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Boots on Sale $50 or Less!

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Casual Round Toe Massimo Matteo Loafers

36 items found

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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 - Penny Keeper. Color Grey Nubuck. On sale for $30.65. MSRP $59.00.. 3.9 out of 5 stars

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Grey Nubuck
Price: $30.65MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Amarelo Nubuck. On sale for $39.49. MSRP $59.00.. 3.9 out of 5 stars

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Amarelo Nubuck
Price: $39.49MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Tobacco Nubuck. Low Stock. On sale for $33.04. MSRP $59.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Tobacco Nubuck
Price: $33.04MSRP: $59.00

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 - 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 - 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 - 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 - Penny Keeper. Color Tan Bison. Low Stock. On sale for $44.21. MSRP $59.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Tan Bison
Price: $44.21MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Blue Nubuck. Low Stock. On sale for $39.49. MSRP $59.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Blue Nubuck
Price: $39.49MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Hot Pink Nubuck. Low Stock. On sale for $43.62. MSRP $59.00.. 3.9 out of 5 stars

Low Stock

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Hot Pink Nubuck
Price: $43.62MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Black Bison. On sale for $38.90. MSRP $59.00.. 3.9 out of 5 stars

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Black Bison
Price: $38.90MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Flame Red Nubuck. On sale for $38.90. MSRP $59.00.. 3.9 out of 5 stars

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Flame Red Nubuck
Price: $38.90MSRP: $59.00

Massimo Matteo - Penny Keeper. Color Black Nubuck. On sale for $44.25. MSRP $59.00.. 3.9 out of 5 stars

Massimo Matteo Penny Keeper

Massimo Matteo Penny Keeper

Brand Name: Massimo Matteo
Product Name: Penny Keeper
Gender: Women's
Color: Black Nubuck
Price: $44.25MSRP: $59.00

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 $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 - 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 - Perf Venetian Driver. Color Amarelo Nubuck. Low Stock. On sale for $41.85. MSRP $59.00.. 3.7 out of 5 stars

Low Stock

Massimo Matteo Perf Venetian Driver

Massimo Matteo Perf Venetian Driver

Brand Name: Massimo Matteo
Product Name: Perf Venetian Driver
Gender: Women's
Color: Amarelo Nubuck
Price: $41.85MSRP: $59.00

Massimo Matteo - Perf Venetian Driver. Color Blue Nubuck. Low Stock. On sale for $44.21. MSRP $59.00.. 3.7 out of 5 stars

Low Stock

Massimo Matteo Perf Venetian Driver

Massimo Matteo Perf Venetian Driver

Brand Name: Massimo Matteo
Product Name: Perf Venetian Driver
Gender: Women's
Color: Blue Nubuck
Price: $44.21MSRP: $59.00

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 - Driver with Polished Bit. Color Cafe Nubuck. Low Stock. On sale for $28.26. MSRP $69.00.. 1.5 out of 5 stars

Low Stock

Massimo Matteo Driver with Polished Bit

Massimo Matteo Driver with Polished Bit

Brand Name: Massimo Matteo
Product Name: Driver with Polished Bit
Gender: Women's
Color: Cafe Nubuck
Price: $28.26MSRP: $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 - 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 - 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 - 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 - Perf Venetian Driver. Color Tan Nubuck. Low Stock. On sale for $41.26. MSRP $59.00.. 3.7 out of 5 stars

Low Stock

Massimo Matteo Perf Venetian Driver

Massimo Matteo Perf Venetian Driver

Brand Name: Massimo Matteo
Product Name: Perf Venetian Driver
Gender: Women's
Color: Tan Nubuck
Price: $41.26MSRP: $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 - 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 - Suede Penny Driver. Color Tango. Low Stock. On sale for $46.76. MSRP $65.00.. 4.0 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: Women's
Color: Tango
Price: $46.76MSRP: $65.00

Massimo Matteo - Suede Penny Driver. Color Verde. Low Stock. On sale for $40.67. MSRP $59.00.. 4.0 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: Women's
Color: Verde
Price: $40.67MSRP: $59.00