Sort
Grand Cherokee

New and Used 2020 Jeep Grand Cherokee for Sale in Old Saybrook, CT

New Search Sort Filter

Filtering by:
See all 3 photos
New
$34,445 MSRP $43,695

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Red
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Wonderful Experience
by Janice Liscinsky from Deep River, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
I had an absolutely wonderful experience! I want to thank Brandon, Tom, Mike and Lawrence for making me feel like part of the family. I recently walked out of 2 other dealerships due to horrible customer service so believe me when I tell you ...you will not be disappointed with buying a vehicle here and will have a truly fun experience! Yes I said FUN! Love you guys!
See all 3 photos
New
$42,785 MSRP $53,535

2020 Jeep Grand Cherokee High Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Great Dealership
by Cassondra from Madison, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
Everyone at Madison Chrysler was very accommodating, worked hard in pleasing me as a valuable customer, made sure I was able to purchase the vehicle of choice, and all employees had great personalities!
See all 3 photos
New
$40,235 MSRP $50,985

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Najee...A True Professional.
by Brian from Middletown, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
Great facility. Never too busy to help you, and of course, Najee. As simple as that. Najee was an absolute pleasure to deal with. I was a little wishy-washy at first (waiting for my lease to expire, purchasing a new home) and Najee showed great patience, yet consistently and very cordially continued to contact me every so often (not nearly to a point of being annoying as many salesmen do!) to let me know of different promotions they were running. Finally, after a few months, when I was finally ready, there was nobody else that I would have rather "rewarded" with my purchase. Top that off with the fact that he and his manager (I forget his name..sorry!) also put me into contact with a gentlemen who could fix a large dent on my currently leased car (for a fantastic price too!), and you really couldn't ask for a better purchase experience. Did I mention that Najee also drove 5 hours ON HIS DAY off to go pick-up my transferred car from Maine? Awesome!
See all 20 photos
New
$38,390 MSRP $49,140

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Gray
  • Int. Color: Red
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Excellent experience!
by Justice from Madison, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
Very friendly staff. This was the 2nd car I've bought there, and I'll continue to keep buying cars there. I take my time when making a big purchase decision like this, and it took me a few weeks to make up my mind...they never once called me to rush me. They make the whole process very painless and straightforward... also saved me from standing in line at the DMV to sort out the registration, etc... Not to mention I got a great deal on my trade-in!
See all 20 photos
New
$34,295 MSRP $43,545

2020 Jeep Grand Cherokee Limited

  • Ext. Color: Black
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Jeep Wrangler purchase
by Kimberly from East haven, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
Friendly and non-competitive sales staff who were very knowledgeable about the products, customer oriented, and attentive to needs. My best car buying experience ever!
See all 3 photos
New
$40,685 MSRP $51,435

2020 Jeep Grand Cherokee Overland

  • Ext. Color: Black
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Madison Chrysler Jeep Dodge and Ram
by Lexie from Connecticut
November 6, 2018
5 5 5 5 5 5 (44 reviews)
I had a very good experience while shopping for my vehicle at Madison Chrysler Jeep dealership. Mike Ramcke did an excellent job at helping me purchase my vehicle. He came on his own day off to help pick up my jeep. I highly recommend this dealership. It has awesome costumer service, and it made shopping for my vehicle a fun experience.
See all 3 photos
New
$40,935 MSRP $51,685

2020 Jeep Grand Cherokee Overland

  • Ext. Color: White
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Top Notch Dealership
by RandyM from milford, ma
November 6, 2018
5 5 5 5 5 5 (44 reviews)
We had an excellent experience with Brandon and all of the staff at Madison. Very professional, knowledgeable, and kind. We would recommend them to anyone.
See all 20 photos
New
$29,585 MSRP $37,585

2020 Jeep Grand Cherokee Laredo E

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
Easy purchase
by Alan from Madison, CT
November 6, 2018
5 5 5 5 5 5 (44 reviews)
The buying experience was friendly, professional and without pressure. excellent support from sales team. knowledgeable explanation of vehicles and options. nice facility.
See all 20 photos
New
$38,730 MSRP $43,230

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Madison Chrysler
() -
(203) 779-6548
5 (44 reviews)
12 mi. from 06475
Check Availability
Call
Madison Chrysler Review
2015 200
by George from clinton, ct
November 6, 2018
5 5 5 5 5 5 (44 reviews)
Staff was very friendly and Knowledgeable also they took the time to answer all questions even the dumb questions, my wife and I felt very much at home, I will be coming back for my next car or truck.
See all 16 photos
New
$52,285

2020 Jeep Grand Cherokee Overland

  • Ext. Color: White
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Falvey's
() -
(860) 786-6455
4.6 (555 reviews)
21 mi. from 06475
Check Availability
Call
Falvey's Review
1st Jeep service
by BMJM100 from worcester
November 6, 2018
5 5 5 5 5 4.6 (555 reviews)
Just brought my wife's Jeep in for 1st service, service manager told me to sit at her desk, asked for my keys, drove my Jeep in and then came back to take all my information. She told me exactly what was going to happen & how long it would take, that's what I call service!! They are super friendly here!! Bruce
See all 17 photos
New
$39,985

2020 Jeep Grand Cherokee Upland

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Falvey's
() -
(860) 786-6455
4.6 (555 reviews)
21 mi. from 06475
Check Availability
Call
Falvey's Review
Best car buying experience
by Jeep Girl Again from Pomfret Center, CT
November 6, 2018
5 5 5 5 5 4.6 (555 reviews)
Car buying can be time consuming and anxiety ridden, but not at Falveys! I visited many dealerships in my car search, but came back to Falveys. "Crazy" Eddie, my salesperson, was honest and knowledgeable about the vehicles I was looking at. While providing me with all the information I needed, there was never a hard sell approach. I never felt rushed or pressured. Once I decided on the vehicle, Eddie and the Falvey team worked with me to make it happen, right through coordinating with my bank of choice, registration and an orientation and set up of features in my new (to me ) Jeep. Thanks "Crazy" Eddie for making me a Jeep girl!
See all 18 photos
New
$43,335 MSRP $43,335

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Falvey's
() -
(860) 786-6455
4.6 (555 reviews)
21 mi. from 06475
Check Availability
Call
Falvey's Review
Exceptional Falvey’s experience on a new Jeep
by Lori from Mass from Millbury, Ma
November 5, 2018
5 5 5 5 5 4.6 (555 reviews)
We just purchased a new 2016 Jeep Cherokee Trailhawk from Tim Malzahn at Falvey's Motors and couldn’t be happier on the overall experience. We worked closely with Tim, Greg (sales manager) & Charlie (finance manager) to make this deal come together and after dealing with them, being caring and willing to listen to our needs getting to know us, it was an easy decision to purchase this Jeep from Falvey’s! Coming from Mass it was a short easy ride just down rt. 395. After taking delivery of our vehicle, Tim has followed up by calling us making sure we didn’t have any questions or concerns with our new Jeep. Thank you for allowing us to become part of your Falvey’s family that everyone else has experience.
See all 10 photos
New
$32,434 MSRP $39,285

2020 Jeep Grand Cherokee Laredo E

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
Awesome, Excellent, Impeccable!
by Monica Dornfeld from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (1362 reviews)
Rich d???andrea was great. Truly professional and a nice guy which makes for a really great sales person. He made the transition very smooth. When I came back to get the wheel cover the parts guy was very nice too. Sometimes it???s the little things that impress me. After they put the wheel cover on Rich backed the car up for me so I could get out of the parking lot easier. John Sullo was very helpful and professional getting the finance done. The parts guy was great but I don???t know his name. Same goes for the receptionist. I???ve known Rob my whole life and he???s truly done an amazing job with his dealership, I know his dad would be so proud of him. I wouldn???t go anywhere else and we will definitely go back to Rich in a couple years when my son will want his own Jeep 🚘 😀👍🏻
SPECIAL OFFERS
See all 12 photos
New
$37,988 MSRP $46,450

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
As easy as it gets
by Mavericks550 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (1362 reviews)
I was in the market for a new Grand Cherokee. I came to Branhaven over a more local dealer based on the reviews I had read. I am happy to report they not only lived up to the expectations set by those reviews, but exceeded them. I was initially contacted by Jennifer, who was very accommodating in setting me up with an appointment that worked for me. When I arrived I was set up with Michael Polvere. I gave Michael a run-down of what I was looking for and he did a tremendous job of helping me find what I was looking for. At no point did he deviate and try to sell me anything else; he was as far from pushy as it gets After finding something in the lot for me we went out on a test drive. Michael did a great job going over all the ins and outs of the vehicle. Once we returned to the dealership he asked if he could draw up a quote for me and I agreed. He worked quickly and not only quoted me a great price, but also was able to help me take advantage of several incentives I didn't know about by asking the right questions. I returned a week later and Michael had everything set up for me and all that was left to do was finalize all of the financial business. This is where I worked with Nathan. Nathan was very organized, polite, and efficient. He had everything prepared and never left me any doubt in my mind with any of the documents I signed. I would highly recommend Branhaven to anyone looking for a Jeep or Dodge. It was absolutely effortless. 10/10.
See all 11 photos
New
$32,608 MSRP $39,480

2020 Jeep Grand Cherokee Laredo E

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
WHAT A WONDERFUL EXPERIENCE FOR MY DAUGHTER'S "FIRST CAR"!!!
by HAPPY FAMILY from DealerRater.com
November 5, 2018
5 5 5 5 5 4.9 (1362 reviews)
We begin by saying that we cannot say enough about our sales consultant Bryce Finlayson. She was extremely professional yet very personal. Bryce made my husband and I feel very comfortable from the beginning of our car shopping experience. She explained that she was new at her position, but assured us that she would do what was necessary to answer any questions and to locate the car we were looking for. We had explained to her that our daughter turned 17 and we were looking for a specific used car for her. (Our daughter had given us a hint as to what she was looking for). Lets just say that within 30 minutes she located the vehicle we were looking for and we were off on a test drive. Within 2 hours we had purchased our daughter's vehicle. Later we had told our daughter that we wanted her to come and look at a vehicle for her. She did not know that we had already purchased the car. Upon our arrival at the dealership, BRYCE had arranged a SPECIAL CELEBRATION!!!!! The car was front in center of the dealer ship loaded up with BOWS AND BALLOONS!!!!!!!!!!!! Several of your employees, lead by BRYCE, enjoyed the CELEBRATION!!! THANK YOU BRYCE
See all 12 photos
New
$36,717 MSRP $43,425

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
Comforting
by Kilo from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (1362 reviews)
I'd like to take a minute to thank Mr. Matt Cestaro. I recently had purchased and Accord before the summer and in Aug my car got totalled when someone in a stolen vehicle decided to smash into myself and 5 other vehicles. I had been out of a car for quite some time. I went into the Jeep Dealership just to talk about options. When I was talking to Matt it didnt seem like I was talking to a dealer but more of just talking to a friend. It was easy to tell him what I wanted and what the realistic option was. When we walked around the lot he didnt try selling me. He let me lead the way which felt nice that there were no restrictions. I found the 2015 Jeep Grand Cherokee and asked him if it's possible this one would he the one. He made it work. One trip to Matt and I was rolling out in a new car. I cant thank him enough for all his help. Asking for car rides to and from work isnt easy for me. But my experience with Branhaven and Matt was. Thank you again for everything.
SPECIAL OFFERS
See all 12 photos
New
$47,825 MSRP $56,490

2020 Jeep Grand Cherokee Summit

  • Ext. Color: White
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
Easygoing, friendly and great service
by Shelly from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (1362 reviews)
After a car accident we were looking for a new car. We stopped in and were honest we were waiting for our settlement and just getting a feel for what was out there. Ryan , was helpful and full of information. Weeks later when we got our insurance settlement and knew we wanted a new Chrysler 300 we reached out to Ryan, he made every part of the car buying experience easy and relaxing. I brought the car in a few days later for services we bought in an extended warranty package and that was a breeze. I couldn???t be happier with my car and the experience we had.
SPECIAL OFFERS
See all 11 photos
New
$40,883 MSRP $49,140

2020 Jeep Grand Cherokee Trailhawk

  • Ext. Color: Black
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
2014 GC Overland purchase
by Elizabeth S from DealerRater.com
November 6, 2018
5 5 5 5 5 4.9 (1362 reviews)
What a great experience I had purchasing my 2nd Jeep Grand Cherokee with Steve Lakomski as my sales consultant. Steve was awesome to deal with and very knowledgeable of the Overland. I would definitely recommend my friends and family to do business with Branhaven and with Steve 👍😊 I would also like to add that Jonathan Minichino was a pleasure to work with on getting my financing put together. Great team of employees!! Thank you Branhaven
See all 14 photos
New
$36,717 MSRP $43,425

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: Gray
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
Awesome!
by amyjo25 from DealerRater.com
November 5, 2018
5 5 5 5 5 4.9 (1362 reviews)
Bryce was amazing!!! She contacted me the same day I showed interest and called me back within the next few days with an amazing price on my 2017 Grand Cherokee! I couldn't be more happy with my experience with Bryce and will be definitely sending friends and family her way if need be!! Thanks again Bryce! 😁
See all 9 photos
New
$36,216 MSRP $43,425

2020 Jeep Grand Cherokee Altitude

  • Ext. Color: Silver
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
Branhaven Chrysler Jeep Dodge Ram
() -
(203) 871-3644
4.9 (1362 reviews)
24 mi. from 06475
Check Availability
Call
Branhaven Chrysler Jeep Dodge Ram Review
New Jeep Wrangler
by Jeepriver from DealerRater.com
December 3, 2018
5 5 5 5 5 4.9 (1362 reviews)
I had a great experience leasing a 2015 Cherokee from Branhaven and we back to lease my new 2018 Jeep Wrangler Unlimted JL. Michael and Nathan were really helpful, easy to work with, and efficient. They made the process super easy and enjoyable!
Prev
* 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.
162 results
Save Search

Filtering by:

  • Location
    • Search within
    • ?
  • New/Used
  • Year
    Min
     
    to
    Max
  • Model
  • Trim
  • Price
    Min
     
    to
    Max
  • Mileage
  • Deal Rating
  • Features
  • Body Style
  • Exterior Color
  • Interior Color
  • Special Offers
  • Drivetrain
  • Transmission
  • Cylinders
  • Photos
  • Fuel
  • Door Count
  • Dealer Ratings
  • Listing Date
  • Seller Type
  • Keywords
New Search

Save Your Search

Search saved!

You can manage your searches in your profile.

Go to Saved Searches

That's too many

You can only compare up to 4 cars at a time.
You've reached your limit

Sorry, you've saved the maximum amount of favorites for your account. Please unsave some if you wish to save others.

Research the 2020 Jeep Grand Cherokee

About the 2020 Jeep Grand Cherokee
2020 Jeep Grand Cherokee Recalls
2020 Jeep Grand Cherokee Consumer Reviews
2020 Jeep Grand Cherokee News
2020 Jeep Grand Cherokee Repair Estimates
Videos for the Jeep Grand Cherokee

Jeep Grand Cherokee By Year

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

6 Great Deals

13 Good Deals

$29,950

27 Listings

from
2018 Jeep Grand Cherokee

3 Great Deals

14 Good Deals

$23,800

28 Listings

from
2017 Jeep Grand Cherokee

18 Great Deals

67 Good Deals

$20,900

114 Listings

from
2016 Jeep Grand Cherokee

6 Great Deals

8 Good Deals

$22,998

26 Listings

from
2015 Jeep Grand Cherokee

3 Great Deals

7 Good Deals

$17,500

15 Listings

from

New Jeep Grand Cherokee By Year

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

0 Great Deals

0 Good Deals

$29,585

160 Listings

from

Certified Pre-owned Jeep Grand Cherokee By Year

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

2 Great Deals

9 Good Deals

$29,950

19 Listings

from
2017 Jeep Grand Cherokee

3 Great Deals

11 Good Deals

$25,015

28 Listings

from