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Size 9.5 Ankle Leather Shoes

159 items found

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Rockport - Ezra Waterproof Boots. Color Black Leather. On sale for $122.60. MSRP $159.95. 23% off. 2.8 out of 5 stars

Black Rockport Ezra Waterproof Boots

Black Rockport Ezra Waterproof Boots

+2

Brand Name: Rockport
Product Name: Ezra Waterproof Boots
Gender: Men's
Color: Black Leather
Price: $122.60MSRP: $159.9523% OFF
Rating: 3Rated 3 stars out of 5(6)

BRUNT - Kasparian 6" WP Soft. Color Brown. $154.99. 1.0 out of 5 stars

Brown BRUNT Kasparian 6" WP Soft

Brown BRUNT Kasparian 6" WP Soft

Brand Name: BRUNT
Product Name: Kasparian 6" WP Soft
Gender: Men's
Color: Brown
Price: $154.99
Rating: 1Rated 1 star out of 5(1)

ALDO - Bristoll-Wide. Color Brown. On sale for $134.93. MSRP $140.00. 4% off.

Brown ALDO Bristoll-Wide

Brown ALDO Bristoll-Wide

+2

Brand Name: ALDO
Product Name: Bristoll-Wide
Gender: Men's
Color: Brown
Price: $134.93MSRP: $1404% OFF
Rating

Ariat - Rebar Wedge Pull-On Waterproof Composite Toe Work Boots. Color Distressed Brown. $209.95. 4.1 out of 5 stars

Brown Ariat Rebar Wedge Pull-On Waterproof Composite Toe Work Boots

Brown Ariat Rebar Wedge Pull-On Waterproof Composite Toe Work Boots

Brand Name: Ariat
Product Name: Rebar Wedge Pull-On Waterproof Composite Toe Work Boots
Gender: Men's
Color: Distressed Brown
Price: $209.95
Rating: 4Rated 4 stars out of 5(26)

Allen Edmonds - Parkversboot. Color Navy. Low Stock. On sale for $385.00. MSRP $550.00. 30% off. 5.0 out of 5 stars

Low Stock

Navy Allen Edmonds Parkversboot

Navy Allen Edmonds Parkversboot

+2

Brand Name: Allen Edmonds
Product Name: Parkversboot
Gender: Men's
Color: Navy
Price: $385MSRP: $55030% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Turbo Duratread 6" Waterproof Work Boots. Color Dark Brown. $169.95. 4.3 out of 5 stars

Brown Ariat Turbo Duratread 6" Waterproof Work Boots

Brown Ariat Turbo Duratread 6" Waterproof Work Boots

Brand Name: Ariat
Product Name: Turbo Duratread 6" Waterproof Work Boots
Gender: Men's
Color: Dark Brown
Price: $169.95
Rating: 4Rated 4 stars out of 5(6)

To Boot New York - Vista. Color Dark Brown. Low Stock. $495.00.

Low Stock

Brown To Boot New York Vista

Brown To Boot New York Vista

Brand Name: To Boot New York
Product Name: Vista
Gender: Men's
Color: Dark Brown
Price: $495
Rating

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

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

Taft - Glen. Color Black Suede. $348.99.

Black Taft Glen

Black Taft Glen

Brand Name: Taft
Product Name: Glen
Gender: Men's
Color: Black Suede
Price: $348.99
Rating

Stacy Adams - Madison Boot. Color Black. On sale for $144.95. MSRP $165.00. 12% off. 4.6 out of 5 stars

Black Stacy Adams Madison Boot

Brand Name: Stacy Adams
Product Name: Madison Boot
Gender: Men's
Color: Black
Price: $144.95MSRP: $16512% OFF
Rating: 5Rated 5 stars out of 5(883)

Allen Edmonds - Tanner Chelsea Short Boots. Color Black. $550.00.

Black Allen Edmonds Tanner Chelsea Short Boots

Black Allen Edmonds Tanner Chelsea Short Boots

Brand Name: Allen Edmonds
Product Name: Tanner Chelsea Short Boots
Gender: Men's
Color: Black
Price: $550
Rating

Frye - Hudson Workboot Plain Toe. Color Whiskey. On sale for $220.80. MSRP $368.00. 40% 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: $220.80MSRP: $36840% OFF
Rating: 4Rated 4 stars out of 5(3)

To Boot New York - Monaco. Color Slate. $425.00.

Gray To Boot New York Monaco

Gray To Boot New York Monaco

+2

Brand Name: To Boot New York
Product Name: Monaco
Gender: Men's
Color: Slate
Price: $425
Rating

Vince - Jerome. Color Cocoa Brown Leather. On sale for $300.00. MSRP $330.00. 9% off.

Brown Vince Jerome

Brown Vince Jerome

Brand Name: Vince
Product Name: Jerome
Gender: Men's
Color: Cocoa Brown Leather
Price: $300MSRP: $3309% OFF
Rating

To Boot New York - Wright. Color Coffee. Low Stock. $525.00.

Low Stock

Brown To Boot New York Wright

Brown To Boot New York Wright

Brand Name: To Boot New York
Product Name: Wright
Gender: Men's
Color: Coffee
Price: $525
Rating

To Boot New York - Gilmour. Color Black. Low Stock. $525.00.

Low Stock

Black To Boot New York Gilmour

Black To Boot New York Gilmour

Brand Name: To Boot New York
Product Name: Gilmour
Gender: Men's
Color: Black
Price: $525
Rating

Polo Ralph Lauren - Ranger Mid Suede & Wool Tweed Boots. Color Tweed Colorblock. Low Stock. On sale for $215.30. MSRP $228.00. 6% off. 5.0 out of 5 stars

Low Stock

Brown Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Brown Polo Ralph Lauren Ranger Mid Suede & Wool Tweed Boots

Brand Name: Polo Ralph Lauren
Product Name: Ranger Mid Suede & Wool Tweed Boots
Gender: Men's
Color: Tweed Colorblock
Price: $215.30MSRP: $2286% OFF
Rating: 5Rated 5 stars out of 5(1)

Ariat - Longview Shock Shield 8" Waterproof Work Boots. Color Copper Brown. $199.95.

Brown Ariat Longview Shock Shield 8" Waterproof Work Boots

Brown Ariat Longview Shock Shield 8" Waterproof Work Boots

Brand Name: Ariat
Product Name: Longview Shock Shield 8" Waterproof Work Boots
Gender: Men's
Color: Copper Brown
Price: $199.95
Rating

Dan Post - Winslow. Color Dark Brown/Blue. Low Stock. On sale for $179.99. MSRP $249.95. 28% off. 4.2 out of 5 stars

Low Stock

Brown Dan Post Winslow

Brown Dan Post Winslow

Brand Name: Dan Post
Product Name: Winslow
Gender: Men's
Color: Dark Brown/Blue
Price: $179.99MSRP: $249.9528% OFF
Rating: 4Rated 4 stars out of 5(12)

Ariat - Longview Shock Shield 8" Waterproof Composite Toe Work Boots. Color Copper Brown. $209.95. 5.0 out of 5 stars

Brown Ariat Longview Shock Shield 8" Waterproof Composite Toe Work Boots

Brown Ariat Longview Shock Shield 8" Waterproof Composite Toe Work Boots

Brand Name: Ariat
Product Name: Longview Shock Shield 8" Waterproof Composite Toe Work Boots
Gender: Men's
Color: Copper Brown
Price: $209.95
Rating: 5Rated 5 stars out of 5(2)

Taft - Darcey. Color Brown. $295.00.

Brown Taft Darcey

Brown Taft Darcey

Brand Name: Taft
Product Name: Darcey
Gender: Men's
Color: Brown
Price: $295
Rating

Taft - Boston. Color Olive. $295.00.

Olive Taft Boston

Olive Taft Boston

+3

Brand Name: Taft
Product Name: Boston
Gender: Men's
Color: Olive
Price: $295
Rating

Magnanni - Oslo. Color Schore Suede. Low Stock. On sale for $380.00. MSRP $475.00. 20% off. 5.0 out of 5 stars

Low Stock

Brown Magnanni Oslo

Brown Magnanni Oslo

Brand Name: Magnanni
Product Name: Oslo
Gender: Men's
Color: Schore Suede
Price: $380MSRP: $47520% OFF
Rating: 5Rated 5 stars out of 5(1)

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

Low Stock

Black Allen Edmonds Park Boot

Black Allen Edmonds Park Boot

+2

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

Caterpillar - Threshold Rebound Waterproof Non Metallic Composite Toe. Color Pyramid. $154.95. 4.0 out of 5 stars

Black Caterpillar Threshold Rebound Waterproof Non Metallic Composite Toe

Black Caterpillar Threshold Rebound Waterproof Non Metallic Composite Toe

+3

Brand Name: Caterpillar
Product Name: Threshold Rebound Waterproof Non Metallic Composite Toe
Gender: Men's
Color: Pyramid
Price: $154.95
Rating: 4Rated 4 stars out of 5(17)

Asolo - Nuptse GV. Color Brown 1. $520.00. 2.3 out of 5 stars

Brown Asolo Nuptse GV

Brown Asolo Nuptse GV

Brand Name: Asolo
Product Name: Nuptse GV
Gender: Men's
Color: Brown 1
Price: $520
Rating: 2Rated 2 stars out of 5(3)

To Boot New York - Jonathan. Color Dark Brown. Low Stock. $450.00.

Low Stock

Brown To Boot New York Jonathan

Brown To Boot New York Jonathan

Brand Name: To Boot New York
Product Name: Jonathan
Gender: Men's
Color: Dark Brown
Price: $450
Rating

Eastland 1955 Edition - Ethan 1955. Color Black. Low Stock. $225.00.

Low Stock

Black Eastland 1955 Edition Ethan 1955

Black Eastland 1955 Edition Ethan 1955

Brand Name: Eastland 1955 Edition
Product Name: Ethan 1955
Gender: Men's
Color: Black
Price: $225
Rating

Ariat - Rebar Flex SD Composite Toe Work Boots. Color Distressed Brown/Stone. $209.95. 3.3 out of 5 stars

Brown Ariat Rebar Flex SD Composite Toe Work Boots

Brown Ariat Rebar Flex SD Composite Toe Work Boots

Brand Name: Ariat
Product Name: Rebar Flex SD Composite Toe Work Boots
Gender: Men's
Color: Distressed Brown/Stone
Price: $209.95
Rating: 3Rated 3 stars out of 5(3)

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

Harley-Davidson - Brake Buckle. Color Black. $177.00. 4.3 out of 5 stars

Black Harley-Davidson Brake Buckle

Black Harley-Davidson Brake Buckle

Brand Name: Harley-Davidson
Product Name: Brake Buckle
Gender: Men's
Color: Black
Price: $177
Rating: 4Rated 4 stars out of 5(9)

ALDO - Mayfair. Color Charcoal. On sale for $123.74. MSRP $150.00. 18% off.

Black ALDO Mayfair

Black ALDO Mayfair

Brand Name: ALDO
Product Name: Mayfair
Gender: Men's
Color: Charcoal
Price: $123.74MSRP: $15018% OFF
Rating

Cole Haan - Zerogrand Remastered Waterproof Chelsea Boots. Color Dark Coffee/Oxford Tan. On sale for $161.00. MSRP $230.00. 30% off.

Brown Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brown Cole Haan Zerogrand Remastered Waterproof Chelsea Boots

Brand Name: Cole Haan
Product Name: Zerogrand Remastered Waterproof Chelsea Boots
Gender: Men's
Color: Dark Coffee/Oxford Tan
Price: $161MSRP: $23030% OFF
Rating

Bruno Magli - Angiolini. Color Black. Low Stock. $495.00. 5.0 out of 5 stars

Low Stock

Black Bruno Magli Angiolini

Black Bruno Magli Angiolini

+2

Brand Name: Bruno Magli
Product Name: Angiolini
Gender: Men's
Color: Black
Price: $495
Rating: 5Rated 5 stars out of 5(3)

Hoss - Scout ST 6". Color Brown. $109.95. 4.0 out of 5 stars

Brown Hoss Scout ST 6"

Brown Hoss Scout ST 6"

Brand Name: Hoss
Product Name: Scout ST 6"
Gender: Men's
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(1)

COACH - Dalton Chelsea Boot. Color Dark Saddle. On sale for $206.50. MSRP $295.00. 30% off. 3.0 out of 5 stars

Tan COACH Dalton Chelsea Boot

Tan COACH Dalton Chelsea Boot

Brand Name: COACH
Product Name: Dalton Chelsea Boot
Gender: Men's
Color: Dark Saddle
Price: $206.50MSRP: $29530% OFF
Rating: 3Rated 3 stars out of 5(2)

Red Wing Heritage - 6" Moc Toe. Color Chocolate Muleskinner. $319.99. 4.5 out of 5 stars

Brown Red Wing Heritage 6" Moc Toe

Brown Red Wing Heritage 6" Moc Toe

+7

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Gender: Men's
Color: Chocolate Muleskinner
Price: $319.99
Rating: 5Rated 5 stars out of 5(264)

Timberland PRO - Morphix 6" Composite Safety Toe Waterproof. Color Wheat1. On sale for $159.95. MSRP $170.00. 6% off. 4.2 out of 5 stars

Brown Timberland PRO Morphix 6" Composite Safety Toe Waterproof

Brown Timberland PRO Morphix 6" Composite Safety Toe Waterproof

+3

Brand Name: Timberland PRO
Product Name: Morphix 6" Composite Safety Toe Waterproof
Gender: Men's
Color: Wheat1
Price: $159.95MSRP: $1706% OFF
Rating: 4Rated 4 stars out of 5(162)

Red Wing Heritage - Classic Chelsea. Color Amber Harness. $299.99. 4.1 out of 5 stars

Brown Red Wing Heritage Classic Chelsea

Brown Red Wing Heritage Classic Chelsea

+3

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Gender: Men's
Color: Amber Harness
Price: $299.99
Rating: 4Rated 4 stars out of 5(16)

KEEN Utility - Speedworks Work Sneakers (Carbon-Fiber Toe). Color Black/Steel Grey. $145.00. 3.0 out of 5 stars

Black KEEN Utility Speedworks Work Sneakers (Carbon-Fiber Toe)

Black KEEN Utility Speedworks Work Sneakers (Carbon-Fiber Toe)

+2

Brand Name: KEEN Utility
Product Name: Speedworks Work Sneakers (Carbon-Fiber Toe)
Gender: Men's
Color: Black/Steel Grey
Price: $145
Rating: 3Rated 3 stars out of 5(36)

Frye - Paul Chukka. Color Mushroom. Low Stock. On sale for $169.20. MSRP $188.00. 10% off. 4.0 out of 5 stars

Low Stock

Neutral Frye Paul Chukka

Neutral Frye Paul Chukka

+2

Brand Name: Frye
Product Name: Paul Chukka
Gender: Men's
Color: Mushroom
Price: $169.20MSRP: $18810% OFF
Rating: 4Rated 4 stars out of 5(9)

Clarks - Shepton. Color Dark Brown Leather. On sale for $77.00. MSRP $110.00. 30% off. 1.6 out of 5 stars

Brown Clarks Shepton

Brown Clarks Shepton

+6

Brand Name: Clarks
Product Name: Shepton
Gender: Men's
Color: Dark Brown Leather
Price: $77MSRP: $11030% OFF
Rating: 2Rated 2 stars out of 5(7)

Lowa - Innovo GTX Mid. Color Black/Gery. $245.00.

Black Lowa Innovo GTX Mid

Black Lowa Innovo GTX Mid

+3

Brand Name: Lowa
Product Name: Innovo GTX Mid
Gender: Men's
Color: Black/Gery
Price: $245
Rating

Allen Edmonds - Tompkins. Color Brown Leather. $550.00. 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: Brown Leather
Price: $550
Rating: 4Rated 4 stars out of 5(2)

Cole Haan - American Classics Chelsea Boots. Color Morel Nubuck Waterproof/Black. On sale for $140.00. MSRP $200.00. 30% off. 3.0 out of 5 stars

Taupe Cole Haan American Classics Chelsea Boots

Taupe Cole Haan American Classics Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: American Classics Chelsea Boots
Gender: Men's
Color: Morel Nubuck Waterproof/Black
Price: $140MSRP: $20030% OFF
Rating: 3Rated 3 stars out of 5(1)

Dunham - Brisco. Color Dark Brown Leather. On sale for $143.33. MSRP $159.95. 10% off. 4.0 out of 5 stars

Brown Dunham Brisco

Brown Dunham Brisco

+2

Brand Name: Dunham
Product Name: Brisco
Gender: Men's
Color: Dark Brown Leather
Price: $143.33MSRP: $159.9510% OFF
Rating: 4Rated 4 stars out of 5(1)

L.L.Bean - 8" Bean Boots. Color Tan/Bean Boot Brown/Gum. $149.00. 4.5 out of 5 stars

Brown L.L.Bean 8" Bean Boots

Brown L.L.Bean 8" Bean Boots

+2

Brand Name: L.L.Bean
Product Name: 8" Bean Boots
Gender: Men's
Color: Tan/Bean Boot Brown/Gum
Price: $149
Rating: 4Rated 4 stars out of 5(879)

Clarks - Shepton Easy. Color Beeswax Leather. On sale for $101.50. MSRP $130.00. 22% 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: $101.50MSRP: $13022% OFF
Rating: 5Rated 5 stars out of 5(1)

Frye - Tyler Flex Lace Up. Color Cognac. On sale for $158.73. MSRP $258.00. 38% off. 4.2 out of 5 stars

Tan Frye Tyler Flex Lace Up

Tan Frye Tyler Flex Lace Up

Brand Name: Frye
Product Name: Tyler Flex Lace Up
Gender: Men's
Color: Cognac
Price: $158.73MSRP: $25838% OFF
Rating: 4Rated 4 stars out of 5(5)

Cole Haan - Chamberlin Grand Chelsea Boots. Color Black Nubuck/Black Water Resistant. $150.00.

Black Cole Haan Chamberlin Grand Chelsea Boots

Black Cole Haan Chamberlin Grand Chelsea Boots

+2

Brand Name: Cole Haan
Product Name: Chamberlin Grand Chelsea Boots
Gender: Men's
Color: Black Nubuck/Black Water Resistant
Price: $150
Rating

Dansko - Sigourney. Color Mushroom. On sale for $138.71. MSRP $184.95. 25% off. 3.6 out of 5 stars

Neutral Dansko Sigourney

Neutral Dansko Sigourney

+3

Brand Name: Dansko
Product Name: Sigourney
Gender: Women's
Color: Mushroom
Price: $138.71MSRP: $184.9525% OFF
Rating: 4Rated 4 stars out of 5(31)

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 - Upton Chelsea Boots. Color Tan Full Grain. On sale for $119.99. MSRP $179.00. 33% off. 2.0 out of 5 stars

Tan Johnston & Murphy Upton Chelsea Boots

Tan Johnston & Murphy Upton Chelsea Boots

+2

Brand Name: Johnston & Murphy
Product Name: Upton Chelsea Boots
Gender: Men's
Color: Tan Full Grain
Price: $119.99MSRP: $17933% OFF
Rating: 2Rated 2 stars out of 5(1)

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

Mephisto - Fosco. Color Dark Brown. $449.00.

Brown Mephisto Fosco

Brown Mephisto Fosco

+2

Brand Name: Mephisto
Product Name: Fosco
Gender: Men's
Color: Dark Brown
Price: $449
Rating

Johnston & Murphy - XC Flex Raleigh Cap Toe Zip. Color Dark Tan Full Grain. Low Stock. $184.95. 4.3 out of 5 stars

Low Stock

Tan Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Tan Johnston & Murphy XC Flex Raleigh Cap Toe Zip

Brand Name: Johnston & Murphy
Product Name: XC Flex Raleigh Cap Toe Zip
Gender: Men's
Color: Dark Tan Full Grain
Price: $184.95
Rating: 4Rated 4 stars out of 5(167)

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