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    Madewell Shoes | Madewell Shoes Madewell The Toasty Sherpa Tan Chelsea Boot 8 | Color: Tan | Size: 8

    Madewell Shoes | Madewell Shoes Madewell The Toasty Sherpa Tan Chelsea Boot 8 | Color: Tan | Size: 8

    Size 8 But Runs Big Can Fit A Size 9 In Great Pre Owned Condition more

    $120.00

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    Madewell Shoes | Madewell Chelsea Boots New In Box | Color: Brown/Gray | Size: 8.5

    Madewell Shoes | Madewell Chelsea Boots New In Box | Color: Brown/Gray | Size: 8.5

    Gorgeous, Brand New In Their Original Box Madewell The Grayson Brogue Chelsea Boots - Amber Brown - Measurements Approx.: 2 1/4” Heel Height; 3” Shaft Height - Stacked Heel; Pointy Toe; Brogue Perforations - An Extra Layer Of Padding - Pull-On Style -... more

    $170.00

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    Best Seller
    Madewell Shoes | Madewell Brown Suede Chelsea Boots J8292 Grayson Brogue | Color: Tan | Size: 10

    Madewell Shoes | Madewell Brown Suede Chelsea Boots J8292 Grayson Brogue | Color: Tan | Size: 10

    Women’s Size 10 New, Never Used Comes With Original Box Retail $198 more

    $45.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 5.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 5.5

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

    $40.00

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    Madewell Shoes | Madewell Spencer Short Chelsea Boots | Color: Gray/Tan | Size: 8

    Madewell Shoes | Madewell Spencer Short Chelsea Boots | Color: Gray/Tan | Size: 8

    Gently Worn A Couple Of Times. Some Creasing And Light Scuffs (More Noticeable In Pics That Real Life) But Still Have A Ton Of Wear Left In Them. Really Unique And Pretty Color. Fit True To Size. No Trades Or Modeling!! more

    $80.00

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    Madewell Shoes | Madewell Helen Chelsea Boot New! | Color: Tan | Size: 9

    Madewell Shoes | Madewell Helen Chelsea Boot New! | Color: Tan | Size: 9

    These Brand New, Never Worn Madewell Boots Are Adorable! more

    $58.00

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    Madewell Shoes | Madewell Bryce Suede Chelsea Boot | Color: Tan | Size: 10

    Madewell Shoes | Madewell Bryce Suede Chelsea Boot | Color: Tan | Size: 10

    Low-Key Western Vibe Almond Toe Suede Construction Side Goring Back Pull-Tab Stacked Heel Materials: Suede Upper And Lining, Synthetic Sole Approximate Measurements: 4" Shaft Height, 10" Opening Circumference, 0.75" Heel Condition: New Without Box Or... more

    $83.00

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    Madewell Shoes | Madewell Grayson Brogue Chelsea, Size 9.5 | Color: Brown | Size: 9.5

    Madewell Shoes | Madewell Grayson Brogue Chelsea, Size 9.5 | Color: Brown | Size: 9.5

    Madewell Grayson Size 9.5 Fits True Amber Brown Heel Style: Block/Chunky Toe Style: Pointy Toe 2" Heel 3" Shaft -Pull-On Style -Leather Upper And Lining/Synthetic Sole -Raw Leather Heel, A Pointy Toe, Brogue Perforations. -Padded Foot Bed New, Unworn,... more

    $98.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown | Size: 6.5

    Madewell Flat Chelsea Boots Color: English Saddle Size: Us6.5 In Excellent Used Condition more

    $124.00

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    Madewell Shoes | Madewell Sonia Black Leather Chelsea Boots Size 8.5 | Color: Black/Tan | Size: 8.5

    Madewell Shoes | Madewell Sonia Black Leather Chelsea Boots Size 8.5 | Color: Black/Tan | Size: 8.5

    Cute & Comfy Black Leather Chelsea Booties From Madewell. These Feature A 1.75” Stacked Heel & Slip-On Styling With An Elastic Interior Panel. Ankle Height With An Almond Shaped Toe. Size 8.5. Versatile Boots Great For Daily Multi-Season Wear And... more

    $60.00

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    Madewell Shoes | Madewell Nadine Chelsea Pointed Toe Booties | Color: Black/Tan | Size: 8.5

    Madewell Shoes | Madewell Nadine Chelsea Pointed Toe Booties | Color: Black/Tan | Size: 8.5

    Awesome Condition more

    $35.00

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    Madewell Shoes | Last Pair- Madewell Ivy Calf Hair Chelsea Boot Size 7 | Color: Black/Tan | Size: 7

    Madewell Shoes | Last Pair- Madewell Ivy Calf Hair Chelsea Boot Size 7 | Color: Black/Tan | Size: 7

    New Never Worn Last Available Pair Size 7 Madewell Ultra-Trendy Ivy Chelsea Boot That's Designed In A Luxe Genuine Calf Hair Silhouette. 5.5" Shaft Height Slip-On Cushioned Insole Round Toe Gored Side Paneling Back Pull-Tab Genuine Dyed Calf Hair... more

    $53.00

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    Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell The Citywalk Lugsole Chelsea Boot In Leather, Brown, Size 8 | Color: Brown | Size: 8

    Worn Once, Like New. Size: 8 Color: Brown Pull On Chelsea Boots With Utilitarian Lug Soles Leather Cloudlift Lite Padding 5" Shaft Height (Based On Size 7). 7/8" Heel. Leather Upper. Man-Made Sole. Item Na852 more

    $158.00

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    Madewell Shoes | Madewell - Cleary Chelsea Boot In Leather - Nh206 - Size 8 | Color: Brown/Orange | Size: 8

    Madewell Shoes | Madewell - Cleary Chelsea Boot In Leather - Nh206 - Size 8 | Color: Brown/Orange | Size: 8

    Reposhing This Item I Purchased From @_seek_and_find_. These Were Too Tight On Me. Apparently I Have Much More Wide Feet Postpartum! They’re In Great Condition. Never Worn By Me Only To Try Them On In The House. Genuine Leather English Saddle Color more

    $60.00

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    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 9

    Madewell Shoes | Madewell Chelsea Boots | Color: Brown/Tan | Size: 9

    Cognac Boots.Soles Probably Need Replacing more

    $9.00

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    Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots | Color: Brown | Size: 8

    Madewell Shoes | Madewell Citywalk Lugsole Chelsea Boots | Color: Brown | Size: 8

    Madewell Citywalk Lugsole Chelsea Boots Size 8 Never Been Worn Pull-On Chelsea Boots With Utilitarian Lug Soles Durable Leather Cloudlift Lite Padding 7/8" Heel Leather Upper Man-Made Sole more

    $100.00

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    Madewell Shoes | Madewell Nwob Low Chelsea Boots In Snake Embossed Leather Size 9.5 | Color: Black/Brown | Size: 9.5

    Madewell Shoes | Madewell Nwob Low Chelsea Boots In Snake Embossed Leather Size 9.5 | Color: Black/Brown | Size: 9.5

    Give The Style Blahs The Boot With 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. New Without Box. These Seem To Run Small. 1.75''... more

    $95.00

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    Madewell Shoes | Madewell Sonia Low Chelsea Booties Snakeskin | Color: Brown/Tan | Size: Various

    Madewell Shoes | Madewell Sonia Low Chelsea Booties Snakeskin | Color: Brown/Tan | Size: Various

    Brand New, In Box Madewell "Sonia Low Chelsea" Booties. Product Details: Style M3463 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"... more

    $70.00

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    Madewell Shoes | Madewell The Ainsley Chelsea Boot In Brown | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell The Ainsley Chelsea Boot In Brown | Color: Brown | Size: 8.5

    Brown The Ainsley Chelsea Boot By Madewell. Worn Only Once. more

    $85.00

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    Madewell Shoes | Madewell The Kat Suede Chelsea Boot | Color: Brown/Tan | Size: 6

    Madewell Shoes | Madewell The Kat Suede Chelsea Boot | Color: Brown/Tan | Size: 6

    Madewell The Kat Chelsea Boot In Brown Suede. Heeled Bootie With Classic Elastic Ankles For The Perfect Fit. Stacked Heel. Great With Wide Leg Or Bootcut Jeans For A Retro Vibe! Excellent Used Condition. Soles Are In Great Shape, Minor Wear To The... more

    $61.00

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    Madewell Shoes | Madewell The Laura Chelsea Boot In Suede | Color: Tan | Size: 7

    Madewell Shoes | Madewell The Laura Chelsea Boot In Suede | Color: Tan | Size: 7

    Madewell The Laura Chelsea Boot In Suede Gently Worn - Excellent Condition Suede, Taupe, Size 7 more

    $75.00

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    Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell 1937 Footwear Chelsea Leather Ankle Boot | Color: Brown | Size: 8.5

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

    $25.00

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    Madewell Shoes | Madewell The Toasty Leather Upper Faux Fur Lined Pull On Chelsea Boots Size 9 | Color: Tan | Size: 9

    Madewell Shoes | Madewell The Toasty Leather Upper Faux Fur Lined Pull On Chelsea Boots Size 9 | Color: Tan | Size: 9

    Size: Us 9 Condition: Excellent Condition, See Photos Sku: B-04-04 Fast Shipping And Packaged With Care! more

    $57.00

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    Madewell Shoes | Madewell Chelsea Leather Shoes | Color: Brown | Size: 8

    Madewell Shoes | Madewell Chelsea Leather Shoes | Color: Brown | Size: 8

    Great Used Condition more

    $65.00

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    Madewell Shoes | Madewell The Carina Chelsea Leather Platform Boot Size 9 | Color: Black/Brown | Size: 9

    Madewell Shoes | Madewell The Carina Chelsea Leather Platform Boot Size 9 | Color: Black/Brown | Size: 9

    1.5" Heel Color Is Dried Maple These Are A Well Made, Substantial Boot There Is A Scuff On The Inner Side Shown In The Last Photo And A Couple Of Marks On The Back Of The Heel They Are Overall Clean And In Good Preowned Condition Tags: Basic Classic... more

    $75.00

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    Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell Low Chelsea Boot Snake Embossed Leather | Color: Brown/Tan | Size: 7

    Madewell Low Chelsea Boot Snake Embossed Leather Size 7 Nwt/Nwob 1.75'' Heel 3'' Shaft Pull-On With Elastic Gore Insets Tapered, Stacked Heel Cushioned Footbed Leather Upper more

    $100.00

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    Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather Size 7.5 | Color: Brown | Size: 7.5

    Madewell Shoes | Madewell The Ivy Chelsea Boot In Croc Embossed Leather Size 7.5 | Color: Brown | Size: 7.5

    Madewell The Ivy Chelsea Boot In Croc Embossed Leather Small Scuff On Front Of One Shoe Size 7.5 We Toughened Up Classic Chelsea Boots With A Utilitarian Lug Sole. Made Of Crocodile Embossed Leather, They'll Look Cooler And Cooler The More You Wear... more

    $80.00

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    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Sz 6.5 Nh205 | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell The Camryn Chelsea Boot In Leather Sz 6.5 Nh205 | Color: Brown | Size: 6.5

    Preowned, Small Hole In Elastic Part On Right Boot See Pics Lightweight And Comfy, This Classic Leather Chelsea Boot Has Updated Thick Weather-Sealed Rubber Soles Ready To Take On Whatever The Day Bringsrain Included. Sock-Like Elastic Insets Make... more

    $60.00

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    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    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.5 1/4" Shaft Height Leather Upper.Leather Lining.Man-Made... more

    $108.00

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    Madewell Shoes | Madewell The Clearly Chelsea Boot In Leather | Color: Brown/Tan | Size: 7.5

    Madewell Shoes | Madewell The Clearly Chelsea Boot In Leather | Color: Brown/Tan | Size: 7.5

    Size 7.5 In Color English Saddle! Brand New In Box Never Worn! more

    $125.00

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    Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

    Madewell Shoes | Bnib New Madewell Carina Chelsea Platform Lug Sole Heeled Boots Shoes Us Sz 8.5 | Color: Brown | Size: 8.5

    Brand New In Box, Never Worn Madewell Carina Chelsea Platform Lug Sole Heeled Boots! Us Size 8.5 Color: Dried Maple Item # Nh199 Originally Retails For $228 Plus Tax! Please Note: The Item For Sale Is The Dried Maple Color - The Photos On The Model Is... more

    $149.00

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    Madewell Shoes | Madewell The Kat Camel Tan Suede Block Heel Squared Toe Chelsea Boot Size 6.5 | Color: Brown/Tan | Size: 6.5

    Madewell Shoes | Madewell The Kat Camel Tan Suede Block Heel Squared Toe Chelsea Boot Size 6.5 | Color: Brown/Tan | Size: 6.5

    Hitting At Just The Right Spot On The Leg To Pair With Cropped Jeans Or A Midi, This Versatile Suede Chelsea Boot With Hidden Side-Goring Has A Squared-Off Toe And Chunky Stacked Heel. Cushiness Alert: We've Added An Extra Layer Of Padding To Make Them... more

    $20.00

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

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

    Madewell Sonia Low Leather Snakeskin Printed Chelsea Boot Heather Natural Multi Style #M3463 Snake Embossed Leather An Almond Toe And Tapered, Stacked Heel Bring A Contemporary Look To A Chelsea Boot That Serves As A Versatile Work-To-Weekend Style. -... more

    $64.00

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

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

    Heeled Chelsea Boots In Calf Hair Style #Nb129 Color: Pecan Shell Multi Brand New, In Box. more

    $100.00

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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

    $74.00

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    Madewell Shoes | Madewell Low Chelsea Boots Snake Embossed Leather | Color: Tan | Size: 6

    Madewell Shoes | Madewell Low Chelsea Boots Snake Embossed Leather | Color: Tan | Size: 6

    Madewell Low Chelsea Boots Snake Embossed Leather Size 6 Nib. more

    $185.00

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    Madewell Shoes | Euc Madewell Leather Chelsea Boots | Color: Black/Brown | Size: 6

    Madewell Shoes | Euc Madewell Leather Chelsea Boots | Color: Black/Brown | Size: 6

    Selling Size 6 Real Leather High Heel Madewell Chelsea Boots. Excellent Used Condition. Stacked Wood Heel 2.75”. more

    $40.00

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    Madewell Shoes | Madewell Leopard Print Calf Hair Chelsea Boot, Great Condition | Color: Black/Tan | Size: 9

    Madewell Shoes | Madewell Leopard Print Calf Hair Chelsea Boot, Great Condition | Color: Black/Tan | Size: 9

    Great Condition! Rarely Worn. Madewell Size 9 Chelsea Boot In Leopard Print Calf Hair. Very Comfortable more

    $75.00

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    Madewell Shoes | Madewell Marco Chelsea Booties Brown 8 | Color: Brown | Size: 8

    Madewell Shoes | Madewell Marco Chelsea Booties Brown 8 | Color: Brown | Size: 8

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

    $50.00

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    Madewell Shoes | Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. | Color: Brown | Size: 8.5

    Madewell Shoes | Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. | Color: Brown | Size: 8.5

    Madewell Flat Chelsea Boots In Leather. Size 8 1/2. Dark Chestnut Color. Great Used Condition! Only Worn A Few Times. more

    $70.00

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    More information about Men's Shoes

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