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These Watches Will Instantly Transform Any Outfit for Under $500

rolex watches

We write a lot here on Life, Tailored about how accessories make an outfit, but when it comes to a man’s watch the pieces become much more than just another accessory, they’re true statement pieces. A watch tells a lot about a man, not only about his personal style but also about his status and where he positions himself in the society.

A true gentleman will always go for classic and invest that extra buck into a watch that will show off his taste and assets. Just like a Rolex is a status symbol, there are other brands and designs that will tell much more than just time. Not everything is about money though.

These 34 watches we rounded up are all under $500, all stylish, and make for a necessary urban survival kit.

I have small wrists, and I can personally attest that these are also great watches for men with small wrists.

34. Daniel Wellington Canterbury Watch $195

daniel wellington watch

Inspired by the colors of a the American flag, this red, white and blue NATO band celebrates timeless preppy fashion. The rose goal dial will perfectly match your well-earned tan.

This is one of my favorite watches, despite its diminutive price.

To me, this watch can be dressed up with cufflinks and a spring jacket or worn on a beach day to give an extra pop of color.

Add this watch to your collection for just $195.

33. Black Rodina Automatic Wrist Watch $199.99

black rodina watch

This is a true beauty for its price. Black Rodina watch is simple in design and features big numbers for a contemporary effect. The style is somewhere between dress and leisure which makes it a versatile piece.

Black Rodina Automatic Wrist Watch $199.99

32. Theodor Men’s Leather Watch $125.00


Theodor Leather Watch has a minimal detailing that allows the sophisticated design to come through. A gleaming 39-mm stainless steel case houses a dial with quiet strokes marking the hours and two-hand movement. The supple leather strap with buckle closure lends a relaxed feeling to this refined dress watch for men.

Theodor Men’s Leather Watch $125.00

31. AV-4030-04 Supermarine Seafire $395

supreme seafire watch

A vintage heart is coupled with stylish functionality in a timepiece evoking the performance aviation of yesteryear. Supermarine Seafire features cushion cased solid stainless cases which are polished, cut and assembled with a coin edge flared crown and an auxiliary crown for GMT 24 hour dual time calibration.

.AV-4030-04 Supermarine Seafire $395

30. Laco 1925 Pilot Classic Analog Watch $402


Attention to detail, as well as high product and process quality distinguish each Laco watch and this one is no exception. Tradition and innovation merge seamlessly into the design of this piece.

Laco 1925 Pilot Classic Analog Watch $402

29. Lacoste Black Leather Strap Watch $187.61

lacoste watch

Classic shape with sporty features, this Lacoste watch is a true beauty. Encased in a stainless steel body with a black leather strap and is waterproof for up to 3 ATM.

Lacoste Black Leather Strap Watch $187.61

28. Sond by Void Black Watch $95


Something a bit different. Sond by Viod is truly unique timekeeper. Injection molded in one single piece, the Sond has an innovative locking mechanism that uses the watch itself to secure the nylon watchband. This not only greatly reduces the number of moving parts but also creates an interesting contrast of colors and materials.

Sond by Void Black Watch $95

27. Akribos XXIV Men’s AK589RG Watch $199


By combining the highest grades of materials with daring designs, along with the latest in movement technology, the Akribos XXIV Collection has earned a reputation among watch connoisseurs as the timepiece collection to watch.

Akribos XXIV Men’s AK589RG Watch $199

26. Classic Bristol daniel Wellington Watch $273.88

daniel wellington watch

The Classic Collection, recognized for its clean lines and simple design, was created with modern gentlemen and ladies in mind. With a minimalistic dial and a perfectly dark brown band, this timepiece looks effortlessly elegant. Dressed up or dressed down, this beautiful watch will stand out in any crowd. This Daniel Wellington watch is suitable for every occasion.

Classic Bristol daniel Wellington Watch $273.88

25. ASOS Watch With Metal Face $41.69

asos watch

For such a great price, this watch is certainly high on our list. The black face featuring three sub dials sure makes it a one-of-a-kind piece. It’s what we feel a “Man in Black” would wear.

ASOS Watch With Metal Face $41.69

24. Triwa Havana Nevil Brown $329

triwa havana nevil watch

This piece is an analogue watch with chronograph sub dials. The Triwa Havana Nevil Brown watch has a genuine leather strap, a stainless steel sun ray dial with brown chronograph sub dials, and a high contrast second hand. It’s an ultimate watch for an active gent.

Triwa Havana Nevil Brown $329

23. Uniform Wares M37 Brushed Steel Watch $331.54


Uniform Wares watches are something else! This M37 piece has a brushed steel face and grey nitrile rubber strap. Nitrile rubber is a robust material primarily used for performance-demanding applications. Impervious to water and UV-rays, the design combines technical performance with a comfort equal to leather straps.

Uniform Wares M37 Brushed Steel Watch $331.54

22. Alessi Unisex AL13001 Watch $185


A minimal design that’s accentuated by a brown leather strap. The piece is cleaned of all the embellishment and its designer says: “time distorts the dial, as if reaching beyond the physical constraints of the watch.”

Alessi Unisex AL13001 Watch $185

21. Electric Carroway Watch $225

electric carroway watch

A sleek watch from Electric features 3 hand slim Japanese quartz with date, a domed dial with custom brass hands and branded second hand. The case is 40MM surgical stainless steel and the band is made of Italian tanned leather band with custom stainless steel closure.

Electric Carroway Watch $225

20. Mijlo The Everyday Watch $247


Two face designs complement five interchangeable bands to create a timeless 10 piece collection. If you like to switch it up, then ‘A 10 in 1’ watch collection from Mijlo is a smart investment.

Mijlo The Everyday Watch $247

19. Nixon Time Teller $95

nixon time teller

An original Nixon design, The Time Teller is a tried and true crowd favorite. It has clean lines cut through cloudy philosophy, while its simple, high concept design keeps things precise. For $95 this watch is as good as you can get for your money.

Nixon Time Teller $95

18. Junkers Bauhaus Watch $249


A visiually appealing watch that features Hesalite crystal and Swiss quartz movement. The design features keep it interesting while the dial still remains somewhat a classic.

Junkers Bauhaus Watch $249

17. Miró Gold Blue Honey Watch $181


This beauty comes with a stunning blue dial, enclosed in a brushed gold plated case. The Miró watch is made of polished stainless steel.
The hardened mineral crystal and creme dial hides a precision Miyota movement that will keep on ticking for years.

Miró Gold Blue Honey Watch $181

16. Botta Design Tres Watch $340.60

botta tres watch

This watch is all about the Form & function. The classic yet modern Tres wristwatch from Botta Design impresses with its outer and inner values. The contemporary and functional design means that this watch can be worn anywhere, on any occasion.

Botta Design Tres Watch $340.60

15. Triwa Lansen Orange Canvas Strap Watch $282.36

15 Best Watches for Men Under $500-Triwa Lansen Orange Canvas Strap Watch

This Triwa Lansen Watch has a minimal design with a splash of orange that makes it that much more interesting. Steel makes it look a bit rough while the cotton strap leans towards sleek and fun.

Triwa Lansen Orange Canvas Strap Watch $282.36

14. Seiko Dive Watch $185


Seiko has well over 200 years of experience making extremely capable, yet remarkably affordable watches. The Dive Watch is no exception, built for a life above or below the waves. One thing’s for sure: this isn’’t your dad’’s Seiko.

Seiko Dive Watch $185

13. Paul Hewitt Nato Strap Watch $185.50


This Paul Hewitt watch is for those gentlemen we mentioned in the intro. It has a very classic dial design and a navy blue & green strap that gives it a bit of youthfulness and edge.

Paul Hewitt Nato Strap Watch $185.50

12. Danish Design Watch $249

Danish Design Watch

This beauty from Danish Design is all about simplicity and style. It’s not your ordinary “bling”, but rather a declaration of one’s taste. It will go perfectly with a contemporary looking man that doesn’t follow mainstream trends.

Danish Design Watch $249

11. Kitmen Keung Watch – Long Distance 1.0 Gold Edition $420

Kitmen Keung Watch - Long Distance 1.0 Gold Edition $420-15-best-watches-for-men-under-$500

If you like to stand out for all the right reasons, then this watch is definitely the piece to invest in. With two dials and a very minimal look it will differentiate you from the crowd.

Kitmen Keung Watch – Long Distance 1.0 Gold Edition $420

10. Braun Watch $175.25

braun watch - 15 best mens watches under $500

Braun watch is characterized by pure, highly functional and timeless design with no superfluous details. Every feature directly reflects a function. Rooted in over half a century of modern design at Braun, the core values of functionality, quality and aesthetics are reflected in this peice.

Braun Watch $175.25

9. Breytenbach BB7740 Watch $372.20

breytenbach watch BB7740

A classic piece that will blend in with any form of personal style but at the same time stand out with its refined details. Breytenbach is all about the best: best materials, best performance and all for the best price.

Breytenbach BB7740 Watch $372.20

8. Tissot Tradition Men’s Chrono Quartz Rose $495

Tissot Tradition Men's Chrono Quartz Rose

Contemporary statements with a whisper of vintage style. The Tissot Tradition watch is both ultramodern and includes a hint of nostalgia. High-tech operation is perfectly balanced with classical details and subtle vintage-look finishes.

Tissot Tradition Men’s Chrono Quartz Rose $495

7. Timex x J.Crew Andros Watch $175

TIMEX X J.CREW watch - 15 best mens watches under $500

This stainless steel watch with a navy strap matches nautical style with superb functionality. Part of the collaboration between watch manufacturer Timex and the stylish J.Crew, it mixes old-school charm with modern capabilities – a substantial piece from two iconic American brands.

Timex x J.Crew Andros Watch $175

6. Luminox 3000 Series Watch $335

luminox 3000 series watch

Luminox’s high-performance watches make for extremely dependable timepieces. With a rubber strap and white dial, this understated black design has a sporty aesthetic that will work great with all your off-duty ensembles.

Luminox 3000 Series Watch $335

5. Castiglioni Chronograph Watch $328

Castiglioni_Chronograph_Watch- 15 best watches for men under $500

This Castiglioni watch features an easy-to-read black dial with white numbers and indexes. The chronograph movement records up to 60 minutes in 1/10 second increments. Watch is designed by Achille Castiglioni, whose work is featured in the MoMA’s Architecture and Design department, making it a true piece of contemporary art.

Castiglioni Chronograph Watch $328

4. M&Co Watch, 5 O’Clock $135


Another great piece of design featured in MoMA Museum is this M&Co watch. Tibor Kalman, legendary designer of M&Co, is known for pushing the envelope with his designs combining function, wit, and whimsy. With jeweled quartz movements, the 5 O’Clock watch has a brushed stainless steel case and comes with a topstitched calfskin band lined with taupe glove leather.

M&Co Watch, 5 O’Clock $135

3. Denis Guidone Sometimes Watch $140

Watch_Sometimes_Black-15 best watches for men under $500

A true collector’s piece, the Sometimes Watch features elongated colored hands that juxtapose against a black dial and case. The independent movement of the second hand appears out of sync with time, but sometimes, for a moment, all three hands align.

Denis Guidone Sometimes Watch $140

2. Braun x Dieter Rams BN0035 Watch $320


With second, 60-minute and 24-hour chronograph dials and quartz crystal movement, this exquisite Braun x Dieter Rams timepiece exceeds the brand’s company values with panache. The sleek water-resistant design is ideal for everyday wear.

Braun x Dieter Rams BN0035 Watch $320

1. Luminox Recon Pointman Watch $450

luminox recon pointman watch - 15 best mens watches under $500

This Luminox monster ended on the top of our list as an ultimate watch, originally conceived for military reconnaissance missions. It includes a walking speed scale that makes them ideal for orienteering. Even if your hiking is more limited to urban locales, this sturdy canvas-strapped style is sure to make a dynamic addition to your city kit. PayPal is an e-wallet service used for making transactions online, and it’s also considered one of the most popular deposit options used in online casinos.

Luminox Recon Pointman Watch $450

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