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Used
Jeep cars
for sale
near
Middlebury, 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
2025 Jeep Grand Cherokee Limited
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The car buying process can be hassled and stressful, but
The car buying process can be hassled and stressful, but I had the most pleasant and happy experience dealing with the team at Bridgeport BMW. If you’re looking for a prioritized experience vs predatory experience, then it is worth giving Bridgeport BMW your time and your business. Big thanks to Zashley, Paul and Charles, I appreciate your time, patience and accessibility. WJ
What a great look.
What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.
Used
2016 Jeep Wrangler Unlimited Willys Wheeler
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Excellent dealer experience
I met with Jennifer Waldo on customer experience issues and she is absolutely wonderful. In fact the whole team including Gino in Service and Matt in Sales have been most helpful. Highly recommend this dealer
The dealer and sales people everyone was amazing.
The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.
Used
2021 Jeep Wrangler Unlimited Sport
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I have been doing business with this company since 2002 .
I have been doing business with this company since 2002 . Best dealer , they are conscientious , pleasant and take good care of their customers. They do know their stuff . Whether purchasing or servicing ur car . Expect the best !
Jeep did a great job on the JL
I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!
Used
2017 Jeep Cherokee Trailhawk
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Purchased a Tacoma TRD in April.
Purchased a Tacoma TRD in April. From start to finish the experience was positive! I certainly would purchase from Hoffman again!
I have the Trailhawk trim, the serious off-road
I have the Trailhawk trim, the serious off-road version. Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck. It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go. If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant. I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.
Used
2015 Jeep Wrangler Unlimited Sahara
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This Jeep is very good I've added some extras
I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive
Used
2021 Jeep Grand Cherokee L Limited
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I just bought a new Bronco Raptor from Brewster Ford and
I just bought a new Bronco Raptor from Brewster Ford and it was a 5 start experience, my sales manager Michael Rose did all the process nice and smooth, I will definitely go back in the near future for another cars.
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.
Used
2022 Jeep Grand Cherokee Laredo
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Bought my Bronco Raptor from Brewster Ford (and I live in
Bought my Bronco Raptor from Brewster Ford (and I live in Mass) and Michael Rose, the sales manager, made the whole experience a real delight! From straightforward, honest pricing, to answering all my questions promptly at any time of the day, keeping me updated, and accommodating all my add-on requests, I can't recommend Michael and this dealership enough. He's honest, friendly, and attentive - a real gentleman. I should also mention Brian in financing who got me a fantastic loan deal, Bonnie who processed the registration paperwork and delivered my car in Mass, and finally Robert (supervisor/manager) who was also extremely friendly and helpful and started the whole process on a great footing. I only wish they were closer to where I live so I could do all my maintenance, repair, etc. work with them.
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
2018 Jeep Wrangler Unlimited Sahara
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The Dream Jeep
This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.
Used
2017 Jeep Wrangler Unlimited Smoky Mountain 4x4
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nashville 2
driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep
Used
2020 Jeep Grand Cherokee Limited
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Reviews
I had a great experience at Meadowland Of Carmel.
I had a great experience at Meadowland Of Carmel. The staff was friendly and professional. Julian was fantastic. The process was smooth and stress-free, and I never felt pressured. I?m very happy with my new car and would definitely recommend this dealership to anyone looking for a reliable place to buy or lease a vehicle.
Snow commuter
I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.
Used
2021 Jeep Cherokee Limited
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I have been looking for awhile for the right truck.
I have been looking for awhile for the right truck. I found it Thanks to cars.com! But most of all the experience with Mike Risi at Meadowland of Carmel was a great deal! Highly recommend GMC of Carmel.
We bought it in 2023 just off lease as a CPO.
We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.
Jeep Certified
2022 Jeep Compass Altitude
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Reviews
I was shopping for my first Jeep and visited several
I was shopping for my first Jeep and visited several dealerships before Meadowland of Carmel was recommended to me. Since it wasn’t local, I didn’t check it out right away—but as I neared the end of my search, I reached out, and I’m so glad I did! The customer service I received was outstanding—far better than anywhere else. We handled everything through email and phone, and within a week, I was picking up my new Jeep. The entire team—Ken (General Manager), Aaron (Salesperson), and Tim (Finance Manager)—made the process seamless. Every question was answered, and I had zero concerns walking into the dealership. I expected to spend three to four hours there, like at every other dealership I’ve visited, but I was in and out in just 20 minutes. Truly impressive! I highly recommend this team to anyone looking for a Jeep. It was absolutely worth the drive and my time. Thank you to Ken, Aaron, Tim, and everyone at Meadowland of Carmel for making this one of the easiest, smoothest, and most enjoyable car-buying experiences I’ve ever had!
It's not an F1 car, nor is it a $100K
I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.
Used
2023 Jeep Grand Cherokee Summit
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I recently purchased my vehicle from Hoffman Lexus, and I
I recently purchased my vehicle from Hoffman Lexus, and I am still genuinely blown away by how exceptional the entire experience was. From the moment I walked through the doors, I felt welcomed, valued, and taken care of in a way that is rare to find in the car-buying world. What made it even more impressive was that I was able to purchase and pick up my vehicle the very same day. Despite the quick turnaround, everything was handled with care, patience, and professionalism. Cherif, the sales manager, deserves special recognition for the incredible role he played in making this experience so smooth. He is absolutely phenomenal—professional, kind, attentive, and genuinely committed to ensuring customer satisfaction. Throughout the process, he checked in with me personally, made sure every detail was being handled promptly, and reassured me that my happiness mattered just as much as the sale itself. His leadership and customer-focused approach set the tone for the entire dealership. Alex, my sales representative, was equally impressive. From the start, he made me feel at ease and confident. He took the extra time to walk me through every feature, answer all of my questions thoroughly, and explain things in a clear and friendly way. What I really appreciated was his patience—never once did he rush me or make me feel pressured. Instead, he treated me like a priority, ensuring I felt supported throughout the entire process. His customer service was truly top-tier, and he made what can be a stressful experience feel smooth and enjoyable. Despite the quick, same-day timeline, the sale itself felt effortless. There were no problems, no delays, and absolutely no stress. Everything—from reviewing options, to paperwork, to preparing the vehicle—was handled efficiently and professionally. It was clear that the entire team at Hoffman Lexus values both quality and customer satisfaction. And then came the moment that truly took my breath away: when it was time for pickup, my new vehicle was waiting for me, beautifully detailed and wrapped with a big red bow on top! 🎀 That thoughtful gesture made the experience feel incredibly special—almost like receiving a gift rather than simply making a purchase. It showed just how much the team cared about making this a memorable milestone for me. If you're considering purchasing a Lexus, I highly recommend Hoffman Lexus. Be sure to ask for Cherif and Alex, because their dedication, professionalism, and genuine care for their customers truly sets them apart from any dealership I’ve ever visited. I left with a beautiful new vehicle and a truly exceptional buying experience that I’ll remember for a long time. This is what five-star service looks like, from start to finish.
Natural upgrade choice
Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.
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2021 Jeep Grand Cherokee Trailhawk
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2024 Jeep Grand Cherokee L Altitude
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2015 Jeep Cherokee Limited
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*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
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Jeep under $899,990 in Middlebury, CT
405 Great Deals out of 1056 listings starting at $4,850
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361 Great Deals out of 969 listings starting at $4,850
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400 Great Deals out of 1029 listings starting at $4,850
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387 Great Deals out of 1003 listings starting at $4,850
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361 Great Deals out of 968 listings starting at $4,850
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399 Great Deals out of 1028 listings starting at $4,850
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388 Great Deals out of 1004 listings starting at $4,850
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357 Great Deals out of 948 listings starting at $4,850
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358 Great Deals out of 964 listings starting at $4,850
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354 Great Deals out of 941 listings starting at $4,850
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361 Great Deals out of 948 listings starting at $4,850
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393 Great Deals out of 1020 listings starting at $4,850
Jeep under $899,990 in Middlebury, CT by model
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Jeep Grand Cherokee under $899,990 in Middlebury, CT
90 Great Deals out of 230 listings starting at $4,850
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Jeep Wrangler Unlimited under $899,990 in Middlebury, CT
59 Great Deals out of 178 listings starting at $10,995
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Jeep Compass under $899,990 in Middlebury, CT
40 Great Deals out of 117 listings starting at $6,250
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Jeep Grand Cherokee L under $899,990 in Middlebury, CT
55 Great Deals out of 99 listings starting at $23,999
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Jeep Cherokee under $899,990 in Middlebury, CT
31 Great Deals out of 91 listings starting at $7,299
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Jeep Wrangler under $899,990 in Middlebury, CT
28 Great Deals out of 91 listings starting at $9,945
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Jeep Wrangler 4xe under $899,990 in Middlebury, CT
29 Great Deals out of 59 listings starting at $26,999
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Jeep Gladiator under $899,990 in Middlebury, CT
17 Great Deals out of 56 listings starting at $20,995
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Jeep Renegade under $899,990 in Middlebury, CT
5 Great Deals out of 33 listings starting at $9,550
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Jeep Grand Cherokee 4xe under $899,990 in Middlebury, CT
18 Great Deals out of 30 listings starting at $25,989
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Jeep Wrangler Unlimited 4xe under $899,990 in Middlebury, CT
14 Great Deals out of 26 listings starting at $25,718
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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.
