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2018 Jeep Grand Cherokee Overland
97,525 Miles | Brookline, MA
$29,798
est. $536/mo

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2018 Jeep Grand Cherokee Overland
58,056 Miles | Boston, MA
$36,898
est. $663/mo

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2020 Jeep Grand Cherokee Overland
8,046 Miles | Boston, MA
$48,898
est. $879/mo

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Fresh

2018 Jeep Grand Cherokee Limited
65,188 Miles | Allston, MA
Accepting Offers
est. $0/mo

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Fresh

2015 Jeep Grand Cherokee Limited
51,114 Miles | Allston, MA
Accepting Offers
est. $0/mo

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2015 Jeep Grand Cherokee Limited
166,562 Miles | Roslindale, MA
$14,856
est. $267/mo

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2019 Jeep Grand Cherokee Overland
20,892 Miles | Allston, MA
$42,200
est. $759/mo

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2018 Jeep Grand Cherokee Limited
28,638 Miles | Allston, MA
$37,875
est. $681/mo

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2015 Jeep Grand Cherokee Laredo
138,789 Miles | Somerville, MA
$17,995
est. $324/mo

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2015 Jeep Grand Cherokee Limited
127,589 Miles | Somerville, MA
$18,995
est. $342/mo

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2017 Jeep Grand Cherokee Laredo
54,483 Miles | Somerville, MA
$29,995
est. $539/mo

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2017 Jeep Grand Cherokee Altitude
61,720 Miles | Somerville, MA
$32,995
est. $593/mo

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2008 Jeep Grand Cherokee Overland
158,644 Miles | Somerville, MA
$8,995
est. $162/mo

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2008 Jeep Grand Cherokee Laredo
159,687 Miles | Somerville, MA
$5,995
est. $108/mo

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2018 Jeep Grand Cherokee Laredo
50,458 Miles | Somerville, MA
$26,900
est. $484/mo

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Fresh

2016 Jeep Grand Cherokee High Altitude
80,225 Miles | Watertown, MA
$29,982
est. $539/mo

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2018 Jeep Grand Cherokee Limited
66,572 Miles | West Roxbury, MA
$30,809
est. $554/mo

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2018 Jeep Grand Cherokee Laredo
71,792 Miles | West Roxbury, MA
$27,299
est. $491/mo

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2018 Jeep Grand Cherokee Altitude
41,769 Miles | West Roxbury, MA
$34,899
est. $628/mo

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2018 Jeep Grand Cherokee Limited
68,896 Miles | West Roxbury, MA
$30,500
est. $548/mo

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Jeep Grand Cherokee Owner Ratings & Reviews

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2005 Jeep Grand Cherokee - She keeps on running.

Linda
Boston, Massachusetts
Overall
3.0
Value
3.0
Performance
4.0
Style
4.0
Comfort
4.0
Fuel Economy
2.0
Reliability
3.0
The '05 Limited is a great vehicle if properly maintained. It has 290,000 miles on it, and I've only had to do a few repairs. The electronic systems could be better, and there are some things that should have been recalled by Chrysler. The drivers side airbag is an expensive fix, and they have a large failure rate.
Story
I've taken it on a few road trips from Boston to Maine, and it was reliable the whole time. No issues.
Pros
The '05 WK has great reliability. The all-wheel drive is great for New England weather conditions and the snow. The heated seats and climate control are also nice features for 2005.
Cons
The electronic systems could be better. There is occasionally faults with fuses and wiring that requires (sometimes rather difficult) fixes. The drive-train on the vehicle has a few issues but that could be because of the 290,000 miles I put on it.

1998 Jeep Grand Cherokee - Very dependable

Theresa
Boston, Massachusetts
Overall
5.0
Value
5.0
Performance
2.0
Style
5.0
Comfort
5.0
Fuel Economy
3.0
Reliability
5.0
Best car I've ever owned. Granted, I've only owned two cars. It's only needed one repair, a new water pump after 100k miles. Drove it across the country without any issues. Easy to work on when I have the time. Changing the oil is very easy. I have never had any major problems with it.
Story
I drove it from Denver to Boston. No problems, she was making ten-hour days with ease. Had to pull onto the side of the road once just to take a little nap inside, accidentally set of the car alarm though.
Pros
Dependability, affordability, and ease of repair and maintenance

Boston, MA Dealer Ratings & Reviews

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2001 Jeep Cherokee - Boston Jeepz Newton

Miguel
Newton, Massachusetts
Overall
3.0
Facility
3.0
Process
3.0
Quality
3.0
Service
3.0
They had the car I wanted for a reasonable price

2016 Jeep Cherokee - Lawless Chrysler Jeep Dodge Ram Woburn

SBoston
Woburn, Massachusetts
Overall
1.0
Facility
3.0
Process
2.0
Quality
1.0
Service
4.0
The only good thing I can say about this dealership is that it is close to my home.