50 Best Boston Used Toyota Highlander for Sale, Savings from $3,061

2017 Toyota Highlander
45,235 Miles | Boston, MA
$28,798
est. $415/mo

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2019 Toyota Highlander
16,048 Miles | Boston, MA
$34,898
est. $503/mo

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2008 Toyota Highlander
106,188 Miles | Boston, MA
$11,898
est. $171/mo

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2017 Toyota Highlander
41,031 Miles | Brighton, MA
$20,999
est. $303/mo

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2017 Toyota Highlander
21,200 Miles | Brighton, MA
$21,995
est. $317/mo

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2012 Toyota Highlander
58,090 Miles | Brighton, MA
$16,995
est. $245/mo

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2017 Toyota Highlander
27,718 Miles | Brighton, MA
$28,995
est. $418/mo

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2017 Toyota Highlander
38,523 Miles | Brighton, MA
$22,995
est. $331/mo

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2008 Toyota Highlander
95,866 Miles | Somerville, MA
$9,995
est. $144/mo

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2005 Toyota Highlander
141,544 Miles | Somerville, MA
$6,995
est. $101/mo

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2016 Toyota Highlander
52,166 Miles | Watertown, MA
$25,587
est. $369/mo

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2019 Toyota Highlander
10,168 Miles | Watertown, MA
$36,675
est. $529/mo

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2018 Toyota Highlander
14,381 Miles | Watertown, MA
$32,984
est. $475/mo

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2016 Toyota Highlander
46,091 Miles | Watertown, MA
$28,417
est. $410/mo

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2016 Toyota Highlander
75,642 Miles | Watertown, MA
$23,184
est. $334/mo

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2012 Toyota Highlander
79,353 Miles | Watertown, MA
$15,470
est. $223/mo

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2017 Toyota Highlander
60,059 Miles | West Roxbury, MA
$27,817
est. $401/mo

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2017 Toyota Highlander
21,077 Miles | West Roxbury, MA
$29,555
est. $426/mo

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2015 Toyota Highlander
81,886 Miles | West Roxbury, MA
$18,184
est. $262/mo

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2017 Toyota Highlander
16,292 Miles | West Roxbury, MA
$29,987
est. $432/mo

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Boston, MA Toyota Highlander Buyer's Guide

Owner Reviews
Overall
4.5
Value
4.4
Performance
3.9
Style
4.1
Comfort
4.4
Fuel Economy
3.5
Reliability
4.3
Top Dealers In Boston, MA
  1. Toyota Of Braintree
  2. Orleans Toyota

Toyota Highlander Owner Ratings & Reviews

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2004 Toyota Highlander - Great Vehicle

RLS
Northampton, Massachusetts
Overall
5.0
Value
5.0
Performance
4.0
Style
5.0
Comfort
4.0
Fuel Economy
3.0
Reliability
5.0
My 2004 Toyota Highlander is a great vehicle. I've only had it about 5 months, but have already put 7,000+ miles on it. My dad and I drove it 4,000 miles across the country without a problem, and it fit all of my things with the addition of a roof rack on top. My boyfriend and I drove it to Maine a couple months ago and took it down a really rough road (like REALLY rough). It made it through like a tough cookie and got us out of a couple really sticky situations.
Story
My boyfriend and I drove it 7 hours up to a remote cabin in Maine. We had plenty of room for all of our belongings. The car handled great when we took it down a rough dirt road. The day we left it was pouring down rain, and we knew we wouldn't make it out if we waited until the next day. Luckily my car was able to handle the mud and huge puddles just fine and we made it out okay.
Pros
I think my favorite thing about the car is the space. It holds up to 7 passengers, or the two rows of seats can fold down and hold plenty of things like camping gear, etc. It is great for off-roading, which I've done a few times with the vehicle without a problem. The car is 4-wheel drive which means it will (hopefully!) be able to handle the snow very well (it'll be the first time the vehicle will be driven in the snow).
Cons
There aren't many negative things, but one is the radio. It picks up stations that aren't really radio stations which can be frustrating. One pro and con is the number of places to store things in the vehicle. I've lost things more than once because there's too much room for storage.

2016 Toyota Highlander - My great car

Jay
Framingham, Massachusetts
Overall
4.0
Value
4.0
Performance
4.0
Style
3.0
Comfort
4.0
Fuel Economy
4.0
Reliability
5.0
For me it was between the Toyota Highlander and Mazda CX-9, the Honda Pilot wasn't impressive. I found the back seats to be pretty similar between the CX-9 and Highlander, but the CX-9 lacks the second row captains chair seating if you need that. However, this essentially makes it a six seater because the seat in the back no three people would be able to sit back there.
Story
With over 80,000 miles on my Highlander, my sons wanted to take (what we refer to as the new car) my Prius across country to save money on gas. Starting in South Bend, IN, we took it to the Grand Canyon via Northern Minnesota. My other son took it to Texas without a problem. In five years and putting on 309,000 miles, I had to change the headlights and get the brakes done only once. The best m... (more)
Pros
Pros of Highlander are possibly better reliability, seat configuration options, AC vents in third row and quieter AC, and made in USA.
Cons
Price

Boston, MA Toyota Highlander Pricing Analysis

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June 2020 Boston Toyota Highlander Prices & Rankings

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Boston, MA Dealer Ratings & Reviews

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2014 Toyota Corolla - Toyota Of Braintree

C.C.
Braintree Town, Massachusetts
Overall
5.0
Facility
5.0
Process
5.0
Quality
5.0
Service
5.0
they are very family oriented and they don't let there customers walk around with out getting help. They did everything for us. very easy transaction. I will def return to this dealership.

2013 Toyota RAV4 - Orleans Toyota

Linda
Orleans, Massachusetts
Overall
5.0
Facility
5.0
Process
5.0
Quality
5.0
Service
5.0
Excellent service Very honest Close by to where we live Clean and well-organized Friendly