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

Patek Philippe Calatrava 5006J

$21,735.00
Watch & Box | 33mm

Patek Philippe Nautilus 5726A-001

$93,150.00
Watch, Box, Papers | 2023 | 41mm

Rolex Oyster Perpetual 36 126000

$11,905.00
Watch, Box, Papers | 2025 | 36mm

Grand Seiko Heritage Collection SBGA415

$6,470.00
Watch, Box, Papers | 2023 | 40mm

F.P.Journe Octa Automatique AN

$429,525.00
Watch, Box, Papers | 2025 | 40mm

Rolex Datejust 36 126234

$13,200.00
Watch, Box, Papers | 2021 | 36mm

Omega Constellation Quartz Manhattan 131.10.28.60.56.001

$3,265.00
Watch, Box, Papers | 2024 | 28mm

Rolex Datejust 41 126333

$17,595.00
Watch, Box, Papers | 2023 | 41mm

Vintage

Rolex Datejust 69160

$3,625.00
Watch Only | 1990 | 26mm

Patek Philippe Calatrava Pilot Travel Time 5524R-001

$62,100.00
Watch, Box, Papers | 2018 | 42mm

IWC Portuguese Automatic IW500109

$6,370.00
Watch & Papers | 2008 | 42mm

Jaeger-LeCoultre Rendez-Vous Q3612420

$12,940.00
Watch, Box, Papers | 2023 | 38mm

Vintage

Rolex Oyster Date 1501

$4,660.00
Watch Only | 34mm

F.P.Journe Chronometre Souverain CS

$144,900.00
Watch, Box, Papers | 2019 | 40mm

Bulgari Octo Roma Worldtimer 103481

$6,210.00
Watch, Box, Papers | 41mm

Grand Seiko Spring Drive SBGA373

$4,505.00
Watch Only | 40mm

Jacob & Co. Pioneer Excavator PI122.20.AB.AA.ACA4D

$25,875.00
Watch, Box, Papers | 2024 | 49mm

Rolex Oyster Perpetual 41 124300

$29,500.00
Watch, Box, Papers | 2022 | 41mm

Rolex Oyster Perpetual 41 124300

$28,980.00
Watch, Box, Papers | 2021 | 41mm

Rolex Oyster Perpetual 36 126000

$15,525.00
Watch, Box, Papers | 2024 | 36mm

Tiffany & Co. East West 36668687

$5,695.00
Watch, Box, Papers | 2019 | 22mm

Rolex Datejust 41 126333

$15,010.00
Watch, Box, Papers | 2023 | 41mm

Vacheron Constantin Malte Power Reserve Date 83060/000R

$18,115.00
Watch, Box, Papers | 2005 | 38mm

Rolex 1908 52509

$27,945.00
Watch, Box, Papers | 2025 | 39mm

Rolex Datejust 31 278274

$11,130.00
Watch, Box, Papers | 2021 | 31mm

Glashütte Original PanoMaticLunar Green 1-90-02-23-35-30

$18,115.00
Watch, Box, Papers | 2021 | 40mm

Rolex Datejust 31 278344RBR

$16,045.00
Watch, Box, Papers | 2022 | 31mm

Rolex Day-Date 118388

$77,625.00
Watch Only | 36mm

Rolex Oyster Perpetual 36 126000

$15,010.00
Watch, Box, Papers | 2021 | 36mm

Rolex Oyster Perpetual 36 126000

$11,385.00
Watch, Box, Papers | 2022 | 36mm

Chopard L.U.C 1937 Classic 168558-3002

$6,730.00
Watch & Box | 42mm

Roger Dubuis Excalibur Monobalancier DBEX0793

$46,575.00
Watch, Box, Papers | 2025 | 42mm

Patek Philippe Calatrava 5296G

$25,875.00
Watch Only | 38mm

Blancpain Villeret 6664-3642-55b

$20,700.00
Watch, Box, Papers | 2022 | 40mm

Rolex Datejust 41 126331

$16,820.00
Watch, Box, Papers | 2025 | 41mm

Speake-Marin One & Two Dual Time Limited Edition 914209010

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

Hermès Slim d'Hermès CA6.841

$15,010.00
Watch, Box, Papers | 2021 | 40mm

Cartier Santos De Cartier WSSA0018

$11,800.00
Watch, Box, Papers | 2024 | 40mm

Rolex 1908 52509

$25,360.00
Watch, Box, Papers | 2024 | 39mm

Carl F. Bucherer Patravi Chronograph 00.10611.08

$3,935.00
Watch & Box | 40mm

Gerald Genta Retro Seconds G3610

$7,245.00
Watch Only | 36mm

Omega Seamaster Aqua Terra 150M 220.10.38.20.12.001

$5,800.00
Watch, Box, Papers | 2023 | 38mm

Cartier Ballon Bleu W6920032

$6,210.00
Watch & Box | 42mm

De Grisogono Tondo RM S50 RM S50

$22,255.00
Watch Only | 39mm

Rolex Oyster Perpetual 134300

$11,905.00
Watch, Box, Papers | 2025 | 41mm

Ulysse Nardin Freak Diamond Heart 029-80

$67,275.00
Watch, Box, Papers | 45mm

Franck Muller Cintrée Curvex 8880 CC AT

$13,975.00
Watch, Box, Papers | 40mm

Gerald Charles Maestro GC39 25th Anniversary Edition GC39-TNPS-LSEN-RSDP-REM

$36,225.00
Watch, Box, Papers | 2025 | 42mm

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.