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Dress Shoes

Discover our men’s designer dress shoes in whole cut leather or luxury suede to add a touch of elegance to tailored ensembles. Explore the latest styles from Prada, Zegna, Ferragamo, and more to get a feel for the world’s finest footwear.

Shop by Designer

Santoni
Ferragamo
Tod's
To Boot New York
Magnanni
+2 More
245 items

Canali

Calfskin Derbies

$675

Harold

Burnished Leather Lace-ups

$550
Male model wearing Giorgio Armani outfit signifying dress for success lookbook

Better Business Staples

Work Wear

Harold

Glossy Patent Leather Derby

$450

BOSS

Lisbon Leather Derbies

$348

Harold

Burnished Leather Lace-ups

$550

Canali

Calfskin Captoe Derby

$675

Berluti

Alessandro Demesure Leather Oxfords

$3400

Santoni

Isomer Swarovski Crystal-Embellished Loafers

$3350

Bontoni

Vittorio Leather Oxfords

$1525

Harold

Patent Leather Grosgrain Loafer

$450

Harold

Velvet Grosgrain Loafer

$450

Magnanni

Leather Oxfords

$598

BOSS

Lisbon Leather Lace-up Derbies

$348

Ferragamo

Foster Double Gancini Bit Pebbled Leather Loafers

$1090

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Magnanni

Andros Burnished Leather Lace up Derbies

$598

Bontoni

Vittorio Leather Oxfords

$1525

Berluti

Andy Demesure Leather Loafer

$3400

Ferragamo

Velvet Gancio Monogram Loafers

$1210

Berluti

Lorenzo Kangaroo Leather Loafers

$1880

Magnanni

Andros Leather Lace up Derbies

$598

TOM FORD

Elkan Patent Leather Whole-Cut Oxfords

$2360

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Brunello Cucinelli

Leather Loafers

$1295

Magnanni

Naxos Burnished Leather Derbies

$598

Tod's

Grain Leather Penny Loafers

$780

BOSS

Lisbon Burnished Leather Derbies

$348

Tod's

Suede Penny Loafers

$780

Bontoni

Riviera Cioclto Leather Loafers

$1395

Prada

Brushed Leather Triangle Logo Loafers

$1590

Vinny's

Yardee Moccasin Penny Loafers

$495

TOM FORD

Ripley Unstructured Leather Twisted Band Loafers

$1880

Santoni

Burnished Leather Oxfords

$1950

Santoni

Burnished Leather Oxford Brogues

$1950

BOSS

Derrek Leather Cap-Toe Oxfords

$448

Vinny's

Suede Moccasin Penny Loafers

$495

To Boot New York

Watts Leather Horsebit Moc Toe Loafers

$595

To Boot New York

Leather Moc Toe Penny Loafers

$575

To Boot New York

Foley Woven Leather Loafers

$650

Santoni

Burnished Leather Horsebit Saddle Loafers

$1170

Santoni

Burnished Leather Cap-Toe Oxfords

$890

To Boot New York

Zenith Woven Leather Penny Loafers

$745

Vinny's

Bi-Material Leather Penny Loafers

$495

Common Projects

Leather Penny Loafers

$1015

Magnanni

Venetian Woven Leather Penny Loafers

$795

Bontoni

Festoso Giallo Burnished Leather Loafers

$1525

BOSS

Derrek Leather Oxfords

$448

Barrett

Plain Toe Polished Leather Derbies

$825

Emporio Armani

Suede Wingtip Brogues

$695

Bontoni

Canova Antico Wave Seam Leather Oxfords

$1525

Magnanni

Venetian Woven Leather Loafers

$745

Magnanni

Silvano Woven Asymmetric Loop Suede Loafers

$550

Brunello Cucinelli

Suede Tassel Loafers

$1300

Magnanni

Silvano Woven Asymmetric Loop Suede Loafers

$550

TOM FORD

Printed Croc Leather Chain Loafers

$2420

Barrett

Leather Derbies

$825

Barrett

Kiltie Grained Leather Penny Loafers

$750

Barrett

Woven Leather Loafers

$825

Barrett

Grained Leather Penny Loafers

$750

Brunello Cucinelli

Burnished Leather Contrast Stitch Derbies

$1550

Magnanni

Orlay Omegga Leather Brogues

$695

Magnanni

Omegga Cap-Toe Burnished Leather Oxfords

$695

Magnanni

Darien Tassel Burnished Leather Loafers

$550

Magnanni

Omegga Cap-Toe Leather Oxfords

$695

Magnanni

Daniel Double-Strap Suede Loafers

$525

Magnanni

Darien Burnished Leather Loafers

$550

Bontoni

Attraente Woven Leather Loafers

$1550

Bontoni

Riviera Reverse Stitch Leather Penny Loafers

$1525

Tod's

Polished Leather Penny Loafers

$1115

Prada

Venetian Logo Patent Leather Loafers

$1650

Prada

Spazzolato Leather Banded Loafers

$1590

Prada

Logo Spazzolato Leather Loafers

$1650

To Boot New York

Jagger Burnished Leather Penny Loafers

$530

To Boot New York

Everly Burnished Leather Cap Toe Oxfords

$530

To Boot New York

Everly Leather Cap Toe Oxfords

$530

To Boot New York

Jagger Burnished Leather Penny Loafers

$530

Ferragamo

Calfskin Leather Derbies

$1070

Santoni

Easy Suede Penny Loafers

$890

Santoni

Easy Burnished Leather Penny Loafers

$890

Santoni

Burnished Leather Pick Stitch Oxfords

$1780

Santoni

Easy Cap Toe Leather Oxfords

$890

Santoni

Easy Suede Penny Loafers

$890

Santoni

Burnished Leather Pick Stitch Oxfords

$1780

Harold

Garda Braided Buckle Leather Loafers

$595

Harold

Garda Nero Leather Loafers

$595

Harold

Toledo Woven Leather Penny Loafers

$695

Harold

Toledo Nero Woven Leather Penny Loafers

$695

Ferragamo

Basilea Gancio Suede-Leather Tassel Loafers

$1210

Ferragamo

Boston Leather Cap Toe Oxfords

$1090

Ferragamo

Bentley Double Gancio Leather Loafers

$1160

Ferragamo

Boston Burnished Leather Cap Toe Oxfords

$1090

Ferragamo

Bentley Double Gancio Suede Loafers

$1160

TOM FORD

Liam Chain Suede Loafers

$2280

To Boot New York

Amedeo Derby Lace-Up

$495

Santoni

Cap-Toe Leather Oxfords

$1150

To Boot New York

Amedeo Derby Lace-Up

$495

Santoni

Leather Simon Derbies

$950

Tod's

Suede Wingtip Laceup Derbies

$780

Santoni

Carter Leather Double Monk-Strap Shoes

$1220

Prada

Logo Embossed Leather Penny Loafers

$1150
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.