Lifted trucks for sale inChestertown, NY
44 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 58,248
- Stock #:
- 14324D
- VIN:
- 1GC4YNE73NF100921
2022 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
58,248 mi
Carthage, NY
92 mi away
No Rating
$42,074
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,107
- Stock #:
- 9318A
- VIN:
- 1C6JJTEG0PL562201
2023 Jeep Gladiator
Mojave Crew Cab 4WD
32,107 mi
Swanzey, NH
94 mi away
No Rating
$39,784
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- WHT SANDS
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 1,060
- Stock #:
- T260709
- VIN:
- 3GCUKHEL1TG229297
2026 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
Albany, NY
64 mi away
New car
MSRP $77,185
$70,925
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Artemis
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,701
- Stock #:
- T262167A
- VIN:
- 1GCPTFEK2R1232173
2024 Chevrolet Colorado
ZR2 Crew Cab 4WD
18,701 mi
Ballston Spa, NY
46 mi away
No Rating
$41,677
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7
- Stock #:
- T91021
- VIN:
- 5TFWA5DB9TX392357
2026 Toyota Tundra
Platinum CrewMax Cab 4WD
Latham, NY
62 mi away
New car
TSRP $78,733
$78,733
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,490
- Stock #:
- T261301B
- VIN:
- 1GCPYFED7KZ299958
Price drop
-$971
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,490 mi
Ballston Spa, NY
46 mi away
No Rating
$28,148
$27,177
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,367
- Stock #:
- 22920B
- VIN:
- 1FTFW1E59PFA38305
New arrival
2023 Ford F-150
XLT SuperCrew 4WD
81,367 mi
Montpelier, VT
76 mi away
No Rating
$49,486
- Year:
- 2026
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Obsidian Rush)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- D3623
- VIN:
- 1GTP2EEK7T1105777
2026 GMC Canyon
AT4X Crew Cab 4WD
Utica, NY
78 mi away
New car
MSRP $60,715
$60,890
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Lunar Rock
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- T5097
- VIN:
- 5TFMA5DB4TX387848
2026 Toyota Tundra
1794 Edition CrewMax Cab 4WD
Bennington, VT
59 mi away
New car
TSRP $76,748
$72,412
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather Trim
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- 30627
- VIN:
- 5TFWA5DB9TX421775
2026 Toyota Tundra
Platinum CrewMax Cab 4WD
Glens Falls, NY
24 mi away
New car
TSRP $76,154
$75,504
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 26,415
- Stock #:
- 43881
- VIN:
- 3GCUDHELXPG345808
2023 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
26,415 mi
Albany, NY
64 mi away
No Rating
$53,675
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- T260826
- VIN:
- 3GCUKHEL9TG260474
2026 Chevrolet Silverado 1500
ZR2 Crew Cab 4WD
Albany, NY
64 mi away
New car
MSRP $77,485
$71,117
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Boulder
- Transmission:
- Automatic
- Mileage:
- 4
- Stock #:
- T5293
- VIN:
- 5TFJA5DB3TX410880
2026 Toyota Tundra
Limited CrewMax Cab 4WD
Bennington, VT
59 mi away
New car
TSRP $68,138
$64,197
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,068
- Stock #:
- M4178
- VIN:
- 1GCPTEEK0R1265070
2024 Chevrolet Colorado
Trail Boss Crew Cab 4WD
11,068 mi
Lenox, MA
90 mi away
No Rating
$40,037
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B26153
- VIN:
- 1GC4KYE70TF334465
New arrival
2026 Chevrolet Silverado 2500HD
ZR2 Crew Cab 4WD
Albany, NY
64 mi away
New car
MSRP $80,970
$81,145
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B26152
- VIN:
- 1GC4KYE78TF334570
New arrival
2026 Chevrolet Silverado 2500HD
ZR2 Crew Cab 4WD
Albany, NY
64 mi away
New car
MSRP $80,970
$81,145
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- T5453
- VIN:
- 5TFJA5DB3TX393093
2026 Toyota Tundra
Limited CrewMax Cab 4WD
Bennington, VT
59 mi away
New car
TSRP $70,205
$70,644
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- B26151
- VIN:
- 2GC4KYE73T1214022
New arrival
2026 Chevrolet Silverado 2500HD
ZR2 Crew Cab 4WD
Albany, NY
64 mi away
New car
MSRP $80,575
$80,750
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- T90873
- VIN:
- 5TFWA5DB2TX383841
2026 Toyota Tundra
Platinum CrewMax Cab 4WD
Latham, NY
62 mi away
New car
TSRP $77,249
$77,249
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- T91545
- VIN:
- 5TFWA5DB3TX420640
2026 Toyota Tundra
Platinum CrewMax Cab 4WD
Latham, NY
62 mi away
New car
TSRP $77,614
$77,614
- Year:
- 2022
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.7L V8 Biodiesel
- Exterior color:
- White
- Fuel type:
- Biodiesel
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 94,686
- Stock #:
- F59882
- VIN:
- 1FT7W2BT0NEF59882
2022 Ford F-250 Super Duty
XLT Crew Cab 4WD
94,686 mi
Lee, NY
86 mi away
No Rating
$42,990
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 2.4L I4
- Exterior color:
- White
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 247
- Stock #:
- 360554
- VIN:
- 3TMLB5JNXTM268201
2026 Toyota Tacoma
SR5 Double Cab 4WD
E Swanzey, NH
96 mi away
New car
TSRP $42,399
$56,629
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- 26486
- VIN:
- 5TFWA5DBXTX421008
New arrival
2026 Toyota Tundra
Limited CrewMax Cab 4WD
Johnstown, NY
50 mi away
New car
TSRP $67,358
$67,604
- Year:
- 2026
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1
- Stock #:
- 26518
- VIN:
- 5TFLA5DB9TX426977
New arrival
2026 Toyota Tundra
SR5 CrewMax Cab 4WD
Johnstown, NY
50 mi away
New car
TSRP $60,532
$60,778
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