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Used Toyota Highlander for Sale near Winslow, IL

290 results
Winslow, IL
2023 Toyota Highlander L FWD Dearth Chrysler Dodge Jeep Ram

2023 Toyota Highlander

L FWD

61,785 miles

$27,599

Good Deal
Monroe, WI
12 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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
61,785
Stock number:
P9211
VIN:
5TDKDRAH4PS510722

Sponsored

2015 Toyota Highlander XLE

2015 Toyota Highlander

XLE

108,511 miles

$17,695

Good Deal
Roselle, IL
95 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Green
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
108,511
Stock number:
EX074585
VIN:
5TDJKRFH7FS074585

Sponsored

2009 Toyota Highlander Sport 4WD

2009 Toyota Highlander

Sport 4WD

166,799 miles

$9,637

Good Deal
Janesville, WI
46 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
166,799
Stock number:
EC586
VIN:
JTEES43A292147686

Sponsored

2015 Toyota Highlander XLE

2015 Toyota Highlander

XLE

72,963 miles

$19,500

Good Deal
Cottage Grove, WI
53 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black (Charcoal)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
72,963
VIN:
5TDJKRFH9FS170895

2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

153,414 miles

$16,987

Good Deal
Janesville, WI
45 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:
Almond
Transmission:
8-Speed Automatic
Mileage:
153,414
Stock number:
KI6354A
VIN:
5TDJZRFH6JS846241

2014 Toyota Highlander Limited AWD

2014 Toyota Highlander

Limited AWD

108,705 miles

$18,695

Fair Deal
Saint Charles, IL
87 mi away
Year:
2014
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
108,705
Stock number:
N250145C
VIN:
5TDDKRFH1ES055672

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2021 Toyota Highlander

XSE AWD

69,932 miles

$29,989

Good Deal
Elgin, IL
82 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
69,932
Stock number:
4570A
VIN:
5TDJZRBHXMS159628

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2023 Toyota Highlander

L FWD

59,729 miles

$28,397

Good Deal
Store transfer to Madison, WI
736 mi away • Price includes $399 shipping Price includes $399 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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
59,729
Stock number:
28231300
VIN:
5TDKDRAHXPS500471

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2018 Toyota Highlander

Limited AWD

135,019 miles

$17,995

Great Deal
Hampshire, IL
70 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
Transmission:
8-Speed Automatic
Mileage:
135,019
Stock number:
P0786A
VIN:
5TDDZRFH7JS867838

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2017 Toyota Highlander

XLE AWD

94,020 miles

$21,958

Good Deal
Mount Carroll, IL
28 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
94,020
Stock number:
03X436A
VIN:
5TDJZRFH1HS385055

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2015 Toyota Highlander

Limited AWD

99,635 miles

$19,990

Fair Deal
Middleton, WI
47 mi away
Year:
2015
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
99,635
Stock number:
51064
VIN:
5TDDKRFH3FS191027

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2024 Toyota Highlander

LE AWD

51,576 miles

$30,597

Great Deal
Store transfer to Madison, WI
821 mi away • Price includes $599 shipping Price includes $599 shipping
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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,576
Stock number:
28159838
VIN:
5TDKDRBH5RS537428

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2023 Toyota Highlander

Platinum AWD

21,595 miles

$40,995

Great Deal
Crystal Lake, IL
79 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,595
Stock number:
P1307
VIN:
5TDKDRBHXPS003290

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2022 Toyota Highlander

XLE AWD

56,071 miles

$32,995

Good Deal
Naperville, IL
96 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,071
Stock number:
JA1085
VIN:
5TDGZRBH1NS250833

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2021 Toyota Highlander

XSE AWD

70,585 miles

$30,442

Good Deal
Lake Villa, IL
89 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,585
Stock number:
LV565
VIN:
5TDLZRBH2MS147269

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2023 Toyota Highlander

L FWD

70,771 miles

$28,650

Good Deal
Delavan, WI
61 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:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
70,771
Stock number:
02X1094
VIN:
5TDKDRAH5PS010889

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2024 Toyota Highlander

LE AWD

37,255 miles

$33,732

Great Deal
Dubuque, IA
47 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,255
Stock number:
N32599
VIN:
5TDKDRBH4RS529479

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2018 Toyota Highlander

XLE AWD

84,724 miles

$24,690

Fair Deal
Muscatine, IA
94 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:
Blue
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
84,724
Stock number:
JS897621
VIN:
5TDJZRFH7JS897621

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2019 Toyota Highlander

XLE AWD

84,632 miles

$24,915

Good Deal
Palatine, IL
94 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,632
Stock number:
65150A
VIN:
5TDJZRFH8KS568671

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2017 Toyota Highlander

Limited Platinum AWD

89,449 miles

$22,827

Good Deal
Madison, WI
43 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
89,449
Stock number:
J5213
VIN:
5TDDZRFHXHS410399

Preparing for a close up...

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2020 Toyota Highlander

Platinum AWD

84,160 miles

$30,900

Good Deal
Mchenry, IL
79 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 Pearl
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
Automatic
Mileage:
84,160
Stock number:
UT20925
VIN:
5TDFZRBH3LS036872

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2021 Toyota Highlander

L FWD

58,915 miles

$26,244

Fair Deal
Elgin, IL
82 mi away
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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,915
Stock number:
P2971
VIN:
5TDCZRAH5MS053095

Preparing for a close up...

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2024 Toyota Highlander

Platinum AWD

7,095 miles

$49,528

Fair Deal
Davenport, IA
72 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
7,095
Stock number:
T3N546597
VIN:
5TDKDRBH7RS546597

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  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Illinois
  5. / Winslow
Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander ## Summary - With 3,956 currently listed for sale and an **average price of $33,235.00**, 31.7% 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. - **82.6% of 2022 Highlander models on CarGurus are accident-free**. - The 2022 Toyota Highlander stands out with its spacious three-row seating, versatile interior configurations, and a standard suite of advanced safety technologies. ## Why it stands out The 2022 Toyota Highlander is designed for families who prioritize safety, comfort, and functionality. It offers a stout V6 engine with 295 horsepower, paired with a smooth eight-speed automatic transmission, which provides a satisfying array of driving experiences. The blend of stylish design and practical features, such as a power liftgate and numerous USB ports, ensures that it meets the needs of modern families. Additionally, the Highlander boasts an impressive array of safety features as standard, which enhances its appeal as a dependable family vehicle. With ample passenger and cargo space, including up to 84.3 cubic feet with the rear seats folded down, it's a versatile choice for those needing room for both people and gear. ## Other model years to consider - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $35,661.00 - Good/great deal percentage: 32.8% - User rating: 4.36 / 5 - Total listings: 3,970 - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,846.00 - Good/great deal percentage: 32.5% - User rating: 4.82 / 5 - Total listings: 2,581 - **[2014 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2014-Toyota-Highlander-c24278)** - Average price: $15,688.00 - Good/great deal percentage: 36.6% - User rating: 4.25 / 5 - Total listings: 1,043 These recommendations are based on CarGurus' proprietary market data from March 30, 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 Winslow, IL?

The average Toyota Highlander costs about $27,751.04. The average price has decreased by -3.3% since last year. The 460 for sale near Winslow, IL on CarGurus, range from $3,900 to $56,998 in price.

How many Toyota Highlander vehicles in Winslow, IL have no reported accidents or damage?

460 out of 460 for sale near Winslow, IL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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