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Work Pickup Trucks for Sale near Windermere, Florida

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193,274 results

Location

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Condition

Body Type
Pickup
193,274
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Less than $400,000
Any
Chevrolet
42,014
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Ford
102,293
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Freightliner
2
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GMC
15,824
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Isuzu
1
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Ram
29,142
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Cadillac
1
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Dodge
96
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Honda
184
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Hummer
2
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Hyundai
161
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Jeep
913
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Nissan
587
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Rivian
20
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Tesla
6
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Toyota
2,028
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Avalanche
9
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Bronco
3
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C/K 1500
3
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C/K 2500
1
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Canyon
1,117
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Colorado
5,414
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Cybertruck
6
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Dakota
10
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Escalade EXT
1
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Explorer Sport Trac
9
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F-150
48,620
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F-150 Lightning
154
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F-150 Police Responder
240
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F-250
21,494
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F-350
13,841
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F-450
1,695
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F-550
5
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F-650
1
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F-750
2
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Frontier
429
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Gladiator
913
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H2
1
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H2 SUT
1
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Hummer EV Pickup
32
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i-370
1
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M2 106
2
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Maverick
8,967
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R1T
20
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Ram 1500
17,873
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Ram 1500 Classic
262
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Ram 2500
7,208
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Ram 3500
3,884
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Ram 5500
1
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Ranger
7,262
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Ridgeline
184
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S-10
2
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Santa Cruz
161
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Sierra 1500
8,550
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Sierra 2500
4,683
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Sierra 3500
1,380
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Sierra EV
60
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Silverado 1500
24,795
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Silverado 1500 LTD
39
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Silverado 2500
9,698
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Silverado 3500
1,903
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Silverado 4500
1
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Silverado 5500
1
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Silverado EV
142
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Sonoma
2
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SSR
6
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Tacoma
1,211
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Titan
127
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Titan XD
31
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Tundra
817
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1794
74
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1LT
3
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2.5T
3
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2LT
4
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2X
13
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3X
18
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3X Edition 1
1
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4x4
1
check_box_outline_blank
Adventure
18
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All Terrain
6
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Altitude
15
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AT4
2,578
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AT4X
736
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Base
153
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Big Horn
5,001
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Black Edition
29
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Capstone
15
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Classic
2
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Custom
5,535
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Delux
2
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Denali
3,094
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Denali Ultimate
1,369
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Denali Unlimited
4
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Elevation
2,582
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Elevation Standard
38
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Elevation-L
4
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FL
2
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Flash
18
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Grand Touring
1
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Heritage
1
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HFE
1
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High
17
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High Altitude
31
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High Country
2,449
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Hybrid
1
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King Ranch
4,362
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Laramie
5,802
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Lariat
21,415
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Launch Edition
2
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LE
1
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Limited
1,838
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Limited Hybrid
16
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Limited Longhorn
414
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Lobo
586
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Lone Star
4,483
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Longhorn
288
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LS
42
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LT
13,185
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LT-L
20
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LT1
2
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LTZ
2,743
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Mojave
177
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Night
20
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Overland
84
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P700
1
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Platinum
7,752
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Platinum Reserve
18
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Platinum+
179
check_box_outline_blank
Police Interceptor
10
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Power Wagon
318
check_box_outline_blank
Premium
1
check_box_outline_blank
PreRunner
26
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Pro
2,329
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PRO-4X
180
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Raptor
2,411
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Raptor R
58
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Rebel
1,550
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Reserve
5
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RHO
703
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RST
6,524
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RTL
65
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RTL-E
49
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RTL-T
10
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Rubicon
264
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S
49
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Sahara
4
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SC
8
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SE
18
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SEL
70
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SEL Premium
17
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Select
8
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Shelby
87
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SL
27
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SLE
624
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SLE2
1
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SLT
2,530
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Sport
405
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SR
231
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SR5
649
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SRT
1
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SSV
7
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ST
64
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Standard
5
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STX
7,459
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Styleside
1
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Supercharged
19
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SV
242
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Tradesman
7,792
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Trail
2
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Trail Boss
1,118
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Trail Boss Custom
8
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Trail Boss LT
6
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Trail Edition
3
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Trailhunter
9
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TrailSport
10
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TRD Off-Road
256
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TRD PreRunner
1
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TRD Pro
95
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TRD Sport
219
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Tremor
2,420
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TRX
274
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Warlock
830
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Work Truck
7,050
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XE
2
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XL
20,127
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XL STX
31
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XLS
1
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XLT
32,230
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XRT
11
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Z71
996
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ZR2
2,238
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Chassis Options
Conventional
21
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Access
86
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Club
3
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Conventional
2
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Crew
113,942
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CrewMax
621
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Double
3,203
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Extended
225
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Extra
34
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King
43
check_box_outline_blank
Large
3
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Mega
833
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Quad
997
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Regular
6,139
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Super
5,285
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SuperCrew
59,969
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XtraCab
39
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Cab Chassis
400
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Pickup
192,869
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FWD
2,815
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2WD/4x2/RWD
22,557
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4WD/4x4/AWD
167,787
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Dual Rear Wheel
6,994
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Single Rear Wheel
12,560
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CNG/LPG
1,484
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Diesel
50,895
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Electric
425
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Gas/E85
1,853
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Gasoline
127,953
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Hybrid
10,655
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Chrysler
56
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Cummins
7,931
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Fiat Chrysler Automobiles
7,837
check_box_outline_blank
Ford
101,889
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General Motors
95
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Isuzu
18
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Navistar
64
check_box_outline_blank
Nissan
69
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Toyota
219
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Warren
10
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4
30,586
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5
10
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6
66,953
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8
95,183
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10
6
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Automatic
186,350
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Manual
139
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Black
33,918
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Blue
11,079
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Brown
1,890
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Gold
146
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Gray
39,505
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Green
1,789
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Orange
205
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Red
10,608
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Silver
8,321
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White
73,589
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Yellow
50
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Light
132,614
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Medium
34,952
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Heavy
2
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1
9,817
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2
122,797
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3
34,937
check_box_outline_blank
4
6
check_box_outline_blank
5
8
check_box_outline_blank
6
1
check_box_outline_blank
7
2
check_box_outline_blank
64"
182
check_box_outline_blank
140"
7
check_box_outline_blank
141"
51
check_box_outline_blank
146"
3
check_box_outline_blank
158"
1
check_box_outline_blank
161"
3
check_box_outline_blank
162"
40
check_box_outline_blank
164"
3
check_box_outline_blank
169"
12
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170"
1
check_box_outline_blank
172"
62
check_box_outline_blank
176"
13
check_box_outline_blank
177"
6
check_box_outline_blank
192"
1
check_box_outline_blank
Body Options
Knapheide
14
check_box_outline_blank
Reading
9
check_box_outline_blank
Royal
4
check_box_outline_blank
Adrian
2
check_box_outline_blank
Bedrock
1
check_box_outline_blank
Black Widow
4
check_box_outline_blank
BOSS
1
check_box_outline_blank
Cadet Truck Bodies
1
check_box_outline_blank
CM Trailers
4
check_box_outline_blank
Crownline
1
check_box_outline_blank
Fox Factory Truck
1
check_box_outline_blank
Harbor
2
check_box_outline_blank
Norstar
2
check_box_outline_blank
Roush Perfomance
6
check_box_outline_blank
Scelzi
2
check_box_outline_blank
Weather Guard
2
check_box_outline_blank
Western
1
check_box_outline_blank
8'
1
check_box_outline_blank
8' 2"
2
check_box_outline_blank
Steel
4
check_box_outline_blank
Air Compressor
5
check_box_outline_blank
Camper Shell
47
check_box_outline_blank
Ladder Rack
26
check_box_outline_blank
Lift Gate
2
check_box_outline_blank
Refrigeration
1
check_box_outline_blank
Shelving
1
check_box_outline_blank
Snowplow
8
check_box_outline_blank
Toolbox
40
check_box_outline_blank
Winch
1
check_box_outline_blank
Alabama
4,661
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Alaska
284
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Arizona
6,107
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Arkansas
1,052
check_box_outline_blank
California
15,196
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Colorado
4,992
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Connecticut
1,778
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Delaware
144
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Florida
16,782
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Georgia
8,745
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Hawaii
473
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Idaho
4,033
check_box_outline_blank
Illinois
4,360
check_box_outline_blank
Indiana
3,702
check_box_outline_blank
Iowa
3,098
check_box_outline_blank
Kansas
1,333
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Kentucky
1,293
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Louisiana
1,474
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Maine
574
check_box_outline_blank
Maryland
4,407
check_box_outline_blank
Massachusetts
3,553
check_box_outline_blank
Michigan
6,715
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Minnesota
2,021
check_box_outline_blank
Mississippi
943
check_box_outline_blank
Missouri
2,247
check_box_outline_blank
Montana
699
check_box_outline_blank
Nebraska
620
check_box_outline_blank
Nevada
1,683
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New Hampshire
859
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New Jersey
2,874
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New Mexico
1,103
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New York
4,539
check_box_outline_blank
North Carolina
8,078
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North Dakota
1,273
check_box_outline_blank
Ohio
7,521
check_box_outline_blank
Oklahoma
877
check_box_outline_blank
Oregon
2,034
check_box_outline_blank
Pennsylvania
7,133
check_box_outline_blank
Rhode Island
144
check_box_outline_blank
South Carolina
3,683
check_box_outline_blank
South Dakota
451
check_box_outline_blank
Tennessee
4,535
check_box_outline_blank
Texas
29,559
check_box_outline_blank
Utah
2,959
check_box_outline_blank
Vermont
52
check_box_outline_blank
Virginia
5,160
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Washington
3,290
check_box_outline_blank
West Virginia
660
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Wisconsin
3,410
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Wyoming
111
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Used 2017 Ford F-350 Lariat Super Cab

$32,021
speed 114,105 mi
sell
Key features
  • Diesel
  • 4WD
  • SRW
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)

Used 2019 Ram 1500 Laramie Crew Cab

$28,132
speed 79,442 mi
sell
Key features
  • Gasoline
  • 4WD
  • Laramie
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)

Used 2023 GMC Sierra 1500 Denali Ultimate Crew Cab

$55,251
speed 28,672 mi
sell
Key features
  • Gasoline
  • 4WD
  • Denali Ultimate
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)

Used 2018 Toyota Tundra Limited Crew Cab

$34,021
speed 109,106 mi
sell
Key features
  • Gasoline
  • 4WD
  • Limited
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)

Used 2024 Tesla Cybertruck Base Crew Cab

$84,132
speed 28,329 mi
sell
Key features
  • Electric
  • AWD
  • Base
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)

New 2026 Chevrolet Silverado 2500 LT Crew Cab

$77,534
sell
Key features
  • Diesel
  • 4WD
  • LT
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Colorado Work Truck Crew Cab

$37,034 MSRP
$36,034
sell
Key features
  • Gasoline
  • RWD
  • Work Truck
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$43,609
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 RST Crew Cab

$60,524
sell
Key features
  • Gasoline
  • 4WD
  • RST
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 RST Crew Cab

$58,474
sell
Key features
  • Gasoline
  • 4WD
  • RST
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 LT Crew Cab

$47,659
sell
Key features
  • Gasoline
  • RWD
  • LT
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Work Truck Crew Cab

$47,565
sell
Key features
  • Gasoline
  • 4WD
  • WT
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 RST Crew Cab

$63,539
sell
Key features
  • Diesel
  • 4WD
  • RST
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Colorado Work Truck Crew Cab

$38,340 MSRP
$37,340
sell
Key features
  • Gasoline
  • 4WD
  • Work Truck
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$44,859
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2024 Ford Ranger Lariat SuperCrew Cab

$47,445 MSRP
$40,639
sell
Key features
  • Gasoline
  • RWD
  • Lariat
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)

New 2026 Ford F-150 STX SuperCrew Cab

$56,040 MSRP
$51,040
sell
Key features
  • Gasoline
  • 4WD
  • STX
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)

New 2026 Ford F-150 XLT SuperCrew Cab

$71,500 MSRP
$66,573
sell
Key features
  • Hybrid
  • 4WD
  • XLT
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)

New 2026 Ford F-250 XLT Crew Cab

$70,465
sell
Key features
  • Gasoline
  • 4WD
  • XLT
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$43,609
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Colorado Work Truck Crew Cab

$38,340 MSRP
$37,340
sell
Key features
  • Gasoline
  • 4WD
  • Work Truck
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 LT Crew Cab

$47,659
sell
Key features
  • Gasoline
  • RWD
  • LT
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$44,859
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Colorado Trail Boss Crew Cab

$47,344 MSRP
$46,844
sell
Key features
  • Gasoline
  • 4WD
  • Trail Boss
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$43,034
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Work Truck Crew Cab

$40,930
sell
Key features
  • Gasoline
  • RWD
  • WT
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$44,859
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$44,859
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 RST Crew Cab

$74,064
sell
Key features
  • Gasoline
  • 4WD
  • RST
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)

New 2026 Chevrolet Silverado 1500 Custom Crew Cab

$43,609
sell
Key features
  • Gasoline
  • RWD
  • Custom
location_on
Starling Chevrolet of Orlando
Orlando, FL (9.2 mi)