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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
2012 Jeep Wrangler Unlimited Sahara
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Reviews
Classy
Patrick is the MAN. Smart buy auto sales is lucky to have a colleague working with them. My daughter’s first official car purchase was exceptional. Patrick treated my daughter with such kindness and shared his knowledge and explained everything clearly. I’m one grateful mom to know that my daughter drove off their lot in her new car worry free. Thank you
Third Jeep In Our Family
We were looking for a moderately priced Jeep Wrangler Unlimited for a teenage son and this one fit the bill. For a roughly 8 year old vehicle it was well taken care of by previous owners. Although the Jeep Wrangler Unlimited won’t be confused with a luxury car for its ride and comfort, they are adequately appointed and fun to drive. That’s where the saying, “it’s a Jeep thing “ comes from. All I know is that in our area they are very popular and our teenage son will thoroughly enjoy it if he can ever get it away from his Mom.
Used
2016 Jeep Wrangler Unlimited Sahara
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Reviews
Patrick was awesome
The experience was amazing. My husband and I walked around for a few and here came Patrick the amazing car salesmen with a wonderful approach my question to him was are you ready to sell a car. He made the experience easy. He helped us pick the car that fit right for our needs. he was friendly honest and most importantly he saved us money . I’d recommend you guys go check him out.
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
2014 Jeep Cherokee Limited
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Reviews
Thanks Dylan for my Kia Optima on today.
Thanks Dylan for my Kia Optima on today. Thanks for making the car buying process simple and smart. Thanks again to all the wonderful employees at Smart Buy
Great vehicle
I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !
Used
2015 Jeep Cherokee Latitude
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Reviews
Dylan was friendly and professional and upfront with
Dylan was friendly and professional and upfront with out-the-door pricing. My daughter's car died and was unfixable. We needed something affordable and quick. Dylan showed us a number of great cars and let us test drive everything we wanted. My daughter loves her choice. Dylan made it happen and was awesome to work with. And he made sure that everything was checked twice before we left with a new car. Thank you so much!
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
Used
2022 Jeep Wrangler Unlimited Rubicon
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Reviews
Keishia
Consultant lily was excellent she was helpful and friendly, made the experience easy and much better than what I experienced before at another dealership. Recieved the car within a decent time frame and it was as promised. Thank you Lily
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.
Used
2023 Jeep Grand Cherokee Altitude
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Reviews
Exceptional Customer Service!!!
Picked up my new lease, 2021 4Runner, on Friday, Aug 13,2021. The service was exceptional from the team at Toyota of Wallingford, specifically Jimmy Ballough, Dan Roberts as well as the general manager, Steve Jr. Because they knew I was in a time crunch, they had my vehicle ready and credit application already processed. Jimmy was great showing me all the upgrades on this vehicle as I was trading in my 2018 4Runner. Dan pushed the paperwork through, which was done electronically in record time. I couldn't be happier with the vehicle and the amazing customer service I received. Will definitely go back!!! Thank you Toyota of Wallingford Theresa Pierson
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.
Used
2016 Jeep Cherokee Latitude
Vehicle information
Features
Reviews
Top notch service at Gengras North Haven!
Lee, Richard, and Steve are top notch as well as the service team!! I travel over an hour to get my car serviced here. Quality through and through!
My Dream Car Come True!
Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!
Used
2021 Jeep Wrangler Unlimited Sport
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Reviews
New car
Good experience easy purchase happy with Francisco
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
2024 Jeep Wrangler 4xe Sahara
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Reviews
Love my new rogue sport
I have been leasing Nissan?s my last few vehicles and my current Sentra was coming off of lease. I wanted to get into something with all wheel drive or 4 wheel drive. Stephanie suggested the Rogue Sport as it has the capabilities I wanted and it?s not overly big. I love my new vehicle and was super happy with the experience executive provided
Bought my 2024 used with 13k miles on it.
Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.
Used
2022 Jeep Compass Limited
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Reviews
Beep beep I got the keys to my Jeep
I?m over the moon excited about my new Jeep!! I never thought I would be able to afford a brand new Jeep and Stephanie made it possible!!! She?s the best go see her if you?re looking for a new or used vehicle! She does it all!
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
2022 Jeep Wrangler Unlimited Sport
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Reviews
love my new rouge sport
buying a car there was a very smooth process. My sales rep was very knowledgeable and professional. i was absolutely impressed with the service i received. will recommend them for sure
I love my Jeep
This is my 2nd Jeep Wrangler. I absolutely love it!!!! I ordered it new, so I have all the bells and whistles I wanted. The SOT is fabulous. It is so fun to drive and I get compliments all the time about how beautiful it is. Receiving ducks and giving out ducks is a blast. The Jeep wave is awesome, too. Wranglers also keep their value.
Jeep Certified
2022 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
My Amazing Experience At Executive, North Haven, C
An Amazing Man...I went to Executive Nissan feeling extreeeeemly ANXIOUS, not knowing who, and what to expect Then, I met John Hosking. His approach was very sincere, I was able to sense that he was not self seeking, and made this whole experience about me. John was relatable, gentle, and made me very comfortable. I went in there wondering if I would be taking advantage of, and to my suprise, he helped to dispel that notion. I will forever be grateful, and cherish The warm, and professional welcoming experience with John Hoskins at Executive Nissan, North Haven, CT.
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 4xe Rubicon
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Reviews
The JL exceeded my expectations.
The JL exceeded my expectations. In the past Wranglers were clunky and didn't really feel like they were put together too well. My son had a JK and it was a huge advance forward. So I decided to buy the JL and I think it was another huge leap forward. I have fully loaded Ram 2500 but I find myself taking the Jeep most of the time. Okay part of that is trying to park a long bed crew cab, But I do enjoy driving the Jeep and have taken it across country a couple of times. After a 122,000 miles I still love it.
Used
2020 Jeep Wrangler Unlimited Sport Altitude
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Reviews
Great Experience recommend this dealership.
Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.
It’s currently summer 2025, I’ve owned my 2020 Wrangler
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.
Used
2024 Jeep Wrangler 4xe Rubicon
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Reviews
Best dealer
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!
2024 4xe Willy’s truly amazing
11,000 miles never a issue still drives like brand new . Awesome off roading and really not bad on the freeway at speeds up to 90mph
Used
2013 Jeep Wrangler Unlimited Sahara
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Reviews
Had a fantastic experience at blasius, this is my second
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.
Impressive Reliability
I purchased this Jeep brand new in 2012 as a 2013 Model, I have since put 150,000 miles on. It is a Jeep and can get a little uncomfortable on long highway drives. I took this on a 3 week coast to coast road trip across the US I would know. It does a great job towing my 20foot i/o boat to and from the lake, but wouldn't recommend long trips with that much to tow. Maintenance has been astonishingly low, the only things I needed was regular oil changes, brakes, and a radiator leak that was covered under warranty. This is one of the best all around vehicles, top down cruising in the summer and 4x4 for the snowy PA winters.
Jeep Certified
2022 Jeep Grand Cherokee Limited
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Reviews
Pleasant transaction
I was pleased with my purchase. I was pleased with the salesman knowledge while showing the instructions on the various things about the car.
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
2020 Jeep Wrangler Unlimited Sahara
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Reviews
New Car Lease
I was looking for a change for a lease and choose to go with a Jeep Renegade. The first dealership I visited was Milford Auto Group and they took excellent care of me, exceeding my expectations. My salesman, Mark Setaro went above and beyond to get me an extraordinary deal on a loaded Renegade, even though my intention was to go with a base model, they made a great deal possible for my means and for that I am very grateful. I look forward to building a relationship with this dealership. very good feeling all around. Thank you again! ~mike
Sahara Unlimited - She is such a Jeep!
I love my 2020 Sahara Unlimited. She is beautiful but still drives and handles like a jeep, which is why I wanted her. The stock tires for the unlimited are bigger than regular tires, and makes her fierce! I have almost 30K on mine and have had no problems (knock on wood) whatsoever. It is a joy to ride with or without the top off. Easy to remove the driver and passenger top for a quick fun ride. Easy but a little heavy to remove the entire top, but totally worth it. I've even had it on the beach and it handles like a dream!
Jeep Certified
2021 Jeep Cherokee Latitude Lux
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Reviews
Milford Auto Group
This is simply the finest dealership anywhere. First of all it is family owned and every member of the family actually works there. One of the owners, Bob Fedor, personally oversaw the purchase of our new Ram. He was 100% available and was in the background throughout our entire experience making sure everything went perfectly. He is honest, caring, and completely forthright. By the time we picked up our new Ram we felt like we were a part of his family. Our salesman, Mark Setaro, couldn't have been more professional or helpful. Mark was knowledgeable about every aspect of our purchase and helped me from start to finish making himself available at all times even when he wasn't working. Buying a new vehicle can be extremely stressful, however, when you have a professional such as Mark guiding you through the process it is anything but. The purchase of our 2022 Ram Rebel was a surprise gift for my wife and Mark and Bob went to great lengths to make it all happen. I can not express how appreciative I am to them both or what a great experience this has been.
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 Cherokee Limited
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Reviews
Awesome sale representative
I just purchase a Jeep Compass Gregory was my sale representative. Gregory went above & beyond to help me. He went over the entire car from top to bottom! AWESOME!!!***** One other thing I came in when the shop was about to close and he still help me.
Still A Jeep Girl...BUT
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.
*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.
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Jeep under $899,990 in Middlebury, CT
406 Great Deals out of 1055 listings starting at $4,850
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362 Great Deals out of 968 listings starting at $4,850
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405 Great Deals out of 1030 listings starting at $4,850
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362 Great Deals out of 967 listings starting at $4,850
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404 Great Deals out of 1029 listings starting at $4,850
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395 Great Deals out of 1005 listings starting at $4,850
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357 Great Deals out of 947 listings starting at $4,850
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356 Great Deals out of 963 listings starting at $4,850
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Jeep under $899,990 in Southbury, CT
352 Great Deals out of 940 listings starting at $4,850
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Jeep under $899,990 in Beacon Falls, CT
365 Great Deals out of 949 listings starting at $4,850
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Jeep under $899,990 in Prospect, CT
396 Great Deals out of 1021 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
85 Great Deals out of 229 listings starting at $4,850
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Jeep Wrangler Unlimited under $899,990 in Middlebury, CT
60 Great Deals out of 178 listings starting at $10,995
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Jeep Compass under $899,990 in Middlebury, CT
39 Great Deals out of 116 listings starting at $5,720
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Jeep Grand Cherokee L under $899,990 in Middlebury, CT
57 Great Deals out of 99 listings starting at $23,999
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Jeep Cherokee under $899,990 in Middlebury, CT
32 Great Deals out of 92 listings starting at $7,299
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Jeep Wrangler under $899,990 in Middlebury, CT
31 Great Deals out of 92 listings starting at $9,945
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Jeep Wrangler 4xe under $899,990 in Middlebury, CT
26 Great Deals out of 58 listings starting at $26,999
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Jeep Gladiator under $899,990 in Middlebury, CT
20 Great Deals out of 56 listings starting at $20,995
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Jeep Renegade under $899,990 in Middlebury, CT
4 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.
