If you’re looking to get the best value for money, watches priced between $2000 and $5000 are a great place to start looking. They’re more than just a practical investment. Imbued with quality materials and fine finishes, watches in this price bracket are also emotional investments that often serve the wrist for years and years to come. Browse manufacturers like Omega, Rolex and IWC if you’re looking for a pre-owned watch under $5000, or stretch to the top end of your budget to own a timepiece from British watchmaker, Bremont or innovators of the iconic Reverso watch – Jaeger-LeCoultre. Let’s take a look at the best options right now on both on the second-hand and new market.

You get a whole lot of watch for this Bremont price tag. For under $5000 you get to enjoy the British watchmaker’s Trip-Tick case technology which features a 3-piece case construction crafted from scratch-resistant DLC-treated stainless steel. The black metal dial with Super-LumiNova numbers and blue hands is surrounded by a bidirectional Roto-Click bezel which can be operated via the crown located at 4 o’clock. Together with a 100-meter water resistance, the scratch-resistant sapphire crystal glass lens enhances a rugged and durable design for wearing in all outdoor conditions. You also get an impeccably crafted modified Calibre 11 self-winding movement, which features a 38-hour power reserve and a beautifully decorated rotor.

This charming timepiece is, as its namesake suggests, a classic for all occasions. Its universally appealing rectangular-shaped case is an iconic design that has been loved all over the world since the 1930’s when JLC created the design in response to Polo players in need of an accurate tool to withstand the nature of the sport. This Reverso Classic priced at under $5000 is a timeless design that will fit on the male or female wrist. Blued steel hands communicate superbly with a matching blue coloured leather band. Its revisited dial boasts clean lines with a set of crisp numerals for easy timekeeping. This quartz-powered watch is a versatile companion for work, pleasure, and travel. 

This TAG Heuer Carrera chronograph is packed full of innovative features to keep you on time every day and in control of an on-the-go lifestyle. It features the classic 3-6-9 chronograph dial and luminous hands powered by the impeccable Calibre 16, which takes care of a day and date feature at 3 o’clock. A tachymeter scale on the black-coated bezel can be used in conjunction with the chronograph features to enable you to measure distance travelled by speed. This 42mm stainless steel model is completed on a rugged steel bracelet with folding clasp, enabling it to pair up as a stylish accessory by night.

For under $5000 you can pick up a pre-owned Luminor Marina watch from Panerai. This one is complete with a modified Calibre OP III Automatic movement based on the 7750-P1. The hard-working engine, which sits inside a 40mm steel case, provides you with a 42-hour power reserve. The small second sub-dial at 9 o’clock is a characteristic look of the Luminor Marina watch as is the large crown protector at 3 o’clock, secured onto the side of the watch’s cushion-shaped case. A date window at 3 o’clock is enlarged underneath a cyclops lens. A fold-over clasp will keep this 300-meter water-resistant watch secured comfortably to the wrist for wearing to those occasions where first impressions really count.

The Portofino watch from IWC Schaffhausen has been a favourite for over three decades. The models from this collection have very purist designs. Even chronograph iterations like this Portofino watch exude a horological complexity that balances perfectly with a visually appealing layout. The chronograph counters are displayed at 12, 6, and 9 o’clock against a rich black dial. The day-date feature at 3 o’clock is made clearly visible thanks to the numerals having been cleverly placed against a striking white background. This 41mm men’s pre-owned watch priced at under $5000 is completed on a soft black leather strap which makes dressing it with relaxed attire at the weekend easy.

If you’re in the market for a statement piece, you won’t find a more iconic timepiece than the Omega Speedmaster Professional. You can find pre-owned models that cost less than $5000. This Moonwatch combines a classic with sporty style inside a design that is revered the world over for its involvement in NASA’s Apollo missions. A black chronograph dial is surrounded by the instantly recognisable black tachymeter scale on the watch’s 40mm bezel. The polished stainless steel push-pieces at 2 and 4 o’clock on the case make it easy to operate the chronograph functions. This Omega Speedmaster watch pays homage to the brand’s involvement within the aerospace industry as well as their horological expertise in crafting expert timekeeping tools for professionals.

The Rolex Oyster Perpetual is a symbol of universal style. This classic blue dial version can be purchased under $5000 from the pre-owned market and features a no-date dial design. The hour markers around the periphery of the dial are represented in stick markers with luminescent coating, as are the central hands. The Rolex watch features the iconic Rolex Crown logo at 12 o’clock and comes compete on a 3-link Oyster Perpetual bracelet with a refined folding clasp. Despite the simplicity of this design, the Rolex Oyster Perpetual watch is a stylish statement that is designed with scrupulous attention-to-detail and built on foundations of quality and reliability.