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Best Seller
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

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...

KingSize Direct

$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

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...

KingSize Direct

$220.99

go to store
Best Seller
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

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...

KingSize Direct

$220.99

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Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

Reposhing This Item I Purchased From @Pnwposhboss. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell The Ainsley Brown Leather Chelsea Pull On Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

Reposhing This Item I Purchased From @Pnwposhboss. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$35.00

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Madewell Shoes | Madewell Ainsley Chelsea Leather Shearling Slip On Ankle Boot Brown | Size 10 | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell Ainsley Chelsea Leather Shearling Slip On Ankle Boot Brown | Size 10 | Color: Brown/Tan | Size: 10

Madewell Ainsley Chelsea Leather Shearling Slip On Ankle Boot In Brown | Size 10 In Excellent Preowned Condition. Upper Leather Is In Great Condition With A Few Minor Marks, Wear Is To Tread Of Shoe. Please See All The Pictures. Color: Brown Tan Cognac... ... more

Madewell Shoes | Madewell Ainsley Chelsea Leather Shearling Slip On Ankle Boot Brown | Size 10 | Color: Brown/Tan | Size: 10

Madewell Ainsley Chelsea Leather Shearling Slip On Ankle Boot In Brown | Size 10 In Excellent Preowned Condition. Upper Leather Is In Great Condition With A Few Minor Marks, Wear Is To Tread Of Shoe. Please See All The Pictures. Color: Brown Tan Cognac...

Poshmark

$40.00

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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

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...

KingSize Direct

$220.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 6E)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 6E)

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

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 6E)

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...

KingSize Direct

$286.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 M)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 M)

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

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 11 M)

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...

KingSize Direct

$280.99

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Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 12 4W)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 12 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

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 12 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...

KingSize Direct

$286.99

go to store
Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 13 6E)

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 13 6E)

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

Men's Murphy Casual Boots by Drew in Black Nubuck Leather (Size 13 6E)

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...

KingSize Direct

$286.99

go to store
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

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...

KingSize Direct

$286.99

go to store
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

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...

KingSize Direct

$286.99

go to store
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

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...

KingSize Direct

$286.99

go to store
Madewell Shoes | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition. ... more

Madewell Shoes | Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

Madewell Ainsley Brown Leather Chelsea Ankle Boots Size 6.5 Gently Used, Signs Of Wear Are On The Sole. Leather Is In Great Condition.

Poshmark

$65.00

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Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties Excellent Preowned Condition. Madewell Regan Size 9.5 Black Leather Upper And Lining Stacked Heel 2.5 " Heel Cloudlift Lite Padding Retails For $178 Style J8307 Hard To... ... more

Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties Excellent Preowned Condition. Madewell Regan Size 9.5 Black Leather Upper And Lining Stacked Heel 2.5 " Heel Cloudlift Lite Padding Retails For $178 Style J8307 Hard To...

Poshmark

$71.00

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Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

Reposhing This Item I Purchased From @Jjfrommycircle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Ainsley Chelsea Ankle Boots Size 6 | Color: Black/Brown | Size: 6

Reposhing This Item I Purchased From @Jjfrommycircle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$27.00

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Madewell Shoes | Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 | Color: Black | Size: 6

Madewell Shoes | Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 | Color: Black | Size: 6

Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 1 3/16" Heel Calf Hair Upper Man-Made Sole ... more

Madewell Shoes | Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 | Color: Black | Size: 6

Madewell "Ainsley Chelsea" In Spotted Calf Hair Ankle Boot Size 6 1 3/16" Heel Calf Hair Upper Man-Made Sole

Poshmark

$25.00

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Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3 ... more

Madewell Shoes | Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots | Color: Black | Size: 8.5

Madewell The Ryan Black Chelsea Leather Pull On Ankle Boots In Size 8.5. In Good Preowned Condition With Some Scuffs And Wear As Shown. Bin Hg3

Poshmark

$40.00

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Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Leather, Size 6 | Color: Black | Size: 6

Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Leather, Size 6 | Color: Black | Size: 6

Madewell The Ainsley Chelsea Boot In Black Leather, Size 6 Color Black Leather Chelsea Boot With Leater Covered Side Gore. Back Leahter Pull Slip On Style Padded Sock Block Heel Leather Upper Lining Vegan Sole * Fits Info From Website : These Boots Fit... ... more

Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Leather, Size 6 | Color: Black | Size: 6

Madewell The Ainsley Chelsea Boot In Black Leather, Size 6 Color Black Leather Chelsea Boot With Leater Covered Side Gore. Back Leahter Pull Slip On Style Padded Sock Block Heel Leather Upper Lining Vegan Sole * Fits Info From Website : These Boots Fit...

Poshmark

$95.00

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Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Reposhing This Item I Purchased From @Lgreco6. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 M | Color: Black | Size: 9

Reposhing This Item I Purchased From @Lgreco6. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$50.00

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Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell The Ainsley Chelsea Boot Size 8 Black Leather Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You... ... more

Madewell Shoes | Madewell The Ainsley Chelsea Boot Black Leather Size 8 | Color: Black | Size: 8

Madewell The Ainsley Chelsea Boot Size 8 Black Leather Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You...

Poshmark

$54.00

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Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | Color: Black | Size: 9

Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper And Lining. Item Is Pre Owned And... ... more

Madewell Shoes | Madewell Ainsley Chelsea Black Leather Boots Size 9 | Color: Black | Size: 9

Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper And Lining. Item Is Pre Owned And...

Poshmark

$40.00

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Madewell Shoes | Madewell Ainsley Pull-On Spotted Ankle Boots | Color: Black/Brown | Size: 10

Madewell Shoes | Madewell Ainsley Pull-On Spotted Ankle Boots | Color: Black/Brown | Size: 10

New. Never Been Worn. Awesome Madewell Booties In A Beautiful Calf Hair Spotted Print. Easy To Pull On. See Photo For Detailed Description. No Box. Bottoms Have Slight Wear As They Were They Display. ... more

Madewell Shoes | Madewell Ainsley Pull-On Spotted Ankle Boots | Color: Black/Brown | Size: 10

New. Never Been Worn. Awesome Madewell Booties In A Beautiful Calf Hair Spotted Print. Easy To Pull On. See Photo For Detailed Description. No Box. Bottoms Have Slight Wear As They Were They Display.

Poshmark

$65.00

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Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Ainsley Chelsea Black Leather Boots True Black Leather Size 7 These Are In Great Preowned Condition Mild Scuffing Or Wear See Pictures For Details ... more

Madewell Shoes | - Madewell Ainsley Chelsea Black Leather Boots | Color: Black | Size: 7

Madewell Ainsley Chelsea Black Leather Boots True Black Leather Size 7 These Are In Great Preowned Condition Mild Scuffing Or Wear See Pictures For Details

Poshmark

$35.00

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Madewell Shoes | Madewell Ainsley Leather Chelsea Boot Sz 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Leather Chelsea Boot Sz 7.5 | Color: Black | Size: 7.5

In Excellent Pre Owned Condition, Some Minor Wear/Scuffs, See Photos. Genuine Leather ... more

Madewell Shoes | Madewell Ainsley Leather Chelsea Boot Sz 7.5 | Color: Black | Size: 7.5

In Excellent Pre Owned Condition, Some Minor Wear/Scuffs, See Photos. Genuine Leather

Poshmark

$65.00

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Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Introducing The Stylish And Versatile Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots! Crafted From High-Quality Black Leather, These Ankle Boots Feature A Wooden Platform With A Mid-Height Block Heel Of 2-2.9 Inches. The... ... more

Madewell Shoes | Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots | Color: Black | Size: 6.5

Introducing The Stylish And Versatile Madewell The Clog Boot Womens Size 6.5 Black Leather Chelsea Ankle Boots! Crafted From High-Quality Black Leather, These Ankle Boots Feature A Wooden Platform With A Mid-Height Block Heel Of 2-2.9 Inches. The...

Poshmark

$60.00

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Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All... ... more

Madewell Shoes | Madewell The Grayson Chelsea Boot Black Leather Pointed Toe Ankle Boots Size 10 | Color: Black/Brown | Size: 10

Madewell ‘The Grayson’ Chelsea Boot Black Leather Pointed Toe Ankle Booties Size: 10 Color: Black & Brown Style: J8293 Condition: Preloved Condition (Normal Signs Of Wear; Small Flaws To Leather Noted; Creasing At Toe Noted; Please See/Zoom In To All...

Poshmark

$50.00

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Madewell Shoes | Madewell Citywalk Lugsole Chelsea Pull On Ankle Boot Leather Cognac Brown 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell Citywalk Lugsole Chelsea Pull On Ankle Boot Leather Cognac Brown 7 | Color: Brown | Size: 7

Madewell Citywalk Lugsole Chelsea Pull On Ankle Boot Leather Cognac Brown 7 Outside Is In Very Good Condition, Only One Small Scuff On Toe. Inside Where Heel Is Has Wear- Please See Photos. Tons Of Life Left! ... more

Madewell Shoes | Madewell Citywalk Lugsole Chelsea Pull On Ankle Boot Leather Cognac Brown 7 | Color: Brown | Size: 7

Madewell Citywalk Lugsole Chelsea Pull On Ankle Boot Leather Cognac Brown 7 Outside Is In Very Good Condition, Only One Small Scuff On Toe. Inside Where Heel Is Has Wear- Please See Photos. Tons Of Life Left!

Poshmark

$75.00

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Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness Alert: We've Added An... ... more

Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness Alert: We've Added An...

Poshmark

$128.00

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Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Size 8.5 | Color: Black | Size: 8.5

Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Please Note: The Manufacturer Comments That These Boots Fit Narrow But Will Stretch With Wear Recommending Going Up A Size If You Have A... ... more

Madewell Shoes | Madewell The Ainsley Chelsea Boot In Black Size 8.5 | Color: Black | Size: 8.5

Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Please Note: The Manufacturer Comments That These Boots Fit Narrow But Will Stretch With Wear Recommending Going Up A Size If You Have A...

Poshmark

$50.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5

Madewell Leather Ankle Boots Gently Worn Elastic Stretch On Interior And Exterior Side Ankle Minor Scuffing On Left Shoe Shown In Photo ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot - Size 7.5 | Color: Black | Size: 7.5

Madewell Leather Ankle Boots Gently Worn Elastic Stretch On Interior And Exterior Side Ankle Minor Scuffing On Left Shoe Shown In Photo

Poshmark

$50.00

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Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

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

Men's TREVINO Ankle Boots by Drew in Black Leather (Size 9 6E)

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...

KingSize Direct

$220.99

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Madewell Shoes | Madewell Leather Chelsea Ainsley Boots Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Leather Chelsea Ainsley Boots Size 10 | Color: Brown | Size: 10

Well Loved But Such Quality That They Have Lots Of Life Left. Pregnancy Gave Me Bigger Feet Or Id Wear These Again! Offers Welcome. See Pics For Condition ... more

Madewell Shoes | Madewell Leather Chelsea Ainsley Boots Size 10 | Color: Brown | Size: 10

Well Loved But Such Quality That They Have Lots Of Life Left. Pregnancy Gave Me Bigger Feet Or Id Wear These Again! Offers Welcome. See Pics For Condition

Poshmark

$20.00

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Madewell Shoes | Madewell Gibson Chelsea Ankle Boot Leather Slip On Round Toe Black Size 6 | Color: Black | Size: 6

Madewell Shoes | Madewell Gibson Chelsea Ankle Boot Leather Slip On Round Toe Black Size 6 | Color: Black | Size: 6

The Madewell Gibson Chelsea Ankle Boot In Black Is A Sleek And Versatile Footwear Option Crafted From Leather. Featuring A Slip-On Style With A Round Toe, This Chelsea Boot Offers Both Comfort And Style. Ankle Slip On Round Toe Block Heels Leather... ... more

Madewell Shoes | Madewell Gibson Chelsea Ankle Boot Leather Slip On Round Toe Black Size 6 | Color: Black | Size: 6

The Madewell Gibson Chelsea Ankle Boot In Black Is A Sleek And Versatile Footwear Option Crafted From Leather. Featuring A Slip-On Style With A Round Toe, This Chelsea Boot Offers Both Comfort And Style. Ankle Slip On Round Toe Block Heels Leather...

Poshmark

$78.00

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Madewell Shoes | Madewell Pull-On Chelsea Benning Leather Black Boots Size 9 Brand New In Box | Color: Black | Size: 9

Madewell Shoes | Madewell Pull-On Chelsea Benning Leather Black Boots Size 9 Brand New In Box | Color: Black | Size: 9

Madewell True Black Size 9 Style No. Nn017 Missed Return Window Brand New In Box Beautiful ... more

Madewell Shoes | Madewell Pull-On Chelsea Benning Leather Black Boots Size 9 Brand New In Box | Color: Black | Size: 9

Madewell True Black Size 9 Style No. Nn017 Missed Return Window Brand New In Box Beautiful

Poshmark

$125.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot Black | Color: Black | Size: 8.5

Madewell Shoes | Madewell Ainsley Chelsea Boot Black | Color: Black | Size: 8.5

Madewell Ainsley Chelsea Boot Black Product Details Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. 2” Heel. Leather Upper And Lining. ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot Black | Color: Black | Size: 8.5

Madewell Ainsley Chelsea Boot Black Product Details Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. 2” Heel. Leather Upper And Lining.

Poshmark

$128.00

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Madewell Shoes | Madewell Ainsley Chelsea Boots Leather 7.5 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boots Leather 7.5 | Color: Brown | Size: 7.5

Madewell Ainsley Chelsea Boots Leather Size 7.5 Style# J8295 ... more

Madewell Shoes | Madewell Ainsley Chelsea Boots Leather 7.5 | Color: Brown | Size: 7.5

Madewell Ainsley Chelsea Boots Leather Size 7.5 Style# J8295

Poshmark

$30.00

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Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boot - Black Size 7.5 Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.... ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot - Black 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boot - Black Size 7.5 Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know....

Poshmark

$40.00

go to store
Madewell Shoes | Madewell Ainsley Chelsea Boot In Black | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Boot In Black | Color: Black | Size: 7.5

Only Have Worn These Once. In Very Good Condition! Details: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: The Madewell Cloudlift Lite Padding Feels Like Walking On... ... more

Madewell Shoes | Madewell Ainsley Chelsea Boot In Black | Color: Black | Size: 7.5

Only Have Worn These Once. In Very Good Condition! Details: Crafted From Buttery Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Insets. Cushiness Alert: The Madewell Cloudlift Lite Padding Feels Like Walking On...

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$75.00

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