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

Single Cab Pickup Trucks for Sale in Windsor, MA

1,606 results
Windsor, MA
2011 Ford Ranger XL Regular Cab Broadway Garage of Columbia County Inc.

2011 Ford Ranger

XL Regular Cab

63,287 miles

$13,499

Fair Deal
Hudson, NY
39 mi away
Year:
2011
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
143 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic
Mileage:
63,287
Stock number:
12558JJ
VIN:
1FTKR1AD5BPA16257

Sponsored

2015 RAM 2500 SLT 4WD

2015 RAM 2500

SLT 4WD

99,056 miles

$19,994

Good Deal
Salem, NH
94 mi away
Year:
2015
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
383 hp 5.7L V8
Exterior color:
Red
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
99,056
Stock number:
M6744
VIN:
3C6LR5BT3FG585630

Sponsored

2019 Ford F-150 XL LB 4WD

2019 Ford F-150

XL LB 4WD

118,342 miles

$16,999

Fair Deal
Shrewsbury, MA
70 mi away
Year:
2019
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
118,342
Stock number:
87691
VIN:
1FTMF1EB9KKE87691

Sponsored

2017 RAM 1500 Tradesman 4WD

2017 RAM 1500

Tradesman 4WD

38,432 miles

$21,900

Fair Deal
White River Junction, VT
86 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
38,432
Stock number:
JA0013
VIN:
3C6JR7ATXHG531085

2016 Chevrolet Silverado 3500HD LT 4WD

2016 Chevrolet Silverado 3500HD

LT 4WD

66,442 miles

$29,548

Good Deal
Greenfield, MA
23 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 3500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Summit White
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
66,442
Stock number:
F928A
VIN:
1GC0KZEG6GZ133016

2024 RAM 2500 Tradesman LB 4WD

2024 RAM 2500

Tradesman LB 4WD

15,280 miles

$38,995

Good Deal
Scotia, NY
49 mi away
Year:
2024
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
410 hp 6.4L V8
Exterior color:
Bright White Clearcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
15,280
Stock number:
UP30085
VIN:
3C6MR5AJ6RG158726

Preparing for a close up...

Photos coming soon

2016 Ford F-350 Super Duty Chassis

XL DRW 4WD

102,725 miles

$23,995

Great Deal
Upton, MA
78 mi away
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:
Green
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
102,725
Stock number:
1185
VIN:
1FDRF3H65GEA16512

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 2500HD

Work Truck LB 4WD

150,601 miles

$13,495

Great Deal
Upton, MA
78 mi away
Year:
2016
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:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
150,601
Stock number:
1184
VIN:
1GC0KUEG5GZ194943

Preparing for a close up...

Photos coming soon

2019 GMC Sierra 2500HD

LB 4WD

52,063 miles

$29,995

Good Deal
Franklin, NH
95 mi away
Year:
2019
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Summit White
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash/Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
52,063
Stock number:
1T104B
VIN:
1GT02NEG4KF232775

Preparing for a close up...

Photos coming soon

2012 Ford F-350 Super Duty Chassis

XL DRW RWD

109,628 miles

$16,995

Fair Deal
Methuen, MA
99 mi away
Year:
2012
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Dk. Gray
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
109,628
Stock number:
B81398
VIN:
1FDRF3G68CEB81398

Preparing for a close up...

Photos coming soon

2024 Ford F-250 Super Duty

XL LB 4WD

11,271 miles

$43,990

Great Deal
Litchfield, CT
54 mi away
Year:
2024
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
405 hp 6.8L V8 Flex Fuel Vehicle
Exterior color:
Iconic Silver Metallic
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
11,271
Stock number:
U28086
VIN:
1FTBF2BA7REC51199

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 3500HD

Pro Regular Cab LB RWD

35,170 miles

$38,900

Good Deal
Berlin, CT
63 mi away
Year:
2022
Make:
GMC
Model:
Sierra 3500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
401 hp 6.6L V8
Exterior color:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
35,170
Stock number:
G13333A
VIN:
1GT38PE71NF312269

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab 4WD

30,442 miles

$30,682

Good Deal
Greenwich, NY
47 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,442
Stock number:
GP1097
VIN:
3GCNDAEK9RG101718

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

Work Truck RWD

60,933 miles

$18,995

Fair Deal
Certified Pre-Owned
West Springfield, MA
37 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Gray (Graphite Metallic)
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash With Jet Black Interior Accents, Cloth Se
Transmission:
6-Speed Automatic
Mileage:
60,933
Stock number:
5611A
VIN:
1GCNCNEH5JZ289253

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

17,066 miles

$25,990

Good Deal
Litchfield, CT
54 mi away
Year:
2024
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,066
Stock number:
U28217
VIN:
3GCNAAED0RG344733

Preparing for a close up...

Photos coming soon

2016 Ford F-250 Super Duty

XL LB

16,527 miles

$19,999

Great Deal
Hudson, MA
76 mi away
Year:
2016
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Ingot Silver Metallic
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray (STEEL CLOTH)
Transmission:
6-Speed Automatic
Mileage:
16,527
Stock number:
H1325
VIN:
1FTBF2A69GEC33426

Preparing for a close up...

Photos coming soon

2017 Ford F-150

XL LB 4WD

126,000 miles

$14,900

Fair Deal
Worcester, MA
69 mi away
Year:
2017
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
126,000
VIN:
1FTMF1EP1HKC21568

Preparing for a close up...

Photos coming soon

2015 RAM 2500

SLT 4WD

99,056 miles

$19,994

Good Deal
Salem, NH
94 mi away
Year:
2015
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
383 hp 5.7L V8
Exterior color:
Red
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
99,056
Stock number:
M6744
VIN:
3C6LR5BT3FG585630

Preparing for a close up...

Photos coming soon

2025 Ford F-450 Super Duty

XLT Regular Cab LB DRW 4WD

6,459 miles

$74,900

Good Deal
Berlin, CT
63 mi away
Year:
2025
Make:
Ford
Model:
F-450 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.7L V8 Biodiesel
Exterior color:
Carbonized Gray Metallic
Fuel type:
Biodiesel
Interior color:
Black/Onyx
Transmission:
Automatic
Mileage:
6,459
Stock number:
G13141A
VIN:
1FTRF4DM9SED52784

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Sport 4WD

87,331 miles

$22,500

Good Deal
Watertown, CT
64 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Flame Red Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,331
Stock number:
X70758
VIN:
3C6JR7CT6HG770758

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Work Truck LB RWD

79,392 miles

$15,999

Good Deal
Exeter, RI
97 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
79,392
Stock number:
10994
VIN:
3GCNWAEH2KG203544

Preparing for a close up...

Photos coming soon

2020 Ford F-150

XL 4WD

104,675 miles

$18,999

Fair Deal
Newtonville, MA
95 mi away
Year:
2020
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
Blue Metallic
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Blue Accent
Transmission:
6-Speed Automatic
Mileage:
104,675
Stock number:
JN8540B
VIN:
1FTMF1EB6LKD12459

Preparing for a close up...

Photos coming soon

2017 Ford F-350 Super Duty Chassis

XL DRW 4WD

84,037 miles

$27,000

Great Deal
Schenectady, NY
47 mi away
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
Exterior color:
Red
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
84,037
Stock number:
13609
VIN:
1FDRF3H63HEB42403

Preparing for a close up...

Photos coming soon

2019 Ford F-250 Super Duty

XL LB 4WD

55,970 miles

$34,985

Fair Deal
Walpole, MA
97 mi away
Year:
2019
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:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
55,970
Stock number:
855581
VIN:
1FTBF2B62KED51289

Sponsored

  • Toyota Trucks for Sale in Windsor MA

  • Classic Trucks for Sale in Windsor MA

  • Manual Transmission Trucks for Sale in Windsor MA

  • OBS (1987 - 1997) Ford Trucks for Sale in Windsor MA

  • 1980s-era Trucks for Sale in Windsor MA

  • Manual Diesel Trucks for Sale in Windsor MA

  • Used Electric Pickup Trucks for Sale

  • Single Cab Pickup Trucks for Sale in Pittsfield MA

  • Single Cab Pickup Trucks for Sale in Chicopee MA

  • Single Cab Pickup Trucks for Sale in Brattleboro VT

  • Single Cab Pickup Trucks for Sale in Albany NY

  • Single Cab Pickup Trucks for Sale in Hartford CT

  • Single Cab Pickup Trucks for Sale in Worcester MA

  • Single Cab Pickup Trucks for Sale in Groton MA

  • Single Cab Pickup Trucks for Sale in New Haven CT

  • Single Cab Pickup Trucks for Sale in Newburgh 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 in Windsor

  • Used SUVs / Crossovers for Sale with Low Mileage in Windsor

  • Used Hatchbacks for Sale with Low Mileage in Windsor

  • Used Convertibles for Sale with Low Mileage in Windsor

  • Used Vans for Sale with Low Mileage in Windsor

  • Used Minivans for Sale with Low Mileage in Windsor

  • Used Pickup Trucks for Sale with Low Mileage in Windsor

  • Used Coupes for Sale with Low Mileage in Windsor

  • Used Wagons for Sale with Low Mileage in Windsor

  • Blasius North

  • Gale Toyota

  • Orange Chrysler Dodge Jeep Ram

  • Balise Chevrolet GMC

  • Mohawk Chevrolet

  • Bertera Dodge Chrysler Jeep Ram

  • Auto Wings Cop

  • Haddad Toyota

  • Y&H Auto Planet

  • Bulldog Auto Sales

  • Land Rover of Albany

  • Central 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

© 2026 CarGurus, Inc., All Rights Reserved.