Best Seller
Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Coach Shoes | Coach Isetta Black Leather Chelsea Block Heel Bootie Fashion Boots Italy 10 | Color: Black | Size: 10

Reposhing This Item I Purchased From @Fashion_pass7. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$75.00

go to store
Free People Shoes | Free People X Jeffrey Campbellsatin Platform Block Heel Distortion Chelsea Boot | Color: Purple | Size: 7

Free People Shoes | Free People X Jeffrey Campbellsatin Platform Block Heel Distortion Chelsea Boot | Color: Purple | Size: 7

Distortion Chelsea Boot - Synthetic Upper, Leather Sole - Purple - Ultra High Heel - Brand New With/Without Tags. May Have Been Tried On In Store, But In Like-New Condition. Line Thru Tag Is To Prevent Store Return more

$188.00

go to store
Best Seller
Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade Shoes | Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots | Color: Black | Size: 9.5

Kate Spade New York Leah Chelsea Block Heel Black Leather Ankle Booties Boots. Size 9.5. Pull On Boot. Leather Wrapped Heel. Gold Tone Spade On Back Of Boot 2.5" Block Heel In Very Good Pre-Owned Condition With Slight Signs Of Wear/Slight Wear On... more

$68.00

go to store
Madewell Shoes | Madewell Sonia Chelsea Boots In Snake Print Size 9 Almond Toe Block Heel | Color: Black | Size: 9

Madewell Shoes | Madewell Sonia Chelsea Boots In Snake Print Size 9 Almond Toe Block Heel | Color: Black | Size: 9

An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort. Approx 1.75'' Heel Pull-On... more

$75.00

go to store
Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Free People Shoes | Free People Boots, The James Leather Block Heel Chunky Lug Sole Chelsea Booties | Color: Cream | Size: 7.5

Worn 5 Times! No Box, But They Are Like New. I Love Them, But Had Foot Surgery So Only Flats For Me. Booties Feature: Spanish Leather Upper Inside Zipper Closure Leather Lining Cushioned Insole Rubber Outsole Approx. 4.72" Shaft Height Approx. 10"... more

$75.00

go to store
Free People Shoes | Free People Oxblood Carmel Leather Block Heel Platform Chelsea Ankle Boots 7.5 | Color: Red | Size: 7.5

Free People Shoes | Free People Oxblood Carmel Leather Block Heel Platform Chelsea Ankle Boots 7.5 | Color: Red | Size: 7.5

These Are Stylish, Comfortable, And Timeless Chelsea Boots From Free People. They Are Crafted From High Quality Genuine Leather That's Slightly Aged And Distressed. Gorgeous Dark Red/Burgundy/Oxblood Color. - Elastic Side Panels For An Easy Pull-On... more

$125.00

go to store
Madewell Shoes | Madewell Black Chelsea Block Heel Boot (7) | Color: Black | Size: 7

Madewell Shoes | Madewell Black Chelsea Block Heel Boot (7) | Color: Black | Size: 7

Brand: Madewell Size: 7 Color: Black With Silver Zipper Condition: Excellent (Never Worn) Material: Leather And Suede Heeled Bootie more

$35.00

go to store
Madewell Shoes | Madewell The Regan Size 9 Ankle Black Leather Pull On Chelsea Boots Block Heel | Color: Black | Size: 9

Madewell Shoes | Madewell The Regan Size 9 Ankle Black Leather Pull On Chelsea Boots Block Heel | Color: Black | Size: 9

Good Condition more

$65.00

go to store
Madewell Shoes | - Madewell Kathleen Lug Sole Block Heel Chelsea Boot | Color: Black/Red | Size: 8

Madewell Shoes | - Madewell Kathleen Lug Sole Block Heel Chelsea Boot | Color: Black/Red | Size: 8

Modern And Polished, This Pull-On Boot With A Comfy Heel Height Is Here To Help You Ease Back In To Office Dressing. Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. A Stacked Block Heel And Lug Sole Add A... more

$198.00

go to store
Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 7.5 New | Color: Black | Size: 7.5

Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 7.5 New | Color: Black | Size: 7.5

A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Size: 7.5 Color: Black Style: Chelsea Zipper Back Closure Cushioned Insole Elastic Side Accents Closed Round Toe Stacked Block Heel New No Box more

$131.00

go to store
Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 6 New | Color: Black | Size: 6

Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 6 New | Color: Black | Size: 6

A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Size: 6 Color: Black Style: Chelsea Zipper Back Closure Cushioned Insole Elastic Side Accents Closed Round Toe Stacked Block Heel New No Box more

$131.00

go to store
American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

American Eagle Outfitters Shoes | American Eagle Black Cow Suede Leather Chelsea Ankle Boots Size 10 Block Heels | Color: Black | Size: 10

This Is A Timeless Boot That Has A Minimalist Modern Look For Any Outfit more

$30.00

go to store
Madewell Shoes | Madewell Grayson Brogue Suede Chelsea Boots Cream Pointtoe 9.5 Block Heel | Color: Cream | Size: 9.5

Madewell Shoes | Madewell Grayson Brogue Suede Chelsea Boots Cream Pointtoe 9.5 Block Heel | Color: Cream | Size: 9.5

Madewell Ankle Boots Suede Perforated Design Point Toe Block Heel Leather Sole Cream 9.5 more

$26.00

go to store
Madewell Shoes | Madewell Sz 7 The Regan Chelsea Ankle Boots Black Leather Stacked Block Heel | Color: Black | Size: 7

Madewell Shoes | Madewell Sz 7 The Regan Chelsea Ankle Boots Black Leather Stacked Block Heel | Color: Black | Size: 7

Step Up Your Shoe Game With These Stylish Chelsea Ankle Boots By Madewell. Crafted With Black Leather, These Boots Feature A Round Toe Shape And A Pull-On Closure For Easy Wear. The Mid-Height Stacked Block Heel Provides Comfort And Style, Making Them... more

$76.00

go to store
Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 6 New | Color: Black | Size: 6

Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 6 New | Color: Black | Size: 6

A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Size: 6 Color: Black Style: Chelsea Zipper Back Closure Cushioned Insole Elastic Side Accents Closed Round Toe Stacked Block Heel New No Box more

$131.00

go to store
Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 8.5 New | Color: Black | Size: 8.5

Free People Shoes | Free People Essential Chelsea Metallic Black Block Heel Boots Size 8.5 New | Color: Black | Size: 8.5

A Wardrobe Essential, These Spanish-Made Leather Chelsea Boots Feature A Faded Design With A Stacked Heel. Size: 8.5 Color: Black Style: Chelsea Zipper Back Closure Cushioned Insole Elastic Side Accents Closed Round Toe Stacked Block Heel New No Box more

$131.00

go to store
Free People Shoes | Free People Essential Chelsea Boots Block Heel Silver Gunmetal Eur 39 Us 8.5-9 | Color: Silver | Size: 8.5

Free People Shoes | Free People Essential Chelsea Boots Block Heel Silver Gunmetal Eur 39 Us 8.5-9 | Color: Silver | Size: 8.5

Free People Essential Chelsea Boots Block Heel Silver Gunmetal Eur 39 Us 8.5-9 New Without Box. Side Goring Panels And A Metallic Leather Upper Lend Stylish Elements To A Luxe Chelsea Boot Framed By A Plain Toe And Stacked Block Heel. 2 1/2" Heel 6... more

$139.00

go to store
Free People Shoes | Free People Black Textured Leather Essential Chelsea Boots New Block Heel Sz 41 | Color: Black/Gray | Size: 11

Free People Shoes | Free People Black Textured Leather Essential Chelsea Boots New Block Heel Sz 41 | Color: Black/Gray | Size: 11

New With Box Free People Black Textured Leather Essential Chelsea Boots Back Zipper, Block Chunky Heel, Spain Made Size 41 Apx 2.75" Heel more

$130.00

go to store
Free People Shoes | Free People Suede & Velour Colorblock Block Heel Ankle Boot Size 7.5 | Color: Black/Gray | Size: 7.5

Free People Shoes | Free People Suede & Velour Colorblock Block Heel Ankle Boot Size 7.5 | Color: Black/Gray | Size: 7.5

Free People Suede & Velour Colorblock Block Heel Ankle Boot Gently Used Condition With Some Minor Signs Of Wear - Some Light Markings On Suede And Small Area Of Discoloration On Bottom Of One Heel. Suede Upper And Leather Lining Size: 38 Or Us 7.5... more

$24.00

go to store
Anthropologie Shoes | Anthropologie Julianne Gray Two Tone Colorblock Suede Block Heel Ankle Boots | Color: Gray | Size: 7.5

Anthropologie Shoes | Anthropologie Julianne Gray Two Tone Colorblock Suede Block Heel Ankle Boots | Color: Gray | Size: 7.5

-Color Block Suede Upper -Size Zipper -Leather Lined -Block Heel -Great Condition more

$64.00

go to store
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
Free People Shoes | Free People Elle Block Heel Boots Snake Effect Slouch Leather Boots Size 38 | Color: Black/White | Size: 38

Free People Shoes | Free People Elle Block Heel Boots Snake Effect Slouch Leather Boots Size 38 | Color: Black/White | Size: 38

New Without Box Soles Marked To Help Prevent Store Returns May Have A Minor Scuff From Storage/Shipping Free People Elle Block Heel Boots Color - White Snake Embossed Leather Size Eur 38 Slouchy Leather Boot Featuring Distressed Details And A High... more

$118.00

go to store
Free People Shoes | Free People Elle Block Heel Boots Brown Slouch Leather Boots Size 40 | Color: Brown | Size: 40

Free People Shoes | Free People Elle Block Heel Boots Brown Slouch Leather Boots Size 40 | Color: Brown | Size: 40

New Without Box Free People Elle Tan Leather Block Heel Boots Size 40 3.5 Inch Heel, 9 Inch Shaft Retail $198 Slouchy Leather Boot Featuring Distressed Details And A High Stacked Heel. Zip-Up Back, Padded Insole, Rounded Toe Boots Come From A Retail... more

$138.00

go to store
Madewell Shoes | Madewell The Brenner Boot Leather Ankle Boot Tan Zipper Block Heel 8 | Color: Tan | Size: 8

Madewell Shoes | Madewell The Brenner Boot Leather Ankle Boot Tan Zipper Block Heel 8 | Color: Tan | Size: 8

Great Condition Tan Leather Block Heel Ankle Boot. Size 8. Madewell. more

$20.00

go to store
J. Crew Shoes | J. Crew Snakeskin-Embossed Chelsea Stacked Heel Leather Boots Size 7.5 | Color: Brown/Cream | Size: 7.5

J. Crew Shoes | J. Crew Snakeskin-Embossed Chelsea Stacked Heel Leather Boots Size 7.5 | Color: Brown/Cream | Size: 7.5

J. Crew Snakeskin-Embossed Chelsea Stacked Heel Leather Boots Size 7.5. Style Number #Aq764. Pull On Block Heel Shoe. Stacked Heel Approx. 2.5” Gently Used And In Great Condition. Well Made, Sturdy Leather Material. Great Everyday Staple, Comfortable,... more

$24.00

go to store
Coach Shoes | Coach Odelle Suede Block Heel Lugged Sole Chelsea Booties In Black | Color: Black | Size: 9

Coach Shoes | Coach Odelle Suede Block Heel Lugged Sole Chelsea Booties In Black | Color: Black | Size: 9

Pull On Style A Lugged Sole And Stacked Heel 3.75" Heel Size 9b Pre-Owned In Good Condition. Flaws: Scuffing On Suede Shown In Pics. Sold As Is Smoke-Free Home Fall Autumn Spring Formal Minimal Capsule Wardrobe Basic Neutral Preppy Genuine Leather... more

$67.00

go to store
Madewell Shoes | Madewell Sammie Leather Chelsea Block Heel Booties | Color: Black | Size: 7.5

Madewell Shoes | Madewell Sammie Leather Chelsea Block Heel Booties | Color: Black | Size: 7.5

Brand: Madewell Style: Sammie Chelsea Block Heel Booties Size: 8.5 But Runs Small - Fits 7.5 Material: Genuine Leather Color: Black Heel: 4” Stacked Block Heel Pull-On Strap Detail Around Opening Excellent Condition! Gently Used Non-Smoking Home Offers... more

$80.00

go to store
Free People Shoes | Nib Free People Sz 39.5/ 9.5 James Black Leather Chelsea Boot W Chunky Heel | Color: Black | Size: 9.5

Free People Shoes | Nib Free People Sz 39.5/ 9.5 James Black Leather Chelsea Boot W Chunky Heel | Color: Black | Size: 9.5

A Chunky Block Heel And Lugged Sole Bring Sturdy Utilitarian Height To A Classic Chelsea Boot With Hidden Elastic-Gore Insets At The Sides. Side Zip Closure Cushioned Insole Leather Upper And Lining/Rubber Sole Made In Spain Size: 9.5 New In Box more

$138.00

go to store
Free People Shoes | Free People James Chelsea Boot Eur 38 Us 8 Cream White Chunky Heel Leather | Color: Cream | Size: 38eu

Free People Shoes | Free People James Chelsea Boot Eur 38 Us 8 Cream White Chunky Heel Leather | Color: Cream | Size: 38eu

Really Nice Preowned Condition. Some Light Marks On Leather. Amazing Boots. Crepe Rubber Sole. Zip Closure. more

$85.00

go to store
Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | Size: 9.5

Free People Shoes | Free People James Chunky Heel Leather Chelsea Boot Brown | Color: Brown | Size: 9.5

Reposhing This Item I Purchased From @Whatbellsells. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! Love These! Sadly They Were Too Small more

$100.00

go to store
Free People Shoes | Free People Size 8 James Chelsea Boot (Lug Heel) Tan Leather | Color: Tan | Size: 8

Free People Shoes | Free People Size 8 James Chelsea Boot (Lug Heel) Tan Leather | Color: Tan | Size: 8

These Boots Are Super Cute And In Like New Condition. Worn Only Once. more

$95.00

go to store
J. Crew Shoes | J. Crew Leather Chelsea Stacked Heel Boot | Color: Black | Size: 9

J. Crew Shoes | J. Crew Leather Chelsea Stacked Heel Boot | Color: Black | Size: 9

Introducing Our Newest Fall Bootswith A Refined Pull-On Silhouette And Walkable Stacked Heel. This Easy Style Looks As Good With Skirts And Dresses As It Does With Your Favorite Jeans. Leather Upper And Lining 2 1/2" (65mm) Heel. Brand New With Box Size 9 more

$113.00

go to store
Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 6.5 | Color: White | Size: 6.5

Free People Shoes | Free People James Chunky Heel Chelsea Boot White Leather Size Us 6.5 | Color: White | Size: 6.5

Free People New In The Box James Chelsea Boot In White Leather Features: Leather Chunky Heel Design Elastic Side Details With A Slim Silhouette Intentionally Distressed To Feature A Worn Out Look Side Zipper Closure Cushioned Insole With Rounded Toe... more

$112.00

go to store
Madewell Shoes | New Leather Madewell The Carina Platform Chelsea Boot Size 7.5 Ivory Cream Heel | Color: Black/Cream | Size: 7.5

Madewell Shoes | New Leather Madewell The Carina Platform Chelsea Boot Size 7.5 Ivory Cream Heel | Color: Black/Cream | Size: 7.5

Product Details - This Classic Chelsea Boot Is Made For Walkin', Thanks To The Lightweight Eva Platform And Chunky Heel. Made Of Smooth Leather, It's The Edgy Pair That Can Be Worn With Everything From Dresses To Jeans. And, Cushiness Alert: Our Mwl... more

$65.00

go to store
J. Crew Shoes | J. Crew Chelsea Mid Heel Cowboy Boot | Color: Black | Size: 7.5

J. Crew Shoes | J. Crew Chelsea Mid Heel Cowboy Boot | Color: Black | Size: 7.5

Black Leather, Excellent Condition, Size 7.5 more

$50.00

go to store
Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots New In Box Bone / White | Color: Cream/White | Size: 39eu

Free People Shoes | Free People James Chelsea Chunky Heel Leather Boots New In Box Bone / White | Color: Cream/White | Size: 39eu

Reposhing This Item I Purchased From @Caseyfay19. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$85.00

go to store
J. Crew Shoes | J Crew Stacked Heel Chelsea Boot In Ivory Leather 8m | Color: Cream | Size: 8

J. Crew Shoes | J Crew Stacked Heel Chelsea Boot In Ivory Leather 8m | Color: Cream | Size: 8

Striking J Crew Stacked Heel Chelsea Ankle Boot In Ivory Leather With Contrasting Black Elastic Adding Style And Effortless Entry. Versatile Unique Color Wearable Across Multiple Seasons. Stacked Heel Is A Comfortable 2.5 Inches. Size Is 8m. Never Been... more

$60.00

go to store
Tory Burch Shoes | Black Tory Burch Platform Heel Chelsea Boot | Color: Black | Size: 8

Tory Burch Shoes | Black Tory Burch Platform Heel Chelsea Boot | Color: Black | Size: 8

I Was Given This As A Christmas Gift One Year And I Might Have Worn It Twice. Impeccable Condition. You’re Essentially Getting A Brand New Pair Of Boots. Super Comfortable Because Of The Platform. Soft Pebbled Leather. The Detail On This Boots Is What... more

$250.00

go to store
J. Crew Shoes | J.Crew Willa Snake-Embossed Leather Chelsea Stacked-Heel Boots Shoes Us 7 | Color: Red | Size: 7

J. Crew Shoes | J.Crew Willa Snake-Embossed Leather Chelsea Stacked-Heel Boots Shoes Us 7 | Color: Red | Size: 7

Guc. One Scuff As Noted As Pictured more

$60.00

go to store
Free People Shoes | Free People James Chunky Heel Chelsea Boot White | Color: White | Size: Various

Free People Shoes | Free People James Chunky Heel Chelsea Boot White | Color: White | Size: Various

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. Brand New In Original Box. Msrp: $188... more

$65.00

go to store

More information about Men's Shoes

Best prices on Rollins block heel chelsea boot, Leather, Shoes 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.