Best Rolex Watches Under $20,000
There are 61 Rolex watches available under $20,000, ranging from the Oyster Perpetual 36 at $6,550 to the Sea-Dweller at $19,450. We've ranked them by flip potential score to help you find the best value in this price range. The top three picks — the Submariner Date, Submariner Date, and Submariner — stand out for their combination of market demand and value retention.
Detailed Rankings
The Submariner Date (Ref. 116610LN) is a dive watch priced at ~$14,500 (market value) retail. On the secondary market, it trades at 59% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Submariner Date (Ref. 116610LV) is a dive watch priced at ~$21,000 (market value) retail. On the secondary market, it trades at 120% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Submariner (Ref. 114060) is a dive watch priced at ~$14,000 (market value) retail. On the secondary market, it trades at 73% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Cosmograph Daytona (Ref. 116500LN) is a chronograph priced at ~$31,000 (market value) retail. On the secondary market, it trades at 113% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Cosmograph Daytona (Ref. 116520) is a chronograph priced at ~$24,000 (market value) retail. On the secondary market, it trades at 94% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The GMT-Master II (Ref. 116710BLNR) is a gmt / travel watch priced at ~$18,000 (market value) retail. On the secondary market, it trades at 86% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The GMT-Master II (Ref. 116710LN) is a gmt / travel watch priced at ~$15,000 (market value) retail. On the secondary market, it trades at 62% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Sea-Dweller (Ref. 116600) is a dive watch priced at ~$18,000 (market value) retail. On the secondary market, it trades at 59% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The Milgauss (Ref. 116400GV) is a everyday watch priced at ~$14,000 (market value) retail. On the secondary market, it trades at 51% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
The GMT-Master II (Ref. 126710BLRO-Oyster) is a gmt / travel watch priced at ~$21,500 (market value) retail. On the secondary market, it trades at 103% above retail, indicating strong collector demand. With a flip potential score of 9/10, it's one of the stronger investment picks in this price bracket.
All 61 Rolex Watches Under $20,000
Rolex
Submariner Date
Ref. 116610LN
Rolex
Submariner Date
Ref. 116610LV
Rolex
Submariner
Ref. 114060
Rolex
Cosmograph Daytona
Ref. 116500LN
Rolex
Cosmograph Daytona
Ref. 116520
Rolex
GMT-Master II
Ref. 116710BLNR
Rolex
GMT-Master II
Ref. 116710LN
Rolex
Sea-Dweller
Ref. 116600
Rolex
Milgauss
Ref. 116400GV
Rolex
GMT-Master II
Ref. 126710BLRO-Oyster
Rolex
Cosmograph Daytona
Ref. 126500LN
Rolex
GMT-Master II
Ref. 126710BLRO
Rolex
Cosmograph Daytona
Ref. M126500LN-0001
Rolex
GMT-Master II
Ref. M126710GRNR-0003
Rolex
GMT-Master II
Ref. M126711CHNR-0002
Rolex
GMT-Master II
Ref. M126720VTNR-0001
Rolex
Explorer II
Ref. 216570
Rolex
Submariner Date
Ref. 126610LV
Rolex
GMT-Master II
Ref. 126710BLNR
Rolex
Submariner
Ref. M124060-0001
Rolex
GMT-Master II
Ref. M126710GRNR-0004
Rolex
Submariner Date
Ref. 126610LN
Rolex
Explorer
Ref. 124270
Rolex
Sea-Dweller
Ref. M126603-0001
Rolex
Yacht-Master 42
Ref. M226627-0001
Rolex
Cosmograph Daytona
Ref. 6263
Rolex
Submariner
Ref. 5513
Rolex
Submariner Date
Ref. 1680
Rolex
GMT-Master
Ref. 1675
Rolex
Submariner Date
Ref. 16610
Rolex
GMT-Master II
Ref. 16710
Rolex
Cosmograph Daytona
Ref. 16520
Rolex
Explorer
Ref. 1016
Rolex
Submariner
Ref. 5512
Rolex
Datejust 41
Ref. 126334
Rolex
Sky-Dweller
Ref. 336934
Rolex
Explorer II
Ref. M226570-0001
Rolex
Air-King
Ref. M126900-0001
Rolex
Explorer II
Ref. M226570-0002
Rolex
Sea-Dweller
Ref. M126600-0002
Rolex
Rolex Deepsea
Ref. M136660-0005
Rolex
Rolex Deepsea
Ref. M136660-0006
Rolex
Submariner Date
Ref. M126613LB-0002
Rolex
Datejust 41
Ref. M126300-0001
Rolex
Yacht-Master 40
Ref. M126621-0002
Rolex
Datejust 41
Ref. M127334-0001
Rolex
Datejust 36
Ref. M126234-0051
Rolex
Explorer
Ref. M124273-0001
Rolex
Explorer
Ref. M124270-0001
Rolex
Submariner Date
Ref. M126613LN-0002
Rolex
Datejust 41
Ref. M126331-0016
Rolex
Datejust 36
Ref. M126233-0039
Rolex
Datejust 31
Ref. M278271-0006
Rolex
Yacht-Master 40
Ref. M126622-0001
Rolex
Datejust 31
Ref. M278274-0018
Rolex
Oyster Perpetual 41
Ref. M134300-0006
Rolex
Oyster Perpetual 41
Ref. M124300-0001
Rolex
Datejust 36
Ref. M126234-0015
Rolex
Yacht-Master 37
Ref. M268622-0002
Rolex
Oyster Perpetual 36
Ref. M126000-0015
Rolex
Oyster Perpetual 36
Ref. M126000-0006
Frequently Asked Questions
What is the best Rolex watch under $20,000?
Based on our flip potential analysis, the Submariner Date (Ref. 116610LN) ranks highest with a score of 9/10. It is priced at ~$14,500 (market value) and trades at $14,500 on the secondary market.
How many Rolex watches are available under $20,000?
There are currently 61 Rolex models priced under $20,000 at retail, spanning Dive Watch, Chronograph, GMT / Travel Watch, Everyday Watch, Field Watch, Sport Watch, Dress Watch, and Complication categories.
Which Rolex watch under $20,000 holds its value best?
The Submariner Date currently shows the strongest value retention among Rolex watches under $20,000, trading at 119.9% above its price of ~$21,000 (market value).
Are Rolex watches under $20,000 a good investment?
38 out of 61 Rolex models under $20,000 (62%) currently trade above their retail price on the secondary market. As with all watches, past performance doesn't guarantee future returns, but models with high flip potential scores tend to maintain stronger market positions.