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Size 8.5 Ankle Leather Shoes

113 items found

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Johnston & Murphy - Xc+ Parker Chukka. Color Brown Waterproof Full Grain. Low Stock. On sale for $115.61. MSRP $189.00. 39% off.

Low Stock

Red Johnston & Murphy Xc+ Parker Chukka

Red Johnston & Murphy Xc+ Parker Chukka

+2

Brand Name: Johnston & Murphy
Product Name: Xc+ Parker Chukka
Gender: Men's
Color: Brown Waterproof Full Grain
Price: $115.61MSRP: $18939% OFF
Rating

Johnston & Murphy - XC+ Durham Cap Toe Boots. Color Black Waterproof Full Grain. $218.95. 4.0 out of 5 stars

Black Johnston & Murphy XC+ Durham Cap Toe Boots

Black Johnston & Murphy XC+ Durham Cap Toe Boots

+2

Brand Name: Johnston & Murphy
Product Name: XC+ Durham Cap Toe Boots
Gender: Men's
Color: Black Waterproof Full Grain
Price: $218.95
Rating: 4Rated 4 stars out of 5(1)

Sperry - Mini Lug Chukka. Color Other Beige. $150.00.

Pink Sperry Mini Lug Chukka

Pink Sperry Mini Lug Chukka

+2

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Beige
Price: $150
Rating

Johnston & Murphy - Barrett Plain Toe Boots. Color Tan Full Grain 1. On sale for $179.10. MSRP $199.00. 10% off. 4.5 out of 5 stars

Brown Johnston & Murphy Barrett Plain Toe Boots

Brown Johnston & Murphy Barrett Plain Toe Boots

Brand Name: Johnston & Murphy
Product Name: Barrett Plain Toe Boots
Gender: Men's
Color: Tan Full Grain 1
Price: $179.10MSRP: $19910% OFF
Rating: 5Rated 5 stars out of 5(131)

Johnston & Murphy - Calder Chelsea Boots. Color Brown Oiled Full Grain. $178.95. 5.0 out of 5 stars

Brown Johnston & Murphy Calder Chelsea Boots

Brown Johnston & Murphy Calder Chelsea Boots

Brand Name: Johnston & Murphy
Product Name: Calder Chelsea Boots
Gender: Men's
Color: Brown Oiled Full Grain
Price: $178.95
Rating: 5Rated 5 stars out of 5(1)

Red Wing Heritage - Blacksmith. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Tan Red Wing Heritage Blacksmith

Tan Red Wing Heritage Blacksmith

+2

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Gender: Men's
Color: Copper Rough & Tough
Price: $329.99
Rating: 5Rated 5 stars out of 5(24)

Stacy Adams - Brumley Moc Toe Lace-Up Boots. Color Brown Multi. On sale for $144.00. MSRP $160.00. 10% off.

Black Stacy Adams Brumley Moc Toe Lace-Up Boots

Black Stacy Adams Brumley Moc Toe Lace-Up Boots

+2 colors/patterns

Brand Name: Stacy Adams
Product Name: Brumley Moc Toe Lace-Up Boots
Gender: Men's
Color: Brown Multi
Price: $144MSRP: $16010% OFF
Rating

Eastland 1955 Edition - Chimney Pond. Color Black. On sale for $87.00. MSRP $145.00. 40% off. 5.0 out of 5 stars

Black Eastland 1955 Edition Chimney Pond

Black Eastland 1955 Edition Chimney Pond

+2

Brand Name: Eastland 1955 Edition
Product Name: Chimney Pond
Gender: Men's
Color: Black
Price: $87MSRP: $14540% OFF
Rating: 5Rated 5 stars out of 5(2)

Tommy Hilfiger - Berton. Color Cognac. On sale for $59.50. MSRP $119.00. 50% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $59.50MSRP: $11950% OFF
Rating

Stacy Adams - Bradley Chelsea Boot. Color Black. On sale for $119.90. MSRP $160.00. 25% off. 4.2 out of 5 stars

Black Stacy Adams Bradley Chelsea Boot

Black Stacy Adams Bradley Chelsea Boot

+2

Brand Name: Stacy Adams
Product Name: Bradley Chelsea Boot
Gender: Men's
Color: Black
Price: $119.90MSRP: $16025% OFF
Rating: 4Rated 4 stars out of 5(5)

Johnston & Murphy - Dudley Lug Wingtip Boots. Color Navy Multi Hand-stained Calfskin. $325.00. 3.0 out of 5 stars

Black Johnston & Murphy Dudley Lug Wingtip Boots

Black Johnston & Murphy Dudley Lug Wingtip Boots

Brand Name: Johnston & Murphy
Product Name: Dudley Lug Wingtip Boots
Gender: Men's
Color: Navy Multi Hand-stained Calfskin
Price: $325
Rating: 3Rated 3 stars out of 5(1)

Rockport - Ezra Waterproof Boots. Color Dark Brown Leather. $159.95. 2.8 out of 5 stars

Brown Rockport Ezra Waterproof Boots

Brown Rockport Ezra Waterproof Boots

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Dark Brown Leather
Price: $159.95
Rating: 3Rated 3 stars out of 5(6)

Allen Edmonds - Park Boot. Color Chili. Low Stock. On sale for $385.00. MSRP $550.00. 30% off. 3.9 out of 5 stars

Low Stock

Brown Allen Edmonds Park Boot

Brown Allen Edmonds Park Boot

+2

Brand Name: Allen Edmonds
Product Name: Park Boot
Gender: Men's
Color: Chili
Price: $385MSRP: $55030% OFF
Rating: 4Rated 4 stars out of 5(15)

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