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| Best Seller  | Madewell Shoes | Madewell Walker Chelsea Boots Black Suede Vguc 9.5 | Color: Black | Size: 9.5 Very Good Used Condition Only Worn A Few Times Black Suede Size 9 1/2 Pet-Free & Smoke-Free Home more | go to store |
 | With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Spotted Calf Hair Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other Words, You'll Wear Them A Ton. Cushiness Alert: Our Mwl Cloudlift Lite... more | go to store |
| Best Seller  | Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 7 Only Worn A Handful Of Times. Super Cute But A Bit Too Narrow For Me. Size 7.5. Slightly Misshapen Due To Storage In A Box, But Otherwise In Great Condition. See Description From Madewell Below: We Toughened Up Classic Chelsea Boots With A Utilitarian... more | go to store |
 | Madewell Shoes | Madewell Black Chelsea Boots | Color: Black | Size: 8 Size 8 Worn A Few Times. Recently Purchased But Too Big. Fits True To Size 8. In Great Condition, Clean, Comfortable. more | go to store |
 | We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Spotted Calf Hair, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 5 1/4"... more | go to store |
 | Madewell Shoes | Madewell Toasty Chelsea Boot | Color: Tan | Size: 9 I Haven’t Worn Them But I Did Receive Them On Sale And Couldn’t Return. There Are A Few Minor Markings On Here. I Have Tired Them On - Super Comfy Just Never Reached For Them Living In Florida. more | go to store |
 | Reposhing This Item I Purchased From @Wardr0bewitch. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Clog Chelsea Boots | Color: Black | Size: 7 Based On '70s Swedish Clogs, This Retro Bootie Is Handmade Using Traditional Techniques And Set On An Ergonomic Sole Crafted On A Wooden Platform Details: Leather Lining Rubber Sole Good Used Condition, Some Scuffs To Leather And Wood more | go to store |
 | Madewell Shoes | Madewell Camryn Chelsea Boot In Leather | Color: Brown | Size: 10 Only Worn Twice! 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... more | go to store |
 | Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng669 | Color: Black | 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 | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Crocodile Embossed Leather Size 8 | Color: Brown | Size: 8 Utilitarian Lug Sole, 3/4” Heel W/ Cloudlift Lite Padding Insoles. Shoes Are Preowned, Light Scuffing At Toe Otherwise Good Cond. more | go to store |
 | Madewell Shoes | Madewell Bryce Chelsea Boot In Suede Size 8.5 | Color: Tan | Size: 8.5 Easy, Slip-On, Low-Top Ankle Boots In Neutral Tan Color. Light Weight. Size 8.5. Might Run A Touch Big. Good Condition. Genuine Leather Liner And Suede Exterior. Style E9336. more | go to store |
 | Madewell Shoes | Madewell Toasty Chelsea Boot Size 9 | Color: Tan | Size: 9 The Toasty Chelsea Boot Like New! Excellent Condition. Lined In Faux Shearling, This Pull-On Chelsea Boot Feels Like A Slipper, But With A Water-Resistant Suede Upper And Chunky Weather-Sealed Soles, It's Made To Handle Snow And Slush. Cloudlift Lite... more | go to store |
 | Madewell Shoes | Madewell The Walker Chelsea Boot In Suede Green 6.5 | Color: Green | Size: 6.5 In Supersoft Suede, These Sleek Chelsea Boots Give A Low-Key Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. When You Select Your Size, "H" Equals A Half Size. 2" Heel. Suede Upper. Leather Lining. Man-Made... more | go to store |
 | Madewell Shoes | Madewell Bonham Chelsea Boots | Color: Brown | Size: 6.5 Madewell Bonham Chelsea Brown Leather Boots. more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Boot Size 9 | Color: Black | Size: 9 Madewell The Ivy Chelsea Boot Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. Cloudlift Lite Padding 3/4" Heel. Leather Upper. Size 9 Gently Used. (See Last... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Color: Black | Size: 7.5 Classic Madewell Chelsea Boots With A 1 1/4” Heel. Original Box Included. Style J8295. Upper And Lining 100% Leather. Minimal Signs Of Wear, Really Cute And Comfy For Fall! Tts, Shipped With Original Box. more | go to store |
 | Madewell Shoes | Madewell The Ivy Chelsea Leather Boots | Color: Black | Size: 6.5 Reposhing This Item I Purchased From @Mwood25. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Ryan Chelsea Boots Size 8 | Color: Brown | Size: 8 Madwell Chelsea Boots- Excellent Condition- Worn Less Than 5 Times! more | go to store |
 | Madewell Shoes | Madewell Kristin Chelsea Boots Size 6.5 | Color: White | Size: 6.5 Madewell Kristin Chelsea Boots Size 6.5 In Harvest Moon These Were Store Display, Otherwise Brand New Please Note That Wear/Scuffing Reflected Is Do To Store Handling A Lug Sole Brings Rugged Utility To A Chelsea Boot Crafted Of Leather And Finished... more | go to store |
 | Madewell Shoes | Madewell The Spencer Chelsea Boots | Color: Tan | Size: 9 The Spencer Is A Pull-On Chelsea Boot With Elastic Sides For Easy On. Color Is Mink, A Tan Neutral Euc more | go to store |
 | 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 | go to store |
 | 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 | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | Tan | Color: Tan | Size: 7.5 Madewell Ainsley Chelsea Boot Crafted From Buttery Leather This Updated Chelsea Boot Has A Pared Down Look Thanks To Sleek Convered Insets. Pointed Toe Minor Creasing, Otheriwse In Great Condition Size-7.5 Heel Height- 2in Color- Tan more | go to store |
 | Price Firm Excellent Used Condition. Only Worn 1x In Undeniably Cool Velvet, These Sleek Chelsea Boots Give A Low-Key Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. 2" Heel. Velvet Upper. Leather Lining And... more | go to store |
 | Madewell Shoes | Madewell Western Chelsea Boot | Color: Brown/Tan | Size: 7.5 Madewell Western Chelsea Boot. Oiled Suede. Color: Toffee. Size 7.5m. Great Condition. Worn Twice. 2" Heel. 5" Shaft Height (Based On Size 7). Suede Lining. Leather Lining. Man-Made Sole. Mwl Cloudlift Lite Padding more | go to store |
 | Madewell Shoes | Madewell The Chelsea Rain Boot Matte Burgundy Size 8 | Color: Brown/Red | Size: 8 Madewell The Chelsea Rain Boot Matte Burgundy Size 8. 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.) 5 5/16" Shaft Height (Based On Size 7). 1 1/4"... more | go to store |
 | Madewell Shoes | Madewell Ainsley Chelsea Boot | 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. When You Select Your Size, "H" Equals A Half... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot In Mini Dot Calf Hair Size 6.5 | Color: Brown | Size: 6.5 Brand New Never Been Worn. Super Cute In Person. Please Be Open Minded That Even Though It Is Brand New It Is Not 100% In Perfect Condition. There May Be Some Flaw Not Nothing Dramatic. So Far I Haven’t Seen Any On These Shoes. Please Ask All Questions... more | go to store |
 | Madewell Shoes | Madewell Grayson Chelsea Boot In Velvet 9.5 | Color: Cream/Tan | Size: 9.5 Madewell Suede Ankle Boots Size 9.5 Heal Height 2.5" Shaft 3" Pointed Toe Genuine Leather Condition: Black Mark Inside, Scuff At Tip Of Bottom Sole Leather (Sold Out On Website) Size: 9.5 Thank You For Checking Out My Posh Closet! I Am A Fast Shipper... more | go to store |
 | Reposhing This Item I Purchased From @Hressl. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Low Chelsea Booties Embossed Snakeskin Print Tan, Beige, Black Size 8 Madewell Leather Chelsea Boots, Heather, Snake - Embossed With Brown Low An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A... more | go to store |
 | Excellent, Pre-Owned Condition Like New Block Heel 1.75" Color: True Black Style #: M3461 Size: 9 more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Leather Boots 7 | Color: Black | Size: 7 Madewell Ivy Chelsea Leather Boots New Without Tag Made Of Rich Leather Leather Upper Utilitarian Lug Sole Cloudlift Padding For Long Walk On A...Well You Know 5.5" Shaft 3/4 Heel Size: 7 No Original Box more | go to store |
 | Madewell Regan Chelsea Ankle Boot In English Saddle. Made Of Rich Leather, These Cool Pull-On Boots Have Block Heels For A Little Extra Height. Color: Brown Size 7.5 Condition : Preloved, No Rips, Holes Or Tears. Normal Signs Of Wear. No Modeling... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot | Color: Brown | Size: 9 Reposhing This Item I Purchased From @Ashsands10. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | 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 | go to store |
 | Madewell Shoes | Madewell Lugsole Chelsea Boots | Color: Brown | Size: 9.5 Brown Leather Madewell Chelsea Boots With Lugsole. Used But In Great Condition. No Notable Marks Or Scuffs. Size 9.5 Note: These Pics Make Them Look A Bit Darker Brown Than They Are. more | go to store |
 | Madewell Shoes | Madewell Low Chelsea Boots Snakeskin New | Color: Brown/Tan | Size: Various Madewell Low Chelsea Boots In Snakeskin New They Run Small. Should Order 1/2 Size Up! For Example: If You Wear A 7, Order The 7.5 If You Wear A 7.5, Order The 8 ~1 3/4 " Heel ~3" Shaft Pull-On Style Cushioned Footbed Leather Upper And Lining more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 5.5 The Ivy Chelsea Boot In Leather They Toughened Up The Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Rich Leather, They'll Look Cooler And Cooler The More You Wear 'Em. And, Cushiness Alert: Mwl Cloudlift Lite Padding Feels Like Walking On... more | go to store |
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