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

Men's Size 8.5 Penny Keeper Products

49 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: $115.0030% OFF
Rating: 4Rated 4 stars out of 5(408)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. On sale for $106.00. 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: $106.00MSRP: $125.0015% OFF
Rating: 4Rated 4 stars out of 5(190)

Peter Millar - Crown Knit Driver. Color Navy. On sale for $166.25. MSRP $175.00. 5% off. 3.0 out of 5 stars

Navy Peter Millar Crown Knit Driver

Navy Peter Millar Crown Knit Driver

Brand Name: Peter Millar
Product Name: Crown Knit Driver
Gender: Men's
Color: Navy
Price: $166.25MSRP: $175.005% OFF
Rating: 3Rated 3 stars out of 5(2)

Marc Joseph New York - Nebraska. Color Tan Napa. On sale for $67.95. MSRP $185.00. 63% off. 4.6 out of 5 stars

Tan Marc Joseph New York Nebraska

Tan Marc Joseph New York Nebraska

+8

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Tan Napa
Price: $67.95MSRP: $185.0063% OFF
Rating: 5Rated 5 stars out of 5(9)

Cole Haan - Grand Laser Penny Driver. Color Light Sesame Suede/Gum. $140.00. 3.9 out of 5 stars

Gray Cole Haan Grand Laser Penny Driver

Gray Cole Haan Grand Laser Penny Driver

+5

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Light Sesame Suede/Gum
Price: $140.00
Rating: 4Rated 4 stars out of 5(71)

Cole Haan - Nanctucket Penny Loafer. Color British Tan/Ivory. $90.00. 4.5 out of 5 stars

Brown Cole Haan Nanctucket Penny Loafer

Brown Cole Haan Nanctucket Penny Loafer

+4

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

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: $130.008% OFF
Rating: 4Rated 4 stars out of 5(8)

Cole Haan - American Classics Penny Loafer. Color Dark Chocolate/Light Amber Brushoff/Black. $158.00. 4.2 out of 5 stars

Mahogany Cole Haan American Classics Penny Loafer

Mahogany Cole Haan American Classics Penny Loafer

+2

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Dark Chocolate/Light Amber Brushoff/Black
Price: $158.00
Rating: 4Rated 4 stars out of 5(359)

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: $110.0027% OFF
Rating: 4Rated 4 stars out of 5(15)

Marc Joseph New York - Monaco. Color Tan Napa. On sale for $56.20. 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: $56.20MSRP: $185.0070% OFF
Rating

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $99.90. MSRP $135.00. 26% 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: $99.90MSRP: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(114)

La Canadienne - Lorne. Color Biscotti Suede. Low Stock. On sale for $85.00. MSRP $425.00. 80% off.

Low Stock

Gold La Canadienne Lorne

Gold La Canadienne Lorne

Brand Name: La Canadienne
Product Name: Lorne
Gender: Men's
Color: Biscotti Suede
Price: $85.00MSRP: $425.0080% OFF
Rating

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: $234.9542% OFF
Rating: 3Rated 3 stars out of 5(6)

COACH - Declan Loafer. Color Saddle. On sale for $150.00. MSRP $250.00. 40% off. 4.8 out of 5 stars

Brown COACH Declan Loafer

Brown COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Saddle
Price: $150.00MSRP: $250.0040% OFF
Rating: 5Rated 5 stars out of 5(4)

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

Tan Dockers Colleague

Tan Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Tan
Price: $49.95MSRP: $79.0037% OFF
Rating: 4Rated 4 stars out of 5(2)

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: $178.0030% OFF
Rating: 3Rated 3 stars out of 5(1)

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: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(67)

Marc Joseph New York - Valley Road 2.0. Color Cognac Grainy. On sale for $79.95. MSRP $195.00. 59% off. 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: $195.0059% OFF
Rating: 4Rated 4 stars out of 5(9)

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: $95.0026% OFF
Rating: 4Rated 4 stars out of 5(312)

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: $125.0028% OFF
Rating: 4Rated 4 stars out of 5(111)

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: $100.0030% OFF
Rating: 4Rated 4 stars out of 5(168)

Steve Madden - Crescent. Color Black Velvet. $100.00.

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

Dockers - Vaughn. Color Dark Brown. On sale for $59.99. MSRP $85.00. 29% off.

Brown Dockers Vaughn

Brown Dockers Vaughn

+2

Brand Name: Dockers
Product Name: Vaughn
Gender: Men's
Color: Dark Brown
Price: $59.99MSRP: $85.0029% OFF
Rating

Cole Haan - Wyatt Penny Driver. Color British Tan/Nicotine. On sale for $112.00. MSRP $115.00. 3% off. 4.3 out of 5 stars

Brown Cole Haan Wyatt Penny Driver

Brown Cole Haan Wyatt Penny Driver

+3

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: British Tan/Nicotine
Price: $112.00MSRP: $115.003% OFF
Rating: 4Rated 4 stars out of 5(282)

Cole Haan - Hawthorne Penny Loafer. Color Habana. $112.00. 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: $112.00
Rating: 4Rated 4 stars out of 5(4)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Cognac. On sale for $119.99. MSRP $130.00. 8% off. 4.7 out of 5 stars

Tan Florsheim Zaffiro Moc Toe Penny Loafer

Tan Florsheim Zaffiro Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Zaffiro Moc Toe Penny Loafer
Gender: Men's
Color: Cognac
Price: $119.99MSRP: $130.008% OFF
Rating: 5Rated 5 stars out of 5(16)

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)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 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: $129.95
Rating: 4Rated 4 stars out of 5(44)

Steve Madden - Ramsee. Color Blue Suede. On sale for $114.00. MSRP $120.00. 5% off. 3.8 out of 5 stars

Blue Steve Madden Ramsee

Blue Steve Madden Ramsee

+4

Brand Name: Steve Madden
Product Name: Ramsee
Gender: Men's
Color: Blue Suede
Price: $114.00MSRP: $120.005% OFF
Rating: 4Rated 4 stars out of 5(10)

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)

Johnston & Murphy Collection - Baldwin Penny. Color Taupe Suede. $194.95. 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: $194.95
Rating: 4Rated 4 stars out of 5(51)

Polo Ralph Lauren - Anders Penny. Color Brown. On sale for $117.60. MSRP $168.00. 30% off. 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: $117.60MSRP: $168.0030% OFF
Rating: 3Rated 3 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)

Tommy Hilfiger - Amile. Color Cognac. On sale for $50.58. MSRP $85.00. 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: $50.58MSRP: $85.0040% 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)

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

Black Marc Joseph New York River Road

Black Marc Joseph New York River Road

+3

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Black Grainy
Price: $69.95MSRP: $185.0062% OFF
Rating: 5Rated 5 stars out of 5(1)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $77.52. MSRP $100.00. 22% 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: $77.52MSRP: $100.0022% OFF
Rating: 3Rated 3 stars out of 5(20)

Dockers - Colleague. Color Cordovan. On sale for $50.16. MSRP $70.00. 28% off. 2.0 out of 5 stars

Burgundy Dockers Colleague

Burgundy Dockers Colleague

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Cordovan
Price: $50.16MSRP: $70.0028% OFF
Rating: 2Rated 2 stars out of 5(1)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Cognac. $185.00. 3.9 out of 5 stars

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: $185.00
Rating: 4Rated 4 stars out of 5(31)

Tommy Hilfiger - Tabaro. Color Cognac. On sale for $79.00. MSRP $99.00. 20% off.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $79.00MSRP: $99.0020% OFF
Rating

Tommy Hilfiger - Simol. Color Black. On sale for $49.97. MSRP $99.00. 50% off. 3.0 out of 5 stars

Black Tommy Hilfiger Simol

Black Tommy Hilfiger Simol

+2

Brand Name: Tommy Hilfiger
Product Name: Simol
Gender: Men's
Color: Black
Price: $49.97MSRP: $99.0050% OFF
Rating: 3Rated 3 stars out of 5(2)

Frye - Tyler Penny. Color Black 1. Low Stock. On sale for $104.00. MSRP $258.00. 60% off. 3.1 out of 5 stars

Low Stock

Black Frye Tyler Penny

Black Frye Tyler Penny

+3

Brand Name: Frye
Product Name: Tyler Penny
Gender: Men's
Color: Black 1
Price: $104.00MSRP: $258.0060% OFF
Rating: 3Rated 3 stars out of 5(30)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $96.00. MSRP $120.00. 20% off. 5.0 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: $96.00MSRP: $120.0020% OFF
Rating: 5Rated 5 stars out of 5(4)

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

Black Marc Joseph New York Union Street 2

Black Marc Joseph New York Union Street 2

+4

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)

Carlos by Carlos Santana - Ritchie Driver Loafer. Color Olive Calf Nubuck. Low Stock. On sale for $80.00. MSRP $88.95. 10% off. 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: $80.00MSRP: $88.9510% OFF
Rating: 4Rated 4 stars out of 5(8)

Polo Ralph Lauren - Keaton Penny Loafer. Color Tan. Low Stock. $110.00.

Low Stock

Tan Polo Ralph Lauren Keaton Penny Loafer

Tan Polo Ralph Lauren Keaton Penny Loafer

Brand Name: Polo Ralph Lauren
Product Name: Keaton Penny Loafer
Gender: Men's
Color: Tan
Price: $110.00
Rating

Marc Joseph New York - Lexington. Color Brown Suede. On sale for $154.05. MSRP $195.00. 21% off. 4.2 out of 5 stars

Brown Marc Joseph New York Lexington

Brown Marc Joseph New York Lexington

Brand Name: Marc Joseph New York
Product Name: Lexington
Gender: Men's
Color: Brown Suede
Price: $154.05MSRP: $195.0021% OFF
Rating: 4Rated 4 stars out of 5(5)

. 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

Tommy Hilfiger - Dime. Color Cognac. On sale for $74.25. MSRP $99.00. 25% off.

Tan Tommy Hilfiger Dime

Tan Tommy Hilfiger Dime

Brand Name: Tommy Hilfiger
Product Name: Dime
Gender: Men's
Color: Cognac
Price: $74.25MSRP: $99.0025% OFF
Rating

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.)