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Boots on Sale $50 & Under

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Leather Outsole Leather Massimo Matteo Shoes

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Massimo Matteo - Corazzano Penny Loafer. Color Black. Low Stock. On sale for $139.30. MSRP $199.00. 30% off. 5.0 out of 5 stars

Low Stock

Massimo Matteo Corazzano Penny Loafer

Massimo Matteo Corazzano Penny Loafer

Brand Name: Massimo Matteo
Product Name: Corazzano Penny Loafer
Gender: Men's
Color: Black
Price: $139.30MSRP: $199.00

Massimo Matteo - Corazzano Penny Loafer. Color Navy. Low Stock. On sale for $139.30. MSRP $199.00. 30% off. 5.0 out of 5 stars

Low Stock

Massimo Matteo Corazzano Penny Loafer

Massimo Matteo Corazzano Penny Loafer

Brand Name: Massimo Matteo
Product Name: Corazzano Penny Loafer
Gender: Men's
Color: Navy
Price: $139.30MSRP: $199.00

Massimo Matteo - Italian Wing Tip. Color Black. Low Stock. On sale for $95.40. MSRP $159.00. 40% off. 4.5 out of 5 stars

Low Stock

Massimo Matteo Italian Wing Tip

Massimo Matteo Italian Wing Tip

Brand Name: Massimo Matteo
Product Name: Italian Wing Tip
Gender: Men's
Color: Black
Price: $95.40MSRP: $159.00

Massimo Matteo - Two-Tone Double Monk. Color Grey/Dattero. Low Stock. On sale for $90.75. MSRP $165.00. 45% off. 3.1 out of 5 stars

Low Stock

Massimo Matteo Two-Tone Double Monk

Massimo Matteo Two-Tone Double Monk

Brand Name: Massimo Matteo
Product Name: Two-Tone Double Monk
Gender: Men's
Color: Grey/Dattero
Price: $90.75MSRP: $165.00

Massimo Matteo - Double Monk Classic 24. Color Whisky. Low Stock. On sale for $63.22. MSRP $114.95. 45% off.

Low Stock

Massimo Matteo Double Monk Classic 24

Massimo Matteo Double Monk Classic 24

Brand Name: Massimo Matteo
Product Name: Double Monk Classic 24
Gender: Men's
Color: Whisky
Price: $63.22MSRP: $114.95

Massimo Matteo - Moccasin Loafers. Color Black. Low Stock. On sale for $76.30. MSRP $109.00. 30% off.

Low Stock

Massimo Matteo Moccasin Loafers

Massimo Matteo Moccasin Loafers

Brand Name: Massimo Matteo
Product Name: Moccasin Loafers
Gender: Men's
Color: Black
Price: $76.30MSRP: $109.00

Massimo Matteo - Slip-On with Buckle. Color Black. Low Stock. On sale for $83.85. MSRP $129.00. 35% off.

Low Stock

Massimo Matteo Slip-On with Buckle

Massimo Matteo Slip-On with Buckle

Brand Name: Massimo Matteo
Product Name: Slip-On with Buckle
Gender: Men's
Color: Black
Price: $83.85MSRP: $129.00

Massimo Matteo - Penny Moccasin. Color Astrid. Low Stock. On sale for $76.30. MSRP $109.00. 30% off. 5.0 out of 5 stars

Low Stock

Massimo Matteo Penny Moccasin

Massimo Matteo Penny Moccasin

Brand Name: Massimo Matteo
Product Name: Penny Moccasin
Gender: Men's
Color: Astrid
Price: $76.30MSRP: $109.00

Massimo Matteo - Penny Moccasin. Color Black. Low Stock. On sale for $76.30. MSRP $109.00. 30% off. 5.0 out of 5 stars

Low Stock

Massimo Matteo Penny Moccasin

Massimo Matteo Penny Moccasin

Brand Name: Massimo Matteo
Product Name: Penny Moccasin
Gender: Men's
Color: Black
Price: $76.30MSRP: $109.00

Massimo Matteo - Moccasin Loafers. Color Madiera. Low Stock. On sale for $59.95. MSRP $109.00. 45% off.

Low Stock

Massimo Matteo Moccasin Loafers

Massimo Matteo Moccasin Loafers

Brand Name: Massimo Matteo
Product Name: Moccasin Loafers
Gender: Men's
Color: Madiera
Price: $59.95MSRP: $109.00