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| Best Seller  | Reposhing This Item I Purchased From @Pinetreeposh. Loved It, But They Are Too Small I’m Usually A 9 Or 9.5. These Fit So Snug, I Would Compare Them To An 8, Maybe An 8.5. more | go to store |
 | In Excellent Condition Other Than A Minor Scuff On Side See Last Photo, Gold Metallic Croc Embossed, Leather, Pointed Toe, Pull On Style, Size 41. Small Heel #Blkrk more | go to store |
| Best Seller  | 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 |
 | Ssense Exclusive Western Chelsea Boots Men's Toga Virilis Ssense Exclusive Western Chelsea Boots - Black - Casual boots Ankle-high buffed leather Chelsea boots in black. Pointed toe · Embroidered detailing at vamp · Pull-loop at heel collar · Concealed elasticized gusset at sides · Stacked... more | $555.00 $327.00 FREE shipping go to store |
 | Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Wide DDB0163-7-W Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Wide DDB0163-7-W. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more | FREE shipping go to store |
 | Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Medium DDB0163-7-M Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 7 Medium DDB0163-7-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more | FREE shipping go to store |
 | Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 13 Medium DDB0163-13-M Durango Boot Western Waterproof Rebel 12 inch Boot - Men's Coyote Brown 13 Medium DDB0163-13-M. This style has distressed full-grain leather with a waterproof membrane bootie inside to keep your feet dry all day long. It has a contoured ventilated and... more | FREE shipping go to store |
 | 2976 Contrast Stitch Leather Chelsea Boots Men's Dr. Martens 2976 Contrast Stitch Leather Chelsea Boots - Black - Casual boots Never follow fashion. Subvert and disrupt it. The 2976 Chelsea boot casts a shadow over traditional country and western styling with an infusion of 80s Gothic... more | FREE shipping go to store |
 | Leather Upper And Leather Lining Great Condition Fall Winter Some Creasing more | go to store |
 | Free People Size 38 (Us 8) Burnt Orange Color Suede Leather Upper Charm Style Bootie Double V Cutout Chelsea Boot Stacked Wood Heel 1.75" Heel Height Leather Instep And Sole Excellent Used Condition 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 |
 | Madewell “Grayson” Tan Suede Leather Stocked Block Heel Ankle Boots/Booties. Our Design Team Took Age-Old Western Boot Details, A Stacked Raw Leather Heel, A Pointy Toe, Brogue Perforations And Cut Them Low On The Ankle To Make Your Legs Look Even... more | go to store |
 | Brand New In The Box True To Size. Geometric Goring Panels Chelsea Leather Bootie With A Softly Pointed Toe And A Curvy Half-Moon Heel. 3" Heel 5" Shaft Side Zip Closure; Elastic Goring In Shaft Leather And Textile Upper Imported Color: Ccgunmetal1194 more | go to store |
 | Madewell Shoes | Madewell The Laura Chelsea Boot In Leather Black Booties | Color: Black | Size: 8 Used, No Box Great Height Tts Stock Images Just To Show Style. Make Me An Offer! With A Taller Shaft That Fits Close To The Ankle And A Sexy High Heel, These Sleek Leather Boots Look Good With Everything From Skinnies To Wide-Legs To Skirtsin Other... more | go to store |
 | Black Leather Pointed Toe Soft Footbed Elastic Inner And Outer Ankles For Easy On And Off Size 7, True To Size. Condition Is Great As Shown. Sole Under Toe Has A Very Small Chip As Shown In Picture. more | go to store |
 | Brand / Info Madewell. Genuine Leather, Tan Color. Slip On Style With Stretchy Sides. Has Pulls At Achilles Tendon To Easily Slip Shoes On. Leather Upper. Leather Lining. Synthetic Sole. Style # J8307 Size / Feels Like 8, True To Size Is It Stretchy... 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 |
 | Coach Shoes | Coachlyden Leather Lug Sole Chelsea Booties | Color: Black | Size: 5.5 Coach Lyden Leather Lug Sole Chelsea Booties Black Size 5.5 more | go to store |
 | Madewell Shoes | Madewell The Greer Chelsea Leather Booties 8 | Color: Black | Size: 8 Madewell The Greer Chelsea Leather Booties Size 8. Amazing Pre-Loved Condition With Faint Signs Of Wear If Any, No Heel Drag. Very Comfortable Square Heel. J more | go to store |
 | Give Some Edge To Your Everyday Look With The Jessica Simpson Demmie Boots, Accented With Conical Studs For A Distinct Look And Is Supported With A Block-Heeled Rubber Sole For Confident Struts. Pull-On Booties In A Round Toe Silhouette. Cone-Shaped... more | go to store |
 | The Somers Boot Is The Stylish Combination Of Two Timeless Styles: Loafers And Chelsea Boots. This Style Takes The Beloved Selma Loafers To The Next Level, Creating A Comfortable And Versatile Silhouette That Pair Perfectly With Jeans Or Midi Skirts.... 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 |
 | Madewell Shoes | Madewell Chelsea Snake Embossed Leather Booties Boots | Color: Black/Tan | Size: 8 Madewell Low Chelsea Boots In Snake Embossed Leather. Serves As A Versatile Work To Weekend Style. Almond Toe And Tapered 1 3/4" Stacked Heel 3" Shaft Pull On Style With Elastic Gore Insets Cushioned Footbed Leather Upper & Lining/Synthetic Sole... more | go to store |
 | New Without Tag/Box. Very Light Creating From Being Tried On. more | go to store |
 | Free People Brand Without Box Patent Leather Pull On Style Goring Side For Easy On And Off Color White Size 9.5. You Have A Question Don't Hesitate To Ask. more | go to store |
 | Madewell Leather Calf Hair Cheetah Print Chelsea Boots Booties. Upper Is In Excellent Condition, Soles Do Show Some Wear. Lots Of Life Left In These Super Fun Shoes! more | go to store |
 | Madewell Shoes | Ainsley Chelsea Golf Leather Booties From Madewell. | Color: Gold | Size: 7.5 Gently Worn Gold Leather Madewell Booties. Crafted From Metallic Leather, This Updated Chelsea Boot Has A Pared Down Look Thanks To The Sleek Covered Leather. 4" Shaft Height (Based On Size 7). 1 3/16" Heel. Metallic Leather Upper. Leather Lining.... more | go to store |
 | Madewell Shoes | Madewell Black Sonia Leather Chelsea Ankle Bootie | Color: Black | Size: 9 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 3" Shaft Pull-On Style With Elastic Gore Insets Cushioned Footbed Leather Upper And Lining/Synthetic Sole... more | go to store |
 | Free People Shadow Lark Ankle Chelsea Bootie Sz 6 Navy Perforated Leather Hidden Snaps On One Side Side Zipper On Other Side Ankle Boots, Chelsea Style Small Heel Cute Stitched Detail On Side Size 36 Pre-Owned Have Some Wear But Still Lots Of Left... more | go to store |
 | Madewell The Ainsley Chelsea Leather Boot In Black Size 7 Ankle Booties Have Light Scuffs And Distressing But They’re High Quality/Beautifully Made And Have A Lot Of Life Left. more | go to store |
 | Free People Atlas Chelsea Booties Brown Studded Leather Boots | Size 7.5us Brand New Shaft Measures Approximately 6" From Arch. Heel Measures Approximately 1.25 Inches" Bring In The Winter Season With The Ruggedly Chic Details Of The Free People Atlas... more | go to store |
 | Questions? Leave A Comment Below! Like New Condition more | go to store |
 | J Crew Collection 8 Leather Animal Print Calf Hair Chelsea Boot Bootie Black Tan Details -Size 8 M -Lightly Padded Insole -Leather Upper -Leather Sole -Textured Exterior -Good Pre-Owned Condition. Free Of Holes & Rips. Pet/Smoke Free. more | go to store |
 | Zara Shoes | Brown Leather Heeled Chelsea Booties By Zara Sz 7 | Color: Brown | Size: 7 Good Preowned Condition Approx 2” Heel Smoke Free Home Fast Shipping Bundle To Save more | go to store |
 | Free People Shoes | Free People Caleb Patent Leather Bootie Chelsea Sz 8 | Color: Black | Size: 8 Slight Scuffing On Orange Part And Tip Of Boots As Shoe In Pics Photos Show Stock Photo And Current Condition more | go to store |
 | Madewell Shoes | Madewell Low Chelsea Snake Embossed Leather Bootie | Color: Gray/Tan | Size: 7.5 Madewell Low Chelsea Snake Embossed Leather Bootie New Condition Material: Leather more | go to store |
 | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more | go to store |
 | Coach Shoes | Coach Alexa White Platform Leather Heeled Chelsea Booties | Color: White | Size: 8 White Platform Alexa Leather Heeled Chelsea Coach Size 8 Brand New Never Been Worn more | go to store |
 | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674. Madewell Bryce Ankle Boots Booties Black Suede Leather M4674 Side Zip Biker Westernexcellent Condition more | go to store |
 | Anthropologie Shoes | Leather Booties Chelsea | Color: Tan | Size: 6 Seychelles Leather Booties Made In Los Angeles Since 1924 more | go to store |
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