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Tory Burch Shoes | New Tory Burch Chelsea Leather Ankle Boots Medallion-Plaque 35mm Sz 8m Org 438$ | Color: Black | Size: 8

Tory Burch Shoes | New Tory Burch Chelsea Leather Ankle Boots Medallion-Plaque 35mm Sz 8m Org 438$ | Color: Black | Size: 8

New Without Box more

$169.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$91.00

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Best Seller
Madewell Shoes | Madewell Chelsea Lonny Ankle Boots | Color: Black | Size: 8.5

Madewell Shoes | Madewell Chelsea Lonny Ankle Boots | Color: Black | Size: 8.5

Madewell Chelsea Lonny Ankle Boots Size 8.5 Used In Great Condition Madewell “The Lonny” Boot. Black Leather Ankle Boot. Stacked Heel, Strap Around Ankle Is Held In Place With Stylish Gold Pin/Ball. Chelsea Boot Style Elastic Sides. Heel Height Is 3... more

$32.00

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Rebecca Minkoff Shoes | New Rebecca Minkoff Sabeen Calf Hair Leopard Print Chelsea Ankle Boots 8.5m | Color: Brown | Size: 8.5

Rebecca Minkoff Shoes | New Rebecca Minkoff Sabeen Calf Hair Leopard Print Chelsea Ankle Boots 8.5m | Color: Brown | Size: 8.5

New Rebecca Minkoff Sabeen Calf Hair Leopard Print Chelsea Ankle Boots 8.5m Printed Calf Hair Upper Pull On Round Toe Synthetic Lining 1" Block Heel Rubber Sole Nwots Items May Have Minor Marks Or Scuffs From Transport Or Storage. They Also May Have... more

$75.00

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Madewell Shoes | Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Shoes | Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 | Color: Brown/Tan | Size: 6.5

Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Madewell Bryce Chelsea Ankle Boot Block Heel Suede Slip-On Brown Size 6.5 Slip On Suede Side Panel Detail Closed Toe Almond Toe In Good Pre-Owned Condition R1 more

$52.00

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Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

Kate Spade Shoes | Kate Spade New York Ankle Chelsea Boots | Color: Black | Size: 10

Kate Spade New York Ankle Chelsea Boots Black & Metallic Leather & Rubber Trim Round-Toes With Glitter Accents Heels: 1.5" Size: 10 In Good Condition, Small Spots On Boots Where Glitter Is Scratched From Being In Closet. - You Can See By The Soles... more

$28.00

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Free People Shoes | Free People Western Ankle Chelsea Boot Embossed Black Leather 38 Nib. | Color: Black | Size: 8

Free People Shoes | Free People Western Ankle Chelsea Boot Embossed Black Leather 38 Nib. | Color: Black | Size: 8

Brand New In Box. Womens Us Size 8. Runs Big More Like 8.5. Please See Photos For Added Description more

$49.00

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Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Ainsley Chelsea Ankle Pull On Genuine Leather Boot Black Size 7.5 | Color: Black | Size: 7.5

Madewell Ainsley Chelsea Boots. Black Ankle Pull On Leather Booties In Great Preloved Condition. Still Have Lots Of Life! See Images For Details Of Wear. Genuine Leather Upper, Lining And Sole. 3/4” Heel. Size: 7.5 more

$50.00

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Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan 38 Size 8 | Color: Brown | Size: 8

Free People Shoes | Free People Arlo Santa Fe Croc Embossed Chelsea Ankle Boots Tan 38 Size 8 | Color: Brown | Size: 8

Beautiful Boots more

$70.00

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Coach Shoes | Coach Tia Ankle Chelsea Boots Chunky Heel Wine Color Suede Booties Size 8.5 | Color: Red | Size: 8.5

Coach Shoes | Coach Tia Ankle Chelsea Boots Chunky Heel Wine Color Suede Booties Size 8.5 | Color: Red | Size: 8.5

Coach Tia Ankle Chelsea Boots, Chunky Heels, Wine Color Suede Booties, Size 8.5 Women’s. Preowned. Some Wear From Normal Use, Mainly On The Bottoms. Heel Height Approx 2.5”. Elevate Your Shoe Game With These Stylish Coach Tia Ankle Booties In A... more

$60.00

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Anthropologie Shoes | Anthropologie ~Dale Chelsea Ankle Pull On Brown Leather Boots Size 41 (10-10.5) | Color: Black/Brown | Size: 10.5

Anthropologie Shoes | Anthropologie ~Dale Chelsea Ankle Pull On Brown Leather Boots Size 41 (10-10.5) | Color: Black/Brown | Size: 10.5

Excellent Preowned Condition Crafted From Hand-Finished Leather, These Sleek Chelsea Boots Offer A Cushioned Insole And A Sturdy Heel For Comfortable, Outfit-Elevating Style. Due To The Nature Of Hand-Finished Leather, Expect Slight Variation In Color... more

$78.00

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Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Shoes | Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d | Color: Brown | Size: 8.5

Coach Mens Chelsea Boots Ankle Suede Pull-On Round Toe Leather Insole Brown 8.5d Pull On Round Toe Features A Comfortable Crepe Sole Ribbed Ankle Gores Pull Tab For On-And-Off Ease. Style No. G2290 Suede Upper Leather Lining And Footbed Rubber Outsole... more

$69.00

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Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

Anthropologie Shoes | Anthropologie ~Stompy Chelsea Ankle Pull On Brown Leather Boots ~ 39/Us 7.5-8 | Color: Brown | Size: 8

In Good Shape Size 39 more

$60.00

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Madewell Shoes | Madewell Lonny Leather Black Heeled Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Madewell Shoes | Madewell Lonny Leather Black Heeled Chelsea Ankle Boots Size 9 | Color: Black | Size: 9

Details Round-Toe Madewell Booties Have Easy Pull-On Style With Exposed Elastic Gores Detailing The Short Shaft. Stacked Heel And Rubber Sole. Leather: Calfskin. Measurements Heel: 3.5in more

$49.00

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Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

Anthropologie Shoes | Anthropologie Farylrobin Suede Chelsea Ankle Boot Size 6 | Color: Silver/Tan | Size: 6

Farylrobin Womens Grey Suede Leather Pointy Toe Chelsea Ankle Bootie Size: Us 6 With Slate Suede And Chelsea Styling, This Is The Perfect Fall Bootie. Condition: Excellent Pre-Owned Condition See Pictures For Details Worn Once Sole: Rubber Sole With... more

$75.00

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Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

Burberry Shoes | Burberry Brogue Chelsea Detailed Wedge Polished Leather Ankle Boots 38 | Color: Brown/Purple | Size: 38eu

Stylish And Chic. Beautiful Details. Polished Leather. Made In Italy. Condition: Pre-Owned. Very Great Condition. May Have Minor Scuffs, Spots And Creases Due To The Delicate Nature Of The Leather. No Shoe Box. No Shoe Dust Bag. Thanks For Sharing The... more

$399.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$91.00

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Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Bryce Suede Chelsea Ankle Boots Size 8.5 | Color: Tan | Size: 8.5

Madewell Bryce Suede Chelsea Boots Equastrian Brown Stacked Block Heel. Side Zip For Easy On And Off. Excellent Condition. Sz 8.5 more

$30.00

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Free People Shoes | Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie Eu 37 | Color: Brown | Size: 37eu

Free People Shoes | Free People Brown Atlas Studded Chelsea Leather Ankle Boots Bootie Eu 37 | Color: Brown | Size: 37eu

These Boots Are Like New! The Brown And Gold Make For A Great Combination. Questions? Leave A Comment Below! more

$98.00

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Nine West Shoes | New Nine West Calf Hair Chelsea Pointed Ankle Boots Size 8 Leopard Print | Color: Brown/Tan | Size: 8

Nine West Shoes | New Nine West Calf Hair Chelsea Pointed Ankle Boots Size 8 Leopard Print | Color: Brown/Tan | Size: 8

Brand New! Bought At Nordstrom Last Year And Never Wore. Size 8. Quick Ship more

$15.00

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Zara Shoes | Leather Chelsea Ankle Boots Sz 9 Or Eu 42 | Color: Black | Size: 9

Zara Shoes | Leather Chelsea Ankle Boots Sz 9 Or Eu 42 | Color: Black | Size: 9

Leather Chelsea Ankle Boots Sz 9 Or Eu 42 #53- 896 more

$79.00

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J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5

J. Crew Shoes | J Crew Chelsea Ankle Boot In Evergreen Size 5 | Color: Green | Size: 5

Slightly Worn J Crew Ankle Boot. True To Size. Rubber With Elastic Stretch Around Ankle. Low Heel. more

$20.00

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J. Crew Shoes | J. Crew Black Chelsea Ankle Boot - Size 7.5 | Color: Black | Size: 7.5

J. Crew Shoes | J. Crew Black Chelsea Ankle Boot - Size 7.5 | Color: Black | Size: 7.5

J. Crew Black Chelsea Ankle Boot - Size 7.5 With Shoe Box more

$125.00

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Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Tory Burch Shoes | $500 Tory Burch Medallion Chelsea Ankle Boot Suede River Rock 6.5 (Me12) | Color: Brown | Size: 6.5

Floor Model And Tried On Excellent - Please See Pictures!! The Quintessential Fall Shoe. Our Chelsea Boot Is An Ultra-Versatile Silhouette Crafted From Soft Suede And Set On A Low Stacked Heel. Elastic Panels And A Back Pull Tab Ensure Ease And... more

$200.00

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Free People Shoes | Free People James Chelsea Ankle Boots In White New In Box | Color: Black/White | Size: 8

Free People Shoes | Free People James Chelsea Ankle Boots In White New In Box | Color: Black/White | Size: 8

Reposhing This Item I Purchased From @Sydney_coop21. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$50.00

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Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Shoes | Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties | Color: Black | Size: 9.5

Madewell Pull On Ankle Boot Size 9.5 Regan Black Leather Chelsea J8307 Booties Excellent Preowned Condition. Madewell Regan Size 9.5 Black Leather Upper And Lining Stacked Heel 2.5 " Heel Cloudlift Lite Padding Retails For $178 Style J8307 Hard To... more

$71.00

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Madewell Shoes | Madewell The Bryce Ankle Suede Chelsea Boot, Tan Desert | Sz 7.5 | Color: Cream/Tan | Size: 7.5

Madewell Shoes | Madewell The Bryce Ankle Suede Chelsea Boot, Tan Desert | Sz 7.5 | Color: Cream/Tan | Size: 7.5

Suede Upper Leather Lining Needs Some Tlc But Still Lots Of Life In Them G1910 more

$38.00

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Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell Shoes | Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper | Color: Brown | Size: 8

Madewell The Bryce Chelsea Suede Stocked Heel Ankle Boots Side Zipper Women Size 8 Almond Toe 2.5” Heel Small Scuff See Photos more

$60.00

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J. Crew Shoes | ! J.Crew $238 Chelsea Leather Ankle Boots E0824 | Color: Black | Size: Various

J. Crew Shoes | ! J.Crew $238 Chelsea Leather Ankle Boots E0824 | Color: Black | Size: Various

Jcrew $238 Chelsea Leather Ankle Boots Black Shoes E0824 Just Try To Complete Your Fall And Winter Outfits Without Comfortable And Stylish Boots. Style, Comfort, And Flair -- What More Could You Want In A Boot? Famous For Their Trendy Yet Functional... more

$46.00

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Madewell Shoes | Madewell Sonia Faux Snakeskin Leather Chelsea Ankle Boot | Color: Black/White | Size: 7.5

Madewell Shoes | Madewell Sonia Faux Snakeskin Leather Chelsea Ankle Boot | Color: Black/White | Size: 7.5

Madewell Sonia Leather Snakeskin Chelsea Boots. Size 7.5 Light Wear Ships Without Original Shoe Box. more

$38.00

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Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Shoes | Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede | Color: Black | Size: 8

Free People Brooks Lug Sole Chelsea Boot Tall Ankle Leather Shoes Black Suede Size 38/Us 8 Nwob New Without Box. Store Display Model. Minor Wear From Being Tried On In A Retail Environment. Please See Photos. Never Worn Outside. Smoke Free Home. Fast... more

$90.00

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Kate Spade Shoes | Kate Spade Sedgewick Domina Leopard Print Chelsea Ankle Rain Boots | Color: Black/Brown | Size: 6/7 Eu 37

Kate Spade Shoes | Kate Spade Sedgewick Domina Leopard Print Chelsea Ankle Rain Boots | Color: Black/Brown | Size: 6/7 Eu 37

Kate Spade Sedgewick Domina Leopard Print Chelsea Ankle Rain Boots. Product Details Material Rubber With Elastic And Rubber Heel Features 1.2" Heel Pull On Back Tab Water-Resistant Size Is A Ladies 6/7 Eu 37 Great Preowned Condition With Only Some... more

$21.00

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Zara Shoes | Men Zara Casual Beige Leather Ankle Chelsea Boots | Color: Cream/Tan | Size: 10

Zara Shoes | Men Zara Casual Beige Leather Ankle Chelsea Boots | Color: Cream/Tan | Size: 10

Negotiable ! Brand New With Tags Attached Never Worn *Please Note Tag Doesn’t Include Price Size 10 Not In The Box ! Original Price $149.90 more

$150.00

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Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Anthropologie Shoes | Anthropologie Taylor Chelsea Ankle Boots New Box Animal Print Leopard Eu 39 Us 8 | Color: Black/Tan | Size: 8

Brand New With Box Suede & Leather Upper Leather Insole Rubber Sole Stacked Leather Heel Pull On Styling Made In Spain Heel Height 1” Shaft Height 5” more

$64.00

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Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Zara Shoes | Ankle Chelsea Boots | Color: Black | Size: 38

Black Chelsea Boots Please See Photos These Boots Are Worn And Scuffed more

$18.00

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Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sonia Chelsea Leather Ankle Boots | Color: Black | Size: 7.5

Give The Style Blahs The Boot With This Contemporary Madewell Sonia Chelsea Leather Ankle Boots That Features An Almond Toe And A Tapered Stacked 1.75" Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort.... more

$85.00

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Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Free People Shoes | Free People Essential Black Leather Chelsea Ankle Boot Sz 39 | Color: Black | Size: 8.5

Sz 39 Eu Sz 8.5 Us Great Condition, Very Light Signs Of Wear 3” Heel Made In Spain more

$85.00

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J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

J. Crew Shoes | J. Crew Low Cut Chelsea Suede Ankle Boots | Color: Tan | Size: 11

Nwot Beige Suede Size 11 2” Heel more

$79.00

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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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J. Crew Shoes | J Crew Ankle Booties 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots | Color: Tan | Size: 9.5

J. Crew Shoes | J Crew Ankle Booties 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots | Color: Tan | Size: 9.5

J Crew Womens Ankle Booties Size 9.5 Tan Suede Pointy Toe Western Pull On Chelsea Boots Heel 3 Shaft Height 7.5 Around Ankle 12 Pet Free Home Smoke Free Home Offers Welcome more

$168.00

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More information about Men's Shoes

Best prices on Halston heritage ankle boots chelsea in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.