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    Best Seller
    J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

    J. Crew Shoes | J Crew Cognac Brown Chelsea Pull On Boots Ankle Booties Size 8 Eo824 | Color: Brown | Size: 8

    J Crew Cognac Brown Leather Chelsea Boots With Stretch Panels For Easy Pull-On. Tag Size 8. Fits 7.5-8 In My Opinion. Style Eo824 Preowned. Shows Signs Of Wear Including Scuffs On Toes, Wear On Back Heels, Wear On Bottoms Of Soles, Creasing In Midfoot... more

    $50.00

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    Stretch Mesh Ankle Boots

    Stretch Mesh Ankle Boots

    Men's Dolce & Gabbana Stretch Mesh Ankle Boots - Brown - Casual boots 100% Polyester, 90% Calfskin Leather, 10% Goatskin Leather. Made in Italy. more

    $587.78 $381.58

    FREE shipping

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    Best Seller
    Coach Shoes | Coach Suffolk Calf Suede Ankle Boots In Mink | Color: Brown | Size: Various

    Coach Shoes | Coach Suffolk Calf Suede Ankle Boots In Mink | Color: Brown | Size: Various

    New In Box, Coach Suffolk Gorgeous Brown Suede Ankle Boots. Stretch Goring And A Pull-Loop Make It Easy To Get On & Off. Heel Height 1 1/4". Leather Upper, Footbed And Sole. more

    $64.00

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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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    Holloway Chelsea Boot

    Holloway Chelsea Boot

    Men's Territory Holloway Chelsea Boot - Brown - Casual boots A unique take on a traditional profile, the Holloway Chelsea boot by Territory is sure to catch the onlooker's attention. Elastic stretch panels at the ankle offer a comfortable slip-on... more

    $79.99

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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

    $96.99 $73.95

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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

    $96.99 $73.95

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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

    $96.99 $73.95

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    Madewell Shoes | Madewell “The Western Ankle Boot In Suede” -Walnut Shell Size 7 | Color: Brown/Cream | Size: 7

    Madewell Shoes | Madewell “The Western Ankle Boot In Suede” -Walnut Shell Size 7 | Color: Brown/Cream | Size: 7

    Pre-Loved Condition Comes With Box Modern And Chic, The Madewell The Western Ankle Boot In Suede Are A Must-Have In Your Footwear Collection. Crafted From Smooth Leather Upper. Breathable Leather And Textile Lining And Insole. Stretch Pull-On Style.... more

    $40.00

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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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    Anthropologie Shoes | Anthropologie Howsty Sabah Tan Leather Ankle Boots Pointed Toe Western Cowboy | Color: Brown/Tan | Size: 8.5

    Anthropologie Shoes | Anthropologie Howsty Sabah Tan Leather Ankle Boots Pointed Toe Western Cowboy | Color: Brown/Tan | Size: 8.5

    Anthropologie Howsty Boots Eu Size 39 Us Size 8.5/9 Tan 100% Leather Upper Exposed Stitching With Red Details Ankle Height Stretchy Side Panels For Easy On/Off Pointy Toes Good Used Condition Some Wear To Leather Please See Pictures For Most Accurate... more

    $75.00

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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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    Gucci Shoes | Gucci Interlocking G Sock Logo Gg Stretch Neon Supreme Ankle Boots Size Eu 41 | Color: Black/Pink | Size: 11

    Gucci Shoes | Gucci Interlocking G Sock Logo Gg Stretch Neon Supreme Ankle Boots Size Eu 41 | Color: Black/Pink | Size: 11

    Gucci -Condition: Brand New Item With Original Box + Dust Bag + Card. -All Of Our Items Are 100% Authentic. -Size: Eu 41 (True To Size). -Color: Neon Pink / Black. -Model: Gucci Interlocking G Sock Boot -Code: 718378 -Outer: Fabric 100% -Lining: Fabric... more

    $685.00

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    Madewell Shoes | Madewell The Carolyn Boot Glove Boots In Stretch Leather Soft Mahogany Size 5 | Color: Brown | Size: 5

    Madewell Shoes | Madewell The Carolyn Boot Glove Boots In Stretch Leather Soft Mahogany Size 5 | Color: Brown | Size: 5

    Madewell The Carolyn Boot Glove Boots In Stretch Leather Color: Soft Mahogany Size 5 Crafted From Soft, Stretchy Leather, This Seamed Boot Fits Close To The Ankle For A Supersleek, Polished Look. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels... more

    $99.00

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    Free People Shoes | Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown | Color: Brown | Size: 8

    Free People Shoes | Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown | Color: Brown | Size: 8

    Free People Nwt Arlo Santa Fe Chelsea Boot Croc Embossed Leather Cognac Brown Size 8 Nwt From Marshall’s Cognac Brown Caramel Embossed Leather Upper Croc Back Zipper Closure Approx 1.5” Heel Stretchy Top Half Mixed Media Ankle Length more

    $100.00

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    Madewell Shoes | Euc Madewell Laura Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Madewell Shoes | Euc Madewell Laura Boots Size 8.5 | Color: Brown/Tan | Size: 8.5

    Excellent Condition!! Madewell Laura Boots Size 8.5 Cognac Genuine Leather They Have Some Stretch In The Shaft So It Doesn’t Rub Your Ankle Like Other Booties Do!! Ankle Boots Bundle For A Discount Or Send Me An Offer! more

    $45.00

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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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    J. Crew Shoes | J. Crew Leather High-Shaft Stacked-Heel Boots Rich Caramel Jcrew 10 | Color: Brown/Tan | Size: 10

    J. Crew Shoes | J. Crew Leather High-Shaft Stacked-Heel Boots Rich Caramel Jcrew 10 | Color: Brown/Tan | Size: 10

    New In Box! Never Worn, Tried On Once And Did Not Fit. Color: Rich Caramel A Modern Update To Your Go-To Fall Shoes, These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite... more

    $120.00

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    Kate Spade Shoes | Euc Kate Spade Leather Boots | Color: Black/Brown | Size: 8.5

    Kate Spade Shoes | Euc Kate Spade Leather Boots | Color: Black/Brown | Size: 8.5

    Kate Spade Boots. Very Versatile Front Panel In Rich Chocolate Brown With Black Stretch Material In Back. Little Leather Bows With Gold Studs On Outside Ankle. Some Scuffs On The Toe Shown In Photos. Very Comfortable Stretch Calf, Low Flat Heel,... more

    $50.00

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    J. Crew Shoes | J.Crew $248 Leather High-Shaft Stacked-Heel Boots,Rich Caramel Size 8,New | Color: Brown/Tan | Size: 8

    J. Crew Shoes | J.Crew $248 Leather High-Shaft Stacked-Heel Boots,Rich Caramel Size 8,New | Color: Brown/Tan | Size: 8

    A Modern Update To Your Go-To Fall Shoes, These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight-Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To... more

    $79.00

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    Tory Burch Shoes | $650 Tory Burch Georgina Pointy Suede Leather Knee Boots Camel White 6 (Me19) | Color: Brown/White | Size: 6

    Tory Burch Shoes | $650 Tory Burch Georgina Pointy Suede Leather Knee Boots Camel White 6 (Me19) | Color: Brown/White | Size: 6

    Floor Model And Tried On Excellent (Minor Scuffs) - Please See Pictures!! Knee Boots Stretch-Suede Leather Paneled Pointed Toe Zip Fastening Along Side Leather Sole Made In Brazil 2.75' Heel, 16" Shaft, Top Opening 12" 100% Leather No Shoe Box Or Bag more

    $175.00

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    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Leather “Brady” Ankle Boots/Loafers In The Cognac Color. Silky-Smooth Leather Features Elastic Stretch Angle And Chunky Heel. Excellent Quality Boot In Like-New Condition Aside From Slight Imperfections On The Right Shoe. Wish They Had Fit Me! more

    $60.00

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    Nine West Shoes | 6 Pair Shoe Lot! Sz 5.5 5 1/2 Nine West, Puma, Etc | Color: Black/Brown | Size: 5.5

    Nine West Shoes | 6 Pair Shoe Lot! Sz 5.5 5 1/2 Nine West, Puma, Etc | Color: Black/Brown | Size: 5.5

    Make An Offer! *For Size Reference My Feet Measure 8.75" From Heel To Toe & Please Ignore The Terrible Polish! Nine West Ankle Boot Cally W 3" Block Heel In Dark Tan Leather. Back Zipper. Worn Once. Minor Scuffs. Ankle Socks Recommended Lifestride Full... more

    $60.00

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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

    $96.99 $73.95

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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

    $96.99 $73.95

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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

    $96.99 $73.95

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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

    $96.99 $73.95

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 13

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 13

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 9.5

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 9.5

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11.5

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11.5

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

    go to store
    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 12

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 12

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

    go to store
    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 10.5

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

    go to store
    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 8

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 8

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

    go to store
    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11.5

    Territory Boots Territory Yellowstone Water Resistant Chelsea Boot - Brown - 11.5

    The Yellowstone boot by Territory is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a forgiving fit. A 6 mm Tru Comfort Foamâ„¢ insole paired with an... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Brown - 8

    Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Brown - 8

    Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more

    $119.99

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    Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Brown - 8.5

    Territory Boots Territory Yellowstone Water Resistant Wide Width Chelsea Boot - Brown - 8.5

    Territory's Yellowstone hiking boot is ready to pull on and go whenever adventure calls. This water-resistant genuine leather boot features stretch gore at the ankles for easy entry and a wide-width footbed for a roomy fit. An EVA/Rubber sole paired... more

    $119.99

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    More information about Men's Shoes

    Best prices on Philippe model ankle boots brown, Leather, 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.