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Boots on Sale $50 & Under

Shop Boots Deals

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Medium Size Penny Keeper Closed Toe Shoes

18 items found

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Rockport - Liam. Color Black Leather. On sale for $38.98. MSRP $129.95. 70% off. 4.3 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Black Leather
Price: $38.98MSRP: $129.95

COACH - Declan Loafer. Color Midnight Navy. Low Stock. On sale for $75.00. MSRP $250.00. 70% off. 4.8 out of 5 stars

Low Stock

COACH Declan Loafer

COACH Declan Loafer

Brand Name: COACH
Product Name: Declan Loafer
Gender: Men's
Color: Midnight Navy
Price: $75MSRP: $250

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. Low Stock. On sale for $60.00. MSRP $130.00. 54% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Burgundy
Price: $60MSRP: $130

Rockport - Liam. Color Dark Brown Leather. On sale for $64.97. MSRP $129.95. 50% off. 4.3 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Dark Brown Leather
Price: $64.97MSRP: $129.95

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $125.61. MSRP $130.00. 3% off. 4.0 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Birchbeige Suede/Dark Chocolate
Price: $125.61MSRP: $130

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $123.60. MSRP $140.00. 12% off. 4.0 out of 5 stars

Cole Haan Pinch Prep Penny Loafer

Cole Haan Pinch Prep Penny Loafer

Brand Name: Cole Haan
Product Name: Pinch Prep Penny Loafer
Gender: Men's
Color: Dark Chocolate BOX Brush Off/Black
Price: $123.60MSRP: $140

Stacy Adams - Spencer Penny Slip-On. Color Navy. Low Stock. On sale for $94.45. MSRP $130.00. 27% off. 4.8 out of 5 stars

Low Stock

Stacy Adams Spencer Penny Slip-On

Stacy Adams Spencer Penny Slip-On

Brand Name: Stacy Adams
Product Name: Spencer Penny Slip-On
Gender: Men's
Color: Navy
Price: $94.45MSRP: $130

Calvin Klein - Crispo. Color Black Leather. Low Stock. On sale for $98.00. MSRP $140.00. 30% off. 3.5 out of 5 stars

Low Stock

Calvin Klein Crispo

Calvin Klein Crispo

Brand Name: Calvin Klein
Product Name: Crispo
Gender: Men's
Color: Black Leather
Price: $98MSRP: $140

Thomas & Vine - Woodrow. Color Cognac. Low Stock. On sale for $44.99. MSRP $149.99. 70% off. 3.0 out of 5 stars

Low Stock

Thomas & Vine Woodrow

Thomas & Vine Woodrow

Brand Name: Thomas & Vine
Product Name: Woodrow
Gender: Men's
Color: Cognac
Price: $44.99MSRP: $149.99

Polo Ralph Lauren - Anders Penny. Color Milkshake. Low Stock. On sale for $50.40. MSRP $168.00. 70% off. 3.0 out of 5 stars

Low Stock

Polo Ralph Lauren Anders Penny

Polo Ralph Lauren Anders Penny

Brand Name: Polo Ralph Lauren
Product Name: Anders Penny
Gender: Men's
Color: Milkshake
Price: $50.40MSRP: $168

La Canadienne - Alvin. Color Tan Leather. Low Stock. On sale for $87.50. MSRP $350.00. 75% off. 2.0 out of 5 stars

Low Stock

La Canadienne Alvin

La Canadienne Alvin

Brand Name: La Canadienne
Product Name: Alvin
Gender: Men's
Color: Tan Leather
Price: $87.50MSRP: $350

Cole Haan - Pinch Weekender Penny Textured. Color Navy Blazer Pebbled Leather/Ivory. Low Stock. On sale for $72.00. MSRP $80.00. 10% off. 4.8 out of 5 stars

Low Stock

Cole Haan Pinch Weekender Penny Textured

Cole Haan Pinch Weekender Penny Textured

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Navy Blazer Pebbled Leather/Ivory
Price: $72MSRP: $80

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. Low Stock. On sale for $90.00. MSRP $100.00. 10% off. 4.8 out of 5 stars

Low Stock

Cole Haan Pinch Weekender Penny Textured

Cole Haan Pinch Weekender Penny Textured

Brand Name: Cole Haan
Product Name: Pinch Weekender Penny Textured
Gender: Men's
Color: Dark Chocolate Pebble/Ivory
Price: $90MSRP: $100

Cole Haan - Hawthorne Penny Loafer. Color Black. Low Stock. On sale for $133.20. MSRP $148.00. 10% off. 3.7 out of 5 stars

Low Stock

Cole Haan Hawthorne Penny Loafer

Cole Haan Hawthorne Penny Loafer

Brand Name: Cole Haan
Product Name: Hawthorne Penny Loafer
Gender: Men's
Color: Black
Price: $133.20MSRP: $148

Carlos by Carlos Santana - Ritchie Driver Loafers. Color Camel Calf Nubuck. Low Stock. On sale for $40.02. MSRP $88.95. 55% off. 3.9 out of 5 stars

Low Stock

Carlos by Carlos Santana Ritchie Driver Loafers

Carlos by Carlos Santana Ritchie Driver Loafers

Brand Name: Carlos by Carlos Santana
Product Name: Ritchie Driver Loafers
Gender: Men's
Color: Camel Calf Nubuck
Price: $40.02MSRP: $88.95

Stacy Adams - Marlowe Penny Slip-On Loafer. Color Black Leather. Low Stock. On sale for $99.99. MSRP $114.95. 13% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Marlowe Penny Slip-On Loafer

Stacy Adams Marlowe Penny Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Marlowe Penny Slip-On Loafer
Gender: Men's
Color: Black Leather
Price: $99.99MSRP: $114.95

Marc Joseph New York - Nebraska. Color Grey Suede. On sale for $111.00. MSRP $185.00. 40% off. 3.9 out of 5 stars

Marc Joseph New York Nebraska

Marc Joseph New York Nebraska

Brand Name: Marc Joseph New York
Product Name: Nebraska
Gender: Men's
Color: Grey Suede
Price: $111MSRP: $185

PIKOLINOS - Avila M1T-3205. Color Cuero. Low Stock. On sale for $146.25. MSRP $195.00. 25% off. 5.0 out of 5 stars

Low Stock

PIKOLINOS Avila M1T-3205

PIKOLINOS Avila M1T-3205

Brand Name: PIKOLINOS
Product Name: Avila M1T-3205
Gender: Men's
Color: Cuero
Price: $146.25MSRP: $195