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239 products
Sale
PediFlex™ - Orthopedic Shoes
$139.98 $69.99 Save 50%
Sale
Zes™ | Stylish Suede Knee Boots
$120.00 $59.95 Save 50%
Sale
Calista™ | Color Block Pointed Toe Heels
$100.00 $49.95 Save 50%
Sale
Deborah™ | Woven Platform Sandals
$100.00 $49.95 Save 50%
Sale
Zarella™ | Striped Flat Sandals with Crossed Ankle Straps
$130.00 $64.95 Save 50%
Sale
Beatrix™ | Elegant Women's Boots
$130.00 $64.95 Save 50%
Sale
Nori™ | Women's Orthopedic Boots
$130.00 $64.95 Save 50%
Sale
Heloise™ | Elegant Lacy High Heels Mesh Boots
$160.00 $79.95 Save 50%
Sale
Anne™ | Comfort Orthopedic & Waterproof Boots
$140.00 $69.95 Save 50%
Sale
Axela™ | Western Knee-High Boots
$300.00 $109.95 Save 63%
Sale
Ines | Women's Orthopedic Cushioned Sandals
$100.00 $64.95 Save 35%
Sale
Lisa™ | Women’s Vintage Sandals with Strap & Comfort Sole
$200.00 $59.95 Save 70%
Sale
Esther™ | Orthopedic Wedge Sandals
$100.00 $49.95 Save 50%
Sale
Belinda™ | Elegant Ankle Boots
$120.00 $59.95 Save 50%
Sale
Cassidy™ | Tassel Accent Loafers
$140.00 $69.95 Save 50%
Sale
Anastasia | Women's Adjustable Sandals
$100.00 $48.95 Save 51%
Sale
Kenzie | Women's Orthopedic Cushioned Sandals
$85.00 $40.95 Save 52%
Sale
Linda™ | Glamour Stylish Sandals
$90.00 $44.95 Save 50%
Sale
Selveta™ | Leopard Suede Sandals with Stable Heel
$110.00 $54.95 Save 50%
Sale
Cathy™ | Comfort Women's Winterboots
$110.00 $54.95 Save 50%
Sale
Valeria™ | Boot
$130.00 $64.95 Save 50%
Sale
Carmen™ | Classic Elegant Orthopedic Shoes
$150.00 $74.95 Save 50%
Sale
Waverly | Women's Adjustable Sandals
$120.00 $58.95 Save 51%
Sale
Jade | Women's Orthopedic Cushioned Sandals
$100.00 $64.95 Save 35%
Sale
Emerson | Women's Orthopedic Arch Support Sandals
$120.00 $58.95 Save 51%
Sale
Charlotte | Women's Orthopedic Low Heel Flat Sandals
$120.00 $58.95 Save 51%
Sale
Dakota™ | Timeless Western Cowboy Boots
$180.00 $74.95 Save 58%
Sale
Haley™ | Moccasin Slip-on
$160.00 $79.95 Save 50%

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At The Madison Sisters Charleston, our mission is simple: to bring timeless style and southern elegance to your wardrobe. Since 2001, we have been dedicated to offering refined fashion with an eye for detail, beautiful quality, and a lasting love for classic femininity.

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