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Vintage Rolex

Popular Vintage Rolex Watches

Vintage Rolex watches are some of the most valuable and desirable timepieces in the entire world. The market has seen values surge with Phillips, Sotheby's, and Christie's auction houses reporting record prices on historic watches. For example, a Rolex Daytona Paul Newman sold for over $17 million in 2017. All of our vintage timepieces are 100% genuine and come with a lifetime authenticity guarantee.

Rolex 1680Used RolexRolex 1675

Meet the Bob's Watches Vintage Rolex Director
Rolex GMT-Master 16750 Pepsi Bezel Insert

Rolex GMT-Master 16750
Vintage 40MM Red & Blue Pepsi
Steel Oyster Band, Rolex Box (1982)

  • $ 17,495 Buy
  • Get Quote Sell
Vintage Rolex Datejust 1601

Rolex Datejust 1601
Pre-Owned Champagne Sigma Dial
36MM Two Tone Oval Jubilee (1974)

  • $ 5,595 Buy
  • Get Quote Sell
Rolex Date 1503 Yellow Gold

Rolex Date 1503
Pre-Owned Mens "Sigma" Dial
34MM Yellow Gold Jubilee (1978)

  • $ 9,995 Buy
  • Get Quote Sell
Rolex Oyster Perpetual 1002 Gold

Rolex Oyster Perpetual 1002
Pre-Owned 34MM 14k Yellow Gold
Smooth Bezel, Champagne Dial (1966)

  • $ 5,495 Buy
  • Get Quote Sell
Vintage Rolex Submariner 16800 Faded Bezel Insert

Rolex Submariner 16800
Vintage Matte Black
40MM Stainless Steel, Circa 1984

  • $ 14,995 Buy
  • Get Quote Sell
Rolex Datejust 1625 Steel & Gold Thunderbird

Rolex Datejust 1625
Pre-Owned Thunderbird
36MM Steel & Yellow Gold (1963)

  • $ 5,495 Buy
  • Get Quote Sell
Pre-Owned Rolex Datejust 1601 Silver Dial

Rolex Datejust 1601
"SIGMA" Silver Dial
36MM Stainless Steel Oyster (1973)

  • $ 5,295 Buy
  • Get Quote Sell
Rolex Datejust 1601 Vintage

Rolex Datejust 1601
Pre-Owned Silver Dial
36MM Stainless Steel Jubilee (1970)

  • $ 4,995 Buy
  • Get Quote Sell
Men's Rolex Datejust 1601 Silver Dial

Rolex Datejust 1601
Pre-Owned Jubilee Foldover
36MM Stainless Steel (1973)

  • $ 4,995 Buy
  • Get Quote Sell
Vintage Rolex Submariner 1680 Steel Oyster

Rolex Submariner 1680
Vintage Kissing 40 Ghost Bezel
40MM Steel Red Sub, Circa 1970

  • $ 23,995 Buy
  • Get Quote Sell
Mens Vintage Rolex GMT-Master 1675 Pepsi 1

Rolex GMT-Master 1675
Vintage 40MM Red & Blue "Pepsi"
Stainless Steel Oyster, Circa 1978

  • $ 13,995 Buy
  • Get Quote Sell
Vintage Men's Rolex Oyster Perpetual 1005

Rolex Oyster Perpetual 1005
Pre-Owned Champagne Index
34MM 18k Yellow Gold (1959)

  • $ 10,995 Buy
  • Get Quote Sell
Pre-Owned Rolex 40MM Submariner 16800

Rolex Submariner 16800
Pre-Owned Vintage Feet First
40MM Stainless Steel, Circa 1982

  • $ 11,795 Buy
  • Get Quote Sell
Vintage Submariner Rolex 5513

Rolex Submariner 5513
Vintage Meters First Dial
40MM Stainless Steel, Circa 1970

  • $ 19,995 Buy
  • Get Quote Sell
Rolex 5513 Meters First

Rolex Submariner 5513
Vintage Meters First
40MM Stainless Steel, Circa 1969

  • $ 18,995 Buy
  • Get Quote Sell
Vintage Rolex Date 1500 Gold

Rolex Date 1500
Vintage Mens Champagne
34MM 14k Yellow Gold (1966)

  • $ 8,995 Buy
  • Get Quote Sell
Vintage Rolex Pepsi GMT-Master 1675 Black Dial

Rolex GMT-Master 1675
Vintage 40MM Steel Long E Pepsi
Red & Blue Bezel, Circa 1968

  • $ 16,995 Buy
  • Get Quote Sell
Rolex Submariner 5513 Vintage Watch

Rolex Submariner 5513
Vintage Black Dial & Bezel
40MM Stainless Steel, B&P (1984)

  • $ 14,495 Buy
  • Get Quote Sell
Vintage Rolex Submariner 1680 Red

Rolex Submariner 1680
Vintage 40MM Steel Red Sub
Oyster Bracelet, Circa 1972

  • $ 24,995 Buy
  • Get Quote Sell
Vintage Rolex Explorer 1016 Black Arabic Dial

Rolex Explorer 1016
Vintage 36MM Stainless Steel
Black Arabic Dial, Circa 1966

  • $ 26,995 Buy
  • Get Quote Sell
Vintage Rolex Submariner 168000 Stainless Steel

Rolex Submariner 168000
Vintage Stainless Steel
40MM Black Dial, Circa 1987

  • $ 12,995 Buy
  • Get Quote Sell
Mens Vintage Rolex Submariner 5512 Stainless Steel

Rolex Submariner 5512
Vintage Fat Font Bezel, Oyster Band
40MM Stainless Steel, Circa 1971

  • $ 23,495 Buy
  • Get Quote Sell
Vintage Rolex Explorer II "Steve McQueen" 1655

Rolex Explorer II 1655
Vintage Steve McQueen
40MM Steel Oyster, Rolex Box (1984)

  • $ 27,495 Buy
  • Get Quote Sell
Vintage Rolex Explorer 1016 Gilt Tropical Dial

Rolex Explorer 1016
Vintage Gilt Arabic Tropical Dial
36MM Steel Oyster, Rolex Box (1967)

  • $ 18,995 Buy
  • Get Quote Sell
Vintage Rolex GMT-Master 1675 Pepsi Stainless Steel

Rolex GMT-Master 1675
Vintage Stainless Steel Pepsi
40MM Oyster, Circa 1979

  • $ 17,995 Buy
  • Get Quote Sell
Vintage Rolex Oyster Perpetual 6085 Yellow Gold

Rolex Oyster Perpetual 6085
Pre-Owned Engine Turned
34MM 14k Gold, Rolex Box (1962)

  • $ 5,495 Buy
  • Get Quote Sell
Rolex GMT-Master 16753 Two Tone Watch

Rolex GMT-Master 16753
Pre-Owned Black "Nipple" Dial
40MM Steel & Gold Jubilee (1982)

  • $ 11,995 Buy
  • Get Quote Sell
Rolex Date 1500 Silver Dial Oyster

Rolex Date 1500
Vintage Silver Smooth Bezel
34MM Steel Oyster Fold Over (1972)

  • $ 3,995 Buy
  • Get Quote Sell
Pre Owned Rolex Datejust 1630 Two Tone

Rolex Datejust 1630
Pre-Owned Champagne Integral
36MM Stainless Steel & Gold (1975)

  • $ 8,495 Buy
  • Get Quote Sell
Mens Vintage Rolex Sea-Dweller 1665 Great White

Rolex Sea-Dweller 1665
Vintage Great White
40MM Stainless Steel, Circa 1978

  • $ 16,795 Buy
  • Get Quote Sell
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