facebook pixel
Free 1-Day Shipping close
  • Watch Certification Services of America100% Certified Authentic


    The Trusted Name in Authenticated Luxury Timepieces

    Every watch on our site is 100% certified authentic by WatchCSA, the industry's leading independent authority on watch authentication.


Watches Under $5,000

Watches Under $5k

Watches Under $5k

You do not always have to spend a lot of money to get a fantastic luxury watch. Offerings from many of the world's top brands can be found for well under $5k on the pre-owned market, and there are a number of vintage and discontinued models that represent some of the best value for the money in the entire luxury watch industry.

Whether you are buying a watch for him, for her, or even just for yourself, there are countless fantastic options that can all be purchased for a fraction of the price of the more costly options that are currently available. Additionally, just like all luxury watches, these value-packed offers are crafted from the finest materials and built to last a lifetime.

Shop for Watches Under $5,000 Below

Per Page
Sort By

Tudor Prince Oysterdate 75205 Champagne Index, 34MM Case
Brown Leather Strap, Tudor Box

Mens Tudor Black Bay Blue 79030B Blue Dial & Bezel, 39MM Model
Steel Oyster Rivet, B&P (2020)

Rolex Cellini Ivory Jubilee 5116 18k Yellow Gold, Leather Strap
Ivory Jubilee Roman Dial, Box

Vintage Heuer Montreal 110.503NC Red Pulsations Scale, Men's
"Stefan Beloff", Leather

Breitling Premier A45340 Silver Dial, Steel & Rose Gold
Brown Leather Strap, B&P

Oris Big Crown Timer Black Arabic Dial, 46MM Case
Brown Leather Strap, B&P

Tissot T-Gold Classic Rose Gold Black Dial, Steel & Rose Gold
Black Leather Strap, B&P

Mens Tissot PRS 516 Black Carbon Black Carbon Dial, 45MM Steel Case
Black Leather Strap, B&P

Mens Breitling Super Avenger Blue DLC-Coated Titanium Case, 48MM
Blue Arabic Dial, B&P (2018)

Vintage Rolex Cellini Silver 4113 18K White Gold Case, 24x36MM
Black Leather Strap (1987)

Used Tudor Prince Oysterdate 9050 Vintage Stainless Steel Model
Leather Band, 34MM Case

Mens Used Tudor Black Bay 79830RB Stainless Steel, Red & Blue Bezel
Leather Strap, 41MM, B&P (2019)

Mens Tudor Black Bay Blue 79230B Snowflake Hands, Blue Bezel
Stainless Steel, Tudor Box

Tudor Glamour Double Date Ref. 57000, Grey Dial
Leather Band, Tudor Box

Oris Big Crown X1 Calculator Black Arabic Dial, 46MM Case
Grey PVD Plated Steel, B&P

Mens Oris Big Crown ProPilot Blue Blue Arabic Dial, 45MM Model
Stainless Steel, B&P

Mens Tissot Couturier Black Black Dial, 43MM Case
Stainless Steel, B&P

Pre-Owned Cartier Ronde Solo De W6700155, Roman Numeral Markers
Silver Dial, Black Leather Strap

Omega De Ville Prestige Silver MId-Size 34.7MM Steel & Gold
Silver Index Dial, B&P (2006)

Oris Big Crown Limited Edition 40MM Case, Steel Arabic Dial
Brown Leather Band, B&P

Mens Oris Artix Date Silver Silver Dial, Stainless Steel
42MM Exhibition Caseback, B&P

Omega De Ville Prestige Brown Brown Dial, 18 Red Gold Bezel
Stainless Steel Bracelet, B&P

Mens Tudor Fastrider Black 42000 42MM Black Arabic Dial
Stainless Steel Bracelet

Used Ladies Rolex Datejust 6517 Red Leather Strap,18k Yellow Gold
26MM Champagne Index Dial (1965)

Rolex Oyster Perpetual Silver 1003 Silver Dial Model, 34MM Steel Case
Brown Leather Strap (1967)

Womens Rolex Cellini White 6621 18K Yellow Gold, White Roman Dial
Ostrich Leather Strap (1987)

Tudor Heritage 79230DK Black Dial, 41MM Steel Case
Black Bay Model, Tudor Box

Pre-Owned Breitling Superocean Mens 46MM Stainless Steel Model
Black Index Dial, B&P (2011)

Tissot Bridgeport Silver Silver Roman Dial, 42MM Case
Stainless Steel & Yellow Gold, B&P

Tissot Bridgeport Silver Silver Dial, Steel & Rose Gold
Brown Leather Bracelet, B&P

Cash wire prices shown. Prices may be higher if other payment methods are selected.*

"The most trusted place to buy or sell a used luxury timepiece" – WSJ

  • AWCI
  • Jewelers Board of Trade
  • IWJG
  • TrustLock
  • Spirit of Enterprise
  • PayPal Verified
  • Inc 500
  • FedEx
  • UPS
  • The Hartford
Are you on the list? Subscribe for the latest Rolex news

Bob's Watches is an independent watch dealer and is not sponsored by, associated with and/or affiliated with Rolex, or any other brand listed. Bob's Watches only sells pre-owned watches and provides its own warranties on the watches it sells. Rolex Datejust, Rolex Day Date President, Submariner, Presidential, Explorer, Sea Dweller, Super President, GMT Master, GMT, YachtMaster, Prince, Milgauss, MasterPiece, Air King, Cosmograph Daytona, and PearlMaster, etc are all registered trademarks of the Rolex Corporation. All brands including Brequet, Cartier, Audemars Piguet, Patek Philippe, Ulysse Nardin, Breitling and Omega, etc are trademarks of their respective owners.