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| Best Seller  | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens Deer Stags® Rockland Chelsea Boots deliver style and comfort, hitting above the ankle to avoid irritation and provide added support. This handsome boot can be worn all year long. Deer Stags items are not eligible for additional discounts or special... more | 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 |
| Best Seller  | Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more | $587.78 $479.63 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 |
 | Reposhing This Item I Purchased From @Cooldudz. Used 1x For A Wedding Rehearsal And Now That I Am Working From Home I Don’t Wear/Need Heels Anymore. Loved Them, Fit Well And Very Stylish. more | go to store |
 | J. Crew Gray Leather Chelsea Ankle Boot. Made In Italy With 2 Inch Heel, Ankle Strap And Gold Hardware. 03868 Color: Gray Size: Women's 8 more | go to store |
 | WIDE FIT Darcy Chelsea Boot - black Elevate your look with the Darcy Chelsea Boot. Perfect for AM to PM, enjoy the stylish detailing and ultra comfortable cushioned insoles. Key Features Include:- Rounded toe ankle boot- Wide width fit- Side zip closure- Cloudwalkers cushioned insole-... more | $99.99 $69.99 go to store |
 | J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10 J. Crew Leather Chelsea Boots Pull On Ankle Boot Black Smooth Buttery Leather Size 10 In Great Condition! Finish Your Fall Look In The Smooth Leather J.Crew Chelsea Lexi Boot Featuring A Breathable Leather Lining And Lightly Cushioned, Stationed Insole... more | 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 |
 | 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 |
 | Burgundy Ankle Strap Chelsea Boots Women's Toga Burgundy Ankle Strap Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in burgundy. Signature hardware throughout. more | $605.00 $315.00 FREE shipping go to store |
 | Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more | FREE shipping 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 |
 | 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 |
 | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more | 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 |
 | Madewell Size 8 The Ivy Croc Embossed Leather Chelsea Boots Ankle Boots In Brown Platform Utilitarian Lug Soles In Excellent Almost Like New Condition. Very Clean Inside & Out. Tags: Classic Chunky Lug Soles Neutral Versatile Business Casual Office... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Us 9 | Color: Black/Brown | Size: 9 Nwob! Fast Shipping! Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole Cushioned Insole Round Toe... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Size 41 Or 11 | Color: Pink/Red | Size: 11 Nwot Size 11 Or 41 Stock Photo Shows The Boots In Color Caramel The Actual Color Is Blush Pink. You Can See Them In The Photos I Took. These Are The Actual Shape Of The Boots. Added Photos To Show How They Look On Feet Step Out In These So Chic And... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots | Color: Pink | Size: 9.5 Pinkish Color See Pictures more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Us 9 | Color: Gray | Size: 9 Nwob! Fast Shipping! Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole Cushioned Insole Round Toe... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Us 7 | Color: Pink | Size: 7 Nwob! Fast Shipping! Have Been Tried On Small Spots Shown In Last Photo But Hardly Noticeable Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Size Us 10 | Color: Brown | Size: 10 Free People Jack Zip Ankle Boots Size Us 10. Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boot Onyx Color | Color: Black | Size: 8 Worn Once (See All Pictures For Condition) Euc Color Is Onyx Which Is A Soft Black Suede. Size 38.5 Which Fits Like An 8. Box Is Not Included. These Boots Are Black - Model Photo Is For Styling Purposes Only more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Size 38.5 | Color: Black | Size: 38.5 Gently Used Condition. There Are Some Small Scratch Marks On The Front Of The Left Boot (Pic With Purple X). Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Us 6.5 | Color: Gray | Size: 6.5 Nwob! Fast Shipping! Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole Cushioned Insole Round Toe... more | go to store |
 | Reposhing This Item I Purchased From @Toadstooltrader. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | New Without Box Actual Color Is Shown In Last Photo Slight Wear On Sole From Trying On But Never Used Before Free People Jack Zip Ankle Boots Size Us 8 Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots | Color: Tan | Size: 9 Nwob Free People Jack Zip Ankle Boots- Size 39. Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Size Us 8 | Color: Brown | Size: 8 Free People Jack Zip Ankle Boots Size Us 8. Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole... more | go to store |
 | Free People Shoes | Free People Jack Zip Ankle Boots Size Eu 39 | Color: Cream/Tan | Size: 39eu Very Good Condition Step Out In These So Chic And Effortlessly Cool Ankle Boots Featured In A Buttery Soft Leather And Pull-On Style With A V-Shaped Cut, Bold Zippered Sides, And An Eye-Catching Block Heel. Lugged Outsole Cushioned Insole Round Toe... more | go to store |
 | Gucci Marmont Double G Mateless Leather Chelsea Ankle Boots Size 40.5 Black Leather Matelasse Leather Double G 2 Inches Made In Italy Comes With Original Box, Tags, Dust Bags, Booklets more | go to store |
 | Complement Your Classic Look With The New Keith Suede Chelsea Boot From Levi’s! These Handsome Chelsea Boots Feature Soft Suede Uppers With Dual Elastic Gore For Easy On And Off And Memory Foam Footbed For Lasting Comfort. more | go to store |
 | Madewell Size 9 Brynn Ankle Heeled Chelsea Boot With Velvet Trim 1 1/2” Heel 4 1/2” Shaft Height Leather, Suede Upper Man-Made Sole Style # Mb834 Slight Scuffing On Rim Of Front Toes But Not Noticeable When Wearing more | go to store |
 | Black Leather Upper Chelsea Side Panels Ankle Height Really Great Condition Gently Worn 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 |
 | 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 |
 | Madewell Shoes | Bnib Madewell Sonia Snakeskin Chelsea Ankle Boots 6 | Color: Black/Tan | Size: 6 Python Snake Print Heather Natural Leather Chelsea Booties With Almond Toe And Stacked Wooden Heel, Comes With Box 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper Leather Lining more | 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 |
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