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

Medium Size Penny Keeper Shoes

39 items found

Sort By

Your Selections

Search Results

VIONIC - Uptown. Color Silver Metallic Leather. On sale for $87.08. MSRP $135.00. 35% off. 4.3 out of 5 stars

Silver VIONIC Uptown

Silver VIONIC Uptown

+24

Brand Name: VIONIC
Product Name: Uptown
Gender: Women's
Color: Silver Metallic Leather
Price: $87.08MSRP: $135.0035% OFF
Rating: 4Rated 4 stars out of 5(686)

Cole Haan - Stassi Penny Loafer. Color Black Leather. On sale for $99.00. MSRP $165.00. 40% off. 3.7 out of 5 stars

Black Cole Haan Stassi Penny Loafer

Black Cole Haan Stassi Penny Loafer

+9

Brand Name: Cole Haan
Product Name: Stassi Penny Loafer
Gender: Women's
Color: Black Leather
Price: $99.00MSRP: $165.0040% OFF
Rating: 4Rated 4 stars out of 5(61)

Cole Haan - Geneva Loafer. Color Waterproof Black Suede. On sale for $67.50. MSRP $160.00. 58% off. 4.2 out of 5 stars

Black Cole Haan Geneva Loafer

Black Cole Haan Geneva Loafer

+6

Brand Name: Cole Haan
Product Name: Geneva Loafer
Gender: Women's
Color: Waterproof Black Suede
Price: $67.50MSRP: $160.0058% OFF
Rating: 4Rated 4 stars out of 5(145)

Marc Joseph New York - East Village. Color Black Patent. On sale for $108.50. MSRP $155.00. 30% off. 4.1 out of 5 stars

Black Marc Joseph New York East Village

Black Marc Joseph New York East Village

+29

Brand Name: Marc Joseph New York
Product Name: East Village
Gender: Women's
Color: Black Patent
Price: $108.50MSRP: $155.0030% OFF
Rating: 4Rated 4 stars out of 5(52)

Eastland 1955 Edition - Loafers. Color White 1. Low Stock. On sale for $79.95. MSRP $100.00. 20% off. 3.6 out of 5 stars

Low Stock

White Eastland 1955 Edition Loafers

White Eastland 1955 Edition Loafers

+16

Brand Name: Eastland 1955 Edition
Product Name: Loafers
Gender: Women's
Color: White 1
Price: $79.95MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(114)

Marc Joseph New York - Naples. Color Tan Nappa. On sale for $74.38. MSRP $155.00. 52% off. 3.3 out of 5 stars

Brown Marc Joseph New York Naples

Brown Marc Joseph New York Naples

+11

Brand Name: Marc Joseph New York
Product Name: Naples
Gender: Women's
Color: Tan Nappa
Price: $74.38MSRP: $155.0052% OFF
Rating: 3Rated 3 stars out of 5(44)

Born - Carrera. Color Light Blue. On sale for $94.05. MSRP $135.00. 30% off. 4.4 out of 5 stars

Blue Born Carrera

Blue Born Carrera

+7

Brand Name: Born
Product Name: Carrera
Gender: Women's
Color: Light Blue
Price: $94.05MSRP: $135.0030% OFF
Rating: 4Rated 4 stars out of 5(65)

Clarks - Ellowyn Penny. Color Bronze Metallic Leather. On sale for $38.22. MSRP $85.00. 55% off. 3.6 out of 5 stars

Bronze Clarks Ellowyn Penny

Bronze Clarks Ellowyn Penny

+5

Brand Name: Clarks
Product Name: Ellowyn Penny
Gender: Women's
Color: Bronze Metallic Leather
Price: $38.22MSRP: $85.0055% OFF
Rating: 4Rated 4 stars out of 5(5)

Franco Sarto - Balin. Color Putty Crinkleather. On sale for $39.97. MSRP $58.99. 32% off. 3.9 out of 5 stars

Bone Franco Sarto Balin

Bone Franco Sarto Balin

+3

Brand Name: Franco Sarto
Product Name: Balin
Gender: Women's
Color: Putty Crinkleather
Price: $39.97MSRP: $58.9932% OFF
Rating: 4Rated 4 stars out of 5(207)

LifeStride - Santana. Color Black. On sale for $47.99. MSRP $89.99. 47% off. 3.4 out of 5 stars

Black LifeStride Santana

Black LifeStride Santana

+3

Brand Name: LifeStride
Product Name: Santana
Gender: Women's
Color: Black
Price: $47.99MSRP: $89.9947% OFF
Rating: 3Rated 3 stars out of 5(5)

Dr. Scholl's - Hello Loafer. Color Honey. On sale for $59.99. MSRP $100.00. 40% off. 2.8 out of 5 stars

Tan Dr. Scholl's Hello Loafer

Tan Dr. Scholl's Hello Loafer

+7

Brand Name: Dr. Scholl's
Product Name: Hello Loafer
Gender: Women's
Color: Honey
Price: $59.99MSRP: $100.0040% OFF
Rating: 3Rated 3 stars out of 5(9)

VIONIC - Cheryl II. Color Black Nappa. On sale for $71.99. MSRP $140.00. 49% off. 3.7 out of 5 stars

Black VIONIC Cheryl II

Black VIONIC Cheryl II

+4

Brand Name: VIONIC
Product Name: Cheryl II
Gender: Women's
Color: Black Nappa
Price: $71.99MSRP: $140.0049% OFF
Rating: 4Rated 4 stars out of 5(203)

Marc Joseph New York - Union Mule. Color Navy Grainy. On sale for $89.95. MSRP $155.00. 42% off. 3.6 out of 5 stars

Navy Marc Joseph New York Union Mule

Navy Marc Joseph New York Union Mule

+3

Brand Name: Marc Joseph New York
Product Name: Union Mule
Gender: Women's
Color: Navy Grainy
Price: $89.95MSRP: $155.0042% OFF
Rating: 4Rated 4 stars out of 5(16)

ECCO - Modtray Penny Loafer. Color Black Leather. On sale for $136.46. MSRP $195.00. 30% off. 3.7 out of 5 stars

Black ECCO Modtray Penny Loafer

Black ECCO Modtray Penny Loafer

+3

Brand Name: ECCO
Product Name: Modtray Penny Loafer
Gender: Women's
Color: Black Leather
Price: $136.46MSRP: $195.0030% OFF
Rating: 4Rated 4 stars out of 5(39)

Nine West - Maibel 3. Color Black Patent. On sale for $59.99. MSRP $99.00. 39% off. 4.3 out of 5 stars

Black Nine West Maibel 3

Black Nine West Maibel 3

Brand Name: Nine West
Product Name: Maibel 3
Gender: Women's
Color: Black Patent
Price: $59.99MSRP: $99.0039% OFF
Rating: 4Rated 4 stars out of 5(9)

Sam Edelman - Denise. Color Black Leather. On sale for $105.00. MSRP $150.00. 30% off. 4.0 out of 5 stars

Black Sam Edelman Denise

Black Sam Edelman Denise

+4

Brand Name: Sam Edelman
Product Name: Denise
Gender: Women's
Color: Black Leather
Price: $105.00MSRP: $150.0030% OFF
Rating: 4Rated 4 stars out of 5(10)

Vagabond Shoemakers - Cosmo 2.0 Leather Penny Loafer. Color Black. On sale for $131.86. MSRP $165.00. 20% off. 3.6 out of 5 stars

Black Vagabond Shoemakers Cosmo 2.0 Leather Penny Loafer

Black Vagabond Shoemakers Cosmo 2.0 Leather Penny Loafer

Brand Name: Vagabond Shoemakers
Product Name: Cosmo 2.0 Leather Penny Loafer
Gender: Women's
Color: Black
Price: $131.86MSRP: $165.0020% OFF
Rating: 4Rated 4 stars out of 5(19)

Dolce Vita - Yanni. Color Chestnut Suede. On sale for $104.96. MSRP $150.00. 30% off. 3.1 out of 5 stars

Brown Dolce Vita Yanni

Brown Dolce Vita Yanni

+2

Brand Name: Dolce Vita
Product Name: Yanni
Gender: Women's
Color: Chestnut Suede
Price: $104.96MSRP: $150.0030% OFF
Rating: 3Rated 3 stars out of 5(9)

Sperry - Seaport Penny Heel Leather. Color Tan. Low Stock. On sale for $66.00. MSRP $110.00. 40% off. 4.6 out of 5 stars

Low Stock

Tan Sperry Seaport Penny Heel Leather

Tan Sperry Seaport Penny Heel Leather

Brand Name: Sperry
Product Name: Seaport Penny Heel Leather
Gender: Women's
Color: Tan
Price: $66.00MSRP: $110.0040% OFF
Rating: 5Rated 5 stars out of 5(135)

Eastland 1955 Edition - HOLLY. Color Brown. On sale for $51.53. MSRP $65.00. 21% off. 3.8 out of 5 stars

Brown Eastland 1955 Edition HOLLY

Brown Eastland 1955 Edition HOLLY

Brand Name: Eastland 1955 Edition
Product Name: HOLLY
Gender: Women's
Color: Brown
Price: $51.53MSRP: $65.0021% OFF
Rating: 4Rated 4 stars out of 5(10)

Steve Madden - Kingston. Color Silver Leather. On sale for $20.00. MSRP $99.95. 80% off. 3.6 out of 5 stars

Silver Steve Madden Kingston

Silver Steve Madden Kingston

Brand Name: Steve Madden
Product Name: Kingston
Gender: Women's
Color: Silver Leather
Price: $20.00MSRP: $99.9580% OFF
Rating: 4Rated 4 stars out of 5(5)

Marc Joseph New York - Union Golf. Color Navy Grainy. On sale for $112.35. MSRP $195.00. 42% off. 4.0 out of 5 stars

Navy Marc Joseph New York Union Golf

Navy Marc Joseph New York Union Golf

+5

Brand Name: Marc Joseph New York
Product Name: Union Golf
Gender: Women's
Color: Navy Grainy
Price: $112.35MSRP: $195.0042% OFF
Rating: 4Rated 4 stars out of 5(17)

Marc Joseph New York - Bryant Park. Color Navy Nappa. Low Stock. On sale for $122.45. MSRP $155.00. 21% off. 3.8 out of 5 stars

Low Stock

Blue Marc Joseph New York Bryant Park

Blue Marc Joseph New York Bryant Park

+2

Brand Name: Marc Joseph New York
Product Name: Bryant Park
Gender: Women's
Color: Navy Nappa
Price: $122.45MSRP: $155.0021% OFF
Rating: 4Rated 4 stars out of 5(18)

Spring Step - Capitola. Color Bone. On sale for $76.59. MSRP $129.95. 41% off. 3.0 out of 5 stars

Bone Spring Step Capitola

Bone Spring Step Capitola

+3

Brand Name: Spring Step
Product Name: Capitola
Gender: Women's
Color: Bone
Price: $76.59MSRP: $129.9541% OFF
Rating: 3Rated 3 stars out of 5(1)

Calvin Klein - Grant. Color Pewter. On sale for $59.40. MSRP $99.00. 40% off. 3.0 out of 5 stars

Pewter Calvin Klein Grant

Pewter Calvin Klein Grant

+2

Brand Name: Calvin Klein
Product Name: Grant
Gender: Women's
Color: Pewter
Price: $59.40MSRP: $99.0040% OFF
Rating: 3Rated 3 stars out of 5(3)

Johnston & Murphy - Maggie Penny. Color Black Washed Sheepskin. On sale for $99.00. MSRP $137.95. 28% off. 3.8 out of 5 stars

Black Johnston & Murphy Maggie Penny

Black Johnston & Murphy Maggie Penny

Brand Name: Johnston & Murphy
Product Name: Maggie Penny
Gender: Women's
Color: Black Washed Sheepskin
Price: $99.00MSRP: $137.9528% OFF
Rating: 4Rated 4 stars out of 5(27)

Jack Rogers - Tipson Penny Loafers - Leather. Color Luggage/Ivory. On sale for $110.96. MSRP $148.00. 25% off.

Brown Jack Rogers Tipson Penny Loafers - Leather

Brown Jack Rogers Tipson Penny Loafers - Leather

+2

Brand Name: Jack Rogers
Product Name: Tipson Penny Loafers - Leather
Gender: Women's
Color: Luggage/Ivory
Price: $110.96MSRP: $148.0025% OFF
Rating

Bernardo - Penny. Color Black. Low Stock. On sale for $131.61. MSRP $198.00. 34% off. 3.0 out of 5 stars

Low Stock

Black Bernardo Penny

Black Bernardo Penny

+2

Brand Name: Bernardo
Product Name: Penny
Gender: Women's
Color: Black
Price: $131.61MSRP: $198.0034% OFF
Rating: 3Rated 3 stars out of 5(1)

Lucky Brand - Floriss. Color Pewter. On sale for $70.28. MSRP $99.00. 29% off. 3.8 out of 5 stars

Brand Name: Lucky Brand
Product Name: Floriss
Gender: Women's
Color: Pewter
Price: $70.28MSRP: $99.0029% OFF
Rating: 4Rated 4 stars out of 5(20)

Eastland 1955 Edition - Classic II. Color Brown. On sale for $80.00. MSRP $100.00. 20% off. 3.8 out of 5 stars

Brown Eastland 1955 Edition Classic II

Brown Eastland 1955 Edition Classic II

Brand Name: Eastland 1955 Edition
Product Name: Classic II
Gender: Women's
Color: Brown
Price: $80.00MSRP: $100.0020% OFF
Rating: 4Rated 4 stars out of 5(173)

Kork-Ease - Barbara. Color Grey. On sale for $138.71. MSRP $185.00. 25% off. 4.3 out of 5 stars

Gray Kork-Ease Barbara

Gray Kork-Ease Barbara

Brand Name: Kork-Ease
Product Name: Barbara
Gender: Women's
Color: Grey
Price: $138.71MSRP: $185.0025% OFF
Rating: 4Rated 4 stars out of 5(19)

Spring Step - Lexington. Color Stone. Low Stock. On sale for $99.95. MSRP $129.95. 23% off. 4.0 out of 5 stars

Low Stock

White Spring Step Lexington

White Spring Step Lexington

+3

Brand Name: Spring Step
Product Name: Lexington
Gender: Women's
Color: Stone
Price: $99.95MSRP: $129.9523% OFF
Rating: 4Rated 4 stars out of 5(5)

Marc Joseph New York - Lawrence Mule. Color Black Nappa. On sale for $70.43. MSRP $155.00. 55% off. 4.3 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
Gender: Women's
Color: Black Nappa
Price: $70.43MSRP: $155.0055% OFF
Rating: 4Rated 4 stars out of 5(17)

Jack Rogers - Pennie Slingback Ballet - Leather. Color Platinum. Low Stock. On sale for $95.96. MSRP $128.00. 25% off.

Low Stock

Silver Jack Rogers Pennie Slingback Ballet - Leather

Silver Jack Rogers Pennie Slingback Ballet - Leather

Brand Name: Jack Rogers
Product Name: Pennie Slingback Ballet - Leather
Gender: Women's
Color: Platinum
Price: $95.96MSRP: $128.0025% OFF
Rating

Born - Marlo. Color Dark Brown. On sale for $95.81. MSRP $135.00. 29% off. 1.2 out of 5 stars

Brown Born Marlo

Brown Born Marlo

+2

Brand Name: Born
Product Name: Marlo
Gender: Women's
Color: Dark Brown
Price: $95.81MSRP: $135.0029% OFF
Rating: 1Rated 1 star out of 5(4)

Eastland 1955 Edition - Sonya. Color Black. On sale for $94.99. MSRP $120.00. 21% off. 2.8 out of 5 stars

Black Eastland 1955 Edition Sonya

Black Eastland 1955 Edition Sonya

Brand Name: Eastland 1955 Edition
Product Name: Sonya
Gender: Women's
Color: Black
Price: $94.99MSRP: $120.0021% OFF
Rating: 3Rated 3 stars out of 5(9)

Vaneli - Adebel. Color Fushia/Blush Nappa. Low Stock. On sale for $40.00. MSRP $150.00. 73% off. 2.0 out of 5 stars

Low Stock

Pink Vaneli Adebel

Pink Vaneli Adebel

Brand Name: Vaneli
Product Name: Adebel
Gender: Women's
Color: Fushia/Blush Nappa
Price: $40.00MSRP: $150.0073% OFF
Rating: 2Rated 2 stars out of 5(1)

Franco Sarto - Gabriella. Color Tobacco Brown Glossy. On sale for $103.81. MSRP $130.00. 20% off. 2.0 out of 5 stars

Brown Franco Sarto Gabriella

Brown Franco Sarto Gabriella

Brand Name: Franco Sarto
Product Name: Gabriella
Gender: Women's
Color: Tobacco Brown Glossy
Price: $103.81MSRP: $130.0020% OFF
Rating: 2Rated 2 stars out of 5(2)

FLY LONDON - BLAR513FLY. Color Black Arkensas/Luxor. Low Stock. On sale for $194.35. MSRP $299.00. 35% off. 3.0 out of 5 stars

Low Stock

Black FLY LONDON BLAR513FLY

Black FLY LONDON BLAR513FLY

Brand Name: FLY LONDON
Product Name: BLAR513FLY
Gender: Women's
Color: Black Arkensas/Luxor
Price: $194.35MSRP: $299.0035% OFF
Rating: 3Rated 3 stars out of 5(1)

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.)