Tan. On sale for $46.19. MSRP $90.00. 49% off. 3.8 out of 5 stars

Tan Dockers Colleague

Tan Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Tan
Price: $46.19MSRP: $90.0049% OFF
Rating: 4Rated 4 stars out of 5(4)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $119.90. MSRP $135.00. 11% off. 4.1 out of 5 stars

Burgundy Johnston & Murphy Hayes Penny Loafer

Burgundy Johnston & Murphy Hayes Penny Loafer

+2

Brand Name: Johnston & Murphy
Product Name: Hayes Penny Loafer
Gender: Men's
Color: Burgundy
Price: $119.90MSRP: $135.0011% OFF
Rating: 4Rated 4 stars out of 5(117)

Cole Haan - Nanctucket Penny Loafer. Color Navy Blazer Pebbled Leather/Ivory. $80.00. 4.6 out of 5 stars

Navy Cole Haan Nanctucket Penny Loafer

Navy Cole Haan Nanctucket Penny Loafer

+4

Brand Name: Cole Haan
Product Name: Nanctucket Penny Loafer
Gender: Men's
Color: Navy Blazer Pebbled Leather/Ivory
Price: $80.00
Rating: 5Rated 5 stars out of 5(5)

Marc Joseph New York - Valley Road 2.0. Color Black Grainy. On sale for $79.95. MSRP $195.00. 59% off. 4.1 out of 5 stars

Black Marc Joseph New York Valley Road 2.0

Black 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: Black Grainy
Price: $79.95MSRP: $195.0059% OFF
Rating: 4Rated 4 stars out of 5(10)

Marc Joseph New York - River Road. Color Brown Grainy. Low Stock. On sale for $69.95. MSRP $185.00. 62% off. 5.0 out of 5 stars

Low Stock

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: Brown Grainy
Price: $69.95MSRP: $185.0062% OFF
Rating: 5Rated 5 stars out of 5(1)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $93.93. MSRP $130.00. 28% off. 4.8 out of 5 stars

Tan Stacy Adams Spencer Penny Slip-On

Tan Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Tan
Price: $93.93MSRP: $130.0028% OFF
Rating: 5Rated 5 stars out of 5(8)

Steve Madden - Ramsee. Color Taupe Suede. On sale for $48.00. MSRP $120.00. 60% 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: $48.00MSRP: $120.0060% OFF
Rating: 4Rated 4 stars out of 5(10)

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

Tommy Hilfiger - Amile. Color Dark Brown. Low Stock. On sale for $59.98. MSRP $89.00. 33% off. 4.6 out of 5 stars

Low Stock

Brown Tommy Hilfiger Amile

Brown Tommy Hilfiger Amile

+4

Brand Name: Tommy Hilfiger
Product Name: Amile
Gender: Men's
Color: Dark Brown
Price: $59.98MSRP: $89.0033% OFF
Rating: 5Rated 5 stars out of 5(5)

ECCO - S Lite Moc Penny Loafer. Color Cognac. $174.95. 4.0 out of 5 stars

Tan ECCO S Lite Moc Penny Loafer

Tan ECCO S Lite Moc Penny Loafer

+2

Brand Name: ECCO
Product Name: S Lite Moc Penny Loafer
Gender: Men's
Color: Cognac
Price: $174.95
Rating: 4Rated 4 stars out of 5(4)

Cole Haan - Hawthorne Penny Loafer. Color Habana. On sale for $139.10. MSRP $148.00. 6% off. 3.5 out of 5 stars

Brown Cole Haan Hawthorne Penny Loafer

Brown Cole Haan Hawthorne Penny Loafer

+2

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Habana
Price: $139.10MSRP: $148.006% OFF
Rating: 4Rated 4 stars out of 5(4)

Bruno Magli - Lastra. Color Black. $298.00.

Black Bruno Magli Lastra

Black Bruno Magli Lastra

+2

Brand Name: Bruno Magli
Product Name: Lastra
Gender: Men's
Color: Black
Price: $298.00
Rating

Bruno Magli - Tonio. Color Black Cervo. On sale for $296.25. MSRP $395.00. 25% off. 5.0 out of 5 stars

Black Bruno Magli Tonio

Black Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Black Cervo
Price: $296.25MSRP: $395.0025% OFF
Rating: 5Rated 5 stars out of 5(2)

Johnston & Murphy Collection - Dayton Penny Loafer. Color Brown. On sale for $220.50. MSRP $245.00. 10% off. 5.0 out of 5 stars

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brown Johnston & Murphy Collection Dayton Penny Loafer

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Penny Loafer
Gender: Men's
Color: Brown
Price: $220.50MSRP: $245.0010% OFF
Rating: 5Rated 5 stars out of 5(7)

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

Brown Rockport Liam

Brown Rockport Liam

+1

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

Polo Ralph Lauren - Anders Penny. Color Black. $168.00. 3.0 out of 5 stars

Black Polo Ralph Lauren Anders Penny

Black Polo Ralph Lauren Anders Penny

+3

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Black
Price: $168.00
Rating: 3Rated 3 stars out of 5(2)

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

+2

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)

PIKOLINOS - Avila M1T-3205. Color Cuero. Low Stock. On sale for $189.95. MSRP $195.00. 3% off. 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: $189.95MSRP: $195.003% OFF
Rating: 5Rated 5 stars out of 5(1)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. $145.00. 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: $145.00
Rating: 5Rated 5 stars out of 5(16)

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)

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)

Johnston & Murphy Collection - Dayton Woven Penny. Color Brown Italian Calfskin. On sale for $220.50. MSRP $245.00. 10% off. 4.1 out of 5 stars

Brown Johnston & Murphy Collection Dayton Woven Penny

Brown Johnston & Murphy Collection Dayton Woven Penny

Brand Name: Johnston & Murphy Collection
Product Name: Dayton Woven Penny
Gender: Men's
Color: Brown Italian Calfskin
Price: $220.50MSRP: $245.0010% OFF
Rating: 4Rated 4 stars out of 5(15)

Sperry - Cabo II Penny. Color Sand. On sale for $84.13. MSRP $109.95. 23% off. 3.9 out of 5 stars

Beige Sperry Cabo II Penny

Beige Sperry Cabo II Penny

Brand Name: Sperry
Product Name: Cabo II Penny
Gender: Men's
Color: Sand
Price: $84.13MSRP: $109.9523% OFF
Rating: 4Rated 4 stars out of 5(21)

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

Low Stock

Black Marc Joseph New York Union Street 2

Black Marc Joseph New York Union Street 2

+3

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

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Light Brown Suede. $350.00. 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: Light Brown Suede
Price: $350.00
Rating: 4Rated 4 stars out of 5(2)

Tommy Hilfiger - Ladden. Color Tan. On sale for $59.99. MSRP $99.00. 39% off.

Tan Tommy Hilfiger Ladden

Tan Tommy Hilfiger Ladden

Brand Name: Tommy Hilfiger
Product Name: Ladden
Gender: Men's
Color: Tan
Price: $59.99MSRP: $99.0039% OFF
Rating

Martin Dingman - Bill Penny. Color Chestnut. $250.00.

Brown Martin Dingman Bill Penny

Brown Martin Dingman Bill Penny

Brand Name: Martin Dingman
Product Name: Bill Penny
Gender: Men's
Color: Chestnut
Price: $250.00
Rating

Clarks - Markman Way. Color Dark Tan Leather. On sale for $74.98. MSRP $100.00. 25% 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: $74.98MSRP: $100.0025% OFF
Rating: 3Rated 3 stars out of 5(20)

Steve Madden - Jules. Color Black/ Black. On sale for $108.00. MSRP $120.00. 10% off.

Black Steve Madden Jules

Black Steve Madden Jules

Brand Name: Steve Madden
Product Name: Jules
Gender: Men's
Color: Black/ Black
Price: $108.00MSRP: $120.0010% OFF
Rating

Steve Madden - Crescent. Color Black Velvet. $100.00. 5.0 out of 5 stars

Black Steve Madden Crescent

Black Steve Madden Crescent

Brand Name: Steve Madden
Product Name: Crescent
Gender: Men's
Color: Black Velvet
Price: $100.00
Rating: 5Rated 5 stars out of 5(1)

Martin Dingman - All American Penny. Color Chestnut. $295.00. 3.0 out of 5 stars

Brown Martin Dingman All American Penny

Brown Martin Dingman All American Penny

Brand Name: Martin Dingman
Product Name: All American Penny
Gender: Men's
Color: Chestnut
Price: $295.00
Rating: 3Rated 3 stars out of 5(2)

Allen Edmonds - Randolph. Color Black Calf. $450.00. 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: $450.00
Rating: 3Rated 3 stars out of 5(11)

Tommy Hilfiger - Tabaro. Color Cognac. On sale for $67.46. MSRP $99.00. 32% off.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $67.46MSRP: $99.0032% OFF
Rating

Marc Joseph New York - Union Street Perforated. Color Cognac Grainy Perforated. On sale for $157.50. MSRP $175.00. 10% off.

Brown Marc Joseph New York Union Street Perforated

Brown Marc Joseph New York Union Street Perforated

+2

Brand Name: Marc Joseph New York
Product Name: Union Street Perforated
Gender: Men's
Color: Cognac Grainy Perforated
Price: $157.50MSRP: $175.0010% OFF
Rating

To Boot New York - Moore. Color Blue. Low Stock. On sale for $180.00. MSRP $399.00. 55% off. 4.3 out of 5 stars

Low Stock

Blue To Boot New York Moore

Blue To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Blue
Price: $180.00MSRP: $399.0055% OFF
Rating: 4Rated 4 stars out of 5(3)

Johnston & Murphy Collection - Baldwin Penny. Color Snuff English Suede. Low Stock. $198.00. 4.4 out of 5 stars

Low Stock

Brown Johnston & Murphy Collection Baldwin Penny

Brown Johnston & Murphy Collection Baldwin Penny

+6

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Penny
Gender: Men's
Color: Snuff English Suede
Price: $198.00
Rating: 4Rated 4 stars out of 5(51)

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

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+4

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

COACH - Declan Loafer. Color Saddle. On sale for $217.07. MSRP $250.00. 13% 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: $217.07MSRP: $250.0013% OFF
Rating: 5Rated 5 stars out of 5(4)

Cole Haan - Grand Laser Penny Driver. Color December Sky/Black/Pavement. Low Stock. On sale for $105.00. MSRP $140.00. 25% off. 3.9 out of 5 stars

Low Stock

Silver Cole Haan Grand Laser Penny Driver

Silver Cole Haan Grand Laser Penny Driver

+4

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: December Sky/Black/Pavement
Price: $105.00MSRP: $140.0025% OFF
Rating: 4Rated 4 stars out of 5(73)

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)

Dockers - Vaughn. Color Dark Brown. Low Stock. On sale for $38.25. MSRP $85.00. 55% off.

Low Stock

Brown Dockers Vaughn

Brown Dockers Vaughn

+2

Brand Name: Dockers
Product Name: Vaughn
Gender: Men's
Color: Dark Brown
Price: $38.25MSRP: $85.0055% OFF
Rating

To Boot New York - Ravello. Color Black. $375.00.

Black To Boot New York Ravello

Black To Boot New York Ravello

Brand Name: To Boot New York
Product Name: Ravello
Gender: Men's
Color: Black
Price: $375.00
Rating

SAS - Woodlawn. Color Licorice. On sale for $129.22. MSRP $234.95. 45% off. 3.3 out of 5 stars

Multi SAS Woodlawn

Multi SAS Woodlawn

Brand Name: SAS
Product Name: Woodlawn
Gender: Men's
Color: Licorice
Price: $129.22MSRP: $234.9545% OFF
Rating: 3Rated 3 stars out of 5(7)

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.)