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| Best Seller  | Men's Lidfort Chelsea Leather Boots - Black - Casual boots Chelsea leather ankle boots, featuring elastic ankle straps, a leather sole and a square toe. more | $660.00 $364.00 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 |
| Best Seller  | Free People Black Croc Emboss Leather Strap Western Chelsea Ankle Boot Strap Detail With Pewter Tone Interlocking Horseshoe Charm Padded Footbed * Slightly Squared Off Toe * Elastic Pull On Sides New In Box * Retail Price: $248.00 * Fits True To Size... more | go to store |
 | Madewell Lonny Ankle Boots Booties Black Leather Chelsea. Heeled 3.5” Stacked Wood Chunky Heels. Elastic Goring On The Sides With A Decorative Strap. more | go to store |
 | 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 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 |
 | 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 |
 | Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - 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 |
 | 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 |
 | Gucci Chelsea Boot, This Ankle Boot In Shiny Black Leather Is Designed With A Lug Sole And Elastic Inserts On Each Side For A Pull-On Entry. Completed With A Detachable Ankle Strap Dotted With Sparkling Crystals Encased Within Engraved Trims,... more | go to store |
 | Burberry Shoes | Burberry 'Chelsea' Ankle Boots | Color: Black | Size: Various 'Chelsea' Leather Ankle Boots With Elastic Ankle Straps, Rubber Sole. Color: Black Size & Fit: Eu Man Composition: 90% Le 6% Pl 4% Ea Sku: Jul-8076670black Welcome To The Official Luosophy Poshmark Closet! Luosophy Is A Luxury Brand Reselling Company... more | go to store |
 | Soft Light Tan Leather Booties Buckle Strap And Adjustable Closure 3” Sturdy Heel Little Leather Bows On The Back Heel With The Kate Spade Logo Super Cute And Versatile Good Condition, Some Light Water Marks See All Photos For Condition I Ship Quickly... more | go to store |
 | Adorable Madewell Kat Black Suede Stacked Heel Ankle Chelsea Boot Booties Black Suede Leather Uppers Side Hidden Elastic Panels Back Pull Up Strap Chunky Stacked Faux Wood Heel Squared Off Toe Cushion Insole With Extra Layer Of Cushion In Very Good... more | go to store |
 | Madewell Shoes | Madewell Lonny Leather Black Heeled Ankle Boots | Color: Black | Size: 9 In Excellent Condition Size 9 Heel Height 3.5 Inches Black Leather Ankle Boot. Stacked Heel, Strap Around Ankle Is Held In Place With Stylish Bronze Pin/Ball. Chelsea Boot Style Elastic Sides. more | go to store |
 | 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 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 |
 | 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 |
 | Men's Ann Demeulemeester Stef Chelsea Ankle Boots - Black - Casual boots Synonymous with timeless elegance, the Chelsea boot gets a low-key update from Ann Demeulemeester. A menswear classic, they will go with a navy or grey suit, or with jeans and a... more | $796.18 $473.88 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 |
 | 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 | $694.06 $599.66 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 |
 | Excellent Condition Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties Brand: Madewell Size: Women’s Size 6 Style: 2030756 Carina Color: Burnt Clay Multi 1.5” Stacked Block Heel 5.5” Tall Leather Upper Snakeskin Print Yellow... 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 |
 | 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 Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged Made Of Water-Resistant Suede With A Rugged Lug Sole, These Pull-On Chelsea Boots Are Fully Lined In Real Shearling To Up The Cozy Factor. Basically: All-Weather Boots You'll... more | go to store |
 | Reposhing This Item I Purchased From @Deenajwhennen. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! 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 |
 | Free People Ankle Boots Size: 10 41 Condition: Pre-Owned In Good Condition. There Are A Few Scratches, But The Color And Material Have A Distressed Flavor, So These Blend In. Features: Slip On Styling, Wrap Around Straps With An Adjustable Brushed... more | go to store |
 | Ankle Black Leather Boots With Detachable Ancle Strap Dotted With Sparkling Crystals Resembling Vintage Jewels. Original With Box And Dust Bags! 3.5” Heel Height. Wore Them A Couple Times. more | go to store |
 | Black Leather Gucci Ankle Boot With Gold Studded Over Boot Strap With 2 Small Side Buckles more | go to store |
 | 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 | go to store |
 | Madewell Shoes | New Madewell Low Chelsea Snakeskin Ankle Boots | Color: Black/Brown | Size: Various Brand New Madewell Low Chelsea Boots In Snake Embossed Leather Heather Natural Multi Style M3463 Size 6.5 Is New With Box Size 7.5 New With Box Size 7.5 New Without Box True To Size, Very Comfortable Msrp $188 Open To Reasonable Offers Top Rated Seller... more | go to store |
 | Reposhing This Item I Purchased From @Sydney_coop21. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more | go to store |
 | Kate Spade New York Sedgewick Chelsea Ankle Rubber Rain Boots Shoes Size 10 Used... In Good Condition. Sign Of Normal Wear. Please See Pictures Provided. Black Bin 04 more | go to store |
 | Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5 Runs Small; Order 1/2 Size Up. Details An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. - 1 3/4" Heel (Size 8.5) - 3" Shaft - Pull-On Style With Elastic Gore Insets -... more | go to store |
 | Boho Urban Chic In These Gorgeous Free People Chelsea Boots Free People Recommends Sizing Up 1/2 Size Nwob Some Minor Try On Scuffing No Other Imperfections See Pics For Item Details more | go to store |
 | Madewell Shoes | Guc Madewell Chelsea Ankle Boots Size 9 | Color: Black | Size: 9 Super Versatile - Block Heel Style Black Some Signs Of Wear - See Pics And Ask Questions Before Purchasing more | go to store |
 | Gently Used Madewell Womens 8.5 Caleb Black Leather Bootie Low Asymmetrical Boots Chelsea Ankle Black Low Cut 10.75 Inches Long 3.5 Inches Sole Width 1.5 Heel Evidence Of Use On The Sole Insole And Upper Please Review All Photos Carefully more | go to store |
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