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Size 8.5 Ankle Leather Shoes

416 items found

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Cole Haan - Judson Grand Chukka Boots. Color Raven Suede/Demitasse Water Resistant. Low Stock. On sale for $182.00. MSRP $260.00. 30% off.

Low Stock

Gray Cole Haan Judson Grand Chukka Boots

Gray Cole Haan Judson Grand Chukka Boots

+3

Brand Name: Cole Haan
Product Name: Judson Grand Chukka Boots
Gender: Men's
Color: Raven Suede/Demitasse Water Resistant
Price: $182MSRP: $26030% OFF
Rating

KEEN Utility - San Jose 6" (Soft Toe). Color Gingerbread/Off-White. $159.95. 4.1 out of 5 stars

Brown KEEN Utility San Jose 6" (Soft Toe)

Brown KEEN Utility San Jose 6" (Soft Toe)

+2

Brand Name: KEEN Utility
Product Name: San Jose 6" (Soft Toe)
Gender: Men's
Color: Gingerbread/Off-White
Price: $159.95
Rating: 4Rated 4 stars out of 5(124)

Deer Stags - Brayden. Color Black. On sale for $65.00. MSRP $100.00. 35% off. 3.3 out of 5 stars

Black Deer Stags Brayden

Black Deer Stags Brayden

Brand Name: Deer Stags
Product Name: Brayden
Gender: Men's
Color: Black
Price: $65MSRP: $10035% OFF
Rating: 3Rated 3 stars out of 5(3)

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)

Caterpillar - Threshold Waterproof Steel Toe. Color Brown. $119.95. 4.1 out of 5 stars

Brown Caterpillar Threshold Waterproof Steel Toe

Brown Caterpillar Threshold Waterproof Steel Toe

Brand Name: Caterpillar
Product Name: Threshold Waterproof Steel Toe
Gender: Men's
Color: Brown
Price: $119.95
Rating: 4Rated 4 stars out of 5(73)

Scarpa - Moraine Mid WP. Color Anthracite 1. $189.00. 4.0 out of 5 stars

Silver Scarpa Moraine Mid WP

Silver Scarpa Moraine Mid WP

+2 colors/patterns

Brand Name: Scarpa
Product Name: Moraine Mid WP
Gender: Men's
Color: Anthracite 1
Price: $189
Rating: 4Rated 4 stars out of 5(1)

KEEN Utility - Cincinnati 6" Waterproof (Soft Toe). Color Belgian/Sandshell. $190.00. 4.0 out of 5 stars

Brown KEEN Utility Cincinnati 6" Waterproof (Soft Toe)

Brown KEEN Utility Cincinnati 6" Waterproof (Soft Toe)

Brand Name: KEEN Utility
Product Name: Cincinnati 6" Waterproof (Soft Toe)
Gender: Men's
Color: Belgian/Sandshell
Price: $190
Rating: 4Rated 4 stars out of 5(186)

Deer Stags - Bangor. Color Black/Black. On sale for $54.00. MSRP $90.00. 40% off. 3.9 out of 5 stars

Black Deer Stags Bangor

Black Deer Stags Bangor

Brand Name: Deer Stags
Product Name: Bangor
Gender: Men's
Color: Black/Black
Price: $54MSRP: $9040% OFF
Rating: 4Rated 4 stars out of 5(14)

Marc Joseph New York - Austin. Color Cognac Grainy. On sale for $89.95. MSRP $195.00. 54% off. 4.1 out of 5 stars

Brown Marc Joseph New York Austin

Brown Marc Joseph New York Austin

Brand Name: Marc Joseph New York
Product Name: Austin
Gender: Men's
Color: Cognac Grainy
Price: $89.95MSRP: $19554% OFF
Rating: 4Rated 4 stars out of 5(9)

KEEN Utility - San Jose 6” Alloy Toe Waterproof 90 Degree Heel. Color Bison/Black. $180.00. 3.0 out of 5 stars

Brown KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

Brown KEEN Utility San Jose 6” Alloy Toe Waterproof 90 Degree Heel

+2

Brand Name: KEEN Utility
Product Name: San Jose 6” Alloy Toe Waterproof 90 Degree Heel
Gender: Men's
Color: Bison/Black
Price: $180
Rating: 3Rated 3 stars out of 5(12)

Propet - Veymont. Color Grey/Blue. On sale for $108.80. MSRP $169.95. 36% off. 3.4 out of 5 stars

Gray Propet Veymont

Gray Propet Veymont

Brand Name: Propet
Product Name: Veymont
Gender: Men's
Color: Grey/Blue
Price: $108.80MSRP: $169.9536% OFF
Rating: 3Rated 3 stars out of 5(15)

Twisted X - 4" Work Chelsea Boot. Color Black. Low Stock. $184.95.

Low Stock

Black Twisted X 4" Work Chelsea Boot

Black Twisted X 4" Work Chelsea Boot

+2

Brand Name: Twisted X
Product Name: 4" Work Chelsea Boot
Gender: Men's
Color: Black
Price: $184.95
Rating

Timberland - Britton Road Mid Lace Up Waterproof. Color Wheat Full Grain. On sale for $110.50. MSRP $170.00. 35% off. 4.7 out of 5 stars

Brown Timberland Britton Road Mid Lace Up Waterproof

Brown Timberland Britton Road Mid Lace Up Waterproof

Brand Name: Timberland
Product Name: Britton Road Mid Lace Up Waterproof
Gender: Men's
Color: Wheat Full Grain
Price: $110.50MSRP: $17035% OFF
Rating: 5Rated 5 stars out of 5(60)

Carhartt - Force 5" Lightweight Sneaker Boots Nano Comp Toe. Color Black Textile. $144.99. 4.0 out of 5 stars

Black Carhartt Force 5" Lightweight Sneaker Boots Nano Comp Toe

Black Carhartt Force 5" Lightweight Sneaker Boots Nano Comp Toe

+2

Brand Name: Carhartt
Product Name: Force 5" Lightweight Sneaker Boots Nano Comp Toe
Gender: Men's
Color: Black Textile
Price: $144.99
Rating: 4Rated 4 stars out of 5(188)

New Balance - Allsite Waterproof Comp Toe EH PR SR. Color Black. Low Stock. On sale for $161.99. MSRP $174.99. 7% off. 3.4 out of 5 stars

Low Stock

Black New Balance Allsite Waterproof Comp Toe EH PR SR

Black New Balance Allsite Waterproof Comp Toe EH PR SR

Brand Name: New Balance
Product Name: Allsite Waterproof Comp Toe EH PR SR
Gender: Men's
Color: Black
Price: $161.99MSRP: $174.997% OFF
Rating: 3Rated 3 stars out of 5(49)

Hoss - Carson 6 Inch - BIG HOSS Sizes. Color Brown. Low Stock. $155.00. 3.5 out of 5 stars

Low Stock

Brown Hoss Carson 6 Inch - BIG HOSS Sizes

Brown Hoss Carson 6 Inch - BIG HOSS Sizes

+2

Brand Name: Hoss
Product Name: Carson 6 Inch - BIG HOSS Sizes
Gender: Men's
Color: Brown
Price: $155
Rating: 4Rated 4 stars out of 5(23)

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