Best Seller
Free People Shoes | Free People Lost Valley Distressed Ankle Boot | Color: Brown | Size: 9.5

Free People Shoes | Free People Lost Valley Distressed Ankle Boot | Color: Brown | Size: 9.5

Excellent Condition. These Have A Silver Zipper In The Back And Chunky Block Heel. They Are A Women’s Size 9.5/41.. Please See All Photos For Complete Details. These Come With Their Original Box. more

$48.00

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Free People Shoes | Free People Mccall Ankle Boot | Color: Black | Size: 10

Free People Shoes | Free People Mccall Ankle Boot | Color: Black | Size: 10

Black Leather With Chunky Heel. Pleated Look Detail. 3 1/2 Inch Heel. Size 41 (9 1/2-10 Us). In Like New Condition more

$100.00

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

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

Genuine Leather Upper With A Chunky Heel, And Lots Of Life Left! Please See Last 5 Photos For Minor (But Visible Up Close) Water Stains On The Leather. Price Reflects Water Stains. more

$24.00

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Free People Shoes | Free People Asher Ankle Boots In White Leather | Color: White | Size: 8

Free People Shoes | Free People Asher Ankle Boots In White Leather | Color: White | Size: 8

New In Box Free People Collection Asher Ankle Boots In White Leather. Super Cool Weaved Sides Combat/Moro Style Boots, Perfect With Any Outfit! Make A Statement In These Amazing Bold Platform Ankle Boots Featured In A Cool Leather Design With... more

$100.00

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Coach Shoes | Coach Black Leather High Heeled Ankle Boot | Color: Black | Size: 10

Coach Shoes | Coach Black Leather High Heeled Ankle Boot | Color: Black | Size: 10

These Are Awesome! They Are Super Soft Yet Durable Leather. Excellent Condition. They Were A Gift And Just A Little Too Big. Size 10, 3.5 In Chunky, Tapered Heel.... Gorgeous!! Worn Only A Couple Times. more

$89.00

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Urban Outfitters Shoes | Ankle Boots With V Shape Slit | Color: Black | Size: 7

Urban Outfitters Shoes | Ankle Boots With V Shape Slit | Color: Black | Size: 7

These Boots Are Wonderful. Unfortunately A Little Too Big For Me. Suede Material, No Marks Or Smudges, And Have Been Weather-Proofed. The V On The Zipper Side And The Chunky Heal Makes These Booties A Steal For Sure. more

$35.00

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Madewell Shoes | Madewell Perrie Black Pebbled Leather Ankle Boot Size: 6 | Color: Black | Size: 6

Madewell Shoes | Madewell Perrie Black Pebbled Leather Ankle Boot Size: 6 | Color: Black | Size: 6

Madewell The Perrie Black Bootie Size: 6 Good Used Condition Wear Shown Black Pebbled Leather Upper Leather Lining Inside Zipper Chunky Block Heel Western Moto Edgy more

$36.00

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Nine West Shoes | Black Leather Ankle Boots With Zip Up Heel. | Color: Black | Size: 6.5

Nine West Shoes | Black Leather Ankle Boots With Zip Up Heel. | Color: Black | Size: 6.5

On Trend Round Toe Ankle Boots Are Great Paired With Tights And Skirts, Dresses And Also Super Skinny Jeans. Pair With Feminine Bold Solid Color Top Or Chunky Sweater To Complete The Look. Bundle And Save. more

$35.00

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Coach Shoes | Coach Waldorf Black Heeled Ankle Boots Sz 7.5 | Color: Black | Size: 7.5

Coach Shoes | Coach Waldorf Black Heeled Ankle Boots Sz 7.5 | Color: Black | Size: 7.5

Coach Waldorf Black Heeled Ankle Boots Sz 7.5 Silver Toe Accent 2.5 In Heel Chunky Heel Versatile Pair Of Shoes!!!! Zipper And Snap Button Closure more

$65.00

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Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Shoes | Kate Spade New York Magenta Suede Chelsea Ankle Boots. Size 8.5 | Color: Red | Size: 8.5

Kate Spade Anew York Magenta Pink Suede Ankle Boots With Block Chunky Heel. Very Nice Used Condition. Slip On Boot With Ribbing On The Side. These Are Super Cute. Size 8.5 more

$40.00

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Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Free People Shoes | Free People Atlas Ankle Studded Suede Chelsea Boots Black 9.5 | Color: Black | Size: 39.5eu

Brand - Free People Size - Eu 39.5 / Us 9.5 Excellent Preowned Condition Ankle, Chelsea, Studded Trim, Scalloped Lace Trim, Pull On, Side Stretch, Suede, Leather, Round Toe, Comfortable, Hiking, Causal, Winter, Fall, Combat, Booties more

$85.00

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Madewell Shoes | Madewell Black Leather Essex Ankle Boot Size 6.5 | Color: Black | Size: 6.5

Madewell Shoes | Madewell Black Leather Essex Ankle Boot Size 6.5 | Color: Black | Size: 6.5

Madewell Black Leather Essex Ankle Boot Size 6.5 Black Leather Ankle Boots Bank Ankle Zipper Closure Chunky Heel. Great Pre-Owned Condition. Broken In. No Noticeable Flaws. more

$120.00

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Free People Shoes | Free People Vagabond Anise Ankle Boot. New | Color: Gray | Size: 8

Free People Shoes | Free People Vagabond Anise Ankle Boot. New | Color: Gray | Size: 8

Free People Vagabond Anise Ankle Boot. New A Closet Must-Have: Stay Sophisticatedly Sleek With These Leather Ankle Boots From Vagabond, Complete With A Square Toe And Chunky Heel For Timeless Styling. Features: Ankle Length, Leather Fabrication,... more

$121.00

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Jessica Simpson Shoes | Euc Jessica Simpson Kailey Ankle Leather Canela Brown Boot Feather Euc | Color: Brown | Size: 7

Jessica Simpson Shoes | Euc Jessica Simpson Kailey Ankle Leather Canela Brown Boot Feather Euc | Color: Brown | Size: 7

Jessica Simpson Ankle Bootie With Feather Detail Leather Ipper (Feels Like Suede) Lining- Soft Fabric With Man Made Inside Zipper With Peep Toe Chunky Covered Block Heel Size 7 Euc more

$38.00

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Madewell Shoes | Madewell Black Suede Ankle Boots Size 7.5 | Color: Black | Size: 7.5

Madewell Shoes | Madewell Black Suede Ankle Boots Size 7.5 | Color: Black | Size: 7.5

Madewell Black Suede Chelsea Boots Women’s Size 7.5 Real Suede Square Toe, Chunky Heel Good Used Condition. Suede Has Wear But The Shoes Are Beautiful And Have A Lot Of Life Left Soles And Heels In Great Condition more

$27.00

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Torrid Shoes | Black Ankle Heel Boots Size 9!! | Color: Black | Size: 9

Torrid Shoes | Black Ankle Heel Boots Size 9!! | Color: Black | Size: 9

These Are Black Ankle Heel Boots. They’ve Been Worn Twice, But Need A New Home! Someone Who Will Wear Them A Lot! They’re A Stretchy Knit Material. Size 9 From Torrid!! Sturdy Heel Too!! Chunky Heel! more

$32.00

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Gucci Shoes | Gucci Web Stripe 85mm Ankle Boots 37 7 | Color: Black/Red | Size: 7

Gucci Shoes | Gucci Web Stripe 85mm Ankle Boots 37 7 | Color: Black/Red | Size: 7

Gucci's Aria Collection Delves Into The House's Archives, As Is Evident From These Ankle Boots. Sat Atop A Chunky High Block Heel, The Leather Pair Is Detailed With The Instantly Recognisable Web Stripe And Interlocking G Plaque Across The Ankle.... more

$925.00

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Polo By Ralph Lauren Shoes | Ankle Boots | Color: Brown | Size: 9

Polo By Ralph Lauren Shoes | Ankle Boots | Color: Brown | Size: 9

Root Beer Brown Suede Boots, Size 9, Rubber Soles, Suede Laces, 4 Inch Chunky Heels, Shearling Lining, Brown Leather Strip, Thick Ivory Stitching, Made By Polo Ralph Lauren more

$165.00

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Coach Shoes | Brown Coach Odelle Sydney Leather Booties Ankle Boots | Color: Brown | Size: 6

Coach Shoes | Brown Coach Odelle Sydney Leather Booties Ankle Boots | Color: Brown | Size: 6

Selling These Boots Because They Are 1/2 Size Too Small For Me. Never Worn. Minor Scuff Mark On Leather (As Shown In Pictures). Overall, In Great Condition! Chunky Heels For Comfort, Soles Great For Winter And Color Is Very Versatile. more

$125.00

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Louis Vuitton Shoes | Louis Vuitton X Fornasetti Lambskin Calfskin Square Pillow Flat Ankle Boots Eu40 | Color: Black/Gold | Size: 40eu

Louis Vuitton Shoes | Louis Vuitton X Fornasetti Lambskin Calfskin Square Pillow Flat Ankle Boots Eu40 | Color: Black/Gold | Size: 40eu

Louis Vuitton Leather Mid-Calf Combat Boots Black Rubber Trim Square-Toes Block Heels With Platform Wrap-Around Straps & Exposed Zip Closure At Sides Includes Dust Bag Designer Fit: Boots By Louis Vuitton Typically Run A Half Size Small. Guaranteed... more

$1,000.00

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Free People Shoes | Free People Loveland Black Suede Cut Out Block Heel Slip On Ankle Boots K629 | Color: Black | Size: 8

Free People Shoes | Free People Loveland Black Suede Cut Out Block Heel Slip On Ankle Boots K629 | Color: Black | Size: 8

Preowned Awesome Free People 'Loveland' Black Suede Ankle Boots, A Classic Style Gets A Cool Update In This Suede Ankle Boot Featuring A Chunky Block Heel For A Comfortable Step. Textured Design At The Heel With Subtle Cutout Accents And A Front... more

$36.00

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Free People Shoes | Faryl Robin (8) X Free People Tate Black Suede Leather Stacked Heel Ankle Boots | Color: Black/Brown | Size: 8

Free People Shoes | Faryl Robin (8) X Free People Tate Black Suede Leather Stacked Heel Ankle Boots | Color: Black/Brown | Size: 8

Faryl Robin (8) X Free People Tate Black Suede Leather Buckle Open Toe Stacked Heel Ankle Boots Booties Shooties Suede And Leather Mix Body Stacked Chunky Heel 3.5” Great Used Condition more

$58.00

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Anthropologie Shoes | Anthropologie “ Dale” Leather Chelsea Ankle Boots Size 8 | Color: Brown | Size: 8

Anthropologie Shoes | Anthropologie “ Dale” Leather Chelsea Ankle Boots Size 8 | Color: Brown | Size: 8

Brand: Anthropologie Style: “ Dale” Chelsea Ankle Color: Brown With An Olive Cast Rubber Lug Style Chunky Bottoms Elastic Panels On Both Sides Great Preowned Condition. Clean. Intentional Worn Look. A Bit Of Scuffing On The Toes And Creasing. The... more

$60.00

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Coach Shoes | Coach Heeled Ankle Boots | Color: Gray | Size: 8.5

Coach Shoes | Coach Heeled Ankle Boots | Color: Gray | Size: 8.5

Coach Heeled Ankle Boots In A Tan/Gray Color. Chunky Heel Is 3 Inches High. Studded Accents On Outer Part Of Shoe. Zipper Closure. Size 8.5. Fairly Worn With Signs Of Wear Show In Images. more

$28.00

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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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Free People Shoes | Free People Naomi Ankle Heel Boots-Black-Size 8 & 9 | Color: Black | Size: Various

Free People Shoes | Free People Naomi Ankle Heel Boots-Black-Size 8 & 9 | Color: Black | Size: Various

New In Box-Free People Naomi Ankle Heel Boots-Black-Size 8 & 9 A Timeless Style For Trans-Seasonal Dressing, These Effortless, Handmade Ankle Boots Feature Smooth Leather Uppers, A Rounded Square Toe, And A Chunky Block Heel For A Versatile Pair That... more

$150.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Nine West Shoes | Black Suede Ankle Boots | Color: Black | Size: 7

Nine West Shoes | Black Suede Ankle Boots | Color: Black | Size: 7

Only Worn Twice Maybe, I Have Back Problems!! Block Suede Bought Them At Nine West ! The Front Is Elevated A Little Bit With Rubber Soles Non-Slip Nonslip Bottom. , Chunky Heel 3 Heel more

$40.00

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Madewell Shoes | Madewell Sammie Leather Ankle Boots | Color: Black | Size: 10

Madewell Shoes | Madewell Sammie Leather Ankle Boots | Color: Black | Size: 10

Fabulous Madewell Sammie Black Leather Ankle Boots. Great Chunky Heel And Wrap Around Strap With Its Signature Collar-Stud Closure, You Can Dress It Up Or Dow For A Great Funky Look. Features A 4” Heel And Is In Good Preloved Condition. more

$49.00

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Free People Shoes | Free People Gigi Suede Ankle Boot 40 New With Box | Color: Green | Size: 10

Free People Shoes | Free People Gigi Suede Ankle Boot 40 New With Box | Color: Green | Size: 10

Gigi Ankle Boot Is An Essential For The Season. These Retro Platform Boots In An Emerald Green Color Pair Well Under Flared Denim Or With A Mini Skirt. A Soft Suede Upper And Ultrathin Shaft Define This Elegant Square-Toe Boot Grounded By A Chunky... more

$178.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 41 Us 11 New In Box | Color: Cream/White | Size: 11

Free People James Leather Chelsea Ankle Boots White Size 41 Equivalent To Us 11 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 39 Us 9 New In Box | Color: Cream/White | Size: 9

Free People James Leather Chelsea Ankle Boots White Size 39 Equivalent To Us 9 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Free People Shoes | Free People Hybrid Strappy Leather Ankle Boots | Color: Gold/Silver | Size: 9

Free People Shoes | Free People Hybrid Strappy Leather Ankle Boots | Color: Gold/Silver | Size: 9

These Cute Booties Are Perfect For All Seasons. They Have A Distressed Look, A Strappy Cutout Shaft, A Zipper On The Back, A Chunky Heel And They’re Made Of Leather. Come From A Smoke Free Home. Size: 39 / 9 Heel Height: 3.5 Inches Measurements Are... more

$89.00

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Free People Shoes | Free People Nolita Ankle Boots Snake Skin Blue | Color: Black/Blue | Size: 8.5

Free People Shoes | Free People Nolita Ankle Boots Snake Skin Blue | Color: Black/Blue | Size: 8.5

Free People Nolita Ankle Boot. Size 8.5 The Bold Blue Hue Of This Snake Print Embossed Bootie Updates A Classic Favorite Silhouette. Finished With A Chunky Block Heel And Squared Off Toe. Pair These Statement Boots With A Monochrome Cream Blouse And... more

$125.00

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Free People Shoes | Free People Carerra Heel Faded Black Leather Woven Ankle Boots | Color: Black | Size: 41

Free People Shoes | Free People Carerra Heel Faded Black Leather Woven Ankle Boots | Color: Black | Size: 41

Faded Black 100% Genuine Leather Made From Sheepskin Criss Crossed Straps Made To Have That Rugged Vintage, Worn, And Faded Feel And Distressed In All The Right Places. Chunky Stacked Heels Zipper Closure Up The Back. Made In Portugal See Pictures To... more

$80.00

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Free People Shoes | Free People Lucy Platform Ankle Boots | Color: Tan | Size: 7.5

Free People Shoes | Free People Lucy Platform Ankle Boots | Color: Tan | Size: 7.5

Effortlessly Cool And So Classic, These Timeless Ankle Boots Are Featured In A Buttery Soft Leather And Chunky Silhouette With A Striking Platform Sole, Towering Block Heel, And Round Toe. Side Zip Closures Cushioned Footbed Durable Rubber Outsole... more

$75.00

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The North Face Shoes | Brand New The North Face Yokiona Ankle Boots | Color: Black/Gold | Size: 5.5 Eu36.5

The North Face Shoes | Brand New The North Face Yokiona Ankle Boots | Color: Black/Gold | Size: 5.5 Eu36.5

This Insulated, Waterproof Ankle Boot Is A Stylish Essential For All Your Cold-Weather Adventures. The High-Rebound Ortholite Footbed Maximizes Comfort, While The Tnf Winter Grip Outsole Provides Sure-Footed Traction. Block/Chunky Heel Closed Toe... more

$100.00

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Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People Shoes | Free People James Leather Chelsea Ankle Boots Size 36 Us 6 New In Box | Color: Cream/White | Size: 6

Free People James Leather Chelsea Ankle Boots White Size 36 Equivalent To Us 6 Side Zip Elasticized Inset Cushioned Footbed 6" Shaft Height 3.5" Inch Chunky Heel With 1" Platform New In Box more

$100.00

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Free People Shoes | $198 Free People 'Loveland' Woven Bootie, Ankle Boot - Brown - Sz 37 | Color: Brown | Size: 37

Free People Shoes | $198 Free People 'Loveland' Woven Bootie, Ankle Boot - Brown - Sz 37 | Color: Brown | Size: 37

**New Without Box** A Classic Style Gets A Cool Update In This Suede Ankle Boot Featuring A Chunky Block Heel For A Comfortable Step. Textured Design At The Heel With Subtle Cutout Accents And A Front Braided Look. Fp Collection Modern And Sartorial... more

$100.00

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