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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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Ferragamo
Harold
Santoni
248 items
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Church's

Pembrey Leather Penny Loafers

$1375

Magnanni

Leather Loafers

$575

Magnanni

Leather Loafers

$575

To Boot New York

Zenith Burnished Woven Leather Penny Loafers

$740

Bontoni

De Bustis Vintage Grain Leather Barone Dress Shoes

$1375

Ferragamo

Donatello Tramezza Cap Toe Double Monkstraps

$1770

Harold

Crocodile Patent Banded Loafers

$450

Brunello Cucinelli

Burnished Woven Leather Penny Loafers

$1795

Prada

Deerskin Leather Loafers

$1520

Brioni

Suede Penny Loafers

$1595

To Boot New York

Ravello Grain Leather Penny Loafers

$550

To Boot New York

Tessoro Leather Penny Loafers

$550

Santoni

Soft Leather Penny Loafers

$1020

Santoni

Grain Leather Flex Band Loafers

$950

Ferragamo

Fermin Cap Toe Polished Leather Oxfords

$1210

Santoni

Leather Simon Derbies

$895

To Boot New York

Amedeo Derby Lace-Up

$495

Harold

Burnished Leather Derbies

$495

Santoni

Leather Simon Derbies

$895

Santoni

Cap-Toe Oxfords

$995

To Boot New York

Amedeo Derby Lace-Up

$495

Harold

Leather Derbies

$495

Santoni

Simon Leather Penny Loafers

$895

Prada

Saffiano Leather Oxfords

$1250

Santoni

Carter Burnished Leather Double Monkstraps

$1595

BOSS

Derrek Cap Toe Leather Oxfords

$297.99$398Save 25%

Ferragamo

Ree Gancini Bit Loafers

$415.99$1040Save 60%

BOSS

Polished Leather Elkan Double Monk Straps

$335.99$448Save 25%

Ferragamo

Florino Leather Plain Toe Oxfords

$1210

Ferragamo

Fiorello Patent Leather Loafers

$1400

Thom Browne

Classic Longwing Brogue

$1170

Santoni

Grained Leather Flex Sole Derbies

$1295

Prada

Brushed Leather Derbies

$1270

Ferragamo

Finley Double Gancini Bit Polished Leather Loafers

$1330

Thom Browne

Tonal Pebble Grain Leather Penny Loafers

$1110

Santoni

Limited Edition Francesina Burnished Leather Oxford Brogues

$2995

Zegna

Torino Burnished Leather Oxfords

$1610

Berluti

Profil Leather Oxfords

$3600

Santoni

Limited Edition Franc Burnished Leather Reverse Stitch Le Oxford Brogues

$2995

Berluti

Playtime Scritto Leather Sneakers

$1710

Berluti

Alessandro Demesure Leather Oxford

$3300

Berluti

Andy Demesure Scritto Leather Penny Loafers

$3650

Harold

Pebbled Leather Penny Loafers

$595

Church's

Dubai Polished Leather Oxfords

$1450

Barrett

Leather Apron Toe Dress Shoes

$795

Zegna

Gala Polished Leather Palermo Loafers

$1610

Santoni

Cap-Toe Oxfords

$995

Tod's

Nuovo Gommino Leather Loafers

$835

Santoni

Embellished Studded Loafers

$1725

Zegna

Vienna Wholecut Leather Oxfords

$1610

Ferragamo

Grandioso Crocodile Leather Double Gancini Bit Loafers

$2680

Santoni

Cap-Toe Leather Oxfords

$995

Tod's

Nuovo Gommino Leather Loafers

$835

Tod's

Burnished Wingtip Leather Derbies

$688.99$985Save 30%

Santoni

Burnished Leather Double Monk-Strap Shoes

$1695

Prada

Saffiano Leather Derbies

$1250

Tod's

Suede Wingtip Laceup Derbies

$780

Santoni

Carter Polished Leather Loafers

$1550

Prada

Plaque Logo Grained Leather Loafers

$1250

Canali

Deerskin Grained Leather Penny Loafers

$555.99$795Save 30%

Bontoni

Passetto Patent Leather Loafer

$1495

Ferragamo

Foster Double Gancini Bit Leather Loafers

$1090

Ferragamo

Calfskin Loafers

$1040

Canali

Wholecut Lace-up Leather Oxford

$561.99$750Save 25%

TOM FORD

Burnished Leather Cap-Toe Oxfords

$2490

Bontoni

Carnera Plain Toe Derbies

$1294.99$1850Save 30%

Tod's

Suede Wingtip Laceup Derbies

$545.99$780Save 30%

BOSS

Larry Grained Leather Derbies

$242.99$348Save 30%

TOM FORD

Leather Cap-Toe Oxfords

$2240

Emporio Armani

Leather Lace-Up Derbies

$575

Santoni

Brogued Burnished Leather Oxfords

$1895

Ferragamo

Funes Penny Loafers

$1070

Emporio Armani

Grained Calfskin Leather Derbies

$575

Ferragamo

Lapo Gancini Bit Velvet Loafers

$1160

Ferragamo

Florio Burnished Leather Loafers

$1160

Prada

Logo Embossed Leather Penny Loafers

$1100

Santoni

Grained Leather Flex Sole Derbies

$1295

Bontoni

Vittorio Leather Oxfords

$1525

TOM FORD

Elkan Double Monkstrap Dress Shoes

$2740

Santoni

Limited Edition Gaben Burnished Leather Apron Laceup Oxfords

$2995

BOSS

Larry Grained Leather Double Monkstraps

$277.99$398Save 30%

Canali

Grained Deerskin Leather Cap Toe Derbies

$595.99$795Save 25%

Harold

Burnished Leather Double Monk-Strap

$550

To Boot New York

Dickerson Spazzo Leather Penny Loafers

$530

Berluti

Equilibre Leather Stitch Cutout Double Monkstraps

$3850

Brioni

Suede Leather Double Monkstraps

$1995

Brioni

Suede Leather Double Monkstraps

$1995

Berluti

Alessandro Demesure Leather Oxford

$3300

To Boot New York

Chance Spazzo Leather Derbies

$530

TOM FORD

Leather Cap-Toe Oxfords

$1769.99$2360Save 25%

Ferragamo

Gancini Patent Leather Loafers

$906.99$1210Save 25%

Santoni

Grained Leather Simon Penny Loafer

$670.99$895Save 25%

Ferragamo

Calfskin Wholecut Oxfords

$1690

Harold

Pebbled Leather Lug Derby

$415.99$595Save 30%

Ferragamo

Frame Double Gancini Bit Velvet Loafers

$811.99$1160Save 30%

TOM FORD

Patent Leather Edgar Loafers

$2190

Zegna

Torino Polished Leather Oxfords

$1610

Santoni

Brogued Burnished Leather Oxfords

$1895

Canali

Grained Deerskin Leather Cap Toe Derbies

$595.99$795Save 25%

TOM FORD

Sean Patent Leather Tassel Loafers

$2740
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.