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    Best Seller
    Madewell Shoes | Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Boots | Color: Black | Size: 6

    Madewell Shoes | Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Boots | Color: Black | Size: 6

    Madewell Black Leather Biker Boot Moto Brass Post Strap Ankle Bootie 100% Leather Subtle Shaft Vent Almond Toe Adjustable Strap With Brass Post Size: 6 Condition: Very Good Used Condition, Typical Wear At Rubber Sole. (See Pictures) more

    $78.00

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    Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

    Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

    Brand New In Box, Never Worn Madewell Carina Chelsea Platform Lug Sole Heeled Boots! Us Size 8.5 Color: Dried Maple Item # Nh199 Originally Retails For $228 Plus Tax! Please Note: The Item For Sale Is The Dried Maple Color - The Photos On The Model Is... more

    $149.00

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    Best Seller
    Madewell Shoes | Madewell English Saddle Archive Leather Boots | Color: Black | Size: 8.5

    Madewell Shoes | Madewell English Saddle Archive Leather Boots | Color: Black | Size: 8.5

    Used Very Good Condition Madewell English Saddle Archive Leather Boots Madewell’s Signature Riding Boots, Cut From Soft Leather. Seams Detail The Shaft And Pull Tabs Accent The Top Line. Stacked Heel And Rubber Sole. Leather: Cowhide These Boots Would... more

    $103.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot In Veg Leather | Color: Tan | Size: 8

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot In Veg Leather | Color: Tan | Size: 8

    New With Defects, Please Note Tears On Inside Boot Seams, Please See Pictures For Details. Vegetable Tanned Leather Comes With Box Size - 8 Madewell - Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic... more

    $90.00

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    Madewell Shoes | Madewell The Carina Platform Chelsea Boot | Color: Black/Cream | Size: 10

    Madewell Shoes | Madewell The Carina Platform Chelsea Boot | Color: Black/Cream | Size: 10

    Madewell The Carina Platform Chelsea Boot Product Details - This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses... more

    $100.00

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    Madewell Shoes | Madewell Bradley Chelsea Lugsole Boots Dark Cabarnet Purple | Color: Brown/Purple | Size: 7

    Madewell Shoes | Madewell Bradley Chelsea Lugsole Boots Dark Cabarnet Purple | Color: Brown/Purple | Size: 7

    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 It Easier To Take On And Off. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

    $99.00

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    Madewell Shoes | New Madewell The Bradley Chelsea Lugsole Boot In Dark Cabernet Leather Size 9 | Color: Gold/Tan | Size: 9

    Madewell Shoes | New Madewell The Bradley Chelsea Lugsole Boot In Dark Cabernet Leather Size 9 | Color: Gold/Tan | Size: 9

    Madewell The Bradley Chelsea Lugsole Boot Color: Dark Cabernet 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 It Easier To Take On And Off. And, Cushiness... more

    $150.00

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    Madewell Shoes | Madewell Chelsea Rubber Rain Boots In Black Size 9 | Color: Black | Size: 9

    Madewell Shoes | Madewell Chelsea Rubber Rain Boots In Black Size 9 | Color: Black | Size: 9

    Very Good Pre-Owned Condition. Madewell Chelsea Rubber Rain Boots In Black. Rugged Lug Soles. 1 1/4" Heel. Rubber Upper. Cotton Lining. Rubber, Composition Leather Sole. Size 9 Please See All Pictures For Accurate Representation Of Wear #Bc8305 more

    $44.00

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    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Brown | Size: Various

    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Brown | Size: Various

    Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness Alert, Our Mwl... more

    $97.00

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    Madewell Shoes | Madewell Skylar Suede Fringe Boots In Chestnut | Color: Brown/Tan | Size: 9

    Madewell Shoes | Madewell Skylar Suede Fringe Boots In Chestnut | Color: Brown/Tan | Size: 9

    The Only Wear On These Boots Is On The Bottom. The Rest Of/Visible Parts Of Boots Are Like New. Only Worn A Handful Of Times. Simple Suede Madewell Booties Gain Bohemian Charm With Fringe Detailing. Concealed Side Zip. Stacked Heel And Rubber Sole.... more

    $65.00

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    Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Brown | Size: Various

    Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Brown | Size: Various

    Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $64.00

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    Madewell Shoes | Madewell The Dani Chelsea Lugsole Boot Nh208 | Color: Black | Size: Various

    Madewell Shoes | Madewell The Dani Chelsea Lugsole Boot Nh208 | Color: Black | Size: Various

    A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,... more

    $129.00

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    Madewell Shoes | Madewell Brown Croc Boots | Color: Brown | Size: 7

    Madewell Shoes | Madewell Brown Croc Boots | Color: Brown | Size: 7

    In Very Good Lightly Worn Condition. True To A Us Size 7. The Katie Espresso Brown Ankle Boot From Madewell Features Croc Embossed Leather, A Back Zipper, 2 Inch Chunky Heel, And Rubber Lug Sole. Great Traction And Very Comfortable! more

    $45.00

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    Madewell Shoes | Madewell Chelsea Rain Boots Burgundy | Color: Red | Size: 7

    Madewell Shoes | Madewell Chelsea Rain Boots Burgundy | Color: Red | Size: 7

    Madewell Chelsea Rain Boots Burgundy Size 7 Great Condition Overall Streamlined Rain Boots With A Pull-On Chelsea Shape And Rugged Lug Soles. (We Storm-Tested Them Ourselves To Make Sure They Will Keep Your Feet Dry.) When You Select Your Size, "H"... more

    $12.00

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    Madewell Shoes | Madewell Chealse Rain Boots | Color: Black | Size: 7

    Madewell Shoes | Madewell Chealse Rain Boots | Color: Black | Size: 7

    Used Only A Few Times. But In Great Condition Streamlined Rain Boots With A Pull-On Chelsea Shape And Rugged Lug Soles. (We Storm-Tested Them Ourselves To Make Sure They Will Keep Your Feet Dry.) When You Select Your Size, "H" Equals A Half Size. 5... more

    $65.00

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    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Shoes | Madewell Cleary Chelsea Ankle Boot | Color: Black | Size: 11

    Madewell Cleary Chelsea Boot 7/8" Heel. Leather Upper. Pigskin Collar. Rubber Sole. Some Abrasions/Wear To Uppers And Wear To Soles, Otherwise Very Good Preowned Condition. more

    $100.00

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    Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

    Madewell Shoes | Madewell The Carina Platform Chelsea Boot Nh200 | Color: Green | Size: Various

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $95.00

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    Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

    Madewell Shoes | Euc Madewell Chelsea Boot, Brown | Color: Brown | Size: 9

    Enjoy The Effortless Style Of This Classic Madewell Chelsea Boot With A Smooth Leather Upper, Leather Lining, Elastic Insets For Easy On-And-Offs, Cushioned Insoles And Durable Rubber Soles With A ~1 Inch Heel, ~6 Inch Shaft. Euc, Minor Creases,... more

    $150.00

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    Madewell Shoes | Madewell Dani Chelsea Boots - 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Dani Chelsea Boots - 8 | Color: Brown | Size: 8

    In Excellent Condition And So Comfy And Cool A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift... more

    $58.00

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    Madewell Shoes | Madewell Dani Chelsea Lugsole Boot | Color: Black | Size: 6

    Madewell Shoes | Madewell Dani Chelsea Lugsole Boot | Color: Black | Size: 6

    “A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

    $180.00

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    Madewell Shoes | Madewell Ivy Chelsea Leather Boots Ma426 Size 6 | Color: Black | Size: 6

    Madewell Shoes | Madewell Ivy Chelsea Leather Boots Ma426 Size 6 | Color: Black | Size: 6

    Good Used Condition- Creases/Wrinkles, Few Flaws On Front Of Left Boot, Some Marks On Uppers, And A Couple Spots On Midsoles. Size 6. Style Ma426. Black And Tan. Back Heel Pull Tabs. Pull On. Preppy. Fall. Trending. Approximate Measurements: 3/4" Heel.... more

    $85.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Brown | Size: Various

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Brown | Size: Various

    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 Cloudlift Lite Padding Feels Like Walking On A...Well, You... more

    $91.00

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    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Black | Size: Various

    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Nh205 | Color: Black | Size: Various

    Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness Alert, Our Mwl... more

    $78.00

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    Madewell Shoes | Brown Madewell Chelsea Platform Boot | Color: Brown | Size: 7

    Madewell Shoes | Brown Madewell Chelsea Platform Boot | Color: Brown | Size: 7

    Comfortable, Versatile, Cognac Brown Leather Madewell Chelsea Boot. Heel About 2.5”. Black Rubber Outsole. Size 7, Lightly Worn, Very Good Used Condition. more

    $75.00

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    Madewell Shoes | Madewell The Dani Chelsea Lugsole Boot Nh208 | Color: Black/Brown | Size: Various

    Madewell Shoes | Madewell The Dani Chelsea Lugsole Boot Nh208 | Color: Black/Brown | Size: Various

    A Classic With A Cool Spin, This Leather Chelsea Boot Has A Very-Now Chunky Rubber Lug Sole. Comfy Neoprene Insets And Pull Tabs Make Taking These On And Off A Breeze. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well,... more

    $154.00

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    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Sz 9.5 Nh205 | Color: Black | Size: 9.5

    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Sz 9.5 Nh205 | Color: Black | Size: 9.5

    Preowned, Scuff Marks And Peeling. See Pics Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make Taking These On And... more

    $65.00

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    Madewell Shoes | Madewell The Citywalk Lug Sole Lace-Up Boots | Color: Black | Size: 8

    Madewell Shoes | Madewell The Citywalk Lug Sole Lace-Up Boots | Color: Black | Size: 8

    A Pair Of Black Madewell Combat Boots. Lace-Up. Functional Back Zipper. Leather Upper. Rubber Sole. 7” From Bottom Sole To Top Of Boot. Size 8. more

    $60.00

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    Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Carina Platform Black Heeled Leather Chelsea Boot Us Size 7 | Color: Black | Size: 7

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. This Boot Is A Smooth Leather, An Edgy Pair Of Boots That Can Be Worn With Everything From Dresses To Jeans. * 5 1/4" Shaft Height * 2 1/2" Heel. *... more

    $165.00

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    Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Camryn Chelsea Boot In Black Leather | Color: Black | Size: 8.5

    Product Details Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Brings-Rain Included. Sock-Like Elastic Insets Make Taking These On And Off A Breeze And, Cushiness... more

    $120.00

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    Madewell Shoes | Madewell Red Wing Silversmith Lace-Up Boots Nd363 | Color: Black | Size: 7

    Madewell Shoes | Madewell Red Wing Silversmith Lace-Up Boots Nd363 | Color: Black | Size: 7

    Since 1905, Red Wing Has Been Making Sturdy Footwear That's, Bonus, Also Truly Comfy. Beautifully Crafted In The Usa, The Silversmith (Originally Designed For Farmers And Metalworkers, Of Course) Is A Sized-Down Version Of Its Iconic Men's Boots In The... more

    $160.00

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    Madewell Shoes | Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. | Color: Brown | Size: 8

    Madewell Shoes | Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. | Color: Brown | Size: 8

    Madewell The Carina Platform Chelsea Boot, Cole Is Dried Maple, Size 8. This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything... more

    $100.00

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    Madewell Shoes | Hp Madewell Suede Chukka Boots, Tan | Color: Tan | Size: 8

    Madewell Shoes | Hp Madewell Suede Chukka Boots, Tan | Color: Tan | Size: 8

    Tan Madewell Suede Chukka Boots Refined With A Leaner Look, Lace-Up Closure, Leather Lining And A Comfy Textured Rubber Outsole. ~4 Inch Shaft Height, ~1 Inch Heel. Minor Scuffs, Outsole Wear. No Size Visible But Length Is Size 8. #Petfree #Smokefree more

    $125.00

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    Madewell Shoes | Madewell Archive 1937 Cognac Leather Riding Boots | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Archive 1937 Cognac Leather Riding Boots | Color: Tan | Size: 7.5

    In Excellent Condition. Normal Wear Size 7.5. Yellow Insoles. Color Is English Saddle These Pebbled Leather Boots Feature A Spur Rest Detail At The Heel Cap And Pull Tabs At The Top Line. Stacked Heel. Rubber Sole. * Heel: 3/4" (20 Mm). * Shaft: 16"... more

    $87.00

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    Madewell Shoes | Madewell Bradley Lace-Up Lugsole Boots | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell Bradley Lace-Up Lugsole Boots | Color: Brown | Size: 6.5

    Only Worn Once I'd Suggest Going Half A Size Up. I'm A 6.5 Usually And They Were A Bit Hard To Zip Up, Which Is Why I'm Selling. 1 3/4" Heel. Leather Upper. Pigskin Lining. Rubber Sole. more

    $50.00

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    Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Black | Size: Various

    Madewell Shoes | Madewell The Cleary Chelsea Boot In Leather Nh206 | Color: Black | Size: Various

    Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $73.00

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    Madewell Shoes | Madewell Black The Carina Platform Chelsea Boot $228 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell Black The Carina Platform Chelsea Boot $228 7.5 | Color: Black | Size: 7.5

    Madewell The Carina Platform Chelsea Boot, In Black. Retails For $228. This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything... more

    $128.00

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

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

    Madewell Lug Sole Leather Boots. Excellent Condition. Worn Only Twice!! Only Selling Since I Got An Almost Identical Pair Of Boots For My Birthday. **Note First Two Photos Are Stock Photos From Madewell Website Lightweight And Comfy, This Classic... more

    $100.00

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    Madewell Shoes | Madewell X G.H. Bass & Co. Mallard Duck Boots - Size 7 | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell X G.H. Bass & Co. Mallard Duck Boots - Size 7 | Color: Brown/Tan | Size: 7

    Size 7. Rarely Worn. In Original Box. 1/2" Heel. Leather Upper. Fleece Lining. Rubber Sole more

    $25.00

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    Madewell Shoes | Madewell Carina Platform Chelsea Boots Nh200 Brown 9.5 | Color: Black/Brown | Size: 9.5

    Madewell Shoes | Madewell Carina Platform Chelsea Boots Nh200 Brown 9.5 | Color: Black/Brown | Size: 9.5

    This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $97.00

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    Madewell Shoes | Madewell Size 9 Camryn Chelsea Boot In English Saddle Leather | Color: Brown/Tan | Size: 9

    Madewell Shoes | Madewell Size 9 Camryn Chelsea Boot In English Saddle Leather | Color: Brown/Tan | Size: 9

    Excellent Condition - See Pics. Line On Inside Label To Prevent In Store Returns. Size 9 Color: English Saddle Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day... more

    $118.00

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    More information about Men's Shoes

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