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 Sullivan, MO

151 results
Sullivan, MO
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Suntrup Volkswagen

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,297 miles

$37,875

Fair Deal
St. Louis, MO
47 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:
Glacier Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,297
Stock number:
VP1946-1
VIN:
3GCPDCEK7NG524327

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,922 miles

$41,987

Great Deal
Chesterfield, MO
39 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
15,922
Stock number:
YRG216138
VIN:
3GCUDCE82RG216138

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,288 miles

$31,611

Fair Deal
Bonne Terre, MO
43 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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
75,288
Stock number:
68738K
VIN:
1GCPYCEH0MZ284173

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

127,149 miles

$25,995

Fair Deal
Sullivan, MO
3 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:
Silver Ice Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
127,149
Stock number:
F25368A
VIN:
1GCPYCEF9MZ169148

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,835 miles

$40,700

Good Deal
Belleville, IL
63 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
15,835
Stock number:
A6620
VIN:
3GCPKCEKXSG190280

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,033 miles

$32,990

Good Deal
Saint Peters, MO
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:
68,033
Stock number:
P6924
VIN:
3GCPDCEDXNG517387

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,922 miles

$41,987

Great Deal
Chesterfield, MO
39 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
15,922
Stock number:
YRG216138
VIN:
3GCUDCE82RG216138

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,781 miles

$25,309

Good Deal
Columbia, MO
80 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
115,781
Stock number:
LZ145036
VIN:
1GCPYCEF1LZ145036

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,403 miles

$35,555

Fair Deal
Saint Louis, MO
48 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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
28,403
Stock number:
P25070301
VIN:
1GCPYCEHXMZ408403

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

16,210 miles

$42,795

Fair Deal
Troy, MO
50 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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
16,210
Stock number:
T20598B
VIN:
3GCUDCED9RG268038

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,831 miles

$32,100

Good Deal
Columbia, MO
81 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:
60,831
Stock number:
MG113578
VIN:
3GCPYCEF7MG113578

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,987 miles

$43,995

Great Deal
Certified Pre-Owned
Collinsville, IL
68 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
14,987
Stock number:
L261985A
VIN:
3GCUKCE83SG133488

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,475 miles

$31,990

Fair Deal
Troy, MO
50 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 Cloth
Transmission:
Automatic
Mileage:
96,475
Stock number:
T21243A
VIN:
3GCPDCED3NG587913

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

48,703 miles

$34,333

Fair Deal
Wentzville, MO
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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
48,703
Stock number:
F14105J
VIN:
1GCPYCEF4LZ357560

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Missouri
  6. / Sullivan

  • Chevrolet Silverado 1500 LT in Sullivan MO

  • Chevrolet Silverado 1500 RST in Sullivan MO

  • Chevrolet Silverado 1500 LTZ in Sullivan MO

  • Chevrolet Silverado 1500 LT Trail Boss in Sullivan MO

  • Chevrolet Silverado 1500 LT1 in Sullivan MO

  • Chevrolet Silverado 1500 High Country in Sullivan MO

  • Chevrolet Silverado 1500 Custom in Sullivan MO

  • Chevrolet Silverado 1500 Custom Trail Boss in Sullivan MO

  • Chevrolet Silverado 1500 Work Truck in Sullivan MO

  • Chevrolet Silverado 1500 in Rolla MO

  • Chevrolet Silverado 1500 in Saint Louis MO

  • Chevrolet Silverado 1500 in Jefferson City MO

  • Chevrolet Silverado 1500 in Columbia MO

  • Chevrolet Silverado 1500 in Cape Girardeau MO

  • Chevrolet Silverado 1500 in Carbondale IL

  • Chevrolet Silverado 1500 in Quincy IL

  • Chevrolet Silverado 1500 in Springfield MO

  • Chevrolet Silverado 1500 in Springfield IL

  • Chevrolet Silverado 1500 in Sullivan MO

  • Old Chevy Trucks for Sale in Sullivan MO

  • Classic Muscle Cars for Sale in Sullivan MO

  • Chevrolet Trucks For Sale in Sullivan MO

  • Cheap Muscle Cars for Sale in Sullivan MO

  • Work Trucks for Sale in Sullivan MO

  • Reliable Cars For Sale in Sullivan MO

  • American Made Trucks For Sale in Sullivan MO

  • Best Pickup Trucks For Sale in Sullivan MO

  • Best Cars Under $5,000 For Sale in Sullivan MO

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Sullivan MO

  • 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

  • Weber Chevrolet Creve Coeur

  • Gastorf Chevrolet

  • Poage Chevrolet Wentzville

  • Modern Auto Company

  • Ed Morse Kia Rolla

  • Ed Morse Chevrolet Buick GMC

  • ELCO Chevrolet

  • Jim Trenary Chevrolet

  • Laura Chevrolet Buick GMC of Sullivan

  • Jim Trenary of Union

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

© 2026 CarGurus, Inc., All Rights Reserved.