Best Seller
Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots. Flaw: Leather Peeling On The Inside Please See Pictures. On The Outside No Flaws. Questions? Leave A Comment Below! more

$48.00

go to store
Free People Shoes | Free People Lonesome Fringe Ankle Boot Suede Ankle Boot With Fringe. Size 8 | Color: Brown | Size: 8

Free People Shoes | Free People Lonesome Fringe Ankle Boot Suede Ankle Boot With Fringe. Size 8 | Color: Brown | Size: 8

Lonesome Fringe Ankle Boot By Free People. Suede Ankle Boot With Foldover Top And Fringe Trimming. Leather Wrapped Chord Detailing Around The Ankle. Leather Tab Detailing At Each Bottom Side And Back Low Stacked Heel. Gently Worn With Only 2 Marks As... more

$100.00

go to store
Best Seller
Madewell Shoes | Madewell The Regan Boots Ankle Boots Brown Leather Block Heels | Color: Brown | Size: 9.5

Madewell Shoes | Madewell The Regan Boots Ankle Boots Brown Leather Block Heels | Color: Brown | Size: 9.5

Beautiful Leather Boots By Madewell In Excellent Pre Loved Condition Bundle To Save Message With Any Questions more

$50.00

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 15 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 15 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Skechers Men's Work: Blais - Bixford ST Sneaker | Size 7.0 | Dark Brown | Leather/Synthetic/Textile

Skechers Men's Work: Blais - Bixford ST Sneaker | Size 7.0 | Dark Brown | Leather/Synthetic/Textile

Stay protected and comfortable on all terrains with Skechers Work: Blais - Bixford ST. This waterproof hiking style work boot features a lace-up action leather, synthetic and mesh fabric upper with a Skechers Memory Foam insole and steel toe. |... more

$105.00

go to store
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

go to store
Burberry Shoes | Burberry Saddle Brown Leather Brit Boots Kalina Flat Ankle Boot Size 10.5/ 40.5 | Color: Brown/Tan | Size: 10.5

Burberry Shoes | Burberry Saddle Brown Leather Brit Boots Kalina Flat Ankle Boot Size 10.5/ 40.5 | Color: Brown/Tan | Size: 10.5

Comes With Original Box. Condition Documented In Photos. Feel Free To Reach Out With Any Questions. more

$299.00

go to store
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

go to store
Madewell Shoes | Madewell The Billie Boot Leather Ankle Boots In English Saddle 8.5 Brown Cognac | Color: Brown/Tan | Size: 8.5

Madewell Shoes | Madewell The Billie Boot Leather Ankle Boots In English Saddle 8.5 Brown Cognac | Color: Brown/Tan | Size: 8.5

In Great Condition Some Small Marks Throughout See All Photos more

$35.00

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 M)

Men's Bronx Drew Shoe by Drew in Brown Leather (Size 13 M)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 10 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 16 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 16 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 W)

Wide Width Men's Bronx Drew Shoe by Drew in Brown Leather (Size 9 1/2 W)

This Drew® mens classic lace-up ankle boot offers a timeless style tailored perfectly to compliment any attire. The Bronx by Drew features added depth with a removable footbed and ultimate arch build-up. Premium quality leather and lightweight, shock... more

$234.99

go to store
Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Shoes | Free People Taupe Gray Ankle Bootie Boot With Ankle Straps Size 10 41 | Color: Brown/Gray | Size: 10

Free People Ankle Boots Size: 10 41 Condition: Pre-Owned In Good Condition. There Are A Few Scratches, But The Color And Material Have A Distressed Flavor, So These Blend In. Features: Slip On Styling, Wrap Around Straps With An Adjustable Brushed... more

$75.00

go to store
Anthropologie Shoes | Anthropologie Slouch Ankle Boots, Distressed Leather & Beaded Ankle Bracelets | Color: Brown/Pink | Size: 9.5

Anthropologie Shoes | Anthropologie Slouch Ankle Boots, Distressed Leather & Beaded Ankle Bracelets | Color: Brown/Pink | Size: 9.5

Anthropologie Bryan Blake Ankle Booties In A Super Soft Slouchy Distressed Leather Brown With Pink Undertones Beaded Ankle Embellishment Has Clasp For Easy On Off Heel Height 1.25” Minimally Worn Size 39 1/2 European Equivalent To 9.5” American... more

$100.00

go to store
Michael Kors Shoes | Michael Kors Rory Logo And Leather Ankle Boot 6 Blk/Brown (Brown) New | Color: Brown | Size: 6

Michael Kors Shoes | Michael Kors Rory Logo And Leather Ankle Boot 6 Blk/Brown (Brown) New | Color: Brown | Size: 6

This Item Has Been Refurbished And May Contain Small Flaws Or Visible Repairs more

$89.00

go to store
Madewell Shoes | Madewell Cait Boot In Cigar Two-Toned Suade Leather Zip Ankle Boot Size 7.5 | Color: Brown/Tan | Size: 7.5

Madewell Shoes | Madewell Cait Boot In Cigar Two-Toned Suade Leather Zip Ankle Boot Size 7.5 | Color: Brown/Tan | Size: 7.5

Good Preowned Condition, Normal Wear -See Photos Please Madewell The Cait Boot A Go-Anywhere Ankle Boot With Sleek Styling And A Diagonal Zip. With Its Walkable Stacked Heel And Mix Of Rich Leather And Suede, This Is The Best-Of-Both-Worlds Boot You'll... more

$40.00

go to store
Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$121.00

go to store
Madewell Shoes | Madewell Rosie Ankle Boots Snakeskin Leather Boots | Color: Black/Brown | Size: 7

Madewell Shoes | Madewell Rosie Ankle Boots Snakeskin Leather Boots | Color: Black/Brown | Size: 7

Reposhing This Item I Purchased From @Nuancedliving. I Already Have These Boots In A Different Color Way So I’m Going To Let These Go. Worn Once Since I Purchased Them. They Are Like New/Excellent Condition. Let Me Know If You Have Any Questions Or... more

$15.00

go to store
Gucci Shoes | Gucci Boots Fria Horsebit Brown Leather Ankle Boots With Shearling Trim | Color: Black | Size: 9.5

Gucci Shoes | Gucci Boots Fria Horsebit Brown Leather Ankle Boots With Shearling Trim | Color: Black | Size: 9.5

Brand New In Box Gucci Horsebit Detail Shearling-Trim Boots. Size: 40.5 (Fits True To Size - Please Know Your Gucci Size. Because Of The Shearling Lining These Will Fit A Us 9.5) Color: Black/Butterscotch (Black Leather & Cream Shearling) The Horsebit... more

$1,250.00

go to store
Free People Shoes | Free People Hybrid Heel Boots Distressed Strappy Ankle Boot Terracotta Tan 7.5 | Color: Brown/Tan | Size: 7.5

Free People Shoes | Free People Hybrid Heel Boots Distressed Strappy Ankle Boot Terracotta Tan 7.5 | Color: Brown/Tan | Size: 7.5

Good Condition. Size Eu 38 = Us 7.5 Wear Mainly On The Soles. Made To Look Worn. Leather Zipper Back more

$45.00

go to store
Madewell Shoes | Madewell The Billie Boot Leather Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell The Billie Boot Leather Ankle Boots Size 6.5 | Color: Brown | Size: 6.5

Brown Italian Leather Upper 3.5” Shaft 2.5” Stacked Heel Side Zipper Leather Lining Size 6.5 Good Condition Some Normal Signs Of Wear/ Marks But Overall Look Great more

$50.00

go to store
Free People Shoes | Free People Isla Moto Boots Camel Color Leather Ankle Boots | Color: Brown/Tan | Size: 8

Free People Shoes | Free People Isla Moto Boots Camel Color Leather Ankle Boots | Color: Brown/Tan | Size: 8

Worn Once, In Excellent Condition. Size 8 more

$65.00

go to store
Free People Shoes | Free People Venture Ankle Boot Soapstone Brown Suede Boots Woven Short | Color: Tan | Size: 6

Free People Shoes | Free People Venture Ankle Boot Soapstone Brown Suede Boots Woven Short | Color: Tan | Size: 6

Free People Weaved Leather Booties Ankle Boots Size 6 36 Pre-Owned Comfortable Color: Light Brown/Tan Suede Detail Pointed Toe Adjustable Ankle Strap 2.5” Heel Slight Wear On Suede And Scuffed On Bottom Of The Shoe. more

$65.00

go to store
Gucci Shoes | Gucci Boots Fria Horsebit Brown Leather Ankle Boots With Shearling Trim | Color: Black/Cream | Size: 10.5

Gucci Shoes | Gucci Boots Fria Horsebit Brown Leather Ankle Boots With Shearling Trim | Color: Black/Cream | Size: 10.5

Brand New In Box Gucci Horsebit Detail Shearling-Trim Boots. Size: 40.5 (Please Know Your Gucci Size. Because Of The Shearling Lining These Will Fit A Us 9.5) Color: Black/Butterscotch (Black Leather & Cream Shearling) The Horsebit Detail From The... more

$1,250.00

go to store
Madewell Shoes | Madewell The Billie Boot In Suede Stacked Heel Ankle Boots Sz 10 | Color: Brown/Tan | Size: 10

Madewell Shoes | Madewell The Billie Boot In Suede Stacked Heel Ankle Boots Sz 10 | Color: Brown/Tan | Size: 10

Madewell The Billie Boot In Suede Stacked Heel Ankle Boots. Taupe Tan Colored Suede Boots With Stacked Leather Heel, Leather Lining, Leather Sole And Almond Toe. A Great Essential, Staple Item For Your Wardrobe! -Size 10 -Approx. 2 3/5" Heel With 4... more

$50.00

go to store
Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Shoes | Free People Jesse Cutout Boot Leather Lugged Sole Ankle Boots 36.5 English Tan | Color: Brown | Size: 6.5

Free People Jesse Cutout Boots - Size 36.5 / 6.5 New Without Box Color: English Tan Msrp: $198.00 Cutout Side Panels And Leather Straps Liberate This Platform Boot And Gives It An Airy, On-Trend Look That's Perfect For Year-Round Wear. Leather Upper... more

$100.00

go to store
Columbia Shoes | Columbia Hiker Boots Tan Black Taupe All Weather Work Hikers Ankle Boot 8.5 | Color: Brown/Tan | Size: 8.5

Columbia Shoes | Columbia Hiker Boots Tan Black Taupe All Weather Work Hikers Ankle Boot 8.5 | Color: Brown/Tan | Size: 8.5

These Fit As A 8.5 Men’s Hiker Boot. Columbia Ankle Boots Are In Very Nice Almost New Condition. Comfy! Great For The Outdoors. Take Some Spring Summer Hikes In The Woods Outside. Gorpcore Present Or Gift? These Trendy Casual Unisex Hiking Boots Have... more

$69.00

go to store
Madewell Shoes | Madewell Brown Leather Ankle Boots 6.5 | Color: Brown | Size: 6.5

Madewell Shoes | Madewell Brown Leather Ankle Boots 6.5 | Color: Brown | Size: 6.5

Barely Worn Madewell Leather Ankle Boots, Size 6.5. more

$50.00

go to store
Free People Shoes | Free People Brown Back Loop Leather Ankle Boot New Size 7 | Color: Brown | Size: 7

Free People Shoes | Free People Brown Back Loop Leather Ankle Boot New Size 7 | Color: Brown | Size: 7

Free People Brown Back Loop Leather Ankle Boot New Size 7 Rubber Sole Leather Upper Buckle Closure Condition: New Without Box Thank You For Checking Out My Closet! Please Let Me Know If You Have Any Questions. Ss224 more

$98.00

go to store
Free People Shoes | Free People Lost Valley Tan Leather Strappy Ankle Boots Sz 38 Boho Brown Read | Color: Brown | Size: 38eu

Free People Shoes | Free People Lost Valley Tan Leather Strappy Ankle Boots Sz 38 Boho Brown Read | Color: Brown | Size: 38eu

Free People Lost Valley Tan Leather Strappy Ankle Boots Sz 38 Boho Brown Read Definitely Loved And Worn In Places. See Pics. Heel Wear Inside And On Bottoms. Slight Toe Scuffs. Comes From A Smoke-Free, Chihuahua-Friendly Home. Ships Quickly. Buyer Paid... more

$29.00

go to store
Kate Spade Shoes | Kate Spade New York Brown Leather Lanise Bow Heel Ankle Boots, 8 | Color: Brown | Size: 8

Kate Spade Shoes | Kate Spade New York Brown Leather Lanise Bow Heel Ankle Boots, 8 | Color: Brown | Size: 8

Questions? Leave A Comment Below! more

$80.00

go to store
Madewell Shoes | Madewell The Brenner Leather Ankle Boots Booties Brown 7.5 | Color: Brown | Size: 7.5

Madewell Shoes | Madewell The Brenner Leather Ankle Boots Booties Brown 7.5 | Color: Brown | Size: 7.5

Madewell Brenner Booties Ankle Boots Brown Leather Gently Used. 2.5 Inch Stacked Heel. Leather Upper. Same Day Shipping, Top Rated Seller, New Listings Weekly! Let Me Know If You Have Any Questions, And Thanks For Stopping By My Closet! Happy Poshing! more

$58.00

go to store
Free People Shoes | Free People Lost Valley Laser Brown Leather Pointed Toe Ankle Boots Size 8.5 | Color: Brown | Size: 8.5

Free People Shoes | Free People Lost Valley Laser Brown Leather Pointed Toe Ankle Boots Size 8.5 | Color: Brown | Size: 8.5

Pre-Owned Free People Boots In A Size 8.5 Tags: Ankle Boots Pull On Pointed Toe Casual Light Academia Lost Valley Ships Same Or Next Day. Thank You For Shopping My Closet! :) more

$35.00

go to store
J. Crew Shoes | J Crew Brown Black Leopard Print Calf Hair Sadie Ankle Boots Booties Leather | Color: Black/Brown | Size: 7

J. Crew Shoes | J Crew Brown Black Leopard Print Calf Hair Sadie Ankle Boots Booties Leather | Color: Black/Brown | Size: 7

- Size 7 - 2.5" Heel - J Crew Brown Black Leopard Print Calf Hair Sadie Ankle Boots Booties Leather - Msrp $248 - "Meet Your New Favorite Everyday Ankle Bootbecause If You Ask... Us, Leopard Is A Neutral. It Pairs Well With Dresses, Cropped Denim, And... more

$80.00

go to store
Free People Shoes | Free People Nwob $178 Back Loop Leather Ankle Boot Brown Size 7 Western | Color: Brown/Tan | Size: 7

Free People Shoes | Free People Nwob $178 Back Loop Leather Ankle Boot Brown Size 7 Western | Color: Brown/Tan | Size: 7

Free People Nwob Back Loop Leather Ankle Boot Color: Brown Size: 37 Or 7 Upper: Leather Lining: Leather Sole: Rubber Condition: New Without Box. Msrp: $178.00 Style# 1810756 Features: Lightly Cushioned Insole Pointed Toe Criss Cross Belted Detail With... more

$90.00

go to store
Free People Shoes | Free People Lost Valley Leather Ankle Boots Brown Booties Size Us 6 Eu 36 | Color: Brown/Tan | Size: 6

Free People Shoes | Free People Lost Valley Leather Ankle Boots Brown Booties Size Us 6 Eu 36 | Color: Brown/Tan | Size: 6

Free People Lost Valley Leather Ankle Boots Brown Booties Size Us 6 Eu 36. In Good Used Condition. Comes From Smoke Free Home. more

$48.00

go to store

More information about Men's Shoes

Best prices on Skechers ankle boots brown, Shoes, Leather 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.