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Used
Jeep cars
for sale
near
Winsted, CT
under $899,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2016 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Gale Toyota- A good experience
We got awesome treatment and a good deal from this place. My salesman, Jonathan Testa was fantastic, honest and accommodating. The Toyota brand itself is an excellent, reliable car to begin with and the salesman I worked with could not be more pleasant and reasonable.
My dream car since a teenager was a grand Cherokee and
My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.
Jeep Certified
2022 Jeep Wrangler Unlimited Sahara
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Review
Thorough and courteous. Great customer service. Oil changed and issue checked out and repaired.
The Sahara high altitude with the sky one touch roof is
The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.
Jeep Certified
2019 Jeep Compass Limited 4x4
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Reviews
Jason was an amazing salesman to work with- again!
Jason was an amazing salesman to work with- again! He was incredibly patient, genuinely helpful, and truly cared about our needs throughout the entire process. It's clear he puts his customers first, and we couldn't have asked for a better experience. Highly recommended.
Lattie, the Latitude with an Attitude!
In my many years of car driving and ownership, I have rarely had a better vehicle than my 2019 Jeep Compass Latitude. It has been reliable, comfortable, fun to drive and, for its' size and type, very good on gas. In April, I will have been driving "Lattie"for 5 years. My upkeep has been minimal. She is pretty and still looks new. This vehicle is such a pleasure to drive. Handling and response are excellent. Controls are super easy to manage and absolutely love the heated seat and steering wheel. On a long trip, it is very comfortable (yes, I have ridden in the back seat, too) and fuel economy was just great...fully loaded with air-conditioner on and travelling at highway speeds gave me 30+ mpg. Really can't complain. My Neon didn't do any better. This is a great vehicle. Oh, and I had leased it new, and purchased it when the lease was up..that's how good this car is!
Jeep Certified
2022 Jeep Gladiator Sport
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Reviews
Greatness
OMG !!! This was my 3rd time there. I had a very pleasant experience. Keep up the good work and wonderful staff. Not more to say.
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Jeep Certified
2022 Jeep Grand Cherokee Limited 4x4
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Reviews
Crowley Customer Service
We purchased a new car from Crowley and found them to be most helpful and not pushy. We brought our car in for service and found everyone to be helpful and friendly.
My opinion of 2022 Jeep Grand Cherokee
This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.
Used
2024 Jeep Wrangler Sahara
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Reviews
Great overall experience
I purchased a 2009 Nissan Rogue on 10-11-12. It was an easy, actually fun experience. The sales man was not pushy, it was an easy process and everyone was very helpful. I love my new car. I would recomend carmax to anyone who wants a stress free car buying experience.
I purchased a special ordered Jeep Wrangler RubiconX with
I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.
Used
2019 Jeep Grand Cherokee Overland
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Reviews
Best car buying experience ever!
Absolutely amasing dealership. When I reached out to them about a vehicle they had, I had some very strict guidelines for what I wanted, what I could spend and what i had to put down. All of which was far outside the realm of possibility, considering my credit was not so great. Or so I thought. Milton was not discouraged in the least and put in serious work to make it happen for me. I was never pressured to consider another vehicle, tho he did offer a couple of options. He was great at communicating throughout the whole process about his attempts with different lenders and what documents I would need to provide him with. I have to say, he was far more confident than I was! And in the end, I only had to pay a slightly higher down payment, but got lower monthly payments and got the truck I wanted! Everyone at the dealership was very professional, yet welcoming. There was never any pressure, at all. We drove 2 hours to finalise the deal and actually had to wait awhile because MIlton wouldn't let the truck go until it was clean and had had a more than thorough final inspection and servicing. It is also obvious from their inventory, when you're there, that they handpick only the best. I have never had a more pleasant experience buying a car! We will be replacing another car next year, and I won't consider going anywhere else! Thank you Milton! And all your associates who helped make this happen!
The 2019 Grand Cherokee Limited was the Jeep I had my eye
The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.
Jeep Certified
2022 Jeep Grand Cherokee Summit
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Reviews
GREAT SALES EXPERIENCE
Victoria and Sam were AWSOME to work with. Knowledgeable, personable and professional. I’ll recommend them to my friends and family. Got a great deal on a truck too.
2022 Grand Cherokee Overland. great car.
2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.
Used
2023 Jeep Renegade Limited
Vehicle information
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Reviews
Luiz was my salesman.
Luiz was my salesman. He was very personable, knowledgeable and made the overall experience easy and stress free
Double dipping
After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package
Jeep Certified
2021 Jeep Grand Cherokee L Overland 4x4
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Reviews
Love my new jeep!!
Another fantastic. .stress free experience at bertera of Westfield. Austin was our salesman and was wonderful to deal with. Mark..the general manager was excellent. I fully recommend anyone to buy here..and at any bertera dealership. Their professionalism exceeds all others. Thankyou for another great experience! !!
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.
Jeep Certified
2021 Jeep Grand Cherokee L Summit 4x4
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Features
Reviews
Darryl Wilson
Darryl Wilson has sold me cars over the past several years. I went in looking for a used vehicle with low mileage. The vehicle I wanted was just sold. He showed me the same car but it was a new 2021 Jeep Renegade Trailhawk, for just about the same price. I looked at the vehicle on Wednesday and purchased the vehicle that Saturday July 31, 2021. I am very happy with the attention given, his professionalism, and he is very courteous. I have recommended my friends and family to buy a car from Darryl. Richard and Katreen Shaver
Took Brunt of Crash
Had a rear end collision with it a few days ago. Handled it well. Car that hit me, as I was standing still a traffic light must have been going 40-50 mph. My car took the brunt of the crash, sparing me I am sure. If totaled, will look at same manufacturer.
Jeep Certified
2023 Jeep Grand Cherokee L Altitude 4x4
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Features
Reviews
great service
I had Austin as my salesman he was very kind. I picked the SUV I wanted and a few days later I was driving it home. I would recommend Austin to anyone looking for a car
i recently had a 2023 for explorer it was a good truck
i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.
Jeep Certified
2023 Jeep Grand Cherokee L Limited 4x4
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Reviews
Jeep experience
Donald Jones from Crowley Chrysler Jeep Dodge Ram did a great job helping me throughout the buying process...no hassle, just hustle!
I love my vehicle.
I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍
Jeep Certified
2022 Jeep Grand Cherokee L Overland 4x4
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Reviews
Mister
Over the last 17 years we have purchased four cars from the Crowley Dealership in Bristol. Each of those cars has been serviced at the dealership. Very satisfied.
Love my 2022 Jeep Grand Cherokee L.
Love my 2022 Jeep Grand Cherokee L. Has plenty of room and lots of technology. Plenty of power and is doing great on gas mileage based on its size. Definitely recommend the vehicle!
Used
2015 Jeep Cherokee Trailhawk
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Reviews
Five Stars
Love my Charger! Henri Michaud was my salesperson. Very attentive and good natured. In fact, everyone there had a great attitude from reception to finance. Plus a cool showroom. Thank you Papa’s Dodge!
Purchased new in 2015.
Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car
Jeep Certified
2020 Jeep Compass Sport 4X4
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Reviews
Used Car Purchase
Easy, friendly, and low pressure buying experience. Offered a good price and then was open to an even better price. Delivered car to my home.
I love my little JEEP compass!
I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!
Jeep Certified
2022 Jeep Grand Cherokee Limited 4x4
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Reviews
Jon Bryant and team were highly professional and made my
Jon Bryant and team were highly professional and made my recent purchase a pleasant experience.
2022 Summit Reserve Comfort m, Performace and Luxu
This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.
Jeep Certified
2025 Jeep Wrangler 4-Door Rubicon 4x4
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Reviews
Jeep Cherokee limited
Very good customer service, very good support throughout the process. Shout out to John in sales.... thank you so much for your time and patience!
Incredible vehicle.
Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.
Used
2023 Jeep Wrangler Sport S
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Reviews
Inquiry Response
Dealer reached out within half an hour of the inquiry and answered my questions regarding the truck. I was looking for a specific option the truck didn't have, but I was impressed with the sales staff knowledge of the truck despite it being from a competitors brand.
It is a great car, my uncle drove it in the west hamptons
It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.
Jeep Certified
2023 Jeep Gladiator Mojave 4x4
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Reviews
Honest
Great group of guys that answered my questions. Honest without the games. Even though I did not buy a car here I will the next time I am in the market.
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep by price
Jeep under $899,990 by city
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Jeep under $899,990 in Winsted, CT
255 Great Deals out of 604 listings starting at $4,850
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Jeep under $899,990 in Winchester, CT
253 Great Deals out of 586 listings starting at $4,850
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Jeep under $899,990 in Barkhamsted, CT
294 Great Deals out of 709 listings starting at $4,850
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Jeep under $899,990 in Colebrook, CT
210 Great Deals out of 484 listings starting at $4,995
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Jeep under $899,990 in New Hartford Center, CT
323 Great Deals out of 800 listings starting at $4,850
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Jeep under $899,990 in New Hartford, CT
332 Great Deals out of 811 listings starting at $4,850
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Jeep under $899,990 in Torrington, CT
275 Great Deals out of 651 listings starting at $4,850
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Jeep under $899,990 in Norfolk, CT
116 Great Deals out of 266 listings starting at $6,971
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Jeep under $899,990 in Hartland, CT
233 Great Deals out of 558 listings starting at $4,995
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Jeep under $899,990 in Canton, CT
340 Great Deals out of 830 listings starting at $4,850
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Jeep under $899,990 in Goshen, CT
207 Great Deals out of 506 listings starting at $4,850
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Jeep under $899,990 in Northwest Harwinton, CT
308 Great Deals out of 771 listings starting at $4,850
Jeep under $899,990 in Winsted, CT by model
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Jeep Grand Cherokee under $899,990 in Winsted, CT
47 Great Deals out of 123 listings starting at $4,850
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Jeep Wrangler Unlimited under $899,990 in Winsted, CT
33 Great Deals out of 84 listings starting at $11,400
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Jeep Grand Cherokee L under $899,990 in Winsted, CT
46 Great Deals out of 66 listings starting at $23,999
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Jeep Compass under $899,990 in Winsted, CT
28 Great Deals out of 61 listings starting at $5,995
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Jeep Wrangler under $899,990 in Winsted, CT
18 Great Deals out of 55 listings starting at $8,999
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Jeep Cherokee under $899,990 in Winsted, CT
22 Great Deals out of 45 listings starting at $4,999
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Jeep Gladiator under $899,990 in Winsted, CT
9 Great Deals out of 29 listings starting at $24,573
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Jeep Renegade under $899,990 in Winsted, CT
4 Great Deals out of 20 listings starting at $10,978
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
