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Used Jeep Cars for Sale near Pittsfield, MA

4,910 results
Pittsfield, MA
2025 Jeep Gladiator Mojave Crew Cab 4WD McGovern Ford Framingham

2025 Jeep Gladiator

Mojave Crew Cab 4WD

4,525 miles

$46,859

Good Deal
Framingham, MA
92 mi away
Year:
2025
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:
4,525
Stock number:
FD3002A
VIN:
1C6RJTEG3SL524182

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2019 Jeep Cherokee Limited 4WD

2019 Jeep Cherokee

Limited 4WD

68,381 miles

$16,985

Fair Deal
North Franklin, CT
84 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Bright White Clearcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
68,381
Stock number:
35163A
VIN:
1C4PJMDN8KD229885

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2021 Jeep Gladiator Rubicon Crew Cab 4WD

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

64,196 miles

$32,999

Fair Deal
Certified Pre-Owned
Warrensburg, NY
77 mi away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
64,196
Stock number:
6648PRB
VIN:
1C6JJTBG6ML579357

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2023 Jeep Compass Trailhawk 4WD

2023 Jeep Compass

Trailhawk 4WD

30,372 miles

$22,999

Good Deal
Certified Pre-Owned
Warrensburg, NY
77 mi away
Year:
2023
Make:
Jeep
Model:
Compass
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
200 hp 2L I4
Exterior color:
Billet Silver Metallic Clearcoat
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Ruby Red/Black
Transmission:
8-Speed Automatic
Mileage:
30,372
Stock number:
25443A
VIN:
3C4NJDDN8PT520119

2017 Jeep Grand Cherokee Limited 4WD

2017 Jeep Grand Cherokee

Limited 4WD

123,430 miles

$10,995

Great Deal
Poughkeepsie, NY
62 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
123,430
Stock number:
M12594
VIN:
1C4RJFBG6HC849688

2015 Jeep Patriot High Altitude Edition 4WD

2015 Jeep Patriot

High Altitude Edition 4WD

92,860 miles

$7,900

Good Deal
Lowell, MA
98 mi away
Year:
2015
Make:
Jeep
Model:
Patriot
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
172 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
92,860
Stock number:
120614
VIN:
1C4NJRFB6FD120614

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2016 Jeep Renegade

Sport 4WD

105,171 miles

$8,795

Good Deal
Fair Haven, VT
79 mi away
Year:
2016
Make:
Jeep
Model:
Renegade
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
105,171
Stock number:
D31278
VIN:
ZACCJBAT6GPD31278

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2012 Jeep Wrangler

Unlimited Sahara 4WD

145,632 miles

$10,999

Great Deal
Manchester Center, VT
52 mi away
Year:
2012
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Deep Cherry Red Crystal Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Dark Saddle/Black
Transmission:
Automatic
Mileage:
145,632
Stock number:
C6103A
VIN:
1C4HJWEG4CL176190

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2017 Jeep Wrangler

Unlimited Sahara 4WD

81,424 miles

$17,999

Great Deal
Mohegan Lake, NY
84 mi away
Year:
2017
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Firecracker Red Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
81,424
Stock number:
MA411B
VIN:
1C4HJWEG0HL660896

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2016 Jeep Grand Cherokee

Laredo 75th Anniversary 4WD

116,699 miles

$9,990

Great Deal
Branford, CT
83 mi away
Year:
2016
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Brilliant Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
116,699
Stock number:
4423p
VIN:
1C4RJFAG9GC303872

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2017 Jeep Grand Cherokee

Laredo E 4WD

96,935 miles

$11,990

Great Deal
Castleton-On-Hudson, NY
23 mi away
Year:
2017
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearl Coat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
96,935
Stock number:
2-1996
VIN:
1C4RJFAG9HC842932

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2019 Jeep Compass

Limited 4WD

75,557 miles

$14,999

Good Deal
Clifton Park, NY
40 mi away
Year:
2019
Make:
Jeep
Model:
Compass
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Redline Pearlcoat
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
75,557
Stock number:
12UKT716222
VIN:
3C4NJDCB6KT716222

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2010 Jeep Wrangler

Unlimited Sahara 4WD

111,822 miles

$8,798

Great Deal
Lowell, MA
97 mi away
Year:
2010
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
205 hp 3.8L V6
Exterior color:
Silver
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
111,822
Stock number:
25-498
VIN:
1J4BA5H14AL215925

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2022 Jeep Grand Cherokee L

Altitude 4WD

50,772 miles

$26,749

Great Deal
Certified Pre-Owned
Clifton Park, NY
40 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee L
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
50,772
Stock number:
12UN8556652
VIN:
1C4RJKAG9N8556652

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2023 Jeep Grand Cherokee 4xe

30th Anniversary 4WD

21,339 miles

$31,500

Good Deal
Clifton Park, NY
40 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee 4xe
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 2L I4 Hybrid
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
57 MPG
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
21,339
Stock number:
12UP8905201
VIN:
1C4RJYB68P8905201

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2014 Jeep Patriot

Latitude 4WD

79,490 miles

$6,999

Good Deal
Plainfield, CT
87 mi away
Year:
2014
Make:
Jeep
Model:
Patriot
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
172 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
79,490
Stock number:
143
VIN:
1C4NJRFB5ED820509

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2019 Jeep Wrangler

Unlimited Rubicon 4WD

79,395 miles

$25,900

Good Deal
West Simsbury, CT
48 mi away
Year:
2019
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,395
Stock number:
ST049865A
VIN:
1C4HJXFN1KW666098

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2022 Jeep Grand Cherokee

WK Laredo E 4WD

20,087 miles

$22,635

Great Deal
Milford, CT
86 mi away
Year:
2022
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,087
Stock number:
UC8329
VIN:
1C4RJFAG5NC175756

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2023 Jeep Grand Cherokee

Overland 4WD

44,550 miles

$33,500

Great Deal
Certified Pre-Owned
Clifton Park, NY
40 mi away
Year:
2023
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
293 hp 3.6L V6
Exterior color:
Baltic Gray Metallic Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
44,550
Stock number:
12UP8701141
VIN:
1C4RJHDG7P8701141

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2020 Jeep Cherokee

Limited FWD

98,296 miles

$11,500

Great Deal
New London, CT
95 mi away
Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
98,296
Stock number:
40267A
VIN:
1C4PJLDB3LD503088

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2019 Jeep Wrangler

Sport 4WD

95,025 miles

$16,669

Great Deal
White River Junction, VT
95 mi away
Year:
2019
Make:
Jeep
Model:
Wrangler
Body type:
SUV / Crossover
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Sting-Gray Clearcoat
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
95,025
Stock number:
E13828B
VIN:
1C4GJXAGXKW677914

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2021 Jeep Grand Cherokee L

Limited 4WD

89,781 miles

$20,977

Great Deal
Nashua, NH
94 mi away
Year:
2021
Make:
Jeep
Model:
Grand Cherokee L
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
290 hp 3.6L V6
Exterior color:
Silver Zynith
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Global Black
Transmission:
8-Speed Automatic
Mileage:
89,781
Stock number:
N6072B
VIN:
1C4RJKBG9M8130229

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2018 Jeep Grand Cherokee

Summit 4WD

118,492 miles

$17,988

Fair Deal
Ansonia, CT
77 mi away
Year:
2018
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black/Dark Sienna Brown
Transmission:
8-Speed Automatic
Mileage:
118,492
Stock number:
17055
VIN:
1C4RJFJG2JC231534

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  5. / Pittsfield
Reviews

4.5 Overall rating

(6,633 reviews)

Customers say

Jeep vehicles are well-loved for their rugged design, off-road capabilities, and overall durability. Owners appreciate the powerful engines, spacious interiors, and versatility for both everyday and adventurous driving. Comfort features and safety are often highlighted, especially in models like the Grand Cherokee and Grand Wagoneer. However, common complaints include poor fuel economy, inconsistent performance, and concerns about reliability, particularly in older models. Overall, Jeep stands out as a brand for those who value adventure and off-road experiences, but some owners wish for better efficiency and modern features.

AI generated from the text of customer reviews.

What people say

fuel economy interior off-road capabilities performance power
Anonymous
5.0
Reviewed a 2006 Jeep Liberty on Jun 07, 2024

The 2006 Jeep Liberty excels with its strong off-road performance and robust build quality.

Anonymous
5.0
Reviewed a 2024 Jeep Wrangler on Mar 06, 2024

Good value at the price, mileage is under average use , has all ten necessary features plus a few extras, sporty, rugged and fun to drive !

Russ V
5.0
Reviewed a 2023 Jeep Grand Cherokee 4xe on Aug 12, 2024

Lots of cool features including night vision, heads up and video screens. Great value

Anonymous
5.0
Reviewed a 2010 Jeep Wrangler on May 02, 2024

My 2010 came lifted with 35 inch tires. Heavy duty bumper with Winch. Super clean and low miles.

Clyde N
4.0
Reviewed a 2017 Jeep Patriot on Feb 07, 2024

The car has nice features! The car has good value! This car is missing a moonroof. The car is comparable to a Buick Enclave.

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