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Used Toyota Highlander for Sale near Chilmark, MA

560 results
Menemsha, MA
2017 Toyota Highlander Limited Platinum AWD Best Choice Auto Sales Inc.

2017 Toyota Highlander

Limited Platinum AWD

47,677 miles

$26,995

Good Deal
New Bedford, MA
20 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Arctic Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Mileage:
47,677
Stock number:
1058
VIN:
5TDDZRFH9HS359414

Sponsored

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

82,970 miles

$23,988

Good Deal
Plymouth, MA
41 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
82,970
Stock number:
C1104AAA
VIN:
5TDJZRFH7KS974571

Sponsored

2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

15,727 miles

$39,244

Fair Deal
Certified Pre-Owned
Raynham, MA
40 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Pear
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,727
Stock number:
85208A
VIN:
5TDKDRBH4PS036687

Sponsored

2023 Toyota Highlander L FWD

2023 Toyota Highlander

L FWD

34,519 miles

$29,888

Good Deal
Hyannis Port, MA
31 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Moon Dust
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,519
Stock number:
RF9023A
VIN:
5TDKDRAH6PS518563

2022 Toyota Highlander LE AWD

2022 Toyota Highlander

LE AWD

93,573 miles

$26,247

Fair Deal
Store transfer to Cranston, RI
530 mi away • Price includes $249 shipping Price includes $249 shipping
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
93,573
Stock number:
27881461
VIN:
5TDBZRBH5NS250408

2017 Toyota Highlander Limited Platinum AWD

2017 Toyota Highlander

Limited Platinum AWD

47,677 miles

$26,995

Good Deal
New Bedford, MA
20 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Arctic Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Mileage:
47,677
Stock number:
1058
VIN:
5TDDZRFH9HS359414

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

SE AWD

81,386 miles

$23,924

Good Deal
Raynham, MA
40 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Fuel type:
Gasoline
Transmission:
8-Speed Automatic Overdrive
Mileage:
81,386
Stock number:
B8066A
VIN:
5TDJZRFH4KS623374

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2019 Toyota Highlander

XLE AWD

66,655 miles

$25,190

Great Deal
Certified Pre-Owned
Hyannis, MA
31 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Shoreline Blue Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
66,655
Stock number:
KS994022
VIN:
5TDJZRFH8KS994022

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2008 Toyota Highlander

Base 4WD

136,746 miles

$8,500

Fair Deal
Westport, MA
27 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Blue Streak Metallic
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic
Mileage:
136,746
VIN:
JTEES41A682059323

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2019 Toyota Highlander

LE Plus FWD

93,800 miles

$21,097

Great Deal
Store transfer to Cranston, RI
1,224 mi away • Price includes $1,099 shipping Price includes $1,099 shipping
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
93,800
Stock number:
28243721
VIN:
5TDZZRFH7KS322097

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2024 Toyota Highlander

Limited AWD

15,481 miles

$42,988

Good Deal
N. Dartmouth, MA
23 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,481
Stock number:
N54234A
VIN:
5TDKDRBH9RS539327

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2018 Toyota Highlander

XLE AWD

103,588 miles

$21,199

Good Deal
Taunton, MA
43 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
103,588
Stock number:
01-855681
VIN:
5TDJZRFH2JS855681

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Photos coming soon

2013 Toyota Highlander

Limited AWD

147,717 miles

$12,995

Fair Deal
Norton, MA
48 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Red (Burgundy)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
5-Speed Automatic
Mileage:
147,717
Stock number:
hi32
VIN:
5TDDK3EHXDS249484

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2017 Toyota Highlander

XLE AWD

114,022 miles

$18,995

Good Deal
Providence, RI
49 mi away
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Maroon)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
114,022
Stock number:
R466765
VIN:
5TDJZRFHXHS466765

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE AWD

49,533 miles

$38,395

Fair Deal
Certified Pre-Owned
Swansea, MA
38 mi away
Year:
2023
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
49,533
Stock number:
20098LR
VIN:
5TDKDRBH1PS009320

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Massachusetts
  5. / Chilmark
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 4,192 currently listed for sale on CarGurus and an **average price of $32,510.00**, 32.3% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.7% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious and comfortable interior, a suite of advanced safety features, and a choice between fuel-efficient hybrid models and powerful gas engine options. ## Why it stands out The 2022 Toyota Highlander is a standout choice among midsize SUVs, combining a reputation for reliability with family-friendly features. Its spacious cabin accommodates up to eight passengers, making it an ideal vehicle for larger families. The recent model year includes enhancements in features and comfort, such as an upgraded infotainment system and standard safety technologies like Toyota Safety Sense, which includes automatic emergency braking and lane-keeping assistance. The Highlander's available hybrid variant also appeals to eco-conscious buyers, providing excellent fuel economy without sacrificing practicality or comfort. Overall, the 2022 model year emphasizes Toyota's commitment to quality and safety, making it a versatile option for everyday use. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,334.00 - Good/great deal percentage: 33.5% - User rating: 4.82 / 5 - Total listings: 2,772 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,633.00 - Good/great deal percentage: 31.9% - User rating: 4.36 / 5 - Total listings: 4,283 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,110.00 - Good/great deal percentage: 34.8% - User rating: 4.48 / 5 - Total listings: 2,572 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.

4.6 Overall rating

(691 reviews)

Customers say

Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.

AI generated from the text of customer reviews.

What people say

cargo space comfort interior performance safety
Julie W
5.0
Reviewed a 2021 Toyota Highlander on Jul 20, 2024

I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.

Melissa C
5.0
Reviewed a 2021 Toyota Highlander on May 05, 2024

Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.

Emmanuel S
5.0
Reviewed a 2022 Toyota Highlander on Apr 18, 2024

The car is great with very nice features. It is a good value in terms of price and nothing is missing. It is a good looking car

Anonymous
5.0
Reviewed a 2019 Toyota Highlander on Sep 03, 2024

great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort

James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Chilmark, MA?

The average Toyota Highlander costs about $27,044.60. The average price has decreased by -6.1% since last year. The 556 for sale near Chilmark, MA on CarGurus, range from $3,952 to $50,998 in price.

How many Toyota Highlander vehicles in Chilmark, MA have no reported accidents or damage?

556 out of 556 for sale near Chilmark, MA have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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