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

Size 9.5 Penny Keeper Comfort Shoes

35 items found

Sort By

Your Selections

Search Results

. Marc Joseph New York - River Road. Color Brown Grainy. $185.00.

Brown Marc Joseph New York River Road

Brown Marc Joseph New York River Road

Brand Name: Marc Joseph New York
Product Name: River Road
Gender: Men's
Color: Brown Grainy
Price: $185.00
Rating

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. $124.95. 4.3 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: $124.95
Rating: 4Rated 4 stars out of 5(146)

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

Cole Haan - Pinch Prep Penny Loafer. Color Scotch. On sale for $82.29. MSRP $227.95.. 3.5 out of 5 stars

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
Gender: Men's
Color: Scotch
Price: $82.29MSRP: $227.95
Rating

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

+3

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(12)

Cole Haan - Pinch Weekender Penny Textured. Color British Tan/Ivory. $100.00. 4.0 out of 5 stars

Brown Cole Haan Pinch Weekender Penny Textured

Brown Cole Haan Pinch Weekender Penny Textured

+5

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

Florsheim - Sorrento Moc Toe Penny Loafer. Color Black Smooth. $129.95. 4.3 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(40)

Nunn Bush - Lincoln Penny Loafer. Color Black Polished. On sale for $64.95. MSRP $95.00.. 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: $64.95MSRP: $95.00
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
Gender: Men's
Color: Cognac
Price: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(154)

Polo Ralph Lauren - Alston Penny. Color Teak. $168.00.

Brown Polo Ralph Lauren Alston Penny

Brown Polo Ralph Lauren Alston Penny

+4

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Teak
Price: $168.00
Rating

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

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)

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(62)

COACH - Declan Loafer. Color Black. On sale for $192.50. MSRP $250.00.. 4.5 out of 5 stars

Black COACH Declan Loafer

Black COACH Declan Loafer

+1

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Black
Price: $192.50MSRP: $250.00
Rating: 5Rated 5 stars out of 5(2)

Cole Haan - American Classics Pinch Penny Loafer. Color Truffle/Natural. $228.00. 4.0 out of 5 stars

Black Cole Haan American Classics Pinch Penny Loafer

Black Cole Haan American Classics Pinch Penny Loafer

+3

Brand Name: Cole Haan
Product Name: American Classics Pinch Penny Loafer
Gender: Men's
Color: Truffle/Natural
Price: $228.00
Rating: 4Rated 4 stars out of 5(24)

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Black. $129.95. 5.0 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: $129.95
Rating: 5Rated 5 stars out of 5(8)

Steve Madden - Vallme. Color Black. $69.99.

Black Steve Madden Vallme

Black Steve Madden Vallme

Brand Name: Steve Madden
Product Name: Vallme
Gender: Men's
Color: Black
Price: $69.99
Rating

ECCO - S Lite Moc Penny Loafer. Color Cognac. $169.95. 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: $169.95
Rating: 4Rated 4 stars out of 5(4)

Born - Andes. Color Dark Brown. $110.00. 4.0 out of 5 stars

Brown Born Andes

Brown Born Andes

+2

Brand Name: Born
Product Name: Andes
Gender: Men's
Color: Dark Brown
Price: $110.00
Rating: 4Rated 4 stars out of 5(40)

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)

Johnston & Murphy - Lyles Penny. Color Tan Full Grain. $165.00.

Tan Johnston & Murphy Lyles Penny

Tan Johnston & Murphy Lyles Penny

+2

Brand Name: Johnston & Murphy
Product Name: Lyles Penny
Gender: Men's
Color: Tan Full Grain
Price: $165.00
Rating

Samuel Hubbard - Free Spirit for Him. Color Brown Leather. Low Stock. $195.00. 3.0 out of 5 stars

7 left in stock

Brown Samuel Hubbard Free Spirit for Him

Brown Samuel Hubbard Free Spirit for Him

+3

Brand Name: Samuel Hubbard
Product Name: Free Spirit for Him
Gender: Men's
Color: Brown Leather
Price: $195.00
Rating: 3Rated 3 stars out of 5(2)

Rockport - TruFlex DresSports Penny. Color New Dress Blues. On sale for $100.42. 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: $100.42MSRP: $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
Gender: Men's
Color: Tan
Price: $49.95MSRP: $70.00
Rating: 5Rated 5 stars out of 5(1)

Born - Simon III. Color Black Full Grain. $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: $120.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Randolph. Color Coffee. $425.00. 4.0 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: $425.00
Rating: 4Rated 4 stars out of 5(32)

Bruno Magli - Maioco Penny. Color Black. Low Stock. On sale for $296.25. MSRP $395.00..

1 left in stock

Black Bruno Magli Maioco Penny

Black Bruno Magli Maioco Penny

+2

Brand Name: Bruno Magli
Product Name: Maioco Penny
Gender: Men's
Color: Black
Price: $296.25MSRP: $395.00
Rating

Marc Joseph New York - East Village Mens. Color Black Napa. On sale for $115.50. MSRP $175.00..

Black Marc Joseph New York East Village Mens

Black Marc Joseph New York East Village Mens

+1

Brand Name: Marc Joseph New York
Product Name: East Village Mens
Gender: Men's
Color: Black Napa
Price: $115.50MSRP: $175.00
Rating

SAS - Woodlawn. Color Mahogany. On sale for $84.58. 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: $84.58MSRP: $234.95
Rating: 3Rated 3 stars out of 5(6)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.2 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: $425.00
Rating: 3Rated 3 stars out of 5(9)

Rockport - Modern Prep Penny. Color Burgundy. On sale for $82.00. MSRP $119.95.. 3.9 out of 5 stars

Burgundy Rockport Modern Prep Penny

Burgundy Rockport Modern Prep Penny

Brand Name: Rockport
Product Name: Modern Prep Penny
Gender: Men's
Color: Burgundy
Price: $82.00MSRP: $119.95
Rating: 4Rated 4 stars out of 5(191)

La Canadienne - Lorne. Color Biscotti Suede. $425.00.

Gold La Canadienne Lorne

Gold La Canadienne Lorne

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

Allen Edmonds - Supersprtpen. Color Light Grey. $300.00.

Gray Allen Edmonds Supersprtpen

Gray Allen Edmonds Supersprtpen

Brand Name: Allen Edmonds
Product Name: Supersprtpen
Gender: Men's
Color: Light Grey
Price: $300.00
Rating

Allen Edmonds - Randolph Sneaker. Color Chili. Low Stock. $300.00. 4.2 out of 5 stars

10 left in stock

Brown Allen Edmonds Randolph Sneaker

Brown Allen Edmonds Randolph Sneaker

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Gender: Men's
Color: Chili
Price: $300.00
Rating: 4Rated 4 stars out of 5(50)

Mephisto - Alexis. Color Dark Brown. Low Stock. $348.95. 3.7 out of 5 stars

10 left in stock

Brown Mephisto Alexis

Brown Mephisto Alexis

+2

Brand Name: Mephisto
Product Name: Alexis
Gender: Men's
Color: Dark Brown
Price: $348.95
Rating: 4Rated 4 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.