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  • New
    ALDAIR Black Chelsea Men's Ankle Boot | Steve MaddenALDAIR BLACK
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    ALDAIR BLACK

    The ALDAIR Chelsea boot combines timeless design with expert craftsmanship. Featuring a sleek finish and elastic side panels, it offers both style and easy wearability. Its durable sole ensures reliable traction, making it a versatile choice for both casual and formal occasions. Elevate your...
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    ALDAIR Black Suede Chelsea Men's Ankle Boot | Steve MaddenALDAIR BLACK SUEDE
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    ALDAIR BLACK SUEDE

    The ALDAIR BLACK SUEDE Chelsea boot combines timeless design with expert craftsmanship. Featuring a sleek finish and elastic side panels, it offers both style and easy wearability. Its durable sole ensures reliable traction, making it a versatile choice for both casual and formal occasions....
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    ALDAIR Brown Chelsea Men's Ankle Boot | Steve MaddenALDAIR BROWN
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    ALDAIR BROWN

    The ALDAIR Chelsea boot combines timeless design with expert craftsmanship. Featuring a sleek finish and elastic side panels, it offers both style and easy wearability. Its durable sole ensures reliable traction, making it a versatile choice for both casual and formal occasions. Elevate your...
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    ALDAIR Chestnut Suede Chelsea Men's Ankle Boot | Steve MaddenALDAIR CHESTNUT SUEDE
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    ALDAIR CHESTNUT SUEDE

    The ALDAIR Chelsea boot combines timeless design with expert craftsmanship. Featuring a sleek finish and elastic side panels, it offers both style and easy wearability. Its durable sole ensures reliable traction, making it a versatile choice for both casual and formal occasions. Elevate your...
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    • CHESTNUT SUEDE
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    ALDAIR Taupe Suede Chelsea Men's Ankle Boot | Steve MaddenALDAIR TAUPE SUEDE
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    ALDAIR TAUPE SUEDE

    The ALDAIR Chelsea boot combines timeless design with expert craftsmanship. Featuring a sleek finish and elastic side panels, it offers both style and easy wearability. Its durable sole ensures reliable traction, making it a versatile choice for both casual and formal occasions. Elevate your...
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    AUGUST Black Suede Lug Chelsea Men's Ankle Boot | Steve MaddenAUGUST BLACK SUEDE
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    AUGUST BLACK SUEDE

    The AUGUST BLACK SUEDE is a lug sole ankle boot designed for versatile everyday wear. The lug sole provides enhanced traction and durability, while the chelsea silhouette offers easy on-and-off convenience with its signature side elastic panels. A modern essential for the contemporary wardrobe. 1.25...
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    • BLACK SUEDE
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  • New
    AUGUST Taupe Suede Lug Chelsea Men's Ankle Boot | Steve MaddenAUGUST TAUPE SUEDE
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    AUGUST TAUPE SUEDE

    The AUGUST TAUPE SUEDE is a lug sole ankle boot designed for versatile everyday wear. The lug sole provides enhanced traction and durability, while the chelsea silhouette offers easy on-and-off convenience with its signature side elastic panels. A modern essential for the contemporary wardrobe. 1.25...
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    • TAUPE SUEDE
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  • New
    AVIANO Black Lace-Up Men's Ankle Boot | Steve MaddenAVIANO BLACK
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    AVIANO BLACK

    The AVIANO BLACK is a classic lace-up ankle boot designed with a rounded toe for all-day comfort and versatile styling. This shoe is an essential addition to any footwear collection. The secure lace-up closure ensures a customizable fit, while the ankle height provides modern...
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    €88,95
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    AVIANO Brown Lace-Up Men's Ankle Boot | Steve MaddenAVIANO BROWN
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    AVIANO BROWN

    The AVIANO BROWN is a classic lace-up ankle boot designed with a rounded toe for all-day comfort and versatile styling. This shoe is an essential addition to any footwear collection. The secure lace-up closure ensures a customizable fit, while the ankle height provides modern coverage...
    €88,95
    €88,95
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    • BROWN
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    BURLIN Brown Leather Lace-Up Men's Ankle Boot | Steve MaddenBURLIN BROWN LEATHER
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    BURLIN BROWN LEATHER

    The BURLIN BROWN LEATHER is a classic lace-up ankle boot crafted for everyday versatility. This shoe delivers comfort and timeless style. The secure lace-up closure ensures a customizable fit, while the ankle-height silhouette works seamlessly with jeans or pants. Perfect for transitioning between seasons,...
    €81,95
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    BURLIN Chestnut Suede Lace-Up Men's Ankle Boot | Steve MaddenBURLIN CHESTNUT SUEDE
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    BURLIN CHESTNUT SUEDE

    The BURLIN CHESTNUT SUEDE is a classic lace-up ankle boot crafted for everyday versatility. This shoe delivers comfort and timeless style. The secure lace-up closure ensures a customizable fit, while the ankle-height silhouette works seamlessly with jeans or pants. Perfect for transitioning between seasons,...
    €81,95
    €81,95
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  • New
    DEPUTY Chestnut Suede Horsebit Moc Toe Men's Casual Ankle Boot | Steve MaddenDEPUTY CHESTNUT SUEDE
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    DEPUTY CHESTNUT SUEDE

    The DEPUTY CHESTNUT SUEDE casual ankle boot showcases a distinctive horsebit buckle accent that elevates its classic silhouette. Its moc toe construction provides both comfort and a relaxed, approachable aesthetic. This versatile style transitions seamlessly across seasons and occasions, making it an essential addition...
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  • New
    DESPERADO Black Leather Chelsea Men's Ankle Boot | Steve MaddenDESPERADO BLACK LEATHER
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    DESPERADO BLACK LEATHER

    The DESPERADO BLACK LEATHER is a sleek ankle boot that combines the timeless appeal of a chelsea boot with modern edge. Crafted for versatility, this style slips on effortlessly with its signature elastic side panels, making it perfect for everything from casual outings to...
    €126,95
    €126,95
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    • BLACK LEATHER
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    GALEN Black Lace-Up Lug Men's Ankle Boot | Steve MaddenGALEN BLACK
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    GALEN BLACK

    The GALEN BLACK is a lace-up ankle boot designed with a sturdy lug sole for confident traction and durability. This versatile style combines classic silhouette with modern functionality, making it an essential addition to any footwear collection. The lace-up closure ensures a secure, customizable...
    €100,95
    €100,95
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    • BLACK
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    GALEN Brown Lace-Up Lug Men's Ankle Boot | Steve MaddenGALEN BROWN
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    GALEN BROWN

    The GALEN BROWN is a lace-up ankle boot designed with a sturdy lug sole for confident traction and durability. This versatile style combines classic silhouette with modern functionality, making it an essential addition to any footwear collection. The lace-up closure ensures a secure, customizable fit,...
    €100,95
    €100,95
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    HARROS Tan Leather Men's Ankle Boots | Steve MaddenHARROS TAN LEATHER
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    HARROS TAN LEATHER

    Discover style and functionality with HARROS boot. Handcrafted with premium materials, this boot offers durability and effortless style. Perfect for any occasion, it features a secure design for a snug fit. Elevate your wardrobe with this timeless and versatile boot. 1 inch heel height...
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    HAYNES Black Leather Men's Ankle Boot | Steve MaddenHAYNES BLACK LEATHER
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    HAYNES BLACK LEATHER

    SLEEK + MODERN + POLISHED A double zipper design, a block heel, and a smooth front give the HAYNES dress boot its clean look and sharp, defined silhouette.  1.5 inch heel height  11.5 inch shaft circumference 6 inch shaft height Leather upper material Textile...
    €113,95
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    HAYNES Brown Leather Men's Ankle Boot | Steve MaddenHAYNES BROWN LEATHER
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    HAYNES BROWN LEATHER

    SLEEK + MODERN + POLISHED A double zipper design, a block heel, and a smooth front give the HAYNES dress boot its clean look and sharp, defined silhouette.  1.5 inch heel height 11.5 inch shaft circumference  6 inch shaft height Leather upper material  Textile...
    €113,95
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    HEKTOR Black Suede Chelsea Men's Ankle Boot | Steve MaddenHEKTOR BLACK SUEDE
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    HEKTOR BLACK SUEDE

    The HEKTOR BLACK SUEDE chelsea ankle boot delivers timeless style with modern comfort. Crafted from premium materials, this shoe features a sleek silhouette perfect for both casual and dressed-up occasions. The chelsea construction offers easy on-and-off convenience, while the ankle-height design provides versatile styling options....
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    • BLACK SUEDE
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    HEKTOR Grey Suede Chelsea Men's Ankle Boot | Steve MaddenHEKTOR GREY SUEDE
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    HEKTOR GREY SUEDE

    The HEKTOR GREY SUEDE chelsea ankle boot delivers timeless style with modern comfort. Crafted from premium materials, this shoe features a sleek silhouette perfect for both casual and dressed-up occasions. The chelsea construction offers easy on-and-off convenience, while the ankle-height design provides versatile styling...
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Showing 1 -20 of 52 total
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