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.

188 products

Jaeger-LeCoultre Reverso Tribute Monoface Small Seconds Q713842J

$11,385.00
Watch, Box, Papers | 2024 | 45mm

Rolex Datejust 41 126300

$10,870.00
Watch, Box, Papers | 2024 | 41mm

Glashütte Original PanoLunar Inverse 1-91-04-01-03-62

$41,400.00
Watch, Box, Papers | 2025 | 42mm

Omega Seamaster Aqua Terra 220.10.41.21.03.001

$5,385.00
Watch, Box, Papers | 2019 | 41mm

Vintage

Rolex Day-Date "President" 118238

$25,360.00
Watch, Box, Papers | 2000 | 36mm

Rolex Datejust 41 126333

$15,010.00
Watch, Box, Papers | 2021 | 41mm

Rolex Datejust 36 116234

$10,350.00
Watch Only | 36mm

Grand Seiko Evolution 9 Hi-Beat 36000 SLGH027

$8,800.00
Watch, Box, Papers | 2025 | 40mm

Gerald Genta Arena Bi-Retro

$25,875.00
Watch Only | 45mm

Vintage

Rolex Day-Date 36 18038

$10,350.00
Watch Only | 36mm

Cartier Santos De Cartier WSSA0018

$7,245.00
Watch, Box, Papers | 39.8mm

Omega Museum Petrograd 1915 5703.30.01

$9,835.00
Watch, Box, Papers | 2007 | 43mm

Cartier Tank Francaise W51008Q3

$4,660.00
Watch & Box | 20mm

Rolex Datejust 41 126334

$19,665.00
Watch, Box, Papers | 2026 | 41mm

IWC Chronograph Portuguese Rattrapante IW371202

$8,125.00
Watch, Box, Papers | 2002 | 41mm

Grand Seiko Elegance Hi-Beat 36000 GMT SBGJ219

$5,175.00
Watch, Box, Papers | 2018 | 39.5mm

Rolex Datejust 41 126300

$10,870.00
Watch, Box, Papers | 2022 | 41mm

Cartier Pasha Chronograph W3108555

$5,695.00
Watch, Box, Papers | 2008 | 42mm

Grand Seiko Elegance SBGW281G

$4,140.00
Watch, Box, Papers | 2023 | 37.3mm

Audemars Piguet Royal Oak 14790ST.OO.0789ST.09

$31,050.00
Watch Only | 36mm

Rolex Day-Date 40 228235

$51,750.00
Watch, Box, Papers | 2022 | 40mm

Cartier Santos WSSA0037

$5,695.00
Watch Only | 39.8mm

Rolex Day-Date 40 228238

$51,750.00
Watch, Box, Papers | 2024 | 40mm

Patek Philippe Golden Ellipse 3545/2

$22,255.00
Watch, Box, Papers | 1972 | 32mm

Vintage

Rolex Datejust 36 16200

$4,660.00
Watch Only | 2000 | 36mm

Rolex Datejust 41 126334

$13,975.00
Watch, Box, Papers | 2024 | 41mm

Vacheron Constantin Historiques Chronograph 47111/000J

$38,295.00
Watch Only | 37mm

Breguet Classique Grand Complications Minute Repeater 3637BA/12/986

$98,325.00
Watch Only | 42mm

Girard-Perregaux Collection Prestige Vintage 1945

$25,875.00
Watch, Box, Papers | 2001 | 32mm

Breguet Classique Perpetual Calendar 5327ba/1e/9v6

$31,050.00
Watch Only | 39mm

Breguet Classique 5140BA/12/9W6

$15,270.00
Watch, Box, Papers | 40mm

Vintage

Rolex Lady-Datejust 69174

$5,435.00
Watch Only | 1987 | 26mm

Rolex Datejust 41 126334

$21,735.00
Watch, Box, Papers | 2026 | 41mm

Rolex Day-Date 40 228235

$64,170.00
Watch, Box, Papers | 2022 | 40mm

Cartier Santos Dumont WSSA0085

$5,020.00
Watch, Box, Papers | 2026 | 44mm

Vacheron Constantin Overseas 4605V/200A-B971

$33,120.00
Watch, Box, Papers | 2025 | 35mm

Ulysse Nardin Marine Torpilleur 1183-310/40

$6,525.00
Watch, Box, Papers | 2021 | 42mm

Cartier Santos De Cartier WSSA0029

$7,560.00
Watch, Box, Papers | 2021 | 35mm

Cartier Santos 100 XL 2656

$6,730.00
Watch, Box, Papers | 2006 | 38mm

Cartier Santos De Cartier WSSA0029

$7,560.00
Watch, Box, Papers | 2024 | 35mm

Grand Seiko Spring Drive Snowflake SBGA211G

$5,900.00
Watch, Box, Papers | 2022 | 41mm

Ressence Type 1 Squared V2

$18,115.00
Watch, Box, Papers | 2022 | 42mm

Patek Philippe Perpetual Calendar Chronograph 5270P-001

$201,825.00
Watch, Box, Papers | 2021 | 41mm

Cartier Santos WSSA0063

$7,765.00
Watch, Box, Papers | 2025 | 35mm

Cartier Santos W4SA0005

$14,490.00
Watch, Box, Papers | 2026 | 35mm

Gerald Charles GC Sport Blue 2022 GC2.0-TX-TN-01

$17,080.00
Watch, Box, Papers | 2022 | 39mm

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

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.