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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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    Brushed Calfskin Chelsea Boots

    Brushed Calfskin Chelsea Boots

    Men's Dolce & Gabbana Brushed Calfskin Chelsea Boots - Black - Casual boots Brushed calfskin Chelsea boots: Black Calfskin footbed with branded label Branded rubber sole Item comes with a branded dust bag Made in Italy more

    $945.00 $850.50

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    Best Seller
    WIDE FIT Jean Ankle Boot - black

    WIDE FIT Jean Ankle Boot - black

    Whether you're headed to the office or going out for drinks with friends, our Jean Ankle Boot fits the occasion just right. The wide fit also means you'll be super comfortable all day long. Key Features Include:- Ankle boot design- Faux suede... more

    $109.99 $76.99

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    Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

    Gucci Shoes | Gucci Calfskin Crystal Gg Trip Chelsea Ankle Boots 39 Vintage Bordeaux | Color: Red | Size: 9

    Eu Size 39 Excellent Condition Only Wore A Few Times Heel: 2.25 In Platform: 0.75 In more

    $960.00

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    Burgundy Ankle Strap Chelsea Boots

    Burgundy Ankle Strap Chelsea Boots

    Women's Toga Burgundy Ankle Strap Chelsea Boots - Black - Ankle boots Ankle-high buffed calfskin Chelsea boots in burgundy. Signature hardware throughout. more

    $605.00 $315.00

    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

    $662.59 $572.48

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    WIDE FIT Jean Ankle Boot - black

    WIDE FIT Jean Ankle Boot - black

    Whether you're headed to the office or going out for drinks with friends, our Jean Ankle Boot fits the occasion just right. The wide fit also means you'll be super comfortable all day long. Key Features Include:- Ankle boot design- Faux suede... more

    $109.99 $76.99

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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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    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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    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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    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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    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

    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: 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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    Larue Chelsea Ankle Boots

    Larue Chelsea Ankle Boots

    Men's Moncler Larue Chelsea Ankle Boots - Blue - Casual boots Larue Chelsea ankle boots in leather. Round toe Elasticated side panels Rear pull tab Rear logo ring Embossed logo at midsole Debossed logo at heel cap. 100% Leather. more

    $795.00

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    D-hammer Oval-d Toe Denim Ankle Boots

    D-hammer Oval-d Toe Denim Ankle Boots

    Men's DIESEL D-hammer Oval-d Toe Denim Ankle Boots - Black - Casual boots 100% Cotton, 100% Fabric, 100% Rubber. Made in China. more

    $529.00 $449.57

    FREE shipping

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    Fringe Detailed Denim Ankle Boots

    Fringe Detailed Denim Ankle Boots

    Men's Y. Project Fringe Detailed Denim Ankle Boots - Blue - Casual boots Dimensions: Heel: 7.5cm, Height: 17.5cm, Sole: 2cm 100% Calf Leather, 100% Fabric. Made in Italy. more

    $721.37 $418.59

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    J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10

    J. Crew Shoes | J. Crew Leather Chelsea Boots Pull On Ankle Boot | Color: Black | Size: 10

    J. Crew Leather Chelsea Boots Pull On Ankle Boot Black Smooth Buttery Leather Size 10 In Great Condition! Finish Your Fall Look In The Smooth Leather J.Crew Chelsea Lexi Boot Featuring A Breathable Leather Lining And Lightly Cushioned, Stationed Insole... more

    $125.00

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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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    Gucci Shoes | Gucci Flores Calfskin Horsebit Chain Ankle Boots 37.5 | Color: Black | Size: 7.5

    Gucci Shoes | Gucci Flores Calfskin Horsebit Chain Ankle Boots 37.5 | Color: Black | Size: 7.5

    Lightly Worn, 1 Or 2 Minor Scuffs As Shown In Pictures. Look Brand New Otherwise. Comes With Dust Bags And Original Box ( As Shown In Pictures) Details Item #: 1369040 Size: 37.5 Eu Color: Black Shaft: 6 In Heel: 1.5 In Comes With Fashionphile... more

    $450.00

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    Gucci Shoes | Gucci Calfskin Nappa Matelasse Frances Chelsea Boots Size 40eu | Color: Black | Size: 10

    Gucci Shoes | Gucci Calfskin Nappa Matelasse Frances Chelsea Boots Size 40eu | Color: Black | Size: 10

    Calfskin Nappa Matelasse Frances Chelsea Boots Suze 40eu. Line New. No Box But I Do Have The Dust Bags. Worn 4 Times. Incredibly Comfortable. Easy To Slip On And Off. If You Have Larger Calves These Will Work Well For You!! more

    $475.00

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    Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

    Madewell Shoes | Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots | Color: Black | Size: 9

    Madewell The Grayson Chelsea Black Boot Size 9 Bootie Ankle Boots Wear To Toes- Scuffing. Rubbing. Minor Scratching At Heels. Gently Used. Good Condition. Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut... more

    $50.00

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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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    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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    Gucci Shoes | Gucci Black Magnum Calfskin Pearl Lace Up Combat Ankle Boots 37 7 | Color: Black/Red | Size: 7

    Gucci Shoes | Gucci Black Magnum Calfskin Pearl Lace Up Combat Ankle Boots 37 7 | Color: Black/Red | Size: 7

    Authentic Gucci Black Magnum Calfskin Pearl Lace Up Combat Ankle Boots Phenomenal Condition As They've Only Been Worn Twice! The Pearls Are Detachable. Perfect For The Season! more

    $750.00

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    Gucci Shoes | Gucci Calfskin Harlem Shearling Studded Victor Ankle Boots Gg-S0512p-0001 $1250 | Color: Black/Silver | Size: 7

    Gucci Shoes | Gucci Calfskin Harlem Shearling Studded Victor Ankle Boots Gg-S0512p-0001 $1250 | Color: Black/Silver | Size: 7

    In Great Condition Gucci Victor Studded Faux Shearling Lined Bootie In Black Retail $1250, Size 36.5/37 Gucci Harlem Calfskin New Peluche Womens Nagoya Spike Ankle Boots Size 37 In Black. These Boots Are Crafted Of Smooth Black Calfskin Leather With... more

    $599.00

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    Gucci Shoes | Gucci Apollo Calfskin Gg Supreme Nappa Samoa Quilted Lace Up Ankle Boots Black | Color: Black | Size: 7.5

    Gucci Shoes | Gucci Apollo Calfskin Gg Supreme Nappa Samoa Quilted Lace Up Ankle Boots Black | Color: Black | Size: 7.5

    This Is An Authentic Pair Of Gucci Apollo Calfskin Gg Supreme Nappa Samoa Quilted Lace Up Ankle Boots Size 37 In Black. These Women's Boots Are Made Of Quilted Black Calfskin Leather And A Monogram Coated Canvas. These Boots Feature A Round Toe And A... more

    $1,000.00

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    Louis Vuitton Shoes | Louis Vuitton Calfskin Oberkampf Ankle Boots Size Us 8.5 -Black | Color: Black/Silver | Size: 8.5

    Louis Vuitton Shoes | Louis Vuitton Calfskin Oberkampf Ankle Boots Size Us 8.5 -Black | Color: Black/Silver | Size: 8.5

    These Are An Authentic Pair Of Louis Vuitton Calfskin Oberkampf Ankle Boots Size 8.5 In Black. These Sturdy Boots Are Crafted Of Black Leather And Feature Signature Louis Vuitton Patches, Grey Laces, And Dark Silver Hardware. Prestige Condition more

    $1,250.00

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    Gucci Shoes | Gucci Calfskin Fur Pearl Lace Up Combat Ankle Boots 36 Black | Color: Black | Size: 6

    Gucci Shoes | Gucci Calfskin Fur Pearl Lace Up Combat Ankle Boots 36 Black | Color: Black | Size: 6

    New Condition Comes With Box more

    $950.00

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    Gucci Shoes | Gucci Magnum Calfskin Pearl Lace Up Combat Ankle Black Boots | Color: Black/Red | Size: 6

    Gucci Shoes | Gucci Magnum Calfskin Pearl Lace Up Combat Ankle Black Boots | Color: Black/Red | Size: 6

    Gucci Magnum Calfskin Pearl Lace Up Combat Ankle Black Boots Size 36 Great Condition (Normal Creases From Light Wear; See Detailed Photos) Og All Retailed At $1190 497372 more

    $900.00

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    Gucci Shoes | Gucci Calfskin Nappa Rhombus Quilted Trip Ankle Boots 40 Black | Color: Black | Size: 40

    Gucci Shoes | Gucci Calfskin Nappa Rhombus Quilted Trip Ankle Boots 40 Black | Color: Black | Size: 40

    Lightly Used! Worn Maybe Twice Just Collecting Dust! more

    $700.00

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    Black Calfskin Boots

    Black Calfskin Boots

    Men's Ferragamo Black Calfskin Boots - Casual boots Ankle-high polished calfskin boots in black. more

    $1,550.00 $698.00

    FREE shipping

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    Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

    Anthropologie Shoes | Hoss Intropia - Tan Suede Ankle Chelsea Boots, 9 | Color: Brown/Tan | Size: 9

    Hoss Intropia Tan Suede Ankle Boots With Back Zip Detail And Stacked Wooden Heel Pre-Owned - Fair Condition, Denim Dye Spot Transfers At The Edges On Top, Can Be Professionally Cleaned For Additional Cost, Added Vibram Sole, See Images, Ask Questions,... more

    $199.00

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    Gucci Shoes | Authentic Gucci Horsebit Chain Leather Chelsea Black Ankle Boot 38.5 New | Color: Black | Size: 38.5

    Gucci Shoes | Authentic Gucci Horsebit Chain Leather Chelsea Black Ankle Boot 38.5 New | Color: Black | Size: 38.5

    This Is A Fabulous Pair Of Authentic Gucci Flores Calfskin Horsebit Chain Ankle Boots Size 38.5 In Black. These Boots Are Mid Length On The Leg And Crafted Of Soft Black Lambskin Leather. These Boots Feature A 1.5 Inch Heel, A Gold Horsebit, Silver... more

    $750.00

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    Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

    Madewell Shoes | Madewell Size 9 The Grayson Black Leather Ankle Chelsea Boot J8293 | Color: Black | Size: 9

    Our Design Team Took Age-Old Western Boot Detailsa Stacked Raw Leather Heel, A Pointy Toeand Cut Them Low On The Ankle To Make Your Legs Look Even Longer. A Pull-On Style For In-Between Weather (Just Add Cropped Jeans). Cushiness Alert: We've Added An... more

    $128.00

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    Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

    Free People Shoes | Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie | Color: Black/Gold | Size: 9.5 Us / 39.5 Eu

    Free People "Atlas" Black Puffer And Leather Chelsea Ankle Boot / Bootie Say Hello To The Perfect, Most Versatile Boot. The Ankle Height Makes This Style Easily Transition From Day To Night. Wear Them With Your Favorite Skinny Jeans And Tee For A More... more

    $90.00

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    Free People Shoes | Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) | Color: Brown | Size: 6.5

    Free People Shoes | Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) | Color: Brown | Size: 6.5

    Rare Find! Free People Castillo Chelsea Boots Ankle | Size 37 (6-6.5) Made In Portugal With Real Patent Leather And Meant To Look Distressed. Wooden Sole And Chunky Metal Accents. Slight Creases Near Toes But Not Not Effect The Functionality Of The... more

    $89.00

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    J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9

    J. Crew Shoes | J. Crew Chelsea Leather Ankle Boot, Size 9 | Color: Black | Size: 9

    These Are In Great Condition Although They Are Used. I Did Not Find Any Scuffs Except A Few On The Heel - Please See The Last Picture. Leather. Size 9. Black. more

    $40.00

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    Madewell Shoes | Madewell Chelsea Boots 6 Tan The Henry Lugsole Suede Leather Pull On Ankle Zip | Color: Tan | Size: 6

    Madewell Shoes | Madewell Chelsea Boots 6 Tan The Henry Lugsole Suede Leather Pull On Ankle Zip | Color: Tan | Size: 6

    Condition: Pre-Owned With Natural Cosmetic Wear Noted, See Photos. Size: 6 Color: Tan Material: Suede Leather Upper Measurements: Shaft Height: 4.5 In Heel Height: 1.75 In Made Of Textured Suede With A Comfy Elasticized Shaft And Grippy Lugsoles, This... more

    $20.00

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    More information about Men's Shoes

    Best prices on Jean calfskin chelsea ankle boots 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.