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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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Pre-Owned Rolex GMT-Master II 126710BLRO Ceramic Pepsi
Rolex GMT-Master
126710
40MM Stainless Steel, Jubilee Band
Pepsi Ceramic Bezel, B&P (2020)
Rolex Yacht-Master 16628 18k Yellow Gold
Rolex Yacht-Master
16628
40MM 18k Yellow Gold, Oyster Band
White Luminova Dial, Rolex Box (1999)
Rolex GMT- Master II 116719 Ceramic 'Pepsi' Bezel
Rolex GMT-Master
116719
40MM 18k White Gold, Pepsi Bezel
Black Dial, Rolex Papers (2015)
Rolex Daytona 116509 White Gold
Rolex Daytona
116509
Diamond Pave Arabic Dial
40MM 18k White Gold, B&P (2007)
Rolex President 228235 Everose Gold
Rolex Day-Date
228235
Olive Green Roman Dial
40MM 18k Everose Gold, B&P (2022)
PreOwned Rolex Day-Date 40MM President 228238
Rolex Day-Date
228238
40MM 18k Yellow Gold, Fluted Bezel
Diagonal Motif Dial, B&P (2020)
Rolex Day-Date 36 Ref 128345 Rainbow Dial
Rolex Day-Date
128345
Diamond Pave Rainbow Dial
36MM 18k Everose Gold President
Rolex Sky-Dweller 326139 Ivory Dial
Rolex Sky-Dweller
326139
42MM 18k White Gold, Leather Strap
Ivory Roman Dial, B&P (2017)
Rolex Day-Date 118206 Platinum
Rolex Day-Date
118206
36MM Platinum, Glacier Blue Dial
Diamond Hour Markers, B&P (2008)
Rolex Day-Date 118208 Yellow Gold Oyster
Rolex Day-Date
118208
Mens Champagne Diamond Dial
36MM 18k Yellow Gold, B&P (2005)
Rolex Day-Date 36 Ref 128348 18k Yellow Gold
Rolex Day-Date
128348
Mother of Pearl Diamond Dial
36MM 18k Yellow Gold, B&P (2023)
Rolex Day-Date 18138 18k Yellow Gold
Rolex Day-Date
18138
Myriad Roman Diamond Dial
36MM 18k Yellow Gold, B&P (1985)
Rolex Submariner 16618 Yellow Gold
Rolex Submariner
16618
18k Yellow Gold Case
40MM Black Bezel, B&P (2002)
Rolex Yacht-Master 126655 18k Everose Gold
Rolex Yacht-Master
126655
40MM 18k Everose Gold, Black Dial
Oysterflex Rubber Strap, B&P (2021)
Rolex Submariner 126619LB
Rolex Submariner
126619
41MM 18k White Gold, Blue Bezel
Black Chromalight Dial, B&P (2023)
Rolex Daytona 116519 Oysterflex Strap
Rolex Daytona
116519
40MM 18k White Gold, Oysterflex Band
Steel Chromalight Dial, B&P (2018)
Rolex Day-Date 118238 White Roman Dial
Rolex Day-Date
118238
36MM White Roman Dial, Fluted Bezel
18k Yellow Gold, Rolex Box (2001)
Pre-Owned Rolex Yacht-Master 16628
Rolex Yacht-Master
16628
40MM 18k Yellow Gold, Oyster Band
White Dial, Timing Bezel (1993)
Rolex Daytona 116515 Rose Gold
Rolex Daytona
116515
Chocolate Arabic Dial
40MM 18k Everose Gold, B&P (2019)
Rolex Sky-Dweller 326135 Rose Gold
Rolex Sky-Dweller
326135
Chocolate Arabic Dial
42MM 18k Everose Gold, B&P (2013)
Rolex GMT- Master II Ref 116719 White Gold Oyster Pepsi
Rolex GMT-Master
116719
Blue & Red Pepsi
40MM 18k White Gold, B&P (2018)
Rolex Datejust 126283 Steel & 18k Gold
Rolex Datejust
126283
36MM Steel & 18k Gold, Diamond Bezel
Champagne Diamond Dial, B&P (2019)
Rolex President Day-Date 40 228349 White Gold
Rolex Day-Date
228349
40MM 18k White Gold, Diamond Bezel
Olive Green Roman Dial, B&P (2023)
Rolex Day-Date President 18038 Wood Dial
Rolex Day-Date
18038
Wood Dial, 36MM 18k Yellow Gold
President Bracelet, B&P (1986)
Used Rolex Submariner 16618 Yellow Gold
Rolex Submariner
16618
40MM 18k Yellow Gold, Oyster Band
Blue Dial & Bezel, Rolex Box (1999)
Rolex Submariner 116618 Black Dial
Rolex Submariner
116618
40MM 18k Yellow Gold, Automatic
Black Dial & Bezel, B&P (2018)
Rolex Daytona 116500 Black Dial
Rolex Daytona
116500
40MM Stainless Steel, Oyster Bracelet
Black Ceramic Bezel, B&P (2022)
Ladies Rolex Datejust 279178 18k Yellow Gold
Rolex Datejust
279178
Silver Diamond Star Dial, Automatic
28MM 18k Yellow Gold, B&P (2023)
Rolex Submariner Yellow Gold 126618
Rolex Submariner
126618
41MM 18k Yellow Gold, Oyster Band
Black Chromalight Dial, B&P (2023)
Rolex Day-Date 118235 18k Everose Gold
Rolex Day-Date
118235
36MM 18k Everose Gold, Fluted Bezel
Rose Roman Dial, B&P (2000)
Pre-Owned Rolex Yacht-Master II Ref 116680
Rolex Yacht-Master
116680
44MM Stainless Steel, Oyster Band
Blue Ceramic Bezel, B&P (2016)
Rolex Platinum President 118346 Diamond Dial & Bezel
Rolex Day-Date
118346
36MM Platinum, Diamond Bezel
Silver Diamond Dial, B&P (2006)
Rolex Daytona 116515 Everose Gold
Rolex Daytona
116515
Eversose Gold on Oysterflex Strap
40MM Black Dial, B&P (2018)
Pre-Owned Ladies Rolex Datejust 278384 Stainless Steel
Rolex Datejust
278384
31MM Stainless Steel, Diamond Bezel
Azzurro Blue Floral Motif, B&P (2024)
Pre-Owned Rolex Daytona 116528 Black Dial Watch
Rolex Daytona
116528
40MM 18k Yellow Gold, Oyster Band
Black Superluminova Dial, B&P (2002)
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 16808 18K Yellow Gold
Rolex Submariner
16808
Champagne Serti 16808
40MM 18k Gold, Rolex Box (1981)
Rolex Day-Date II Ref 218349 18k White Gold
Rolex Day-Date
218349
41MM 18k White Gold, President Band
Silver Diamond Dial, B&P (2015)
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 Daytona 116509 Black Mother of Pearl
Rolex Daytona
116509
40MM 18k White Gold, Oyster Band
Roman MOP Dial, B&P (2006)
Used Rolex Submariner 18k Gold Model 16618
Rolex Submariner
16618
40MM 18k Yellow Gold, Timing Bezel
Blue Dial, Oyster Band (2005)
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 218238 18k Yellow Gold
Rolex Day-Date
218238
Black Arabic Dial
41MM 18k Yellow Gold, B&P (2010)
Vintage Rolex 1665 Sea Dweller
Rolex Sea-Dweller
1665
40MM Vintage Matte Black Dial, B&P
Stainless Steel Oyster, Circa 1978
Rolex GMT Master II 16718 Jubilee 18K Yellow Gold
Rolex GMT-Master
16718
40MM Black Dial
18k Yellow Gold Oyster, B&P (2006)
1 - 45 of 88 results
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