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    Madewell Shoes | ! Madewell $198 The Ainsley Chelsea Boots G8421 | Color: Tan | Size: 8

    Madewell Shoes | ! Madewell $198 The Ainsley Chelsea Boots G8421 | Color: Tan | Size: 8

    Madewell $198 The Ainsley Chelsea Boots In Suede G8421 8 Natural In Soft Suede, With Easy-To-Break-In Leather Soles, This Modern Chelsea Boot Has A Pared Down Look That Makes It A Design-Team Favorite. Meet Your New Wardrobe Mvp. Please Note: When You... more

    $47.00

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    Madewell Shoes | ! Madewell $198 The Spencer Chelsea Boots C1375 | Color: Gray/Tan | Size: Various

    Madewell Shoes | ! Madewell $198 The Spencer Chelsea Boots C1375 | Color: Gray/Tan | Size: Various

    Madewell $198 The Spencer Chelsea Pullon Boots Leather Shoes C1375 Mink Gray New Madewell The Spencer Chelsea Boot Color: Mink Retail: $198 C1375 Just Try To Complete Your Fall And Winter Outfits Without Comfortable And Stylish Boots. These Look Great... more

    $62.00

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    Best Seller
    Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Tan | Size: 7.5

    Madewell Sonia Low Leather Snakeskin Printed Chelsea Boot New Size 7.5 An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Runs Small; Order 1/2 Size Up. - 1 3/4" Heel... more

    $110.00

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    Madewell Shoes | Madewell Black Chelsea Booties | Color: Black | Size: 9

    Madewell Shoes | Madewell Black Chelsea Booties | Color: Black | Size: 9

    Great Condition Minimal Wear, Fit True To Size more

    $48.00

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    Madewell Shoes | Madewell Autumn High Chelsea Boot | Color: Brown | Size: 10

    Madewell Shoes | Madewell Autumn High Chelsea Boot | Color: Brown | Size: 10

    Made Of Rich Suede, These Cool Pull-On Chelsea Boots Are Cut High On The Leg To Go With Cropped Jeans And Long Skirts. 6" Shaft Height (Based On Size 7). 2" Heel. Suede Upper. Worn Once!! They Ended Up Being Too Small. more

    $70.00

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    Madewell Shoes | Madewell Chelsea Lugsole Heeled Boots, Size 6 | Color: Brown | Size: 6

    Madewell Shoes | Madewell Chelsea Lugsole Heeled Boots, Size 6 | Color: Brown | Size: 6

    These Boots Are New But The Box Is A Little Damaged. Bought These Boots From Madewell.Com But It Was A Final Sale. I Liked Them Online But I Realized After Receiving Them That They’re A Bulkier Style Than I Normally Wear. Please Go To Madewell.Com To... more

    $90.00

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    Madewell Shoes | - Madewell Ivy Chelsea Boot In Croc Embossed Leather - Dark Coffee Size 8 | Color: Brown | Size: 8

    Madewell Shoes | - Madewell Ivy Chelsea Boot In Croc Embossed Leather - Dark Coffee Size 8 | Color: Brown | Size: 8

    Madewell Women’s Ivy Chelsea Boots Croc Embossed Leather Brown Size 8 Brand New Without Tags more

    $118.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 8.5

    Size 8.5 Worn A Few Times Retail 200 more

    $40.00

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    Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

    Madewell Shoes | Madewell Bryce Black Suede Chelsea Ankle Boot Size 9.5 | Color: Black | Size: 9.5

    Madewell Black Ankle Boot Size: 9.5 Style Name: Byrce Style: M4674 Msrp: Was $158 Condition: Pre-Owned In Excellent Condition. Upper Suede Is In Pristine Condition, Outsole Has Minor Wear Heel: 3.25" Block Heel Features: Leather Upper And Lining,... more

    $69.00

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    Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7

    Madewell Shoes | Madewell Brown Leather Chelsea Ankle Boots | Color: Brown | Size: 7

    Worn A Handful Of Times, In Fabulous Condition, Perfect For Fall more

    $45.00

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    Madewell Shoes | Madewell Grayson Brogue Chelsea Boots, Size 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Grayson Brogue Chelsea Boots, Size 8 | Color: Brown | Size: 8

    Madewell Grayson Brogue Chelsea Boots, Size 8 Preloved/Preowned. There Is Some Normal Wear And Tear. There Is A Small Spot On Left Front Toe, Pictured For Reference. more

    $69.00

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    Madewell Shoes | Madewell Kathleen Lugsole Chelsea Boots Leather | Color: Brown | Size: 7

    Madewell Shoes | Madewell Kathleen Lugsole Chelsea Boots Leather | Color: Brown | Size: 7

    No Original Box. Picture Is For Reference. Questions? Leave A Comment Below! more

    $25.00

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    Madewell Shoes | Madewell Heeled Chelsea Boots In Leather. Size 6. New. Color English Saddle | Color: Brown | Size: 6

    Madewell Shoes | Madewell Heeled Chelsea Boots In Leather. Size 6. New. Color English Saddle | Color: Brown | Size: 6

    Madewell Heeled Chelsea Boots In Leather. Size 6. New. Color English Saddle. Slight Creases From Trying On The Shoes In Store. Never Worn Outside. more

    $120.00

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    Madewell Shoes | Madewell Chelsea Rainboot | Color: Black | Size: 7

    Madewell Shoes | Madewell Chelsea Rainboot | Color: Black | Size: 7

    Super Stylish Chunky Ankle Rain Boots. Gently Used With One Tan Scuff Mark On Right Side Of Right Shoe. Smoke Free Home - Any Offers Welcome! more

    $35.00

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    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

    Madewell Shoes | Madewell Sonia Chelsea Ankle Bootie Boot Snakeskin 6 | Color: Brown | Size: 6

    Madewell Sonia Chelsea Boot Color: Brown Snakeskin Size 6 Style #M3463 Retail $188 New W/O Box An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. Pull-On Style With... more

    $50.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng679 | Color: Brown/Purple | Size: Various

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boot Ng679 | Color: Brown/Purple | Size: Various

    Hit The Streets In This Classic Pull-On Chelsea Boot With Superchunky Lug Soles. The Wide Elastic Gore Not Only Looks Cool, But Also Makes It Easier To Take On And Off. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

    $91.00

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    Madewell Shoes | Madewell Bryce Chelsea Boot Tan Suede Boots | Color: Tan | Size: 8

    Madewell Shoes | Madewell Bryce Chelsea Boot Tan Suede Boots | Color: Tan | Size: 8

    Madewell Bryce Chelsea Boot Tan Suede Boots Pre Owned Good Condition Size 8 Please See All Pics For Best Description Streamlined And Undeniably Cool, This Suede Chelsea Boot Has A A Low-Key Western Vibe We Love. Cuff Up Or Tuck In Your Jeansthese Hit... more

    $49.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 8

    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 8

    Worn Many Times, But In Great Condition Still! Size 8 more

    $30.00

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    Madewell Shoes | Madewell Beige Suede Chelsea Boots, Size 7.5 | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Beige Suede Chelsea Boots, Size 7.5 | Color: Tan | Size: 7.5

    Madewell Beige Chelsea Boots, Size 7.5. Model: Regan. Suede Uppers. Gently Used. 2.5” Block Heel. Let Me Know If You Have Any Questions! Offers Welcome! more

    $30.00

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    Madewell Shoes | Madewell The Cleary Chelsea Boots In Leather Nh206 6 1/2 Brown | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell The Cleary Chelsea Boots In Leather Nh206 6 1/2 Brown | Color: Brown | Size: 6.5

    Step Out This Season In A Classic Chelsea Boot, Made Of Supersmooth Leather. Designed With Durable Rubber Soles And Elastic Insets For Easy On-And-Offs, You'll Want To Wear This Versatile Pair All The Time. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $68.00

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    Madewell Shoes | Like New Madewell The Ivy Chelsea Boot In Leather | Color: Black | Size: 9

    Madewell Shoes | Like New Madewell The Ivy Chelsea Boot In Leather | Color: Black | Size: 9

    Excellent Condition. Outsides Look Brand New, With Insides Just Having Small Water Mark On Back As Pictured. Wish I Could Keep These But They’re Just A Tad Too Small For Me. Open To Reasonable Offers! From Madewell: We Toughened Up Classic Chelsea... more

    $105.00

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    Madewell Shoes | Madewell Chelsea Boots Black Us6.5 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell Chelsea Boots Black Us6.5 | Color: Black | Size: 6.5

    Madewell Classic Everyday Bootie In Black. Only Worn Once On A Weekend Shopping Trip. Very Light Scratch Near The Toe, See Picture 7 For Details. Great With Jeans And Leather Jacket For An Elevated Everyday Look. Size: 6.5 | True To Size Heel: 3.5”... more

    $38.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 6

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 6

    Very Popular ! Madewell Beautiful Brown Leather Croc Embossed Chelsea Boots With Rubber Detailed Sole. Worn Once Or Twice Practically New! Slip In Style With Loop On Heel To Help. more

    $50.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 7.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Black | Size: 7.5

    Black Leather Ankle Boots With Button Closure On Side. Size 7.5 But Can Fit A Size 8. Heel Height About 1.75”. These Have Been Worn And Loved, But Still A Lot Of Life Left. Normal Signs Of Wear On Top Of Boot (Creases) And Bottom. No Scratches more

    $50.00

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    Madewell Shoes | Madewell Laura Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7

    Madewell Shoes | Madewell Laura Chelsea Boot In Spotted Calf Hair | Color: Brown | Size: 7

    Brand New, I Guess I Took The Tags Off The Bottom. Never Worn. I Have Another Pair In The Same Spotted Calf Hair Pattern And I Don’t Need Two In My Closet., My Loss Is Your Gain. more

    $60.00

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    Madewell Shoes | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy | Color: Black | Size: 7.5

    Madewell Shoes | Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy | Color: Black | Size: 7.5

    Madewell 1937 Footwear Black Leather Chelsea Boots Made In Italy. Very Good Condition. Repair New Soles. Size: 7 1/2 Heel Height: 1 1/4” more

    $120.00

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    Madewell Shoes | Madewell The Ivan Brogue Chelsea Boot 9.5 | Color: Red | Size: 9.5

    Madewell Shoes | Madewell The Ivan Brogue Chelsea Boot 9.5 | Color: Red | Size: 9.5

    Worn Only A Few Times, Size 9.5 more

    $85.00

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    Madewell Shoes | Madewell Size 8.5 Brown Chelsea Boots | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell Size 8.5 Brown Chelsea Boots | Color: Brown | Size: 8.5

    Never Worn Out Of The House. Madewell Size 8.5 Brown Chelsea Boots With Lug Sole. Pull On With Tab. more

    $86.00

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    Madewell Shoes | Madewell Chelsea Rain Boots | Color: Black | Size: 8

    Madewell Shoes | Madewell Chelsea Rain Boots | Color: Black | Size: 8

    Black Chelsea Style Rain Boots From Madewell more

    $30.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 7

    Nwt No Stains, No Marks, Unworn! Perfect Condition more

    $100.00

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    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more

    $80.00

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    Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Ivy Chelsea Boot Croc Leather Ma428 | Color: Brown | Size: 8

    1/4" Shaft Height Size 8 Run A Bit Small So Would Be Ideal For A Size 7.5 3/4" Heel Embossed Leather Man-Made Sole Brand New more

    $80.00

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    Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 5.5

    Madewell Shoes | Madewell Carina Platform Chelsea Boot | Color: Brown | Size: 5.5

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

    $75.00

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    Madewell Shoes | Madewell Bradley Chelsea Lugsole Boot | Color: Brown | Size: 12

    Madewell Shoes | Madewell Bradley Chelsea Lugsole Boot | Color: Brown | Size: 12

    Madewell Size 12 Chelsea Boot Worn Twice Small Dent In Rubber Near Toe - See Picture 2 Small Water Spots Near Right Heel - See Picture Both Barely Noticeable more

    $50.00

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    Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5

    Madewell Shoes | Madewell Chelsea Snake Embossed Ankle Boots New! | Color: Red | Size: 8.5

    Runs Small; Order 1/2 Size Up. Details An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. - 1 3/4" Heel (Size 8.5) - 3" Shaft - Pull-On Style With Elastic Gore Insets -... more

    $68.00

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    Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5

    Madewell Shoes | Madewell The Ivy Chelsea Boot In Leather | Color: Black/Brown | Size: 7.5

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

    $70.00

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    Madewell Shoes | Madewell Black Leather Chelsea Boots Sz 6.5 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell Black Leather Chelsea Boots Sz 6.5 | Color: Black | Size: 6.5

    Used Madewell Chelsea Leather Boots. I Love These Shoes But Selling But Selling Because I Have Too Many Boots. Really Comfortable. Bought Directly From Madewell For $200. Note: There Is Some Wear And Scuffs (Pictured) And An Outline On The Insole Of... more

    $18.00

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    Madewell Shoes | Madewell The Ainsley Leather Chelsea Boots | Color: Black | Size: 10

    Madewell Shoes | Madewell The Ainsley Leather Chelsea Boots | Color: Black | Size: 10

    Women's Size: 10 Dimensions: Heel Height: 1”, Shaft Height: 4 3/4” Color: Black Condition: Great, Gently Used, With Minor Scuff On Toe Cap; Crease On Upper & Shaft; Stain On Inner Lining Below Collar; Minor Signs Of Wear On Outsole (Photos Are Of Exact... more

    $68.00

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    Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Black/Tan | Size: Various

    Madewell Shoes | Madewell Sonia Low Leather Snakeskin Chelsea Boot | Color: Black/Tan | Size: Various

    New In Box Heather Natural Snake-Embossed Sonia Chelsea Leather Boot. This Contemporary Look That Features An Almond Toe And A Tapered Stacked Heel. The Combination Of Supple Leather And Padded Footbed Keeps You On Your Feet In Comfort. Size Note: This... more

    $80.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 9.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 9.5

    Nwot Madewell Chelsea Ankle Boots more

    $75.00

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