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.

167 products

Cartier Santos De Cartier WSSA0018

$7,715.00
Watch, Box, Papers | 2023 | 40mm

Vacheron Constantin Fiftysix 4600E/110A-B487

$14,490.00
Watch, Box, Papers | 2024 | 40mm

Vintage

Rolex Chrome Hearts Oyster Perpetual Date 1500

$20,700.00
Watch Only | 1972 | 34mm

Laurent Ferrier Classic Moon 40mm LC.F039.R5.G3N

$98,325.00
Watch, Box, Papers | 2026 | 40mm

Grand Seiko Heritage SBGX265G

$2,590.00
Watch, Box, Papers | 2026 | 37mm

Rolex Sky-Dweller 336934

$27,430.00
Watch, Box, Papers | 2024 | 42mm

Rolex Oyster Perpetual 41 124300

$18,115.00
Watch, Box, Papers | 2021 | 41mm

Cartier Tank Must Solarbeat WSTA0120

$4,300.00
Watch, Box, Papers | 2025 | 34mm

Vintage

Rolex Day-Date 36 18238

$21,735.00
Watch Only | 1990 | 36mm

Vintage

Rolex Datejust 31 68240

$5,695.00
Watch Only | 1996 | 31mm

Rolex Datejust 41 126333

$16,560.00
Watch, Box, Papers | 2020 | 41mm

Vintage

Rolex Datejust 1601

$5,955.00
Watch Only | 36mm

Cartier Santos De Cartier W2SA0006

$10,095.00
Watch Only | 35mm

Chopard Alpine Eagle 298600

$11,905.00
Watch & Box | 41mm

Cartier Tank Must De Cartier WSTA0052

$3,625.00
Watch Only | 34mm

Behrens Behrens X Konstantin Chaykin Joker BHR028T

$12,940.00
Watch, Box, Papers | 42mm

Vacheron Constantin Overseas 42040

$20,185.00
Watch & Box | 37mm

Cartier Santos De Cartier WSSA0030

$8,125.00
Watch, Box, Papers | 40mm

Rolex Datejust 41 126334

$15,525.00
Watch, Box, Papers | 2018 | 41mm

Omega Seamaster Aqua Terra Co-axial Master 220.10.41.21.02.001

$5,695.00
Watch, Box, Papers | 2022 | 41mm

Jaeger-LeCoultre Master Control Classic Q4008520

$6,730.00
Watch, Box, Papers | 2025 | 36mm

Rolex Sky-Dweller 326935

$42,955.00
Watch, Box, Papers | 2019 | 42mm

Rolex Datejust 36 116233

$11,385.00
Watch & Papers | 2009 | 36mm

Rolex Datejust 41 126300

$10,350.00
Watch, Box, Papers | 2024 | 41mm

Rolex Datejust 41 126333

$19,150.00
Watch, Box, Papers | 2025 | 41mm

Vintage

Rolex Oyster Perpetual Date 15203

$6,730.00
Watch, Box, Papers | 1993 | 34mm

Rolex Datejust 41 126334

$13,455.00
Watch, Box, Papers | 2019 | 41mm

Cartier Tank A Guichets WGTA0234

$122,130.00
Watch, Box, Papers | 2026 | 38mm

Vintage

Rolex Datejust 36 16013

$6,210.00
Watch Only | 36mm

Jaeger-LeCoultre Ultra Thin Master 174.8.90.S

$6,210.00
Watch Only | 40mm

Vintage

Rolex Oyster Perpetual 34 6564

$7,765.00
Watch Only | 1958 | 34mm

Rolex Datejust 41 126300

$10,350.00
Watch, Box, Papers | 2021 | 41mm

HYT H0 Liquid H00840

$17,595.00
Watch, Box, Papers | 49mm

Tudor Royal M28600-0001

$3,315.00
Watch, Box, Papers | 2025 | 41mm

Rolex Oyster Perpetual 134300

$12,940.00
Watch, Box, Papers | 2025 | 41mm

Cartier Santos De Cartier WSSA0062

$9,215.00
Watch, Box, Papers | 2025 | 40mm

MB&F Time To Love M.A.D.1

$5,955.00
Watch, Box, Papers | 2024 | 42mm

IWC Chronograph Portuguese IW371480

$11,905.00
Watch Only | 41mm

Vacheron Constantin Quai De L'ile 4500S/000A-B196

$17,080.00
Watch & Papers | 2018 | 41mm

Cartier Tank Americaine W2609156

$10,195.00
Watch, Box, Papers | 2011 | 27mm

Cartier Santos De Cartier WSSA0029

$8,230.00
Watch, Box, Papers | 2026 | 35mm

Vintage

Rolex Datejust 36 1603

$9,835.00
Watch Only | 36mm

Jaeger-LeCoultre Master Geographic 142.8.92

$6,730.00
Watch Only | 38mm

Patek Philippe Nautilus 7010G-013

$77,625.00
Watch, Box, Papers | 2026 | 32mm

Jacob & Co. Astronomia Solar Planets AS300.40.AP.AK.AFL4A

$253,575.00
Watch, Box, Papers | 45mm

Jaeger-LeCoultre Geophysic 8008520

$9,830.00
Watch, Box, Papers | 2015 | 39mm

Rolex Datejust 31 278274

$13,975.00
Watch, Box, Papers | 2026 | 31mm

H.Moser & Cie. Pioneer Centre Seconds 3200-0903

Price on Request
Watch, Box, Papers | 2019 | 43mm

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.