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    Best Seller
    Free People Shoes | Free People Black Booties | Color: Black | Size: 8.5

    Free People Shoes | Free People Black Booties | Color: Black | Size: 8.5

    Arlo Santa Fe Leather Croc Embassed Zip Back Ankle Boot, Pull Up Style Stretchy Elastic Side, Bohemian Coastal Cowgirl Size 38 1/2 more

    $60.00

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    Nine West Shoes | Black Tall Zip Up Boots | Color: Black | Size: 7

    Nine West Shoes | Black Tall Zip Up Boots | Color: Black | Size: 7

    Beautiful Nw Brand New Black Nine West Tall Boots With 1 1/2 Inch Heel. Great For Casual Or Dressy. Stretch Fabric For Fuller Lower Leg Comfort. Zip Up Sides& Buckle Detail more

    $25.00

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    Best Seller
    Jessica Simpson Shoes | Js-Sachet Zip Up Boots By Jessica Simpson | Color: Black | Size: 6

    Jessica Simpson Shoes | Js-Sachet Zip Up Boots By Jessica Simpson | Color: Black | Size: 6

    Brand New Black Stretch Suede Boots, Never Been Worn more

    $40.00

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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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    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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    WIDE FIT Vera Flat Tall Boot - brown

    WIDE FIT Vera Flat Tall Boot - brown

    A classic tall boot is essential in any well-rounded wardrobe. With stud detailing, a wide supportive fit, and strapped ankle accents, experience true comfort and style in the Vera Flat Tall Boot.Key Features Include:- Round toe boot- Side zip closure-... more

    $119.99 $83.99

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 12

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 12

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 11

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 11

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 7

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 7

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Tory Burch Shoes | $500 Tory Burch Zip-Up Stretch Boot Square Chunky Suede Cobalt Blue 9.5 (Db22) | Color: Blue | Size: 9.5

    Tory Burch Shoes | $500 Tory Burch Zip-Up Stretch Boot Square Chunky Suede Cobalt Blue 9.5 (Db22) | Color: Blue | Size: 9.5

    Floor Model And Tried On - Excellent Like New -Please Refer To Pictures Supersoft Stretch Leather Creates A Sleek, Streamline Silhouette On This Zip-Up Bootie Balanced On A Block Heel Accented With Goldtone Logo Hardware. 3 1/8" Heel, 1/8 Platform 7"... more

    $195.00

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    Michael Kors Shoes | Black Michael Kors High Knee Leather Zip Up Boot With Silver Lock Finley Lock | Color: Black/Silver | Size: 7

    Michael Kors Shoes | Black Michael Kors High Knee Leather Zip Up Boot With Silver Lock Finley Lock | Color: Black/Silver | Size: 7

    Black Michael Kors High Knee Leather Zip Up Boot With Silver Lock Finley Lock Good Condition Size 7 Leather Material Stretchy Backside Zip Up more

    $60.00

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    Free People Shoes | Free People: Arlo Ankle Boots In Tan | Color: Brown | Size: 7

    Free People Shoes | Free People: Arlo Ankle Boots In Tan | Color: Brown | Size: 7

    Free People Size 37 Us 7m These Go-With-Everything Ankle Boots Are Featured In A Shiny Leather And Pull-On Style With Stretchy Elastic Side Accents, Back Zip Closures, And A Classic Round Toe. Minimal Heel Cushioned Insole Durable Outsole more

    $160.00

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    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown | Size: Various

    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown | Size: Various

    An Essential In Any Boot Collection, These Go-With-Everything Ankle Boots Are Featured In A Shiny Leather And Pull-On Style With Stretchy Elastic Side Accents, Back Zip Closures, And A Classic Round Toe. * Minimal Heel * Cushioned Insole * Durable... more

    $120.00

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    Free People Shoes | Free People Arlo Ankle Boots | Color: Gray/Green | Size: Various

    Free People Shoes | Free People Arlo Ankle Boots | Color: Gray/Green | Size: Various

    An Essential In Any Boot Collection, These Go-With-Everything Ankle Boots Are Featured In A Shiny Leather And Pull-On Style With Stretchy Elastic Side Accents, Back Zip Closures, And A Classic Round Toe. * Minimal Heel * Cushioned Insole * Durable... more

    $130.00

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    Anthropologie Shoes | Anthropologie Brown Faux Suede Heeled Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

    Anthropologie Shoes | Anthropologie Brown Faux Suede Heeled Ankle Boots Size 8 | Color: Brown/Tan | Size: 8

    Anthropologie Brown Faux Suede Ankle Boots Size 8. Great Condition. Sexy And Flirty Ankle Boots With Side Zip And Wood Effect Heel. In Excellent Condition.Look Great With Jeans Or Dress Pants. Very Flattering And Elegant. Accepting Reasonable And Fair... more

    $25.00

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    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown | Size: Various

    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown | Size: Various

    An Essential In Any Boot Collection, These Go-With-Everything Ankle Boots Are Featured In A Shiny Leather And Pull-On Style With Stretchy Elastic Side Accents, Back Zip Closures, And A Classic Round Toe. * Minimal Heel * Cushioned Insole * Durable... more

    $130.00

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    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown/Tan | Size: 7.5

    Free People Shoes | Free People Arlo Ankle Boots | Color: Brown/Tan | Size: 7.5

    *New Free People Arlo Ankle Boots An Essential In Any Boot Collection, These Go-With-Everything Ankle Boots Are Featured In A Polished Leather And Pull-On Style With Stretchy Elastic Side Accents, Back Zip Closures, And A Classic Round Toe. Minimal... more

    $107.00

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    Burberry Shoes | Burberry Prorsum Stretch Mesh Ankle Sock Boots | Color: Black | Size: 6

    Burberry Shoes | Burberry Prorsum Stretch Mesh Ankle Sock Boots | Color: Black | Size: 6

    Burberry Prorsum Sheer Mesh Ankle Boots With Chunky Black Lacquered Zip At The Back. Mesh W Leather Insole. 1.18 Inches Platform; 5.118 Inches Heel. In Excellent, Worn One Evening Condition. This Is From Burberry S Higher End Runway Line. I Bought It W... more

    $340.00

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    Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

    Anthropologie Shoes | Anthropologie Sixtyseven Distressed Croc Leather Boho Chelsea Ankle Boots | Color: Black | Size: 37eu

    Great Used Condition. Distressed Croc Chelsea Ankle Boots By Anthropologie Brand Sixtyseven In Black. Chic, Edgy Aesthetic, A Versatile Capsule Wardrobe Piece For The Season That Can Be Dressed Up Or Worn Casually. Slip-On Ankle Boots With Textured... more

    $50.00

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    Nine West Shoes | Nine West Black Boots With Stretch Insert And Zip, Size 9.5 - New | Color: Black | Size: 9.5

    Nine West Shoes | Nine West Black Boots With Stretch Insert And Zip, Size 9.5 - New | Color: Black | Size: 9.5

    Nine West Tall (Below Knee) Black Boots With A Stretch Panel Insert And Zip Brand New, In Box, Size 9.5 Black Boots, Low Heel, Stretch Panel Insert, Zip Closure, Ankle Strap With Buckle (Decorative) more

    $70.00

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    Urban Outfitters Shoes | Blue Bdg Lace Up Boots Sz 8.5 | Color: Blue/Gold | Size: 8.5

    Urban Outfitters Shoes | Blue Bdg Lace Up Boots Sz 8.5 | Color: Blue/Gold | Size: 8.5

    Vintage Lace Up Boots With Brass Accents And Wooden Soles. Stretch Addition In The Ankle Sold By Urban Outfitters more

    $40.00

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    Michael Kors Shoes | Michael Kors Bromley Leather Stretch Zip Snake Over Knee High Flat Riding Boots | Color: Black/Gray | Size: 7

    Michael Kors Shoes | Michael Kors Bromley Leather Stretch Zip Snake Over Knee High Flat Riding Boots | Color: Black/Gray | Size: 7

    Michael Kors Leather Grey Python-Snake-Print Knee High Flat Riding Boots. Zip Up With A Stretchy Back For Comfort. Very Comfortable. Great Transitional Piece Day To Night & Season To Season. more

    $69.00

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    American Eagle Outfitters Shoes | 7.5 American Eagle Zip Back Black Boots | Color: Black | Size: 7.5

    American Eagle Outfitters Shoes | 7.5 American Eagle Zip Back Black Boots | Color: Black | Size: 7.5

    7.5 American Eagle Zip Back Black Boots Knee High Man Made Materials Great Pre Loved Condition Zips All The Way Up The Back Not Stretchy So Wouldn’t Recommend For A Wide Calf more

    $22.00

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    Free People Shoes | Free People Sounder Lace-Up Boots | Color: Black | Size: 7.5

    Free People Shoes | Free People Sounder Lace-Up Boots | Color: Black | Size: 7.5

    Free People Sounder Lace-Up Boots Distressed Leather Combat Boots With Exposed Stitching And Luxe Stretch Detailing At The Back Ankle . Partial Grommet Lace-Up With Hooks At Topline. Leather Size 7.5 (38 Euro) Worn Only A Handful Of Times! more

    $80.00

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    Michael Kors Shoes | Hamilton Stretch Leather Boot | Color: Brown | Size: 6.5

    Michael Kors Shoes | Hamilton Stretch Leather Boot | Color: Brown | Size: 6.5

    Ankle Boot Vachetta Leather/Stretch Panel 100% Leather Lining: Synthetic Sole: Rubber Almond Toe Zip Fastening Heel Height: 2" Heel Type: Stacked Imported more

    $75.00

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    WIDE FIT Vera Flat Tall Boot - brown

    WIDE FIT Vera Flat Tall Boot - brown

    A classic tall boot is essential in any well-rounded wardrobe. With stud detailing, a wide supportive fit, and strapped ankle accents, experience true comfort and style in the Vera Flat Tall Boot.Key Features Include:- Round toe boot- Side zip closure-... more

    $119.99 $83.99

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    Disney Shoes | Disney X Aldo Stepinmagic Denim Boots | Color: Blue | Size: 9

    Disney Shoes | Disney X Aldo Stepinmagic Denim Boots | Color: Blue | Size: 9

    Limited Edition "Stepinmagic" Denim Ankle Boots From Disney For Aldo. Stretch Fabric With Inner Zip. Screen Print Minnie On Right Boot, Mickey Mouse On The Left. Thick Block Heels With Almond Toe. Rarely Worn And In Excellent Condition. Very Faint... more

    $149.00

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    Free People Shoes | Free People Spectrum Berry Sock Boot Nwot 38 | Color: Purple | Size: 38eu

    Free People Shoes | Free People Spectrum Berry Sock Boot Nwot 38 | Color: Purple | Size: 38eu

    Statement Pull-On Ankle Boots Featured In A Stretchy Fabrication With A Rounded Toe And A Modern Mirrored Heel. Inside Zip Closure Padded Footbed Berry: Sleek Stretch Stain Made In Spain Heel: ~3.25 In Shaft: ~6.25 In Plum Purple more

    $75.00

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    Free People Shoes | Free People White James Chunky Chelsea Boots 40 | Color: White | Size: 10

    Free People Shoes | Free People White James Chunky Chelsea Boots 40 | Color: White | Size: 10

    Nib Free People James Chelsea Ankle Boots Side Zip Closure Stretch Side Panels For Easy On Cushion Footbed Color Is White But Looks More Like A Cream Color Leather Uppers 6” Shaft Height 3.5” Chunky Heel 1” Platform more

    $85.00

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    Free People Shoes | Free People Satin Spectrum Sock Boot Rust Size 6 | Color: Orange | Size: 6

    Free People Shoes | Free People Satin Spectrum Sock Boot Rust Size 6 | Color: Orange | Size: 6

    Free People Satin Spectrum Sock Boot Rust Size 6 -Statement Pull-On Ankle Boots -Featured In A Stretchy Fabrication With A Rounded Toe -Modern Mirrored Heel. -Inside Zip Closure -Padded Footbed -Rust; Sleek Stretch Stain Made In Spain Heel: 3.25 In New... more

    $109.00

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    Free People Shoes | Free People Vegan Oakland Over-The-Knee Boot | Color: Black | Size: 10

    Free People Shoes | Free People Vegan Oakland Over-The-Knee Boot | Color: Black | Size: 10

    Sleek Vegan Leather Boots With Body Hugging Over-The-Knee Design With Chunky Platform Heel Half-Zip Ankle Closure Stretch Fit Lined Interior Cushioned Insole *Measurements* Shaft - 23.5 In Heel - 4.5 In Platform - 1.5 In Worn Twice, Like New Very... more

    $50.00

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    Coach Shoes | Coach Krista Boots Black | Color: Black | Size: 10

    Coach Shoes | Coach Krista Boots Black | Color: Black | Size: 10

    Coach Boots Krista Baby Calf Leather With Some Stretch In The Boot Hugs The Leg / Zips Up Back Then Buttons Black Soft Leather Released In 2010 Gently Loved But In Good Condition Smoke Free And Pet Free Home See Pics / Ask Questions more

    $45.00

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    Torrid Shoes | Knee High Torrid Boots | Color: Black/Gray | Size: 11 Wide

    Torrid Shoes | Knee High Torrid Boots | Color: Black/Gray | Size: 11 Wide

    Knee High Dark Slate Charcoal Gray Boots. Perfect Condition. Brand New With Tags. Features A Zip Up Closure With A Stretch Band Along The Back. Size: 11 Wide Heel Height: 2.25 Inches Boot Length: 16.5 Inches more

    $65.00

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    Torrid Shoes | Back Zip Closure For Easy Dress4.5" Wedgeextra Padded Footbed; Rubber Sole | Color: Black | Size: 10

    Torrid Shoes | Back Zip Closure For Easy Dress4.5" Wedgeextra Padded Footbed; Rubber Sole | Color: Black | Size: 10

    A Laser Cutout Construction Adds Dynamic Allure To A Platform Wedge That Lends Comfort Without Sacrificing Style. True Wide Width: Designed So You Never Have To Size Up Again. Elastic Stretch Ankle Strap Back Zip Closure For Easy Dress 4.5" Wedge Euc more

    $45.00

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    Anthropologie Shoes | Anthropologie//Hispanitas Lace Up Gray Leather Bootie 10 Textured Classic Chic | Color: Gray | Size: 10

    Anthropologie Shoes | Anthropologie//Hispanitas Lace Up Gray Leather Bootie 10 Textured Classic Chic | Color: Gray | Size: 10

    Anthropologie//Hispanitas Lace Up Boot. Genuine Leather Upper In Gray/Silver. Multiple Textures: Patent Heel Back, Reptile Embossed Ankle, Gray Smooth Leather Remainder. Elastic Goring Panels For Stretch, Gold Tone Signature Hardware And Strap Detail... more

    $60.00

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    Free People Shoes | Free People Spectrum Sock Bootie Round Toe Mirrored Heel Size 38 | Color: Pink/Purple | Size: 8

    Free People Shoes | Free People Spectrum Sock Bootie Round Toe Mirrored Heel Size 38 | Color: Pink/Purple | Size: 8

    Statement Pull-On Ankle Boots Featured In A Stretchy Fabrication With A Rounded Toe And A Modern Mirrored Heel. Inside Zip Closure Padded Footbed Berry: Sleek Stretch Stain Made In Spain Size 38, Us 8 3” Heel Condition- Great, Preowned. Small Scuffs.... more

    $50.00

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 8

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 8

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 9

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 9

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 10

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 10

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 13

    Roamers Mens Herringbone Leather Ankle Boots (Tan) - Brown - 13

    - Upper: Leather, Textile. - Lining: Textile. - Outsole: TPR. - Fastening: D-Ring, Inside Zip, Stretch Lace. - 5 Eyelets. - Leather Sock, Memory Foam Sock. - Low Heel. - Design: Textured. - Packaging: Boxed.. - Gender: Men more

    $95.99 $73.70

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    More information about Men's Shoes

    Best prices on Zip up ankle boots, Stretchable 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.