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Used
Jeep cars
for sale
near
Madison, 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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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
2011 Jeep Grand Cherokee Laredo
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Reviews
Amazing dealership
What a great dealership the people are fantastic super knowledgeable and helpful I’ve purchased 2 cars from them so far and go back for service all the time on my vehicles! Wow what a team definitely recommend this place to anyone who looking a car or looking to get their car service!!
Bought one for my son for college.
Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.
Used
2020 Jeep Compass Latitude
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Reviews
Great service, very professional, did take long in and
Great service, very professional, did take long in and out quick.price very reasonable, very nice people, everything was excellent and all problems that were found were explained
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!
Used
2019 Jeep Compass Limited
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Reviews
Service department is fantastic.
Service department is fantastic. Always knowledgeable and willing to answer any questions very thorough in their service and would highlyrecommend them to anyone. The technicians are are the best. Thank you, Hamden Chevrolet.
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!
Used
2018 Jeep Grand Cherokee Limited
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Reviews
easy transaction
I found a Ford F250 that had the options I was looking for on cars.com that Blasius of Middletown had in stock. Contacted Edwin (salesman) to confirm truck was still there and set up an appointment. The truck was detailed and ready to go when I arrived after a 3 hour drive to the dealership. I liked the truck, so I made the purchase. We negotiated a little on my trade and came to a deal we could both agree to. Overall had a smooth transaction.
Because it a great car because the car has 118k miles on
Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well
Used
2024 Jeep Compass Limited
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Reviews
Truck
Was easy had what we we?re looking for nick our salesman was great
Quality car at affordable price.
We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN
Used
2021 Jeep Wrangler Unlimited Sport
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Reviews
Called to make an appt to diagnose my car.
Called to make an appt to diagnose my car. I did NOT know what was wrong with my Audi. My car had no power. I dropped it off to European motorcars they called me within an hr and half and had figured it out! 10/10 recommend staff are so professional, work is done with precise and good timing. You guys have a forever customer thank you!
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
2016 Jeep Wrangler Unlimited Willys Wheeler
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Thank you both Carlos B. and Sara C. Best car yet!
We have now had 4 leases, with the last 2 at Middletown Nissan, and both times now we've had good experiences. I can't speak for others but we are overly satisfied with our experience here a month ago. Carlos Barassa negotiated our purchase and went above and beyond our expectations. He was pleasant to negotiate with, and ended up selling us a Rogue! He was knowledgeable about the car and all its features. For the month we have now had the car, the auto has performed as he reported it would, and is becoming the favorite of the four cars we leased over the years. We owe a great deal of thanks to Carlos. Sara Chamma, is the Business Manager who prepared our financing and was also a major player in our final decision. Very professional with a deep understanding of how to run her position, and she has a sweet personality as well, which is very helpful to people who are spending a lot of money. Everything moved with alacrity from beginning to end, and we spent the least amount of time here than at any of the other trade-ins. Overall I think Carlos and Sara, make Middletown Nissan look like a well run company. Thank you both, again, and we will be back when we are ready to negotiate another lease.
Not a sports car. It's a Jeep.
Very comfortable seating & leg room for me (6'4"), but my wife has a hard time climbing in with its lift and 35's. My only problem is the shifter is, as described in all reviews, rubbery. It takes a determined shift to get "reverse" to go without grinding. And, it doesn't like shifting too soon. You have to tach out every gear when accelerating to highway speed, or it will dog down. While complaining, the back is difficult to access with my zippered rag-top. Otherwise, I love it. It's beautiful, quiet (for a Jeep), drives smooth at high speeds, and will climb a tree (almost). My JKU gets 18+ mpg and the seats are very comfortable on a long drive.
Used
2024 Jeep Wrangler 4xe Sport
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Reviews
WONDERFUL EXPERIENCE
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
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
2024 Jeep Wrangler 4xe High Altitude
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Liz D
This is the second family car bought from Acura of Berlin and specifically from Gerry. Both are notch! Would highly recommend. Love my new RDX.
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.
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.
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
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
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.
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.
Used
2021 Jeep Cherokee Limited
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Reviews
Luke is Best in Class!
Luke is Best in Class! Over the years, I’ve dealt with many service departments—including Jaguar, BMW, Porsche, and several Jeep dealerships. After a recent experience, I can confidently say that Luke stands out among them. Few service advisors match his attention to detail and, more importantly, his genuine attention to the customer—me! My congratulations to Milford Auto Group for having such a talented professional as part of their team. - Juan F.
Jeep cherokee trailhawk
I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.
*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 Madison, CT
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239 Great Deals out of 720 listings starting at $4,850
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337 Great Deals out of 930 listings starting at $4,850
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187 Great Deals out of 561 listings starting at $5,720
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288 Great Deals out of 817 listings starting at $4,850
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Jeep under $899,990 in Deep River, CT
209 Great Deals out of 611 listings starting at $4,850
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356 Great Deals out of 1005 listings starting at $4,850
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Jeep under $899,990 in Branford, CT
308 Great Deals out of 890 listings starting at $4,850
Jeep under $899,990 in Madison, CT by model
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Jeep Grand Cherokee under $899,990 in Madison, CT
61 Great Deals out of 163 listings starting at $4,850
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Jeep Wrangler Unlimited under $899,990 in Madison, CT
38 Great Deals out of 157 listings starting at $8,987
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Jeep Compass under $899,990 in Madison, CT
37 Great Deals out of 110 listings starting at $5,720
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Jeep Cherokee under $899,990 in Madison, CT
28 Great Deals out of 83 listings starting at $7,299
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Jeep Grand Cherokee L under $899,990 in Madison, CT
32 Great Deals out of 78 listings starting at $22,755
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Jeep Wrangler under $899,990 in Madison, CT
24 Great Deals out of 72 listings starting at $9,945
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Jeep Wrangler 4xe under $899,990 in Madison, CT
24 Great Deals out of 59 listings starting at $26,490
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Jeep Gladiator under $899,990 in Madison, CT
15 Great Deals out of 53 listings starting at $20,995
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Jeep Grand Cherokee 4xe under $899,990 in Madison, CT
17 Great Deals out of 31 listings starting at $26,211
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Jeep Renegade under $899,990 in Madison, CT
3 Great Deals out of 23 listings starting at $10,495
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Jeep Wrangler Unlimited 4xe under $899,990 in Madison, CT
10 Great Deals out of 22 listings starting at $25,926
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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.
