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Boots on Sale $50 & Under

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Size 8.5 Penny Keeper Products

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Stacy Adams - Spencer Penny Slip-On. Color Navy. Low Stock. On sale for $99.27. MSRP $130.00. 24% 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: $99.27MSRP: $130

Cole Haan - Pinch Weekender Penny Textured. Color Dark Chocolate Pebble/Ivory. On sale for $85.00. MSRP $100.00. 15% off. 4.7 out of 5 stars

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: $85MSRP: $100

Sebago - Classic Dan. Color Black 1. Low Stock. On sale for $117.00. MSRP $260.00. 55% off. 3.8 out of 5 stars

Low Stock

Sebago Classic Dan

Sebago Classic Dan

Brand Name: Sebago
Product Name: Classic Dan
Gender: Men's
Color: Black 1
Price: $117MSRP: $260

Cole Haan - Pinch Prep Penny Loafer. Color Dark Chocolate BOX Brush Off/Black. On sale for $120.00. MSRP $140.00. 14% 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: $120MSRP: $140

Calvin Klein - Crispo. Color Black Leather. Low Stock. On sale for $97.61. 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: $97.61MSRP: $140

Rockport - Liam. Color Black Leather. On sale for $97.46. MSRP $129.95. 25% off. 4.3 out of 5 stars

Rockport Liam

Rockport Liam

Brand Name: Rockport
Product Name: Liam
Gender: Men's
Color: Black Leather
Price: $97.46MSRP: $129.95

Sebago - Dan Boat Flesh Out. Color Dark Brown/Brown Dark. Low Stock. On sale for $101.75. MSRP $185.00. 45% off. 3.0 out of 5 stars

Low Stock

Sebago Dan Boat Flesh Out

Sebago Dan Boat Flesh Out

Brand Name: Sebago
Product Name: Dan Boat Flesh Out
Gender: Men's
Color: Dark Brown/Brown Dark
Price: $101.75MSRP: $185

Stacy Adams - Spencer Penny Slip-On. Color Burgundy. On sale for $65.00. MSRP $130.00. 50% off. 4.8 out of 5 stars

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: $65MSRP: $130

Cole Haan - American Classics Penny Loafer. Color Hickory/Birchbeige. Low Stock. On sale for $102.70. MSRP $158.00. 35% off. 4.2 out of 5 stars

Low Stock

Cole Haan American Classics Penny Loafer

Cole Haan American Classics Penny Loafer

Brand Name: Cole Haan
Product Name: American Classics Penny Loafer
Gender: Men's
Color: Hickory/Birchbeige
Price: $102.70MSRP: $158

Marc Joseph New York - Union Street Perforated. Color Cognac Grainy Perforated. On sale for $78.75. MSRP $175.00. 55% off.

Marc Joseph New York Union Street Perforated

Marc Joseph New York Union Street Perforated

Brand Name: Marc Joseph New York
Product Name: Union Street Perforated
Gender: Men's
Color: Cognac Grainy Perforated
Price: $78.75MSRP: $175

Marc Joseph New York - Lexington. Color Brown Suede. Low Stock. On sale for $68.25. MSRP $195.00. 65% off. 4.3 out of 5 stars

Low Stock

Marc Joseph New York Lexington

Marc Joseph New York Lexington

Brand Name: Marc Joseph New York
Product Name: Lexington
Gender: Men's
Color: Brown Suede
Price: $68.25MSRP: $195

Cole Haan - Pinch Prep Penny Loafer. Color Birchbeige Suede/Dark Chocolate. On sale for $116.20. MSRP $130.00. 11% 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: $116.20MSRP: $130

Cole Haan - Grand Laser Penny Driver. Color Cherry Mahogany. Low Stock. On sale for $84.00. MSRP $140.00. 40% off. 4.0 out of 5 stars

Low Stock

Cole Haan Grand Laser Penny Driver

Cole Haan Grand Laser Penny Driver

Brand Name: Cole Haan
Product Name: Grand Laser Penny Driver
Gender: Men's
Color: Cherry Mahogany
Price: $84MSRP: $140

COACH - Declan Loafer. Color Black. Low Stock. On sale for $212.36. MSRP $250.00. 15% 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: Black
Price: $212.36MSRP: $250