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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.

Shop by Designer

Ferragamo
Santoni
TOM FORD
Magnanni
To Boot New York
+1 More
16 items
Active filters (1):
  • Monk Straps

Santoni

Carter Leather Double Monk-Strap Shoes

$1220

Santoni

Carter Leather Double Monk-Strap Shoes

$1220

Harold

Burnished Leather Double Monk-Strap

$550

To Boot New York

Addison Burnished Double Monkstraps

$550

TOM FORD

Smooth Leather Monkstraps

$2550

Magnanni

Jebor III

$650

Santoni

Carter Burnished Leather Monkstraps

$1760

Santoni

Burnished Leather Double Monk-Strap Shoes

$1695

Santoni

Burnished Leather Double Monkstraps

$1014.99$1450Save 30%

Santoni

Carter Burnished Leather Double Monkstraps

$1595

Santoni

Daemons Double Monskstraps

$1014.99$1450Save 30%

TOM FORD

Edgar Leather Monkstraps

$2360

To Boot New York

Hammill Burshined Leather Double Monkstraps

$391.99$560Save 30%

Santoni

Carlos Cross Hatch Double Monkstraps

$1450

TOM FORD

Elkan Double Monkstrap Dress Shoes

$2740

Berluti

Equilibre Leather Stitch Cutout Double Monkstraps

$3850
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.