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

Size 9.5 Penny Keeper Products

45 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 $110.22. MSRP $125.00. 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: $110.22MSRP: $125.0012% OFF
Rating: 4Rated 4 stars out of 5(191)

Marc Joseph New York - Nebraska. Color Tan Napa. On sale for $79.95. MSRP $185.00. 57% off. 4.6 out of 5 stars

Tan Marc Joseph New York Nebraska

Tan Marc Joseph New York Nebraska

+9

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Tan Napa
Price: $79.95MSRP: $185.0057% OFF
Rating: 5Rated 5 stars out of 5(9)

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 - Grand Laser Penny Driver. Color British Tan/Java. On sale for $109.95. MSRP $140.00. 21% off. 3.9 out of 5 stars

Beige Cole Haan Grand Laser Penny Driver

Beige Cole Haan Grand Laser Penny Driver

+5

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: British Tan/Java
Price: $109.95MSRP: $140.0021% OFF
Rating: 4Rated 4 stars out of 5(72)

Tommy Hilfiger - Dime. Color Cognac. On sale for $65.00. MSRP $99.00. 34% off.

Tan Tommy Hilfiger Dime

Tan Tommy Hilfiger Dime

Brand Name: Tommy Hilfiger
Product Name: Dime
Gender: Men's
Color: Cognac
Price: $65.00MSRP: $99.0034% OFF
Rating

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(16)

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $111.99. MSRP $130.00. 14% off. 4.1 out of 5 stars

Brown Cole Haan Pinch Prep Penny Loafer

Brown Cole Haan Pinch Prep Penny Loafer

+8

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $111.99MSRP: $130.0014% OFF
Rating: 4Rated 4 stars out of 5(8)

Marc Joseph New York - Lexington. Color Brown Suede. Low Stock. On sale for $125.00. MSRP $195.00. 36% off. 4.2 out of 5 stars

Low Stock

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: $125.00MSRP: $195.0036% OFF
Rating: 4Rated 4 stars out of 5(5)

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $80.00. MSRP $100.00. 20% off. 4.5 out of 5 stars

Black Cole Haan Pinch Weekender Penny Textured

Black Cole Haan Pinch Weekender Penny Textured

+4

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $80.00MSRP: $100.0020% OFF
Rating: 5Rated 5 stars out of 5(4)

To Boot New York - Moore. Color Taupe Suede. On sale for $347.60. MSRP $395.00. 12% off. 4.3 out of 5 stars

Taupe To Boot New York Moore

Taupe To Boot New York Moore

+3

Brand Name: To Boot New York
Product Name: Moore
Gender: Men's
Color: Taupe Suede
Price: $347.60MSRP: $395.0012% OFF
Rating: 4Rated 4 stars out of 5(3)

Johnston & Murphy - Hayes Penny Loafer. Color Black. On sale for $99.90. MSRP $135.00. 26% off. 4.0 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: $135.0026% OFF
Rating: 4Rated 4 stars out of 5(115)

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(169)

Cole Haan - Wyatt Penny Driver. Color British Tan/Nicotine. On sale for $111.99. MSRP $115.00. 3% 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: $111.99MSRP: $115.003% OFF
Rating: 4Rated 4 stars out of 5(282)

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(112)

Allen Edmonds - Randolph. Color Coffee. On sale for $405.61. MSRP $425.00. 5% off. 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: $405.61MSRP: $425.005% OFF
Rating: 4Rated 4 stars out of 5(35)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. Low Stock. On sale for $90.00. MSRP $149.90. 40% off. 4.0 out of 5 stars

Low Stock

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: $90.00MSRP: $149.9040% OFF
Rating: 4Rated 4 stars out of 5(101)

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

Black Marc Joseph New York Valley Road 2.0

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

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)

Nunn Bush - Noah Beef Roll Penny Loafer. Color Brown. On sale for $79.95. MSRP $100.00. 20% 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: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(67)

Marc Joseph New York - Monaco. Color Cognac Grainy. On sale for $60.51. MSRP $185.00. 67% 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: $60.51MSRP: $185.0067% OFF
Rating

johnnie-O - Moxy Leather Penny. Color Bourbon. Low Stock. On sale for $100.00. MSRP $198.00. 49% off.

Low 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: $100.00MSRP: $198.0049% OFF
Rating

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)

Tommy Hilfiger - Amile. Color Cognac. On sale for $58.99. MSRP $85.00. 31% 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: $58.99MSRP: $85.0031% OFF
Rating: 5Rated 5 stars out of 5(5)

Dockers - Colleague. Color Black. On sale for $48.99. MSRP $79.00. 38% off. 3.3 out of 5 stars

Black Dockers Colleague

Black Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Black
Price: $48.99MSRP: $79.0038% OFF
Rating: 3Rated 3 stars out of 5(3)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Dark Chili Leather. On sale for $249.00. MSRP $325.00. 23% off. 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: Dark Chili Leather
Price: $249.00MSRP: $325.0023% OFF
Rating: 4Rated 4 stars out of 5(2)

Stacy Adams - Spencer Penny Slip-On. Color Tan. On sale for $83.99. MSRP $120.00. 30% 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: $83.99MSRP: $120.0030% OFF
Rating: 5Rated 5 stars out of 5(4)

Bruno Magli - Maioco Penny. Color Cognac. On sale for $299.99. MSRP $395.00. 24% off.

Tan Bruno Magli Maioco Penny

+3

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Cognac
Price: $299.99MSRP: $395.0024% OFF
Rating

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. On sale for $119.99. MSRP $130.00. 8% off. 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: $119.99MSRP: $130.008% OFF
Rating: 5Rated 5 stars out of 5(16)

Steve Madden - Ramsee. Color Taupe Suede. On sale for $84.00. MSRP $120.00. 30% off. 3.8 out of 5 stars

Taupe Steve Madden Ramsee

Taupe Steve Madden Ramsee

+4

Brand Name: Steve Madden
Product Name: Ramsee
Gender: Men's
Color: Taupe Suede
Price: $84.00MSRP: $120.0030% OFF
Rating: 4Rated 4 stars out of 5(10)

Rockport - Liam. Color Dark Natural Leather. On sale for $115.65. MSRP $129.95. 11% off. 4.0 out of 5 stars

Brown Rockport Liam

Brown Rockport Liam

+1

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Natural Leather
Price: $115.65MSRP: $129.9511% OFF
Rating: 4Rated 4 stars out of 5(2)

Johnston & Murphy Collection - Baldwin Penny. Color Brandy. On sale for $155.00. MSRP $195.00. 21% off. 4.4 out of 5 stars

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: Brandy
Price: $155.00MSRP: $195.0021% OFF
Rating: 4Rated 4 stars out of 5(51)

Johnston & Murphy Collection - Baldwin Driver Penny. Color Black. On sale for $155.00. MSRP $185.00. 16% off. 3.9 out of 5 stars

Black Johnston & Murphy Collection Baldwin Driver Penny

Black Johnston & Murphy Collection Baldwin Driver Penny

+3

Brand Name: Johnston & Murphy Collection
Product Name: Baldwin Driver Penny
Gender: Men's
Color: Black
Price: $155.00MSRP: $185.0016% OFF
Rating: 4Rated 4 stars out of 5(31)

SAS - Woodlawn. Color Licorice. On sale for $126.87. MSRP $234.95. 46% 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: $126.87MSRP: $234.9546% OFF
Rating: 3Rated 3 stars out of 5(6)

Marc Joseph New York - Union Street 2. Color Tan Burnished Nappa. Low Stock. On sale for $100.00. MSRP $155.00. 35% off. 4.8 out of 5 stars

Low Stock

Tan Marc Joseph New York Union Street 2

Tan Marc Joseph New York Union Street 2

+4

Brand Name: Marc Joseph New York
Product Name: Union Street 2
Gender: Men's
Color: Tan Burnished Nappa
Price: $100.00MSRP: $155.0035% OFF
Rating: 5Rated 5 stars out of 5(4)

Tommy Hilfiger - Jackal. Color Black. On sale for $52.96. MSRP $99.00. 47% off.

Black Tommy Hilfiger Jackal

Black Tommy Hilfiger Jackal

Brand Name: Tommy Hilfiger
Product Name: Jackal
Gender: Men's
Color: Black
Price: $52.96MSRP: $99.0047% OFF
Rating

Tommy Hilfiger - Simol. Color Black. On sale for $68.99. MSRP $99.00. 30% 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: $68.99MSRP: $99.0030% OFF
Rating: 3Rated 3 stars out of 5(2)

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)

Marc Joseph New York - East Village Mens. Color Whiskey Napa. Low Stock. On sale for $110.25. MSRP $175.00. 37% off.

Low Stock

Tan Marc Joseph New York East Village Mens

Tan Marc Joseph New York East Village Mens

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Gender: Men's
Color: Whiskey Napa
Price: $110.25MSRP: $175.0037% OFF
Rating

Frye - Tyler Penny. Color Bronze. Low Stock. On sale for $159.98. MSRP $258.00. 38% off. 3.1 out of 5 stars

Low Stock

Bronze Frye Tyler Penny

Bronze Frye Tyler Penny

+3

Brand Name: Frye
Product Name: Tyler Penny
Gender: Men's
Color: Bronze
Price: $159.98MSRP: $258.0038% OFF
Rating: 3Rated 3 stars out of 5(30)

Dockers - Colleague. Color Cordovan. On sale for $49.00. MSRP $70.00. 30% 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: $49.00MSRP: $70.0030% OFF
Rating: 2Rated 2 stars out of 5(1)

Tommy Hilfiger - Tabaro. Color Cognac. On sale for $75.00. MSRP $99.00. 24% off.

Tan Tommy Hilfiger Tabaro

Tan Tommy Hilfiger Tabaro

Brand Name: Tommy Hilfiger
Product Name: Tabaro
Gender: Men's
Color: Cognac
Price: $75.00MSRP: $99.0024% OFF
Rating

Allen Edmonds - Randolph. Color Black Calf. On sale for $329.00. MSRP $425.00. 23% off. 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: $329.00MSRP: $425.0023% OFF
Rating: 3Rated 3 stars out of 5(11)

ALDO - Legolas. Color Navy. Low Stock. On sale for $92.16. MSRP $128.00. 28% off.

Low Stock

Navy ALDO Legolas

Navy ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Navy
Price: $92.16MSRP: $128.0028% OFF
Rating

Cole Haan - American Classics Pinch Penny Loafer. Color Truffle/Natural. Low Stock. On sale for $160.00. MSRP $228.00. 30% off. 3.9 out of 5 stars

Low Stock

Black Cole Haan American Classics Pinch Penny Loafer

Black Cole Haan American Classics Pinch Penny Loafer

+2

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Truffle/Natural
Price: $160.00MSRP: $228.0030% OFF
Rating: 4Rated 4 stars out of 5(30)

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.)