Filter By

69 products
New In
Anfibio da uomo in pelle nera con allacciatura e doppia cerniera - LeonardoShoes Anfibio da uomo in pelle nera con allacciatura e doppia cerniera - LeonardoShoes
Men's black leather lace-up ankle boot with double zipper
Sale price$296.00
3940414243444546
New In
Stivaletto cap toe nero da uomo fatto a mano - LeonardoShoes Stivaletto cap toe nero da uomo fatto a mano - LeonardoShoes
Handmade men's black cap toe ankle boot
Sale price$344.00
3940414243444546
New In
Stivaletto da uomo cap toe fatto a mano in pelle marrone - LeonardoShoes Stivaletto da uomo cap toe fatto a mano in pelle marrone - LeonardoShoes
Men's handmade cap toe ankle boot in brown leather
Sale price$344.00
3940414243444546
New In
Stivaletto da uomo cap toe fatto a mano in pelle bordeaux - LeonardoShoes Stivaletto da uomo cap toe fatto a mano in pelle bordeaux - LeonardoShoes
Men's handmade cap toe ankle boot in burgundy leather
Sale price$344.00
3940414243444546
New In
Stivaletto Chelsea diver da uomo in pelle lavata colore nero - LeonardoShoes Stivaletto Chelsea diver da uomo in pelle lavata colore nero - LeonardoShoes
Men's Chelsea Diver boot in black washed leather
Sale price$355.00
3940414243444546
New In
Men's Chelsea Diver boot in dark brown washed leather Men's Chelsea Diver boot in dark brown washed leather
Men's Chelsea Diver boot in dark brown washed leather
Sale price$355.00
3940414243444546
New In
Stivaletto Chelsea diver da uomo in pelle lavata marrone chiaro - LeonardoShoes Stivaletto Chelsea diver da uomo in pelle lavata marrone chiaro - LeonardoShoes
Men's Chelsea Diver Boot in Light Brown Washed Leather
Sale price$355.00
3940414243444546
New In
Stivaletto anfibio medio diver da uomo in pelle lavata colore marrone - LeonardoShoes Stivaletto anfibio medio diver da uomo in pelle lavata colore marrone - LeonardoShoes
Men's medium-heeled amphibious diver ankle boot in washed brown leather
Sale price$344.00
3940414243444546
New In
Tronchetto anfibio medio da uomo in pelle lavata colore nero - LeonardoShoes Tronchetto anfibio medio da uomo in pelle lavata colore nero - LeonardoShoes
Medium diver men's amphibious boot in black washed leather
Sale price$344.00
3940414243444546
New In
Stivaletto anfibio medio diver da uomo in pelle lavata colore testa di moro - LeonardoShoes Stivaletto anfibio medio diver da uomo in pelle lavata colore testa di moro - LeonardoShoes
Medium diver men's amphibious boot in dark brown washed leather
Sale price$344.00
3940414243444546
New In
Stivaletto Chelsea moderno marrone da uomo - LeonardoShoes Stivaletto Chelsea moderno marrone da uomo - LeonardoShoes
Men's Brown Modern Chelsea Boot
Sale price$391.00
394041424344454647
New In
Stivaletto Chelsea moderno colore nero da uomo - LeonardoShoes Stivaletto Chelsea moderno colore nero da uomo - LeonardoShoes
Men's modern black Chelsea boot
Sale price$391.00
394041424344454647
New In
Stivaletto Chelsea moderno marrone scuro da uomo - LeonardoShoes Stivaletto Chelsea moderno marrone scuro da uomo - LeonardoShoes
Men's Dark Brown Modern Chelsea Boot
Sale price$391.00
394041424344454647
New In
Stivaletto cap toe da uomo in pelle pregiata marrone Stivaletto cap toe da uomo in pelle pregiata marrone
Men's brown premium leather cap toe ankle boot
Sale price$391.00
394041424344454647
New In
Stivaletto cap toe da uomo in pelle pregiata nera - LeonardoShoes Stivaletto cap toe da uomo in pelle pregiata nera - LeonardoShoes
Men's black premium leather cap toe ankle boot
Sale price$391.00
394041424344454647
New In
Stivaletto cap toe da uomo in pelle pregiata marrone scuro - LeonardoShoes Stivaletto cap toe da uomo in pelle pregiata marrone scuro - LeonardoShoes
Men's dark brown premium leather cap toe ankle boot
Sale price$391.00
394041424344454647
New In
Stivaletto cap toe da uomo in pelle pregiata bordeaux - LeonardoShoes Stivaletto cap toe da uomo in pelle pregiata bordeaux - LeonardoShoes
Men's cap toe ankle boot in fine burgundy leather
Sold out
Sale price$391.00
394041424344454647
Tronchetti da uomo in vera pelle liscia colore marrone scuro con suola carrarmato - LeonardoShoes Tronchetti da uomo in vera pelle liscia colore marrone scuro con suola carrarmato - LeonardoShoes
Men's ankle boots in smooth dark brown genuine leather with lug sole
Sold out
Sale price$272.00
3940414243444546
Tronchetti da uomo in vera pelle liscia colore nero con suola carrarmato - LeonardoShoes Tronchetti da uomo in vera pelle liscia colore nero con suola carrarmato - LeonardoShoes
Men's ankle boots in smooth black genuine leather with lug sole
Sale price$272.00
3940414243444546
Stivaletto anfibio artigianale in pelle colore nero con allacciatura - LeonardoShoes Stivaletto anfibio artigianale in pelle colore nero con allacciatura - LeonardoShoes
Black leather ankle boot with laces handmade in Italy
Sale price$320.00
3940414243444546
Stivaletto anfibio da uomo in pelle bordeaux fatto a mano in Italia - LeonardoShoes Stivaletto anfibio da uomo in pelle bordeaux fatto a mano in Italia - LeonardoShoes
Burgundy leather ankle boot with laces handmade in Italy
Sold out
Sale price$320.00
3940414243444546
Stivaletto anfibio da uomo in pelle marrone scuro fatto a mano in Italia - LeonardoShoes Stivaletto anfibio da uomo in pelle marrone scuro fatto a mano in Italia - LeonardoShoes
Men's dark brown leather amphibious ankle boot handmade in Italy
Sold out
Sale price$320.00
3940414243444546
Best Seller
Stivaletto elegante alla caviglia da uomo in pelle liscia colore nero - LeonardoShoes Stivaletto elegante alla caviglia da uomo in pelle liscia colore nero - LeonardoShoes
Elegant men's ankle boot in smooth black leather
Sale price$391.00
3940414243444546
Best Seller
Stivaletto elegante alla caviglia da uomo in pelle liscia colore marrone - LeonardoShoes Stivaletto elegante alla caviglia da uomo in pelle liscia colore marrone - LeonardoShoes
Men's elegant ankle boot in smooth brown leather
Sale price$391.00
3940414243444546
Best Seller
Stivaletto elegante alla caviglia da uomo in pelle liscia colore marrone scuro - LeonardoShoes Stivaletto elegante alla caviglia da uomo in pelle liscia colore marrone scuro - LeonardoShoes
Men's elegant ankle boot in smooth leather in dark brown
Sale price$391.00
3940414243444546
Stivaletto da uomo in pelle marrone e suola in gomma - LeonardoShoes Stivaletto da uomo in pelle marrone e suola in gomma - LeonardoShoes
Men's ankle boot in brown leather and rubber sole
Sale price$296.00
3940414243444546
Stivaletto da uomo in pelle marrone scuro e suola in gomma - LeonardoShoes Stivaletto da uomo in pelle marrone scuro e suola in gomma - LeonardoShoes
Men's ankle boot in dark brown leather and rubber sole
Sale price$296.00
3940414243444546
Stivaletto da uomo in pelle colore nero e suola in gomma - LeonardoShoes Stivaletto da uomo in pelle colore nero e suola in gomma - LeonardoShoes
Men's ankle boot in black leather and rubber sole
Sale price$296.00
3940414243444546
Anfibio da uomo in pelle colore nero e suola in gomma - LeonardoShoes Anfibio da uomo in pelle colore nero e suola in gomma - LeonardoShoes
Men's black leather amphibian with rubber sole
Sale price$320.00
3940414243444546
Anfibio da uomo in pelle marrone e suola in gomma - LeonardoShoes Anfibio da uomo in pelle marrone e suola in gomma - LeonardoShoes
Men's brown leather amphibian with rubber sole
Sale price$320.00
3940414243444546
Anfibio da uomo in pelle colore marrone scuro e suola in gomma - LeonardoShoes Anfibio da uomo in pelle colore marrone scuro e suola in gomma - LeonardoShoes
Dark brown leather ankle buckle amphibian with rubber sole
Sale price$320.00
3940414243444546
Best Seller
Stivaletto con allacciatura alla caviglia da uomo in pelle liscia colore nero - LeonardoShoes Stivaletto con allacciatura alla caviglia da uomo in pelle liscia colore nero - LeonardoShoes
Men's Black Smooth Leather Lace Up Ankle Boot
Sale price$391.00
3940414243444546
Best Seller
Stivaletto con allacciatura alla caviglia da uomo in pelle liscia colore marrone - LeonardoShoes Stivaletto con allacciatura alla caviglia da uomo in pelle liscia colore marrone - LeonardoShoes
Men's Ankle Lace-Up Boot in Smooth Brown Leather
Sale price$391.00
3940414243444546
Best Seller
Black leather amphibian with lacing and rubber sole Black leather amphibian with lacing and rubber sole
Black leather amphibian with lacing and rubber sole
Sale price$355.00
3940414243444546
Best Seller
Brown leather amphibian with lacing and rubber sole Brown leather amphibian with lacing and rubber sole
Brown leather amphibian with lacing and rubber sole
Sold out
Sale price$355.00
3940414243444546
Grey leather amphibian with laces and zip Grey leather amphibian with laces and zip
Grey leather amphibian with laces and zip
Sold out
Sale price$296.00
3940414243444546
New In
Anfibio da uomo in pelle marrone scuro con allacciatura e cerniera - LeonardoShoes Anfibio da uomo in pelle marrone scuro con allacciatura e cerniera - LeonardoShoes
Men's dark brown leather lace-up and zip-up amphibian
Sale price$296.00
3940414243444546
Best Seller
Anfibio in pelle colore marrone con allacciatura e cerniera - LeonardoShoes Anfibio in pelle colore marrone con allacciatura e cerniera - LeonardoShoes
Brown leather amphibian with laces and zip
Sale price$296.00
3940414243444546
Best Seller
Stivaletto da uomo sopra la caviglia
Vera pelle liscia colore marrone Stivaletto da uomo sopra la caviglia
Vera pelle liscia colore marrone
Men's vintage brown leather lace-up ankle boot
Sale price$296.00
3940414243444546
Best Seller
Stivaletto vintage in pelle da uomo colore marrone scuro con allacciatura - LeonardoShoes Stivaletto vintage in pelle da uomo colore marrone scuro con allacciatura - LeonardoShoes
Dark brown men's vintage leather ankle boot with laces
Sale price$296.00
3940414243444546
Best Seller
Stivaletto da uomo stile vintage in pelle colore nero - LeonardoShoes Stivaletto da uomo stile vintage in pelle colore nero - LeonardoShoes
Men's vintage style ankle boot in black leather
Sale price$296.00
3940414243444546
Best Seller
Stivaletto vintage in pelle da uomo colore grigio con allacciatura - LeonardoShoes Stivaletto vintage in pelle da uomo colore grigio con allacciatura - LeonardoShoes
Men's vintage leather ankle boot in grey with laces
Sale price$296.00
3940414243444546
Best Seller
Stivaletto da uomo con arricciatura in pelle colore marrone scuro - LeonardoShoes Stivaletto da uomo con arricciatura in pelle colore marrone scuro - LeonardoShoes
Men's ankle boot with dark brown leather curl
Sale price$320.00
3940414243444546
Best Seller
Stivaletto da uomo con arricciatura in pelle colore grigio - LeonardoShoes Stivaletto da uomo con arricciatura in pelle colore grigio - LeonardoShoes
Men's ankle boot with curled leather in grey
Sale price$320.00
3940414243444546
Stivaletto Chelsea da uomo in pelle martellata marrone scuro e suola in gomma - LeonardoShoes Stivaletto Chelsea da uomo in pelle martellata marrone scuro e suola in gomma - LeonardoShoes
Men's Chelsea Boot in Dark Brown Hammered Leather and Rubber Sole
Sale price$344.00
3940414243444546
Stivaletto Chelsea da uomo in pelle martellata nera e suola in gomma - LeonardoShoes Stivaletto Chelsea da uomo in pelle martellata nera e suola in gomma - LeonardoShoes
Men's Chelsea Boot in Black Hammered Leather and Rubber Sole
Sale price$344.00
3940414243444546
Men's ankle boot in blue hammered leather and rubber sole Men's ankle boot in blue hammered leather and rubber sole
Men's ankle boot in blue hammered leather and rubber sole
Sale price$344.00
3940414243444546
Polacchino allacciato da uomo in pelle martellata nera e suola - LeonardoShoes Polacchino allacciato da uomo in pelle martellata nera e suola - LeonardoShoes
Men's lace-up ankle boot in black hammered leather and sole
Sale price$344.00
3940414243444546
Men's lace-up ankle boots in beige leather Men's lace-up ankle boots in beige leather
Men's lace-up ankle boots in beige leather
Sold out
Sale price$332.00
3940414243444546
Men's lace-up ankle boots in dark brown leather Men's lace-up ankle boots in dark brown leather
Men's lace-up ankle boots in dark brown leather
Sold out
Sale price$332.00
3940414243444546

Different models of men's ankle boots

For each collection of made in Italy Leonardo Shoes, our craftsmen handmade several models of leather ankle boots for men ideal for every season and outfit, united by the choice of top-quality materials such as full-grain calf leather and carefully finished details, such as the Blake processing.

We find, therefore, the classic leather lace-up ankle boots, more or less high on the leg, smooth in genuine leather for the most traditional and soft suede for those who love a more casual taste while maintaining a classic allure.

All our men's ankle boots, whether summer or winter, are all in genuine leather and handmade, made to have flexibility and durability over time. Many are the models of high leather shoes for men made of vintage calf leather. This particular type of aged leather is characterized by an antique look, used in the "old style" type. Vintage leather is inspired by past fashion, proposing it in a contemporary key, both on men's ankle boots with buckles or zippers.

What about leather men's brogue shoes, the classic suede lace-up shoes that lend themselves to both more casual work outfits and leisure time, outside the traditional moccasin.

As said, men's leather ankle boots allow you to have in your personal shoes collection Italian shoes suitable for every need, to be combined with elegant and sporty outfits without ever giving up the style and quality typical of handmade and made in Italy footwear.

What types of leather do we use to create our handmade men's boots?

All of our Italian footwear is made from genuine leather and handmade. We have made material research one of our mainstays, opting only for top-quality leather, processed traditionally and finished in the smallest details. Among the leathers used for our handmade men's boots, we find full-grain calf leather, real leather obtained from the processing of bovine skin characterized by particular flexibility and resistance to wear over time due to use.

Our handmade men's boots all in genuine leather have different processing, which allows us to offer you a wide range of Made in Italy shoes: from classic shiny and smooth leather to hammered leather, from vintage leather to greased vegetable-tanned leather to suede leather, timeless material that gives a British touch to any outfit. It is not only the upper that makes these handmade leather men's shoes special but also the various types of soles, which guarantee adherence to the ground, comfort, and waterproofing. The laces, if present, are coordinated, giving life to high men's leather footwear where every element is taken care of down to the smallest detail.

How to wear men's leather boots?

Buying a pair of men's leather boots, whether for summer or winter, means opening the doors to a wide range of combinations, with the possibility of flaunting different and fashionable looks enriched by handmade Italian shoes.

Let's start with laced men's boots, which appear more sporty and casual, perfect for leisure time for an aperitif with friends or a walk in the city center. There are numerous colors to choose from, from black boots to suede leather men's high shoes to leather men's shoes that match jeans for a casual effect with a touch of elegance.

You will hardly find a versatile model like low men's leather boots with ankle elastic, comfortable and soft, suitable for long working days when you want to maintain a polished style without sacrificing comfort during standing hours. For special occasions, leather boots with buckles will leave everyone speechless, transforming a traditional suit into an outstanding outfit.

Don't forget that our men's winter boots are the perfect solution for colder days, especially if you move by bike or motorcycle, as natural leather is treated to ensure comfort and warmth, keeping your feet protected from all weather conditions.

Elegant and comfortable ankle boots: the advantages of 100% artisanal craftsmanship.

The softness and elegance of a handmade Italian artisanal shoe give footwear an undeniable added value, made of attention to detail and comfort for every occasion of use.

All our men's leather ankle boot models are perfect for facing the winter season thanks to the waterproofing of real leather that withstands rain and adverse weather conditions.

As for the design, our high leather men's shoes are capable of enhancing a look in a casual chic outfit, as men's footwear is an essential fashion detail that denotes care and attention to one's personality.

In our leather men's ankle boots, nothing is ever left to chance and each element is made to be distinctive and unique, so as to always be in line with the latest fashion trends, wearing comfortable and handmade Italian shoes.

How to choose the right artisanal men's ankle boots for you

If you have decided to buy men's leather ankle boots online and are having trouble choosing, here's how to choose the right handmade Italian footwear for you.

Consider whether the model you need is a lace-up or slip-on shoe, based on your taste, occasions of use, and the style you want to wear.

In general, some lace-up models are very elegant and lend themselves to being worn under formal workwear, while others are ideal for leisure time, perhaps under a pair of jeans.

After evaluating the model, decide if you need high or low leather men's ankle boots, perhaps keeping both solutions in your closet so you can complete your look in minutes and always with refinement. Also, consider if you prefer ankle boots with a buckle, single or double, or men's zippered ankle boots.

By choosing our artisanal shoes, you are guaranteed to purchase handmade Italian footwear, giving yourself durable leather ankle boots perfect for every occasion. The production of our footwear is carefully controlled in every step to guarantee you comfort, style, and lasting perfection over time.