CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

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

133 results
West Haverstraw, NY
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Carz4Us

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

135,085 miles

$23,900

Good Deal
South Hackensack, NJ
25 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:
6-Speed Automatic Overdrive
Mileage:
135,085
Stock number:
349852
VIN:
3GCPYCEF8MG349852

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

69,263 miles

$25,867

Good Deal
Danbury, CT
31 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:
69,263
Stock number:
T258286A
VIN:
1GCRYCEF9KZ258286

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,610 miles

$42,734

Fair Deal
Certified Pre-Owned
Paramus, NJ
20 mi away
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:
Slate Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
18,610
Stock number:
U2738
VIN:
3GCPKCEK7SG174585

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,472 miles

$37,875

Fair Deal
Woodbridge, NJ
48 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:
Black
Transmission:
Automatic
Mileage:
26,472
Stock number:
8290
VIN:
3GCPDCED6NG665567

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,888 miles

$36,442

Great Deal
Stratford, CT
44 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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
22,888
Stock number:
X7251
VIN:
3GCPDCEK3PG194155

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,968 miles

$26,762

Great Deal
Ramsey, NJ
14 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:
Gray (Satin Steel Metallic)
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
69,968
Stock number:
L18298P
VIN:
1GCPYCEF6KZ328480

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,377 miles

$31,969

Good Deal
Certified Pre-Owned
Bay Shore, NY
50 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:
Northsky Blue Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
52,377
Stock number:
54821T
VIN:
1GCPYCEF4MZ166254

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

61,534 miles

$25,477

Great Deal
West Islip, NY
49 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
61,534
Stock number:
2764
VIN:
1GCPYCEH1MZ262764

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

83,810 miles

$28,307

Fair Deal
Stratford, CT
44 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:
83,810
Stock number:
109712
VIN:
3GCPYCEF8KG175553

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,488 miles

$34,031

Great Deal
Certified Pre-Owned
Paramus, NJ
20 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Shadow Gray Metallic
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
24,488
Stock number:
U2794
VIN:
1GCPYCEK5NZ137053

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,754 miles

$23,995

Good Deal
Elizabeth, NJ
41 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:
White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
116,754
Stock number:
LG248090
VIN:
3GCPYCEF7LG248090

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,610 miles

$42,734

Fair Deal
Certified Pre-Owned
Paramus, NJ
20 mi away
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:
Slate Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
18,610
Stock number:
U2738
VIN:
3GCPKCEK7SG174585

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,159 miles

$33,978

Good Deal
Pawling, NY
30 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,159
Stock number:
A604318
VIN:
3GCPDCEK1NG604318

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / New York
  6. / Stony Point
  • Chevrolet Silverado 1500 LT in Stony Point NY

  • Chevrolet Silverado 1500 RST in Stony Point NY

  • Chevrolet Silverado 1500 LTZ in Stony Point NY

  • Chevrolet Silverado 1500 LT Trail Boss in Stony Point NY

  • Chevrolet Silverado 1500 LT1 in Stony Point NY

  • Chevrolet Silverado 1500 Custom in Stony Point NY

  • Chevrolet Silverado 1500 High Country in Stony Point NY

  • Chevrolet Silverado 1500 Custom Trail Boss in Stony Point NY

  • Chevrolet Silverado 1500 Work Truck in Stony Point NY

  • Chevrolet Silverado 1500 in Newburgh NY

  • Chevrolet Silverado 1500 in Stamford CT

  • Chevrolet Silverado 1500 in New York NY

  • Chevrolet Silverado 1500 in New Haven CT

  • Chevrolet Silverado 1500 in New Brunswick NJ

  • Chevrolet Silverado 1500 in Holtsville NY

  • Chevrolet Silverado 1500 in Hartford CT

  • Chevrolet Silverado 1500 in Trenton NJ

  • Chevrolet Silverado 1500 in Toms River NJ

  • Chevrolet Silverado 1500 in Stony Point NY

  • Old Chevy Trucks for Sale in Stony Point NY

  • Classic Muscle Cars for Sale in Stony Point NY

  • Chevrolet Trucks For Sale in Stony Point NY

  • Cheap Muscle Cars for Sale in Stony Point NY

  • Work Trucks for Sale in Stony Point NY

  • Reliable Cars For Sale in Stony Point NY

  • American Made Trucks For Sale in Stony Point NY

  • Best Pickup Trucks For Sale in Stony Point NY

  • Best Cars Under $5,000 For Sale in Stony Point NY

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Stony Point NY

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Bomnin Chevrolet Buick GMC Nanuet

  • Global Auto Mall

  • Richard Lucas Chevrolet

  • Ingersoll Auto of Pawling

  • New Rochelle Chevrolet

  • Hawthorne Chevrolet

  • LaSorsa Chevrolet

  • Bical Auto Mall

  • East Hills Chevrolet of Roslyn

  • Bellavia Chevrolet Buick

  • Maritime Chevrolet

  • McGuire Buick GMC

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.