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| Best Seller  | Free People Shoes | Free People Chelsea Boots, Size 37 | Color: Tan | Size: 7 Free People “Essential Chelsea Boots”, In A Tan Color (Currently Not Available Online). Worn Once, Realized They Were Too Tight. Size 37 (Size 7). more | go to store |
 | Madewell Shoes | Madewell Bradley Chelsea Lugsole Boots | Color: Brown | Size: 7 These Boots Have Only Been Worn Outside One Time- Like New! They Were Slightly Too Small For Me. Let Me Know If You Have Any Questions! Thank You! more | go to store |
| Best Seller  | Madewell Shoes | Madewell The Spencer Chelsea Boot | Color: Tan | Size: 8 Tan Leather Chelsea Boot With A 2 Inch Stacked Heel. Runs Large. I'm Usually A 8.5/9 A These Fit But Are A Little Too Narrow For My Feet. Great Condition, Worn Only A Couple Of Times. more | go to store |
 | Reposhing This Item I Purchased From @Iltreasures. Loved It, But Just A Bit Too Tight As I'm More A 10.5 Than A True 10 Questions? Leave A Comment Below! more | go to store |
 | Madewell Shoes | Madewell Suede Chelsea Boot (Fall 2019) | Color: Brown/Tan | Size: 8.5 Selling My Gently Used (Only Worn Once) Madewell Chelsea Boot In Equestrian Brown Suede. Selling As The 8.5 Is Too Tight On Me. Excellent Condition. Squared Off Toe With A Chunky Staked Heel And Pull On Ability. Comfortable And Versatile For Fall And... more | go to store |
 | Madewell Shoes | Madewell Ivy Chelsea Boot In Leather | Color: Black | Size: 7 Only Worn A Handful Of Times. Super Cute But A Bit Too Narrow For Me. Size 7.5. Slightly Misshapen Due To Storage In A Box, But Otherwise In Great Condition. See Description From Madewell Below: We Toughened Up Classic Chelsea Boots With A Utilitarian... more | go to store |
 | Gucci Shoes | Gucci Trip Logo Strap Chelsea Boot (Women) 35.5 Size 5.5 | Color: Black | Size: 5.5 Gucci Trip Logo Strap Chelsea Boot (Women) 35.5 Size 5.5. New Boots, Only Wore Handful Of Times. No Scratches Or Scruff Marks. The Little Gucci Strap Is Removable Too. Comes With Dust Bag And Original Shoe Box more | go to store |
 | Madewell Shoes | Madewell Walker Chelsea Olive Green Suede Boot | Color: Green | Size: 7 In Supersoft Suede, These Sleek Chelsea Boots Give A Low-Key Nod To Timeless '60s Styles. The Not-Too-High Heel Is Made For Adventuring Day Or Night. 2" Heel. Suede Upper. Leather Lining. Man-Made Sole. Import. In Great Condition more | go to store |
 | Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Cream | Size: 9 Suede Finish In Cargo Cream Very Good Condition. Only Worn A Handful Of Times But Have Realized They Are Slightly Too Large For Me - Leather Upper, Lining, And Insole. - Pull-On Style With Elasticized Side Panels. - Almond Round Toe. - Low Block And... more | go to store |
 | J. Crew Shoes | J. Crew | Matte Chelsea Rain Boots | Color: Black | Size: 8 J. Crew | Chelsea Rain Boots | Guc. Some Signs Of Wear On Each Of The Bottoms/ Heels. Also, These Will Need Inserts. Overall In Guc. I’d Keep Them Except I Have Too Many Black Chelsea Boots. *Smoke-Free Home, Top-Rated Seller, Fast Shipper* more | go to store |
 | American Eagle Outfitters Shoes | American Eagle 8 Silver Chelsea Boots | Color: Silver | Size: 8 American Eagle Brand Silver Size 8 Heeled Chelsea Boots Super Comfortable Rare And Hard To Find Sooo Cute, I Just Have Too Many Shoes!!! Worn 3 Times In Really Good Condition See Photos For Condition more | go to store |
 | Free People Shoes | Free People James Chelsea Boots Nwot | Color: Black/Cream | Size: 8.5 Reposhing This Item I Purchased. Loved Them But They’re Just Too Small. They Say Size 9 But They Are Super Narrow And Small. I Could Only Get Them On Without Socks. I’d Say They Are Size 8.5 Or Even 8. Questions? Leave A Comment Below! more | go to store |
 | Free People Shoes | A.S 98 Theodore Fur Black Chelsea Style Boot | Color: Black | Size: 8.5 A.S 98 Theodore Fur Black Pull On Style Chelsea Boot, I’d Say Best For An 8/8.5. Euc, Only Worn 4 Times. These Would Be Perfect For Winter But Sadly They’re Slightly Too Big For Me. And With The $400 Price Tag They’re Hard To Give Up. I Love The Thick... more | go to store |
 | Worn 2-3 Times. They Were Just Too Small On Me. They Are True To Size! Perfect Chelsea Boots (I Ended Up Getting A Bigger Pair That’s How Much I Love Them!). Leather Upper, Size 6.5, Lug Sole Bottom, Cloudlift Lite Padding For Super Comfy Wear. more | go to store |
 | Beautiful Coach Womens Chelsea Buckle Boot. Size 8.5 I Am A Size 8.5 And Tried So Hard To Get These To Work For Me But They Are Too Tight On My Foot. I Really Think They Would Work Better For A Person Who Wears A Size 8 ? The Marks On The Inside Of The... more | go to store |
 | 36/6 And True To Size. Genuine Leather, Super Durable And Easy To Walk In. I Also Haven’t Tried To Clean Them, But I’m Sure Done Correctly They Will Freshen Up Nicely. (I Personally Like Them With The Worn-In Look Too Though!) Still So Much Life Left... more | go to store |
 | J. Crew Shoes | J. Crew Matte Black Chelsea Rainboot | Color: Black | Size: 6 Gently Used Super Functional Chelsea Rainboot. Selling Because My Feet Have Gotten Wider And They’re Too Small For Me Now! Still Super Functional, No Holes / Leaks Etc, And Years Of Life In Them! Perfect For A Rainy Day When You Still Want To Look... more | go to store |
 | Madewell Shoes | Madewell Real Leather Chelsea Boots | Color: Brown | Size: 8 Shoes By Madewell Pull Tab For Easy Entry Elastic Inserts Round Toe Chunky Sole Textured Tread Smooth Leather Upper Sole: 100% Rubber, Upper: 100% Real Leather. Comfortable, Classic Shoe Style Worn Once, But Too Big Similar To Blundstone Boots In Profile more | go to store |
 | Madewell Shoes | Madewell Oxblood/Burgundy Carina Boots (7.5) | Color: Red | Size: 7.5 Chelsea Style Leather Boots Nwt From Madewell In Discontinued Oxblood/Burgundy Color. Selling Because Too Large (My Usual Shoe Size Is 6.5, 7 For A Roomy Fit In Boots). Description: Madewell Leather Chelsea Boots With A Rounded Toe, Comfy Stacked... more | go to store |
 | Madewell Shoes | Madewell The Lace-Up Lugsole Rain Boot | Color: Green | Size: 8 In Like New Condition, No Flaws, Only Worn A Few Times, Just Didn’t Fit Me As Well As I Wanted. Medium Weight (So Not Too Heavy), Such A Cute Style Of Rain Boots! -Size 8 Tags: Lugsole, Chelsea Boot, Green, Army Green, Gorpcore, Outdoors, Hiking, Rain,... more | go to store |
 | London Rag Spire Suede Block Heeled Boots - Black - US-6 / UK-4 / EU-37 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Brown - US-10 / UK-8 / EU-41 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Black - US-10 / UK-8 / EU-41 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Brown - US-6 / UK-4 / EU-37 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Brown - US-8 / UK-6 / EU-39 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Brown - US-5 / UK-3 / EU-36 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Brown - US-9 / UK-7 / EU-40 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Black - US-7 / UK-5 / EU-38 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | London Rag Spire Suede Block Heeled Boots - Black - US-9 / UK-7 / EU-40 With raised platform this one in slip-on design will remind you of the Chelsea Boot which some how you found too flat! The block heeled suede boot is suave and all trending this season. more | $99.99 $84.99 go to store |
 | Reposhing This Item I Purchased From @Nanguyen111095. Soo Cute But Too Narrow For My Foot. Excellent Condition Black Ankle Boots Chelsea Style more | go to store |
 | Madewell Shoes | Madewell City Walk Lug Sole Booties | Color: Black | Size: 6.5 Like New, Excellent Condition. Worn 2x. I Usually Wear A 7 But Thought I Might Be Able To Break These In To Fit. Unfortunately They Are Too Small. A Classic Pair Of Chelsea Boots To Wear With All Sorts Of Looks. These Madewell Booties Are Crafted In... more | go to store |
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