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Used
cars
for sale
near
Winchester, 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
2020 Chevrolet Silverado 1500 Custom
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Excellent customer service experience!
Excellent customer service experience! Mon Sept 11 called Sarah Hersee to schedule LOF, Tire rotation & State Inspection. Sarah scheduled me for 10:15 am Wed Sept 12. Joie Mullen, our trusted service adviser, informed me the State Multipoint Inspection revealed front brakes/pads/rotors needed to be replaced which was completed that day! Joie found the front tire had a leak coming from the rim and resealed the tire to the rim. The right front tire needing to be resealed shows the attention to detail Joie?s team shows. Years when I was on the road flying out Sunday night and returning Friday night Herb Connolly Chevrolet always help my wife care for our two cars in a way that made her safe and secure. Trusted service advisors, e.g. Joie Mullen, is the major reason for our dealership selection and continued patronage. Joie is our current service contact with at this dealership and has been extremely helpful. Always feel when I leave the dealership that the service was performed correctly and Service Advisors, e.g. Joie Mullen pay personnel attention to every service detail. Joie is truly a credit to the Herb Connolly dealership. Jason Martin, Service Manager, is exceptional! After the sale service is the key!
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.
Nissan Certified
2023 Nissan Altima 2.5 SV
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Stopped by to look around and Lou came out to offer
Stopped by to look around and Lou came out to offer assistance. He was extremely knowledgeable and helpful and ended up helping me find a great car. Finance was quick , pleasant and helpful as well. Finance and sales both top notch!
I bought my Nissan Altima in August at Lee Nissan in
I bought my Nissan Altima in August at Lee Nissan in topsham, Maine. I absolutely love it . It rides great steers amazing and has the get up and go that I have missed . It’s sharp looking and I have had a lot of compliments on the color it says grey but looks purple sometimes or at night it looks white..
Certified
2025 Lexus ES 350 Base
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Mark is efficient and professional.
Mark is efficient and professional. He is my go to person when it comes to service. Out of the Ira family, the Lexus service is the best.
The only thing is not making it perfect.
The only thing is not making it perfect. Whenever I turn the engine off, everything is shut down, and to play my music, I have to turn it on to put the engine in suspension.
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It was an excellent experience.
It was an excellent experience. No pressure from our sales person at all, along with 'No Haggle Pricing" made everything easy and simple. The vehicle was prepared and delivered as promised.
This is by far my favorite Prius.
This is by far my favorite Prius. This my fourth Prius as well. Best looking and handling. I love the color . The interior and all the latest technology is great.
Used
2019 Audi Q5 2.0T Premium Plus
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Sharon Munoz helped me to get my car all ready to go.
Sharon Munoz helped me to get my car all ready to go. She made sure everything was perfect and there were no issues. I would recommend people to come buy a car from her.
Compact vehicle than can tow 4400 lbs.
The perfect car for our needs: a small SUV with relatively high (4400 lbs) towing capacity. Only the BMW X3 has the same combination. The Q5 is well appointed with high quality materials. It feels very solid on the road, with adjustable driving modes (dynamic, comfort, etc.). It has surprising power for a 4-cylinder engine and surprisingly good fuel economy. We purchased this vehicle used with some remaining factory warranty, which we haven't yet needed--all systems are working perfectly.
Used
2022 Mercedes-Benz S-Class S 580 4MATIC
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Although I did not buy a subaru,I did buy another car
Although I did not buy a subaru,I did buy another car they had on their lot and everyone was super helpful and professional. My sales rep, Kordian even answered my questions when he was off the clock!
MBZ S-class always 5 ***** vehicle.
MBZ S-class always 5 ***** vehicle. The most luxurious , comfortable, car I ever drove . I highly recommend it . My old Mercedes S-class has 200,000 miles and not a single problem.
Used
2021 Jeep Wrangler Unlimited Sahara
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I had an exceptional experience purchasing a vehicle from
I had an exceptional experience purchasing a vehicle from Highline Group. Upon expressing interest in a test drive, Sales Manager Ted promptly contacted me to arrange the appointment. During the test drive, Salesperson Robert exhibited remarkable enthusiasm and provided a comprehensive overview of the vehicle’s features, addressing all of my questions and concerns. The vehicle was in impeccable condition, as Robert explained that Highline Group maintains an in-house service facility to ensure rigorous quality control. The dealership’s showroom was impressively stocked with a diverse collection of Ferrari, Ducati, and other high-performance vehicles. I promptly finalized the purchase, secured by Highline Group’s competitive loan rate that surpassed offerings from other institutions. I collected the vehicle within one week and have been thoroughly satisfied with the experience. I look forward to returning for future purchases and will confidently recommend this dealership to my associates.
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 Toyota RAV4 Adventure
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I requested information on a vehicle at Westborough
I requested information on a vehicle at Westborough Toyota and they were very responsive in an appropriate manner. While I did not end up visiting their location, I found them to be attentive and kind when I said I purchased a vehicle elsewhere. Very good customer service.
I went from a corolla cross le gas model to a rav 4
I went from a corolla cross le gas model to a rav 4 hybrid le and there is a major difference in the size and road noise. I love the gas mileage in the rav 4 hybrid. The cabin is very quiet in the rav 4 hybrid. I am glad to recommend the rav 4 hybrid over the corolla cross le gas model.
Used
2023 Ford F-150 XL
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Chipmunk Distruction
It was on Saturday Memorial weekend. I spoke with Bob, who was very kind. I dropped my car off that evening. My car was seen in a timely manner, considering the holiday. I was contacted with the problem by Sue, on Tuesday, who was extremely knowledgeable and helpful. Thank you Sue!! The car was repaired the very next day. All is running smoothly. Thank you Colonial Ford of Marlborough.
A little choppy on dirt roads, feel the uneven paved
A little choppy on dirt roads, feel the uneven paved road surfaces. I attribute this to the 4X4 suspension. Excellent payload , 1865 lbs.for the non-turbo 3.3 liter which has been stellar performer in 35K miles. I average 24mpg all weather. Very good drive modes, sport kicks it up to V8 feel, shift on the fly seamless. Handles great with loads 1000 lbs. plus. Hot riding vinyl seats are sport like hugging you, difficult to turn around to look out the back window. I don't rely solely on back up camera because it does hide the corners where pedestrians are. Confining driving position barely allows for my 6 foot frame. Seats belong in a sports car, not a truck! I should have got the cloth seats! The cab lacks much space behind seats for a small cooler of water or duffel bag. The transmission was clunky in the first 4 months. I think it was the computer adjusting for driving habits. The 12" touch screen has many features and can be turned off. Integrated phone is easy set up, Personal music can be played or built in music apps. The maps are great showing satellite view and North South configuration based on direction view. Service often freezes when you get in valleys. The worst feature is vehicle manual on computer, takes 10x longer to find what you are looking for. Ask Ford to order a printed booklet! The instrument panel is well laid out however the steering wheel sometimes obstructs information. The tilt, telescope wheel is perfect for shorter drivers. There are many cluster views to choose from and two trip odometers, a big plus. I choose one layout for all driving. Took a long time to get used to where radio controls are as I was always turning down the blower motor switch. Blower motor has 8 speeds and whisper quiet up to 5. Also has an ac booster for quick cab cooling, heat, nice! The stereo has equalizer, 4 speakers and will blow out your ear drums unless you have deafness. I find the adjustments for instrument brightness, headlights, fog, and bed lights to be very awkward, An afterthought by Ford engineers? Placed at lower left below segregated instrument layout. Needs to be easily visible, not hidden from view and adjustment. The high beams light up the next county and 50 feet up the treeline. Not sure I need to see owls in the trees, but I can. The flash to pass feature needs to be more blinks, changing lanes that fast is dangerous. The windshield is large and raked offering a full road view and pillars don't obstruct the roadway. The rear view camera can be used while driving and shows tailgaters. The rear window has defrost, tint. The tint is great but defrost is imo a dumb idea. Window easily defrosts with heat or defogs with ac. This isn't a car! I chose Ford over competition because my last F150 gave me 400K, never left me stranded, had a great V6, super good tranny and decent fuel mileage. I like the payload, handling, maps and my music from my apps. I like the aluminum clad where my last steel truck started rusting everywhere. The weight is nimble feel while driving, almost sporty on twisty roadways with very good acceleration and quicker stopping. The cost of ownership is less than foreign and many domestic. I have no recalls in 2 years. I drive in snow often, the handling and my confidence level are excellent but I still have weight in the bed for traction since this is 700 lbs. lighter than my 2013. Overall, I like this vehicle very much and look forward to a new one, better designed or upgraded 2028.
Ford Certified
2023 Ford F-150 XLT
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Great service and easy to deal with Service department
Great service and easy to deal with Service department was professional and very helpful full with any questions I had regarding service and picking up and dropping off my vehicle
I have 2 F150s.
I have 2 F150s. A 2013 with 286,000 miles and a 2017 with 152,000 miles. They both run perfect and they are very impressive vehicles. I owned a 1500 Z71 prior and that was basically junk.
Used
2024 Toyota RAV4 LE
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NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH LOW MILEAGE THAT I AM VERY INTERSTED IN BUYING AND HAVING IT DELIVERY TO ME IN WELLSBURG, WV ZP 26070 -AND AS A SERIOUSLY DISABLED RETIRED MARINE CORPS COMBAT INFANTRY OFFICER OF 23 YEARS OF ACTIVE DUTY WITH OVER 25 MONTHS EXPOSURE TO AGENT ORANGE IN VIETNAM AND OVER 4 YEARS EXPOSURE TO THE CONTAMINATED WATER AT MARINE CORPS BASE CAMP LEJEUNE, NC! AND, NATTY KNOWS THAT, WITH MY DEATH PERHAPS IMMINENT, I MUST NOT TAKE A CHANCE BUYING AN UNRELIABLE USED CAR OR ONE WITH ANY NEGATIVE ASPECTS, BECAUSE I WANT TO BE SURE THAT MY WIFE OF 47 YEARS CANNOT BE LEFT BEHIND WHEN I DIE WITH AN UNAFFORDABLE PROBLEMATIC USED CAR! LET'S SEE WHETHER NATTY CAN CARINGLY AND PATRIOTICLY BLESS ME, A RETIRED MINISTER AND HEALTHCARE CHAPLAIN, BY ALLOWINGLY ME TO DIE IN PEACE RATHER THAN TROUBLED OVER MY WIFE MARGARET WHEN I GO AND CAN NO LONGER FINACIALLY TAKE CARE OF HER. RON RICE, 82 YEAR OLD LTCOL U.S.MARINE CORPS RETIRED AND SERVANT OF GOD, WHO HAS ENABLED HUDREDS OF HURTING EOPLE TO DIE IN PEACE - AS I WANT FOR ME MORE THAN ANYTHING....
I went from a corolla cross le gas model to a rav 4
I went from a corolla cross le gas model to a rav 4 hybrid le and there is a major difference in the size and road noise. I love the gas mileage in the rav 4 hybrid. The cabin is very quiet in the rav 4 hybrid. I am glad to recommend the rav 4 hybrid over the corolla cross le gas model.
Used
2023 Mazda CX-5 2.5 S Preferred Package
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Very positive experience.
Very positive experience. Sales rep Nina was terrific A pleasure to work with, knowledgeable, patient. Best car purchase I’ve had. Love my new Mazda3 Hatchback. Paul in Finance explained everything clearly and took great care of the details. Terrific!
Very pleased!
I am delighted with my 2023 CX-5 Signature in the hard-to-find Eternal Blue. I've had it about one year now and it's more than adequate for my driving needs. No, I don't need a rattle-prone pano sunroof. The six-speed non-CVT transmission is just fine. Never need or use(less) the paddle shifters. Performance with regular fuel is just fine. As an "early senior", I don't need huge cargo or passenger space. Only complaints are the Apple CarPlay isn't wireless; and miss the power tilt/telescope steering wheel and power memory exit seat that I had on my unbeloved '20 Lexus NX (which I was glad to get rid of!). All told, I'm a Mazda believer and buh-bye Lexus!
Used
2023 Ford F-150 Lariat
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Anxiety is a natural feeling when shopping for cars on
Anxiety is a natural feeling when shopping for cars on the internet. Who is the buyer or seller? Can they be trusted? I can state without hesitation that Medway Imports is not only trustworthy but Scott and Barry go way beyond in providing accurate and detailed information in a timely manner. They are incredibly connected in the industry - they organized the shipment of my trade-in from the west coast and the shipment of my new car from Medway. Although I never had the pleasure of meeting them face to face, it was as if I knew them from way back. No smoke and mirrors - just straight, honest business people.
First off, when someone says the truck drives and rides
First off, when someone says the truck drives and rides horrible, did they not know we are entitled to test drive the truck first before purchasing. I love my 2023 Ford F150 XLT crew/camper package 6.5' box so far. Put about 5000 miles on it. Purchased used with low mileage. It has all the bells and whistles except for leather seats. Rides great, quiet, and more technology than I'll probably ever use. Endless supply of power with the 3.5 engine and all around mileage about 18-20 and 22-23 on the highway. I liked my 2012 Lariat but mileage was 14.5 all around. I test drove a Dodge and Chevy, but I like the feel of the Ford truck with Dodge a very close second. Chevy feels like the frame is weak and flexes over bumps.
Used
2022 Ford Explorer XLT
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what a fabulous idea, coming to my house for an oil
what a fabulous idea, coming to my house for an oil change, genius!!!! the service is phenomenal! what else can say, I love my ford bronco sport. fun little car
I purchased the 2022 Timberline preowned about 1 month
I purchased the 2022 Timberline preowned about 1 month ago with appx 50k miles on it. I was disappointed that it does not have memory seats or a garage door remote button. (I didn't even notice this when test driving it). Who makes a car today with all the tech this car has and leaves off these 2 things! The interior is comfortable & well laid out. The ride is smooth & quiet. 2.3L turbo 4 cylinder is quiet & has amazing power. At idle it’s hard to tell that the engine is even running. The prior owner put on Michelin tires which contribute to the smooth, quiet ride. The seats are ActiveX (Ford’s name for vinyl) with cloth inserts. I’m 5’ 10” and 175lbs. My son who rode with me is 6’ 3” and 250lbs. Both of us found the seats comfortable & supportive on our 1st road trip. I’ve driven a Kia Telluride, which is a direct competitor. The Kia has a little more tech but I found the ride to be on the harsh side, especially in the second row. This may be attributable to the low profile 21” tires. The Timberline has 18” balloon tires which I much prefer. 2 weeks after purchasing it I made a 2,200-mile road trip from Dallas TX to Orgon. Fuel mileage ranged from 21 to 28 with an overall average of 24 mpg. *if I don’t drive over 70 mph on the highway the fuel economy goes up to about 32! *these numbers are from the actual miles & gallons of fuel used, not from the dash numbers, which I found are a little optimistic. It has a few bugs that I’ll have to deal with, but it’s a used Ford & not a Lexus. Overall, I'd say I'm very happy with this car & would recommend it.
Used
2016 BMW 435 i xDrive
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I found Stanley and Ali to be extremely professional and
I found Stanley and Ali to be extremely professional and personable. Communication and customer experience throughout this process has been exemplary. Thank you again for all your help
My First BMW
This car exceeded all of my expectations! It is an M-Sport and has the optional M-Power package and is a mini M4! Fun to drive, hardtop convertible for those summer afternoons and has all the features of a modern BMW.
Used
2026 Toyota Tundra Limited
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Excellent service!
Excellent service!! Thank you Victor for the help. Best dealership in the south shore, hands down!!
Used
2015 Lincoln Navigator Base
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Sold me over.........
I've never been a Ford product fan,but this truck has won me over. We bought ours used this year and LOVE it. I had determined that I was buying a loaded Tahoe LTZ when the wife had seen the Navi come up at a very good price. She was interested and since we had nothing to do that day, we decided to go and test drive it. That particular one was "road hard and put up wet" but, my wife noted how easy it was to get in and out of.........she suffers osteoarthritis in her knees and felt no pain getting in and out with the larger side steps. Since that was not a complaint for her, we started looking and found the one we currently own. It is quiet, roomy, nice stereo and is a very nice ride when traveling. I'm still not quite a Ford fan, but.........this has gotten me to give them a second look at least.
Used
2013 Honda Accord Sport Sedan 4D
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yes my car has 2014 miles on it just bought it from the
yes my car has 2014 miles on it just bought it from the auction the car was dealer kept from day one the car is in mint condition in and out i took it to the dealer and they love the car and said no problems you should get 300.000 miles out of it. it is dark gray color and black .i will be driving 6000 miles a year. so dont let the miles fool you. no oil leaks i have all the service records one owner. i said its in mint condition
Chevrolet Certified
2021 Chevrolet Silverado 1500 LT
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Members were very receptive and helpful in my journey
Members were very receptive and helpful in my journey into buying my first Corvette. Every member was available to answer questions even when my primary contact was out of office, presenting a collaborative (not cutthroat) team sales approach. The dealership was extremely clean and presentable. Its status as a leading Corvette dealer provided ample on-site cars that give customers an opportunity to see a variety of different options in-person, which drastically helped with decision making.
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.
Used
2019 Acura RDX A-Spec
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very professional and helpful.
very professional and helpful. I cant say enough good things about this dealerships service 10/10 would recommend!
We didn’t intend on the RDX we were shopping Lexus and
We didn’t intend on the RDX we were shopping Lexus and Mercedes . Salesman suggested a test drive and it was the quietest most powerful refined vehicle we drove. Owned for 4 years ; phenomenal reliability
*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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Toyota under $899,990 in Winchester, MA
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MINI under $899,990 in Winchester, MA
22 Great Deals out of 90 listings starting at $5,490
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Genesis under $899,990 in Winchester, MA
16 Great Deals out of 84 listings starting at $19,399
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36 Great Deals out of 84 listings starting at $15,795
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Maserati under $899,990 in Winchester, MA
12 Great Deals out of 56 listings starting at $16,995
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Jaguar under $899,990 in Winchester, MA
13 Great Deals out of 47 listings starting at $5,989
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Chrysler under $899,990 in Winchester, MA
8 Great Deals out of 45 listings starting at $5,299
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Alfa Romeo under $899,990 in Winchester, MA
8 Great Deals out of 44 listings starting at $11,500
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Bentley under $899,990 in Winchester, MA
6 Great Deals out of 29 listings starting at $26,950
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McLaren under $899,990 in Winchester, MA
3 Great Deals out of 25 listings starting at $149,799
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5321 Great Deals out of 17596 listings starting at $1,200
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5643 Great Deals out of 18635 listings starting at $1,200
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