Luxury watches under $5000
4782 RESULTS
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![IWC Pilots Chronograph 39mm IW370607](https://cdn.grayandsons.com/s/iwc_pilots_chronograph_39mm_iw370607_w518773_ddc1934ece-w360.jpg.auto)
IWC WatchPilots Chronograph 39mm
$4,950
W518773
![Vacheron Constantin pocket watch 47mm](https://cdn.grayandsons.com/s/vacheron_constantin_pocket_watch_47mm_w519097_a575be5814-w360.jpg.auto)
Vacheron Constantin Pocket Watchpocket watch 47mm
$3,950
W519097
![Baume & Mercier Clifton 43mm 10055](https://cdn.grayandsons.com/s/baume_and_mercier_clifton_43mm_10055_w519099_e768505837-w360.jpg.auto)
Baume & Mercier WatchClifton 43mm
$2,225
W519099
![Cartier Santos 29mm W20011C4](https://cdn.grayandsons.com/s/cartier_santos_29mm_w20011c4_w519077_4dba2ea853-w360.jpg.auto)
Cartier WatchSantos 29mm
$3,450
W519077
![Omega Seamaster 36mm 2552.20.00](https://cdn.grayandsons.com/s/omega_seamaster_36mm_2552_20_00_w518807_9b360731a9-w360.jpg.auto)
Omega WatchSeamaster 36mm
$2,350
W518807
![Rolex Datejust 36mm 16013](https://cdn.grayandsons.com/s/rolex_datejust_36mm_16013_w519072_1db290e493-w360.jpg.auto)
Rolex WatchDatejust 36mm
$4,990
W519072
![Cartier Must de 31mm 1330](https://cdn.grayandsons.com/s/cartier_must_de_31mm_1330_w519067_6e875a1712-w360.jpg.auto)
Cartier WatchMust de 31mm
$2,250
W519067
![Corum Admirals Cup 44mm 985.631.20](https://cdn.grayandsons.com/s/corum_admirals_cup_44mm_985_631_20_w518955_6613adac99-w360.jpg.auto)
Corum WatchAdmirals Cup 44mm
$4,140
W518955
![Omega Seamaster Co-Axial 41mm 231.10.42.21.06.001](https://cdn.grayandsons.com/s/omega_seamaster_co_axial_41mm_231_10_42_21_06_001_w519081_b3bbcd1236-w360.jpg.auto)
Omega WatchSeamaster Co-Axial 41mm
$3,740
W519081
![Breitling Avenger 44mm e17370](https://cdn.grayandsons.com/s/breitling_avenger_44mm_e17370_w519060_75a22a5735-w360.jpg.auto)
Breitling WatchAvenger 44mm
$3,580
W519060
![Chopard Your Happy 24mm 12/7405](https://cdn.grayandsons.com/s/chopard_your_happy_24mm_127405_w519083_c4201f3717-w360.jpg.auto)
Chopard WatchYour Happy 24mm
$3,500
W519083
![Cartier Ballon Bleu 42mm 3001](https://cdn.grayandsons.com/s/cartier_ballon_bleu_42mm_3001_w519079_37114747a2-w360.jpg.auto)
Cartier WatchBallon Bleu 42mm
$4,585
W519079
![Cartier Must 21 27mm W10073R6](https://cdn.grayandsons.com/s/cartier_must_21_27mm_w10073r6_w519034_8f7b78cc5d-w360.jpg.auto)
Cartier WatchMust 21 27mm
$1,980
W519034
![Techno Marine Technicum 26mm 902.101](https://cdn.grayandsons.com/s/techno_marine_technicum_26mm_902_101_w519032_7b1dfd1c64-w360.jpg.auto)
Techno Marine WatchTechnicum 26mm
$1,700
W519032
![Chopard Mille Miglia 38.5mm 8331](https://cdn.grayandsons.com/s/chopard_mille_miglia_38_5mm_8331_w519043_dd8faf5bfc-w360.jpg.auto)
Chopard WatchMille Miglia 39mm
$3,150
W519043
![U-Boat Flightdeck 50mm 50](https://cdn.grayandsons.com/s/u_boat_flightdeck_50mm_u_7750_w519040_2d09dbfd34-w360.jpg.auto)
U-Boat WatchFlightdeck 50mm
$2,640
W519040
![Rolex Datejust 31mm 6826](https://cdn.grayandsons.com/s/rolex_datejust_31mm_6826_w518602_92b1fb16b8-w360.jpg.auto)
Rolex WatchDatejust 31mm
$3,490
W518602
![Cartier Panthere 29.4mm 163957](https://cdn.grayandsons.com/s/cartier_panthere_29_4mm_163957_w519054_c0195b18ec-w360.jpg.auto)
Cartier WatchPanthere 29mm
$4,950
W519054
![Maurice Lacroix grand guichet 38mm 58788](https://cdn.grayandsons.com/s/maurice_lacroix_grand_guichet_38mm_58788_w519049_a5f24601be-w360.jpg.auto)
Maurice Lacroix Watchgrand guichet 38mm
$4,450
W519049
![Cartier Baignoire 22mm W8000017](https://cdn.grayandsons.com/s/cartier_baignoire_22mm_w8000017_w518860_39dbcda785-w360.jpg.auto)
Cartier WatchBaignoire 22mm
$4,950
W518860
![Unused Ernst Benz Chronosport 47mm 13/25](https://cdn.grayandsons.com/s/unused_ernst_benz_chronosport_47mm_1325_w519004_74353ac819-w360.jpg.auto)
Ernst Benz WatchChronosport 47mm
$1,995
W519004
![Girard Perregaux Ferrari 36mm 8020](https://cdn.grayandsons.com/s/girard_perregaux_ferrari_36mm_8020_w518590_a22509d7b9-w360.jpg.auto)
Girard Perregaux WatchFerrari 36mm
$3,100
W518590
![Rolex Datejust 36mm 16013](https://cdn.grayandsons.com/s/rolex_datejust_36mm_16013_w518696_6f0b5e65f8-w360.jpg.auto)
Rolex WatchDatejust 36mm
$4,990
W518696
![Omega Speedmaster 38.5mm 32105000](https://cdn.grayandsons.com/s/omega_speedmaster_38_5mm_32105000_w519022_b68b10dce8-w360.jpg.auto)
Omega WatchSpeedmaster 39mm
$3,900
W519022
![Rolex Oyster Perpetual 34mm 14203M](https://cdn.grayandsons.com/s/rolex_oyster_perpetual_34mm_14203m_w519029_78bb99496b-w360.jpg.auto)
Rolex WatchOyster Perpetual 34mm
$4,250
W519029
![Franck Muller Classic 25mm 699](https://cdn.grayandsons.com/s/franck_muller_classic_25mm_699_w519008_1354529a3a-w360.jpg.auto)
Franck Muller WatchClassic 25mm
$3,950
W519008
![Breitling Cockpit 40mm A13357](https://cdn.grayandsons.com/s/breitling_cockpit_40mm_a13357_w518978_ba36d02a91-w360.jpg.auto)
Breitling WatchCockpit 40mm
$4,150
W518978
![Cartier Santos 29mm w20011c4](https://cdn.grayandsons.com/s/cartier_santos_29mm_w20011c4_w519011_1aa244c7fc-w360.jpg.auto)
Cartier WatchSantos 29mm
$3,450
W519011
![Ulysse Nardin Classic 35mm](https://cdn.grayandsons.com/s/ulysse_nardin_classic_35mm_w518533_b3a16923d4-w360.jpg.auto)
Ulysse Nardin WatchClassic 35mm
$2,800
W518533
![Omega Speedmaster 37mm 35135000](https://cdn.grayandsons.com/s/omega_speedmaster_37mm_35135000_w518975_6ccd6ca39b-w360.jpg.auto)
Omega WatchSpeedmaster 37mm
$3,150
W518975
![Unused Ernst Benz Chono Gt 40mm GC20318](https://cdn.grayandsons.com/s/unused_ernst_benz_chono_gt_40mm_gc20318_w518989_e01f0c3153-w360.jpg.auto)
Ernst Benz WatchChono Gt 40mm
$3,480
W518989
![Rolex Oyster Perpetual 26mm 67193](https://cdn.grayandsons.com/s/rolex_oyster_perpetual_26mm_67193_w518958_ccce5340fa-w360.jpg.auto)
Rolex WatchOyster Perpetual 26mm
$4,590
W518958
![Unused Ernst Benz Chronoscope 47mm 10100/GC10119](https://cdn.grayandsons.com/s/unused_ernst_benz_chronoscope_47mm_10100gc10119_w518986_56d415e075-w360.jpg.auto)
Ernst Benz WatchChronoscope 47mm
$2,795
W518986
![Unused Ernst Benz Chronoscope 47mm GC10112](https://cdn.grayandsons.com/s/unused_ernst_benz_chronoscope_47mm_gc10112_w519005_2d4b566709-w360.jpg.auto)
Ernst Benz WatchChronoscope 47mm
$2,820
W519005
![Unused Ernst Benz Chronoscope 47mm GC10100/N-PEK](https://cdn.grayandsons.com/s/unused_ernst_benz_chronoscope_47mm_gc10100n_pek_w518999_a444a77b4b-w360.jpg.auto)
Ernst Benz WatchChronoscope 47mm
$3,755
W518999
![Rolex Datejust 36mm 16014](https://cdn.grayandsons.com/s/rolex_datejust_36mm_16014_w518971_ad22eb0cd0-w360.jpg.auto)
Rolex WatchDatejust 36mm
$3,550
W518971
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