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.

158 products

Rolex Datejust 31 278274

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

H.Moser & Cie Pioneer Tourbillon 3804-1208

$43,470.00
Watch, Box, Papers | 2023 | 40mm

Rolex Datejust 36 126234

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

Vintage

Rolex Datejust 36 16203

$7,765.00
Watch Only | 36mm

Cartier Tortue 2496C

$15,785.00
Watch Only | 34mm

IWC Portugieser Yacht Club Moon Tide IW344001

$28,980.00
Watch, Box, Papers | 2021 | 45mm

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

Audemars Piguet Royal Oak Selfwinding 15550ST.OO.1356ST.08

$67,275.00
Watch, Box, Papers | 2026 | 37mm

Rolex Oyster Perpetual 41 134300

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

Rolex Day-Date 40 228238

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

Vintage

Rolex Datejust Turn-O-Graph 16263

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

Rolex Day-Date 40 228235

$43,470.00
Watch, Box, Papers | 2019 | 40mm

Rolex Datejust 116234

$7,765.00
Watch Only | 36mm

Rolex Datejust 41 126334

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

Rolex Datejust 41 126334

$16,305.00
Watch, Box, Papers | 2023 | 41mm

Franck Muller Cintrée Curvex Relief 2852SC

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

Rolex Cellini Time 50505

$15,785.00
Watch, Box, Papers | 2021 | 39mm

Rolex Datejust 41 126300

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

Jaeger-LeCoultre Reverso Tribute Q713216J

$49,680.00
Watch, Box, Papers | 2025 | 46mm

Rolex Datejust 41 126331

$18,630.00
Watch, Box, Papers | 2025 | 41mm

Omega Seamaster Aqua Terra 150M 220.10.38.20.12.001

$5,590.00
Watch, Box, Papers | 2023 | 38mm

Rolex Datejust 41 126334

$15,525.00
Watch, Box, Papers | 2023 | 41mm

Rolex Oyster Perpetual 134300

$11,385.00
Watch, Box, Papers | 2026 | 41mm

Rolex Sky-Dweller 326934

$21,220.00
Watch, Box, Papers | 2021 | 42mm

F.P.Journe Octa Divine Boutique Edition DN

$362,250.00
Watch, Box, Papers | 2025 | 40mm

Cartier Tank Normale WGTA0108

$33,120.00
Watch, Box, Papers | 2024 | 32mm

Omega Seamaster Aqua Terra 150M 220.10.38.20.12.001

$5,585.00
Watch, Box, Papers | 2023 | 38mm

Vacheron Constantin Fiftysix 4600E/000R-B441

$20,445.00
Watch, Box, Papers | 2022 | 40mm

MB&F Horological Machine N10 Bulldog HM10

$129,375.00
Watch, Box, Papers | 2021 | 45mm

Vintage

Patek Philippe Tiffany & Co. Geneve 590

$10,145.00
Watch Only | 35mm

Rolex Day-Date 36 118135

$20,700.00
Watch & Box | 36mm

Glashütte Original PanoMatic Lunar 1-90-02-42-32-61

$10,225.00
Watch, Box, Papers | 2025 | 40mm

H.Moser & Cie Streamliner Centre Seconds 6201-1200

$23,290.00
Watch, Box, Papers | 2024 | 40mm

Vintage

Rolex Datejust 36 16014

$6,210.00
Watch & Papers | 1970 | 36mm

Cartier Roadster Chronograph W62020X6

$7,245.00
Watch, Box, Papers | 2004 | 43mm

Vintage

Gerald Genta Retro Classic G.3674

$8,800.00
Watch Only | 38mm

Audemars Piguet Royal Oak Chronograph 26557OR

$46,575.00
Watch Only | 39mm

Rolex Datejust 179174

$12,940.00
Watch & Box | 2010 | 26mm

Rolex Datejust 36 116200

$8,800.00
Watch, Box, Papers | 2006 | 36mm

Rolex Sky-Dweller 326934

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

Cartier Santos WHSA0042

$56,925.00
Watch, Box, Papers | 2025 | 40mm

Vacheron Constantin Traditionnelle 4020T/000G-B655

$45,540.00
Watch, Box, Papers | 2022 | 41mm

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.