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Boots on Sale $50 & Under

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Size 9.5 Leather Dress Products

35 items found

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Steve Madden - Harpoon. Color Tan Leather. On sale for $63.00. MSRP $90.00. 30% off. 4.0 out of 5 stars

Steve Madden Harpoon

Steve Madden Harpoon

Brand Name: Steve Madden
Product Name: Harpoon
Gender: Men's
Color: Tan Leather
Price: $63MSRP: $90

Johnston & Murphy - Archer Cap Toe. Color Cognac. On sale for $69.50. MSRP $139.00. 50% off.

Johnston & Murphy Archer Cap Toe

Johnston & Murphy Archer Cap Toe

Brand Name: Johnston & Murphy
Product Name: Archer Cap Toe
Gender: Men's
Color: Cognac
Price: $69.50MSRP: $139

Florsheim - Renegade Moc Toe Penny Loafer. Color Cognac Multi. On sale for $115.83. MSRP $145.00. 20% off. 4.3 out of 5 stars

Florsheim Renegade Moc Toe Penny Loafer

Florsheim Renegade Moc Toe Penny Loafer

Brand Name: Florsheim
Product Name: Renegade Moc Toe Penny Loafer
Gender: Men's
Color: Cognac Multi
Price: $115.83MSRP: $145

Massimo Matteo - Ponte Vecchio Formal Loafer. Color Black. Low Stock. On sale for $69.72. MSRP $154.95. 55% off. 3.2 out of 5 stars

Low Stock

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: $69.72MSRP: $154.95

Stacy Adams - Turano Bike Toe Oxford. Color White. Low Stock. $105.00. 4.7 out of 5 stars

Low Stock

Stacy Adams Turano Bike Toe Oxford

Stacy Adams Turano Bike Toe Oxford

Brand Name: Stacy Adams
Product Name: Turano Bike Toe Oxford
Gender: Men's
Color: White
Price: $105

Roper - Gumsticker Romeo. Color Brown. Low Stock. On sale for $76.19. MSRP $126.99. 40% off.

Low Stock

Roper Gumsticker Romeo

Roper Gumsticker Romeo

Brand Name: Roper
Product Name: Gumsticker Romeo
Gender: Men's
Color: Brown
Price: $76.19MSRP: $126.99

Johnston & Murphy - Braydon Plain Toe. Color Grey. Low Stock. On sale for $77.70. MSRP $139.00. 44% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Braydon Plain Toe

Johnston & Murphy Braydon Plain Toe

Brand Name: Johnston & Murphy
Product Name: Braydon Plain Toe
Gender: Men's
Color: Grey
Price: $77.70MSRP: $139

Johnston & Murphy - Cormac Cap Toe. Color Brown/Tan Italian Calfskin. Low Stock. On sale for $172.42. MSRP $229.90. 25% off. 4.7 out of 5 stars

Low Stock

Johnston & Murphy Cormac Cap Toe

Johnston & Murphy Cormac Cap Toe

Brand Name: Johnston & Murphy
Product Name: Cormac Cap Toe
Gender: Men's
Color: Brown/Tan Italian Calfskin
Price: $172.42MSRP: $229.90

Cole Haan - Go To Wing. Color Black/Gray Midsole. On sale for $120.00. MSRP $160.00. 25% off. 4.5 out of 5 stars

Cole Haan Go To Wing

Cole Haan Go To Wing

Brand Name: Cole Haan
Product Name: Go To Wing
Gender: Men's
Color: Black/Gray Midsole
Price: $120MSRP: $160

ECCO - Classic Moc 2.0 Slip-On. Color Coffee. On sale for $87.01. MSRP $99.95. 13% off. 3.9 out of 5 stars

ECCO Classic Moc 2.0 Slip-On

ECCO Classic Moc 2.0 Slip-On

Brand Name: ECCO
Product Name: Classic Moc 2.0 Slip-On
Gender: Men's
Color: Coffee
Price: $87.01MSRP: $99.95

Stacy Adams - Gill Saddle Slip-On Loafer. Color Mushroom Multi. Low Stock. On sale for $77.39. MSRP $104.95. 26% off. 4.5 out of 5 stars

Low Stock

Stacy Adams Gill Saddle Slip-On Loafer

Stacy Adams Gill Saddle Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Gill Saddle Slip-On Loafer
Gender: Men's
Color: Mushroom Multi
Price: $77.39MSRP: $104.95

Stacy Adams - Corvell Slip-On Driver Loafer. Color Navy. On sale for $79.73. MSRP $90.00. 11% off. 2.0 out of 5 stars

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Navy
Price: $79.73MSRP: $90

Stacy Adams - Aiden Moc Toe Slip-On Loafer. Color Cognac. Low Stock. On sale for $95.82. MSRP $130.00. 26% off. 4.2 out of 5 stars

Low Stock

Stacy Adams Aiden Moc Toe Slip-On Loafer

Stacy Adams Aiden Moc Toe Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Aiden Moc Toe Slip-On Loafer
Gender: Men's
Color: Cognac
Price: $95.82MSRP: $130

Stacy Adams - Glendon Slip-On Loafer. Color Blue. Low Stock. On sale for $72.56. MSRP $109.95. 34% off. 5.0 out of 5 stars

Low Stock

Stacy Adams Glendon Slip-On Loafer

Stacy Adams Glendon Slip-On Loafer

Brand Name: Stacy Adams
Product Name: Glendon Slip-On Loafer
Gender: Men's
Color: Blue
Price: $72.56MSRP: $109.95

Stacy Adams - Kinsley. Color Black. On sale for $79.99. MSRP $90.00. 11% off. 4.7 out of 5 stars

Stacy Adams Kinsley

Stacy Adams Kinsley

Brand Name: Stacy Adams
Product Name: Kinsley
Gender: Men's
Color: Black
Price: $79.99MSRP: $90

Stacy Adams - Corvell Slip-On Driver Loafer. Color Tan. Low Stock. On sale for $60.91. MSRP $90.00. 32% off. 2.0 out of 5 stars

Low Stock

Stacy Adams Corvell Slip-On Driver Loafer

Stacy Adams Corvell Slip-On Driver Loafer

Brand Name: Stacy Adams
Product Name: Corvell Slip-On Driver Loafer
Gender: Men's
Color: Tan
Price: $60.91MSRP: $90

Stacy Adams - Tedesco Cap Toe Oxford. Color Brown Multi. Low Stock. On sale for $80.50. MSRP $115.00. 30% off. 4.6 out of 5 stars

Low Stock

Stacy Adams Tedesco Cap Toe Oxford

Stacy Adams Tedesco Cap Toe Oxford

Brand Name: Stacy Adams
Product Name: Tedesco Cap Toe Oxford
Gender: Men's
Color: Brown Multi
Price: $80.50MSRP: $115

Nunn Bush - Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $105.99. MSRP $115.00. 8% off. 4.2 out of 5 stars

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Nunn Bush Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Otis Plain Toe Chelsea Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $105.99MSRP: $115

Nunn Bush - Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology. Color Brown CH. Low Stock. On sale for $100.64. MSRP $115.00. 12% off. 4.3 out of 5 stars

Low Stock

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Nunn Bush Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Ozark Plain Toe Chukka Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $100.64MSRP: $115

Stacy Adams - Starleigh Rhinestone Slip-On. Color Black/Silver. On sale for $73.22. MSRP $90.00. 19% off. 4.0 out of 5 stars

Stacy Adams Starleigh Rhinestone Slip-On

Stacy Adams Starleigh Rhinestone Slip-On

Brand Name: Stacy Adams
Product Name: Starleigh Rhinestone Slip-On
Gender: Men's
Color: Black/Silver
Price: $73.22MSRP: $90

Cole Haan - Modern Essentials Wing Oxford. Color Black Waterproof. Low Stock. On sale for $164.99. MSRP $180.00. 8% off. 5.0 out of 5 stars

Low Stock

Cole Haan Modern Essentials Wing Oxford

Cole Haan Modern Essentials Wing Oxford

Brand Name: Cole Haan
Product Name: Modern Essentials Wing Oxford
Gender: Men's
Color: Black Waterproof
Price: $164.99MSRP: $180

Cole Haan - Grand Atlantic Oxford. Color Big Dipper Nubuck/Ivory. On sale for $112.50. MSRP $125.00. 10% off. 3.7 out of 5 stars

Cole Haan Grand Atlantic Oxford

Cole Haan Grand Atlantic Oxford

Brand Name: Cole Haan
Product Name: Grand Atlantic Oxford
Gender: Men's
Color: Big Dipper Nubuck/Ivory
Price: $112.50MSRP: $125

Born - Ryker Oxford. Color Black. On sale for $117.00. MSRP $130.00. 10% off. 1.5 out of 5 stars

Born Ryker Oxford

Born Ryker Oxford

Brand Name: Born
Product Name: Ryker Oxford
Gender: Men's
Color: Black
Price: $117MSRP: $130

Eastland 1955 Edition - Baxter. Color Black. Low Stock. On sale for $101.25. MSRP $135.00. 25% off.

Low Stock

Eastland 1955 Edition Baxter

Eastland 1955 Edition Baxter

Brand Name: Eastland 1955 Edition
Product Name: Baxter
Gender: Men's
Color: Black
Price: $101.25MSRP: $135

PIKOLINOS - Navarra M8C. Color Brandy 1. Low Stock. On sale for $189.00. MSRP $210.00. 10% off. 1.0 out of 5 stars

Low Stock

PIKOLINOS Navarra M8C

PIKOLINOS Navarra M8C

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Brandy 1
Price: $189MSRP: $210

PIKOLINOS - Navarra M8C. Color Black 1. Low Stock. On sale for $189.00. MSRP $210.00. 10% off. 1.0 out of 5 stars

Low Stock

PIKOLINOS Navarra M8C

PIKOLINOS Navarra M8C

Brand Name: PIKOLINOS
Product Name: Navarra M8C
Gender: Men's
Color: Black 1
Price: $189MSRP: $210

Stacy Adams - Maxwell Plain Toe Demi Boot. Color Cognac. On sale for $88.00. MSRP $125.00. 30% off. 4.6 out of 5 stars

Stacy Adams Maxwell Plain Toe Demi Boot

Stacy Adams Maxwell Plain Toe Demi Boot

Brand Name: Stacy Adams
Product Name: Maxwell Plain Toe Demi Boot
Gender: Men's
Color: Cognac
Price: $88MSRP: $125

Steve Madden - Nunan. Color Tan. $79.99. 4.4 out of 5 stars

Steve Madden Nunan

Steve Madden Nunan

Brand Name: Steve Madden
Product Name: Nunan
Gender: Men's
Color: Tan
Price: $79.99

Johnston & Murphy - Flynch Monk Strap. Color Black Italian Calfskin. Low Stock. On sale for $199.00. MSRP $298.00. 33% off. 4.6 out of 5 stars

Low Stock

Johnston & Murphy Flynch Monk Strap

Johnston & Murphy Flynch Monk Strap

Brand Name: Johnston & Murphy
Product Name: Flynch Monk Strap
Gender: Men's
Color: Black Italian Calfskin
Price: $199MSRP: $298

Stacy Adams - Paragon Suede Slip On Loafer. Color Navy Suede. On sale for $73.46. MSRP $104.95. 30% off. 4.8 out of 5 stars

Stacy Adams Paragon Suede Slip On Loafer

Stacy Adams Paragon Suede Slip On Loafer

Brand Name: Stacy Adams
Product Name: Paragon Suede Slip On Loafer
Gender: Men's
Color: Navy Suede
Price: $73.46MSRP: $104.95

Cole Haan - Grandpro Angleace Sneakers. Color Light Sesame Nubuck/ Dusty Olive/Ivory. On sale for $136.36. MSRP $150.00. 9% off.

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Light Sesame Nubuck/ Dusty Olive/Ivory
Price: $136.36MSRP: $150

Cole Haan - Grandpro Angleace Sneakers. Color Faded Denim Suede/Sea Stone/Glacier Grey. On sale for $135.00. MSRP $150.00. 10% off.

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Faded Denim Suede/Sea Stone/Glacier Grey
Price: $135MSRP: $150

Cole Haan - Grandpro Angleace Sneakers. Color Farro Nubuck/New Caramel/Oat. On sale for $128.00. MSRP $160.00. 20% off.

Cole Haan Grandpro Angleace Sneakers

Cole Haan Grandpro Angleace Sneakers

Brand Name: Cole Haan
Product Name: Grandpro Angleace Sneakers
Gender: Men's
Color: Farro Nubuck/New Caramel/Oat
Price: $128MSRP: $160

Johnston & Murphy - Hartley Plain Toe. Color Black Italian Calfskin. Low Stock. On sale for $162.25. MSRP $295.00. 45% off. 4.0 out of 5 stars

Low Stock

Johnston & Murphy Hartley Plain Toe

Johnston & Murphy Hartley Plain Toe

Brand Name: Johnston & Murphy
Product Name: Hartley Plain Toe
Gender: Men's
Color: Black Italian Calfskin
Price: $162.25MSRP: $295

Cole Haan - Bedford Plain-Toe Oxford. Color British Tan. On sale for $103.79. MSRP $120.00. 14% off. 5.0 out of 5 stars

Cole Haan Bedford Plain-Toe Oxford

Cole Haan Bedford Plain-Toe Oxford

Brand Name: Cole Haan
Product Name: Bedford Plain-Toe Oxford
Gender: Men's
Color: British Tan
Price: $103.79MSRP: $120