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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, Salvatore Ferragamo, and more to get a feel for the world’s finest footwear.

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To Boot New York
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91 items
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  • Loafers

Magnanni

Línea Flex Collection Delrey Drop Tassel Loafers

$550

Prada

Logo Embossed Leather Penny Loafers

$1150

Harold

Polished Leather Penny Loafers

$595

Brunello Cucinelli

Suede Penny Loafers

$1350

Vinny's

Seude Penny Loafers

$525

Magnanni

Daniel Leather Loafers

$595

Prada

Brushed Spazzolato Leather Loafers

$1450

Prada

Spazzolato Leather Tassel Loafers

$1450

Tod's

Suede Penny Loafers

$780

Magnanni

Daniel Leather Loafers

$525

Thom Browne

Shearling Lined Suede Penny Loafers

$1360

Henderson

Suede Leather Penny Loafers

$795

Brunello Cucinelli

Suede Tassel Loafers

$1300

Ferragamo

Foster Double Gancini Bit Pebbled Leather Loafers

$1090

Tod's

Nuovo Gommino Leather Loafers

$895

Ferragamo

Desio Gancio Ornament Loafers

$1090

Ferragamo

Funes Leather Penny Loafers

$1070

Ferragamo

Foster Double Gancio Leather Loafers

$1090

Tod's

Nuovo Gommino Leather Loafers

$835

Berluti

Andy Demesure Leather Loafer

$3300

Ferragamo

Funes Penny Loafers

$1070

Berluti

Lorenzo Kangaroo Leather Loafers

$1830

Prada

Logo Spazzolato Leather Loafers

$1490

Barrett

Leather Penny Loafers

$850

Ferragamo

Calf Leather Penny Loafers

$1070

BOSS

Richayl Leather Penny Loafers

$298

Harold

Polished Leather Tassel Loafers

$595

Barrett

High Shine Leather Tassel Loafers

$850

Tod's

Suede Penny Loafers

$780

Santoni

Simon Leather Penny Loafers

$895

To Boot New York

Tessoro Leather Penny Loafers

$384.99$550Save 30%

Church's

Margate Suede Loafers

$1450

Santoni

Grain Leather Flex Band Loafers

$664.99$950Save 30%

Church's

Pembrey Leather Penny Loafers

$1375

To Boot New York

Ravello Grain Leather Penny Loafers

$411.99$550Save 25%

Church's

Margate Suede Loafers

$1450

Prada

Triangle Plaque Deerskin Leather Loafers

$1590

Zegna

Torino Banded Leather Loafers

$1650

Berluti

B Volute Grained Leather Loafers

$2950

Zegna

L'Asola Suede Moccasin Penny Loafer

$1210

Ferragamo

Gin Lux Double Gancio Crocodile Embossed Moccasins

$3410

Ferragamo

Calfskin Loafers

$1040

Canali

Horsebit Leather Loafers

$464.99$775Save 40%

Santoni

Duke Burnished Leather Penny Loafers

$1450

Church's

Pembrey Leather Penny Loafers

$1375

Church's

Kingsley Tassel Leather Loafers

$1450

Harold

Polished Leather Penny Loafers

$219.99$550Save 60%

Thom Browne

Polished Leather Penny Loafers

$773.99$1290Save 40%

Berluti

Andy Demesure Scritto Leather Penny Loafers

$3650

Harold

Suede Loafers

$329.99$550Save 40%

Prada

Plaque Logo Grained Leather Loafers

$1250

Magnanni

Leather Loafers

$401.99$575Save 30%

Prada

Triangle Plaque Spazzolato Leather Loafers

$1390

Henderson

Tassel Leather Loafers

$404.99$675Save 40%

TOM FORD

Edgar Polished Leather Tassel Loafers

$2490

Tod's

Grain Leather Penny Loafers

$536.99$895Save 40%

Santoni

Grained Leather Simon Penny Loafer

$670.99$895Save 25%

Magnanni

Daniel Leather Loafers

$525

Henderson

Leather Tassel Loafers

$404.99$675Save 40%

TOM FORD

Patent Leather Edgar Loafers

$2190

Ferragamo

Calfskin Loafers

$1040

Canali

Horsebit Leather Loafers

$464.99$775Save 40%

Zegna

L'Asola Unconstructed Suede Penny Loafer

$1210

Berluti

B Volute Grained Leather Loafers

$2950

Harold

Suede Loafers

$329.99$550Save 40%

To Boot New York

Ravello Grain Leather Penny Loafers

$411.99$550Save 25%

BOSS

Theon Leather Loafers

$245.99$328Save 25%

Ferragamo

Deal Gancio Bit Ornament Patent Leather Loafers

$1210

TOM FORD

Sean Patent Leather Tassel Loafers

$2740

TOM FORD

Martin Braided Band Burnished Leather Loafers

$2490

Brunello Cucinelli

Deerskin Tassel Loafers

$835.99$1195Save 30%

Santoni

Carlos Woven Leather Penny Loafers

$1390

Brunello Cucinelli

Suede Tassel Loafers

$1300

Harold

Tassel Leather Loafers

$415.99$595Save 30%

Zegna

L'Asola Penny Loafers

$2185

Brunello Cucinelli

Suede Leather Loafers

$1195

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Brunello Cucinelli

Leather Loafers

$1295

Prada

Deerskin Leather Loafers

$1590

To Boot New York

Zenith Burnished Woven Leather Penny Loafers

$554.99$740Save 25%

Ferragamo

Desio Gancio Ornament Pebbled Leather Loafers

$1090

Harold

Leather Dress Shoes

$356.99$595Save 40%

Brunello Cucinelli

Burnished Woven Leather Penny Loafers

$1795

TOM FORD

Bailey Chain Crocodile Print Leather Loafers

$2490

TOM FORD

Liam Tassel Velvet Loafers

$1394.99$1860Save 25%

Zegna

Lido Slip-On Velvet Loafers

$611.99$1020Save 40%

Magnanni

Leather Loafers

$401.99$575Save 30%

Zegna

L'Asola Penny Loafers

$2185

To Boot New York

Zenith Burnished Woven Leather Penny Loafers

$740

Barrett

Venetian Woven Leather Loafers

$795

To Boot New York

Tessoro Leather Penny Loafers

$384.99$550Save 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.