Best Seller
Madewell Shoes | Madewell The Cait Leather Ankle Boots | Color: Brown | Size: 6

Madewell Shoes | Madewell The Cait Leather Ankle Boots | Color: Brown | Size: 6

A Go-Anywhere Ankle Boot With Sleek Styling And A Diagonal Zip. With Its Walkable Stacked Heel And Mix Of Rich Leather And Suede, This Is The Best-Of-Both-Worlds Boot You'll Want To Wear With Everything Good Pre-Owned Condition. Suede And Then Back Of... more

$40.00

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Madewell Shoes | Madewell Charley Ankle Boot / Bootie Leather Suede Size 7 1/2 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Charley Ankle Boot / Bootie Leather Suede Size 7 1/2 | Color: Brown | Size: 7.5

Madewell Charley Ankle Boot / Bootie Leather Suede Size 7 1/2 Questions? Leave A Comment Below! more

$50.00

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Best Seller
Madewell Shoes | Madewell Regan Snake Embossed Leather Block Heel Ankle Boot Size 6 | Color: Black/Brown | Size: 6

Madewell Shoes | Madewell Regan Snake Embossed Leather Block Heel Ankle Boot Size 6 | Color: Black/Brown | Size: 6

Madewell Regan Leather Snake Embossed Block Heel Ankle Boot Excellent Condition With No Flaws. Now In Cooland Versatiletextural Snakeskin-Patterned Leather, These Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly).... more

$30.00

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Madewell Shoes | Madewell Black Leather Ankle Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell Black Leather Ankle Boots | Color: Black | Size: 8.5

Gently Worn, Good Condition. Details: With An Almond Toe And A Comfy Stacked Heel, These Leather Ankle Boots Go Perfectly With Any And Everything. 2 1/4" Heel. 6" Shaft Height (Based On Size 7). Leather Upper. Leather Lining. Man-Made Sole. more

$36.00

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Madewell Shoes | Madewell Rosie Ankle Boot Snake Embossed | Color: Black/Brown | Size: 9

Madewell Shoes | Madewell Rosie Ankle Boot Snake Embossed | Color: Black/Brown | Size: 9

Size 9 Madewell Leather Booties! Made In Brazil. Worn A Handful Of Times Lots Of Life Left! See Pictures For All The Details. No Scuffs, Rips Or Tears, Leather Is In Great Condition. The Heel Just Has Some Noticeable Water Stain. Super Comfortable.... more

$31.00

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Madewell Shoes | Madewell Regan Ankle Boot | Color: Black | Size: 7

Madewell Shoes | Madewell Regan Ankle Boot | Color: Black | Size: 7

Excellent Used Condition. Some Scratches On Heels. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height (That's Still Walking-Friendly). Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even... more

$32.00

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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

$110.00

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Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

Madewell Shoes | Madewell Sonia Chelsea Low Ankle Boots Snake Embossed Leather Natural Size 6 | Color: Black/Tan | Size: 6

Madewell Leather Chelsea Boots Embossed Snake Size 6 Excellent Used Condition, No Major Flaws Slip On Style Low Ankle Height Short Block Heel Slightly Pointed Toe Leather Upper/Lining/Sock Synthetic Sole more

$40.00

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Madewell Shoes | Madewell The Idris Ankle Boot In Leather In True Black | Color: Black | Size: 8

Madewell Shoes | Madewell The Idris Ankle Boot In Leather In True Black | Color: Black | Size: 8

Madewell The Idris Ankle Boot In Leather In True Black Size 8 In Good Condition Features: Leather, Slip On, Ankle, Mid Ankle, Stylish, Madewell, Winter, Fall, Fall Fashion, Trendy, Booties, Boots, Low Heel, Timeless, Western, Square Toe, Everyday,... more

$125.00

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Madewell Shoes | Madewell Black Leather Classic Quality Ankle Boots Size 6.5 Almond Toe | Color: Black | Size: 6.5

Madewell Shoes | Madewell Black Leather Classic Quality Ankle Boots Size 6.5 Almond Toe | Color: Black | Size: 6.5

Madewell Black Leather Classic Quality Ankle Boots Size 6.5 Almond Toe *Good Used Condition : See Photos For Minimal Signs Of Wear *Black Leather Upper *Interior Side Zipper *Wooden Stacked Heel About 2.25 Inches High Top-Rated Seller | Same/Next Day... more

$40.00

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Madewell Shoes | Madewell The Rosie Ankle Boot In Snake Embossed Moonstone Multi Leather | Color: Black/Cream | Size: 6.5

Madewell Shoes | Madewell The Rosie Ankle Boot In Snake Embossed Moonstone Multi Leather | Color: Black/Cream | Size: 6.5

Look No Further For Your Dream Ankle Boot! Pieced From Snake Embossed Leather, It Has A Comfy Stacked Heel And Madewell's Mwl Cloudlift Lite Padding For Added Comfort. - 4" Shaft Height - 2 1/2" Heel - Embossed Leather Upper - Man-Made Sole - Side Zip... more

$59.00

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Madewell Shoes | Great Madewell 1937 Suede Ankle Boots Sz 8.5 Italy | Color: Tan | Size: 8.5

Madewell Shoes | Great Madewell 1937 Suede Ankle Boots Sz 8.5 Italy | Color: Tan | Size: 8.5

Great Condition! Minimalist And Modern Always Got Compliments :) Camel Color Madewell 1937 Lace Up Suede Ankle Booties Size 8.5 Made In Italy more

$63.00

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Madewell Shoes | Madewell Low Heel Black Ankle Boots | Color: Black | Size: 9.5

Madewell Shoes | Madewell Low Heel Black Ankle Boots | Color: Black | Size: 9.5

Madewell Low Heel Black Ankle Boots Size: 9.5 more

$48.00

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Madewell Shoes | Madewell Black Leather Janice Zip Ankle Boots | Color: Black | Size: 6

Madewell Shoes | Madewell Black Leather Janice Zip Ankle Boots | Color: Black | Size: 6

Black Leather Booties. Stacked Block Heel. Side Zipper Closure. Very Good Used Condition (Like New Interior, Wear On Heels, Few Minor Creases- See Photos) Insole- 9 3/8", Ball Width- 3 1/2", Heel Height (Up Back Of Shoe)- 2 1/8", Shaft Height- 3 1/4" more

$60.00

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Madewell Shoes | Madewell Citywalk Lugsole Ankle Boots In Tan Leather, Size 7 | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Citywalk Lugsole Ankle Boots In Tan Leather, Size 7 | Color: Brown/Tan | Size: 7

Madewell Women’s Size 7 Like New. Please See All Photos, I Took Pics From All Angles. I Am Happy To Answer Any Questions. Leather Upper. Rubber Sole. Lace Up Closure. more

$53.00

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Madewell Shoes | Madewell Asher Brown Suede Leather Block Heel Ankle Boots Size 7.5 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell Asher Brown Suede Leather Block Heel Ankle Boots Size 7.5 | Color: Brown | Size: 7.5

Gently Used Madewell Asher Brown Suede And Leather Block Heel Ankle Boots. Good Preowned Condition - Some Light Wear To The Soles From Normal Use. - Madewell Style J8308 more

$75.00

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Madewell Shoes | Guc Madewell The Rosie Ankle Boot In Moonstone | Color: Black/Cream | Size: 9

Madewell Shoes | Guc Madewell The Rosie Ankle Boot In Moonstone | Color: Black/Cream | Size: 9

Guc Madewell The Rosie Ankle Boot In Moonstone - Size 9 - Worn A Handful Of Times - The Only Signs Of Wear Are On The Soles And Miner Toe Wrinkles - Snakeskin Print more

$35.00

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Madewell Shoes | Madewell Leather Ankle Boots | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Leather Ankle Boots | Color: Brown/Tan | Size: 7

Great Condition With Some Visible Signs Of Wear more

$45.00

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Madewell Shoes | Madewell Leather Ankle Boots Back Zipper In Cognac Size 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell Leather Ankle Boots Back Zipper In Cognac Size 8 | Color: Brown | Size: 8

Madewell The Ames Leather Ankle Boots Back Zipper In Cognac Size 8 Chunky Heel Leather Upper Leather Lining Man-Made Sole 4 1/2 Shaft Height more

$29.00

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

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

Madewell Brown Leather Ankle Boots, Elastic On The Sides, Pointed Toe, Medium Heel Height. Size 8.5 Worn Once. more

$40.00

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Madewell Shoes | Madewell The Justine Ankle Boot In Leather True Black | Color: Black | Size: 6

Madewell Shoes | Madewell The Justine Ankle Boot In Leather True Black | Color: Black | Size: 6

Madewell The Justine Ankle Boot In Leather True Black Size 6 In Good Condition Features: Work Wear, Career Wear, Pointed Toe, Classy, Classic, Timeless, Stylish, Leather, Madewell, Preppy, Prepster, Low-Heel, Bootie, Mid Bootie Size: Womens 6 more

$140.00

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Madewell Shoes | Nib Madewell The Rosie Ankle Boot Snake Embossed Leather | Color: Black/Tan | Size: 7.5

Madewell Shoes | Nib Madewell The Rosie Ankle Boot Snake Embossed Leather | Color: Black/Tan | Size: 7.5

Nib Madewell The Rosie Ankle Boot Snake Embossed Leather Size Info Women's Size 7.5 M Regular Fit True To Size. Details & Care Look No Further For Your Dream Ankle Boot: This Boot Has A Comfy Stacked Heel. Madewell's Mwl Cloudlift Lite Padding Feels... more

$100.00

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Madewell Shoes | Madewell White Darcy Ankle Boots 7 | Color: White | Size: 7

Madewell Shoes | Madewell White Darcy Ankle Boots 7 | Color: White | Size: 7

Nwot Never Worn Box Not Included Darcy Ankle Boots Cloudlift Lite Footbed Padding Almond Toe Stacked 2 1/4” Heel Leather Upper Color Is Pale Parchment 7 See Photos For Details more

$110.00

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Madewell Shoes | Madewell Myles Snake Print Leather Ankle Boot 39 | Color: Tan | Size: 8

Madewell Shoes | Madewell Myles Snake Print Leather Ankle Boot 39 | Color: Tan | Size: 8

Worn Once Made Of Faux Snakeskin Stamped Leather, These Colorful Low-Cut Ankle Boots Have Refined Western Details Like Pointy Toes, Stitched Soles And Kicked-In Heels. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them Even Easier On... more

$199.00

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Madewell Shoes | Madewell Royal Blue Velvet 2.5” Heel Ankle Boots | Color: Blue | Size: 10

Madewell Shoes | Madewell Royal Blue Velvet 2.5” Heel Ankle Boots | Color: Blue | Size: 10

Madewell Royal Blue Velvet Ankle Boot With 2.5” Heel And Zipper In Back more

$63.00

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Madewell Shoes | Madewell Ankle Boots | Color: Black/Brown | Size: 6.5

Madewell Shoes | Madewell Ankle Boots | Color: Black/Brown | Size: 6.5

In Good Condition Size 6.5 more

$45.00

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Madewell Shoes | Madewell - The Rosie Snake Embossed Ankle Boots | Color: Brown/Cream | Size: 7.5

Madewell Shoes | Madewell - The Rosie Snake Embossed Ankle Boots | Color: Brown/Cream | Size: 7.5

Questions? Leave A Comment Below! more

$65.00

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 | Color: Brown | Size: 8

Madewell The Grayson Brogue Chelsea Bootie J8292 Western Cut Suede Ankle Boots 8 Size: 8 Retail Price Is $198.00 Condition: Very Good...See Pictures For Full Details. Bin S.500.2922.Kd more

$65.00

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Madewell Shoes | Madewell White Leather Ankle Boots | Color: White | Size: 7.5

Madewell Shoes | Madewell White Leather Ankle Boots | Color: White | Size: 7.5

The Ever Classic Madewell Grayson Ankle Boots In White Suede Nubuck Leather. I Had To Have These Madewell Booties, And Then Only Wore Them Twice. I Would Love To Keep Them, I'm Just Downsizing My Personal Closet And I Honestly Never Reach For These.... more

$120.00

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Madewell Shoes | Madewell 1937 Black Suede Ankle Boots | Color: Black | Size: 9

Madewell Shoes | Madewell 1937 Black Suede Ankle Boots | Color: Black | Size: 9

Madewell 1937 Black Suede Ankle Boots In Good Pre-Owned Condition! They Have An Approximately 4 Inch Heel, Have Zippers On The Inner Sides, And Are Made In Italy. There Are Signs Of Wear, Including Some Fading Of Color On The Back, Wear On The Bottom... more

$45.00

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Madewell Shoes | Madewell *Billie Boot* Tan Suede Ankle Booties | Color: Tan | Size: 6.5

Madewell Shoes | Madewell *Billie Boot* Tan Suede Ankle Booties | Color: Tan | Size: 6.5

Madewell Tan Suede *Billie Boot*. Interior Zipper Closure. Size: 6.5 These Are In Used Condition. There Are Imperfections, Please Check Out Pics Prior To Buying. All Of My Items Come From A Clean, Smoke-Free Home. Thanks For Stopping By! more

$36.00

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Madewell Shoes | Madewell Dakota Cutoff Ankle Boots | Color: Black | Size: 9

Madewell Shoes | Madewell Dakota Cutoff Ankle Boots | Color: Black | Size: 9

Great Condition, Some Minor Scuffing. more

$55.00

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Madewell Shoes | Madewell Suede Ankle Boots | Color: Brown/Green | Size: 8.5

Madewell Shoes | Madewell Suede Ankle Boots | Color: Brown/Green | Size: 8.5

Madewell Green And Brown Suede Accent Ankle Sneaker Boots. Women's Size 8.5 Only Worn Once Ended Being A Tiny Bit Too Big For Me. No Flaws Otherwise Perfect Conditon! more

$45.00

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Madewell Shoes | Madewell Brenner Ankle Boot Chunky Heel 7.5m Black | Color: Black/Brown | Size: 7.5

Madewell Shoes | Madewell Brenner Ankle Boot Chunky Heel 7.5m Black | Color: Black/Brown | Size: 7.5

Reposhing This Item I Purchased From @Round2chic. Loved Them, But They Are Just A Tiny Bit Too Small. Questions? Leave A Comment Below! more

$50.00

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Madewell Shoes | Madewell The Charley Boot Ivory Leather Western Block Heel Ankle Booties | Color: Brown/White | Size: 6.5

Madewell Shoes | Madewell The Charley Boot Ivory Leather Western Block Heel Ankle Booties | Color: Brown/White | Size: 6.5

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

$80.00

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Madewell Shoes | Madewell 1937 ‘Billie’ Ankle Boots | 9m | Color: Green/Tan | Size: 9

Madewell Shoes | Madewell 1937 ‘Billie’ Ankle Boots | 9m | Color: Green/Tan | Size: 9

Madewell 1937 ‘Billie’ Ankle Boots, Women’s 9m In “Golden Spinach” (Olive/Tanish) Chunky 2.5” Stacked Leather Heel Rich Textured Olive/Tan/Grey Suede Upper With A Super Soft Brown Leather Lining Side Zipper Entry Preowned Sole Shows Some Wear, But... more

$30.00

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Madewell Shoes | Madewell Otis Pull On Boots Brown Leather Ankle Booties B1263 | Color: Brown/Tan | Size: 9

Madewell Shoes | Madewell Otis Pull On Boots Brown Leather Ankle Booties B1263 | Color: Brown/Tan | Size: 9

Pull On Round Toe Leather Upper Lots Of Life Left - Signs Of Wear As Shown In The Photos Including Some Water Spots In Exterior And Staining On Interior more

$28.00

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Madewell Shoes | Madewell Size 6 The Darcy Ankle Boot In Pale Parchment | Color: Cream/White | Size: 6

Madewell Shoes | Madewell Size 6 The Darcy Ankle Boot In Pale Parchment | Color: Cream/White | Size: 6

New Without Box. Store Display Models And Have A Few Faint Small Areas Of Discoloration In The Leather On One Boot (Not Very Noticeable - See Pics) Line On Inside Label To Prevent In Store Returns. Size 6 Color: Pale Parchment With An Almond Toe And A... more

$98.00

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Madewell Shoes | Madewell Regan Brown Leather Ankle Boots | Color: Brown | Size: 7

Madewell Shoes | Madewell Regan Brown Leather Ankle Boots | Color: Brown | Size: 7

These Cute Booties Are Sleek And Perfect For Everyday Use. They Have Some Darker Spots. Smoke Free Home. Size: 7 Heel Height: 2.5 Inches Measurements Are Approximate Sleek Chelsea Leather Minimalist Pull On Almond Toe Chunky Block Heels more

$38.00

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Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Madewell Shoes | Madewell Ainsley Tan Leather Chelsea Boots Ankle Booties | Color: Brown/Tan | Size: 7

Lovely Madewell "Ainsley" Leather Chelsea Boots! Pull On Style With A Low Heel And An Almond Toe. Gently Worn And In Excellent Condition, Size 7. more

$79.00

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More information about Men's Shoes

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