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HANDMADE BY MATTEO

 
4.8/5 based on 5,000+ reviews

Caleb | Men's Comfortable Chelsea Boots

Caleb | Men's Comfortable Chelsea Boots

Regular price $89.95
Regular price $399.95 Sale price $89.95
SAVE $310 Sold out
Shipping calculated at checkout.
Order before 11 PM, I Ship Tomorrow
Handmade with Care by Me, Matteo
Today, Shipping’s On Me!
Color: Dark Brown
Size
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UPDATE: After 40 years of crafting leather, I am retiring –

Only 14 pairs left before they’re gone forever

My story

Age 12 – The First Spark

I was twelve years old the first time I stepped into my grandfather’s workshop. I didn’t know anything about shoes back then. But I liked the smell of the leather, the sound of tools, and how quiet he worked. I didn’t talk much — I just watched him. I felt calm there.

Age 24 – Learning the Craft

When I was twenty-four, I decided to become a shoemaker. I gave up other jobs and started learning full time. It wasn’t easy. My hands got sore, and I made a lot of mistakes. But I stuck with it. Every shoe taught me something new. Slowly, it began to feel right.

Age 38 – Finding My Style

In my late thirties, I started keeping notebooks with drawings and ideas. I wanted to make shoes that lasted — strong, simple, and made with care. Not fast fashion, not factory-made. Just honest shoes, for real people. That’s when it started to feel like my work.

Age 52 – The People Behind the Shoes

By the time I was fifty-two, I had regular customers. Some would bring old shoes to fix, others just stopped by to talk. I listened to their stories, and it made the work feel more real. I wasn’t just making shoes — I was part of someone’s life.

Age 64 – My Own Market Stall

At sixty-four, I finally made a sign: “Handmade Italian Leather Shoes.” I set up a stall in the village square. No fancy setup — just my boots, a small table, and me. People came. They tried the shoes, asked questions, smiled. And I felt proud of what I had built.

Age 70 – Still Going, Just Slower

Now I’m seventy. I still make shoes, just not as many. Some days I work. Some days I sit outside the shop and enjoy the sunshine. I have time now for my grandchildren, for walks, for quiet mornings. I still love this craft — but I also enjoy just being here.

Thank You for Visiting

These shoes carry a piece of my life.
Each pair has a bit of story in it.
Thanks for walking by — and maybe walking away with something made with heart.

DESCRIPTION

Caleb - Men's Comfortable Chelsea Boots are the ultimate choice for style and comfort, designed for men who value both sophistication and practicality. Whether you're heading to work, going out for a casual stroll, or enjoying a night out, these boots deliver exceptional versatility and timeless charm.

Features and Benefits:

- Sleek Chelsea Design: Caleb - Men's Comfortable Chelsea Boots feature a classic slip-on style with elastic side panels, ensuring easy wear and a polished look that pairs perfectly with both casual and semi-formal outfits.

- Comfortable Fit: Designed with a cushioned insole and soft lining, these boots offer superior comfort, making them ideal for all-day wear. Say goodbye to discomfort and hello to effortless style!

- Durable Materials: Made from high-quality materials, Caleb boots are built to last. Their sturdy construction and anti-slip outsole ensure long-lasting wear and reliability, no matter the occasion.

- Versatile Style: These Chelsea boots come in a sleek design that complements any wardrobe. Dress them up with chinos and a blazer or keep it casual with jeans and a sweater.

- Low-Maintenance Elegance: With their smooth and easy-to-clean surface, these boots stay looking fresh with minimal effort. Perfect for men on the go.

Caleb - Men's Comfortable Chelsea Boots offer the perfect combination of style, comfort, and durability. Elevate your wardrobe with these versatile boots, designed to keep you looking sharp and feeling great all day long.

SHIPPING INFORMATION

I always offer FREE shipping on all orders!

📦 Order Processing:
Please allow 1-2 business days for me to carefully prepare your order, ensuring every piece is crafted to perfection.

🚚 Shipping & Tracking:
Once your order has shipped, you'll receive a tracking number to follow its journey to you.

Durable & Clean

My shoes are easy to clean, which keeps them durable for a lifetime of style.

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Customers love my shoes!

Crafted with Meaning

Hi, I’m Matteo. For 39 years, I’ve been handcrafting leather shoes, pouring my time, care, and quiet joy into every pair. Each shoe begins at my bench—where I lean in, adjust, refine, and listen for the subtle give of the leather that tells me it’s just right.

Over nearly four decades, I’ve learned that true beauty springs from patience, purpose, and heart. These aren’t merely shoes; they’re a piece of my story, shaped one stitch at a time.

A Lifetime of Making, In Your Hands

I’m confident these final handcrafted shoes will carry you through countless moments.

But if they don’t feel right, just reach out—I'll make it right with a full refund, no questions asked.

- Matteo

EXCELLENT

★★★★★
Rated 4.8/5 based on 5,000+ reviews
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5,000+ Americans Love My Craftmanship!

Frequently asked questions

I'm always here to help! Whether you have a question or just want to chat about my shoes, I'm available every day of the week.

My hours:

  • Mon - Fri: 9:00 AM - 5:00 PM
  • Sat - Sun: 10:00 AM - 3:00 PM

Email me at: matteo@matteoshoes.com

I offer a 30-day return policy. Simply contact me by e-mail and I will initiate the return process for you.

My shoes are crafted with high-quality materials and are designed to last. My leather pieces are 100% durable and will never tarnish.

Every pair is handcrafted with care, using the finest leather and materials, ensuring both beauty and longevity.

I accept American Express, Mastercard, Visa, Apple Pay, Google Pay, Shop Pay, and PayPal.

Yes, I offer FREE shipping! Once your shoes are on their way, I'll send you a tracking number.