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Used Toyota Highlander for Sale near Chesterton, IN

530 results
Chesterton, IN
2016 Toyota Highlander Limited AWD The Autobarn Mazda of Evanston

2016 Toyota Highlander

Limited AWD

67,818 miles

$23,495

Good Deal
Evanston, IL
44 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
67,818
Stock number:
PM21382A
VIN:
5TDDKRFHXGS322858

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2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

123,992 miles

$23,990

Good Deal
Summit, IL
41 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
123,992
Stock number:
3546
VIN:
5TDDZRBH3LS007377

Sponsored

2021 Toyota Highlander Limited AWD

2021 Toyota Highlander

Limited AWD

66,255 miles

$32,490

Fair Deal
Chicago, IL
42 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
66,255
Stock number:
P16760
VIN:
5TDDZRBH5MS541952

Sponsored

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

114,113 miles

$22,495

Good Deal
Osceola, IN
49 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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
114,113
Stock number:
117
VIN:
5TDJZRFH0KS617524

2023 Toyota Highlander LE FWD

2023 Toyota Highlander

LE FWD

46,054 miles

$29,995

Good Deal
Oak Park, IL
43 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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
46,054
Stock number:
VP4149A
VIN:
5TDKDRAH9PS039294

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2017 Toyota Highlander

LE

84,068 miles

$20,597

Fair Deal
Store transfer to Merrillville, IN
759 mi away • Price includes $599 shipping Price includes $599 shipping
Year:
2017
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
84,068
Stock number:
28031214
VIN:
5TDZARFH8HS024867

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2013 Toyota Highlander

Limited FWD

160,753 miles

$12,410

Fair Deal
Merrillville, IN
20 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
160,753
Stock number:
T328A
VIN:
5TDYK3EHXDS093660

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2016 Toyota Highlander

Limited AWD

67,818 miles

$23,495

Good Deal
Evanston, IL
44 mi away
Year:
2016
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
67,818
Stock number:
PM21382A
VIN:
5TDDKRFHXGS322858

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2020 Toyota Highlander

Platinum AWD

54,829 miles

$35,990

Fair Deal
Certified Pre-Owned
Matteson, IL
37 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
54,829
Stock number:
707184A
VIN:
5TDFZRBH2LS015530

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2021 Toyota Highlander

Platinum AWD

79,235 miles

$29,000

Great Deal
Crown Point, IN
21 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
79,235
Stock number:
JP3399
VIN:
5TDGZRBH2MS075264

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2018 Toyota Highlander

SE AWD

72,325 miles

$24,995

Fair Deal
Merrillville, IN
20 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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
72,325
Stock number:
TB910A
VIN:
5TDJZRFH0JS900438

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2022 Toyota Highlander

XLE AWD

27,009 miles

$33,490

Great Deal
Chicago, IL
42 mi away
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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,009
Stock number:
P16599
VIN:
5TDGZRBHXNS212873

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2024 Toyota Highlander

LE AWD

49,055 miles

$31,898

Good Deal
Certified Pre-Owned
Calumet City, IL
28 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
49,055
Stock number:
P7203
VIN:
5TDKDRBH4RS556343

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2023 Toyota Highlander

LE FWD

31,855 miles

$31,747

Fair Deal
Store transfer to Merrillville, IN
808 mi away • Price includes $749 shipping Price includes $749 shipping
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:
Blue
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,855
Stock number:
28274733
VIN:
5TDKDRAH5PS015302

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2019 Toyota Highlander

Limited AWD

98,267 miles

$24,997

Great Deal
Mishawaka, IN
45 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:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
98,267
Stock number:
SKS955563
VIN:
5TDDZRFH5KS955563

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2023 Toyota Highlander

LE FWD

46,150 miles

$30,897

Fair Deal
Store transfer to Merrillville, IN
1,785 mi away • Price includes $1,899 shipping Price includes $1,899 shipping
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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
46,150
Stock number:
28183012
VIN:
5TDKDRAHXPS002576

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2021 Toyota Highlander

Limited FWD

69,281 miles

$31,997

Fair Deal
Store transfer to Merrillville, IN
1,774 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,281
Stock number:
28247420
VIN:
5TDYZRAH2MS518812

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2020 Toyota Highlander

LE AWD

73,728 miles

$25,988

Good Deal
Certified Pre-Owned
Hodgkins, IL
44 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
73,728
Stock number:
N26649B
VIN:
5TDBZRBH3LS024493

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2021 Toyota Highlander

Limited AWD

77,332 miles

$28,694

Great Deal
Frankfort, IL
43 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
77,332
Stock number:
60364S
VIN:
5TDDZRBH2MS120786

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2020 Toyota Highlander

XLE AWD

39,252 miles

$27,999

Great Deal
Northlake, IL
48 mi away
Year:
2020
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,252
Stock number:
11881
VIN:
5TDGZRBH6LS511046

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Indiana
  5. / Chesterton
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 3,958 currently listed for sale on CarGurus and an **average price of $32,739.00**, 31.5% 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. - **82.2% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander is commended for its safety, comfort, and the ability to deliver a smooth ride, along with a range of trims and features that cater to various family needs. ## Why it stands out The 2022 Toyota Highlander excels as a family-friendly SUV, combining essential capabilities with a touch of style. It offers a spacious three-row seating configuration, robust V6 performance, and a suite of advanced safety features, all designed to meet the demands of family life. With options for all-wheel drive and impressive towing capacity, it stands ready for both daily commutes and weekend adventures. Additionally, the Highlander's modern interior, equipped with user-friendly technology, provides convenience for busy families. Its reputation for reliability and comfort further solidifies its appeal to buyers looking for a dependable vehicle to carry their loved ones. ## Other model years to consider - **[2015 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $16,640.00 - Good/great deal percentage: 37.8% - User rating: 4.76 / 5 - Total listings: 1,197 - **[2016 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2016-Toyota-Highlander-c25184)** - Average price: $17,934.00 - Good/great deal percentage: 37.6% - User rating: 4.63 / 5 - Total listings: 1,614 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,223.00 - Good/great deal percentage: 35.2% - User rating: 4.57 / 5 - Total listings: 2,380 These recommendations are based on CarGurus' proprietary market data from March 9, 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 Chesterton, IN?

The average Toyota Highlander costs about $27,303.41. The average price has decreased by -5.1% since last year. The 530 for sale near Chesterton, IN on CarGurus, range from $1,800 to $55,598 in price.

How many Toyota Highlander vehicles in Chesterton, IN have no reported accidents or damage?

530 out of 530 for sale near Chesterton, IN have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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