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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.
Vintage 31mm 1942 Waltham No. 94 A-11 WW2 Military Men's Mechanical Wristwatch Vintage 31mm 1942 Waltham No. 94 A-11 WW2 Military Men's Mechanical Wristwatch

Vintage 31mm 1942 Waltham No. 94 A-11 WW2 Military Men's Mechanical Wristwatch

$495.99
Vintage Fairfax Green Tiger Eye w Fleur De Lis Hands Men's Wristwatch Bark Case Vintage Fairfax Green Tiger Eye w Fleur De Lis Hands Men's Wristwatch Bark Case New

Vintage Fairfax Green Tiger Eye w Fleur De Lis Hands Men's Wristwatch Bark Case

$495.00
Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated

Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated

$495.00
Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated New

Vintage 34mm Omega 166.002 Seamaster Men's Automatic Wristwatch 562 Gold Plated

$495.00
Antique 18 Size Marion George Channing Key Wind Pocket Watch Coin Silver Antique 18 Size Marion George Channing Key Wind Pocket Watch Coin Silver New

Antique 18 Size Marion George Channing Key Wind Pocket Watch Coin Silver

$495.00
Antique 18S Marion Edwin Rollo Key Wind Pocket Watch Coin Silver Coin Center Antique 18S Marion Edwin Rollo Key Wind Pocket Watch Coin Silver Coin Center New

Antique 18S Marion Edwin Rollo Key Wind Pocket Watch Coin Silver Coin Center

$495.00
Vintage Gruen Day-Night Men's Mechanical Wristwatch N 510 CA Swiss Gold Tone Vintage Gruen Day-Night Men's Mechanical Wristwatch N 510 CA Swiss Gold Tone

Vintage Gruen Day-Night Men's Mechanical Wristwatch N 510 CA Swiss Gold Tone

$495.00
Vintage Eterna-Matic 130TT Kontiki Tropical Men's Automatic Wristwatch Steel Vintage Eterna-Matic 130TT Kontiki Tropical Men's Automatic Wristwatch Steel

Vintage Eterna-Matic 130TT Kontiki Tropical Men's Automatic Wristwatch Steel

$495.00
Antique 18s 1871 Waltham Key Wind Hunter Pocket Watch P.S. Bartlett Coin Silver Antique 18s 1871 Waltham Key Wind Hunter Pocket Watch P.S. Bartlett Coin Silver

Antique 18s 1871 Waltham Key Wind Hunter Pocket Watch P.S. Bartlett Coin Silver

$495.00
Vintage Waltham MIL-W-6433 A-17 Men's Mechanical Wristwatch 6/0-D USA Vintage Waltham MIL-W-6433 A-17 Men's Mechanical Wristwatch 6/0-D USA

Vintage Waltham MIL-W-6433 A-17 Men's Mechanical Wristwatch 6/0-D USA

$495.00
Vintage Longines Admiral 5 Star Men's Automatic Wristwatch Swiss 10k GF Vintage Longines Admiral 5 Star Men's Automatic Wristwatch Swiss 10k GF

Vintage Longines Admiral 5 Star Men's Automatic Wristwatch Swiss 10k GF

$495.00
Vintage Hamilton Ocean Day Date Red Dial Men's Mechanical Wristwatch 800 Steel Vintage Hamilton Ocean Day Date Red Dial Men's Mechanical Wristwatch 800 Steel

Vintage Hamilton Ocean Day Date Red Dial Men's Mechanical Wristwatch 800 Steel

$495.00
Antique Triple Date Moonphase Cylinder Escapement Pocket Watch Gunmetal Antique Triple Date Moonphase Cylinder Escapement Pocket Watch Gunmetal

Antique Triple Date Moonphase Cylinder Escapement Pocket Watch Gunmetal

$495.00
Vintage Bulova Cocktail 2 .25 Carat Diamonds Ladies Wristwatch 6CD 14k Gold Vintage Bulova Cocktail 2 .25 Carat Diamonds Ladies Wristwatch 6CD 14k Gold

Vintage Bulova Cocktail 2 .25 Carat Diamonds Ladies Wristwatch 6CD 14k Gold

$495.00
Antique 18s 1906 Ball 17 Jewel Railroad Pocket Watch 999H 10k GF Fancy Stag Antique 18s 1906 Ball 17 Jewel Railroad Pocket Watch 999H 10k GF Fancy Stag

Antique 18s 1906 Ball 17 Jewel Railroad Pocket Watch 999H 10k GF Fancy Stag

$495.00
Antique 16S Illinois Type III 60hr Model 29 Railroad Pocket Watch Bunn Special Antique 16S Illinois Type III 60hr Model 29 Railroad Pocket Watch Bunn Special

Antique 16S Illinois Type III 60hr Model 29 Railroad Pocket Watch Bunn Special

$495.00
Antique 16 Size Ball 5336 Coin Edge Mechanical Railroad Pocket Watch 435C Antique 16 Size Ball 5336 Coin Edge Mechanical Railroad Pocket Watch 435C

Antique 16 Size Ball 5336 Coin Edge Mechanical Railroad Pocket Watch 435C

$495.00
Antique 18S Illinois Canadian Dial Model 6 Railroad Pocket Watch Bunn Silver Antique 18S Illinois Canadian Dial Model 6 Railroad Pocket Watch Bunn Silver

Antique 18S Illinois Canadian Dial Model 6 Railroad Pocket Watch Bunn Silver

$495.00
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