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

Best Pickup Trucks For Sale in Windham, NY

2,216 results
Windham, NY
2022 RAM 1500 Classic Warlock Quad Cab 4WD Zappone Chrysler Jeep Dodge Ram of Granville

2022 RAM 1500

Classic Warlock Quad Cab 4WD

16,819 miles

$32,900

Fair Deal
Certified Pre-Owned
Granville, NY
90 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 hp 3.6L V6
Exterior color:
Granite Crystal Gray Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
16,819
Stock number:
26Z039
VIN:
1C6RR7GG9NS173446

Sponsored

2022 RAM 1500 Big Horn Crew Cab 4WD

2022 RAM 1500

Big Horn Crew Cab 4WD

71,817 miles

$30,741

Good Deal
Rhinebeck, NY
32 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
71,817
Stock number:
C9429
VIN:
1C6SRFFTXNN158916

Sponsored

2022 Ford F-250 Super Duty Lariat Crew Cab 4WD

2022 Ford F-250 Super Duty

Lariat Crew Cab 4WD

32,828 miles

$55,849

Good Deal
Avon, CT
82 mi away
Year:
2022
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Rapid Red Metallic Tinted Clearcoat
Interior color:
Black Onyx
Transmission:
Automatic
Mileage:
32,828
Stock number:
8958A
VIN:
1FT7W2BN8NEF38201

Sponsored

2021 Toyota Tacoma TRD Sport Double Cab 4WD

2021 Toyota Tacoma

TRD Sport Double Cab 4WD

42,051 miles

$33,500

Great Deal
Yorktown Heights, NY
75 mi away
Year:
2021
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black/Gun Metal
Transmission:
6-Speed Automatic
Mileage:
42,051
Stock number:
NU10253T
VIN:
3TYCZ5AN9MT034830

2023 Chevrolet Silverado 1500 LT Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

32,678 miles

$34,599

Good Deal
New Hampton, NY
64 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:
Dark Ash Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,678
Stock number:
UA26012
VIN:
2GCUDDED0P1142131

2021 GMC Sierra 1500 SLE Double Cab 4WD

2021 GMC Sierra 1500

SLE Double Cab 4WD

67,891 miles

$27,052

Great Deal
Greenwich, NY
66 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
67,891
Stock number:
260050A
VIN:
1GTR9BED9MZ293242

Preparing for a close up...

Photos coming soon

2023 Ford F-150

Lariat SuperCrew 4WD

30,648 miles

$42,147

Great Deal
Scranton, PA
92 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Red
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,648
Stock number:
DCU7253
VIN:
1FTEW1EPXPFC55116

Preparing for a close up...

Photos coming soon

2021 Toyota Tacoma

TRD Off Road Double Cab 4WD

28,824 miles

$34,985

Great Deal
Scranton, PA
92 mi away
Year:
2021
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Silver Sky Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
28,824
Stock number:
DCYF1995B
VIN:
3TYCZ5AN6MT012431

Preparing for a close up...

Photos coming soon

2021 Ford F-150

XLT SuperCrew 4WD

53,600 miles

$36,600

Fair Deal
Catskill, NY
22 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 5L V8 Flex Fuel Vehicle
Exterior color:
Silver
Combined gas mileage:
19 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
53,600
Stock number:
T26013A
VIN:
1FTFW1E59MFA65273

Preparing for a close up...

Photos coming soon

2023 Ford F-150

XLT SuperCrew 4WD

24,640 miles

$37,237

Great Deal
Scranton, PA
92 mi away
Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Blue
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,640
Stock number:
DCU7288
VIN:
1FTEW1EP9PKF05453

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

SLT Crew Cab 4WD

21,133 miles

$39,999

Great Deal
Chittenango, NY
95 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Silver
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,133
Stock number:
TMG417460
VIN:
3GTU9DEL9MG417460

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

58,000 miles

$36,500

Good Deal
Ballston Spa, NY
50 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:
Silver Ice Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
58,000
Stock number:
T261095A
VIN:
1GCUDEET5NZ553834

Preparing for a close up...

Photos coming soon

2023 GMC Sierra 1500

Elevation Crew Cab 4WD

30,155 miles

$41,417

Great Deal
Middletown, CT
100 mi away
Year:
2023
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Onyx Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
30,155
Stock number:
C195631A
VIN:
1GTUUCE86PZ124950

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

LT Crew Cab 4WD

10,963 miles

$31,160

Great Deal
Lake Katrine, NY
28 mi away
Year:
2023
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
10,963
Stock number:
AL2885
VIN:
1GCPTCEK8P1265819

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

58,005 miles

$34,989

Great Deal
Greenwich, NY
66 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:
Black
Transmission:
Automatic
Mileage:
58,005
Stock number:
GP1068A
VIN:
1GCUDEET9NZ621102

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

19,968 miles

$39,995

Good Deal
Greenwich, NY
66 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:
Cherry Red Tintcoat
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,968
Stock number:
U10729
VIN:
3GCUYEED5NG161708

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Sport Double Cab 4WD

19,418 miles

$35,817

Great Deal
Tarrytown, NY
90 mi away
Year:
2023
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
6-Speed Automatic
Mileage:
19,418
Stock number:
39524
VIN:
3TYCZ5AN9PT141574

Preparing for a close up...

Photos coming soon

2021 GMC Canyon

Elevation Crew Cab 4WD

55,506 miles

$24,703

Great Deal
Certified Pre-Owned
Springfield, MA
88 mi away
Year:
2021
Make:
GMC
Model:
Canyon
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
308 hp 3.6L V6
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,506
Stock number:
P42433A
VIN:
1GTG6CEN1M1103107

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

87,076 miles

$26,800

Great Deal
Norwich, NY
65 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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,076
Stock number:
0501UT
VIN:
3GCUYDED3MG391353

Preparing for a close up...

Photos coming soon

2022 Ford F-250 Super Duty

XLT Crew Cab 4WD

25,191 miles

$38,999

Great Deal
Forest City, PA
77 mi away
Year:
2022
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 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:
Gray
Transmission:
6-Speed Automatic
Mileage:
25,191
Stock number:
F6030
VIN:
1FT7W2B6XNEF60774

Preparing for a close up...

Photos coming soon

2022 Toyota Tacoma

TRD Sport Double Cab 4WD

49,838 miles

$33,000

Great Deal
Ballston Spa, NY
50 mi away
Year:
2022
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
6-Speed Automatic
Mileage:
49,838
Stock number:
UP6983
VIN:
3TYCZ5AN1NT070383

Preparing for a close up...

Photos coming soon

2021 Chevrolet Colorado

ZR2 Crew Cab 4WD

40,683 miles

$32,500

Good Deal
Albany, NY
36 mi away
Year:
2021
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
308 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
40,683
Stock number:
43247
VIN:
1GCGTEEN9M1231762

Preparing for a close up...

Photos coming soon

2021 Ford F-150

XL SuperCrew 4WD

89,701 miles

$23,999

Great Deal
Plantsville, CT
89 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Agate Black Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black Medium Dark Sl
Transmission:
Automatic
Mileage:
89,701
Stock number:
E31002
VIN:
1FTEW1EP6MKE31002

Preparing for a close up...

Photos coming soon

2022 Ford F-150

King Ranch SuperCrew 4WD

35,011 miles

$48,578

Good Deal
Pawling, NY
65 mi away
Year:
2022
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 3.5L V6
Exterior color:
Brown
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Java
Transmission:
Automatic
Mileage:
35,011
Stock number:
TB98852A
VIN:
1FTFW1E85NFB98852

Sponsored

  • Best Pickup Trucks For Sale in Albany NY

  • Best Pickup Trucks For Sale in Pittsfield MA

  • Best Pickup Trucks For Sale in Newburgh NY

  • Best Pickup Trucks For Sale in Utica NY

  • Best Pickup Trucks For Sale in Chicopee MA

  • Best Pickup Trucks For Sale in Binghamton NY

  • Best Pickup Trucks For Sale in Hartford CT

  • Best Pickup Trucks For Sale in Brattleboro VT

  • Best Pickup Trucks For Sale in Stamford CT

  • 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

  • Romeo Ford

  • Land Rover of Albany

  • Y&H Auto Planet

  • Tower Auto Sales

  • Genesis of Albany

  • Ruge's Automotive

  • Mohawk Honda

  • The Mercedes-Benz Center at Keeler Motor Car Company

  • Broadway Garage of Columbia County Inc.

  • Romeo Volkswagen of Kingston

  • McGovern Volvo Cars of Albany

  • Keeler BMW

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.