Vintage Watches

From faded bezels to patina-rich dials, vintage watches offer character that only time can create. Whether you’re drawn to mid-century classics or rare tool watches, Grand Caliber’s collection of new & preowned watches spans eras and styles. Each timepiece reflects a moment in horological history, made to be appreciated and worn for years to come.

32 products

Vintage

Rolex Datejust 36 1603

$9,835.00
Watch Only | 36mm

Vintage

Rolex GMT-Master 1675

$26,910.00
Watch Only | 1966 | 40mm

Vintage

Rolex Datejust 36 16030

$4,660.00
Watch Only | 1985 | 36mm

Vintage

Rolex Daytona 16528

$49,680.00
Watch, Box, Papers | 1993 | 40mm

Vintage

Rolex Date 15233

$6,210.00
Watch Only | 1990 | 34mm

Vintage

Rolex Datejust 36 16013

$4,140.00
Watch Only | 36mm

Vintage

Rolex Datejust 36 16234

$8,280.00
Watch Only | 1999 | 36mm

Vintage

Rolex Lady-Datejust 69173

$6,210.00
Watch Only | 1996 | 26mm

Vintage

Rolex Day-Date 36 18038

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

Vintage

Rolex Sea Dweller 1665

$36,225.00
Watch Only | 1974 | 40mm

Vintage

Omega Speedmaster Professional 145.022

$6,210.00
Watch Only | 1969 | 42mm

Vintage

Omega Speedmaster Reduced 3510.12.00

$4,140.00
Watch Only | 39mm

Vintage

Rolex Datejust 36 16203

$7,765.00
Watch Only | 36mm

Vintage

Rolex Daytona 6265

$91,600.00
Watch Only | 1979 | 37mm

Vintage

Seiko Scuba 62mas Diver 6217-8001

$4,140.00
Watch & Box | 38mm

Vintage

Omega Speedmaster 145.012

$9,835.00
Watch Only | 1968 | 42mm

Vintage

Rolex Submariner Date 1680

$11,905.00
Watch Only | 40mm

Vintage

Rolex Yacht-Master 40 16622

$9,835.00
Watch Only | 2009 | 40mm

Vintage

Rolex Datejust Turn-O-Graph 16263

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

Vintage

Rolex Datejust 36 16014

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

Vintage

Gerald Genta Retro Classic G.3674

$8,800.00
Watch Only | 38mm

Vintage

Rolex Submariner Date 16800

$10,350.00
Watch Only | 1985 | 40mm

Vintage

Rolex GMT-Master 1675

$8,800.00
Watch Only | 1977 | 40mm

Vintage

Breitling Navitimer 806

$6,730.00
Watch & Papers | 1966 | 41mm

Vintage

Rolex Datejust 69160

$3,625.00
Watch Only | 1990 | 26mm

Vintage

Rolex Oyster Date 1501

$4,660.00
Watch Only | 34mm

Vintage

Breitling Superocean A17345

$3,105.00
Watch & Box | 41mm

Vintage

Rolex Oyster Perpetual 1012

$8,800.00
Watch Only | 36mm

Vintage

Tudor Submariner 94010

$9,315.00
Watch Only | 40mm

Vintage

Audemars Piguet Royal Oak Offshore Triple 25807ST.00.1010ST.01

$23,805.00
Watch & Papers | 38mm

Vintage

Patek Philippe Calatrava 2584

$17,595.00
Watch Only | 36mm

Vintage

Longines Bicentennial Commemorative LE

$7,765.00
Watch Only | 1976 | 47mm

Vintage Mens Watches

Vintage watches for men capture the evolution of timekeeping from pure function to enduring style. Many of these models were designed to thrive in unforgiving environments like the ocean floor, the tarmac or the cockpit. The tool watches of the 1960s and 70s were defined by bold lume, sharp angles and oversized bezels, while mid-century dress watches embraced simplicity with clean dials and elegant markers. These watches often feature mechanical movements, warm-toned tritium lume and cases that develop unique patina over time. Whether it’s the asymmetry of a compressor case or the grain of an aged dial, vintage pieces are prized for character that modern reissues rarely replicate. Collectors value these watches for their design integrity, storytelling power and historic importance. Each one brings a level of depth and authenticity that goes beyond trends, speaking to eras of innovation and craft that shaped modern watchmaking.

Vintage Womens Watches

Vintage watches for women are wearable time capsules that blend artistry with horological craftsmanship. Sized for elegance, many of these pieces feature 20mm to 30mm cases in gold or stainless steel, often adorned with textured dials, delicate hands and gemstone accents. Through the decades, styles shifted from ornate jewelry-like pieces to clean-lined modern forms, mirroring cultural changes in fashion and function. Movements were usually mechanical and manually wound, offering the tactile ritual of daily use. Their beauty lies in the details, from curved crystal profiles to finely engraved lugs. These watches were made to last, not only in performance but in design relevance. Whether shaped like a rectangle, oval, or tonneau, each watch tells its own story. Vintage women’s watches stand out as collectible icons of their era, proving that classic proportions and high craftsmanship never go out of style.