High Instep Leather Shoes

1167 products
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Men's Brown and White Two-Tone Wingtip Leather Spectator Oxfords — Stanley
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Men's Brown and White Two-Tone Wingtip Leather Spectator Oxfords — Stanley
Men's Brown and White Two-Tone Wingtip Leather Spectator Oxfords — Stanley $250.00 USD
Men's Purple Fringe Apron-Toe Leather Loafers — Braydon
Men's Purple Fringe Apron-Toe Leather Loafers — Braydon
Men's Purple Fringe Apron-Toe Leather Loafers — Braydon
Men's Purple Fringe Apron-Toe Leather Loafers — Braydon
Men's Purple Fringe Apron-Toe Leather Loafers — Braydon From $250.00 USD
Men's Black Alligator-Embossed Leather Oxfords — Ashridge — Ashridge
Men's Black Alligator-Embossed Leather Oxfords — Ashridge — Ashridge
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Men's Black Alligator-Embossed Leather Oxfords — Ashridge From $250.00 USD
Men's Black and White Plain-Toe Leather Spectator Penny Loafers — Connell
Men's Black and White Plain-Toe Leather Spectator Penny Loafers — Connell
Men's Black and White Plain-Toe Leather Spectator Penny Loafers — Connell
Men's Black and White Plain-Toe Leather Spectator Penny Loafers — Connell
Men's Black and White Plain-Toe Leather Spectator Penny Loafers — Connell From $250.00 USD
Mens blue Alligators shoes, crocodile embossed Leather moccasins - angle-view-showing-depth
Handcrafted Blue Leather Moccasins with Crocodile Embossing
Handcrafted Blue Leather Moccasins with Crocodile Embossing
Mens blue Alligators shoes, crocodile embossed Leather moccasins - detail-view-showing-texture
Blue Alligator-Embossed Leather Penny Loafers — Kingsley From $265.00 USD
Blue Alligator-Embossed Leather Penny Loafers — Kingsley - color variant: Black
Blue Alligator-Embossed Leather Penny Loafers — Kingsley - color variant: Blue
Men's Gray Leather Oxford Brogue Dress Shoes
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Men's Gray Leather Oxford Brogue Dress Shoes
Men's Dark Brown Cap-Toe Leather Brogues — Loxton From $250.00 USD
Men's Dark Brown Cap-Toe Leather Brogues — Loxton - color variant: Black
Men's Dark Brown Cap-Toe Leather Brogues — Loxton - color variant: Gray
Men's Navy and White Two-Tone Leather Derby Shoes — Fosbrooke — Fosbrooke
Men's Navy and White Two-Tone Leather Derby Shoes — Fosbrooke — Fosbrooke
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Men's Navy and White Two-Tone Leather Derby Shoes — Fosbrooke — Fosbrooke
Men's Navy and White Two-Tone Leather Derby Shoes — Fosbrooke From $250.00 USD
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Handmade Mens Brogue Blue Suede Shoes, Men Wingtip Suede Blue Party Shoes
Men's Blue Wingtip Suede Oxfords — Galsworthy From $250.00 USD
Men's Blue Wingtip Suede Oxfords — Galsworthy - color variant: Black
Men's Blue Wingtip Suede Oxfords — Galsworthy - color variant: Blue
Men's Blue Wingtip Suede Oxfords — Galsworthy - color variant: Brown
Men's Blue Wingtip Suede Oxfords — Galsworthy - color variant: Dark Green
Handcrafted Black Suede Wingtip Men's Shoes
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Handcrafted Black Suede Wingtip Men's Shoes
Handcrafted Black Suede Wingtip Men's Shoes
Men's Black Wingtip Suede Oxfords — Beckwith From $250.00 USD
Men's Black Wingtip Suede Oxfords — Beckwith - color variant: Black
Men's Black Wingtip Suede Oxfords — Beckwith - color variant: Walnut
Men's Black Wingtip Suede Oxfords — Beckwith - color variant: Tan
Men's Black Wingtip Suede Oxfords — Beckwith - color variant: Beige
Men Two Tone Wing Tip Brogue Formal Shoes Blue And Gray Dress Shoes
Men Two Tone Wing Tip Brogue Formal Shoes Blue And Gray Dress Shoes
Men Two Tone Wing Tip Brogue Formal Shoes Blue And Gray Dress Shoes
Men Two Tone Wing Tip Brogue Formal Shoes Blue And Gray Dress Shoes
Men's Navy and Grey Two-Tone Wingtip Leather Spectator Oxfords — Edgeley From $250.00 USD
Men's Navy and Grey Two-Tone Wingtip Leather Spectator Oxfords — Edgeley - color variant: Black
Men's Navy and Grey Two-Tone Wingtip Leather Spectator Oxfords — Edgeley - color variant: Blue/Gray
Handmade Men Pointed toe suede Shoes, Men party shoes, Men suede moccassins - angle-view-showing-depth
Handmade Men Pointed toe suede Shoes, Men party shoes, Men suede moccassins - front-view
Handmade Men Pointed toe suede Shoes, Men party shoes, Men suede moccassins - back-view
Handmade Men Pointed Toe Dress Shoes, Men Suede Loafers
Men's Black Plain-Toe Suede Loafers — Colridge From $250.00 USD
Men's Dark Brown Alligator-Embossed Leather Apron-Toe Penny Loafers — Cobham
Men's Dark Brown Alligator-Embossed Leather Apron-Toe Penny Loafers — Cobham
Men's Dark Brown Alligator-Embossed Leather Apron-Toe Penny Loafers — Cobham
Men's Dark Brown Alligator-Embossed Leather Apron-Toe Penny Loafers — Cobham
Men's Dark Brown Alligator-Embossed Leather Apron-Toe Penny Loafers — Cobham From $250.00 USD
Handmade Men Three Tone Wing Tip Brogue Shoes, Designer Formal Shoes - angle-view-showing-depth
Handmade Men Three Tone Wing Tip Brogue Shoes, Designer Formal Shoes - back-view
Handmade Men Three Tone Wing Tip Brogue Shoes, Designer Formal Shoes - detail-view-showing-texture
Handmade Men Three Tone Wing Tip Brogue Shoes, Designer Formal Shoes - front-view
Men's Cream, Tan, and Blue Wingtip Leather Monk Strap Brogues — Averill From $250.00 USD
Men's Black Plain-Toe Leather Loafers — Herston
Men's Black Plain-Toe Leather Loafers — Herston
Men's Black Plain-Toe Leather Loafers — Herston
Men's Black Plain-Toe Leather Loafers — Herston
Men's Black Plain-Toe Leather Loafers — Herston From $250.00 USD
Handmade Mens black Leather fringe dress shoes moccasins, Shoes for men - 3-4-right-view
Handmade Mens black Leather fringe dress shoes moccasins, Shoes for men - front-view
Handmade Mens black Leather fringe dress shoes moccasins, Shoes for men - back-view
Handmade Mens black Leather fringe dress shoes moccasins, Shoes for men - detail-view-showing-texture
Men's Burgundy and Dark Brown Fringe Leather Tassel Loafers — Whitby From $250.00 USD
Men's Burgundy and Dark Brown Fringe Leather Tassel Loafers — Whitby - color variant: Black
Handmade Men's Alligators Shoes, Crocodile Embossed Leather Moccasins
Handmade Men's Alligators Shoes, Crocodile Embossed Leather Moccasins
Handmade Men's Alligators Shoes, Crocodile Embossed Leather Moccasins
Handmade Men's Alligators Shoes, Crocodile Embossed Leather Moccasins
Men's Burgundy Alligator-Embossed Leather Penny Loafers — Ashwell From $250.00 USD
Men's Brown and White Two-Tone Leather Penny Loafers — Elcombe
Men's Brown and White Two-Tone Leather Penny Loafers — Elcombe
Men's Brown and White Two-Tone Leather Penny Loafers — Elcombe
Men's Brown and White Two-Tone Leather Penny Loafers — Elcombe
Men's Brown and White Two-Tone Leather Penny Loafers — Elcombe From $250.00 USD
Handmade Mens Two Tone Formal Shoes, Men's Brown and White Spectator Shoes
Handmade Mens Two Tone Formal Shoes, Brown and White Spectator Shoes
Handmade Mens Two Tone Formal Shoes, Brown and White Spectator Shoes
Handmade Mens Two Tone Formal Shoes, Brown and White Spectator Shoes
Men's Brown and White Cap-Toe Pebbled Leather Spectator Oxfords — Sackville From $250.00 USD
Men's Brown and White Cap-Toe Pebbled Leather Spectator Oxfords — Sackville - color variant: Brown/White
Men's Handmade Suede Double Monk Strap Dress Shoes
Handmade Suede Double Monk Strap Shoes Men's Dress Suede Leather Shoes - front-view
Handmade Suede Double Monk Strap Shoes Men's Dress Suede Leather Shoes - detail-view-showing-texture
Men's Handmade Suede Double Monk Strap Dress Shoes
Men's Black Cap-Toe Canvas Double Monk Strap Monks — Lowell From $250.00 USD
Men's Black Cap-Toe Canvas Double Monk Strap Monks — Lowell - color variant: Black
Men's Black Cap-Toe Canvas Double Monk Strap Monks — Lowell - color variant: Suede
Handcrafted Men's Chaplin Tassel Loafer in Rich Brown
Handmade Men Chaplin tassel loafer in brown, Cowhide Leather Tassel Loafer
Handmade Men Chaplin tassel loafer in brown, Cowhide Leather Tassel Loafer
Men's Brown Plain-Toe Leather Tassel Loafers
Men's Brown Plain-Toe Leather Tassel Loafers — Humberstone From $250.00 USD
Men's Brown Plain-Toe Leather Tassel Loafers — Humberstone - color variant: Brown
Handmade Men Brown Suede Leather Moccasins Loafer Slip-On Shoes
Handmade Men Brown Suede Leather Moccasins Loafer Slip-On Shoes
Handmade Men Brown Suede Leather Moccasins Loafer Slip-On Shoes
Handmade Men Brown Suede Leather Moccasins Loafer Slip-On Shoes
Men's Dark Brown Apron-Toe Suede Penny Loafers — Marsden From $250.00 USD
Handmade men brown crocodile shoes, men double monk dress shoe,formal shoes - 3-4-right-view
Handmade Men's Brown Double Monk Crocodile Dress Shoes
Handmade men brown crocodile shoes, men double monk dress shoe,formal shoes - back-view
Handmade men brown crocodile shoes, men double monk dress shoe,formal shoes - detail-view-showing-texture
Men's Brown Apron-Toe Crocodile-Embossed Leather Double Monk Loafers — Gateley From $250.00 USD
Men's Brown Apron-Toe Crocodile-Embossed Leather Double Monk Loafers — Gateley - color variant: Brown
Men's Burgundy Cap-Toe Crocodile-Embossed Leather Oxfords — Nettleton — Nettleton — Nettleton
Men's Burgundy Cap-Toe Crocodile-Embossed Leather Oxfords — Nettleton — Nettleton — Nettleton
Men's Burgundy Cap-Toe Crocodile-Embossed Leather Oxfords — Nettleton — Nettleton — Nettleton
Men's Burgundy Cap-Toe Crocodile-Embossed Leather Oxfords — Nettleton — Nettleton — Nettleton
Men's Burgundy Cap-Toe Crocodile-Embossed Leather Oxfords — Nettleton From $250.00 USD
Men's Spectator Brogue Two Tone Formal Dress Shoes
Men Spectator Shoes, Wingtip Brogue Two Tone Shoes, Formal Dress Shoes
Men's Spectator Brogue Two Tone Formal Dress Shoes
Men Spectator Shoes, Wingtip Brogue Two Tone Shoes, Formal Dress Shoes
Men's Tan and Brown Cap-Toe Leather Spectator Oxfords — Lyneham From $250.00 USD
Men's Tan and Brown Cap-Toe Leather Spectator Oxfords — Lyneham - color variant: Two Tone

High instep leather shoes designed for a tailored fit, featuring a selection of classic oxfords, loafers, and monk straps. Each pair is crafted to accommodate higher insteps, with pattern adjustments made before assembly to ensure comfort and support.

The collection includes dark brown and black cap-toe oxfords with clean lines, wholecut oxfords in rich brown leather for a seamless look, and taupe suede penny loafers with apron-toe detailing. For those seeking standout finishes, there are burnished navy blue alligator-embossed venetian loafers and burgundy and grey wingtip monk straps. Choose your exact size and width, from narrow to extra-wide, or send your foot measurements for a custom fit. If you need a different fit, explore options in Large Size Leather Shoes or Small Size Leather Shoes for more specialized sizing.