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Used
Jeep cars
for sale
near
Montgomery, MA
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
2021 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Enjoyable to deal with
Went in to look for a used car. Salesman was not pushy. Found what I was looking for and immediately walked us out to the car and offered a demo ride. Also offered to get another one I was potentially looking at shipped to local dealer for my review. I did not purchase from them but based on my experience I will definitly go back in the future.
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
2021 Jeep Grand Cherokee L Overland 4x4
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Reviews
great service
I had Austin as my salesman he was very kind. I picked the SUV I wanted and a few days later I was driving it home. I would recommend Austin to anyone looking for a car
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.
Jeep Certified
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
GREAT SALES EXPERIENCE
Victoria and Sam were AWSOME to work with. Knowledgeable, personable and professional. I’ll recommend them to my friends and family. Got a great deal on a truck too.
The best vehicle that I've ever owned!
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!
Jeep Certified
2022 Jeep Wrangler Unlimited Sport Altitude
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Reviews
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.
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.
Jeep Certified
2022 Jeep Grand Cherokee Summit
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Reviews
gengras is great all around great service from all
just purchased my second car everyone waall are great there s great and very Mo is the best , the very best honest, knows his work very well , just a great person all around with a big heart and looks out for you the customer , i would buy 10 cars if i could thank you Mo selena smyth
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
2023 Jeep Grand Cherokee Summit 4x4
Vehicle information
Features
Reviews
Jeep Cherokee limited
Very good customer service, very good support throughout the process. Shout out to John in sales.... thank you so much for your time and patience!
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.
Jeep Certified
2021 Jeep Grand Cherokee L Summit 4x4
Vehicle information
Features
Reviews
First time buyer, nissan sentra, very technical!!!
My sales representative was Earnesto, he was extremely kind and patient with me through this whole buying process of my new vehicle. Earnesto found the right car for me which suits mypersonality. I look forward to more experiences with Bertera Dealership.
Took Brunt of Crash
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.
Jeep Certified
2023 Jeep Grand Cherokee L Altitude 4x4
Vehicle information
Features
Reviews
Great truck, good deal, good experience.
I recently purchased a preowned ram 1500 from Kory and I am satisfied with the experience. I was able to get a good deal on the vehicle it was a pleasure dealing with everyone I met with. I’ll update this review a few months later with any additional follow-up.
i recently had a 2023 for explorer it was a good truck
i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.
Jeep Certified
2017 Jeep Grand Cherokee Overland
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Features
Reviews
Great service every time
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.
2017 GC Limited 4WD.
2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.
Used
2021 Jeep Grand Cherokee L Overland
Vehicle information
Features
Reviews
Worth it
Got everything done in a timely manner to include a recall fix. I needed to be out of there at a certain time and they got me out well earlier than expected!
Overall this is a very good and safe vehicle.
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.
Used
2014 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I live in a different state and I wanted to buy this
I live in a different state and I wanted to buy this particular car without even seeing it in person. I had some contact with a salesman but I asked foe a walk around and that never happened. So why put it on a national stage.this would have been an easy sale. Kinda of left me standing...I assumed they were in the business to sell cars..very disappointed 😞..
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.
Jeep Certified
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
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.
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.
Jeep Certified
2022 Jeep Grand Cherokee WK Laredo X
Vehicle information
Features
Reviews
Fantastic Service on Diesel Truck!
If you are in this area, and have a Ram HD with a Cummins diesel, these guys are the best. Ask for Bob to work on your truck and you won't go wrong!
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!
Used
2023 Jeep Grand Cherokee L Laredo
Vehicle information
Features
Reviews
Thank you Steve!!
Quick,friendly customer service. Steve Longey went out of his way to drive us in the golf cart to find my perfect car! The entire process was easy and stress free! Love my new Cherokee!
I love my vehicle.
I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍
Jeep Certified
2025 Jeep Wrangler 4-Door Rubicon 4x4
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Reviews
ANDREA MADE MY TRUCK BUY THE BEST EXPERIENCE
I dont know if this is the same Andrea however I bought my 2021 Compass and really enjoyed my truck buying experience. Andrea knew exactly what I wanted without asking. My Compass was everything I had ever wanted! She made my payments affordable by offering me options to choose from and my car buying experience went flawless made possible my her..... Im sorry Yall had horrible experiences however MINES WAS AMAZING!!!!! IM GOING BACK TO THEM AND WOULD CONTINUE TO DO SO!!!!!!!!! ANDREA YOU ROCK GIRLFRIEND!!!!!!!!!!
Incredible vehicle.
Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.
Used
2023 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
Inquiry Response
Dealer reached out within half an hour of the inquiry and answered my questions regarding the truck. I was looking for a specific option the truck didn't have, but I was impressed with the sales staff knowledge of the truck despite it being from a competitors brand.
It is a great car, my uncle drove it in the west hamptons
It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.
Jeep Certified
2023 Jeep Gladiator Mojave 4x4
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Features
Reviews
Great experience with service department
There was a mishap during a transmission service. Artioli took care of all problems and in the end I received an excellent service. Wonderful people, great business!
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!
Jeep Certified
2021 Jeep Gladiator Sport 4x4
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Reviews
I had a wonderful experience buying my Jeep from Mitchell
I had a wonderful experience buying my Jeep from Mitchell Chrysler Dodge Ram. I highly recommend working with Rakib!
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
Jeep Certified
2021 Jeep Compass Latitude 4x4
Vehicle information
Features
Reviews
Victoria in sales!! She was awesome
Tori from sales was great!!! Please commend her and the dealership for excellent customer service Made me feel relaxed and comfortable Highly recommended will definitely be back!!
Hello, my review is positive.
Hello, my review is positive. I'm happy with my jeep compass limited. Stylish body design. I, like having fuel efficiency mileage. Pretty good performance and awd suspension. Comfortable heated seats. Plenty of cargo area for my items. Very cool ride, reliable fun to drive.
Used
2007 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Good customer service
Good customer service and prices are reasonable, happy with my 2015 BMW 535 runs 100% Financing was easy and I got fair interest rate , Thank you Auto Care
Purchased my 2007 Grand Cherokee Laredo with 87,200 miles
Purchased my 2007 Grand Cherokee Laredo with 87,200 miles and am proud to say this Jeep is the best vehicle I’ve ever owned. At 192,500 miles and it still runs beautifully and has withstood New England weather.
*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
Jeep under $899,990 by city
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Jeep under $899,990 in Montgomery, MA
107 Great Deals out of 282 listings starting at $4,995
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Jeep under $899,990 in Russell, MA
153 Great Deals out of 371 listings starting at $4,995
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Jeep under $899,990 in Southampton, MA
94 Great Deals out of 243 listings starting at $4,995
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Jeep under $899,990 in Huntington, MA
57 Great Deals out of 157 listings starting at $4,999
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Jeep under $899,990 in Westfield, MA
159 Great Deals out of 383 listings starting at $4,995
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Jeep under $899,990 in Blandford, MA
93 Great Deals out of 244 listings starting at $4,995
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Jeep under $899,990 in Westhampton, MA
55 Great Deals out of 153 listings starting at $4,999
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Jeep under $899,990 in Chester, MA
56 Great Deals out of 160 listings starting at $5,499
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Jeep under $899,990 in Easthampton, MA
89 Great Deals out of 225 listings starting at $4,995
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Jeep under $899,990 in Holyoke, MA
110 Great Deals out of 278 listings starting at $4,995
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Jeep under $899,990 in Granville, MA
190 Great Deals out of 466 listings starting at $4,995
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Jeep under $899,990 in West Springfield, MA
143 Great Deals out of 343 listings starting at $4,995
Jeep under $899,990 in Montgomery, MA by model
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Jeep Grand Cherokee under $899,990 in Montgomery, MA
26 Great Deals out of 80 listings starting at $7,995
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Jeep Grand Cherokee L under $899,990 in Montgomery, MA
32 Great Deals out of 51 listings starting at $23,999
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Jeep Wrangler Unlimited under $899,990 in Montgomery, MA
15 Great Deals out of 49 listings starting at $11,400
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Jeep Compass under $899,990 in Montgomery, MA
21 Great Deals out of 45 listings starting at $5,995
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Jeep Wrangler under $899,990 in Montgomery, MA
13 Great Deals out of 37 listings starting at $8,999
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Jeep Cherokee under $899,990 in Montgomery, MA
13 Great Deals out of 33 listings starting at $4,999
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Jeep Gladiator under $899,990 in Montgomery, MA
9 Great Deals out of 24 listings starting at $24,573
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.
