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 New Fairfield, CT

1,292 results
New Fairfield, CT
2022 Jeep Gladiator Overland Crew Cab 4WD East Hills Chrysler Jeep Dodge

2022 Jeep Gladiator

Overland Crew Cab 4WD

28,951 miles

$31,905

Fair Deal
Certified Pre-Owned
Greenvale, NY
48 mi away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,951
Stock number:
25183A
VIN:
1C6HJTFG9NL128918

Sponsored

2022 Chevrolet Colorado LT Crew Cab RWD

2022 Chevrolet Colorado

LT Crew Cab RWD

24,951 miles

$26,995

Fair Deal
Milford, CT
28 mi away
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
308 hp 3.6L V6
Exterior color:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
24,951
Stock number:
208568
VIN:
1GCGSCEN7N1208568

Sponsored

2021 Ford F-150 Raptor SuperCrew 4WD

2021 Ford F-150

Raptor SuperCrew 4WD

55,722 miles

$57,330

Good Deal
Blauvelt, NY
37 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
450 hp 3.5L V6
Exterior color:
Orange
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
55,722
Stock number:
38049P
VIN:
1FTFW1RG8MFC16292

Sponsored

2022 RAM 1500 Big Horn Quad Cab 4WD

2022 RAM 1500

Big Horn Quad Cab 4WD

72,604 miles

$27,998

Good Deal
Certified Pre-Owned
Meriden, CT
35 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:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black X9
Transmission:
8-Speed Automatic
Mileage:
72,604
Stock number:
6438P
VIN:
1C6SRFBT1NN181975

2021 RAM 1500 Big Horn Crew Cab 4WD

2021 RAM 1500

Big Horn Crew Cab 4WD

95,954 miles

$28,300

Fair Deal
Kingston, NY
40 mi away
Year:
2021
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:
Black
Transmission:
8-Speed Automatic
Mileage:
95,954
Stock number:
KJ24756A
VIN:
1C6SRFFT9MN518496

2022 RAM 1500 Big Horn Crew Cab 4WD

2022 RAM 1500

Big Horn Crew Cab 4WD

39,960 miles

$36,588

Fair Deal
Certified Pre-Owned
Meriden, CT
35 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:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black X9
Transmission:
8-Speed Automatic
Mileage:
39,960
Stock number:
6431P
VIN:
1C6SRFFT8NN104370

Preparing for a close up...

Photos coming soon

2021 GMC Sierra 1500

Elevation Crew Cab 4WD

88,584 miles

$29,114

Great Deal
Certified Pre-Owned
Glastonbury, CT
48 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
88,584
Stock number:
21UC8942
VIN:
3GTU9CET9MG183296

Preparing for a close up...

Photos coming soon

2023 Ford Maverick

XLT SuperCrew AWD

45,677 miles

$23,568

Great Deal
New Britain, CT
38 mi away
Year:
2023
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
250 hp 2L I4
Exterior color:
Oxford White - YZ
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Blue (Navy Pier/Medium Slate - 7B)
Transmission:
Automatic
Mileage:
45,677
Stock number:
H9944A
VIN:
3FTTW8F91PRA52621

Preparing for a close up...

Photos coming soon

2021 Nissan Frontier

SV Crew Cab 4WD

31,074 miles

$23,487

Good Deal
Milford, CT
29 mi away
Year:
2021
Make:
Nissan
Model:
Frontier
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 3.8L V6
Exterior color:
Glacier White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray (Steel)
Transmission:
9-Speed Automatic
Mileage:
31,074
Stock number:
70457B
VIN:
1N6ED0EB8MN718471

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Quad Cab 4WD

20,630 miles

$34,300

Good Deal
Kingston, NY
40 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:
Black
Transmission:
8-Speed Automatic
Mileage:
20,630
Stock number:
KJ24784B
VIN:
1C6SRFBT2NN327817

Preparing for a close up...

Photos coming soon

2022 Toyota Tacoma

SR5 I4 Double Cab RWD

26,928 miles

$25,619

Great Deal
Bristol, CT
33 mi away
Year:
2022
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
159 hp 2.7L I4
Exterior color:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black/Gun Metal
Transmission:
6-Speed Automatic
Mileage:
26,928
Stock number:
CC2943
VIN:
3TYAX5GN6NT046407

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 1500

Elevation Crew Cab 4WD

71,940 miles

$36,850

Fair Deal
Waterbury, CT
26 mi away
Year:
2022
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Cayenne Red
Fuel type:
Gasoline
Interior color:
Jet Black
Mileage:
71,940
Stock number:
T9320321B
VIN:
1GTUUCEDXNZ535083

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Limited Crew Cab 4WD

55,585 miles

$38,485

Great Deal
Cheshire, CT
30 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Ivory White Tri-Coat Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
55,585
Stock number:
U25372A
VIN:
1C6SRFHTXMN567025

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LTZ Crew Cab RWD

66,085 miles

$28,998

Good Deal
Mahwah, NJ
45 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Gray (Satin Steel Metallic)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
66,085
Stock number:
BUMZ366365
VIN:
1GCPWEED5MZ366365

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

42,279 miles

$28,456

Good Deal
Meriden, CT
35 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black Gba
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
42,279
Stock number:
50133B
VIN:
1GCRDBEK2NZ615072

Preparing for a close up...

Photos coming soon

2021 Ford F-150

Limited SuperCrew 4WD

40,899 miles

$46,899

Fair Deal
Poughkeepsie, NY
25 mi away
Year:
2021
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 3.5L V6
Exterior color:
Star White Metallic Tri-Coat
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Admiral Blue
Transmission:
Automatic
Mileage:
40,899
Stock number:
31832
VIN:
1FTFW1E84MFA65711

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

56,610 miles

$29,500

Good Deal
Berlin, CT
39 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,610
Stock number:
G12762A
VIN:
1C6SRFFT4MN696283

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Off Road Double Cab 4WD

10,133 miles

$37,909

Great Deal
Scarsdale, NY
38 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:
Black
Transmission:
6-Speed Automatic
Mileage:
10,133
Stock number:
15215TC
VIN:
3TMCZ5AN1PM643992

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Laramie Crew Cab 4WD

60,625 miles

$34,400

Fair Deal
Certified Pre-Owned
Watertown, CT
21 mi away
Year:
2021
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:
Black
Transmission:
8-Speed Automatic
Mileage:
60,625
Stock number:
F1579571M
VIN:
1C6SRFJT4MN621428

Preparing for a close up...

Photos coming soon

2021 RAM 1500

Big Horn Crew Cab 4WD

41,652 miles

$31,495

Good Deal
Bridgeport, CT
25 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 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:
41,652
Stock number:
B25866T
VIN:
1C6SRFFTXMN669895

Preparing for a close up...

Photos coming soon

2023 GMC Sierra 1500

Elevation Crew Cab 4WD

30,155 miles

$42,649

Good Deal
Middletown, CT
43 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

2022 Ford F-150

XL SuperCrew 4WD

23,985 miles

$34,729

Good Deal
Certified Pre-Owned
Glastonbury, CT
48 mi away
Year:
2022
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:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
23,985
Stock number:
22UC9002
VIN:
1FTEW1EPXNFC12604

Preparing for a close up...

Photos coming soon

2022 Ford F-150

XL SuperCrew 4WD

44,796 miles

$34,499

Fair Deal
Yonkers, NY
41 mi away
Year:
2022
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:
Agate Black Metallic
Combined gas mileage:
19 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
44,796
Stock number:
CA6478A
VIN:
1FTFW1E51NFC39077

Preparing for a close up...

Photos coming soon

2022 Ford F-150

XL SuperCrew 4WD

57,289 miles

$26,495

Good Deal
Saint James, NY
47 mi away
Year:
2022
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3.3L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Transmission:
Automatic
Mileage:
57,289
VIN:
1FTEW1EB1NKE42480

Sponsored

  • Best Pickup Trucks For Sale in Newburgh NY

  • Best Pickup Trucks For Sale in Stamford CT

  • Best Pickup Trucks For Sale in New Haven CT

  • Best Pickup Trucks For Sale in Hartford CT

  • Best Pickup Trucks For Sale in Holtsville NY

  • Best Pickup Trucks For Sale in New York NY

  • Best Pickup Trucks For Sale in Chicopee MA

  • Best Pickup Trucks For Sale in Pittsfield MA

  • Best Pickup Trucks For Sale in Albany 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

  • 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

  • Habberstad BMW

  • Blasius Pre-Owned Auto Sales

  • Blasius Mitsubishi

  • Maserati & Alfa Romeo of Englewood Cliffs

  • Hitchcock Motor Car

  • Road Ready Used Cars

  • Blasius South

  • Ferrari of Long Island

  • Bomnin Chevrolet Buick GMC Nanuet

  • Blasius North

  • Richard Chevrolet

  • BMW of North Haven

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.