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New and Used 2020 Jeep Grand Cherokee for Sale in Watertown, WI

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New
$43,985 $2,500 price drop! MSRP $50,985

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Kayser Chrysler Center Watertown
() -
(920) 545-2127
4.9 (254 reviews)
1 mi. from 53098
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Kayser Chrysler Center Watertown Review
Thank you for a great experience!
by RAM2019 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (254 reviews)
The team at Kayser Chrysler of Watertown, made my purchase experience relaxing and enjoyable. This is my sixth vehicle purchase and I can???t remember a time where I felt this comfortable in a car dealership, there is a great group of people working there. I went back and forth on a few vehicles trying to decide which was the best fit for me. Eric was patient throughout the entire process and answered any and all questions I had. I would recommend Kayser Chrysler of Watertown to anyone looking for a relaxed and pressure free buying experience. I plan to purchase from Kayser Chrysler in the future. Thanks again, I love my new Ram Truck! Joe
SPECIAL OFFERS
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New
$46,865 MSRP $51,535

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Griffin Chrysler Dodge Jeep Ram of Jefferson
() -
(920) 541-2249
4.8 (188 reviews)
15 mi. from 53098
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Griffin Chrysler Dodge Jeep Ram of Jefferson Review
Great
by JIMTSIKRETSIS from DealerRater.com
December 3, 2018
5 5 5 5 5 4.8 (188 reviews)
Edgar and Jeff are great 👍 to work with. Mark, Joe and Randy do excellent work. They always find a way to get me in when I call. Work always done ? in a timely way and fairly priced. Keep up the great work. My family has bought 18 vehicles 🚗 from your sales staff.
SPECIAL OFFERS
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New
$50,379

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Black
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Burtness Chrysler Dodge Jeep Ram
() -
(888) 693-0719
5 (1 reviews)
26 mi. from 53098
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SPECIAL OFFERS
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New
$47,135 MSRP $54,170

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (681 reviews)
28 mi. from 53098
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Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
kimesha
by kimesha from janesville,wi
November 5, 2018
5 5 5 5 5 4.7 (681 reviews)
paul zwick is terrific he helped me get to my new car and back on the road as planned I wouldn't have went anywhere else !!!!
SPECIAL OFFERS
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New
$55,017 MSRP $62,770

2020 Jeep Grand Cherokee Summit

  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (681 reviews)
28 mi. from 53098
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Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
Honest and Easy
by Jeep Fan from Waukesha, WI
November 6, 2018
5 5 5 5 5 4.7 (681 reviews)
I been here for couple times for test drive and then I finally made a purchase which I'm so happy now. Dealership has honest sales representatives who will assist you and not force you to buy their vehicles. I went there for test driving Dodge Durango but I didn't like that model and I left the dealership without having any hassle. Then I found the SUV which I wanted online (www.russdarrow.com) but it wasn't in this dealership but still I wanted to go there to make my purchase so I ask them if they can get that car from their sister dealership since to me it was really comfortable buying from them.
SPECIAL OFFERS
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New
$37,380 MSRP $53,545

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow West Bend Chrysler Jeep Dodge RAM
() -
(888) 278-5647
4.7 (681 reviews)
28 mi. from 53098
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Russ Darrow West Bend Chrysler Jeep Dodge RAM Review
Great
by Doris from Milwaukee Wisconsin
November 6, 2018
5 5 5 5 5 4.7 (681 reviews)
Great customer service I would recommend everyone to shop with them. They help you invest your money into something that's worth it well satisfying.
PRICE DROP
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New
$49,622 $2,500 price drop! MSRP $56,930

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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Schlossmann Dodge City Chrysler Jeep RAM Fiat Review
Best teacher ever about car buying, no hassling!!
by Terri Hessen from West Allis, WI
November 6, 2018
5 5 5 5 5 4.2 (28 reviews)
Agent not only took the time to explain to me about buying a car, but also to explain how to up my credit rating!! I have never had someone sit down and be so nice and frank when purchasing a car. What I want is a little over my price range right now. BUT I'M DEFINATELY GOING BACK HERE TO BUY!! NO FUSS, NO HASSLING ME, JUST PLAIN COMMON SENSE!!!!
PRICE DROP
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New
$46,976 $2,500 price drop! MSRP $53,730

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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PRICE DROP
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New
$49,776 $2,500 price drop! MSRP $57,125

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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PRICE DROP
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New
$46,982 $2,500 price drop! MSRP $53,730

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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PRICE DROP
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New
$49,792 $2,500 price drop! MSRP $57,125

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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New
$51,030

2020 Jeep Grand Cherokee Limited X

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Wilde Chrysler Jeep Dodge Ram & Subaru
() -
(262) 290-2626
4.7 (1700 reviews)
29 mi. from 53098
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Wilde Chrysler Jeep Dodge Ram & Subaru Review
Lets make a Deal
by Plhoov2864 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1700 reviews)
Car buying..if u do your research, use eprice to determine if car 🚙 is in ur budget u will be ready to make a deal. . I wanted a blue car loaded with aids to help me navigate more effectively. Matt was prepared by giving me information about the Subaru dealership, the vehicle and services. We did a walk around inside and outside the 🚙 I selected b4 test driving. Once the test drive was over I was ready to ???make the deal???. ..I met with Rhonda who is the best financial contact. She has a great smile and I believe lots of patience. She definitely made the process easy to understand n told me exactly what I was to pay each month n when.. Thank u Rhonda for your patience n expertise. There are many New tools including on my new 🚙.,,my favs keyless start, eyesight functions, video screen n Bluetooth connectivity for my phone. Upgrades and ease of use over my 20 year old lux 🚘. Including paddles on steering column to use for ease of handling on inclines. I???m thrilled 😄 having a new car and so grateful for all the time Matt spent with me including getting me introductions to others who made my experience at Wilde the best. Yes, and all this was done in one day. Now I just need to get out n drive n test out some of options. I will definitely recommend Wilde and Matt to friends.
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New
$76,560 MSRP $76,560

2020 Jeep Grand Cherokee SRT

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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PRICE DROP
See all 18 photos
New
$49,792 $2,500 price drop! MSRP $57,125

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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SPECIAL OFFERS
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New
$40,299 MSRP $48,140

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Red
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1137 reviews)
29 mi. from 53098
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Trustworthy
by Lauri247 from DealerRater.com
November 6, 2018
5 5 5 5 5 4.7 (1137 reviews)
Micheal is a very approachable and relaxed salesman. I observed him with another female customer and he has compassionate understanding of people and their needs. Being a female I did not feel like I was being treated differently but that he respected my choices and requests. Very patient and kind! No pressure, detailed, and efficient 👍 Lauri Johnson
PRICE DROP
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New
$49,792 $2,500 price drop! MSRP $57,125

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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See all 3 photos
New
$47,245

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: White
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Wilde Chrysler Jeep Dodge Ram & Subaru
() -
(262) 290-2626
4.7 (1700 reviews)
29 mi. from 53098
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Wilde Chrysler Jeep Dodge Ram & Subaru Review
An all-Subaru Family
by Grandma & Grandpa from DealerRater.com
November 5, 2018
5 5 5 5 5 4.7 (1700 reviews)
We were forced into buying another Forester sooner than we wanted as my wife's 2011 model was totaled in a car accident. We were broadsided, spun around and hit a light pole. The side air bags deployed and my wife and I walked out without a scratch or even a sore muscle. The car had 87K miles and 5 years old yet we received over 60% of what we paid for it when new. So, in addition to being safe it really held its value. Obviously, we bought a new 2016 Forester! Also, I was ready for a new car so we bought a new Outback within a month. Matt Marman at Wilde Subaru in Waukesha, WI was out sales person. Matt patiently walked through the electronics so that we totally understand how to use them (we are Grandparents so we can be a bit slow on the gadgetry). The business manager (Chris West) and the secretarial staff were equally friendly, patient and considerate. If that wasn't enough, we got a great price on both cars! A big "thumbs up" for Wilde Subaru.
PRICE DROP
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New
$59,080 $2,500 price drop! MSRP $67,570

2020 Jeep Grand Cherokee Summit

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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SPECIAL OFFERS
See all 26 photos
New
$42,999 MSRP $50,040

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Black
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing)
() -
(877) 286-0047
4.7 (1137 reviews)
29 mi. from 53098
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Russ Darrow Chrysler Dodge Jeep RAM Madison (High Crossing) Review
Wonderful service!
by Shephard2019 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.7 (1137 reviews)
I was in a bit of a bund having 2 vehicles and 2 payments. I decided to go to Russ Darrow to look at a new 2019 jeep because I have always heard great things about Jeeps. I found Russ Darrow online when I went on True Car.com. they were the first place I chose to look at buying a new vehicle. Michael was the first person who came up to me and right away I knew I would be buying a Jeep from him. He was very informative and was not pushy or a fast talker like most salesman. I would definitely recommend Russ Darrow to anyone looking to buy a new vehicle!
PRICE DROP
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New
$58,234 $2,500 price drop! MSRP $66,565

2020 Jeep Grand Cherokee Summit

  • Ext. Color: Beige
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Schlossmann Dodge City Chrysler Jeep RAM Fiat
() -
(262) 395-7653
4.2 (28 reviews)
29 mi. from 53098
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* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. See our terms of service for more details.
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1 Great Deal out of 10 listings starting at $30,710

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VEHICLE GREAT DEALS GOOD DEALS PRICES FROM LISTINGS
2019 Jeep Grand Cherokee

1 Great Deals

21 Good Deals

$26,300

22 Listings

from
2018 Jeep Grand Cherokee

0 Great Deals

15 Good Deals

$27,703

19 Listings

from
2017 Jeep Grand Cherokee

5 Great Deals

39 Good Deals

$22,191

49 Listings

from
2016 Jeep Grand Cherokee

5 Great Deals

15 Good Deals

$19,833

22 Listings

from
2015 Jeep Grand Cherokee

1 Great Deals

11 Good Deals

$14,999

15 Listings

from

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VEHICLE GREAT DEALS GOOD DEALS PRICES FROM LISTINGS
2020 Jeep Grand Cherokee

0 Great Deals

0 Good Deals

$30,646

177 Listings

from

Certified Pre-owned Jeep Grand Cherokee By Year

VEHICLE GREAT DEALS GOOD DEALS PRICES FROM LISTINGS
2019 Jeep Grand Cherokee

0 Great Deals

0 Good Deals

$27,977

10 Listings

from
2018 Jeep Grand Cherokee

0 Great Deals

9 Good Deals

$28,789

12 Listings

from
2017 Jeep Grand Cherokee

2 Great Deals

21 Good Deals

$22,996

26 Listings

from