Vintage Rolex Pilot Watch — February 2026

Curated selection of Vintage Rolex Pilot Watch pulled from our shop in February 2026. Explore listings, transparent pricing, and merchant details in one place.

[NO RESERVE] ROLEX | AIR-KING, REF.5500, A STAINLESS STEEL WRISTWATCH AND BLACK GILT DIAL, CIRCA...

$767.91$959.89

40’s Rolex Oyster Wwii Majetek Pilot, Cut-line Cushion, Mercedes

$4200.00$5250.00

Rolex Lever Laco Aviator Luftwaffe Pilots WW2 Old Swiss Silver Chronometer Watch

$1607.74$2009.68

Mens Rolex Precision Air-King 5500

$2145.70$2682.12

Vintage Rolex Air-King 14000

$3760.00$4700.00

Rolex Men's GMT-Master 1675 Pepsi Watch

$10259.20$12824.00

Rolex Air King 126900

$7400.00$9250.00

Rolex GMT Master 16753 "Root Beer Mens" Watch

$7599.98$9499.98

Vintage Rolex GMT-Master Black 1675 Stainless Steel Watch, Used, Mens | Bob's Watches

$11596.00$14495.00

Rolex Vintage 1960s GMT-Master Pepsi Gloss Gilt Stainless Steel

$39160.00$48950.00

Mens Rolex GMT Master II 16710

$9199.99$11499.99

1978 Rolex GMT-Master 18K YG (Ref. 1675) Black Dial

$31600.00$39500.00

Rolex Stainless Steel Air-King ref# 5500 Custom Snoopy circa 1970

$3720.00$4650.00

*1985 Men's Rolex 40mm GMT Vintage Master 18K Gold / Stainless Steel Two Tone Watch with Black Bezel and Black Dial. (Pre-Owned Box/Paper 16753)

$14396.00$17995.00

Rolex Air King 34mm 14000 Mens Blue Dial Stainless Steel

$3440.00$4300.00

Scarce Rolex 4125 King Of Wings 1942 Wwii 35mm Steel Watch

$7599.96$9499.95

Rolex Stainless Steel Air-king With Custom Orange Dial Circa 1970's

$3200.00$4000.00

SOLD - Rolex GMT-Master 16750 Stainless Steel 1980 B&P *Just Serviced

$15120.00$18900.00

Vintage Rolex Gmt Master 6542 Extremely Rare Tropical Gilt Dial 39mm

$43999.20$54999.00

Rolex Daytona Stainless Steel Mens Dial 116520

$24632.00$30790.00

Rolex Oyster Victory Manual Wrist Watch

$7372.00$9215.00

Rolex Stainless Steel Air-king With Custom Orange Dial 1970's

$4080.00$5100.00

1958 Rolex 4925 Precision 34mm Military Dial Manual Wind Mens Swiss

$2320.00$2900.00

Rolex GMT-Master Stainless Steel Black Dial 1675

$7720.00$9650.00

1979 Rolex GMT-Master Nipple Dial 'Rootbeer' Ref. 16753

$15599.10$19498.88

Rolex GMT-Master 16750 c. 1982 CPO Warranty

$9744.62$12180.77

Vintage 1940's Rolex Bubble Back Gold Hooded Lugs And Bezel Ref 3065

$5599.20$6999.00

Rolex Speedking 6057 30mm, Silver Arabic Numeral dial, Stainless Steel Black Leather Strap, Unisex Used Watch

$3400.00$4250.00

Rolex GMT-Master Vintage Black Nipple Dial 1675

$10343.45$12929.31

Rare Vintage Rolex GMT Master Steel 40mm Black Chapter Ring Watch 6542 Year 1959

$27120.00$33900.00

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