Used Jeep cars for sale near Winchester, CT under $899,990

Worked with Todd and Charlie. Bought used 2020 BMW 330xdrive. Fair, if not cheapest price. Moderate doc fee. Gave very generous trade price on old BMW. Pre-purchase inspection showed 1 tire with low tread; they replaced all 4. Very easy to work with; very good deal.

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!

On Saturday, June 7, my daughter and I had an outstanding experience at XXX Chevrolet. While my initial intent was simply to support her in purchasing her first vehicle, I ended up trading in my own car and driving away in a brand-new 2026 Equinox — while she purchased a 2025 Colorado. Both vehicles impressed us during the test drive. The safety features, interior design, storage space, and overall aesthetics sealed the deal for both of us. While comfort and safety were top priorities, what truly set this experience apart was the exceptional service we received. Steven connected us with Brian, an outstanding sales specialist who was both highly knowledgeable and incredibly personable. He built immediate rapport, listened carefully to our needs, and guided us to the right vehicles without any pressure. The process was smooth and efficient — we were both driving off the lot the same day! The dealership itself was clean, welcoming, and even treated us to a delicious lunch during our visit — a thoughtful touch that made the day feel even more special. I’ve purchased several vehicles over the years, but nothing compares to the level of service we received from Steven and Brian. I highly recommend them to anyone looking for a car-buying experience that’s professional, honest, and genuinely enjoyable. Judi and Jackie T.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Having driven Cadillac`s for 30 years I decided a change was in order so going from a sedan to a suv was a big move for me ; I was very pleased with the service and how knowledgeable the staff was especially my salesperson Moises Navarrette was he explained in great detail the car I was interested the 2019 MDX which because of his help I decided to lease vehicle this week . Wonderful experience . Thank you

Two weeks ownership impressions, this Jeep is quite impressive. I've never been a Jeep person. Long time Dodge Charger owner in the sports car world. Cross shopping the Mustang Mach-e, the Grand Cherokee 4xe really got my attention. It's got that "in town" all electric distance, but you have the turbo gas engine for range and flexibility. The interior is not quite oppulent luxury, but it is VERY nice inside. Levels above what typical Jeep interiors and technology have been. It's very well put together with nice materials, and even some nice plastics. The one huge strike is the choice of so much center piano black. This material has to die. UConnect 5 is my absolute favorite. It works extremely well. The TomTom Nav is kinda weak. It only works best when you input the exact address. Combined electric and gas performance is impressive! This big SUV launches off the line when asked to. Electric use is pretty good for a big vehicle, at about 26mi. Which has been perfect for local driving when I'm off the highway. My combined MPG with gas/electric has been 25mpg, on Regular fuel. Which is a huge step up from the old Charger, yet I have all this cargo room. In the recent snow storms, this GC has been a snow BEAST. Very stable, and the stock Bridgestone tires have been acceptable in their snow performance. A few negatives; the dealer helped fixed a squeaky front panel right away. And they updated my UConnect system, where the screen was flashing black. After those fixes, the GC 4xe has been flawless. The engine is a bit noisy at higher rpms, but I don't mind it too much getting to use its performance. I've been Level 1 charging overnight at home, which has been adequate, taking about 14-15hrs for a full charge. That usually gets 2-3 local errand/to highway trips before it runs out. Then I charge again for the next day. When the battery is "dead" there's enough reserve to operate like a Prius hybrid, to help keep fuel efficiency up while in gas mode. Overall very happy! It's a lease to hedge my bets on this new tech, hopefully it keeps going well! I might be a Jeep convert!

Great dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole experience.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

Veronica was very helpful and clear and made the process smooth. I would consider this dealership again.

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!

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. Highly recommended!

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!

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

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!

Excellent customer service from both Vilkas and Terence. Highly recommend checking out this awesome dealership where they really take care of the customer! Great lot of awesome sports cars!

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!

It was a great experience from start to finish. Veronica was very knowledgeable and accommodating to help us buy the car we wanted. Would highly recommend.

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.

It was very easy with them. I bought a Ford transit 250 from them, and when I saw that my odometer was not working, they quickly repaired it. Thank you.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

Worked with my sales rep Luis Moreira to lease a vehicle this weekend. He is very easy to work with, low key, and knowledgeable.

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!

I got a good deal on the car. Tyler was great to work with. If there was one thing to complain about, it was the time it took to work things out. I was there for four hours, just wish we could’ve cut down on the time.

This is my second renagade, I wanted a 2021 limited and that’s what I have now. I have a long history with many models of jeeps, but I have to say this one is my all time favorite . I love everything about it. It’s a tank in the snow and mud . We have climbed to the top of a mountain with it. I feel safe and secure that I will never get stranded in the snow. It’s comfortable, and just the right size . I love the Easter eggs they hid in the car ! We were able to fit all our camping gear in it and bikes and kayaks too. I love the look of it and it’s fun ! I will never get rid of this car , it’s a keeper.

When you walk in its like seeing friends you haven't seen in years! Very friendly and they have patience which most places do not have. They made it easy picking a car and getting it!

I really love my new Compass, I enjoy driving it. It handles very nice and for a 4 cylinder engine it moves. The interior is very beautiful and comfortable.

Had a fantastic experience at blasius, this is my second vehicle I’ve purchased from them. Wayne was so helpful and made the entire process so special and easy for me. The finance manager Marissa was also such a sweetheart and explained everything to me.

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.

Thorough and courteous. Great customer service. Oil changed and issue checked out and repaired.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

I bring my fleet vehicle here for repairs/maintenance. Other dealerships have treated me like a second class customer because the fleet company pays for everything. I have never once felt that way at Sullivan's. They are always kind and have gone above and beyond for me at times. My husband became a loyal customer here because of their great customer service.

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.

Vinny at Sullivan's Northwest Hills was great to work with and to buy a car from. It was truly a good experience. He was very knowledgeable and let you lead the conversation. I will buy my next vehicle from Vinny the next time I need one.

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

My experience at Northwest Hills Chevrolet was exceptional. I was treated with the utmost kindness and respect, and accommodations for my special needs were made willingly, and in some cases, without my even needing to ask. My salesman, Phil Musmacker, made everything incredibly easy for me throughout the entire process (honorable mention goes to Brendan Elrick, who followed up on my initial request for info on the Equinox EV, and connected me with Phil). In addition, I never found any reason to question the pricing on the purchase order; everything was straightforward and exactly as I had been told, which is incredible considering my previous experiences with dealerships, where I had to fight to keep extras from being added to my order. Truly remarkable! I've already recommended Northwest Hills Chevy to a couple of friends! Thank you for a most wonderful experience (and I also really love my car)!

The car was purchased in August 2021. I average less than 9,000 miles a year. I have had one service since the car was purchased. I am very pleased with this SUV. It hits all the points that we need, seating for 7, towing my small boat 3200.lbs, motor cycles and off road vehicle, enough power for my needs from the 3.6L V6 and a comfortable ride. I enjoy all the safety features, Blind Spot and Cross-Path Detection. Pedestrian/ Cyclist Emergency Braking, GPS Navigation, Headlamp and Rear Load-Leveling Systems and the Full Size Spare Tire etc, ensure a safe and pleasant trip. The Trailer 7 and 4 pin Harness comes in handy for you don't have to look for a adapter. The Dual-Pane Panoramic Sunroof is a pleasure have and use. The 9 Speaker with Subwoofer 506 Watt Amplifier sends enjoyable music throughout the cabin. There are three areas of concern, that at this price should have been addressed. There is not enough padding in the bottom seats of the drivers and passengers seats. During a long trip, it becomes uncomfortable. Another concern is with the wind noise that starts at 40-45 MPH and increases to 65-70. In addition the front interior dash padding feels cheap. They could have done a better job at this price to address these issues, especially the wind noise from the door gasket. My previous vehicle a VW Atlas did a better job at a much lower cost.

Purchased a truck from Blasius North last night, January 18. Couldn’t ask for a more congenial group of professionals. They prove doing business can be a pleasure. Special thanks to Steve and TJ. Highly recommend this dealership.

i drive a Cadillac SRX luxury and i had this jeep rented for four months and i found it difficult to get back in my car after having the 2.0 turbocharged model unlimited 4 door hard top!

Jason and everyone at good guys are doing it right! Very fair and transparent. They deserve your business.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.