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

Size 10.5 Penny Keeper Comfort Shoes

34 items found

Sort By

Your Selections

Search Results

Cole Haan - Nantucket Penny Txt. Color Light Sesame/Biscuit/Ivory. $85.00.

Brown Cole Haan Nantucket Penny Txt

Brown Cole Haan Nantucket Penny Txt

Brand Name: Cole Haan
Product Name: Nantucket Penny Txt
Gender: Men's
Color: Light Sesame/Biscuit/Ivory
Price: $85.00
Rating

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 Brown Grainy. On sale for $59.45. MSRP $185.00. 68% 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: Brown Grainy
Price: $59.45MSRP: $185.0068% OFF
Rating

Rockport - Classic Loafer Lite Penny. Color Black II. On sale for $89.95. MSRP $124.95. 28% 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: $89.95MSRP: $124.9528% OFF
Rating: 4Rated 4 stars out of 5(408)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Black. On sale for $69.99. MSRP $100.00. 30% off. 4.3 out of 5 stars

Black Nunn Bush Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology

Black 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: Black
Price: $69.99MSRP: $100.0030% OFF
Rating: 4Rated 4 stars out of 5(171)

Frye - Tyler Flex Penny. Color Black. $198.00. 4.0 out of 5 stars

Black Frye Tyler Flex Penny

Black Frye Tyler Flex Penny

+4

Brand Name: Frye
Product Name: Tyler Flex Penny
Gender: Men's
Color: Black
Price: $198.00
Rating: 4Rated 4 stars out of 5(3)

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(116)

Florsheim - Berkley Flex Penny Loafer. Color Black/Brown. $125.00. 4.2 out of 5 stars

Black Florsheim Berkley Flex Penny Loafer

Black Florsheim Berkley Flex Penny Loafer

+5

Brand Name: Florsheim
Product Name: Berkley Flex Penny Loafer
Gender: Men's
Color: Black/Brown
Price: $125.00
Rating: 4Rated 4 stars out of 5(199)

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(316)

Dockers - Colleague. Color Cordovan. On sale for $49.00. MSRP $90.00. 46% off. 3.8 out of 5 stars

Burgundy Dockers Colleague

Burgundy Dockers Colleague

+3

Brand Name: Dockers
Product Name: Colleague
Gender: Men's
Color: Cordovan
Price: $49.00MSRP: $90.0046% OFF
Rating: 4Rated 4 stars out of 5(4)

Florsheim - Sorrento Moc Toe Penny Loafer. Color Cognac Smooth. $129.90. 4.2 out of 5 stars

Neutral Florsheim Sorrento Moc Toe Penny Loafer

Neutral Florsheim Sorrento Moc Toe Penny Loafer

+2

Brand Name: Florsheim
Product Name: Sorrento Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Smooth
Price: $129.90
Rating: 4Rated 4 stars out of 5(44)

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $75.00. MSRP $100.00. 25% off. 4.6 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: $75.00MSRP: $100.0025% OFF
Rating: 5Rated 5 stars out of 5(5)

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 - River Road. Color Black Grainy. On sale for $60.50. MSRP $185.00. 67% 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: $60.50MSRP: $185.0067% OFF
Rating: 5Rated 5 stars out of 5(1)

Bruno Magli - Maioco Penny. Color Black. $395.00.

Black Bruno Magli Maioco Penny

Black Bruno Magli Maioco Penny

+3

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

Florsheim - Zaffiro Moc Toe Penny Loafer. Color Cognac. $129.95. 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: $129.95
Rating: 5Rated 5 stars out of 5(16)

Bruno Magli - Raging Penny. Color Cognac. $395.00. 5.0 out of 5 stars

Tan Bruno Magli Raging Penny

Tan Bruno Magli Raging Penny

Brand Name: Bruno Magli
Product Name: Raging Penny
Gender: Men's
Color: Cognac
Price: $395.00
Rating: 5Rated 5 stars out of 5(1)

Rockport - Liam. Color Black Leather. On sale for $116.95. MSRP $129.95. 10% off. 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: $116.95MSRP: $129.9510% OFF
Rating: 4Rated 4 stars out of 5(2)

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)

Stacy Adams - Spencer Penny Slip-On. Color Navy. On sale for $72.00. MSRP $120.00. 40% off. 5.0 out of 5 stars

Navy Stacy Adams Spencer Penny Slip-On

Navy Stacy Adams Spencer Penny Slip-On

+4

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $72.00MSRP: $120.0040% OFF
Rating: 5Rated 5 stars out of 5(7)

Allen Edmonds - Randolph. Color Coffee. $425.00. 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: $425.00
Rating: 4Rated 4 stars out of 5(35)

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)

Born - Simon III. Color Tan Full Grain. On sale for $71.97. MSRP $120.00. 40% off. 3.8 out of 5 stars

Tan Born Simon III

Tan Born Simon III

Brand Name: Born
Product Name: Simon III
Gender: Men's
Color: Tan Full Grain
Price: $71.97MSRP: $120.0040% OFF
Rating: 4Rated 4 stars out of 5(4)

PIKOLINOS - Avila M1T-3205. Color Black. Low Stock. On sale for $189.95. MSRP $195.00. 3% off. 5.0 out of 5 stars

Low Stock

Black PIKOLINOS Avila M1T-3205

Black PIKOLINOS Avila M1T-3205

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Black
Price: $189.95MSRP: $195.003% OFF
Rating: 5Rated 5 stars out of 5(1)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Dark Chili Leather. $325.00. 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: Dark Chili Leather
Price: $325.00
Rating: 4Rated 4 stars out of 5(2)

Clarks - Markman Way. Color Dark Tan Leather. On sale for $79.96. MSRP $100.00. 20% 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: $79.96MSRP: $100.0020% OFF
Rating: 3Rated 3 stars out of 5(20)

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

SAS - Woodlawn. Color Licorice. On sale for $129.22. MSRP $234.95. 45% 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: $129.22MSRP: $234.9545% OFF
Rating: 3Rated 3 stars out of 5(6)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 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: $425.00
Rating: 3Rated 3 stars out of 5(11)

Allen Edmonds - Randolph Sneaker. Color Black. Low Stock. $300.00. 4.3 out of 5 stars

Low Stock

Black Allen Edmonds Randolph Sneaker

Black Allen Edmonds Randolph Sneaker

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Gender: Men's
Color: Black
Price: $300.00
Rating: 4Rated 4 stars out of 5(57)

COACH - Declan Loafer. Color Dark Saddle. $250.00. 4.8 out of 5 stars

Tan COACH Declan Loafer

Tan COACH Declan Loafer

+1

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Dark Saddle
Price: $250.00
Rating: 5Rated 5 stars out of 5(4)

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)

Cole Haan - Pinch Prep Penny Loafer. Color Black/Black. On sale for $121.22. MSRP $130.00. 7% off. 3.9 out of 5 stars

Black Cole Haan Pinch Prep Penny Loafer

Black Cole Haan Pinch Prep Penny Loafer

+7

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Black/Black
Price: $121.22MSRP: $130.007% OFF
Rating: 4Rated 4 stars out of 5(9)

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(113)

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.)