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Size 9.5 Ankle Leather Leather On Sale Products

48 items found

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Nunn Bush - Otis 2.0 Chelsea Fashion Leather Boots. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.2 out of 5 stars

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

Tan Nunn Bush Otis 2.0 Chelsea Fashion Leather Boots

+3

Brand Name: Nunn Bush
Product Name: Otis 2.0 Chelsea Fashion Leather Boots
Gender: Men's
Color: Tan
Price: $89.95MSRP: $12025% OFF
Rating: 4Rated 4 stars out of 5(9)

Peter Millar - Tempest Boots. Color Walnut. Low Stock. On sale for $221.25. MSRP $295.00. 25% off. 5.0 out of 5 stars

Low Stock

Brown Peter Millar Tempest Boots

Brown Peter Millar Tempest Boots

+2

Brand Name: Peter Millar
Product Name: Tempest Boots
Gender: Men's
Color: Walnut
Price: $221.25MSRP: $29525% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Paul Mid Lace. Color Black. On sale for $205.20. MSRP $228.00. 10% off. 5.0 out of 5 stars

Black Frye Paul Mid Lace

Black Frye Paul Mid Lace

+3

Brand Name: Frye
Product Name: Paul Mid Lace
Gender: Men's
Color: Black
Price: $205.20MSRP: $22810% OFF
Rating: 5Rated 5 stars out of 5(1)

Nunn Bush - Odell 2.0 Wingtip Dress Casual Chukka Leather Boots. Color Tan. On sale for $89.95. MSRP $120.00. 25% off. 4.5 out of 5 stars

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

Tan Nunn Bush Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

+1

Brand Name: Nunn Bush
Product Name: Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Gender: Men's
Color: Tan
Price: $89.95MSRP: $12025% OFF
Rating: 5Rated 5 stars out of 5(12)

Clarks - Shepton. Color Black Leather. On sale for $90.00. MSRP $110.00. 18% off. 1.7 out of 5 stars

Black Clarks Shepton

Black Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Black Leather
Price: $90MSRP: $11018% OFF
Rating: 2Rated 2 stars out of 5(6)

Cole Haan - American Classics Chelsea Boots. Color Black Waterproof/Black/Black. Low Stock. On sale for $150.00. MSRP $200.00. 25% off.

Low Stock

Black Cole Haan American Classics Chelsea Boots

Black Cole Haan American Classics Chelsea Boots

+3

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Black Waterproof/Black/Black
Price: $150MSRP: $20025% OFF
Rating

Stacy Adams - Kaius Double Monk Strap Boots. Color Cognac. Low Stock. On sale for $114.48. MSRP $150.00. 24% off. 4.0 out of 5 stars

Low Stock

Tan Stacy Adams Kaius Double Monk Strap Boots

Tan Stacy Adams Kaius Double Monk Strap Boots

+2

Brand Name: Stacy Adams
Product Name: Kaius Double Monk Strap Boots
Gender: Men's
Color: Cognac
Price: $114.48MSRP: $15024% OFF
Rating: 4Rated 4 stars out of 5(1)

Caterpillar - Striver Waterproof Steel Toe. Color Brown 1. On sale for $89.99. MSRP $100.00. 10% off. 3.4 out of 5 stars

Brown Caterpillar Striver Waterproof Steel Toe

Brown Caterpillar Striver Waterproof Steel Toe

Brand Name: Caterpillar
Product Name: Striver Waterproof Steel Toe
Gender: Men's
Color: Brown 1
Price: $89.99MSRP: $10010% OFF
Rating: 3Rated 3 stars out of 5(5)

Born - Reed. Color Brown (Wood). On sale for $119.95. MSRP $150.00. 20% off.

Brown Born Reed

Brown Born Reed

+3

Brand Name: Born
Product Name: Reed
Gender: Men's
Color: Brown (Wood)
Price: $119.95MSRP: $15020% OFF
Rating

Steve Madden - Hatford. Color Black. On sale for $87.41. MSRP $100.00. 13% off.

Black Steve Madden Hatford

Black Steve Madden Hatford

+4

Brand Name: Steve Madden
Product Name: Hatford
Gender: Men's
Color: Black
Price: $87.41MSRP: $10013% OFF
Rating

Frye - Barrett Lace Up. Color Golden Rod. On sale for $210.80. MSRP $248.00. 15% off. 5.0 out of 5 stars

Tan Frye Barrett Lace Up

Tan Frye Barrett Lace Up

+3

Brand Name: Frye
Product Name: Barrett Lace Up
Gender: Men's
Color: Golden Rod
Price: $210.80MSRP: $24815% OFF
Rating: 5Rated 5 stars out of 5(2)

Dunham - Brisco. Color Black Leather. On sale for $136.15. MSRP $159.95. 15% off. 4.0 out of 5 stars

Black Dunham Brisco

Black Dunham Brisco

+3

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Black Leather
Price: $136.15MSRP: $159.9515% OFF
Rating: 4Rated 4 stars out of 5(1)

Florsheim - Rucci Wingtip Lace Boots. Color Black. On sale for $135.73. MSRP $155.00. 12% off. 4.9 out of 5 stars

Black Florsheim Rucci Wingtip Lace Boots

Black Florsheim Rucci Wingtip Lace Boots

+2

Brand Name: Florsheim
Product Name: Rucci Wingtip Lace Boots
Gender: Men's
Color: Black
Price: $135.73MSRP: $15512% OFF
Rating: 5Rated 5 stars out of 5(26)

Polo Ralph Lauren - Oslo High Boot. Color Black. On sale for $150.40. MSRP $188.00. 20% off. 4.2 out of 5 stars

Black Polo Ralph Lauren Oslo High Boot

Black Polo Ralph Lauren Oslo High Boot

+2

Brand Name: Polo Ralph Lauren
Product Name: Oslo High Boot
Gender: Men's
Color: Black
Price: $150.40MSRP: $18820% OFF
Rating: 4Rated 4 stars out of 5(6)

Timberland PRO - PRO Wedge 6 Inch Moc Soft Toe. Color Rust. On sale for $124.95. MSRP $145.00. 14% off. 4.2 out of 5 stars

Brown Timberland PRO PRO Wedge 6 Inch Moc Soft Toe

Brown Timberland PRO PRO Wedge 6 Inch Moc Soft Toe

Brand Name: Timberland PRO
Product Name: PRO Wedge 6 Inch Moc Soft Toe
Gender: Men's
Color: Rust
Price: $124.95MSRP: $14514% OFF
Rating: 4Rated 4 stars out of 5(212)

Dansko - Tony. Color Black. On sale for $129.98. MSRP $194.95. 33% off.

Black Dansko Tony

Black Dansko Tony

+2

Brand Name: Dansko
Product Name: Tony
Gender: Men's
Color: Black
Price: $129.98MSRP: $194.9533% OFF
Rating

Cole Haan - Chamberlin Grand Cap Toe Boots. Color Black Nubuck/Black Water Resistant. On sale for $134.34. MSRP $150.00. 10% off.

Black Cole Haan Chamberlin Grand Cap Toe Boots

Black Cole Haan Chamberlin Grand Cap Toe Boots

+2

Brand Name: Cole Haan
Product Name: Chamberlin Grand Cap Toe Boots
Gender: Men's
Color: Black Nubuck/Black Water Resistant
Price: $134.34MSRP: $15010% OFF
Rating

Steve Madden - Hatton. Color Dark Grey. Low Stock. On sale for $135.35. MSRP $170.00. 20% off. 4.0 out of 5 stars

Low Stock

Gray Steve Madden Hatton

Gray Steve Madden Hatton

Brand Name: Steve Madden
Product Name: Hatton
Gender: Men's
Color: Dark Grey
Price: $135.35MSRP: $17020% OFF
Rating: 4Rated 4 stars out of 5(1)

To Boot New York - Christophe. Color Grey. Low Stock. On sale for $346.50. MSRP $495.00. 30% off.

Low Stock

Gray To Boot New York Christophe

Gray To Boot New York Christophe

+3

Brand Name: To Boot New York
Product Name: Christophe
Gender: Men's
Color: Grey
Price: $346.50MSRP: $49530% OFF
Rating

Stacy Adams - Townsend Chelsea Boots. Color Black Tumble. Low Stock. On sale for $119.99. MSRP $150.00. 20% off.

Low Stock

Black Stacy Adams Townsend Chelsea Boots

Black Stacy Adams Townsend Chelsea Boots

Brand Name: Stacy Adams
Product Name: Townsend Chelsea Boots
Gender: Men's
Color: Black Tumble
Price: $119.99MSRP: $15020% OFF
Rating

Martin Dingman - Huntley Chelsea Boot. Color French Roast 1. On sale for $227.50. MSRP $350.00. 35% off.

Tan Martin Dingman Huntley Chelsea Boot

Tan Martin Dingman Huntley Chelsea Boot

+2

Brand Name: Martin Dingman
Product Name: Huntley Chelsea Boot
Gender: Men's
Color: French Roast 1
Price: $227.50MSRP: $35035% OFF
Rating

Danner - Jag Full Grain. Color Midnight. Low Stock. On sale for $179.95. MSRP $199.95. 10% off. 4.0 out of 5 stars

Low Stock

Navy Danner Jag Full Grain

Navy Danner Jag Full Grain

Brand Name: Danner
Product Name: Jag Full Grain
Gender: Men's
Color: Midnight
Price: $179.95MSRP: $199.9510% OFF
Rating: 4Rated 4 stars out of 5(34)

Zamberlan - Vioz Lux GTX RR. Color Brick. On sale for $380.05. MSRP $425.00. 11% off. 4.4 out of 5 stars

Red Zamberlan Vioz Lux GTX RR

Red Zamberlan Vioz Lux GTX RR

Brand Name: Zamberlan
Product Name: Vioz Lux GTX RR
Gender: Men's
Color: Brick
Price: $380.05MSRP: $42511% OFF
Rating: 4Rated 4 stars out of 5(23)

Stacy Adams - Bradley Chelsea Boot. Color Black. Low Stock. On sale for $119.90. MSRP $160.00. 25% off. 4.0 out of 5 stars

Low Stock

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(4)

L.L.Bean - Allagash Handsewn Chukka Boot. Color Canyon. On sale for $143.99. MSRP $180.00. 20% off. 3.9 out of 5 stars

Multi L.L.Bean Allagash Handsewn Chukka Boot

Multi L.L.Bean Allagash Handsewn Chukka Boot

+2

Brand Name: L.L.Bean
Product Name: Allagash Handsewn Chukka Boot
Gender: Men's
Color: Canyon
Price: $143.99MSRP: $18020% OFF
Rating: 4Rated 4 stars out of 5(35)

Taft - Lewis. Color Oro Viejo. On sale for $295.00. MSRP $349.00. 15% off.

Brown Taft Lewis

Brown Taft Lewis

Brand Name: Taft
Product Name: Lewis
Gender: Men's
Color: Oro Viejo
Price: $295MSRP: $34915% OFF
Rating

Steve Madden - Haynes. Color Black Leat. Low Stock. On sale for $136.00. MSRP $170.00. 20% off. 3.0 out of 5 stars

Low Stock

Black Steve Madden Haynes

Black Steve Madden Haynes

Brand Name: Steve Madden
Product Name: Haynes
Gender: Men's
Color: Black Leat
Price: $136MSRP: $17020% OFF
Rating: 3Rated 3 stars out of 5(1)

Bruno Magli - Raging Boots. Color Black. Low Stock. On sale for $395.00. MSRP $450.00. 12% off. 3.0 out of 5 stars

Low Stock

Black Bruno Magli Raging Boots

Black Bruno Magli Raging Boots

Brand Name: Bruno Magli
Product Name: Raging Boots
Gender: Men's
Color: Black
Price: $395MSRP: $45012% OFF
Rating: 3Rated 3 stars out of 5(3)

Frye - Hudson Workboot Plain Toe. Color Whiskey. On sale for $312.80. MSRP $368.00. 15% off. 4.0 out of 5 stars

Brown Frye Hudson Workboot Plain Toe

Brown Frye Hudson Workboot Plain Toe

+2

Brand Name: Frye
Product Name: Hudson Workboot Plain Toe
Gender: Men's
Color: Whiskey
Price: $312.80MSRP: $36815% OFF
Rating: 4Rated 4 stars out of 5(3)

ALDO - Brewster. Color Black. On sale for $104.98. MSRP $150.00. 30% off.

Black ALDO Brewster

Black ALDO Brewster

Brand Name: ALDO
Product Name: Brewster
Gender: Men's
Color: Black
Price: $104.98MSRP: $15030% OFF
Rating

Martin Dingman - Old Row Chukka Boot. Color Cigar. Low Stock. On sale for $227.50. MSRP $350.00. 35% off.

Low Stock

Brown Martin Dingman Old Row Chukka Boot

Brown Martin Dingman Old Row Chukka Boot

Brand Name: Martin Dingman
Product Name: Old Row Chukka Boot
Gender: Men's
Color: Cigar
Price: $227.50MSRP: $35035% OFF
Rating

Nunn Bush - Odell Wingtip Boot with KORE Walking Comfort Technology. Color Brown CH. On sale for $79.98. MSRP $115.00. 30% off. 4.2 out of 5 stars

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brown Nunn Bush Odell Wingtip Boot with KORE Walking Comfort Technology

Brand Name: Nunn Bush
Product Name: Odell Wingtip Boot with KORE Walking Comfort Technology
Gender: Men's
Color: Brown CH
Price: $79.98MSRP: $11530% OFF
Rating: 4Rated 4 stars out of 5(129)

Allen Edmonds - Dallaslow. Color Brown Leather. Low Stock. On sale for $416.50. MSRP $595.00. 30% off.

Low Stock

Brown Allen Edmonds Dallaslow

Brown Allen Edmonds Dallaslow

Brand Name: Allen Edmonds
Product Name: Dallaslow
Gender: Men's
Color: Brown Leather
Price: $416.50MSRP: $59530% OFF
Rating

Allen Edmonds - Tompkins. Color Snuff Suede. On sale for $379.00. MSRP $495.00. 23% off. 3.5 out of 5 stars

Brown Allen Edmonds Tompkins

Brown Allen Edmonds Tompkins

+2

Brand Name: Allen Edmonds
Product Name: Tompkins
Gender: Men's
Color: Snuff Suede
Price: $379MSRP: $49523% OFF
Rating: 4Rated 4 stars out of 5(2)

Tommy Hilfiger - Bage. Color Cognac Tumble. On sale for $89.25. MSRP $119.00. 25% off. 4.5 out of 5 stars

Tan Tommy Hilfiger Bage

Tan Tommy Hilfiger Bage

+4

Brand Name: Tommy Hilfiger
Product Name: Bage
Gender: Men's
Color: Cognac Tumble
Price: $89.25MSRP: $11925% OFF
Rating: 5Rated 5 stars out of 5(2)

Stacy Adams - Madison Cap Toe Lace-Up Boots. Color Cognac. On sale for $131.25. MSRP $175.00. 25% off. 5.0 out of 5 stars

Tan Stacy Adams Madison Cap Toe Lace-Up Boots

Tan Stacy Adams Madison Cap Toe Lace-Up Boots

+4

Brand Name: Stacy Adams
Product Name: Madison Cap Toe Lace-Up Boots
Gender: Men's
Color: Cognac
Price: $131.25MSRP: $17525% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Tyler Flex Chelsea. Color Black. On sale for $187.60. MSRP $268.00. 30% off. 3.5 out of 5 stars

Black Frye Tyler Flex Chelsea

Black Frye Tyler Flex Chelsea

+3

Brand Name: Frye
Product Name: Tyler Flex Chelsea
Gender: Men's
Color: Black
Price: $187.60MSRP: $26830% OFF
Rating: 4Rated 4 stars out of 5(6)

L.L.Bean - Rubber Moc. Color Field Olive/Bean Boot Brown/Sail Orange. On sale for $74.99. MSRP $99.95. 25% off. 3.9 out of 5 stars

Olive L.L.Bean Rubber Moc

Olive L.L.Bean Rubber Moc

+4

Brand Name: L.L.Bean
Product Name: Rubber Moc
Gender: Men's
Color: Field Olive/Bean Boot Brown/Sail Orange
Price: $74.99MSRP: $99.9525% OFF
Rating: 4Rated 4 stars out of 5(171)

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $117.00. MSRP $130.00. 10% off. 5.0 out of 5 stars

Brown Clarks Shepton Easy

Brown Clarks Shepton Easy

+2

Brand Name: Clarks
Product Name: Shepton Easy
Gender: Men's
Color: Beeswax Leather
Price: $117MSRP: $13010% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Paul Chukka. Color Black. Low Stock. On sale for $150.40. MSRP $188.00. 20% off. 4.0 out of 5 stars

Low Stock

Black Frye Paul Chukka

Black Frye Paul Chukka

+2

Brand Name: Frye
Product Name: Paul Chukka
Gender: Men's
Color: Black
Price: $150.40MSRP: $18820% OFF
Rating: 4Rated 4 stars out of 5(3)

Florsheim - Rucci Plain Toe Chukka Boot. Color Brown Smooth. On sale for $134.95. MSRP $155.00. 13% off. 4.3 out of 5 stars

Brown Florsheim Rucci Plain Toe Chukka Boot

Brown Florsheim Rucci Plain Toe Chukka Boot

Brand Name: Florsheim
Product Name: Rucci Plain Toe Chukka Boot
Gender: Men's
Color: Brown Smooth
Price: $134.95MSRP: $15513% OFF
Rating: 4Rated 4 stars out of 5(51)

Martin Dingman - Blue Ridge Chukka Boot. Color Chestnut 1. Low Stock. On sale for $211.25. MSRP $325.00. 35% off.

Low Stock

Khaki Martin Dingman Blue Ridge Chukka Boot

Khaki Martin Dingman Blue Ridge Chukka Boot

Brand Name: Martin Dingman
Product Name: Blue Ridge Chukka Boot
Gender: Men's
Color: Chestnut 1
Price: $211.25MSRP: $32535% OFF
Rating

Sperry - Mini Lug Chukka. Color Other Brown. On sale for $105.00. MSRP $150.00. 30% off.

Brown Sperry Mini Lug Chukka

Brown Sperry Mini Lug Chukka

+2

Brand Name: Sperry
Product Name: Mini Lug Chukka
Gender: Men's
Color: Other Brown
Price: $105MSRP: $15030% OFF
Rating

Rockport - Ezra Waterproof Boots. Color Taupe Leather. On sale for $109.96. MSRP $159.95. 31% off. 2.4 out of 5 stars

Taupe Rockport Ezra Waterproof Boots

Taupe Rockport Ezra Waterproof Boots

+2

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Taupe Leather
Price: $109.96MSRP: $159.9531% OFF
Rating: 2Rated 2 stars out of 5(5)

Frye - Austin Inside Zip. Color Black 2. On sale for $264.60. MSRP $378.00. 30% off. 3.4 out of 5 stars

Black Frye Austin Inside Zip

Black Frye Austin Inside Zip

+3

Brand Name: Frye
Product Name: Austin Inside Zip
Gender: Men's
Color: Black 2
Price: $264.60MSRP: $37830% OFF
Rating: 3Rated 3 stars out of 5(38)

Tommy Hilfiger - Berton. Color Cognac. On sale for $89.25. MSRP $119.00. 25% off.

Tan Tommy Hilfiger Berton

Tan Tommy Hilfiger Berton

+2

Brand Name: Tommy Hilfiger
Product Name: Berton
Gender: Men's
Color: Cognac
Price: $89.25MSRP: $11925% OFF
Rating

Johnston & Murphy - XC Flex Raleigh Chelsea. Color Black Full Grain. On sale for $129.99. MSRP $185.00. 30% off. 4.4 out of 5 stars

Black Johnston & Murphy XC Flex Raleigh Chelsea

Black Johnston & Murphy XC Flex Raleigh Chelsea

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Chelsea
Gender: Men's
Color: Black Full Grain
Price: $129.99MSRP: $18530% OFF
Rating: 4Rated 4 stars out of 5(69)

Steve Madden - Noby. Color Grey. On sale for $154.41. MSRP $175.00. 12% off. 3.2 out of 5 stars

Gray Steve Madden Noby

Gray Steve Madden Noby

+1

Brand Name: Steve Madden
Product Name: Noby
Gender: Men's
Color: Grey
Price: $154.41MSRP: $17512% OFF
Rating: 3Rated 3 stars out of 5(4)

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