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Shop Vintage Watches Under $500 at The Watch Preserve

Explore Top Vintage Watches Under $500

From elegant dress watches and robust sports models to classic pocket watches, each timepiece in our collection promises authenticity, craftsmanship, and timeless style. Whether you're starting your collection or searching for an affordable addition, our vintage watches and pocket watches offer a perfect blend of affordability and quality. Dive into our selection and find your next vintage piece, each with its own unique story and character, all priced under $500.
Antique 16S Hamilton Railway Special Montgomery Railroad Pocket Watch 992B Antique 16S Hamilton Railway Special Montgomery Railroad Pocket Watch 992B

Antique 16S Hamilton Railway Special Montgomery Railroad Pocket Watch 992B

$391.50
Vintage Longines Ultra-Chron 17 Jewel Men's Automatic Wristwatch Steel Tropical Vintage Longines Ultra-Chron 17 Jewel Men's Automatic Wristwatch Steel Tropical

Vintage Longines Ultra-Chron 17 Jewel Men's Automatic Wristwatch Steel Tropical

$391.50
Vintage 35mm Longines Flagship Men's Mechanical Wristwatch Swiss Stainless Steel Vintage 35mm Longines Flagship Men's Mechanical Wristwatch Swiss Stainless Steel

Vintage 35mm Longines Flagship Men's Mechanical Wristwatch Swiss Stainless Steel

$382.50
Antique 18 Size Hampden John Hancock 21 Jewel Pocket Watch Rare Engine Turned Antique 18 Size Hampden John Hancock 21 Jewel Pocket Watch Rare Engine Turned

Antique 18 Size Hampden John Hancock 21 Jewel Pocket Watch Rare Engine Turned

$382.50
Vintage Movado Curviplan 17Jewel Men's Mechanical Wristwatch 510 14k Gold Filled Vintage Movado Curviplan 17Jewel Men's Mechanical Wristwatch 510 14k Gold Filled

Vintage Movado Curviplan 17Jewel Men's Mechanical Wristwatch 510 14k Gold Filled

$382.50
Vintage Wakmann Triple Date 17 Jewel Men's Mechanical Wristwatch Venus 203 Swiss Vintage Wakmann Triple Date 17 Jewel Men's Mechanical Wristwatch Venus 203 Swiss

Vintage Wakmann Triple Date 17 Jewel Men's Mechanical Wristwatch Venus 203 Swiss

$378.00
Vintage Baylor Mechanical Alarm Wristwatch AS 1568N Swiss Steel w Fluted Bezel Vintage Baylor Mechanical Alarm Wristwatch AS 1568N Swiss Steel w Fluted Bezel

Vintage Baylor Mechanical Alarm Wristwatch AS 1568N Swiss Steel w Fluted Bezel

$378.00
Antique 16S Waltham Vanguard 23 Jewel Mechanical Pocket Watch w Salesman Case Antique 16S Waltham Vanguard 23 Jewel Mechanical Pocket Watch w Salesman Case

Antique 16S Waltham Vanguard 23 Jewel Mechanical Pocket Watch w Salesman Case

$373.50
Antique 16 Size Hamilton Salesman Mechanical Open Face Pocket Watch Grade 992 Antique 16 Size Hamilton Salesman Mechanical Open Face Pocket Watch Grade 992

Antique 16 Size Hamilton Salesman Mechanical Open Face Pocket Watch Grade 992

$373.50
Antique 18 Size Hamilton w Salesman Case Mechanical Railroad Pocket Watch 940 Antique 18 Size Hamilton w Salesman Case Mechanical Railroad Pocket Watch 940

Antique 18 Size Hamilton w Salesman Case Mechanical Railroad Pocket Watch 940

$373.50
Vintage 34mm Wittnauer Randomised Guilloche Men's Automatic Wristwatch Steel Vintage 34mm Wittnauer Randomised Guilloche Men's Automatic Wristwatch Steel

Vintage 34mm Wittnauer Randomised Guilloche Men's Automatic Wristwatch Steel

$373.50
42mm Tissot T099407 A Chemin des Tourelles Men's Automatic Wristwatch Swiss 42mm Tissot T099407 A Chemin des Tourelles Men's Automatic Wristwatch Swiss

42mm Tissot T099407 A Chemin des Tourelles Men's Automatic Wristwatch Swiss

$373.50
Vintage 34mm Girard Perregaux Gyromatic Men's Automatic Wristwatch Swiss Steel Vintage 34mm Girard Perregaux Gyromatic Men's Automatic Wristwatch Swiss Steel

Vintage 34mm Girard Perregaux Gyromatic Men's Automatic Wristwatch Swiss Steel

$369.00
Vintage 34mm Oris Pointer Date Men's Mechanical Wristwatch 302 Swiss Steel Vintage 34mm Oris Pointer Date Men's Mechanical Wristwatch 302 Swiss Steel

Vintage 34mm Oris Pointer Date Men's Mechanical Wristwatch 302 Swiss Steel

$369.00
Antique 16 Size Hamilton Railway Special Bar Over Pocket Watch 992B Two-Tone Antique 16 Size Hamilton Railway Special Bar Over Pocket Watch 992B Two-Tone

Antique 16 Size Hamilton Railway Special Bar Over Pocket Watch 992B Two-Tone

$369.00
Antique E Falkner London Key Wind Fusee Pocket Watch Sterling Silver Pair Case Antique E Falkner London Key Wind Fusee Pocket Watch Sterling Silver Pair Case

Antique E Falkner London Key Wind Fusee Pocket Watch Sterling Silver Pair Case

$369.00
Vintage Girard Peregaux Alarm Men's Mechanical Alarm Wristwatch Benrus Ds 15 Vintage Girard Peregaux Alarm Men's Mechanical Alarm Wristwatch Benrus Ds 15 New

Vintage Girard Peregaux Alarm Men's Mechanical Alarm Wristwatch Benrus Ds 15

$360.00
Vintage 28mm Movado 11730 Tuxedo Dial Men's Mechanical Wristwatch Swiss Steel Vintage 28mm Movado 11730 Tuxedo Dial Men's Mechanical Wristwatch Swiss Steel

Vintage 28mm Movado 11730 Tuxedo Dial Men's Mechanical Wristwatch Swiss Steel

$360.00
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