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J. Crew Shoes | J Crew Collection 8 Leather Animal Print Calf Hair Chelsea Boot Bootie Black Tan | Color: Black/Brown | Size: 8

J. Crew Shoes | J Crew Collection 8 Leather Animal Print Calf Hair Chelsea Boot Bootie Black Tan | Color: Black/Brown | Size: 8

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

$45.00

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Zara Shoes | Brown Leather Heeled Chelsea Booties By Zara Sz 7 | Color: Brown | Size: 7

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

$40.00

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Best Seller
Free People Shoes | Free People James Chelsea Boot Booties Size 39.5 9.5 Deep Khaki Leather New | Color: Brown | Size: 39.5eu

Free People Shoes | Free People James Chelsea Boot Booties Size 39.5 9.5 Deep Khaki Leather New | Color: Brown | Size: 39.5eu

New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more

$129.00

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Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

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

$68.00

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Free People Shoes | Free People James Chelsea Boot Booties Size 40 10 Deep Khaki Leather New | Color: Brown | Size: 40eu

Free People Shoes | Free People James Chelsea Boot Booties Size 40 10 Deep Khaki Leather New | Color: Brown | Size: 40eu

New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more

$129.00

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Coach Shoes | Coach Alexa White Platform Leather Heeled Chelsea Booties | Color: White | Size: 8

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

$200.00

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Madewell Shoes | Madewell Frankie Chelsea Brown Leather Ankle Heeled Booties Size 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell Frankie Chelsea Brown Leather Ankle Heeled Booties Size 7 | Color: Brown | Size: 7

Madewell Frankie Chelsea Brown Leather Ankle Heeled Booties Size 7 Good Preowned Condition Has Some Wear On Toes See Pictures more

$45.00

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Madewell Shoes | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674 | Color: Black | Size: 10

Madewell Shoes | Madewell Booties Bryce Suede Leather Chelsea Ankle Black Size 10 Style M4674 | Color: Black | Size: 10

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

$59.00

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Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Leather Snakeskin 11 M3463 | Color: Black/Brown | Size: 11

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

$68.00

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Jessica Simpson Shoes | Jessica Simpson Demmie Studded Leather Lug Sole Chelsea Booties | Color: Black | Size: Various

Jessica Simpson Shoes | Jessica Simpson Demmie Studded Leather Lug Sole Chelsea Booties | Color: Black | Size: Various

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

$68.00

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Anthropologie Shoes | Bernardo X Anthropologie Somers 8.5 Black Leather Lug Loafer Chelsea Booties New | Color: Black/White | Size: 8.5

Anthropologie Shoes | Bernardo X Anthropologie Somers 8.5 Black Leather Lug Loafer Chelsea Booties New | Color: Black/White | Size: 8.5

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

$198.00

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Madewell Shoes | Madewell Carina Black Leather Chelsea Booties Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Carina Black Leather Chelsea Booties Size 7 | Color: Black | Size: 7

Madewell Carina Black Leather Chelsea Booties Size 7 Elevate Your Wardrobe With These Stylish Black Leather Chelsea Booties From Madewell. Crafted With Quality Leather, These Boots Are Perfect For Any Occasion, Whether It's A Night Out Or Just Running... more

$95.00

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Coach Shoes | Coach Bowery Leather Chelsea Bootie | Color: Black | Size: 10

Coach Shoes | Coach Bowery Leather Chelsea Bootie | Color: Black | Size: 10

Coach Bowery Leather Chelsea Bootie Black Leather Size 10 In Good Condition - Only Selling Because My Feet Grew During Pregnancy And They No Longer Fit. A Couple Scuffs On Heels (See Close Up Photos) more

$90.00

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Madewell Shoes | Madewell Raegan Tan Genuine Leather Ankle Chelsea Booties Sz 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell Raegan Tan Genuine Leather Ankle Chelsea Booties Sz 8 | Color: Tan | Size: 8

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

$31.00

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Coach Shoes | Coach Ryer Woven Western Bootie. Gorg Leather. | Color: Black | Size: 8

Coach Shoes | Coach Ryer Woven Western Bootie. Gorg Leather. | Color: Black | Size: 8

Coach Ryer Woven Ankle Boot. Side Zip Closure All Leather Gentle, Normal Wear. Few Scrapes And Scratches On Toe Box And Heel. Visible In Photos. With Some Polish Would Look Good As New!!! Heel Approx 2”. Box Included. more

$24.00

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Free People Shoes | Free People Spanish Leather Western Booties | Color: Brown | Size: 7

Free People Shoes | Free People Spanish Leather Western Booties | Color: Brown | Size: 7

Made In Spain, Beautiful Brown Leather Western Booties With Snake Print + Brass Stud Detailing more

$50.00

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Free People Shoes | Bn Farylrobin X Free People Vegan Leather Studded Dessert Cowboy Western Booties | Color: Black/Silver | Size: 8

Free People Shoes | Bn Farylrobin X Free People Vegan Leather Studded Dessert Cowboy Western Booties | Color: Black/Silver | Size: 8

Unworn But Tried On So Some Light Scratching/Dirt On Soles. more

$75.00

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Free People Shoes | Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 | Color: Brown | Size: 9

Free People Shoes | Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 | Color: Brown | Size: 9

Free People Brown Bronze Emmett Western Leather Booties Boots Size 39 Or 9 Size 39 Or 9 Brown Bronze Croc Leather Upper 2” Block Heel Side Zipper Closure Excellent Preowned Condition With No Flaws more

$85.00

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J. Crew Shoes | J. Crew Croc Embossed Leather Western Booties In Dark Walnut Nwt | Color: Brown | Size: Various

J. Crew Shoes | J. Crew Croc Embossed Leather Western Booties In Dark Walnut Nwt | Color: Brown | Size: Various

J. Crew Boots Dark Walnut Croc Embossed Leather Western Boots Nib Size: 8 And 9.5 Color: Dark Walnut Condition: New In Box Content: Croc Embossed Leather Upper Leather Lining Synthetic Sole Runs Slightly Narrow These Croc-Embossed Leather Boots (With A... more

$124.00

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Free People Shoes | Free People Black Leather Chelsea Booties | Color: Black | Size: 8

Free People Shoes | Free People Black Leather Chelsea Booties | Color: Black | Size: 8

Free People Black Leather Chelsea Booties more

$35.00

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Free People Shoes | Free People Vegan Leather Blush Ankle Western Bootie Size 7.5 | Color: Pink | Size: 7.5

Free People Shoes | Free People Vegan Leather Blush Ankle Western Bootie Size 7.5 | Color: Pink | Size: 7.5

Free People Vegan Leather Blush Western Ankle Bootie Size 7.5. Comfy And Lightweight. Worn Just A Couple Times. more

$45.00

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Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Reposhing This Item I Purchased From @Fashion_pass7. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$75.00

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Free People Shoes | Free People Atlas Leather Chelsea Kilim Pull-On Bootie Size 8 | Color: Black/Red | Size: 8

Free People Shoes | Free People Atlas Leather Chelsea Kilim Pull-On Bootie Size 8 | Color: Black/Red | Size: 8

Nwt Free People Atlas Leather Chelsea Kilim Pull-On Bootie Size: 8 Pieced Textile Pull-On Bootie Elasticized Insets Scalloped Laser Cut Edges Stud Detail Around Midsole Leather/Textile Upper, Leather Lining, Rubber Outsole Studded Detail Around Midsole... more

$115.00

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Coach Shoes | Coachlyden Leather Lug Sole Chelsea Booties | Color: Black | Size: 5.5

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

$100.00

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Madewell Shoes | Madewell Sonia Snakeskin Low Leather Chelsea Booties | Color: Red | Size: 9.5

Madewell Shoes | Madewell Sonia Snakeskin Low Leather Chelsea Booties | Color: Red | Size: 9.5

Women's Size 9.5 Madewell Sonia Snakeskin Low Leather Chelsea Booties 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... more

$45.00

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Madewell Shoes | Madewell The Greer Chelsea Leather Booties 8 | Color: Black | Size: 8

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

$119.00

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Free People Shoes | Free People Brown Leather Chelsea Ankle Booties 38 | Color: Brown | Size: 8

Free People Shoes | Free People Brown Leather Chelsea Ankle Booties 38 | Color: Brown | Size: 8

Free People Brown Leather Chelsea Ankle Booties - Zip Up Heels - Leather Sole - Heel Height: 1” Size: Euro 38 / 8 (Hj) more

$55.00

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Madewell Shoes | Madewell Carina Black Leather Chelsea Booties Size 7 | Color: Black | Size: 7

Madewell Shoes | Madewell Carina Black Leather Chelsea Booties Size 7 | Color: Black | Size: 7

Madewell Carina Black Leather Chelsea Booties Size 7 Elevate Your Wardrobe With These Stylish Black Leather Chelsea Booties From Madewell. Crafted With Quality Leather, These Boots Are Perfect For Any Occasion, Whether It's A Night Out Or Just Running... more

$95.00

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Madewell Shoes | Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 | Color: Black | Size: 8.5

Madewell Shoes | Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 | Color: Black | Size: 8.5

Madewell Marco Boots Black Leather Chelsea Booties Wooden Platform Heel Size 8.5 The Madewell Marco Chelsea Boots Are A Casual, Ankle-High Boot With A Wooden Platform Heel. They Have A Leather Upper And Lining, A Rubber Outsole, And Elastic Side Gores.... more

$22.00

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Anthropologie Shoes | Latigo Anthropologie Kick Soft Leather Woven Western Espresso Booties Size 6 | Color: Brown | Size: 6

Anthropologie Shoes | Latigo Anthropologie Kick Soft Leather Woven Western Espresso Booties Size 6 | Color: Brown | Size: 6

Latigo Anthropologie Kick Soft Leather Woven Western Espresso Booties Size 6 These Are In Excellent Used Condition. Minor Wear Only. Ankle Boots Split Sides Slip On Woven Braided Vamp Detail Soft Leather Upper Boho Western Style Lightly Cushioned... more

$40.00

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Coach Shoes | Coach Bandit Zip Shoes Black Pebble Leather Western Ankle Booties | Color: Black | Size: 6

Coach Shoes | Coach Bandit Zip Shoes Black Pebble Leather Western Ankle Booties | Color: Black | Size: 6

These Coach Shoes Are In Great Used Condition. Bandit Zip Shoe With Western Style Details. Very Short Ankle Booties. Pointed Toe. Pebbled Leather. Some Very Minor Wear On The Soles (Pictured). Size 6. more

$65.00

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Madewell Shoes | Ainsley Chelsea Golf Leather Booties From Madewell. | Color: Gold | Size: 7.5

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

$75.00

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Free People Shoes | Free People Shadow Lark Cure Blue Leather Ankle Chelsea Bootie Sz 6 | Color: Blue | Size: 6

Free People Shoes | Free People Shadow Lark Cure Blue Leather Ankle Chelsea Bootie Sz 6 | Color: Blue | Size: 6

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

$45.00

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Free People Shoes | Free People Caleb Patent Leather Bootie Chelsea Sz 8 | Color: Black | Size: 8

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

$56.00

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Torrid Shoes | Chelsea Bootie - Faux Leather Beige | Color: Cream | Size: 12

Torrid Shoes | Chelsea Bootie - Faux Leather Beige | Color: Cream | Size: 12

Torrid, Chelsea Bootie - Faux Leather Beige, Never Worn & In Perfect Condition, Size 12 more

$65.00

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Free People Shoes | Free People Back Loop Ankle Boot Booties Western Pointed Brown Leather Size 39 | Color: Brown/Tan | Size: 9

Free People Shoes | Free People Back Loop Ankle Boot Booties Western Pointed Brown Leather Size 39 | Color: Brown/Tan | Size: 9

Free People Back Loop Ankle Boot Booties Western Brown Almond Pointed Toe Leather Size 39 Or 9 New - Includes Tag But It Is Not Attached The Cold-Weather Is Calling Your Name In The Free People Back Loop Ankle Boot. Pull Tab On Back. Buckle Strap For... more

$98.00

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Madewell Shoes | Madewell Chelsea Black Leather Boots #F5092 Bootie | Color: Black | Size: 7.5

Madewell Shoes | Madewell Chelsea Black Leather Boots #F5092 Bootie | Color: Black | Size: 7.5

Reposhing This Item I Purchased From @Sally_emm1987. Loved It, But I Now Wear Barefoot Shoes So Selling My Shoes! more

$70.00

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Free People Shoes | Free People James Chelsea Boot Booties Size 41 11 Deep Khaki Leather New | Color: Brown | Size: 41eu

Free People Shoes | Free People James Chelsea Boot Booties Size 41 11 Deep Khaki Leather New | Color: Brown | Size: 41eu

New In Box A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides.Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Women's Shoes... more

$129.00

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Free People Shoes | Free People Boots James Khaki Leather Heeled Chelsea Booties | Color: Brown/Tan | Size: Various

Free People Shoes | Free People Boots James Khaki Leather Heeled Chelsea Booties | Color: Brown/Tan | Size: Various

Free People James Khaki Leather Heeled Chelsea Boots - New In Box Gear Up For The Cooler Weather With The Leather Free People James Chelsea Boot Featuring A Pull-On Design With Dual Goring And Side Zip Closure For A Comfortable, Yet Secure Fit. Soft... more

$225.00

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J. Crew Shoes | J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc | Color: Black | Size: 8

J. Crew Shoes | J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc | Color: Black | Size: 8

J. Crew Black Leather Lug Sole Chunky Chelsea Boots Ankle Booties Size 8 Euc Excellent Like New Condition With No Flaws Round Toe Ankle-Boot Leather Flat Anti-Slip Rubber Outsole Slip-On Style Elasticized Opening Boho Outdoor Travel Combat Military... more

$75.00

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More information about Men's Shoes

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