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Boots on Sale $50 or Less!

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Men's Closed Toe Massimo Matteo Loafers

37 items found

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Massimo Matteo - Tuscany Jamiro Formal Loafer. Color Jamiro. Low Stock. On sale for $46.23. MSRP $184.95..

Low Stock

Massimo Matteo Tuscany Jamiro Formal Loafer

Massimo Matteo Tuscany Jamiro Formal Loafer

Brand Name: Massimo Matteo
Product Name: Tuscany Jamiro Formal Loafer
Gender: Men's
Color: Jamiro
Price: $46.23MSRP: $184.95

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 - Ponte Vecchio Formal Loafer. Color Black. On sale for $82.12. MSRP $154.95.. 3.2 out of 5 stars

Massimo Matteo Ponte Vecchio Formal Loafer

Massimo Matteo Ponte Vecchio Formal Loafer

Brand Name: Massimo Matteo
Product Name: Ponte Vecchio Formal Loafer
Gender: Men's
Color: Black
Price: $82.12MSRP: $154.95

Massimo Matteo - Bit Strap Driver. Color Black. On sale for $42.48. 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: $42.48MSRP: $59.00

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 Brown. On sale for $40.12. 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: $40.12MSRP: $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 Camel Nubuck. On sale for $42.25. 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: $42.25MSRP: $65.00

Massimo Matteo - Venetian Driver. Color Marinho Nubuck. On sale for $42.90. 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: $42.90MSRP: $65.00

Massimo Matteo - Venetian Driver. Color Bic Blue Nubuck. Low Stock. On sale for $29.50. MSRP $59.00.. 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: Bic Blue Nubuck
Price: $29.50MSRP: $59.00

Massimo Matteo - Ponte Vecchio Bit Loafer. Color Black. Low Stock. On sale for $126.75. MSRP $169.00.. 4.5 out of 5 stars

Low Stock

Massimo Matteo Ponte Vecchio Bit Loafer

Massimo Matteo Ponte Vecchio Bit Loafer

Brand Name: Massimo Matteo
Product Name: Ponte Vecchio Bit Loafer
Gender: Men's
Color: Black
Price: $126.75MSRP: $169.00

Massimo Matteo - Almansa Moccasin Bit. Color Castano. Low Stock. On sale for $107.25. 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: Castano
Price: $107.25MSRP: $195.00

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 - Faux Fur Penny Loafer. Color Black. Low Stock. On sale for $56.07. 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: $56.07MSRP: $89.00

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

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 - Tuscany Alexia Formal Loafer. Color Black. Low Stock. On sale for $82.22. MSRP $174.95..

Low Stock

Massimo Matteo Tuscany Alexia Formal Loafer

Massimo Matteo Tuscany Alexia Formal Loafer

Brand Name: Massimo Matteo
Product Name: Tuscany Alexia Formal Loafer
Gender: Men's
Color: Black
Price: $82.22MSRP: $174.95

Massimo Matteo - Tuscany Dora Formal Bit Loafer. Color Black. Low Stock. On sale for $78.76. 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: $78.76MSRP: $179.00

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 - Suede Penny Driver. Color Vermelho Red. Low Stock. On sale for $39.33. 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: Vermelho Red
Price: $39.33MSRP: $69.00

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 - 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 - 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 - Saffiano Penny Driver. Color Gray. Low Stock. On sale for $40.02. MSRP $69.00..

Low Stock

Massimo Matteo Saffiano Penny Driver

Massimo Matteo Saffiano Penny Driver

Brand Name: Massimo Matteo
Product Name: Saffiano Penny Driver
Gender: Men's
Color: Gray
Price: $40.02MSRP: $69.00

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 - 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 - Corazzano Kitlie. Color Cognac. Low Stock. On sale for $95.52. MSRP $199.00..

Low Stock

Massimo Matteo Corazzano Kitlie

Massimo Matteo Corazzano Kitlie

Brand Name: Massimo Matteo
Product Name: Corazzano Kitlie
Gender: Men's
Color: Cognac
Price: $95.52MSRP: $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 - 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 - Nappa Slip-On Loafer. Color Black. Low Stock. On sale for $161.10. MSRP $179.00..

Low Stock

Massimo Matteo Nappa Slip-On Loafer

Massimo Matteo Nappa Slip-On Loafer

Brand Name: Massimo Matteo
Product Name: Nappa Slip-On Loafer
Gender: Men's
Color: Black
Price: $161.10MSRP: $179.00

Massimo Matteo - Corazzano Double Monk. Color Marrone. Low Stock. On sale for $135.78. MSRP $219.00.. 4.0 out of 5 stars

Low Stock

Massimo Matteo Corazzano Double Monk

Massimo Matteo Corazzano Double Monk

Brand Name: Massimo Matteo
Product Name: Corazzano Double Monk
Gender: Men's
Color: Marrone
Price: $135.78MSRP: $219.00

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 - 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 $45.03. 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: $45.03MSRP: $79.00