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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 9 - Womens

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

$69.99

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Chelsea Boots, Ankle Boots

Chelsea Boots, Ankle Boots

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

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Best Seller
Chelsea Ankle Boots

Chelsea Ankle Boots

Men's Tod's Chelsea Ankle Boots - Brown - Casual boots 100% Suede, 100% Rubber. Made in Italy. more

$587.78 $479.63

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Slip-on Chelsea Ankle Boots

Slip-on Chelsea Ankle Boots

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

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WIDE FIT Sarah Ankle Boot - black

WIDE FIT Sarah Ankle Boot - black

Our Sarah Ankle Boot is an elevated addition to your footwear collection. With its faux leather fabrication, faux fur lining, and front lace-up detail this boot is a stylish piece that brings the perfect finishing touch to your look. Key Features... more

$109.99 $76.99

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WIDE FIT Sarah Ankle Boot - black

WIDE FIT Sarah Ankle Boot - black

Our Sarah Ankle Boot is an elevated addition to your footwear collection. With its faux leather fabrication, faux fur lining, and front lace-up detail this boot is a stylish piece that brings the perfect finishing touch to your look. Key Features... more

$109.99 $76.99

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WIDE FIT Sarah Ankle Boot - black

WIDE FIT Sarah Ankle Boot - black

Our Sarah Ankle Boot is an elevated addition to your footwear collection. With its faux leather fabrication, faux fur lining, and front lace-up detail this boot is a stylish piece that brings the perfect finishing touch to your look. Key Features... more

$109.99 $76.99

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J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

J. Crew Shoes | J. Crew Gray Leather Ankle Chelsea Boot W/ Ankle Strap And Gold Hardware- Size 8 | Color: Gray | Size: 8

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

$36.00

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Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Womens

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

$69.99

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Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

Madewell Shoes | Madewell The Carina Boot In Snake Embossed Leather Ankle Chelsea Boot Booties | Color: Black/Yellow | Size: 6

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

$68.00

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Madewell Shoes | Madewell The Ivy Chelsea Boot Mini Dot Ankle Boots Calf Hair Size 7 | Color: Brown | Size: 7

Madewell Shoes | Madewell The Ivy Chelsea Boot Mini Dot Ankle Boots Calf Hair Size 7 | Color: Brown | Size: 7

Madewell Ivy Chelsea Mini Dot Animal Print Ankle Boots Calf Hair Size 7 Like New more

$160.00

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Stef Chelsea Ankle Boots

Stef Chelsea Ankle Boots

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

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Chelsea Ankle Boots

Chelsea Ankle Boots

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

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Shield Square-toe Chelsea Ankle Boots

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

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Henry Country Ankle Chelsea Boot

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

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Chelsea Ankle Boots

Chelsea Ankle Boots

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

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Henry Ankle Chelsea Boot

Henry Ankle Chelsea Boot

Men's Tricker's Henry Ankle Chelsea Boot - Black - Casual boots 100% Leather. Made in Italy. more

$732.05 $597.36

FREE shipping

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WIDE FIT Sarah Ankle Boot - black

WIDE FIT Sarah Ankle Boot - black

Our Sarah Ankle Boot is an elevated addition to your footwear collection. With its faux leather fabrication, faux fur lining, and front lace-up detail this boot is a stylish piece that brings the perfect finishing touch to your look. Key Features... more

$109.99 $76.99

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WIDE FIT Sarah Ankle Boot - black

WIDE FIT Sarah Ankle Boot - black

Our Sarah Ankle Boot is an elevated addition to your footwear collection. With its faux leather fabrication, faux fur lining, and front lace-up detail this boot is a stylish piece that brings the perfect finishing touch to your look. Key Features... more

$109.99 $76.99

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WIDE FIT Darcy Chelsea Boot - black

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

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Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

Madewell Shoes | Madewell The Grayson Brogue Chelsea Boot J8292, Western Cut Ankle Boot. | Color: Brown/Tan | Size: 8

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

$54.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond 7 | Color: Brown/Tan | Size: Various

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

$128.00

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Free People Shoes | Free People Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Shoes | Free People Essential Chelsea Boots In Natural Cream Ankle Boots Size 38 Euc | Color: Cream | Size: 8

Free People Tan Leather Ankle Boots Made In Spain Size 38/8 Euc No Box more

$90.00

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Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

Free People Shoes | Free People James Chelsea Boots Ankle Boots Tan Brown Almond Color 7 | Color: Brown/Tan | Size: 7

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

$128.00

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Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

Madewell Shoes | Madewell Size 8.5 The Carlin Shearling Chelsea Boot Ankle Boot Suede Rugged | Color: Tan | Size: 8.5

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

$97.00

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Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

Madewell Shoes | Madewell Ivy Croc Leather Chelsea Boots Lug Sole Platform Ankle Boots Like New | Color: Brown | Size: 8

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

$75.00

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Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

Free People Shoes | Free People James Chelsea Boots White Leather Lug Sole Ankle Boots In Bone 40 | Color: White | Size: 9

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

$54.00

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Anthropologie Shoes | Anthropologie Sey Black Suede Over The Knee Boots | Color: Black/Gold | Size: 6

Anthropologie Shoes | Anthropologie Sey Black Suede Over The Knee Boots | Color: Black/Gold | Size: 6

Sey Collection Seychelles 6 Black Suede Leather Studded Over The Knee Boots Otk From Anthropologie Black Distressed Suede Studded Over The Knee Boots Can Be Cuffed Down At Knee * Gold & Silver Flat Studs Allover Inside Zip Block Chunky Heel Boho,... more

$275.00

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Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Madewell Shoes | Classic Madewell Chelsea Ankle Boot | Color: Brown | Size: 7.5

Reposhing This Item I Purchased From @Amplifyart7. Loved It, But Ready To Rotate For Something New. Small Stain On Left Toe. more

$30.00

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Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

Zara Shoes | Leather Chelsea Ankle Boots Sz 6 | Color: Black | Size: 6

Leather Chelsea Ankle Boots Sz 6 #47-823 more

$59.00

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Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Shoes | Madewell Grayson Chelsea Velvet Ankle Boots / Booties / Shooties Size 9 Country | Color: Silver | Size: 9

Madewell Genuine Leather Grayson Chelsea Velvet Ankle Boots Size 9, Small Spots Hardly Noticeable See Picture 9, Otherwise These Boots Are In Excellent Used Condition. more

$30.00

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Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Zara Shoes | Brown Suede Chelsea Ankle Boot | Color: Brown/Tan | Size: 8

Tall Ankle Boot Suede Chelsea Boot From Zara, Worn Once! more

$50.00

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Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell Spencer Chelsea Ankle Boot Sz 8 | Color: Tan | Size: 8

Madewell Spencer Chelsea Ankle Boot Sz 8. Pre-Owned Condition (Average Creasing At Toes And Wear On Inner Sole Side Of Heels-Photos 7 & 8). more

$50.00

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Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Shoes | Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle | Color: Blue/Gray | Size: 41eu

Free People Boots James Chelsea Ice Leather Light Blue Casual Heeled Ankle Womens Size: 41 Gorgeous Boots With A Light Blue Tone. Beautiful For Everyday Wear. Light Enough They Kind Of Look Off White So Could Be Pretty Neutral. New Without Tags, Some... more

$75.00

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Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Shoes | Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots | Color: Brown | Size: 7.5

Anthropologie Size 7.5 Brown Suede Metallic Chelsea Ankle Booties Boots. Great Pre-Owned Condition more

$39.00

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Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Urban Outfitters Shoes | Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters | Color: Black | Size: 7

Deena & Ozzy Moto Ankle Chelsea Boots From Urban Outfitters. Elastic Ankle And Gold Belts Details. Good Used Condition, See Photos For Condition. more

$15.00

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Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Gucci Shoes | Gucci Chelsea Horsebit Chain Ankle Boots Size 40 | Color: Black | Size: 10

Excellent Used Condition Gucci Chelsea Boots With Horsebit And Chain Detail. Retailed For $1,150 Plus Tax. Includes Original Box And 2 Dust Bags Black Leather 1.5 Inch Heel Gold Horsebit Silver Chain Take A Look At All Pics For Signs Of Wear more

$829.00

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Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Free People Shoes | Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Sz 37.5 - 38.5 | Color: Black/Tan | Size: 7.5

Note: Shoes Are Different Sizes, Left Shoe Is 37.5, Right Shoe Is 38.5 New Free People Atlas Chelsea Leather Puffer Upper Ankle Boots Black Size 7.5 - 8.5 Featuring All-Over Stud Detailing And Brogued And Scalloped Trims For An Eye-Catching Look, The... more

$90.00

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Madewell Shoes | Madewell Metallic Gold Chelsea Ankle Boots As Is | Color: Gold | Size: 7

Madewell Shoes | Madewell Metallic Gold Chelsea Ankle Boots As Is | Color: Gold | Size: 7

Gorgeous And Practical Leather Ankle Boots. Marked As Is Because They Need To Be Re-Soled; Sole Of One Boot Cracked At The Heel Seam. Lots Of Life Left Once They Are Resoled - I Don’t Have A Local Cobbler Or I Would Do It. more

$20.00

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Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 8.5 | Color: Black | Size: 8.5

Coach Shoes | Coach Suffolk Patchwork Black Leather Chelsea/Ankle Boots, Snakeskin, Calf, 8.5 | Color: Black | Size: 8.5

Beautiful Patchwork Ankle Boot Gently Worn And Still Has A Lot Of Life Left In Them more

$49.00

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