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Used
Jeep cars
for sale
near
Southampton, MA
under $99,980
- 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.
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Jeep Certified
2023 Jeep Gladiator Sport S 4x4
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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! !!
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!
Used
2016 Jeep Cherokee Latitude
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Bought an off lease Ram pickup from Lia a few weeks ago.
Bought an off lease Ram pickup from Lia a few weeks ago. The salesman Dave Sepavich was a pleasure to deal with. This was especially important since we arent MA residents. I highly recommend Dave and this dealership to anyone looking to purchase a new or used Mopar vehicle in the future.
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
2022 Jeep Compass Latitude Lux
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Great service
Aimee was so helpful in getting me exactly what I needed. The service department did everything I needed and I was able to get it all done in one day!
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
2021 Jeep Wrangler Unlimited Sport
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Easy Process
Francisco Perez sold me a brand new Kia Sportage Hybrid, easy process. Great service, also no market adj. Go see him for your new vehicle.
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
2014 Jeep Grand Cherokee Limited
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I have been very happy with everyone at Prime Wheels.
I have been very happy with everyone at Prime Wheels. Everyone is very friendly and helpful. I purchased one car in February and returned to purchase another in April. I have been very happy with the service and the fact that they honor what hey say. I would definitely recommend them to anyone looking for a used car.
We purchased our 2014 Grand Cherokee Overland new and
We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.
Certified
2020 Jeep Wrangler Unlimited SPORT
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Great Quick Lane Service
Great Quick Lane service. Helpful and easy. Dropped me off at work and offered to pick up as well. Very convenient. Fast Overall, a Good value.
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
2020 Jeep Grand Cherokee Limited
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Would highly recommend.
Mike, Mackey, Dan and Scott were all a pleasure to deal with and provided a pleasurable experience. They worked as a team and answered all my questions.
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.






Jeep Certified
2022 Jeep Grand Cherokee Limited
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Highly Recommended Dealership
I have been dealing with Bolles Motors since 1987. I purchased 3 Jeeps from them -- a Laredo, Grand Cherokee, Patriot -- and I have leased my last 3, all Grand Cherokee Limited. They are a great dealership and their service is equally outstanding. Brian makes it a point to say hello and check in with me every time I visit the dealership. I have dealt with Barry Pinto several times (sales/leases) and Dan in service is top notch. I wouldn't deal with any other Jeep dealership.
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.

Jeep Certified
2022 Jeep Grand Cherokee L Limited
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Drive away with confidence and happy!
I am a returning customer who bought several Jeeps from Barry Pinto. Barry is not only a true professional but also very approachable, friendly, attends to requests promptly and always returns a call. Everyone at Bolles is helpful, providing a stress-free experience. Their service department over the years has been beyond reproach; the customer service is excellent. It is refreshing to know there is a caring car dealership that has kept car buying stress free with confidence. I shall never go anywhere else and hope Barry Pinto will be there as long as I'm buying cars.
Good sturdy SUV
Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.






Jeep Certified
2024 Jeep Wrangler 4xe Sahara
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Every person I dealt with were very professional and good
Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.
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.






Jeep Certified
2022 Jeep Grand Cherokee WK Limited
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Just purchased a car from them.
Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me
Just bought a gently used `22 Jeep Grand Cherokee WK in
Just bought a gently used `22 Jeep Grand Cherokee WK in diamond black. I love it! It was a prior lease with just 18k miles on it. I have had it for a few weeks and I am thrilled! Stereo is amazing and it even has a nice factory sunroof and tow package!

Jeep Certified
2022 Jeep Compass Altitude
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Comfort
My only complaint are the front seats do not have enough cushion and the seatbelt latch pushes into your hip on the drivers side. and standard lumbar support on all models added






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Lots of fun
Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.






Jeep Certified
2025 Jeep Grand Cherokee Summit
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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.






Jeep Certified
2022 Jeep Wrangler Unlimited Sahara
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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.






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Bought brand new 9 miles on it now 5400 went from Iowa
Bought brand new 9 miles on it now 5400 went from Iowa through Colorado to Arizona no problems other that forward Collison sensors getting dirty and the auto stop start not always working.I used rock mode on my trailhawk in canyon land it was a blast






Jeep Certified
2021 Jeep Gladiator Sport
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We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own
Used
2018 Jeep Wrangler Unlimited Sport
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Great service as usual!
Great service as usual! Love the waiting area and friendly staff! Shannon was so personable and very accommodating. I highly recommend this dealership!
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 Cherokee Trailhawk
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Fixed my car with no issues.
Fixed my car with no issues. Very professional staff that was very helpful and friendly
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
2018 Jeep Wrangler Unlimited Sport
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Great experience the whole process start to finish was
Great experience the whole process start to finish was mad easy by my salesperson Julie Hoag set up the Toyota app on my Iphone for my new 2025 Rav4 Limited Hybrid
Love this Jeep
My second Jeep Wrangler from the same dealership love this vehicle. Will probably buy my third Jeep from this same dealership. The staff was great to work with at the time of purchase
*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 $99,980 in Southampton, MA
62 Great Deals out of 242 listings starting at $2,999
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57 Great Deals out of 223 listings starting at $2,999
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68 Great Deals out of 277 listings starting at $2,999
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72 Great Deals out of 274 listings starting at $2,999
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37 Great Deals out of 155 listings starting at $2,999
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97 Great Deals out of 357 listings starting at $2,999
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40 Great Deals out of 160 listings starting at $2,999
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Jeep under $99,980 in Northampton, MA
39 Great Deals out of 156 listings starting at $2,999
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93 Great Deals out of 344 listings starting at $2,999
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57 Great Deals out of 226 listings starting at $2,999
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Jeep under $99,980 in West Springfield, MA
89 Great Deals out of 331 listings starting at $2,999
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Jeep under $99,980 in Chicopee, MA
84 Great Deals out of 319 listings starting at $2,999
Jeep under $99,980 in Southampton, MA by model
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Jeep Grand Cherokee under $99,980 in Southampton, MA
13 Great Deals out of 59 listings starting at $8,488
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Jeep Wrangler Unlimited under $99,980 in Southampton, MA
4 Great Deals out of 34 listings starting at $12,999
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Jeep Compass under $99,980 in Southampton, MA
7 Great Deals out of 27 listings starting at $3,999
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Jeep Grand Cherokee L under $99,980 in Southampton, MA
7 Great Deals out of 26 listings starting at $26,800
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Jeep Cherokee under $99,980 in Southampton, MA
10 Great Deals out of 24 listings starting at $6,999
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Jeep Wrangler under $99,980 in Southampton, MA
3 Great Deals out of 22 listings starting at $8,999
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