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Boots on Sale $50 or Less!

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Men's Casual Massimo Matteo Shoes

49 items found

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Massimo Matteo - Woven Driver. Color Black. Low Stock. On sale for $55.18. MSRP $89.00.. 2.0 out of 5 stars

Low Stock

Massimo Matteo Woven Driver

Massimo Matteo Woven Driver

Brand Name: Massimo Matteo
Product Name: Woven Driver
Gender: Men's
Color: Black
Price: $55.18MSRP: $89.00

Massimo Matteo - Bit Strap Driver. Color Black. On sale for $38.35. MSRP $59.00.. 4.2 out of 5 stars

Massimo Matteo Bit Strap Driver

Massimo Matteo Bit Strap Driver

Brand Name: Massimo Matteo
Product Name: Bit Strap Driver
Gender: Men's
Color: Black
Price: $38.35MSRP: $59.00

Massimo Matteo - Venetian Driver. Color Camel Nubuck. On sale for $40.95. MSRP $65.00.. 4.3 out of 5 stars

Massimo Matteo Venetian Driver

Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Gender: Men's
Color: Camel Nubuck
Price: $40.95MSRP: $65.00

Massimo Matteo - Chelsea Classic Boots. Color Black Leather. Low Stock. On sale for $71.21. MSRP $94.95..

Low Stock

Massimo Matteo Chelsea Classic Boots

Massimo Matteo Chelsea Classic Boots

Brand Name: Massimo Matteo
Product Name: Chelsea Classic Boots
Gender: Men's
Color: Black Leather
Price: $71.21MSRP: $94.95

Massimo Matteo - Chukka Classic Boots. Color Cafe Nubuck. Low Stock. On sale for $71.21. MSRP $94.95.. 4.5 out of 5 stars

Low Stock

Massimo Matteo Chukka Classic Boots

Massimo Matteo Chukka Classic Boots

Brand Name: Massimo Matteo
Product Name: Chukka Classic Boots
Gender: Men's
Color: Cafe Nubuck
Price: $71.21MSRP: $94.95

Massimo Matteo - Almansa Moccasin Bit. Color Black. Low Stock. On sale for $142.35. MSRP $195.00.. 4.2 out of 5 stars

Low Stock

Massimo Matteo Almansa Moccasin Bit

Massimo Matteo Almansa Moccasin Bit

Brand Name: Massimo Matteo
Product Name: Almansa Moccasin Bit
Gender: Men's
Color: Black
Price: $142.35MSRP: $195.00

Massimo Matteo - Florencia Penny Driver. Color Medium Brown. Low Stock. On sale for $44.25. MSRP $59.00.. 4.2 out of 5 stars

Low Stock

Massimo Matteo Florencia Penny Driver

Massimo Matteo Florencia Penny Driver

Brand Name: Massimo Matteo
Product Name: Florencia Penny Driver
Gender: Men's
Color: Medium Brown
Price: $44.25MSRP: $59.00

Massimo Matteo - Florencia Penny Driver. Color Black. Low Stock. On sale for $44.25. MSRP $59.00.. 4.2 out of 5 stars

Low Stock

Massimo Matteo Florencia Penny Driver

Massimo Matteo Florencia Penny Driver

Brand Name: Massimo Matteo
Product Name: Florencia Penny Driver
Gender: Men's
Color: Black
Price: $44.25MSRP: $59.00

Massimo Matteo - Moccasin Loafers. Color Madiera. Low Stock. On sale for $76.30. MSRP $109.00..

Low Stock

Massimo Matteo Moccasin Loafers

Massimo Matteo Moccasin Loafers

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

Massimo Matteo - Back Zip Gladiator 21. Color Black. Low Stock. On sale for $60.39. MSRP $99.00.. 4.0 out of 5 stars

Low Stock

Massimo Matteo Back Zip Gladiator 21

Massimo Matteo Back Zip Gladiator 21

Brand Name: Massimo Matteo
Product Name: Back Zip Gladiator 21
Gender: Men's
Color: Black
Price: $60.39MSRP: $99.00

Massimo Matteo - Woven Driver. Color Havana. Low Stock. On sale for $66.75. MSRP $89.00.. 2.0 out of 5 stars

Low Stock

Massimo Matteo Woven Driver

Massimo Matteo Woven Driver

Brand Name: Massimo Matteo
Product Name: Woven Driver
Gender: Men's
Color: Havana
Price: $66.75MSRP: $89.00

Massimo Matteo - Tuscany Dora Formal Bit Loafer. Color Black. Low Stock. On sale for $75.18. MSRP $179.00..

Low Stock

Massimo Matteo Tuscany Dora Formal Bit Loafer

Massimo Matteo Tuscany Dora Formal Bit Loafer

Brand Name: Massimo Matteo
Product Name: Tuscany Dora Formal Bit Loafer
Gender: Men's
Color: Black
Price: $75.18MSRP: $179.00

Massimo Matteo - Faux Fur Penny Loafer. Color Black. Low Stock. On sale for $64.08. MSRP $89.00..

Low Stock

Massimo Matteo Faux Fur Penny Loafer

Massimo Matteo Faux Fur Penny Loafer

Brand Name: Massimo Matteo
Product Name: Faux Fur Penny Loafer
Gender: Men's
Color: Black
Price: $64.08MSRP: $89.00

Massimo Matteo - Contemporary Clog. Color Sky Blue. Low Stock. On sale for $42.66. MSRP $79.00.. 2.0 out of 5 stars

Low Stock

Massimo Matteo Contemporary Clog

Massimo Matteo Contemporary Clog

Brand Name: Massimo Matteo
Product Name: Contemporary Clog
Gender: Men's
Color: Sky Blue
Price: $42.66MSRP: $79.00

Massimo Matteo - Contemporary Clog. Color Vermelho. Low Stock. On sale for $36.34. MSRP $79.00.. 2.0 out of 5 stars

Low Stock

Massimo Matteo Contemporary Clog

Massimo Matteo Contemporary Clog

Brand Name: Massimo Matteo
Product Name: Contemporary Clog
Gender: Men's
Color: Vermelho
Price: $36.34MSRP: $79.00

Massimo Matteo - Suede Penny Driver. Color Laranga Orange. Low Stock. On sale for $48.99. MSRP $69.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Suede Penny Driver

Massimo Matteo Suede Penny Driver

Brand Name: Massimo Matteo
Product Name: Suede Penny Driver
Gender: Men's
Color: Laranga Orange
Price: $48.99MSRP: $69.00

Massimo Matteo - Ponte Vecchio Patent with Strap. Color Black. Low Stock. On sale for $126.75. MSRP $169.00.. 3.4 out of 5 stars

Low Stock

Massimo Matteo Ponte Vecchio Patent with Strap

Massimo Matteo Ponte Vecchio Patent with Strap

Brand Name: Massimo Matteo
Product Name: Ponte Vecchio Patent with Strap
Gender: Men's
Color: Black
Price: $126.75MSRP: $169.00

Massimo Matteo - Pitstop Penny Driver. Color Black. On sale for $44.25. MSRP $59.00.. 4.3 out of 5 stars

Massimo Matteo Pitstop Penny Driver

Massimo Matteo Pitstop Penny Driver

Brand Name: Massimo Matteo
Product Name: Pitstop Penny Driver
Gender: Men's
Color: Black
Price: $44.25MSRP: $59.00

Massimo Matteo - Pitstop Penny Driver. Color Brown. On sale for $40.71. MSRP $59.00.. 4.3 out of 5 stars

Massimo Matteo Pitstop Penny Driver

Massimo Matteo Pitstop Penny Driver

Brand Name: Massimo Matteo
Product Name: Pitstop Penny Driver
Gender: Men's
Color: Brown
Price: $40.71MSRP: $59.00

Massimo Matteo - Venetian Driver. Color Whiskey. On sale for $48.75. MSRP $65.00.. 4.3 out of 5 stars

Massimo Matteo Venetian Driver

Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Gender: Men's
Color: Whiskey
Price: $48.75MSRP: $65.00

Massimo Matteo - Venetian Driver. Color Black. Low Stock. On sale for $48.75. MSRP $65.00.. 4.3 out of 5 stars

Low Stock

Massimo Matteo Venetian Driver

Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Gender: Men's
Color: Black
Price: $48.75MSRP: $65.00

Massimo Matteo - Venetian Driver. Color Cafe. Low Stock. On sale for $46.80. MSRP $65.00.. 4.3 out of 5 stars

Low Stock

Massimo Matteo Venetian Driver

Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Gender: Men's
Color: Cafe
Price: $46.80MSRP: $65.00

Massimo Matteo - Venetian Driver. Color Marinho Nubuck. On sale for $39.65. MSRP $65.00.. 4.3 out of 5 stars

Massimo Matteo Venetian Driver

Massimo Matteo Venetian Driver

Brand Name: Massimo Matteo
Product Name: Venetian Driver
Gender: Men's
Color: Marinho Nubuck
Price: $39.65MSRP: $65.00

Massimo Matteo - Leather Saddle Driver. Color Black. Low Stock. On sale for $52.51. MSRP $89.00.. 1.0 out of 5 stars

Low Stock

Massimo Matteo Leather Saddle Driver

Massimo Matteo Leather Saddle Driver

Brand Name: Massimo Matteo
Product Name: Leather Saddle Driver
Gender: Men's
Color: Black
Price: $52.51MSRP: $89.00

Massimo Matteo - Snake Embossed Slide. Color Serpent White. Low Stock. On sale for $54.97. MSRP $124.95..

Low Stock

Massimo Matteo Snake Embossed Slide

Massimo Matteo Snake Embossed Slide

Brand Name: Massimo Matteo
Product Name: Snake Embossed Slide
Gender: Men's
Color: Serpent White
Price: $54.97MSRP: $124.95

Massimo Matteo - Natural Fiber Venetian. Color Marinho/Elba. Low Stock. On sale for $42.66. MSRP $79.00.. 4.3 out of 5 stars

Low Stock

Massimo Matteo Natural Fiber Venetian

Massimo Matteo Natural Fiber Venetian

Brand Name: Massimo Matteo
Product Name: Natural Fiber Venetian
Gender: Men's
Color: Marinho/Elba
Price: $42.66MSRP: $79.00

Massimo Matteo - Chukka Classic Boots. Color Black Nubuck. Low Stock. On sale for $60.76. MSRP $94.95.. 4.5 out of 5 stars

Low Stock

Massimo Matteo Chukka Classic Boots

Massimo Matteo Chukka Classic Boots

Brand Name: Massimo Matteo
Product Name: Chukka Classic Boots
Gender: Men's
Color: Black Nubuck
Price: $60.76MSRP: $94.95

Massimo Matteo - Chukka Classic Boots. Color Crème Nubuck. Low Stock. On sale for $67.41. MSRP $94.95.. 4.5 out of 5 stars

Low Stock

Massimo Matteo Chukka Classic Boots

Massimo Matteo Chukka Classic Boots

Brand Name: Massimo Matteo
Product Name: Chukka Classic Boots
Gender: Men's
Color: Crème Nubuck
Price: $67.41MSRP: $94.95

Massimo Matteo - Chelsea Classic Boots. Color Tan Nubuck. Low Stock. On sale for $67.41. MSRP $94.95..

Low Stock

Massimo Matteo Chelsea Classic Boots

Massimo Matteo Chelsea Classic Boots

Brand Name: Massimo Matteo
Product Name: Chelsea Classic Boots
Gender: Men's
Color: Tan Nubuck
Price: $67.41MSRP: $94.95

Massimo Matteo - Chelsea Classic Boots. Color Cafe Nubuck. Low Stock. On sale for $71.21. MSRP $94.95..

Low Stock

Massimo Matteo Chelsea Classic Boots

Massimo Matteo Chelsea Classic Boots

Brand Name: Massimo Matteo
Product Name: Chelsea Classic Boots
Gender: Men's
Color: Cafe Nubuck
Price: $71.21MSRP: $94.95

Massimo Matteo - Natural Fiber Venetian. Color Natural/Cafe. Low Stock. On sale for $43.45. MSRP $79.00.. 4.3 out of 5 stars

Low Stock

Massimo Matteo Natural Fiber Venetian

Massimo Matteo Natural Fiber Venetian

Brand Name: Massimo Matteo
Product Name: Natural Fiber Venetian
Gender: Men's
Color: Natural/Cafe
Price: $43.45MSRP: $79.00

Massimo Matteo - Woven Strap Driver. Color Black. Low Stock. On sale for $59.25. MSRP $79.00.. 5.0 out of 5 stars

Low Stock

Massimo Matteo Woven Strap Driver

Massimo Matteo Woven Strap Driver

Brand Name: Massimo Matteo
Product Name: Woven Strap Driver
Gender: Men's
Color: Black
Price: $59.25MSRP: $79.00

Massimo Matteo - Woven Strap Driver. Color Elba Blue. Low Stock. On sale for $44.24. MSRP $79.00.. 5.0 out of 5 stars

Low Stock

Massimo Matteo Woven Strap Driver

Massimo Matteo Woven Strap Driver

Brand Name: Massimo Matteo
Product Name: Woven Strap Driver
Gender: Men's
Color: Elba Blue
Price: $44.24MSRP: $79.00

Massimo Matteo - Driver With Bit. Color Cognac Pitstop w/ Bit. Low Stock. On sale for $46.92. MSRP $69.00.. 4.2 out of 5 stars

Low Stock

Massimo Matteo Driver With Bit

Massimo Matteo Driver With Bit

Brand Name: Massimo Matteo
Product Name: Driver With Bit
Gender: Men's
Color: Cognac Pitstop w/ Bit
Price: $46.92MSRP: $69.00

Massimo Matteo - Italian Velvet Slip-On. Color Blue. Low Stock. On sale for $125.96. MSRP $174.95.. 4.4 out of 5 stars

Low Stock

Massimo Matteo Italian Velvet Slip-On

Massimo Matteo Italian Velvet Slip-On

Brand Name: Massimo Matteo
Product Name: Italian Velvet Slip-On
Gender: Men's
Color: Blue
Price: $125.96MSRP: $174.95

Massimo Matteo - Corazzano Penny Loafer. Color Black. Low Stock. On sale for $179.10. MSRP $199.00.. 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: $179.10MSRP: $199.00

Massimo Matteo - Corazzano Penny Loafer. Color Navy. Low Stock. On sale for $129.35. MSRP $199.00.. 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: $129.35MSRP: $199.00

Massimo Matteo - Velour Penny Loafer. Color Cognac. Low Stock. On sale for $117.00. MSRP $199.00.. 4.3 out of 5 stars

Low Stock

Massimo Matteo Velour Penny Loafer

Massimo Matteo Velour Penny Loafer

Brand Name: Massimo Matteo
Product Name: Velour Penny Loafer
Gender: Men's
Color: Cognac
Price: $117.00MSRP: $199.00

Massimo Matteo - Bit Strap Driver. Color Whiskey. Low Stock. On sale for $53.10. MSRP $59.00.. 4.2 out of 5 stars

Low Stock

Massimo Matteo Bit Strap Driver

Massimo Matteo Bit Strap Driver

Brand Name: Massimo Matteo
Product Name: Bit Strap Driver
Gender: Men's
Color: Whiskey
Price: $53.10MSRP: $59.00

Massimo Matteo - Cacimba Buckle Slide. Color Black. Low Stock. On sale for $51.75. MSRP $69.00..

Low Stock

Massimo Matteo Cacimba Buckle Slide

Massimo Matteo Cacimba Buckle Slide

Brand Name: Massimo Matteo
Product Name: Cacimba Buckle Slide
Gender: Men's
Color: Black
Price: $51.75MSRP: $69.00

Massimo Matteo - Cacimba Buckle Slide. Color Ice. Low Stock. On sale for $51.06. MSRP $69.00..

Low Stock

Massimo Matteo Cacimba Buckle Slide

Massimo Matteo Cacimba Buckle Slide

Brand Name: Massimo Matteo
Product Name: Cacimba Buckle Slide
Gender: Men's
Color: Ice
Price: $51.06MSRP: $69.00

Massimo Matteo - Cacimba Perf Slide. Color Marinho. Low Stock. On sale for $51.75. MSRP $69.00.. 5.0 out of 5 stars

Low Stock

Massimo Matteo Cacimba Perf Slide

Massimo Matteo Cacimba Perf Slide

Brand Name: Massimo Matteo
Product Name: Cacimba Perf Slide
Gender: Men's
Color: Marinho
Price: $51.75MSRP: $69.00

Massimo Matteo - Cacimba Perf Slide. Color Whisky. Low Stock. On sale for $28.98. MSRP $69.00.. 5.0 out of 5 stars

Low Stock

Massimo Matteo Cacimba Perf Slide

Massimo Matteo Cacimba Perf Slide

Brand Name: Massimo Matteo
Product Name: Cacimba Perf Slide
Gender: Men's
Color: Whisky
Price: $28.98MSRP: $69.00

Massimo Matteo - Moccasin Loafers. Color Black. Low Stock. On sale for $81.75. MSRP $109.00..

Low Stock

Massimo Matteo Moccasin Loafers

Massimo Matteo Moccasin Loafers

Brand Name: Massimo Matteo
Product Name: Moccasin Loafers
Gender: Men's
Color: Black
Price: $81.75MSRP: $109.00

Massimo Matteo - Slip-On with Buckle. Color Black. Low Stock. On sale for $116.10. MSRP $129.00..

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: $116.10MSRP: $129.00

Massimo Matteo - Penny Moccasin. Color Astrid. Low Stock. On sale for $81.75. MSRP $109.00.. 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: $81.75MSRP: $109.00

Massimo Matteo - Penny Moccasin. Color Black. Low Stock. On sale for $93.74. MSRP $109.00.. 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: $93.74MSRP: $109.00

Massimo Matteo - Stitched Penny Loafers. Color Black. Low Stock. On sale for $112.45. MSRP $124.95..

Low Stock

Massimo Matteo Stitched Penny Loafers

Massimo Matteo Stitched Penny Loafers

Brand Name: Massimo Matteo
Product Name: Stitched Penny Loafers
Gender: Men's
Color: Black
Price: $112.45MSRP: $124.95

Massimo Matteo - Suede Penny Driver. Color Vinho. Low Stock. On sale for $44.16. MSRP $69.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Suede Penny Driver

Massimo Matteo Suede Penny Driver

Brand Name: Massimo Matteo
Product Name: Suede Penny Driver
Gender: Men's
Color: Vinho
Price: $44.16MSRP: $69.00