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

Size 5.5 Penny Keeper Shoes

55 items found

Sort By

Your Selections

Search Results

. Cole Haan - Stassi Penny Loafer. Color Soft Gold Leather. $115.00. 4.0 out of 5 stars

Gold Cole Haan Stassi Penny Loafer

Gold Cole Haan Stassi Penny Loafer

+5

Brand Name: Cole Haan
Product Name: Stassi Penny Loafer
Color: Soft Gold Leather
Price: $115.00
Rating: 4Rated 4 stars out of 5(22)

. Marc Joseph New York - Union Mule. Color Tan Grainy. On sale for $89.95. MSRP $155.00.. 3.8 out of 5 stars

Tan Marc Joseph New York Union Mule

Tan Marc Joseph New York Union Mule

+3

Brand Name: Marc Joseph New York
Product Name: Union Mule
Color: Tan Grainy
Price: $89.95MSRP: $155.00
Rating: 4Rated 4 stars out of 5(12)

. Marc Joseph New York - Naples. Color Red Grainy. On sale for $76.89. MSRP $155.00.. 3.3 out of 5 stars

Red Marc Joseph New York Naples

Red Marc Joseph New York Naples

+4

Brand Name: Marc Joseph New York
Product Name: Naples
Color: Red Grainy
Price: $76.89MSRP: $155.00
Rating: 3Rated 3 stars out of 5(28)

Marc Joseph New York - EAST VILLAGE. Color Mint Stained Patent. On sale for $105.27. MSRP $165.00.. 4.0 out of 5 stars

Blue Marc Joseph New York EAST VILLAGE

Blue Marc Joseph New York EAST VILLAGE

+16

Brand Name: Marc Joseph New York
Product Name: EAST VILLAGE
Color: Mint Stained Patent
Price: $105.27MSRP: $165.00
Rating: 4Rated 4 stars out of 5(31)

Blondo - Penny Waterproof. Color Taupe Suede. $119.95. 3.0 out of 5 stars

Taupe Blondo Penny Waterproof

Taupe Blondo Penny Waterproof

+3

Brand Name: Blondo
Product Name: Penny Waterproof
Color: Taupe Suede
Price: $119.95
Rating: 3Rated 3 stars out of 5(6)

Sperry - Seaport Penny. Color Navy. Low Stock. $104.95. 4.5 out of 5 stars

3 left in stock

Navy Sperry Seaport Penny

Navy Sperry Seaport Penny

+5

Brand Name: Sperry
Product Name: Seaport Penny
Color: Navy
Price: $104.95
Rating: 5Rated 5 stars out of 5(1117)

Cole Haan - Lux Pinch Penny Loafer. Color Ivory/Dark Chocolate/Blue Wing Teal Leather. On sale for $158.00. MSRP $180.00.. 4.4 out of 5 stars

Blue Cole Haan Lux Pinch Penny Loafer

Blue Cole Haan Lux Pinch Penny Loafer

+5

Brand Name: Cole Haan
Product Name: Lux Pinch Penny Loafer
Color: Ivory/Dark Chocolate/Blue Wing Teal Leather
Price: $158.00MSRP: $180.00
Rating: 4Rated 4 stars out of 5(101)

ECCO - Dress Classic 15 Penny Loafer. Color Retro Blue. $150.00. 4.3 out of 5 stars

Multi ECCO Dress Classic 15 Penny Loafer

Multi ECCO Dress Classic 15 Penny Loafer

+5

Brand Name: ECCO
Product Name: Dress Classic 15 Penny Loafer
Color: Retro Blue
Price: $150.00
Rating: 4Rated 4 stars out of 5(17)

Anne Klein - Emmylou. Color Natural. $88.95. 3.5 out of 5 stars

Beige Anne Klein Emmylou

Beige Anne Klein Emmylou

+8

Brand Name: Anne Klein
Product Name: Emmylou
Color: Natural
Price: $88.95
Rating: 4Rated 4 stars out of 5(92)

Spring Step - Lexington. Color Camel. $129.95. 4.0 out of 5 stars

Tan Spring Step Lexington

Tan Spring Step Lexington

+4

Brand Name: Spring Step
Product Name: Lexington
Color: Camel
Price: $129.95
Rating: 4Rated 4 stars out of 5(1)

Spring Step - Audette. Color White. $109.95.

White Spring Step Audette

White Spring Step Audette

+4

Brand Name: Spring Step
Product Name: Audette
Color: White
Price: $109.95
Rating

Franco Sarto - Tiari Slip-On Square Toe Loafers. Color White Woven Fabric. On sale for $87.50. MSRP $125.00.. 4.0 out of 5 stars

White Franco Sarto Tiari Slip-On Square Toe Loafers

White Franco Sarto Tiari Slip-On Square Toe Loafers

+3

Brand Name: Franco Sarto
Product Name: Tiari Slip-On Square Toe Loafers
Color: White Woven Fabric
Price: $87.50MSRP: $125.00
Rating: 4Rated 4 stars out of 5(2)

Vaneli - Adebel. Color Navy/Sky Nappa. On sale for $127.50. MSRP $150.00..

Black Vaneli Adebel

Black Vaneli Adebel

+2

Brand Name: Vaneli
Product Name: Adebel
Color: Navy/Sky Nappa
Price: $127.50MSRP: $150.00
Rating

La Canadienne - Dominic. Color Biscotti suede-274. $425.00. 5.0 out of 5 stars

Brown La Canadienne Dominic

Brown La Canadienne Dominic

Brand Name: La Canadienne
Product Name: Dominic
Color: Biscotti suede-274
Price: $425.00
Rating: 5Rated 5 stars out of 5(1)

Veronica Beard - Penny Woven. Color Silver. $375.00.

Silver Veronica Beard Penny Woven

Silver Veronica Beard Penny Woven

Brand Name: Veronica Beard
Product Name: Penny Woven
Color: Silver
Price: $375.00
Rating

Frye - Melissa Lug Loafer. Color Black. On sale for $228.00. MSRP $248.00.. 2.0 out of 5 stars

Black Frye Melissa Lug Loafer

Black Frye Melissa Lug Loafer

+2

Brand Name: Frye
Product Name: Melissa Lug Loafer
Color: Black
Price: $228.00MSRP: $248.00
Rating: 2Rated 2 stars out of 5(1)

Cole Haan - Geneva Loafer. Color Pavement Box Calf. On sale for $102.40. MSRP $160.00.. 4.3 out of 5 stars

Gray Cole Haan Geneva Loafer

Gray Cole Haan Geneva Loafer

Brand Name: Cole Haan
Product Name: Geneva Loafer
Color: Pavement Box Calf
Price: $102.40MSRP: $160.00
Rating: 4Rated 4 stars out of 5(117)

Calvin Klein - Grant. Color Pewter. On sale for $70.29. MSRP $99.00.. 3.0 out of 5 stars

Pewter Calvin Klein Grant

Pewter Calvin Klein Grant

+3

Brand Name: Calvin Klein
Product Name: Grant
Color: Pewter
Price: $70.29MSRP: $99.00
Rating: 3Rated 3 stars out of 5(3)

Lucky Brand - Floriss. Color Olive Green. On sale for $75.57. MSRP $99.00.. 4.6 out of 5 stars

+3

Brand Name: Lucky Brand
Product Name: Floriss
Color: Olive Green
Price: $75.57MSRP: $99.00
Rating: 5Rated 5 stars out of 5(11)

Nine West - Lallin. Color Silver Mirror Metallic. On sale for $56.73. MSRP $89.00.. 3.6 out of 5 stars

Silver Nine West Lallin

Silver Nine West Lallin

+2

Brand Name: Nine West
Product Name: Lallin
Color: Silver Mirror Metallic
Price: $56.73MSRP: $89.00
Rating: 4Rated 4 stars out of 5(5)

Franco Sarto - Balin. Color Putty Crinkleather. On sale for $58.91. MSRP $99.00.. 3.9 out of 5 stars

Bone Franco Sarto Balin

Bone Franco Sarto Balin

+3

Brand Name: Franco Sarto
Product Name: Balin
Color: Putty Crinkleather
Price: $58.91MSRP: $99.00
Rating: 4Rated 4 stars out of 5(186)

Calvin Klein - Suzie. Color Dark Red. On sale for $65.65. MSRP $99.00.. 3.2 out of 5 stars

Red Calvin Klein Suzie

Red Calvin Klein Suzie

+3

Brand Name: Calvin Klein
Product Name: Suzie
Color: Dark Red
Price: $65.65MSRP: $99.00
Rating: 3Rated 3 stars out of 5(11)

Vaneli - Kimmo. Color Tobacco Nival Suede. On sale for $113.72. MSRP $175.00.. 2.0 out of 5 stars

Brown Vaneli Kimmo

Brown Vaneli Kimmo

Brand Name: Vaneli
Product Name: Kimmo
Color: Tobacco Nival Suede
Price: $113.72MSRP: $175.00
Rating: 2Rated 2 stars out of 5(2)

PIKOLINOS - Aldaya W8J-3541C2. Color Marfil. $179.95. 4.4 out of 5 stars

Beige PIKOLINOS Aldaya W8J-3541C2

Beige PIKOLINOS Aldaya W8J-3541C2

+2

Brand Name: PIKOLINOS
Product Name: Aldaya W8J-3541C2
Color: Marfil
Price: $179.95
Rating: 4Rated 4 stars out of 5(20)

Spring Step - Capitola. Color Grey. $129.95.

Gray Spring Step Capitola

Gray Spring Step Capitola

+3

Brand Name: Spring Step
Product Name: Capitola
Color: Grey
Price: $129.95
Rating

Madewell - The vernon loafer in leather. Color True Black. On sale for $134.30. MSRP $158.00.. 3.5 out of 5 stars

Black Madewell The vernon loafer in leather

Black Madewell The vernon loafer in leather

Brand Name: Madewell
Product Name: The vernon loafer in leather
Color: True Black
Price: $134.30MSRP: $158.00
Rating: 4Rated 4 stars out of 5(6)

Cole Haan - Camea Lug Loafer. Color Black Leather. On sale for $99.99. MSRP $120.00.. 4.3 out of 5 stars

Black Cole Haan Camea Lug Loafer

Black Cole Haan Camea Lug Loafer

+3

Brand Name: Cole Haan
Product Name: Camea Lug Loafer
Color: Black Leather
Price: $99.99MSRP: $120.00
Rating: 4Rated 4 stars out of 5(38)

Spring Step - Tispea. Color Navy Leather. $109.95. 3.9 out of 5 stars

Blue Spring Step Tispea

Blue Spring Step Tispea

+2

Brand Name: Spring Step
Product Name: Tispea
Color: Navy Leather
Price: $109.95
Rating: 4Rated 4 stars out of 5(7)

Naturalizer - SOUL Naturalizer - Nova. Color Burgundy Synthetic. On sale for $66.61. MSRP $99.99.. 3.5 out of 5 stars

Burgundy Naturalizer SOUL Naturalizer - Nova

Burgundy Naturalizer SOUL Naturalizer - Nova

Brand Name: Naturalizer
Product Name: SOUL Naturalizer - Nova
Color: Burgundy Synthetic
Price: $66.61MSRP: $99.99
Rating: 3Rated 3 stars out of 5(11)

Jessica Simpson - Uma. Color Silver. Low Stock. On sale for $41.83. MSRP $89.00.. 4.0 out of 5 stars

2 left in stock

Silver Jessica Simpson Uma

Silver Jessica Simpson Uma

Brand Name: Jessica Simpson
Product Name: Uma
Color: Silver
Price: $41.83MSRP: $89.00
Rating: 4Rated 4 stars out of 5(1)

Vince Camuto - Chiamry. Color Swan. On sale for $72.57. MSRP $110.00.. 4.3 out of 5 stars

White Vince Camuto Chiamry

White Vince Camuto Chiamry

+2

Brand Name: Vince Camuto
Product Name: Chiamry
Color: Swan
Price: $72.57MSRP: $110.00
Rating: 4Rated 4 stars out of 5(3)

ECCO - Felicia Penny Loafer. Color Potting Soil. On sale for $97.96. MSRP $140.00.. 4.2 out of 5 stars

Brown ECCO Felicia Penny Loafer

Brown ECCO Felicia Penny Loafer

+2 colors/patterns

Brand Name: ECCO
Product Name: Felicia Penny Loafer
Color: Potting Soil
Price: $97.96MSRP: $140.00
Rating: 4Rated 4 stars out of 5(12)

Sam Edelman - Colin. Color Black/White. $149.95. 3.9 out of 5 stars

Black Sam Edelman Colin

Black Sam Edelman Colin

+2

Brand Name: Sam Edelman
Product Name: Colin
Color: Black/White
Price: $149.95
Rating: 4Rated 4 stars out of 5(119)

Stuart Weitzman - Soho Loafer. Color Silver. On sale for $440.00. MSRP $550.00.. 4.8 out of 5 stars

Silver Stuart Weitzman Soho Loafer

Silver Stuart Weitzman Soho Loafer

Brand Name: Stuart Weitzman
Product Name: Soho Loafer
Color: Silver
Price: $440.00MSRP: $550.00
Rating: 5Rated 5 stars out of 5(173)

Vince Camuto - Carissla. Color Golden Walnut. On sale for $66.64. MSRP $119.00.. 5.0 out of 5 stars

Gold Vince Camuto Carissla

Gold Vince Camuto Carissla

Brand Name: Vince Camuto
Product Name: Carissla
Color: Golden Walnut
Price: $66.64MSRP: $119.00
Rating: 5Rated 5 stars out of 5(2)

Chinese Laundry - Porter. Color Silver Metallic. On sale for $66.73. MSRP $89.95.. 4.3 out of 5 stars

Silver Chinese Laundry Porter

Silver Chinese Laundry Porter

+4

Brand Name: Chinese Laundry
Product Name: Porter
Color: Silver Metallic
Price: $66.73MSRP: $89.95
Rating: 4Rated 4 stars out of 5(3)

Sebago - Classic Dan. Color Brown Burgundy/Brown Chocolate. On sale for $187.50. MSRP $245.00..

Brown Sebago Classic Dan

Brown Sebago Classic Dan

+2 colors/patterns

Brand Name: Sebago
Product Name: Classic Dan
Color: Brown Burgundy/Brown Chocolate
Price: $187.50MSRP: $245.00
Rating

Marc Joseph New York - Bryant Park. Color Campari Nappa. Low Stock. $155.00. 3.8 out of 5 stars

5 left in stock

Red Marc Joseph New York Bryant Park

Red Marc Joseph New York Bryant Park

+6

Brand Name: Marc Joseph New York
Product Name: Bryant Park
Color: Campari Nappa
Price: $155.00
Rating: 4Rated 4 stars out of 5(16)

Madewell - The Nye Penny Loafer. Color Pale Oyster. On sale for $100.64. MSRP $148.00.. 3.8 out of 5 stars

White Madewell The Nye Penny Loafer

White Madewell The Nye Penny Loafer

+2

Brand Name: Madewell
Product Name: The Nye Penny Loafer
Color: Pale Oyster
Price: $100.64MSRP: $148.00
Rating: 4Rated 4 stars out of 5(13)

Rockport - Susana Penny. Color Sand Leather. On sale for $49.60. MSRP $119.95.. 3.8 out of 5 stars

Beige Rockport Susana Penny

Beige Rockport Susana Penny

+3

Brand Name: Rockport
Product Name: Susana Penny
Color: Sand Leather
Price: $49.60MSRP: $119.95
Rating: 4Rated 4 stars out of 5(6)

Sperry - Seaport Penny Tortoise Leather. Color Brown. $99.95. 3.5 out of 5 stars

Brown Sperry Seaport Penny Tortoise Leather

Brown Sperry Seaport Penny Tortoise Leather

Brand Name: Sperry
Product Name: Seaport Penny Tortoise Leather
Color: Brown
Price: $99.95
Rating: 3Rated 3 stars out of 5(42)

Walking Cradles - Winnie 2. Color Bloodstone Crinkle Patent. Low Stock. On sale for $62.77. MSRP $149.50.. 4.0 out of 5 stars

5 left in stock

Brown Walking Cradles Winnie 2

Brown Walking Cradles Winnie 2

+3

Brand Name: Walking Cradles
Product Name: Winnie 2
Color: Bloodstone Crinkle Patent
Price: $62.77MSRP: $149.50
Rating: 4Rated 4 stars out of 5(41)

Josef Seibel - Sienna 96. Color Ocean Washed. Low Stock. $145.00. 4.3 out of 5 stars

2 left in stock

Black Josef Seibel Sienna 96

Black Josef Seibel Sienna 96

+1

Brand Name: Josef Seibel
Product Name: Sienna 96
Color: Ocean Washed
Price: $145.00
Rating: 4Rated 4 stars out of 5(30)

Kelsi Dagger Brooklyn - Lens. Color Graphite. On sale for $110.50. MSRP $130.00.. 3.6 out of 5 stars

Gray Kelsi Dagger Brooklyn Lens

Gray Kelsi Dagger Brooklyn Lens

+3

Brand Name: Kelsi Dagger Brooklyn
Product Name: Lens
Color: Graphite
Price: $110.50MSRP: $130.00
Rating: 4Rated 4 stars out of 5(19)

Walking Cradles - Dannon. Color Black Holographic Plaid/Black Patent. Low Stock. On sale for $61.96. MSRP $154.95.. 4.0 out of 5 stars

2 left in stock

Multi Walking Cradles Dannon

Multi Walking Cradles Dannon

Brand Name: Walking Cradles
Product Name: Dannon
Color: Black Holographic Plaid/Black Patent
Price: $61.96MSRP: $154.95
Rating: 4Rated 4 stars out of 5(45)

ECCO - Modtray Penny Loafer. Color Black Leather. Low Stock. On sale for $93.80. MSRP $179.95.. 3.8 out of 5 stars

5 left in stock

Black ECCO Modtray Penny Loafer

Black ECCO Modtray Penny Loafer

+2

Brand Name: ECCO
Product Name: Modtray Penny Loafer
Color: Black Leather
Price: $93.80MSRP: $179.95
Rating: 4Rated 4 stars out of 5(31)

Marc Joseph New York - Lawrence Mule. Color Black Nappa. On sale for $79.95. MSRP $155.00.. 4.4 out of 5 stars

Black Marc Joseph New York Lawrence Mule

Black Marc Joseph New York Lawrence Mule

+3

Brand Name: Marc Joseph New York
Product Name: Lawrence Mule
Color: Black Nappa
Price: $79.95MSRP: $155.00
Rating: 4Rated 4 stars out of 5(13)

Dirty Laundry - Liberty. Color Brown Burnish. On sale for $32.18. MSRP $69.95.. 4.3 out of 5 stars

Brown Dirty Laundry Liberty

Brown Dirty Laundry Liberty

+3

Brand Name: Dirty Laundry
Product Name: Liberty
Color: Brown Burnish
Price: $32.18MSRP: $69.95
Rating: 4Rated 4 stars out of 5(30)

Nine West - Maibel 3. Color Black Patent. On sale for $64.30. MSRP $89.00.. 4.8 out of 5 stars

Black Nine West Maibel 3

Black Nine West Maibel 3

Brand Name: Nine West
Product Name: Maibel 3
Color: Black Patent
Price: $64.30MSRP: $89.00
Rating: 5Rated 5 stars out of 5(4)

Alegria - Taylor. Color Upgrade Black. $140.00. 3.8 out of 5 stars

Black Alegria Taylor

Black Alegria Taylor

Brand Name: Alegria
Product Name: Taylor
Color: Upgrade Black
Price: $140.00
Rating: 4Rated 4 stars out of 5(262)

Eastland 1955 Edition - Classic II. Color Dark Tan. $100.00. 3.8 out of 5 stars

Brown Eastland 1955 Edition Classic II

Brown Eastland 1955 Edition Classic II

+5

Brand Name: Eastland 1955 Edition
Product Name: Classic II
Color: Dark Tan
Price: $100.00
Rating: 4Rated 4 stars out of 5(184)

Madewell - The Corinne Lugsole Loafer. Color True Black 1. $157.65. 3.6 out of 5 stars

Black Madewell The Corinne Lugsole Loafer

Black Madewell The Corinne Lugsole Loafer

+2

Brand Name: Madewell
Product Name: The Corinne Lugsole Loafer
Color: True Black 1
Price: $157.65
Rating: 4Rated 4 stars out of 5(56)

Calvin Klein - Suzie 2. Color Black. On sale for $69.30. MSRP $99.00.. 3.4 out of 5 stars

Black Calvin Klein Suzie 2

Black Calvin Klein Suzie 2

Brand Name: Calvin Klein
Product Name: Suzie 2
Color: Black
Price: $69.30MSRP: $99.00
Rating: 3Rated 3 stars out of 5(26)

PIKOLINOS - Aldaya W8J-3541. Color Cuero. $179.95. 4.0 out of 5 stars

Tan PIKOLINOS Aldaya W8J-3541

Tan PIKOLINOS Aldaya W8J-3541

+2

Brand Name: PIKOLINOS
Product Name: Aldaya W8J-3541
Color: Cuero
Price: $179.95
Rating: 4Rated 4 stars out of 5(29)

Samuel Hubbard - Free Spirit For Her. Color All Black Full Grain/Black Sole. Low Stock. $175.00. 4.2 out of 5 stars

10 left in stock

Black Samuel Hubbard Free Spirit For Her

Black Samuel Hubbard Free Spirit For Her

+7

Brand Name: Samuel Hubbard
Product Name: Free Spirit For Her
Color: All Black Full Grain/Black Sole
Price: $175.00
Rating: 4Rated 4 stars out of 5(21)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.