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 High Country for Sale near Winter Springs, FL

227 results
Winter Springs, FL
2024 Chevrolet Silverado 1500 High Country Crew Cab 4WD AutoNation Chevrolet Airport

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

22,407 miles

$50,995

Great Deal
Orlando, FL
15 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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
22,407
Stock number:
RZ120636
VIN:
1GCUDJE83RZ120636

Sponsored

2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

44,362 miles

$48,795

Fair Deal
Titusville, FL
29 mi away
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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
44,362
Stock number:
101879T
VIN:
1GCUDJEL9PZ101879

Sponsored

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

73,297 miles

$41,997

Fair Deal
Mount Dora, FL
25 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
73,297
Stock number:
T26047A
VIN:
3GCUDJET0NG669256

Sponsored

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

73,684 miles

$36,498

Great Deal
Leesburg, FL
34 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:
73,684
Stock number:
X9310A
VIN:
1GCUYHED4NZ101825

2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

16,166 miles

$48,850

Good Deal
Certified Pre-Owned
Orlando, FL
23 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:
Radiant Red Tintcoat
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
16,166
Stock number:
243805T
VIN:
1GCUDJED9PZ243805

2018 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

132,256 miles

$25,900

Fair Deal
Port Orange, FL
35 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Blue
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
132,256
VIN:
3GCUKTEC5JG446870

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

6,643 miles

$53,978

Good Deal
Daytona Beach, FL
39 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:
Lakeshore Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
6,643
Stock number:
265456A
VIN:
1GCUDJED9RZ385185

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

22,407 miles

$50,995

Great Deal
Orlando, FL
15 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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
22,407
Stock number:
RZ120636
VIN:
1GCUDJE83RZ120636

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

122,695 miles

$26,707

Fair Deal
Cocoa, FL
38 mi away
Year:
2018
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
Fuel type:
Gasoline
Interior color:
Jet Black Medium Ash Gray Piping Stitching
Transmission:
8-Speed Automatic Overdrive
Mileage:
122,695
Stock number:
DI8712A
VIN:
3GCUKTEC5JG633798

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

7,800 miles

$59,998

Good Deal
Davenport, FL
39 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
7,800
Stock number:
48903A
VIN:
1GCUKJELXSZ230339

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

39,883 miles

$45,965

Good Deal
Certified Pre-Owned
Daytona Beach, FL
39 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Cherry Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
39,883
Stock number:
265667A
VIN:
1GCUDJEL0NZ552745

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

36,124 miles

$42,978

Good Deal
Daytona Beach, FL
39 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
36,124
Stock number:
256918A
VIN:
3GCUYHEL7MG251028

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

34,493 miles

$48,388

Great Deal
Deland, FL
21 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:
34,493
Stock number:
1178880T
VIN:
2GCUDJEDXR1178880

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / High Country
  5. / Florida
  6. / Winter Springs

  • Chevrolet Silverado 1500 LT in Winter Springs FL

  • Chevrolet Silverado 1500 RST in Winter Springs FL

  • Chevrolet Silverado 1500 LTZ in Winter Springs FL

  • Chevrolet Silverado 1500 LT Trail Boss in Winter Springs FL

  • Chevrolet Silverado 1500 LT1 in Winter Springs FL

  • Chevrolet Silverado 1500 Custom in Winter Springs FL

  • Chevrolet Silverado 1500 High Country in Winter Springs FL

  • Chevrolet Silverado 1500 Custom Trail Boss in Winter Springs FL

  • Chevrolet Silverado 1500 Work Truck in Winter Springs FL

  • Chevrolet Silverado 1500 in Orlando FL

  • Chevrolet Silverado 1500 in Titusville FL

  • Chevrolet Silverado 1500 in Daytona Beach FL

  • Chevrolet Silverado 1500 in Leesburg FL

  • Chevrolet Silverado 1500 in Melbourne FL

  • Chevrolet Silverado 1500 in Lakeland FL

  • Chevrolet Silverado 1500 in Ocala FL

  • Chevrolet Silverado 1500 in Brooksville FL

  • Chevrolet Silverado 1500 in Crystal River FL

  • Chevrolet Silverado 1500 in Winter Springs FL

  • Old Chevy Trucks for Sale in Winter Springs FL

  • Classic Muscle Cars for Sale in Winter Springs FL

  • Chevrolet Trucks For Sale in Winter Springs FL

  • Cheap Muscle Cars for Sale in Winter Springs FL

  • Work Trucks for Sale in Winter Springs FL

  • Reliable Cars For Sale in Winter Springs FL

  • American Made Trucks For Sale in Winter Springs FL

  • Best Pickup Trucks For Sale in Winter Springs FL

  • Best Cars Under $5,000 For Sale in Winter Springs FL

  • 2019 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 2018 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 2017 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 2016 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 2015 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 2014 Chevrolet Silverado 1500 High Country in Winter Springs FL

  • 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

  • Starling Chevrolet of Orlando

  • Starling Chevrolet GMC

  • Don Mealey Chevrolet

  • Carroll Chevrolet

  • AutoNation Chevrolet Airport

  • Carl Black of Orlando

  • Vann Gannaway Chevrolet

  • Jon Hall Chevrolet, Inc.

  • Cecil Clark Chevrolet

  • Seminole Chevrolet

  • George Nahas Chevrolet

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.