Fossil Men's Machine Chronograph Stainless Steel Watch
$176.00$220.00Men Luxury Watches Under $500 — February 2026
Curated selection of Men Luxury Watches Under $500 pulled from our shop in February 2026. Explore listings, transparent pricing, and merchant details in one place.
Royal Men's Swiss Designer Watch
$337.60$422.00
Tissot Prx Men's Silver Watch T1374101103100
$314.66$393.32
Stuhrling Original Legacy Automatic Men's Watch with Skeleton Center
$279.99$349.99
Invicta Men's Specialty 47452 Quartz Watch
$43.15$53.94
Skagen Hagen Three-Hand Stainless Steel Mesh Watch
$144.00$180.00
Men's Automatic Watch
$235.20$294.00
TISSOT SEASTAR 1000 CHRONOGRAPH
$300.00$375.00
sternglas Men's.com Hamburg Chrono silver
$319.20$399.00
Skagen Men's Signatur Watch SKW6374
$108.00$135.00
Tissot PRX 40 Men's White T1374101701100
$345.16$431.45
Fossil Men's Carraway Watch
$156.00$195.00
Free delivery by Wed
$255.00$318.75
Bulova Men's Sutton Chronograph Watch
$237.00$296.25
Victorinox Men's FieldForce Watch
$400.00$500.00
Emporio Armani Chronograph 'Antonio' Men's Watch ar11583
$239.20$299.00
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$235.20$294.00
Maserati Men's Sfida Wristwatch
$171.97$214.96
Pagani Design YS014 Men's Automatic Mechanical Watch
$135.99$169.99
Paul Rich Astro Skeleton Lunar Automatic Watch
$299.40$374.25
Tissot Supersport Chrono
$372.00$465.00
Bulova Men's Watch 96B149
$208.00$260.00
Fossil Men's Neutra Chronograph Leather Strap Watch
$144.00$180.00
Seiko Men's 5 Blue Sports Watch
$188.80$236.00
Men's Chronograph Automatic Steel Watch
$119.40$149.25
Men's Emporio Armani Stainless Steel ar11581
$223.20$279.00
Bulova Men's Caravelle Stainless Steel Expansion Watch
$90.00$112.50
Movado Men's Bold 3601054 Leather Watch Set
$335.20$419.00
Men's Caravelle Chrono Watch
$176.00$220.00
Fossil Men's Neutra Chronograph Watch
$144.00$180.00