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| Best Seller  | ® Skyview Chelsea Leather Boots|dress Shoes Men's Ugg ® Skyview Chelsea Leather Boots|dress Shoes - Black - Casual boots Constructed from water-resistant leather and enhanced with sealed seams, the Skyview emerges as an ageless chelsea boot tailored for winter and subsequent seasons. Its... more | $160.00 $111.99 go to store |
 | ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more | $190.00 $132.99 go to store |
| Best Seller  | ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more | FREE shipping go to store |
 | Gucci Shoes | Gucci Eu39 Grained Leather Boots. 3.5 Inch Heels | Color: Black | Size: 8 Worn Twice, Very Good Condition more | go to store |
 | Coach Shoes | Coach Black Grained Leather Buckle Boots | Color: Black | Size: 8.5 Size 8.5 Great Condition Heel Height 4.5" more | go to store |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Made In Spain more | go to store |
 | ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more | $190.00 $132.99 go to store |
 | Brand: Free People Style: James Chelsea Boots Heeled Ankle Booties Color: White Material: Leather With Rubber Gum Sole Size: Eu 40, Fits Like A 9 Has A Slightly Narrow Fit In My Opinion, Though I Do Better With Wider Fit Shoes Condition: New, No Box.... more | go to store |
 | A Pointed Toe And Stacked Heel Kick Up The Western Style Of This Leather Chelsea Boot That Will Lead To New Outfit Frontiers. 2" Heel 6" Shaft Leather Upper And Lining/Synthetic Sole New No Tags Or Box more | go to store |
 | Free People Boots James Chelsea Boots In Black Leather Sz Eu 40 Nwot (Us 10) Make A Statement In These So Cool Leather Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally... more | go to store |
 | 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 | go to store |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38 And 38.5 Nwob Location Bin 36 more | go to store |
 | An Elastic Gore Inset Makes For Easy-On Styling In This Leather Bootie That'll Carry You Through Every Season. Leather And Textile Upper/Textile Lining/Rubber Sole Eu Size 38.5 Nwob Location Bin 36 more | go to store |
 | All Leather Pointed Toe Mercer Chelsea Leather Boots By Archive. Beatles Style Boots. Sz 8 Women’s. Fits 7.5-8. Excellent Condition. See Pics. more | go to store |
 | Gently Worn, Photos Show The Visible Signs Of Wear more | go to store |
 | They Are In Pre-Owned Condition But They Are In Amazing Shape They Have A Few Little Marks Here There But Nothing Dramatic Has Always I Love Offers And Have A Wonderful Day more | go to store |
 | Leather Upper And Leather Lining Great Condition Fall Winter Some Creasing more | go to store |
 | 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 | go to store |
 | Zara Shoes | Black Zara Leather Chelsea Boot, Sz 11 | Color: Black | Size: 11 Zara Brand, Black Genuine Leather Chelsea Boots, Sz 11, Gray Sole, Only Defect Is The Pull Tab On The Back Left Boot As Shown In Pic. You May Choose To Cut Them Both Or Get That Pull Tab Stitched Back On. more | go to store |
 | Gucci Shoes | Gucci Mens Brown Leather Chelsea Boots Size 12 | Color: Brown | Size: 12 Gucci Mens Chelsea Brown Leather Boot Classic Men’s Boot In Good Used Condition, Some Wear To Edges, Sole. They Do Run A Little Large, The Boot Measures Out 13.25” From Heel To Toe. more | go to store |
 | J Crew Black Leather Chelsea Boots With Crepe Sole Size 10 Please See Photos For Details more | go to store |
 | This Is A Pair Of Beige Tan Nubuck Leather, Chunky Gum Heel, Ankle Chelsea Booties From Free People. Made In Spain. Some Wear On Foot Beds And Soles. Creasing On The Vamp. Marks On Toes. Boho, Bohemian, Fall, Autumn, Utility. Free People Size 40 = Us... more | go to store |
 | 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 | go to store |
 | Madewell Low Chelsea Boot In Snake Embossed Leather Size 6 New In Box Pull On Low Ankle Boots With Dual Elastic Gore Inserts, Pointed Almond Toe And Stacked Block Heel. Leather Upper With A Neutral Tone Black, Brown, Tan, And Cream Embossed Textured... more | go to store |
 | American Eagle Outfitters Men’s Leather Suede Brown Chelsea Boots - Size 10 These Are New Without Tags, But Still Have The Original Packing Materials Inside. Never Worn, But Show A Few Little Marks From Being Stored/Shelf Wear. Brown Suede Leather... more | go to store |
 | Good Preowned Condition. Light Wear As Shown In Photos. An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With Elastic Gore Insets Cushioned Footbed... more | go to store |
 | New Madewell Boots. Sold Out Online. more | go to store |
 | Reposhing This Item I Purchased From @Houseofcloth. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell Spencer Taupe Chelsea Slip On Leather Ankle Boots Slip On Stacked Block Heel Chelsea Style Ankle Length Western Leather Upper And Lining Taupe Color Size: 8.5 Condition: Good, Has Some Scuffing more | go to store |
 | Bran New In A Box. Size 7.5 But They Run 1 Size Bigger =8.5. Genuine Embossed Croc Leather. Black Elastic Sides, Pointy Toe. Curved Hills 1.75” more | go to store |
 | Really Nice Preowned Condition. Some Light Marks On Leather. Amazing Boots. Crepe Rubber Sole. Zip Closure. more | go to store |
 | Designer: Gucci Size: Marked As 11 / Us 11.5 (Conversion Per Designer's Website) Condition: Authentic And Brand New Style Name / Number: 624661 Cdzk0 1000 Material: Leather Upper, Leather Unique Features: Classic Black Leather Mens Chelsea Ankle Boots.... more | go to store |
 | Madewell The Ivy Chelsea Boot In Mini Dot Real Calf Hair Leather Lining And Sock In Great Pre Owned Condition 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... more | go to store |
 | Store Price: $950 Size 39 (6 Us) Calf Leather. Signature Vintage Chelsea Detail. Rubber Bottoms. Made In Italy. Condition: Brand New With Box. Style Code: 80423631 more | go to store |
 | Free People James Chocolate Leather Chelsea Boots Sz 38.5 Good Used Condition Fast Shipping more | go to store |
 | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more | go to store |
 | Burberry Shoes | Leather Chelsea Boots For Men - Fw23 | Color: Black | Size: Various Classic Black Leather Boots With Side Elastic Inserts For Comfort And Flexibility Round Toe For A Sleek And Modern Look Lug Sole For Added Durability And Traction Step Into Style And Sophistication With These Leather Chelsea Boots From Burberry's Fw23... more | go to store |
 | Make A Statement In These So Cool Leather Free People Chelsea Boots Featured In A Chunky Heeled Design With Elastic Side Details And A Slim Silhouette. These Boots Feature Intentionally Distressed Detailing For A Worn-In Look. Side Zipper Closure... more | go to store |
 | Excellent Used Conditions Worn Once No Notable Scuffs Or Flaws Elevate Your Style With These Stunning Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots. These Boots Feature A Unique Patchwork Design And A Sleek Black Color That Complements Any... more | go to store |
 | Free People Shoes | Free People Leather Chelsea Boot | Color: Black/Red | Size: 6 Brand New, Super Comfortable - Free People Tristan Wine Leather Chelsea Boot - Sz 6 Available Specifications: 5'' Lugged Heel With 1.25'' Platform 9.5'' Shaft Side Zipper Accents Cushioned Insole Leather Upper Textile Lining Rubber Sole more | go to store |
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