Best Luxury Watches Under $5,000
Watches can come in at all different price points, from a $10 quartz to a $1,000,000+ Grand Complication. Luxury watches under $5,000 is a great spot to start for new collectors just beginning to navigate the world of horology. This price point provides access to iconic brands, well-respected movements, and a variety of complications – without the steep cost of ultra-luxury or rare vintage pieces. Whether you’re looking for sporty, dressy, or something in between, there are plenty of options available. Here’s our breakdown of the top pre-owned luxury watches under $5,000.
Key Takeaways
- Luxury pre-owned watches under $5,000 are a great starting point for new collectors.
- Watches at this price point often feature mechanical movements, chronograph or GMT complications, and high-end finishing.
- There 10 standout pre-owned models under $5,000 from top-tier brands including Grand Seiko, Tudor, IWC, and Omega.
- This price tier offers strong brand recognition, quality craftsmanship, and long-term wearability.
Our Top Watches Under $5,000
There is a mix of brands and models in the under $5,000 price point for watches. These are 10 of our current favorite mens watches under $5,000, in no particular order. This list can continue to grow as there are quite a few brands and models and it can be hard to narrow it to just 10. These pre-owned selections combine brand recognition, movement quality, and unique design elements. All ten models are available as of this writing and chosen to reflect a range of tastes and functions.
1. Breitling Endurance Pro X82310A41B1S1
A lightweight quartz chronograph designed for active lifestyles, the Breitling Endurance Pro features a bold colorway and thermo-compensated SuperQuartz movement for unmatched accuracy. The 44mm case is made of Breitlight—a proprietary material that’s lighter than titanium and exceptionally durable. This is a standout sports watch for anyone who values comfort, performance, and flair.
Current Pre-Owned Pricing: $2,200–$2,500
Shop Pre-Owned Breitling Endurance Pro
2. Cartier Pasha Seatimer Chronograph W31088U2
Sporty yet refined, the Cartier Pasha Seatimer Chronograph is as distinctive as it is versatile. This steel-cased model features a bold round case, screw-down crown cap, and three-register chronograph functionality. It brings the elegance of Cartier design to a rugged, sport-ready silhouette—perfect for those who want a luxury piece with both function and flair.
Current Pre-Owned Pricing: $4,800–$5,000
3. Omega Speedmaster Date 3513.20.00
An accessible way to own a piece of Speedmaster heritage, this chronograph features a 39mm stainless steel case and crisp white dial with red accents. It delivers the look and feel of the legendary Moonwatch in a slightly smaller, more versatile format—great for daily wear or entry into the Omega world.
Current Pre-Owned Pricing: $2,800–$3,100
Shop Pre-Owned Omega Speedmaster Olympic
4. Oris Divers Sixty-Five Chronograph 01 771 7744 4354-07 5 21 45
This retro-inspired diver’s chronograph features a vintage look with modern specs. The bi-compax layout, domed crystal, and classic bezel design nod to 1960s diving culture. With solid water resistance and an automatic movement, this Oris is a compelling value for those seeking a blend of utility and style.
Current Pre-Owned Pricing: $2,600–$2,900
Shop Pre-Owned Oris Divers Sixty-Five
5. IWC Pilot’s Watch IW3240-06
Inspired by cockpit instruments and aviation heritage, this IWC Pilot’s Watch has a utilitarian matte black dial, bold Arabic numerals, and strong anti-magnetic protection. At 39mm, it balances legibility and elegance, making it suitable for everything from jeans to jackets.
Current Pre-Owned Pricing: $3,700–$4,000
Shop Pre-Owned IWC Pilot’s Watch
6. Tudor Black Bay Fifty-Eight 79030B-0002
The Black Bay Fifty-Eight is Tudor’s answer to collectors seeking a modern dive watch with vintage soul. This reference features a 39mm case, blue bezel and dial, and Tudor’s in-house automatic movement. With its slim profile and strong resale value, it remains a top contender in the under $5K range.
Current Pre-Owned Pricing: $3,700–$4,000
Shop Pre-Owned Tudor Black Bay Fifty-Eight
7. Gevril Tribeca Chronograph A508ANAA-AN-BMA5
For those drawn to the aesthetic of vintage racing chronographs, the Gevril Tribeca offers iconic styling at a fraction of the price. This Seillita-powered model captures the spirit of the Daytona while offering modern reliability. Its high inventory makes it a strong candidate for value-focused buyers.
Current Pre-Owned Pricing: $4,400–$4,700
8. Panerai Luminor Power Reserve PAM00241
Known for its bold case shape and functional dial layout, this Panerai Luminor adds a power reserve indicator at 5 o’clock. With its sandwich dial, cushion-shaped case, and distinctive crown guard, this is a great way to experience Panerai’s iconic design language at a manageable size.
Current Pre-Owned Pricing: $4,800–$5,100
Shop Pre-Owned Panerai Luminor
9. Grand Seiko Sport GMT SBGJ237
A sophisticated sports watch with international appeal, the SBGJ237 houses Grand Seiko’s innovative Spring Drive GMT movement. The blue and white rotating bezel complements the dial’s high-quality finish. It’s an ideal choice for travelers who appreciate precision and polish.
Current Pre-Owned Pricing: $4,700–$5,000
Shop Pre-Owned Grand Seiko GMT
10. M.A.D. Edition 1 by MB&F M.A.D.1 Green
A rare opportunity to own a piece from MB&F’s more accessible M.A.D. division, the M.A.D.1 Green is visually striking and mechanically fascinating. The lateral time display and wild rotor design make this a conversation starter for enthusiasts and design fans alike.
Current Pre-Owned Pricing: $4,800–$5,100
Final Thoughts
The world of pre-owned luxury watches under $5,000 is diverse, exciting, and full of opportunity. Whether you’re seeking your first serious timepiece or adding variety to a growing collection, the watches above represent excellent choices across categories and complications. Each model offers a unique entry into the horological world—and all at a price point that makes collecting more accessible than ever.
No matter your price point, there is a watch to fit your style. The world of watches is vast and this list is just the start of some of the best luxury watches under $5,000. Not quite sure what you’re looking for? Shop the entire collection of under $5,000 luxury watches available at The 1916 Company.
Please note that this list is updated and based on pricing available on the secondary market in March 2025.