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Harold

Burnished Leather Derbies

$495

BOSS

Derrek Leather Derbies

$398

BOSS

Derrek Cap Toe Leather Oxfords

$398

Harold

Leather Derbies

$495

Prada

Saffiano Leather Oxfords

$1150

Prada

Saffiano Leather Derbies

$1200

Officine Creative

Anatomia 012 Distressed Leather Derbies

$825

Prada

Brushed Leather Derbies

$1270

Bontoni

Carnera Plain Toe Derbies

$1850

Santoni

Grained Leather Flex Sole Derbies

$1295

Paul Smith

Bayard Suede Leather Derbies

$275.99$395Save 30%

Thom Browne

Classic Longwing Brogue

$1170

Marni

Chunky Toed Calf Leather Lace-up Derbies

$1195

Officine Creative

Anatomia 012 Airbrushed Leather Derbies

$825

Barrett

Burnished Leather Brogues

$795

Harold

Pebbled Leather Lug Captoe Laceup

$595

Berluti

Playtime Scritto Leather Sneakers

$1570

Kiton

Suede Lug Derbies

$1895

Kiton

Suede Lug Derbies

$1895

Barrett

Leather Apron Toe Dress Shoes

$795

Barrett

Grained Leather Derbies

$795

Santoni

Limited Edition Franc Burnished Leather Reverse Stitch Le Oxford Brogues

$2995

Santoni

Limited Edition Francesina Burnished Leather Oxford Brogues

$2995

Santoni

Grained Leather Flex Sole Derbies

$1295

Tod's

Suede Wingtip Laceup Derbies

$780

Tod's

Burnished Wingtip Leather Derbies

$985

Bontoni

Vittorio Leather Oxfords

$1525

BOSS

Derrek Leather Oxford Shoes

$398

To Boot New York

Kameron Lace-Up Oxfords

$560

Tod's

Suede Wingtip Laceup Derbies

$780

Santoni

Brogued Burnished Leather Oxfords

$1895

Santoni

Brogued Burnished Leather Oxfords

$1895

Canali

Grained Deerskin Leather Cap Toe Derbies

$595.99$795Save 25%

Santoni

Carter Burnished Leather Oxfords

$1895

Bontoni

Vittorio Leather Oxfords

$1525

TOM FORD

Leather Cap-Toe Oxfords

$2240

Brunello Cucinelli

Suede Wingtip Derbies

$1550

Canali

Grained Deerskin Leather Cap Toe Derbies

$595.99$795Save 25%

Harold

Pebbled Leather Lug Derby

$595

To Boot New York

Chance Spazzo Leather Derbies

$530

Santoni

Carter Burnished Leather Oxfords

$1895

Santoni

Limited Edition Gaben Burnished Leather Apron Laceup Oxfords

$2995

Ferragamo

Fermin Polished Leather Cap-Toe Oxfords

$1210

Paul Smith

Bayard Suede Derbies

$275.99$395Save 30%

Ferragamo

Fargo Polished Leather Cap-Toe Oxfords

$1820

Ferragamo

Fermin Polished Leather Cap-Toe Oxfords

$1210

Harold

Tonal Braided Trim Leather Derbies

$595

Barrett

Grained Leather Brogues

$795

Brunello Cucinelli

Suede Lace-Up Shoes

$1550

Ferragamo

Fargo Polished Leather Cap-Toe Oxfords

$1820

Barrett

Polished Leather Derbies

$795

Barrett

Burnished Leather Cap-Toe Derbies

$795

BOSS

Derrek Cap Toe Leather Oxfords

$398

BOSS

Derrek Leather Derbies

$398

To Boot New York

Kameron Lace-Up Oxfords

$560

Geox

Walk Pleasure Derbies

$225

Santoni

Leather Simon Derbies

$895

Harold

Patent Leather Derby

$450

BOSS

Lisbon Burnished Leather Derbies

$328

Harold

Caviari Grain Leather Derby

$450

To Boot New York

Amedeo Derby Lace-Up

$495

Canali

Calfskin Captoe Derby

$595

To Boot New York

Polished Leather Captoe Phelps Lace Up Brogues

$495

Berluti

Asymmetric Broque Leather Oxford

$3450

Berluti

Alessandro Demesure Leather Oxford

$3150

Santoni

Cap-Toe Oxfords

$995

Santoni

Leather Simon Derbies

$895

Kiton

Suede Perforated Lace-Up Derbies

$2305.99$3295Save 30%

Santoni

Cap-Toe Oxfords

$995

Henderson

Deerskin Wingtip Lace Up Derbies

$750

Harold

Leather Cap-Toe Oxfords

$550

Ferragamo

Fosco Polished Leather Plain-Toe Derbies

$1070

Harold

Glossy Patent Leather Derby

$450

Santoni

Cap-Toe Leather Oxfords

$995

Canali

Calfskin Captoe Derby

$595

Brunello Cucinelli

Kudu Suede Derby Laceup

$905.99$1295Save 30%

Harold

High-Shine Polished Leather Cap-Toe Oxfords

$550

Ferragamo

Fosco Lace-Up Leather Derbies

$1070

Canali

Wholecut Lace-up Leather Oxford

$750

To Boot New York

Burnished Leather Wingtip Oxford Shoes

$495

Brunello Cucinelli

Polished Leather Lace Up Derbies

$1450

BOSS

Formal Velvet Oxford Shoes

$277.99$398Save 30%

Harold

Leather Cap-Toe Oxfords

$550

Ferragamo

Gianbattis Leather Lizard Print Oxfords

$1210

Prada

Leather Shell Expander Lace-Up Derbies

$1650

TOM FORD

Elkan Patent Leather Whole-Cut Oxfords

$2190

Harold

Polished High-Shine Leather Lace-up Derbies

$550

Magnanni

Leather Derbies

$550

Henderson

Deerskin Wingtip Lace Up

$750

Kiton

Suede Lace-Up Derbies

$2305.99$3295Save 30%

Berluti

Ultima Neo Leather Lug Lace-Up

$3000

Magnanni

Wind Leather Derby

$550

Henderson

Deerskin Leather Captoe Laceup Derbies

$750

Berluti

Drape Scritto Leather Oxford

$3350

Henderson

Deerskin Captop Lace Up Derbies

$750

Zegna

Vienna Polished Leather Wholecut Oxfords

$1365

TOM FORD

Leather Cap-Toe Oxfords

$2240

Santoni

Whole-Cut Patent Leather Oxfords

$1325.99$1895Save 30%

Berluti

Alessandro Demesure Leather Oxford

$3150

Brunello Cucinelli

Calfskin Derby Brogues

$1084.99$1550Save 30%
Crafted with style and longevity in mind, luxury men’s dress shoes are a worthy investment for every man — and at Harry Rosen, we make sourcing your next pair simple. Whether you want to smarten up your look for a business meeting or a personal occasion, feel confident in looking to our selection of dress shoes for the perfect pair.