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8.5 D Width Leather Shoes

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  • Gift Badge For Rockport Garrett Plain Toe Oxfords
    Online Exclusive
    The sale price is   $125.00
    Description:
    Upgrade your everyday footwear with Rockport. These oxfords combine classic style with modern comfort, making them a versatile choice. The smooth leather upper has a sophisticated look that transitions seamlessly from workday to weekend. A memory foam footbed and lightweight construction provide all-day comfort, while a flexible EVA outsole ensures a smooth, comfortable stride. Rock them with confidence, knowing you'll look sharp and feel great wherever you go.
  • Gift Badge For Rockport Northfield Waterproof Plain Toe Oxfords
    Description:
    Conquer wet weather in style with Rockport. These fine dress shoes are crafted from waterproof leather to keep your feet dry, no matter the downpour. The plain toe design offers a clean and versatile look that goes from work to weekend with ease. But don't be fooled by their good looks. Supportive cushioning and a shock-absorbing heel ensure all-day comfort, while a rugged outsole keeps you steady on your feet. With both style and function in mind, they are a reliable addition to your shoe rotation.
  • Gift Badge For Eastland Leap Trainer Boat Shoes
    Online Exclusive
    The regular price is   $135.00 The sale price is   $94.50 sale

    30% Off Select Shoes! (Price reflects discount)

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    Description:
    Navigate any adventure in style and comfort with these boat shoes from Eastland. Designed for the modern explorer, they feature a timeless silhouette crafted from premium, full-grain leather for both durability and sophistication. Conquer any deck with the sewn-on rubber sole for superior traction on wet or dry surfaces, while the supportive footbed and moisture-wicking lining keep your feet cool and dry all day long.
  • Gift Badge For Eastland Baldwin Penny Loafers
    Online Exclusive
    The regular price is   $125.00 The sale price is   $87.50 sale

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    Description:
    The classic penny loafer gets a refresh with sleek lines and innovative materials. This updated design retains the timeless elegance of the original while offering a touch of contemporary flair, perfect for the modern wardrobe.
  • Gift Badge For Eastland Leap Jogger Sneakers
    Online Exclusive
    The regular price is   $135.00 The sale price is   $94.50 sale

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    Description:
    Crafted for the modern man on the go, these sneakers from Eastland seamlessly blend style and comfort. Featuring a well-balanced combination of premium leather and suede alongside breathable nylon, this versatile shoe offers both durability and a touch of sophistication. Conquer any terrain with the rugged rubber tread sole, and experience all-day comfort thanks to the high-energy foam midsole.
  • Gift Badge For Eastland Yarmouth Boat Shoes
    Online Exclusive
    The regular price is   $110.00 The sale price is   $77.00 sale

    30% Off Select Shoes! (Price reflects discount)

    Description:
    Embrace timeless moc comfort and effortless style with these Eastland boat shoes. This one-eyelet slip-on combines classic aesthetics with modern functionality. Handsewn moccasin construction provides a flexible and supportive fit, while the easy-to-care-for, soft and smooth leather upper offers both durability and luxurious comfort. Active memory foam comfort insoles mold to your foot for all-day support, and the shock-absorbing, flexible natural rubber outsole ensures reliable traction on any surface.
  • Gift Badge For Cole Haan Grand Crosscourt II Sneakers
    Online Exclusive
    The sale price is   $120.00
    Description:
    A casual classic that's always on-trend, these sneakers feature Cole Haan engineering inside and out. With a Grandfoam insole, you get all-day comfort and cushioned, lightweight steps.
  • Gift Badge For Rockport Carlo Almond Toe Dress Loafers
    New
    Online Exclusive
    The sale price is   $140.00
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    Description:
    Refined and effortlessly comfortable, the Rockport Carlo is designed to keep you polished from morning to night. Featuring an almond toe design and a smooth, polished finish, this loafer delivers timeless style with modern ease. A cushioned insole and stable outsole provide all‑day support, while TruTech technology offers lightweight shock absorption with every step. Finished with an easy slip‑on closure, this versatile pair blends comfort and sophistication for both work and special occasions.
  • Gift Badge For Rockport Foley Almond Toe Casual Oxfords
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    The sale price is   $145.00
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    Description:
    Polished enough for dressier moments and relaxed enough for everyday wear, the Rockport Foley delivers versatile style with dependable comfort. Designed for all‑day support, they feature a cushioned insole and Rockport's TruTech technology for lightweight shock absorption. Removable, orthotic‑friendly footbeds allow for a customized fit, making this lace‑up Oxford an easy choice for long days that move seamlessly from work to after‑hours plans.
  • Gift Badge For Rockport Keegan Wingtip Oxfords
    New
    Online Exclusive
    The sale price is   $135.00
    Description:
    Thoughtfully designed with a built‑in stretch system, this polished Oxford adapts naturally to your foot for a more flexible, personalized fit. Plush cushioning delivers 360‑degree comfort, while TruTech technology provides lightweight shock absorption to keep every step feeling easy. Finished with a bouncy, responsive sole that offers added arch support and removable, orthotic‑friendly footbeds, it's a refined choice that keeps you comfortably on your feet.
  • Gift Badge For Rockport Whit Slip‑On Classic Dress Bit Loafers
    New
    Online Exclusive
    The sale price is   $130.00
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    Description:
    Polished style meets everyday comfort in the Rockport Whit Slip‑On Classic Dress Bit Loafer. Designed with a refined ornament detail, this versatile loafer elevates dress looks while staying easy to wear. Inside, a cushioned insole and flexible outsole team up with Rockport's TruTech technology to deliver lightweight shock absorption and all‑day support. The result is a smart, slip‑on essential that blends classic style with modern comfort, perfect for long days and evenings alike.
  • Gift Badge For Rockport Willcox Classic Penny Loafers
    New
    Online Exclusive
    The sale price is   $130.00
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    Description:
    Designed with a classic silhouette, this refined essential slips on easily while delivering dependable support throughout the day. A cushioned insole pairs with a flexible outsole for lasting comfort, and Rockport's TruTech technology provides lightweight shock absorption with every step. Polished, versatile, and easy to wear, this penny loafer is a smart choice for workdays, events, and everything in between.
  • Gift Badge For Johnston & Murphy Ackerson Perfed Plain Toe Sneakers
    New
    The sale price is   $155.00
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    Description:
    Refined, easygoing, and quietly confident, these Johnston & Murphy shoes deliver everyday sophistication with a modern twist. The perfed finish adds subtle texture and breathability, giving a classic silhouette a fresh, laid‑back vibe that's just as comfortable at work as it is after hours. It features a removable, contoured EVA memory foam footbed that cushions every step and keeps comfort front and center. A durable rubber sole provides reliable traction, while the lightweight, flexible construction makes all‑day wear feel effortless. Polished without feeling stiff, this pair is made for moving through your day in style.
  • Gift Badge For Eastland Scarborough Venetian Loafers
    New
    Online Exclusive
    The regular price is   $125.00 The sale price is   $87.50 sale

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    Description:
    The Eastland Scarborough delivers modern styling with endless comfort for everyday wear. Crafted from leather, it features a soft microsuede fabric lining for a smooth, comfortable feel from the first step. A fully lined, cushioned insole provides lasting all‑day comfort and support. Finished with a lightweight, flexible rubber outsole, this loafer offers dependable slip-resistance and easygoing comfort: perfect for both casual and refined looks.
  • Gift Badge For Cole Haan Grand Neoclassic Venetian Loafers
    New
    The sale price is   $180.00
    Description:
    Timeless simplicity blends seamlessly with the modern elegance of these Grand Neoclassic Venetian Loafers. Crafted by Cole Haan, you'll slip into effortless comfort in the form of sumptous leather, a padded insole, and a stacked heel with a rubber outsole. From a long day at the office to a breezy weekend excursion, you'll look and feel polished yet perfectly relaxed.
  • Gift Badge For Drew Maker Leather Sneakers
    New
    Online Exclusive
    The sale price is   $180.00
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    Description:
    The Drew® Maker Casual Shoe combines comfortable features with stylish looks, making it a perfect addition to any shoe collection. The Maker comes with an upper made with premium leather. The Walk Right Technology removable footbed provides arch support and shock absorption, plus it can be removed to accommodate custom orthotics or diabetic insoles. The wide, rocker bottom, and strong shank offer lateral, medial, and arch support as well as better motion control by maximizing rearfoot stability. The slip-resistant outsole will keep you sure on your feet. It's ideal for diabetics and casual wearers alike.
  • Gift Badge For Cole Haan Grand Phaze Plain Toe Quick On Oxfords
    New
    The sale price is   $150.00
    Description:
    Modern ease meets everyday comfort in this plain toe quick‑on Oxford, designed to move seamlessly from workdays to weekends. The streamlined silhouette delivers a neat, versatile look, while the slip‑on construction offers effortless wear without sacrificing polish. Engineered with Cole Haan's SkyWeave™ cushioning system and a cushioned footbed, it provides lightweight support and all‑day comfort. A durable rubber outsole adds traction and flexibility, making this Oxford a smart choice for everyday wear.
  • Gift Badge For Eastland Plainview Lace‑Up Shoes
    New
    Online Exclusive
    The regular price is   $140.00 The sale price is   $98.00 sale

    30% Off Select Shoes! (Price reflects discount)

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    Description:
    The kind of shoe that fits right into your day and keeps up from start to finish. The Eastland Plainview delivers all‑day comfort with a versatile look that works just as well dressed up as it does dressed down. A padded collar and classic five‑eyelet lace‑up design provide a secure, customizable fit, while the easy‑to‑care full‑grain leather upper keeps things looking polished. Inside, a breathable fabric sock lining and removable cushioned insole offer comfort you'll appreciate with every step. Finished with hand‑sewn Opanka stitch‑to‑sole construction for no‑break‑in flexibility and a shock‑absorbing polyurethane outsole for durability and traction, the Plainview is built for everyday wear that feels anything but ordinary.
  • Gift Badge For Johnston & Murphy Tyson Cap Toe Dress Shoes
    Online Exclusive
    The sale price is   $169.00
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    Description:
    A clean cap toe design meets modern comfort tech in this refined dress shoe crafted from full‑grain leather with a smooth leather lining for a truly elevated feel. Beneath the classic exterior, a removable contoured footbed with memory foam provides plush, personalized cushioning, while the ultra‑light TruFoam midsole adds soft, responsive support that keeps you comfortable from the first meeting to the last. Finished with durable rubber pods for steady traction, it's a smart blend of timeless style and everyday ease, making it perfect for days when looking polished and feeling great need to go hand in hand.
  • Gift Badge For Stacy Adams Boswell Double Monk Strap Cap Toe Shoes
    Online Exclusive
    The sale price is   $130.00
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    Description:
    Meet the shoe that proves a little polish can still have plenty of personality. The Boswell brings sophistication with a wink, because why tie laces when you can buckle up in style? Crafted with a smooth leather upper, it delivers that refined look that works everywhere from the office to date night. Inside, microfiber linings wrap your feet in soft, all‑day comfort, so you can stay sharp without feeling stiff. A durable rubber outsole keeps each step steady and sure. And the real treat? The RedZone removable footbed with a molded heel cup. It's like a tiny pep talk for your feet, giving them cushioning, support, and excuse‑free comfort from morning to midnight.
  • Gift Badge For Stacy Adams Colton Moc Toe Bit Loafers
    Online Exclusive
    The sale price is   $90.00
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    Description:
    Meet the shoe that brings effortless cool to every step. The Stacy Adams Colton blends undeniable style with easygoing comfort. With its polished bit detail and smooth silhouette, the Colton keeps things looking sharp. Inside, microfiber linings wrap your feet in soft, breathable comfort, while the fully cushioned microfiber‑covered insole gives you that "ahh" feeling from the moment you step in. And underneath it all, a durable manmade outsole keeps you steady and ready for wherever the day (or night) takes you. Dressy enough for dinner, relaxed enough for everyday, this is your new go‑to for just about anything.
  • Gift Badge For Stacy Adams Lockwood Wingtip Ornament Slip On Shoes
    Online Exclusive
    The sale price is   $140.00
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    Description:
    Meet the slip‑on that proves classic style can still have a little swagger. The Stacy Adams Lockwood brings together timeless wingtip detailing with a modern silhouette. It's the perfect shoe for moments when you want to look sharp without putting in too much effort. Crafted with a rich mix of burnished smooth leather and textured leather, the upper has depth, dimension, and that just‑right touch of polish. Inside, textile linings keep things breathable and comfortable, so your feet stay cool. And for all‑day support, the Lockwood features the RedZone removable footbed with a molded heel cup: a cushioned, supportive base that keeps every step feeling steady and comfortable.
  • Gift Badge For Jos. A. Bank Cap Toe Oxfords
    The regular price is   $119.50 The sale price is   $83.65 sale

    30% Off Select Shoes! (Price reflects discount)

    Description:
    Add a refined detail to your dress wear look with these cap toe Oxfords, featuring classic broguing for a touch of sophistication. Crafted from premium leather with a traditional lace-up design, these shoes offer durability and polished style, making them a versatile choice for business attire or special occasions.
  • Gift Badge For Johnston & Murphy Braxton Knit Saddle Sneakers
    Online Exclusive
    The sale price is   $155.00
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    Description:
    Experience modern ease with the Braxton sneaker, where athletic-inspired comfort meets elevated craftsmanship. Designed with a breathable knit and full‑grain leather upper, this unlined style offers a soft, flexible fit that adapts naturally to your foot. Inside, a highly cushioned, removable TRUFOAM footbed provides ultra‑light comfort and responsive support, making every step feel effortless. Finished with durable rubber pods on the outsole for enhanced traction and longevity, these sneakers deliver the perfect blend of comfort, versatility, and refined casual style.