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Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EEEE)

Men's TREVINO Ankle Boots by Drew in Brown 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 Brown 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 Brown Leather (Size 10 D)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 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 Brown Leather (Size 10 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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Best Seller
Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 EE)

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 Brown Leather (Size 9 EE)

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 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 Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish ... more

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 | Color: Brown | Size: 10

Madewell Bryce Suede Chelsea Ankle Boot Equestrian Brown Size 10 New Without Tag Shoe Is Store Return And May Have Minor Blemish

Poshmark

$95.00

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 10 EE)

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 Brown Leather (Size 10 EE)

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

Men's TREVINO Ankle Boots by Drew in Brown 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 Brown 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

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Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7 ... more

Madewell Shoes | Madewell The Kat Chelsea Tan Suede Ankle Boots Size 7 | Color: Brown/Tan | Size: 7

Madewell The Kat Chelsea Tan Suede Ankle Booties. There Are Some Slight Signs Of Wear (Mostly On The Bottom) But Lots Of Life Left. Otherwise In Excellent Condition. Size 7

Poshmark

$36.00

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Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An... ... more

Madewell Shoes | Madewell The Regan Brown Suede Leather Block Heel Ankle Chelsea Boots Size 9.5 | Color: Brown/Tan | Size: 9.5

Super Cute Ankle Boots In Great Condition!! Madewell The Regan Boot In Suede Size: 9.5 Style: J8434 Made Of Soft Suede, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An...

Poshmark

$35.00

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Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

Madewell Shoes | Madewell Brown Snake Embossed Leather Low Chelsea Ankle Boot New Size 9 | Color: Black/Brown | Size: 9

Questions? Leave A Comment Below! ... more

$50.00

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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 Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 7 New | Color: Brown/Cream | Size: 7

Madewell Shoes | Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 7 New | Color: Brown/Cream | Size: 7

Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 7 New Without Box Snake Print ... more

Madewell Shoes | Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 7 New | Color: Brown/Cream | Size: 7

Madewell Carina Snake Embossed Leather Chelsea Ankle Boots Womens Size 7 New Without Box Snake Print

Poshmark

$45.00

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Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Sonia Ankle Low Chelsea Boots Brand New In Box Retail $188 Color: Tan And Black With Snakeskin Pattern / "Heather Natural Multi" Description: An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A... ... more

Madewell Shoes | Madewell Sonia Ankle Low Chelsea Boots Leather | Color: Brown/Tan | Size: Various

Madewell Sonia Ankle Low Chelsea Boots Brand New In Box Retail $188 Color: Tan And Black With Snakeskin Pattern / "Heather Natural Multi" Description: An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A...

Poshmark

$110.00

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Madewell Shoes | Madewell Nadine Ankle Chelsea Boots Spotted Calf Skin Sz 7.5 | Color: Black/Brown | Size: 7.5

Madewell Shoes | Madewell Nadine Ankle Chelsea Boots Spotted Calf Skin Sz 7.5 | Color: Black/Brown | Size: 7.5

Used Pair Of Madewell Nadine Ankle Chelsea Boots In Size 7.5. These Are A Spotted Calf Hair Upper. There Is A Little Wear On The Points Of The Toes. Minimal Heel Wear. Please See Photos ... more

Madewell Shoes | Madewell Nadine Ankle Chelsea Boots Spotted Calf Skin Sz 7.5 | Color: Black/Brown | Size: 7.5

Used Pair Of Madewell Nadine Ankle Chelsea Boots In Size 7.5. These Are A Spotted Calf Hair Upper. There Is A Little Wear On The Points Of The Toes. Minimal Heel Wear. Please See Photos

Poshmark

$35.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot Suede Ankle Booties Western Oxford 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot Suede Ankle Booties Western Oxford 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Boot. Saddle Brown Suede Leather Ankle Booties. Rustic Footwear With Western Kick. Wingtip Oxford Detailing, Stretch Side Gussets, Back Pull Tab To Help With Slide On / Slip On Styling. Cushioned Insoles, Leather... ... more

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot Suede Ankle Booties Western Oxford 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Boot. Saddle Brown Suede Leather Ankle Booties. Rustic Footwear With Western Kick. Wingtip Oxford Detailing, Stretch Side Gussets, Back Pull Tab To Help With Slide On / Slip On Styling. Cushioned Insoles, Leather...

Poshmark

$79.00

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Madewell Shoes | Madewell Ankle Heeled Regan Chelsea Boot In Leather English Saddle Cloud Lite 9 | Color: Brown | Size: 9

Madewell Shoes | Madewell Ankle Heeled Regan Chelsea Boot In Leather English Saddle Cloud Lite 9 | Color: Brown | Size: 9

Madewell Ankle Heeled Regan Chelsea Boot In Leather English Saddle Cloud Lite 9 Made In Brazil High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirts Leather Upper. Pull-On Man-Made Sole. Import. Visible... ... more

Madewell Shoes | Madewell Ankle Heeled Regan Chelsea Boot In Leather English Saddle Cloud Lite 9 | Color: Brown | Size: 9

Madewell Ankle Heeled Regan Chelsea Boot In Leather English Saddle Cloud Lite 9 Made In Brazil High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirts Leather Upper. Pull-On Man-Made Sole. Import. Visible...

Poshmark

$28.00

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Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -... ... more

Madewell Shoes | Madewell Snake Print Leather Chelsea Ankle Boot 9m | Color: Brown/Tan | Size: 9

New Nordstrom's Rack Store Display, Madewell's Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To This Chelsea Boot That Is Versatile And Comfortable Enough To Go From Work-To-Weekend Style. -- Pull-On Style With Elastic Gore Insets -...

Poshmark

$49.00

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Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various

Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various

Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller... ... more

Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various

Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller...

Poshmark

$69.00

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Madewell Shoes | Madewell Chelsea Bonham Boots Size 8.5 Brown Pull On Pointed Toe Leather Shoe | Color: Brown | Size: 8.5

Madewell Shoes | Madewell Chelsea Bonham Boots Size 8.5 Brown Pull On Pointed Toe Leather Shoe | Color: Brown | Size: 8.5

Some Minor Cosmetic Flaws Throughout. Women’s Size 8.5 ... more

$50.00

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Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8

Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8

Pre-Loved Madewell Walker Chelsea Ankle Boots; Olive Green Suede; Pull-On Style And Super Comfortable; Black Elasticized Sides; Covered Block Heels 2” High; Rounded Square Toes; Some Scuffing On Soles And Exterior/Light Wear At Insoles ... more

Madewell Shoes | Madewell Walker Chelsea Suede Ankle Boots | Color: Black/Green | Size: 8

Pre-Loved Madewell Walker Chelsea Ankle Boots; Olive Green Suede; Pull-On Style And Super Comfortable; Black Elasticized Sides; Covered Block Heels 2” High; Rounded Square Toes; Some Scuffing On Soles And Exterior/Light Wear At Insoles

Poshmark

$85.00

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Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 6E)

Men's TREVINO Ankle Boots by Drew in Brown Leather (Size 9 1/2 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 Brown Leather (Size 9 1/2 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 The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell's Ryan Chelsea Leather Boot In Size 7.5 Features A Sleek Brown Design With A Stacked Heel And A Pull-On Style. The High-Quality Leather Upper And Lining Ensure Durability And Comfort. Brand: Madewell Color: Brown Size: 7.5 Style: The Ryan... ... more

Madewell Shoes | Madewell The Ryan Chelsea Leather Boot Stacked Heel Pull On E2331 Brown Size 7 | Color: Brown | Size: 7

Madewell's Ryan Chelsea Leather Boot In Size 7.5 Features A Sleek Brown Design With A Stacked Heel And A Pull-On Style. The High-Quality Leather Upper And Lining Ensure Durability And Comfort. Brand: Madewell Color: Brown Size: 7.5 Style: The Ryan...

Poshmark

$46.00

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Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Beautiful Black Leather Ankle Boots From Madewell In Size 7. These Ankle Boots Go With Everything! Versatile And Comfortable, Easy To Slip On And Wear All Day. They’re High Quality Basics That You Can Keep Forever And They’ll Never Go Out Of Style.... ... more

Madewell Shoes | Madewell Ankle Chelsea Boots Size 7 In Black Leather | Color: Black | Size: 7

Beautiful Black Leather Ankle Boots From Madewell In Size 7. These Ankle Boots Go With Everything! Versatile And Comfortable, Easy To Slip On And Wear All Day. They’re High Quality Basics That You Can Keep Forever And They’ll Never Go Out Of Style....

Poshmark

$36.00

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Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount ... more

Madewell Shoes | Madewell Black Rubber Chelsea Rain Waterproof Ankle Boots Size 7 | Color: Black | Size: 7

Madewell Black Chelsea Rain Waterproof Ankle Boots Size 7 Smoke Free Home Bundle For A Discount

Poshmark

$54.00

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Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... ... more

Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,...

Poshmark

$69.00

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Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 ... more

Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5

Poshmark

$50.00

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Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Genuine Leather Grayson Chelsea Velvet Ankle Boots Size 9, Small Spots Hardly Noticeable See Picture 9, Otherwise These Boots Are In Excellent Used Condition. ... more

Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Genuine Leather Grayson Chelsea Velvet Ankle Boots Size 9, Small Spots Hardly Noticeable See Picture 9, Otherwise These Boots Are In Excellent Used Condition.

Poshmark

$30.00

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Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 9 | Color: Tan | Size: 9

Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 9 | Color: Tan | Size: 9

Madewell Excellent Used Condition Suede Chelsea Boot Ankle Bootie, Zips On The Inside 2 1/2" Heel Size: 9 ... more

Madewell Shoes | Madewell Bryce Ankle Boot Suede Chelsea Chestnut Tan Heeled Size 9 | Color: Tan | Size: 9

Madewell Excellent Used Condition Suede Chelsea Boot Ankle Bootie, Zips On The Inside 2 1/2" Heel Size: 9

Poshmark

$50.00

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Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing ... more

Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing

Poshmark

$60.00

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Madewell Shoes | Madewell Chelsea Rubber Ankle Boots Size 7 Black | Color: Black | Size: 7

Madewell Shoes | Madewell Chelsea Rubber Ankle Boots Size 7 Black | Color: Black | Size: 7

Madewell Chelsea Black Rubber Ankle Rain Boots Good Used Condition, Minor Rub Marks/Scuffs. Size 7 Heritage, Cabincore, Rainy Day, Waldorf, Goblin Academia, Groundcore, Ocean Academia, Dark Academia, Adventurecore, Dark Nautical, Gloomcore, Autumn... ... more

Madewell Shoes | Madewell Chelsea Rubber Ankle Boots Size 7 Black | Color: Black | Size: 7

Madewell Chelsea Black Rubber Ankle Rain Boots Good Used Condition, Minor Rub Marks/Scuffs. Size 7 Heritage, Cabincore, Rainy Day, Waldorf, Goblin Academia, Groundcore, Ocean Academia, Dark Academia, Adventurecore, Dark Nautical, Gloomcore, Autumn...

Poshmark

$35.00

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Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot! ... more

Madewell Shoes | Madewell The Biker Boot In Pecan Brown Leather Chelsea Boots Sz 10 | Color: Brown/Tan | Size: 10

Reposhing This Item I Purchased From @Gespi2009. Beautiful Booties But They’re Best For Someone With A More Narrow Foot!

Poshmark

$90.00

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Madewell Shoes | Madewell Brown Leather Ankle Boots Size 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell Brown Leather Ankle Boots Size 8 | Color: Brown | Size: 8

Brown Leather Chelsea Boots From Madewell, Block Heel. Super Comfortable Size 8. Only Worn A Few Times. ... more

Madewell Shoes | Madewell Brown Leather Ankle Boots Size 8 | Color: Brown | Size: 8

Brown Leather Chelsea Boots From Madewell, Block Heel. Super Comfortable Size 8. Only Worn A Few Times.

Poshmark

$90.00

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Madewell Shoes | Madewell Billie Boots Leather Ankle Boots Size 8.5 | Color: Brown | Size: 8.5

Madewell Shoes | Madewell Billie Boots Leather Ankle Boots Size 8.5 | Color: Brown | Size: 8.5

Reposhing This Item I Purchased From @Myclosetdiary24. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Billie Boots Leather Ankle Boots Size 8.5 | Color: Brown | Size: 8.5

Reposhing This Item I Purchased From @Myclosetdiary24. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below!

Poshmark

$35.00

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Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Worn Once, Like New. Size: 8 Color: Brown Pull On Chelsea Boots With Utilitarian Lug Soles Leather Cloudlift Lite Padding 5" Shaft Height (Based On Size 7). 7/8" Heel. Leather Upper. Man-Made Sole. Item Na852 ... more

Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

Worn Once, Like New. Size: 8 Color: Brown Pull On Chelsea Boots With Utilitarian Lug Soles Leather Cloudlift Lite Padding 5" Shaft Height (Based On Size 7). 7/8" Heel. Leather Upper. Man-Made Sole. Item Na852

Poshmark

$158.00

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Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort.... ... more

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort....

Poshmark

$85.00

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Madewell Shoes | Madewell Chelsea Lonny Ankle Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell Chelsea Lonny Ankle Boots | Color: Black | Size: 8.5

Madewell Chelsea Lonny Ankle Boots Size 8.5 Used In Great Condition Madewell “The Lonny” Boot. Black Leather Ankle Boot. Stacked Heel, Strap Around Ankle Is Held In Place With Stylish Gold Pin/Ball. Chelsea Boot Style Elastic Sides. Heel Height Is 3... ... more

Madewell Shoes | Madewell Chelsea Lonny Ankle Boots | Color: Black | Size: 8.5

Madewell Chelsea Lonny Ankle Boots Size 8.5 Used In Great Condition Madewell “The Lonny” Boot. Black Leather Ankle Boot. Stacked Heel, Strap Around Ankle Is Held In Place With Stylish Gold Pin/Ball. Chelsea Boot Style Elastic Sides. Heel Height Is 3...

Poshmark

$38.00

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Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Taupe Suede Heeled Chelsea Boots From Madewell. Worn Only A Couple Times And Still In Excellent Condition. Very Cute And Great For Fall! Size 9.5 Please Let Me Know If You Have Any Questions Or Would Like Additional Photos. ... more

Madewell Shoes | Madewell Regan Taupe Suede Leather Stacked Heel Ankle Chelsea Boots Sz 9.5 | Color: Gray/Tan | Size: 9.5

Taupe Suede Heeled Chelsea Boots From Madewell. Worn Only A Couple Times And Still In Excellent Condition. Very Cute And Great For Fall! Size 9.5 Please Let Me Know If You Have Any Questions Or Would Like Additional Photos.

Poshmark

$75.00

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Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below! ... more

Madewell Shoes | Madewell Bryce Suede Chelsea Black Ankle Boot | Color: Black | Size: 9

Reposhing This Item I Purchased From @Sealedmanila. Loved It, But Ready To Rotate For Something New. Worn A Few Times! Thought I Could Use Suede Instead Of Leather But It Didn’t Work With The Outfit. Questions? Leave A Comment Below!

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$50.00

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Madewell Shoes | New Madewell Bradley Chelsea Brown Boots Size 7 1/2 | Color: Brown | Size: 7.5

Madewell Shoes | New Madewell Bradley Chelsea Brown Boots Size 7 1/2 | Color: Brown | Size: 7.5

New And Never Worn Size 7 1/2. Description From Website Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs So Easy. And, Cushiness Alert: Our Mwl... ... more

Madewell Shoes | New Madewell Bradley Chelsea Brown Boots Size 7 1/2 | Color: Brown | Size: 7.5

New And Never Worn Size 7 1/2. Description From Website Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes On-And-Offs So Easy. And, Cushiness Alert: Our Mwl...

Poshmark

$80.00

go to store