Used Jeep cars for sale near Oakham, MA under $40,000

Nothing big, just having regular maintenance. This has been a great car. I leased then purchased it from Colonial and have been happy that I did. All set now.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Good job with communicating since I had a long distance purchase. My salesman Garrett was most helpful, I can’t wait to pick up my new vehicle

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Wesley was very professional didn’t question my offer brought it right to sales manager. Negotiation was smooth in the end I paid what I thought was a fair price and got a powertrain warranty thrown in. They delivered car promptly inspected and filled gas tank. Very positive experience no pressure. Thank you guys at Autobahn Westborough.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

My wife and I have had wonderful experience buying the new RAV4 XLE 2022 from Westboro Toyota. Ricky was the first salesperson with whom we discussed the need for a new car. He is very professional, knowledgeable, and respectful and explained everything that we need to know about the new car buying process very patiently. We had to wait for more than 2 months to get the car with the color of our choice. Whenever I called him or texted him, we have received responses which encouraged us to wait patiently. 3 days ago, we have received a call from BB, a genuinely nice, knowledgeable, and respectful salesperson or manager who explained to us the availability of the Car with the color of our choice. We have had friendly conversation with BB and the Finance Manager, and we got the car in 2 days after completing all works related to Car buying. It has been a wonderful experience. Also, we would like to let you know that we have been getting excellent service from the Service team for other Toyota vehicles for 11 years. We would highly recommend Westboro Toyota for great buying and service experience.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

This was my 2nd lease with Vinnie. The leasing process was easy! Vinnie was great to work with. He was very helpful throughout the process and always got back to me quickly when I left a message.

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

My wife was looking for a smaller car then the full-size SUV we currently had. We have owned Madzas in The past and were always happy with the brand. We worked with David Oldenquist who went over Our options. My wife decided size wise that the CX-30 was perfect. David arranged for a drive And we decided we liked CX-30. We put together A deal without any back and forth drama and David introduced us to Alex Belsky who prepared all The necessary paper work which we signed and a date Was set up to pick up the car. David then Went over the options and answered any questions We had about the CX-30. All and all working with David and Alex was a pleasant experience and we Would recommend Northend Madza to anyone looking For a no hassle car buying experience.

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

When searching for our families latest people mover we decided to try a local dealership on the premise of thier outstanding online reviews.... At first we were a bit hesitant but as soon as we spoke to Chris Sargent via telephone our minds were put at ease. A few days later we met the rest of the team Dave, Heather and Amy. After a couple of test drives we landed the perfect one owner low mileage suv that suited us to a "T". Harbro proved to us why they have won so many customer service awards and are in the running to win DealerRater.com award again. Give Harbro a look and you will be glad that you did . Simple, fast, and personal this describes our transaction ! They even set up very low interest financing for us ! Thanks Harbro ! Oh yeah - as we were leaving both owners Mike and Mark walked out to personally thank us which was a nice touch :)

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

Low to no pressure sales. Good prices and inventory. I enjoyed the buying process (as much as one can). Thanks George!

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Amazing dealership experience overall. Nick and the entire team from Albrecht CDJR were excellent both during negotiation as well as during the delivery of our new Jeep Wagoneer S

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.

Great service. Shout out to Tom for always taking care of the customer. He responds promptly and follows through, always with a smile.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

It was so nice dealing with you guys.Thank you very much for taking care of my and I really appreciate that.

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.

Professional & Reliable: I am very pleased with my purchase and the sales team. Communication was stellar for this purchase, which I found listed on Cars.com. Dave, went above and beyond to ensure I was squared-away before hitting the open road for a haul back to the Midwest with my 2022 Chevy Colorado ZR2. Yes, I am just another happy customer, and a thankful one to have done business with them. For certain, I definitely recommend North End Motor Sales. Just check out their selection; You won't be disappointed. Thank you!! Respectfully ~Eric M.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Tommy was so very super. He was helping before I even arrived at the dealer ship. , and once I found which one I was looking at he had it ready for me to take it out for a test drive , and knew it and he took care of everything. I highly recommend them. That go above and beyond. To help you. Thank you Tommy.

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.

Derek was very friendly, knowledgeable and super humble throughout my whole experience. The whole team there made sure I was very satisfied with the purchase.

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.

Lia Toyotas service department is great , they keep you in the loop on your vehicle! They’re truthful on recommendations on your vehicle and no pressure to go ahead and accept those recommendations.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .

Although I did not end up buying a vehicle from Shelby Motor Cars, they have a fairly wide selection of cars with high mileage which was what I was looking for. When you put money down on a vehicle, make sure it is very clear what is to be fixed on the Buyer's Order and ensure everything was done before accepting delivery. My salesman was Peter, he did not return one phone call and my interest started slipping then. I spoke to another salesman, Mo(?), who told me dealer policy is money cannot be EFT'd into dealership's account, so I'd had enough and that killed the deal right there. There seem to be many phone numbers associated with the dealership which is great, but they ALL go unanswered, so what's the point? Again, the cars are what's important, and the vehicles they carry are as good as can be expected with the mileage. If you're on a budget, this appears to be a decent place to go. Apparently you must be willing to be persistent, which I was not.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

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.

This the second vehicle I have purchased from Clinton Motor Cars. I didn't even test drive this one because I know Tony only puts quality vehicles on his lot. And I was correct, this one is MINT! Thank you Tony, I'm sure I will be back!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.