Luxury Watches (212) 382-2600

Vintage Rolex Watches

Explore our curated collection of vintage Rolex watches for sale. Show more

Why Buy a Vintage Rolex?

  • Historical Design Cues – Gilt chapter rings, pointed crown guards and stepped “pie-pan” dials absent from modern references.
  • Patina-Driven Uniqueness – Creamy tritium lume and “ghost” bezels ensure no two watches age alike.
  • Investment Appeal – Academic study shows luxury watches, led by Rolex, deliver lower volatility than real estate while keeping healthy returns.
  • Mechanical Simplicity – Hand-wound Valjoux 72 or robust 15xx series automatics are watchmaker-friendly for decades of service.
  • Cultural Icon Status – From Cousteau’s Submariner to Newman’s Daytona, provenance fuels demand and long-term value.
Sell My Rolex
45 timepieces · page 2 of 3

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Rolex Oyster Perpetual Date Stainless Steel Watch Jubilee Silver Index Dial 15010 - 1983
Ref. 15010
Rolex Oyster Perpetual Date Stainless Steel Watch Jubilee Silver Index Dial 15010 - 1983
$6,048.90
Rolex Datejust 36mm Two Tone Silver lndex Dial Jubilee 16013 Circa 1987
Ref. 16013
Rolex Datejust 36mm Two Tone Silver lndex Dial Jubilee 16013 Circa 1987
Price on request
Rolex Datejust Turn-O-Graph 16253 Steel/18k Gold 36mm Champagne Dial Circa 1987
Ref. 16253
Rolex Datejust Turn-O-Graph 16253 Steel/18k Gold 36mm Champagne Dial Circa 1987
Price on request
Rolex Lady-Datejust 69178 26mm 18K Yellow Gold Champagne Dial Ladies Watch Complete
Ref. 69178
Rolex Lady-Datejust 69178 26mm 18K Yellow Gold Champagne Dial Ladies Watch Complete
Price on request
Rolex Men's Submariner Date 16610 Stainless Steel 40MM Black Dial Circa 1989 Papers
Ref. 16610
Rolex Men's Submariner Date 16610 Stainless Steel 40MM Black Dial Circa 1989 Papers
Price on request
Rolex Submariner 14060 No-Date Stainless Steel Black Automatic 40mm Watch
Ref. 14060
Rolex Submariner 14060 No-Date Stainless Steel Black Automatic 40mm Watch
Price on request
Sold
Rolex Submariner 1680 Unpolished Stainless Steel Black Dial
Ref. 1680
Rolex Submariner 1680 Unpolished Stainless Steel Black Dial
Sold — ask about similar
Sold
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1966
Ref. 1500
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1966
Sold — ask about similar
Sold
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1970
NWMD02-1
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1970
Sold — ask about similar
Sold
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1975
Ref. 1500
Rolex Date Stainless Steel Silver Dial Vintage Watch 1500 Circa 1975
Sold — ask about similar
Sold
Rolex Datejust 31 Midsize White Dial Stainless Steel Watch Oyster Band 68240
Ref. 68240
Rolex Datejust 31 Midsize White Dial Stainless Steel Watch Oyster Band 68240
Sold — ask about similar
Sold
Rolex President Day-Date 1803 36mm Yellow Gold Leather Strap Vintage Mens Watch
Ref. 1803
Rolex President Day-Date 1803 36mm Yellow Gold Leather Strap Vintage Mens Watch
Sold — ask about similar
Sold
Rolex GMT-Master 40mm PEPSI Black Stainless Steel Watch Blue/Red 16700 Year 1996
Ref. 16700
Rolex GMT-Master 40mm PEPSI Black Stainless Steel Watch Blue/Red 16700 Year 1996
Sold — ask about similar
Sold
Rolex Datejust 31mm 68274 Blue Index Dial Stainless Steel Watch W/G Bezel Circa 1997
Ref. 68274
Rolex Datejust 31mm 68274 Blue Index Dial Stainless Steel Watch W/G Bezel Circa 1997
Sold — ask about similar
Sold
Rolex Datejust 36 Jubilee 16234 Stainless Steel with White Roman Dial Watch 1993
Ref. 16234
Rolex Datejust 36 Jubilee 16234 Stainless Steel with White Roman Dial Watch 1993
Sold — ask about similar
Sold
Rolex Datejust 36mm 16013 Two Tone Champagne Linen Dial Jubilee Circa 1970
Ref. 16013
Rolex Datejust 36mm 16013 Two Tone Champagne Linen Dial Jubilee Circa 1970
Sold — ask about similar

Vintage Rolex Price

The cost of a vtg Rolex in our store ranges from $4,398 to $35,855 depending on the model and condition of the timepiece.

FAQs About Buying a Vintage Rolex

Buying a vintage Rolex watch is an exciting experience, but it also comes with many questions. Below, we address some of the most common concerns to help you make an informed purchase.

1. What qualifies a Rolex as “vintage”?

A Rolex is considered vintage if it is at least 25-30 years old. These watches often feature unique design elements that differ from modern models, such as acrylic crystals, tritium lume dials, and hand-engraved serial numbers. Some of the most sought-after vintage Rolex watches include the Submariner 5513, GMT-Master 1675, and Daytona 6263.

2. How do I know if a vintage Rolex is authentic?

Ensuring the authenticity of a vintage Rolex requires expertise. Our team of specialists meticulously examines each timepiece, verifying:
  •  The serial and reference numbers, matching them with Rolex’s historical records.
  • The originality of the dial, hands, and movement, ensuring no aftermarket modifications.
  • The patina and aging marks, which should be consistent with the watch’s age.
  • The engraving and font styles, as Rolex uses specific techniques that counterfeiters cannot easily replicate.
When buying from Watch My Diamonds, every vintage Rolex comes with a full authentication guarantee, so you can shop with confidence.

3. Why are vintage Rolex watches so expensive?

The value of a vintage Rolex comes from its rarity, condition, and historical significance. Some models, like the Paul Newman Daytona, have reached auction prices of over $1 million due to their desirability among collectors. Additionally:
  • Many vintage Rolex models were produced in limited quantities, increasing demand.
  • Some have unique design quirks that make them more collectible (e.g., "Tropical Dials" that develop a brown patina).
  • The craftsmanship of Swiss-made vintage Rolex watches is legendary, making them a timeless investment.

4. Do vintage Rolex watches hold their value?

Yes, vintage Rolex watches not only hold their value but often increase in worth over time. Rolex’s reputation for quality and exclusivity ensures that well-preserved models are always in demand.

5. Do vintage Rolex watches come with a warranty?

Since Rolex does not provide factory warranties on vintage models, we offer our own comprehensive warranty to ensure peace of mind.

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