CarGurus Header

Single Cab Pickup Trucks for Sale inWindsor, CT

Filters (6)

Location:

Only show listings in CT?

Include delivery listings?

534 vehicles found

Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
14,775
Stock #:
9756
VIN:
3GCNAAED1SG326487
Summit White 2025 Chevrolet Silverado 1500 Pickup Truck 4X2 Automatic
New arrival

Sponsored Listing

2025 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

14,775 mi

Terryville, CT
22 mi away
Fair Deal

$35,068

Year:
2022
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
350 hp 7.3L V8
Exterior color:
Oxford White
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
33,828
Stock #:
1316U
VIN:
1FDRF3HN0NEE48848
Oxford White 2022 Ford F-350 Super Duty Chassis Pickup Truck Four-Wheel Drive Automatic

 

2022 Ford F-350 Super Duty Chassis

XL Regular Cab DRW 4WD

33,828 mi

Torrington, CT
21 mi away
Good Deal

$46,694

Year:
2020
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
7.3L V8
Exterior color:
Blue Jeans Metallic
Fuel type:
Gasoline
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
97,716
Stock #:
U28440
VIN:
1FTBF2BN2LEE70808
Blue Jeans Metallic 2020 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2020 Ford F-250 Super Duty

XL LB 4WD

97,716 mi

Litchfield, CT
29 mi away
Good Deal

$26,589

Year:
2012
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Blue
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
110,547
VIN:
1FTBF2B61CED03512
Blue 2012 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2012 Ford F-250 Super Duty

XLT LB 4WD

110,547 mi

Middletown, CT
20 mi away
Good Deal

$16,494

Year:
2016
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Transmission:
Automatic
Mileage:
29,884
Stock #:
TU11817
VIN:
1FDRF3H66GED31836
White 2016 Ford F-350 Super Duty Chassis Pickup Truck Four-Wheel Drive Automatic

 

2016 Ford F-350 Super Duty Chassis

XL DRW 4WD

29,884 mi

East Brookfield, MA
41 mi away
Good Deal

$31,349

Year:
2021
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
410 hp 6.4L V8
Exterior color:
Flame Red Clearcoat
Fuel type:
Gasoline
Interior color:
Black X9
Transmission:
8-Speed Automatic
Mileage:
76,258
Stock #:
8015P
VIN:
3C6MR5AJ1MG503461
Flame Red Clearcoat 2021 RAM 2500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2021 RAM 2500

Tradesman LB 4WD

76,258 mi

Meriden, CT
25 mi away
Good Deal
Manufacturer certified

$27,814

Year:
2018
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
73,134
VIN:
1FTMF1EP8JFB07419
Silver 2018 Ford F-150 Pickup Truck Four-Wheel Drive Automatic

 

2018 Ford F-150

XL 4WD

73,134 mi

Waterbury, CT
30 mi away
Fair Deal

$20,690

Year:
2025
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
White
Fuel type:
Gasoline
Mileage:
21,688
Stock #:
16882D
VIN:
3GTNUAEK3SG103518
White 2025 GMC Sierra 1500 Pickup Truck Four-Wheel Drive
New arrival

 

2025 GMC Sierra 1500

Pro Regular Cab 4WD

21,688 mi

Lyme, CT
37 mi away
Fair Deal

$37,691

Year:
2018
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Black
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash/Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
64,119
Stock #:
U10272
VIN:
1GC0KVEG1JZ343250
Black 2018 Chevrolet Silverado 2500HD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,000

 

2018 Chevrolet Silverado 2500HD

LT LB 4WD

64,119 mi

Waterbury, CT
28 mi away
Great Deal

$27,991

$26,991

Year:
2023
Make:
Ford
Model:
F-350 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Race Red
Fuel type:
Biodiesel
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
47,580
Stock #:
20090MA2
VIN:
1FTRF3BM0PEC75761
Race Red 2023 Ford F-350 Super Duty Pickup Truck Four-Wheel Drive Automatic

 

2023 Ford F-350 Super Duty

XLT LB 4WD

47,580 mi

North Haven, CT
32 mi away
Great Deal

$47,265

Year:
2024
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
34,244
Stock #:
P-807
VIN:
1GC3YLE75RF124157
Summit White 2024 Chevrolet Silverado 2500HD Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 2500HD

Work Truck Regular Cab LB 4WD

34,244 mi

Torrington, CT
21 mi away
Good Deal

$42,764

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
16,082
Stock #:
UL8699
VIN:
3GCPDAEK2NG650650
Blue Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2022 Chevrolet Silverado 1500

Work Truck Crew Cab 4WD

16,082 mi

Milford, CT
50 mi away
Good Deal

$29,999

Year:
2017
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Fuel type:
Flex Fuel Vehicle
Transmission:
6-Speed Automatic
Mileage:
190,382
Stock #:
A53277A
VIN:
1FDRF3H63HEC22767
 2017 Ford F-350 Super Duty Chassis Pickup Truck Four-Wheel Drive 6-Speed Automatic

Sponsored Listing

2017 Ford F-350 Super Duty Chassis

XLT DRW 4WD

190,382 mi

Milford, CT
50 mi away
Good Deal

$16,995

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer