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 Brainerd, MN

102 results
Brainerd, MN
2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Kimber Creek Ford of Pine River

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,698 miles

$32,641

Fair Deal
Pine River, MN
33 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
59,698
Stock number:
60392A
VIN:
1GCPYCEF6LZ101081

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,794 miles

$30,998

Fair Deal
Minneapolis, MN
87 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:
Silver
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
71,794
Stock number:
C3792
VIN:
1GCPYCEF9KZ390309

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,547 miles

$38,995

Great Deal
Certified Pre-Owned
Fridley, MN
94 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6,547
Stock number:
G177335
VIN:
3GCPDCEK4RG177335

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

112,202 miles

$25,998

Fair Deal
Coon Rapids, MN
86 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:
Black
Transmission:
Automatic
Mileage:
112,202
Stock number:
7N1520P
VIN:
1GCPYCEF8KZ379897

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,547 miles

$38,995

Great Deal
Certified Pre-Owned
Fridley, MN
94 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6,547
Stock number:
G177335
VIN:
3GCPDCEK4RG177335

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,698 miles

$32,641

Fair Deal
Pine River, MN
33 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
59,698
Stock number:
60392A
VIN:
1GCPYCEF6LZ101081

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,309 miles

$38,887

Good Deal
Certified Pre-Owned
Coon Rapids, MN
85 mi away
Year:
2024
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,309
Stock number:
46623A
VIN:
3GCPDCEK2RG204094

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

112,202 miles

$25,998

Fair Deal
Coon Rapids, MN
86 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:
Black
Transmission:
Automatic
Mileage:
112,202
Stock number:
7N1520P
VIN:
1GCPYCEF8KZ379897

Sponsored

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

  • Chevrolet Silverado 1500 LT in Brainerd MN

  • Chevrolet Silverado 1500 RST in Brainerd MN

  • Chevrolet Silverado 1500 LTZ in Brainerd MN

  • Chevrolet Silverado 1500 LT Trail Boss in Brainerd MN

  • Chevrolet Silverado 1500 LT1 in Brainerd MN

  • Chevrolet Silverado 1500 High Country in Brainerd MN

  • Chevrolet Silverado 1500 Custom in Brainerd MN

  • Chevrolet Silverado 1500 Custom Trail Boss in Brainerd MN

  • Chevrolet Silverado 1500 Work Truck in Brainerd MN

  • Chevrolet Silverado 1500 in Saint Cloud MN

  • Chevrolet Silverado 1500 in Grand Rapids MN

  • Chevrolet Silverado 1500 in Monticello MN

  • Chevrolet Silverado 1500 in Duluth MN

  • Chevrolet Silverado 1500 in Minneapolis MN

  • Chevrolet Silverado 1500 in Young America MN

  • Chevrolet Silverado 1500 in Fargo ND

  • Chevrolet Silverado 1500 in Mankato MN

  • Chevrolet Silverado 1500 in Eau Claire WI

  • Chevrolet Silverado 1500 in Brainerd MN

  • Old Chevy Trucks for Sale in Brainerd MN

  • Classic Muscle Cars for Sale in Brainerd MN

  • Chevrolet Trucks For Sale in Brainerd MN

  • Cheap Muscle Cars for Sale in Brainerd MN

  • Work Trucks for Sale in Brainerd MN

  • Reliable Cars For Sale in Brainerd MN

  • American Made Trucks For Sale in Brainerd MN

  • Best Pickup Trucks For Sale in Brainerd MN

  • Best Cars Under $5,000 For Sale in Brainerd MN

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Brainerd MN

  • 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

  • Atwater Chevrolet GMC

  • Nyhus Chevrolet Inc

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.