Dress Watches

Rooted in tradition and built for sophistication, dress watches are the cornerstone of elevated wristwear. Whether worn with a tux or tailoring, their sleek design and minimalist details never go unnoticed. At Grand Caliber, discover an expert-curated mix of new & preowned watches designed for evenings out, boardroom presence and everything in between.

169 products

Rolex Datejust 36 126234

$14,490.00
Watch, Box, Papers | 2026 | 36mm

Rolex Oyster Perpetual 126000

$10,350.00
Watch, Box, Papers | 2026 | 36mm

Rolex 1908 52506

$46,575.00
Watch, Box, Papers | 2026 | 39mm

A. Lange & Söhne Lange 1 Perpetual Calendar 345.036

$139,725.00
Watch, Box, Papers | 2026 | 42mm

Rolex Day-Date 40 228235

$49,680.00
Watch, Box, Papers | 2022 | 40mm

Vintage

Rolex Date 15233

$6,210.00
Watch Only | 1990 | 34mm

Vintage

Rolex Datejust 36 16013

$4,140.00
Watch Only | 36mm

Rolex Datejust II 116334

$9,835.00
Watch Only | 41mm

Vintage

Rolex Datejust 36 16234

$8,280.00
Watch Only | 1999 | 36mm

Jaeger-LeCoultre Reverso Tribute Duoface Calendar Q3918420

$17,080.00
Watch, Box, Papers | 2025 | 49mm

Glashütte Original Panomaticlunar 1-90-02-43-32-05

$8,800.00
Watch, Box, Papers | 2018 | 40mm

Rolex Datejust 41 126300

$10,040.00
Watch, Box, Papers | 2024 | 41mm

Cartier Tank Must Black Cartier WSTA0072

$4,195.00
Watch, Box, Papers | 2022 | 34mm

Ulysse Nardin San Marco Alarm 603-77

$3,105.00
Watch Only | 38mm

IWC Chronograph Portuguese IW371480

$11,905.00
Watch Only | 41mm

Longines Legend Diver L37744506

$2,745.00
Watch, Box, Papers | 2023 | 42mm

Vintage

Rolex Day-Date 36 18038

$64,690.00
Watch, Box, Papers | 36mm

Cartier Santos WSSA0064

$8,025.00
Watch Only | 40mm

De Bethune DB28XP Kind Of Blue DB28XPB

$170,775.00
Watch, Box, Papers | 2024 | 43mm

Audemars Piguet Royal Oak 15510ST.OO.1320ST.05

$54,855.00
Watch, Box, Papers | 2026 | 41mm

Rolex Oyster Perpetual 134300

$10,870.00
Watch, Box, Papers | 2026 | 41mm

Nomos Glashütte Orion Neomatik 41 New Date 366

$3,420.00
Watch & Box | 40mm

Rolex Perpetual 1908 52508

$26,395.00
Watch, Box, Papers | 2024 | 39mm

Rolex Day-Date 40 228238

$50,715.00
Watch, Box, Papers | 2022 | 40mm

Cartier Tank Divan W6300356

$6,730.00
Watch Only | 31mm

Cartier Santos de Cartier WSSA0018

$6,680.00
Watch Only | 40mm

Grand Seiko Heritage Collection 'White Birch' SLGH005

$8,800.00
Watch, Box, Papers | 2024 | 40mm

Rolex Lady-Datejust 279174

$10,350.00
Watch, Box, Papers | 2017 | 28mm

Audemars Piguet Royal Oak Perpetual Calendar 26574BA.OO.1220BA.01

$144,900.00
Watch, Box, Papers | 2017 | 41mm

Cartier Tank Française 18k W5001156

$6,055.00
Watch & Box | 28mm

Cartier Roadster XL Chronograph W62020X6

$5,695.00
Watch Only | 43mm

Chopard L.U.C. Quattro Mark IV 161954-9001

$48,645.00
Watch, Box, Papers | 2026 | 39mm

Rolex Datejust 31 278274

$12,940.00
Watch, Box, Papers | 2022 | 31mm

Rolex Datejust 36 126234

$12,940.00
Watch, Box, Papers | 2022 | 36mm

Vintage

Rolex Datejust 36 16203

$7,765.00
Watch Only | 36mm

Rolex Datejust 31 278274

$14,235.00
Watch, Box, Papers | 2026 | 31mm

Grand Seiko Spring Drive GMT SBGE211

$4,920.00
Watch, Box, Papers | 2021 | 41mm

Chronoswiss Opus Skeleton Chronograph CH7523

$6,730.00
Watch, Box, Papers | 2005 | 38mm

Rolex Datejust 36 126231

$21,220.00
Watch, Box, Papers | 2022 | 36mm

Rolex Sky-Dweller 326934

$24,840.00
Watch, Box, Papers | 2022 | 42mm

Rolex Lady-Datejust 179174

$5,900.00
Watch & Box | 2009 | 26mm

Patek Philippe Nautilus 5726/1A-014

$146,970.00
Watch, Box, Papers | 2023 | 41mm

Rolex Oyster Perpetual 41 134300

$11,180.00
Watch, Box, Papers | 2025 | 41mm

Rolex Oyster Perpetual 124300

$9,525.00
Watch, Box, Papers | 2025 | 41mm

Rolex Day-Date 40 228238

$58,995.00
Watch, Box, Papers | 2026 | 40mm

Rolex Datejust 126200

$11,385.00
Watch, Box, Papers | 2026 | 36mm

Vintage

Rolex Datejust Turn-O-Graph 16263

$6,730.00
Watch & Box | 1991 | 36mm

Franck Muller Cintrée Curvex Relief 2852SC

$8,280.00
Watch, Box, Papers | 2023 | 31mm

Mens Dress Watches

Men’s dress watches are the ultimate expression of timeless elegance and refined craftsmanship. Designed to complement formal attire, these watches typically feature slim cases, minimalist dials and classic leather straps or sleek metal bracelets. Brands like Patek Philippe, Jaeger-LeCoultre, Vacheron Constantin and Cartier have been leaders in this category for decades, emphasizing precision and understated sophistication. Originating in the early 20th century, dress watches were created to offer a clean, elegant look without sacrificing mechanical excellence. The focus is on quality movements and lasting appeal, with many models showcasing hand-finished details and precious metals. Their simple yet polished designs make them perfect for business, black-tie events or any occasion where subtlety meets style.

Womens Dress Watches

Dress watches for women represent the perfect blend of style and horological craftsmanship. Designed to be both beautiful and functional, these watches usually feature slender cases, elegant dials and high-quality materials. Many models incorporate subtle decorative elements such as diamond accents or mother-of-pearl faces to enhance their feminine appeal. Historically, these watches have been cherished for combining mechanical precision with delicate aesthetics. Renowned names like Cartier, Jaeger-LeCoultre and Rolex are celebrated for their expertise in creating timeless dress watches that offer lasting style and expert finishing. These watches focus on simplicity and sophistication, with clear markers and understated designs that complement formal and professional attire. Women’s dress watches remain essential for anyone seeking refined elegance and dependable performance in their wristwear.