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

Size 7.5 Penny Keeper Leather Round Toe Shoes

32 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: $115.00
Rating: 4Rated 4 stars out of 5(408)

Florsheim - Berkley Flex Penny Loafer. Color Brown Crazy Horse. On sale for $106.86. 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: $106.86MSRP: $125.00
Rating: 4Rated 4 stars out of 5(189)

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)

To Boot New York - Ravello. Color Black. $399.00.

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: $399.00
Rating

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

+8

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Black/Black
Price: $119.99MSRP: $130.00
Rating: 4Rated 4 stars out of 5(8)

Cole Haan - American Classics Penny Loafer. Color Deep Burundy/Black. On sale for $110.60. MSRP $158.00. 30% 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: $110.60MSRP: $158.00
Rating: 4Rated 4 stars out of 5(358)

Johnston & Murphy - Hayes Penny Loafer. Color Burgundy. On sale for $96.92. MSRP $135.00. 28% 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: $96.92MSRP: $135.00
Rating: 4Rated 4 stars out of 5(114)

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: $234.95
Rating: 3Rated 3 stars out of 5(6)

Bruno Magli - Tonio. Color Dark Brown Cervo. $395.00. 5.0 out of 5 stars

Brown Bruno Magli Tonio

Brown Bruno Magli Tonio

Brand Name: Bruno Magli
Product Name: Tonio
Gender: Men's
Color: Dark Brown Cervo
Price: $395.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - Supersport Penny. Color Dark Chili. Low Stock. $300.00. 3.7 out of 5 stars

Low Stock

Red Allen Edmonds Supersport Penny

Red Allen Edmonds Supersport Penny

+3

Brand Name: Allen Edmonds
Product Name: Supersport Penny
Gender: Men's
Color: Dark Chili
Price: $300.00
Rating: 4Rated 4 stars out of 5(29)

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: $100.00
Rating: 4Rated 4 stars out of 5(67)

Nunn Bush - Drexel Moc Toe Penny Loafer with KORE Walking Comfort Technology. Color Cognac. On sale for $74.95. MSRP $100.00. 25% 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: $74.95MSRP: $100.00
Rating: 4Rated 4 stars out of 5(168)

Cole Haan - Wyatt Penny Driver. Color Black/Black. $105.50. 4.3 out of 5 stars

Black Cole Haan Wyatt Penny Driver

Black Cole Haan Wyatt Penny Driver

+3

Brand Name: Cole Haan
Product Name: Wyatt Penny Driver
Gender: Men's
Color: Black/Black
Price: $105.50
Rating: 4Rated 4 stars out of 5(282)

Florsheim - Midtown Penny Slip-On. Color Black Smooth. On sale for $89.95. MSRP $125.00. 28% off. 4.4 out of 5 stars

Black Florsheim Midtown Penny Slip-On

Black Florsheim Midtown Penny Slip-On

+2

Brand Name: Florsheim
Product Name: Midtown Penny Slip-On
Gender: Men's
Color: Black Smooth
Price: $89.95MSRP: $125.00
Rating: 4Rated 4 stars out of 5(111)

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)

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

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: $95.00
Rating: 4Rated 4 stars out of 5(312)

Cole Haan - Hawthorne Penny Loafer. Color Black. On sale for $106.19. MSRP $110.00. 3% off. 3.5 out of 5 stars

Black Cole Haan Hawthorne Penny Loafer

Black Cole Haan Hawthorne Penny Loafer

+2

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Black
Price: $106.19MSRP: $110.00
Rating: 4Rated 4 stars out of 5(4)

Polo Ralph Lauren - Alston Penny. Color Black. On sale for $133.50. MSRP $178.00. 25% off. 3.0 out of 5 stars

Black Polo Ralph Lauren Alston Penny

Black Polo Ralph Lauren Alston Penny

+5

Brand Name: Polo Ralph Lauren
Product Name: Alston Penny
Gender: Men's
Color: Black
Price: $133.50MSRP: $178.00
Rating: 3Rated 3 stars out of 5(1)

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)

Allen Edmonds - Randolph 2.0 Slip-on Sneaker. Color Black Leather. $325.00. 3.5 out of 5 stars

Black Allen Edmonds Randolph 2.0 Slip-on Sneaker

Black Allen Edmonds Randolph 2.0 Slip-on Sneaker

+4

Brand Name: Allen Edmonds
Product Name: Randolph 2.0 Slip-on Sneaker
Gender: Men's
Color: Black Leather
Price: $325.00
Rating: 4Rated 4 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)

PIKOLINOS - Avila M1T. Color Cuero. Low Stock. $189.95. 5.0 out of 5 stars

Low Stock

Tan PIKOLINOS Avila M1T

Tan PIKOLINOS Avila M1T

+2

Brand Name: PIKOLINOS
Product Name: Avila M1T
Gender: Men's
Color: Cuero
Price: $189.95
Rating: 5Rated 5 stars out of 5(1)

Polo Ralph Lauren - Anders Penny. Color Brown. $168.00. 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: $168.00
Rating: 3Rated 3 stars out of 5(2)

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

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

To Boot New York - Alek. Color Moro. Low Stock. On sale for $293.00. MSRP $425.00. 31% off. 4.0 out of 5 stars

Low Stock

Brown To Boot New York Alek

Brown To Boot New York Alek

Brand Name: To Boot New York
Product Name: Alek
Gender: Men's
Color: Moro
Price: $293.00MSRP: $425.00
Rating: 4Rated 4 stars out of 5(3)

Sperry - Topsfield Penny Loafer. Color Black 1. Low Stock. $129.95. 4.2 out of 5 stars

Low Stock

Black Sperry Topsfield Penny Loafer

Black Sperry Topsfield Penny Loafer

Brand Name: Sperry
Product Name: Topsfield Penny Loafer
Gender: Men's
Color: Black 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(28)

ALDO - Legolas. Color Other Brown. Low Stock. On sale for $102.40. MSRP $128.00. 20% off.

Low Stock

Brown ALDO Legolas

Brown ALDO Legolas

+2

Brand Name: ALDO
Product Name: Legolas
Gender: Men's
Color: Other Brown
Price: $102.40MSRP: $128.00
Rating

. To Boot New York - Moore. Color Taupe Suede. $395.00. 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: $395.00
Rating: 4Rated 4 stars out of 5(3)

Anthony Veer - Sherman Penny Loafer. Color Chocolate Brown. Low Stock. On sale for $109.97. MSRP $149.90. 27% 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: $109.97MSRP: $149.90
Rating: 4Rated 4 stars out of 5(101)

Rockport - TruFlex DresSports Penny. Color British Tan. Low Stock. On sale for $82.49. MSRP $119.95. 31% off. 5.0 out of 5 stars

Low Stock

Tan Rockport TruFlex DresSports Penny

Tan Rockport TruFlex DresSports Penny

Brand Name: Rockport
Product Name: TruFlex DresSports Penny
Gender: Men's
Color: British Tan
Price: $82.49MSRP: $119.95
Rating: 5Rated 5 stars out of 5(2)

. 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

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.)