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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Bridgehampton, NY

124 results
Bridgehampton, NY
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD East Hills Chevrolet of Roslyn

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,607 miles

$30,995

Great Deal
Roslyn, NY
72 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
55,607
Stock number:
05600
VIN:
3GCPYCEF4MG144965

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,251 miles

$35,500

Fair Deal
Pawling, NY
78 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,251
Stock number:
A605415
VIN:
3GCPDCEK4NG605415

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,433 miles

$36,995

Fair Deal
Fort Montgomery, NY
91 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
35,433
Stock number:
113591
VIN:
1GCPYCEL0NZ113591

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,548 miles

$29,097

Good Deal
Store transfer to East Haven, CT
289 mi away • Price includes $99 shipping Price includes $99 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray
Interior color:
Black
Transmission:
Automatic
Mileage:
86,548
Stock number:
27522980
VIN:
1GCPYCEK5NZ185684

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,607 miles

$30,995

Great Deal
Roslyn, NY
72 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
55,607
Stock number:
05600
VIN:
3GCPYCEF4MG144965

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,562 miles

$40,190

Fair Deal
Johnston, RI
74 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,562
Stock number:
CJ3078
VIN:
3GCPDCEK1PG234829

Preparing for a close up...

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

113,737 miles

$24,995

Good Deal
Windsor Locks, CT
69 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
113,737
Stock number:
275538
VIN:
3GCPYCEF6LG275538

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,080 miles

$32,897

Great Deal
Scarsdale, NY
79 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,080
Stock number:
15323TC
VIN:
1GCPYCEL3MZ289372

Preparing for a close up...

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,809 miles

$39,895

Fair Deal
Westborough, MA
100 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
32,809
Stock number:
GM3743
VIN:
1GCPYCEL9NZ176799

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,008 miles

$41,799

Fair Deal
Johnston, RI
74 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
32,008
Stock number:
R6927A
VIN:
3GCUDCED7PG214993

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,757 miles

$25,999

Great Deal
Middletown, CT
47 mi away
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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,757
Stock number:
BM4183
VIN:
1GCPYCEF7KZ275417

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,042 miles

$40,977

Good Deal
Auburn, MA
94 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
35,042
Stock number:
SI26604A
VIN:
3GCUDCED4RG115986

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,011 miles

$43,147

Fair Deal
Store transfer to East Haven, CT
485 mi away • Price includes $149 shipping Price includes $149 shipping
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
9,011
Stock number:
27833342
VIN:
3GCPKCEK0SG152248

Preparing for a close up...

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

114,283 miles

$26,499

Fair Deal
Cortlandt Manor, NY
85 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
114,283
Stock number:
WB0102
VIN:
1GCPYCEF9MZ362058

Preparing for a close up...

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,760 miles

$39,998

Fair Deal
Hadley, MA
98 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
24,760
Stock number:
NA1792
VIN:
3GCPDCED8NG679874

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,101 miles

$32,999

Good Deal
Certified Pre-Owned
Freeport, NY
69 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
43,101
Stock number:
C12024
VIN:
3GCPDCEK5NG660911

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,403 miles

$34,198

Fair Deal
Certified Pre-Owned
New London, CT
31 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
56,403
Stock number:
AR83798
VIN:
1GCPYCEF4MZ283798

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,751 miles

$31,995

Good Deal
Selden, NY
39 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,751
Stock number:
10007F
VIN:
1GCPYCEF6KZ379574

Sponsored

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