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| Best Seller  | Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090 Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090. The Boatyard series is a 100percent waterproof collection of leather work boots that provide traction comfort and protection. The leather version of the beloved Ankle Deck Boot is... more | FREE shipping go to store |
 | Men's Tod's Slip-on Chelsea Ankle Boots - Brown - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 1.5cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
| Best Seller  | Men's Santoni Chelsea Boots, Ankle Boots - Blue - Casual boots Chelsea' suede ankle boots with elastic side inserts, contrast lining, back logo tab and rubber sole. Colours: Blue Composition: 100% leather Dimension: UK MEN MPN: MGSI13414SMAISYWU60.... more | $696.00 $454.00 go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 3.5cm, Height: 15.5cm, Sole: 2cm 100% Calf Leather, 100% Rubber. Made in Italy. more | $694.65 $566.83 FREE shipping go to store |
 | Free People Shoes | Free People Brooks Chelsea Ankle Boots | Color: Green | Size: 6.5 Leather Upper Ankle-High Chelsea Boot Shaft Zipper Closure Lightly Cushioned Footbed Lug Outsole Pull-On New Without Box Size 36.5 (6.5) more | go to store |
 | Coach Shoes | Coach Chelsea Leather Ankle Boot | Color: Green | Size: 10 Leather Upper Man-Made Leather Lining And Footbed Leather Outsole Pull On Side Gore In Darker Green Nwot. Box Not Included. Smells Of Leather. No Flaws. Fast Shipping. more | go to store |
 | Nwot Free People Essential Chelsea Ankle Boot Deep River Teal Leather * Size: Eu Size 38 (Us Size 7.5 Per Free People) * Color: Deep River (Teal Green/Blue) * Faded Leather Uppers * Back Zipper Closure * Elastic Side Gore Panels * Cushioned Insoles *... more | go to store |
 | Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090 Xtratuf Leather 6in Ankle Deck Boot - Men's Olive 9 XAL-300-GRN-090. The Boatyard series is a 100percent waterproof collection of leather work boots that provide traction comfort and protection. The leather version of the beloved Ankle Deck Boot is... more | FREE shipping go to store |
 | Men's Tod's Chelsea Ankle Boots - Black - Casual boots Dimensions: Heel: 4cm, Height: 14cm, Sole: 2.5cm 100% Leather, 100% Rubber, 72% Polyester, 28% Elastane. Made in Italy. more | $662.59 $572.48 FREE shipping go to store |
 | Men's Tricker's Henry Ankle Chelsea Boot - Black - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping go to store |
 | Shield Square-toe Chelsea Ankle Boots Men's Burberry Shield Square-toe Chelsea Ankle Boots - Black - Casual boots 65% Calf Leather, 25% Polyester, 10% Rubber, Lining: 70% Calf Leather, 12% Polyester, 10% Goatskin Leather, 8% Rubber. Made in Italy. more | $1,106.62 $885.29 FREE shipping go to store |
 | Henry Country Ankle Chelsea Boot Men's Tricker's Henry Country Ankle Chelsea Boot - Brown - Casual boots 100% Leather. Made in Italy. more | $732.05 $597.36 FREE shipping 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 |
 | Details 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 Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | Details 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 Distressed Detailing For A Worn-In Look. Side Zipper Closure Cushioned... more | go to store |
 | Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more | go to store |
 | Madewell The Bohnam Chelsea Boot Ankle Boots Booties Black Western Size 8.5. Leather Boots, Pointed Toe, Wood 2” Block Heel. more | go to store |
 | Ssense Exclusive Chelsea Boots Men's Toga Virilis Ssense Exclusive Chelsea Boots - Black - Casual boots Ankle-high polished leather Chelsea boots in black. Elasticized gusset at sides · Webbing pull-loops at collar · Graphic hardware at heel counter · Buffed leather lining · Foam... more | $580.00 $365.00 FREE shipping go to store |
 | Madewell Shoes | Madewell The Chelsea Shearling Ankle Boots | Color: Tan | Size: 7 Cute, Comfortable And Stylish!! Leather Upper. Has Shearling Inside Boots, Slip On Style, Elasticized Panel, No Modeling Or Trades, Good Preowned Condition With Signs Of Use more | go to store |
 | Fabulous Free People Metallic Gold Leather Crocodile Embossed Chelsea Ankle Boot New But No Box. Size 38 Block Heel @1.5” Leather Upper, Lining And Sole With Elastic Side Gussets Welt Stitching more | go to store |
 | Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more | go to store |
 | Excellent Used Condition Retails $198 Please See Pics For Wear more | go to store |
 | So Stunning And Effortlessly Eye-Catching, These Cool Ankle Boots Are Featured In A Western-Style Silhouette And Buttery Soft Leather With Elastic Side Panels, A Minimal Wooden Block Heel, And Bold Pointy Toe. Pull On Style Pull Tabs At Heel Cushioned... more | go to store |
 | J. Crew Black Leather Slip-On Style Ankle Booties With Elastic Panels For Easy On/Off. Modern Pointed Toe With A Small Block Heel. Tag Size 9 Preowned. Some Wear On Heel Block And Some Minor Creasing Of Leather. Toe Leather Is Nicked And Markings On... more | go to store |
 | Reposhing This Item I Purchased From @Desertsunstyle. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Madewell - The Grayson Brogue Chelsea Tan Suede Ankle Boot Size 8.5 Excellent Condition Small Scratches On Bottom Of Boot Size 8.5 Heel Height - 2.5 Western Boot Details Stacked Raw Leather Heels Pointy Toe Pull On Style 3” Shaft Height Suede Upper... more | go to store |
 | New Without Box (Has Tags) Multiple Sizes Available Free People Beau Western Ankle Chelsea Boot Embossed Gold Leather Embossed Reptile Genuine Leather Chelsea Western Style Gold Metallic Block Heel 1.5" Pointed Toe Made In India. Elastic Side Gussets.... more | go to store |
 | New With Box Free People James Tan Brown Leather Chunky James Chelsea Ankle Boots Inside Zippers, Chunky, Apx 3.5" Heel, 1" Platform Size 41 more | go to store |
 | Euc Kate Spade Bellamy Ankle Booties Stone - Light Grey , Mauve Undertone Gold Hardware Size 9.5 Leather Rubber Sole Shaft Measures Approximately 4.5" From Arch Heel Measures Approximately 1" Platform Measures Approximately 0.25 Boot Opening Measures... more | go to store |
 | Free People Atlas Chelsea Bootie Black Leather Fabric 40 New Without Box Tufts Of Faux Shearling Woven Into A Jacquard Pattern Create Eye-Catching Texture On This Mixed-Media Version Of A Classic Chelsea Boot. Studded Patchwork Look 5 1/2" Shaft... more | go to store |
 | Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more | go to store |
 | Coach Snake Skin And Leather Patchwork Chelsea Ankle Boots Size: 8.5 Black Good Used Condition-Flaws Include Some Scrapes Of Normal Wear And Some Fading On The Suede Otherwise In Good Condition Tags: Fall, Autumn, Western Boots, Boots more | go to store |
 | Stunning! Brand New With Tags, Never Worn. Gucci Boots Mens Chelsea Ankle Black Leather Logo Hardware!! Sz 9 9.5 Fantastic Shoes With Stylish 'Eye' Engraving On The Soles! (See Pics). Absolutely Pristine Condition. Mint. Super Comfortable With A... more | go to store |
 | Free People Atlas Chelsea Black Leather Suede Ankle Boots Minimalist Grunge Size 40 Gently Used more | go to store |
 | 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 | go to store |
 | 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 | go to store |
 | 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 | go to store |
 | Rare Find! Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) Made In Portugal With Real Patent Leather And Meant To Look Distressed. Wooden Sole And Chunky Metal Accents. Slight Creases Near Toes But Not Not Effect The Functionality Of The... 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 |
 | J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9 These Are In Great Condition Although They Are Used. I Did Not Find Any Scuffs Except A Few On The Heel - Please See The Last Picture. Leather. Size 9. Black. more | go to store |
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