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Rolex Over $20,000

Welcome to the Rolex Over $20,000 page at Bob's Watches! Here, you'll find an exceptional collection of Rolex timepieces that represent the pinnacle of luxury and craftsmanship. Our selection includes some of the most coveted and prestigious models, each meticulously verified for authenticity and quality. Whether you're a seasoned collector or seeking a truly special investment piece, our expert buying guides and detailed descriptions will help you make an informed decision. Explore our collection and experience the ultimate in elegance and sophistication with a Rolex over $20,000.

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Rolex Day-Date 40 President 228239 Blue Dial
Rolex Day-Date
228239
40MM 18k White Gold, Fluted Bezel
Blue Roman Numeral Dial, B&P (2022)
Rolex GMT-Master II ref 16718 18k Yellow Gold
Rolex GMT-Master
16718
40MM 18k Yellow Gold, Oyster Band
Black Superluminova Dial, B&P (2002)
Rolex Day-Date 40 228349 White Gold
Rolex Day-Date
228349
40MM 18k White Gold, Diamond Bezel
Diamond Paved Dial , B&P (2023)
Pre-Owned Ladies Rolex Datejust 278384 Stainless Steel
Rolex Datejust
278384
31MM Stainless Steel, Diamond Bezel
Azzurro Blue Floral Motif, B&P (2024)
Rolex GMT-Master II Ref 116718 18k Yellow Gold
Rolex GMT-Master
116718
40MM 18k Yellow Gold, Ceramic Bezel
Black Superluminova Dial, B&P (2007)
Rolex Day-Date President 128239 Blue Diamond Dial
Rolex Day-Date
128239
Blue Vignette Diamond Dial
36MM 18k White Gold, B&P (2024)
Rolex President Day-Date 118348 Yellow Gold
Rolex Day-Date
118348
36MM 18k Yellow Gold, President Band
Champagne Wave Dial, B&P (2008)
Rolex Submariner ref 116618 18k Yellow Gold
Rolex Submariner
116618
40MM 18k Yellow Gold, Automatic
Black Dial & Bezel, B&P (2016)
Rolex Submariner 5512 Vintage
Rolex Submariner
5512
Vintage Maxi Dial & Black Bezel
40MM Stainless Steel, Circa 1979
Rolex Sky-Dweller 326135 Rose Gold
Rolex Sky-Dweller
326135
Chocolate Arabic Dial, Rolex Strap
42MM 18k Everose Gold, B&P (2013)
Rolex Day-Date II President 218238 Yellow Gold
Rolex Day-Date
218238
White Roman Dial, President Band
41MM 18k Yellow Gold, B&P (2013)
Pre-Owned Rolex Submariner 16808
Rolex Submariner
16808
40MM 18k Yellow Gold, Oyster Band
Silver Serti Dial, Rolex Box (1987)
Rolex President Day-Date II Ref 218239 Black Dial
Rolex Day-Date
218239
41MM 18k White Gold, President Band
Black Roman Dial, Rolex Box (2009)
Rolex Day-Date ref 118238 Silver Dial
Rolex Day-Date
118238
36MM 18k Yellow Gold, Silver Dial
President Bracelet, Automatic (2000)
Rolex Submariner 126618 Black Chromalight Dial
Rolex Submariner
126618
41MM 18k Yellow Gold, Oyster Band
Black Chromalight Dial, B&P (2023)
Rolex Vintage Submariner 5512
Rolex Submariner
5512
40MM Black Meters First Dial
Stainless Steel Oyster, Circa 1966
Rolex Sky-Dweller 326235 18k Everose Gold
Rolex Sky-Dweller
326235
White Dial, Oysterflex Band
42MM 18k Everose Gold, B&P (2021)
Rolex GMT-Master II Ref 126715 Root Beer
Rolex GMT-Master
126715
40MM 18k Everose Gold, Oyster Band
Black Chromalight Dial, B&P (2023)
Used Rolex Submariner ref 16618 18k Yellow Gold
Rolex Submariner
16618
40MM 18k Yellow Gold, Oyster Band
Blue Dial & Timing Bezel, B&P (2006)
Rolex Sky-Dweller 336934 Oyster
Rolex Sky-Dweller
336934
Intense White Chromalight Dial
42MM Stainless Steel, B&P (2023)
Rolex Daytona 116506 Platinum
Rolex Daytona
116506
40MM Platinum, Ice Blue Dial
Oyster Bracelet, B&P (2022)
Vintage Rolex Pepsi GMT-Master 1675
Rolex GMT-Master
1675
40MM Black Dial, Pepsi Bezel
Stainless Steel Jubilee, Circa 1966
Rolex Cosmograph Daytona 116503 Black Dial
Rolex Daytona
116503
40MM Steel & Yellow Gold Chronograph
Black Chromalight Dial, B&P (2018)
Vintage Rolex Explorer II Ref 1655 Stainless Steel
Rolex Explorer
1655
Steve McQueen, Matte Black Dial
40MM Stainless Steel, Circa 1972
Rolex Submariner 126619LB 18k White Gold
Rolex Submariner
126619
41MM 18k White Gold Cookie Monster
Blue Ceramic Bezel, B&P (2021)
Rolex Submariner 116618 Black Dial
Rolex Submariner
116618
40MM 18k Yellow Gold, Automatic
Black Dial & Bezel, B&P (2018)
Rolex Day-Date 118208 Oyster
Rolex Day-Date
118208
36MM 18k Yellow Gold, Smooth Bezel
Black Dial, Oyster Bracelet (2000)
Rolex Sea-Dweller 1665 Tropical Dial
Rolex Sea-Dweller
1665
40MM Stainless Steel, Tropical Dial
Oyster Bracelet, Rolex Box (1972)
Rolex GMT- Master II 116719 Ceramic 'Pepsi' Bezel
Rolex GMT-Master
116719
40MM 18k White Gold, Pepsi Bezel
Black Dial, Rolex Papers (2015)
Vintage Rolex GMT-Master 1675 Nipple Dial
Rolex GMT-Master
1675
40MM 18k Yellow Gold, Oyster Band
Black Nipple Dial, Circa 1978
Rolex Day-Date 118235 18k Everose Gold
Rolex Day-Date
118235
36MM 18k Everose Gold, Fluted Bezel
Rose Roman Dial, Rolex Box (2000)
Rolex Submariner 16808 18K Yellow Gold
Rolex Submariner
16808
Champagne Serti Dial, Oyster Band
40MM Yellow Gold, Rolex Box (1981)
Vintage Rolex "Pre-Daytona" Oyster Chronograph 6034
Rolex Daytona
6034
36MM Vintage Pre-Daytona
Stainless Steel Rivet Oyster
Vintage Rolex GMT-Master 1675 Glossy Gilt Dial
Rolex GMT-Master
1675
Stainless Steel American Oval Jubilee
40MM Glossy Gilt Pepsi, Circa 1966
Vintage Rolex Explorer II 1655 Albino GMT Hand
Rolex Explorer
1655
39MM Stainless Steel Steve McQueen
MK II Bezel & MK II Dial (1975)
Vintage Rolex 5512 Submariner No Date
Rolex Submariner
5512
Vintage 40MM Black Dial, Circa 1976
Stainless Steel Oyster Rivet
Rolex Submariner 5513 Glossy Gilt Dial
Rolex Submariner
5513
40MM Black Glossy Dial, Circa 1966
Stainless Steel Rivet Oyster
Vintage Rolex Submariner 5513 Stainless Steel
Rolex Submariner
5513
40MM Black Meters First Dial
Stainless Rivet Oyster, Circa 1964
Vintage Rolex GMT-Master 1675 Glossy Gilt Dial "Pepsi"
Rolex GMT-Master
1675
40MM Steel Oyster Pepsi
Glossy Gilt Dial, Circa 1966
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