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
Tessoro Leather Penny Loafers
$550
To Boot New York
Ravello Grain Leather Penny Loafers
$550
Santoni
Soft Leather Penny Loafers
$1020
Magnanni
Daniel Leather Loafers
$525
Ferragamo
Fermin Cap Toe Polished Leather Oxfords
$1210
Harold
Leather Derbies
$495
To Boot New York
Amedeo Derby Lace-Up
$495
Santoni
Simon Leather Penny Loafers
$895
Santoni
Leather Simon Derbies
$895
Santoni
Cap-Toe Oxfords
$995
To Boot New York
Amedeo Derby Lace-Up
$495
Harold
Burnished Leather Derbies
$495
Santoni
Leather Simon Derbies
$895
Santoni
Carter Burnished Leather Double Monkstraps
$1595
BOSS
Derrek Leather Derbies
$297.99$398Save 25%
Prada
Saffiano Leather Oxfords
$1250
BOSS
Derrek Cap Toe Leather Oxfords
$297.99$398Save 25%
Ferragamo
Ree Gancini Bit Loafers
$1040
BOSS
Polished Leather Elkan Double Monk Straps
$335.99$448Save 25%
Ferragamo
Fiorello Patent Leather Loafers
$1400
Santoni
Carter Polished Leather Loafers
$1550
Thom Browne
Classic Longwing Brogue
$1170
Ferragamo
Florino Leather Plain Toe Oxfords
$1210
Santoni
Grained Leather Flex Sole Derbies
$1295
Santoni
Limited Edition Franc Burnished Leather Reverse Stitch Le Oxford Brogues
$2995
Church's
Dubai Polished Leather Oxfords
$1450
Ferragamo
Finley Double Gancini Bit Polished Leather Loafers
$1330
Berluti
Playtime Scritto Leather Sneakers
$1710
Thom Browne
Tonal Pebble Grain Leather Penny Loafers
$1110
Berluti
Alessandro Demesure Leather Oxford
$3300
Santoni
Limited Edition Francesina Burnished Leather Oxford Brogues
$2995
Zegna
Torino Burnished Leather Oxfords
$1610
Berluti
Profil Leather Oxfords
$3600
Berluti
Andy Demesure Scritto Leather Penny Loafers
$3650
Zegna
Gala Polished Leather Palermo Loafers
$1610
Santoni
Cap-Toe Oxfords
$995
Ferragamo
Grandioso Crocodile Leather Double Gancini Bit Loafers
$2680
Santoni
Embellished Studded Loafers
$1725
Tod's
Nuovo Gommino Leather Loafers
$835
Zegna
Vienna Wholecut Leather Oxfords
$1610
Santoni
Cap-Toe Leather Oxfords
$995
Santoni
Burnished Leather Double Monk-Strap Shoes
$1695
Tod's
Burnished Wingtip Leather Derbies
$985
Tod's
Nuovo Gommino Leather Loafers
$835
Barrett
Leather Apron Toe Dress Shoes
$795
Prada
Saffiano Leather Derbies
$1250
Tod's
Suede Wingtip Laceup Derbies
$780
Bontoni
Passetto Patent Leather Loafer
$1495
Canali
Deerskin Grained Leather Penny Loafers
$555.99$795Save 30%
Prada
Plaque Logo Grained Leather Loafers
$1250
Tod's
Suede Wingtip Laceup Derbies
$780
Bontoni
Carnera Plain Toe Derbies
$1294.99$1850Save 30%
Santoni
Grained Leather Flex Sole Derbies
$1295
TOM FORD
Burnished Leather Cap-Toe Oxfords
$2490
Ferragamo
Florio Burnished Leather Loafers
$1160
Ferragamo
Calfskin Loafers
$1040
Ferragamo
Foster Double Gancini Bit Leather Loafers
$1090
Bontoni
Vittorio Leather Oxfords
$1525
Emporio Armani
Leather Lace-Up Derbies
$575
TOM FORD
Leather Cap-Toe Oxfords
$2240
Canali
Wholecut Lace-up Leather Oxford
$750
BOSS
Derrek Leather Oxfords
$297.99$398Save 25%
BOSS
Larry Grained Leather Derbies
$242.99$348Save 30%
Ferragamo
Funes Penny Loafers
$1070
TOM FORD
Patent Leather Edgar Loafers
$2190
Emporio Armani
Grained Calfskin Leather Derbies
$575
Ferragamo
Lapo Gancini Bit Velvet Loafers
$1160
Santoni
Limited Edition Gaben Burnished Leather Apron Laceup Oxfords
$2995
Harold
Burnished Leather Double Monk-Strap
$550
Prada
Logo Embossed Leather Penny Loafers
$1100
Harold
Pebbled Leather Penny Loafers
$595
Harold
Pebbled Leather Lug Derby
$415.99$595Save 30%
To Boot New York
Dickerson Spazzo Leather Penny Loafers
$530
Berluti
Alessandro Demesure Leather Oxford
$3300
TOM FORD
Leather Cap-Toe Oxfords
$2360
Harold
High-Shine Polished Leather Cap-Toe Oxfords
$219.99$550Save 60%
Brioni
Suede Leather Double Monkstraps
$1995
BOSS
Larry Grained Leather Double Monkstraps
$277.99$398Save 30%
BOSS
Larry Grained Leather Double Monkstraps
$277.99$398Save 30%
Canali
Grained Deerskin Leather Cap Toe Derbies
$595.99$795Save 25%
Brioni
Suede Leather Double Monkstraps
$1995
Barrett
Polished Leather Penny Loafers
$795
TOM FORD
Elkan Double Monkstrap Dress Shoes
$2740
Santoni
Grained Leather Simon Penny Loafer
$895
Santoni
Brogued Burnished Leather Oxfords
$1895
Ferragamo
Foster Gancini Bit Burnished Leather Loafers
$1090
Ferragamo
Gancini Patent Leather Loafers
$1210
Ferragamo
Gancini Patent Leather Loafers
$1049.99$1400Save 25%
Ferragamo
Frame Double Gancini Bit Velvet Loafers
$811.99$1160Save 30%
Canali
Grained Deerskin Leather Cap Toe Derbies
$595.99$795Save 25%
Ferragamo
Calfskin Wholecut Oxfords
$1690
Santoni
Brogued Burnished Leather Oxfords
$1895
TOM FORD
Sean Patent Leather Tassel Loafers
$2740
Zegna
Torino Polished Leather Oxfords
$1610
TOM FORD
Sean Twisted Grain Leather Loafers
$2240
Prada
Logo Spazzolato Leather Loafers
$1490
Brioni
Burnished Leather Wholecut Oxfords
$1950
Prada
Leather Shell Expander Lace-Up Derbies
$1154.99$1650Save 30%
Harold
Pebbled Leather Lug Captoe Laceup
$415.99$595Save 30%
Barrett
Grained Leather Derbies
$795
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.