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    High Heel Leather Boots

    1-36 of 212 results
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    Vionic with Orthaheel Technology Upton Ankle Bootie (Women's)
    New!
    Sale
    Vionic with Orthaheel Technology Upton Ankle Bootie(Women's) -Dark Grey
    Sale
    Vionic with Orthaheel Technology Upton Ankle Bootie(Women's) -Light Tan
    Sale
    Vionic with Orthaheel Technology Upton Ankle Bootie(Women's) -Black
    Vionic with Orthaheel Technology Upton Ankle Bootie(Women's) -Java
    $79.95 - $159.95
    $159.95 up to 50% off
    Pleaser Legend 8899 (Women's)
    New!
    Sale
    Pleaser Legend 8899(Women's) -Black Leather
    Sale
    Pleaser Legend 8899(Women's) -Red Leather
    Sale
    Pleaser Legend 8899(Women's) -Black Faux Leather
    $95.95 - $119.95
    $95.95 - $130.00 up to 8% off
    Sorel Cate The Great Wedge Boot (Women's)
    New!
    Sale
    Sorel Cate The Great Wedge Boot(Women's) -Elk
    Sale
    Sorel Cate The Great Wedge Boot(Women's) -Black
    $205.95 - $275.00
    $275.00 up to 25% off
    Naturalizer Frances Wide Calf Boot (Women's)
    New!
    Sale
    Naturalizer Frances Wide Calf Boot(Women's) -Banana Bread/Bridal Brown Leather
    Sale
    Naturalizer Frances Wide Calf Boot(Women's) -Black Leather
    Sale
    Naturalizer Frances Wide Calf Boot(Women's) -Dover Taupe/Black Leather
    Sale
    $169.99
    $219.00 22% off
    UGG Jayne Ankle Boot (Women's)
    New!
    Sale
    UGG Jayne Ankle Boot(Women's) -Black/Black
    Sale
    UGG Jayne Ankle Boot(Women's) -Stout
    Sale
    $187.95
    $250.00 25% off
    Franco Sarto Arlette Wide Calf Boot (Women's)
    New!
    Sale
    Franco Sarto Arlette Wide Calf Boot(Women's) -Black Nappa Calf Leather
    Sale
    Franco Sarto Arlette Wide Calf Boot(Women's) -Burgundy Nappa Calf Leather
    Sale
    Franco Sarto Arlette Wide Calf Boot(Women's) -Cognac Nappa Calf Leather
    Sale
    Franco Sarto Arlette Wide Calf Boot(Women's) -Oxford Brown Safari Crust Leather
    Sale
    $139.00
    $199.00 30% off
    Naturalizer Quineta Bootie (Women's)
    New!
    Sale
    Naturalizer Quineta Bootie(Women's) -Black Leather
    Sale
    Naturalizer Quineta Bootie(Women's) -Graphite Lead Nubuck
    Sale
    $99.99
    $129.00 22% off
    Franco Sarto Arlette Boot (Women's)
    New!
    Sale
    Franco Sarto Arlette Boot(Women's) -Black Nappa Calf Leather
    Sale
    Franco Sarto Arlette Boot(Women's) -Cognac Nappa Calf Leather
    Sale
    Franco Sarto Arlette Boot(Women's) -Oxford Brown Safari Crust Leather
    Sale
    $139.00
    $199.00 30% off
    Sorel 1964 Premium Wedge Boot (Women's)
    New!
    Sale
    Sorel 1964 Premium Wedge Boot(Women's) -Black
    Sale
    Sorel 1964 Premium Wedge Boot(Women's) -Saddle
    Sale
    $171.95
    $230.00 25% off
    Nine West Sinchi Ankle Bootie (Women's)
    New!
    Sale
    Nine West Sinchi Ankle Bootie(Women's) -Black Leather
    Sale
    Nine West Sinchi Ankle Bootie(Women's) -Dark Brown Leather
    Sale
    $69.95 - $99.95
    $129.00 up to 46% off
    Sorel Conquest Wedge Ankle Boot (Women's)
    New!
    Sale
    Sorel Conquest Wedge Ankle Boot(Women's) -Black/Dark Grey
    Sale
    Sorel Conquest Wedge Ankle Boot(Women's) -Elk/British Tan
    Sale
    Sorel Conquest Wedge Ankle Boot(Women's) -Quarry/Black
    Sale
    $205.95
    $275.00 25% off
    Sorel Joanie Sweater Bootie (Women's)
    New!
    Sale
    Sorel Joanie Sweater Bootie(Women's) -Peatmoss/Black
    Sale
    Sorel Joanie Sweater Bootie(Women's) -Pebble/Black
    Sale
    $171.95
    $230.00 25% off
    OTBT Brule (Women's)
    New!
    Sale
    OTBT Brule(Women's) -Dark Brown Leather
    Sale
    OTBT Brule(Women's) -Mud Leather
    Sale
    $114.95
    $215.00 47% off
    Naturalizer Falza Ankle Boot (Women's)
    New!
    Sale
    Naturalizer Falza Ankle Boot(Women's) -Black Leather/Nubuck
    Sale
    Naturalizer Falza Ankle Boot(Women's) -Taupe Leather/Nubuck
    Sale
    $99.99
    $169.00 41% off
    Sofft Wesley Bootie (Women's)
    New!
    Sale
    Sofft Wesley Bootie(Women's) -Anthracite Distressed Foil Suede
    Sale
    Sofft Wesley Bootie(Women's) -Black Odyssey
    Sale
    Sofft Wesley Bootie(Women's) -Tan Odyssey
    Sale
    $89.95
    $119.95 25% off
    UGG Ellecia Ankle Boot (Women's)
    New!
    Sale
    UGG Ellecia Ankle Boot(Women's) -Black
    Sale
    UGG Ellecia Ankle Boot(Women's) -Chestnut
    Sale
    $147.95
    $185.00 20% off
    Steve Madden Sharini Bootie (Women's)
    New!
    Sale
    Steve Madden Sharini Bootie(Women's) -Black Suede
    Sale
    Steve Madden Sharini Bootie(Women's) -Chesnut Suede
    Sale
    $82.95
    $109.95 25% off
    Cole Haan Rhinecliff Bootie (Women's)
    New!
    Sale
    Cole Haan Rhinecliff Bootie(Women's) -Black Leather
    Sale
    Cole Haan Rhinecliff Bootie(Women's) -Sequoia Leather
    Sale
    $74.95
    $198.00 62% off
    Vince Camuto Federa Bootie (Women's)
    New!
    Sale
    Vince Camuto Federa Bootie(Women's) -Battleship Oil Nubuck
    Sale
    Vince Camuto Federa Bootie(Women's) -Black Oil Nubuck
    Sale
    Vince Camuto Federa Bootie(Women's) -Earthline Rugged Cow
    Sale
    $74.95
    $99.00 24% off
    White Mountain Masterly Riding Boot (Women's)
    New!
    Sale
    White Mountain Masterly Riding Boot(Women's) -Black Leather
    Sale
    White Mountain Masterly Riding Boot(Women's) -Brown Leather
    Sale
    $82.85
    $179.00 54% off
    Frye Madeline Short Bootie (Women's)
    New!
    Sale
    Frye Madeline Short Bootie(Women's) -Black
    Sale
    Frye Madeline Short Bootie(Women's) -Black Suede
    Sale
    Frye Madeline Short Bootie(Women's) -Cashew
    Sale
    Frye Madeline Short Bootie(Women's) -Cognac
    Sale
    $174.95 - $274.95
    $348.00 up to 50% off
    Related Products
    The chic Lona ankle boot looks at home in both town and country. Wraparound studded buckled strapLeather-stacked heelPerfect balance from ...
    Vionic with Orthaheel Technology Lona Ankle Boot (Women's)
    Description:
    The chic Lona ankle boot looks at home in both town and country. Wraparound studded buckled strapLeather-stacked heelPerfect balance from firm yet flexible midsoleInnovative biomechanical footbedEssential stability from deep heel cupThe black style has been treated with a protective coating ...
    Drawing inspiration from classic hiking boots, the mixed materials and textures of the Davana Ankle Boot bring warm and style ...
    Earth Davana Ankle Boot (Women's)
    Description:
    Drawing inspiration from classic hiking boots, the mixed materials and textures of the Davana Ankle Boot bring warm and style to your winter wardrobe. A distinctive, woven cuff seals in the coziness. Lace-up boot with functioning zipperExclusive comfort footbed with ...
    The Dare Devil ankle boot features strong leather material with subtle beautiful detail. It's simple but meaningful. Leather UpperManmade OutsoleFabric ...
    OTBT Dare Devil Ankle Boot (Women's)
    Description:
    The Dare Devil ankle boot features strong leather material with subtle beautiful detail. It's simple but meaningful. Leather UpperManmade OutsoleFabric Insets Heel Height: 1" Shaft Height: 3.25" Circumference: 10.75" Fit: True to Size Outsole: Synthetic Upper: Leather/Textile Imported