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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 11 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Best Seller
Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Xtratuf Wheelhouse 6 in Ankle Deck Boot - Men's Black 13 XMW-000-BLK-130

Xtratuf Wheelhouse 6 in Ankle Deck Boot - Men's Black 13 XMW-000-BLK-130

Xtratuf Wheelhouse 6 in Ankle Deck Boot - Men's Black 13 XMW-000-BLK-130. These Men's Footwear from Xtratuf feature reinforced areas in high wear areas such as the toe and heel to ensure these boots can take the stress of a long day on the water. For... more

$145.00

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Dryshod Legend Ankle Boot - Men's Black 12 LGD-MA-BLK-012

Dryshod Legend Ankle Boot - Men's Black 12 LGD-MA-BLK-012

Dryshod Legend Ankle Boot - Men's Black 12 LGD-MA-BLK-012. Its like stepping into your favorite slippers. Specifications for Dryshod Legend Ankle Boot - Men's: Manufacturer: Dryshod Gender: Male Age Group: Adults Insole Material: Neoprene Water... more

$124.95

FREE shipping

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Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110

Muck Boots Muckster 2 Ankle Muck Outdoor Casual Boot - Men's Black/Black 11 M2A-000-BLK-110. Muck Boots crafted these Men's Footwear with 4mm of Neoprene insulation for maximum warmth when working outdoors on those chilly days. A high traction rubber... more

$130.00

FREE shipping

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Wide Width Women's Freisa Ankle Boot by Cloudwalkers in Black (Size 13 W)

Wide Width Women's Freisa Ankle Boot by Cloudwalkers in Black (Size 13 W)

Upgrade your style with the Freisa Ankle Boot in timeless black. These ankle boots boast a round toe design, an extra-wide fit for supreme comfort, and a cushioned Cloudwalkers insole for all-day foot support. The side zipper closure and elastic insert... more

$129.95 $64.95

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Wide Width Women's Lia Ankle Boot by Cloudwalkers in Black (Size 7 W)

Wide Width Women's Lia Ankle Boot by Cloudwalkers in Black (Size 7 W)

The Lia Ankle Boot is a stylish pick with its ankle buckle detail and timeless black hue. Complete with a treaded sole for practical wear, these ankle boots tick all the boxes this winter!Key Features Include:- Ankle boot style- Round toe- Inside zip... more

$149.95 $59.98

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Wide Width Women's Saskia Ankle Boot by Cloudwalkers in Black (Size 11 W)

Wide Width Women's Saskia Ankle Boot by Cloudwalkers in Black (Size 11 W)

Step out in confidence and style with the comfortable wide fit and stylish silhouette of our Saskia Ankle Boot. The stacked block heel elevates this boot, while the faux leather fabrication keeps this design sleek. Key Features Include:- Pointed toe-... more

$129.95 $52.98

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Braided Leather Ankle Boots Boots, Ankle Boots

Braided Leather Ankle Boots Boots, Ankle Boots

Men's Lidfort Braided Leather Ankle Boots Boots, Ankle Boots - Black - Casual boots Braided leather ankle boots with elastic ankle straps, leather sole. Colours: Black Composition: 100% calfskin leather (Bos Taurus) Made in: Italy Dimension: UK MEN... more

$790.00 $396.00

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Calf Hair Ankle Boots Boots, Ankle Boots

Calf Hair Ankle Boots Boots, Ankle Boots

Men's Lidfort Calf Hair Ankle Boots Boots, Ankle Boots - Black - Casual boots Calf hair ankle boots with leather sole and aelastic detail. Colours: Black Composition: 100% calf leather Dimension: UK MEN 25 mm heels MPN: 625CAVALLINONERO. 100% calf... more

$828.00 $374.00

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Blair Women's Deer Stags Rockland Chelsea Boots - Black - 8.5 - Womens

Blair Women's Deer Stags Rockland Chelsea Boots - Black - 8.5 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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Blair Women's Deer Stags Rockland Chelsea Boots - Black - 8 - Womens

Blair Women's Deer Stags Rockland Chelsea Boots - Black - 8 - Womens

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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Anthropologie Shoes | Anthropologie Boots Leather Lace Up Shoes Black Vintage Ankle Boot | Color: Black/Green | Size: 37eu

Anthropologie Shoes | Anthropologie Boots Leather Lace Up Shoes Black Vintage Ankle Boot | Color: Black/Green | Size: 37eu

Anthropologie Boots Leather Lace Up Shoes Black Size 37 Preowned Item In Excellent Overall Condition. No Odors, Stains, Or Holes. more

$150.00

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Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 7 W)

Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 7 W)

Timeless style and practicality rolled into one, our Valentina Ankle Boot is a winter must-have. With buckle detailing and an easy zip closure, you'll be reaching for these boots on repeat!Key Features Include:- Ankle boot style- Round toe- Inside zip... more

$139.95 $69.95

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Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 9 W)

Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 9 W)

Timeless style and practicality rolled into one, our Valentina Ankle Boot is a winter must-have. With buckle detailing and an easy zip closure, you'll be reaching for these boots on repeat!Key Features Include:- Ankle boot style- Round toe- Inside zip... more

$139.95 $69.95

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Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 13 W)

Wide Width Women's WIDE FIT Valentina Ankle Boot by Cloudwalkers in Black (Size 13 W)

Timeless style and practicality rolled into one, our Valentina Ankle Boot is a winter must-have. With buckle detailing and an easy zip closure, you'll be reaching for these boots on repeat!Key Features Include:- Ankle boot style- Round toe- Inside zip... more

$139.95 $69.95

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Gucci Shoes | Gucci Vintage Black Logo Patent Leather Trekking Combat Ankle Boot 8 | Color: Black | Size: 8

Gucci Shoes | Gucci Vintage Black Logo Patent Leather Trekking Combat Ankle Boot 8 | Color: Black | Size: 8

Gucci Vintage Black Logo Patent Leather Trekking Combat Ankle Boot 8 In Great Vintage Condition, Missing Laces. Some Minor Scratches To Sides, Needs Some Cleaning But Lots Of Wear Left In Them! more

$98.00

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Coach Shoes | Coach Irina Black Leather Bootie 7.5 B/Vintage Coach Italian Made Ankle Boots | Color: Black | Size: 7.5

Coach Shoes | Coach Irina Black Leather Bootie 7.5 B/Vintage Coach Italian Made Ankle Boots | Color: Black | Size: 7.5

These Coach Irina Black Leather Boots Will Be Your Fall Favorite! On-Trend Chunky 2" Heel, Almond Toe And Mid-Calf Height. Footbed Is Cushioned And Sole Has Fantastic Traction. Amazing Coach Quality And Detailing. No Flaws Made In Italy Side Zip Bootie... more

$80.00

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 14 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 1/2 D)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Black Flash-x Ankle Boots

Black Flash-x Ankle Boots

Men's Lanvin Black Flash-x Ankle Boots - Casual boots Ankle-high grained calfskin boots in black. more

$1,100.00 $330.00

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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 11 - Medium

Blair Men's Deer Stags Rockland Chelsea Boots - Black - 11 - Medium

Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more

$69.99

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RANMEI Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

RANMEI Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

Features: *This pair of waterproof gaiters can prevent water snow and mosquitoes from entering into your shoes. Whats more it can keep your calf warm. *With this product you can go hiking or go climbing freely without worrying about weather or... more

$14.16 $12.70

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Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

Features: *This pair of waterproof gaiters can prevent water snow and mosquitoes from entering into your shoes. Whats more it can keep your calf warm. *With this product you can go hiking or go climbing freely without worrying about weather or... more

$11.19

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Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

Black Outdoor Hiking Boot Gaiter Waterproof Snow Leg Legging Cover Ankle Gaiters

Features: *This pair of waterproof gaiters can prevent water snow and mosquitoes from entering into your shoes. Whats more it can keep your calf warm. *With this product you can go hiking or go climbing freely without worrying about weather or... more

$13.51 $8.17

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Wide Width Women's Freisa Ankle Boot by Cloudwalkers in Black (Size 13 W)

Wide Width Women's Freisa Ankle Boot by Cloudwalkers in Black (Size 13 W)

Upgrade your style with the Freisa Ankle Boot in timeless black. These ankle boots boast a round toe design, an extra-wide fit for supreme comfort, and a cushioned Cloudwalkers insole for all-day foot support. The side zipper closure and elastic insert... more

$129.95 $64.95

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Black Zuccone Boots - Black - Marsèll Boots

Black Zuccone Boots - Black - Marsèll Boots

Women's Marsèll Black Zuccone Boots - Ankle boots Ankle-high buffed leather Chelsea boots in black. more

$1,020.00 $367.00

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 10 EEEE)

Drew Trevino are casual, yet comfortable ankle boots that combine sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. Drew... more

$220.99

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Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 EW)

Extra Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 EW)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 9 1/2 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 1/2 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 11 1/2 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 M)

Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 8 M)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 W)

Wide Width Men's Propét® Blizzard Ankle-Zip Boot by Propet in Black (Size 10 W)

A rugged, waterproof cold weather boot designed to keep out the elements—rain, sleet or snow. The rugged leather upper of this Propet® Blizzard Ankle-Zip Boot features a molded rubber toe. Easy on and off zip closure means you can leave them by the... more

$114.99

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Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 14 W)

Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 14 W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 9 1/2 W)

Wide Width Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 9 1/2 W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 14 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 14 4W)

Drew Murphy is a mens casual, yet comfortable ankle boot that combines sleek styling with a host of foot health benefits. These Drew therapeutic shoes offer two removable insoles. Keep both in for added depth or remove one for double-added depth. The... more

$286.99

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