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Used Toyota Highlander for Sale near Winnebago, IL

528 results
Winnebago, IL
2022 Toyota Highlander LE AWD Guaranteed Motor Cars - Lake Villa

2022 Toyota Highlander

LE AWD

91,443 miles

$24,999

Fair Deal
Lake Villa, IL
62 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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
91,443
Stock number:
LV564
VIN:
5TDBZRBH0NS250428

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2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

73,951 miles

$23,000

Good Deal
Chicago, IL
87 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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
73,951
Stock number:
546764H
VIN:
5TDJZRFH6JS546764

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2016 Toyota Highlander Limited AWD

2016 Toyota Highlander

Limited AWD

91,879 miles

$22,103

Fair Deal
Madison, WI
56 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:
Predawn Gray Mica
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
91,879
Stock number:
J4461
VIN:
5TDDKRFH6GS227245

Sponsored

2004 Toyota Highlander Limited V6 AWD

2004 Toyota Highlander

Limited V6 AWD

74,150 miles

$10,995

Fair Deal
Arlington Heights, IL
67 mi away
Year:
2004
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
230 hp 3.3L V6
Exterior color:
Silver
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
74,150
Stock number:
10696
VIN:
JTEEP21AX40009522

2019 Toyota Highlander

2019 Toyota Highlander

136,422 miles

$19,990

Good Deal
Brookfield, WI
81 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
295 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
136,422
Stock number:
B586B
VIN:
5TDDZRFH1KS983070

2017 Toyota Highlander XLE AWD

2017 Toyota Highlander

XLE AWD

82,346 miles

$22,577

Fair Deal
Antioch, IL
61 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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
82,346
Stock number:
21033N
VIN:
5TDJZRFH4HS513336

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2011 Toyota Highlander

Base

225,328 miles

$6,990

Good Deal
Clinton, IA
54 mi away
Year:
2011
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
225,328
Stock number:
G3742
VIN:
5TDZK3EH0BS026471

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2016 Toyota Highlander

Limited AWD

102,125 miles

$18,971

Great Deal
Ottawa, IL
65 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:
Shoreline Blue Pearl
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,125
Stock number:
KI25608A
VIN:
5TDDKRFH1GS226276

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2023 Toyota Highlander

L FWD

32,577 miles

$29,999

Good Deal
Moline, IL
84 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
Transmission:
8-Speed Automatic
Mileage:
32,577
Stock number:
JZ440A
VIN:
5TDKDRAH5PS011010

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2022 Toyota Highlander

XSE AWD

29,748 miles

$38,714

Fair Deal
Kenosha, WI
71 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Cockpit Red
Transmission:
Automatic
Mileage:
29,748
Stock number:
KB3240
VIN:
5TDJZRBH1NS179154

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2008 Toyota Highlander

Sport 4WD

169,760 miles

$7,999

Fair Deal
Waukegan, IL
71 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:
Black
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
5-Speed Automatic
Mileage:
169,760
Stock number:
37230S
VIN:
JTEES43A982093785

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2016 Toyota Highlander

XLE AWD

64,470 miles

$23,547

Fair Deal
Store transfer to Algonquin, IL
762 mi away • Price includes $549 shipping Price includes $549 shipping
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:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
64,470
Stock number:
28199305
VIN:
5TDJKRFH6GS503359

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2015 Toyota Highlander

LE Plus AWD

117,110 miles

$15,500

Good Deal
McHenry, IL
52 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:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
117,110
Stock number:
1219
VIN:
5TDBKRFH2FS089189

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2016 Toyota Highlander

Limited Platinum AWD

118,404 miles

$19,550

Good Deal
Certified Pre-Owned
Joliet, IL
74 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
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
118,404
Stock number:
B6486A
VIN:
5TDDKRFH6GS257913

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2016 Toyota Highlander

LE AWD

97,722 miles

$15,997

Great Deal
North Aurora, IL
55 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:
Silver
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
97,722
Stock number:
90536A
VIN:
5TDBKRFH0GS304781

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2019 Toyota Highlander

XLE AWD

109,484 miles

$21,233

Good Deal
Joliet, IL
72 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:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
109,484
Stock number:
S251183A
VIN:
5TDJZRFH5KS582706

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2020 Toyota Highlander

L AWD

73,261 miles

$23,995

Good Deal
Milwaukee, WI
85 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
73,261
Stock number:
052225
VIN:
5TDCZRBH2LS052225

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2013 Toyota Highlander

Limited FWD

77,724 miles

$16,995

Fair Deal
Dixon, IL
30 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:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
77,724
Stock number:
FTT072B
VIN:
5TDYK3EH4DS142089

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2016 Toyota Highlander

Limited AWD

80,384 miles

$23,500

Fair Deal
Germantown, WI
87 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:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
6-Speed Automatic
Mileage:
80,384
Stock number:
7-26
VIN:
5TDDKRFH5GS297125

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2023 Toyota Highlander

L FWD

56,380 miles

$28,400

Great Deal
Lake Geneva, WI
48 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
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
56,380
Stock number:
30P1045
VIN:
5TDKDRAH8PS502767

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2014 Toyota Highlander

Limited AWD

106,651 miles

$17,386

Good Deal
St. Charles, IL
57 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
Exterior color:
Attitude Black Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
106,651
Stock number:
S22814B
VIN:
5TDDKRFH2ES043661

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2019 Toyota Highlander

SE AWD

101,154 miles

$23,322

Good Deal
Dubuque, IA
76 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:
101,154
Stock number:
Q52045C
VIN:
5TDJZRFH1KS931568

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2021 Toyota Highlander

XSE AWD

70,976 miles

$29,490

Good Deal
Streamwood, IL
56 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,976
Stock number:
66991A
VIN:
5TDLZRBH3MS079824

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  1. Home
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Overview
Reviews
FAQs

CarGurus recommends the 2022 Toyota Highlander

Picture of Toyota Highlander

Summary

  • With 6,308 currently listed for sale on CarGurus and an average price of $33,572.40, 35.5% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2022 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it an 8.2 / 10.
  • 83.7% of 2022 Highlander models on CarGurus are accident free.
  • The 2022 Toyota Highlander featured an impressive 84.3 cubic feet of cargo space with seats folded down, making it highly versatile for families and adventures.

Why it stands out

The 2022 Toyota Highlander stands out in the family SUV segment due to its spacious three-row seating, making it ideal for families needing ample room for passengers and cargo. It features a robust V6 engine that delivers reliable performance, coupled with standard safety technologies that enhance peace of mind on the road. With a variety of trims available, the Highlander caters to diverse preferences and budgets while maintaining Toyota's reputation for reliability and efficiency.

Other model years to consider

For buyers considering the Toyota Highlander, model years 2015 and 2021 stand out as attractive options. The 2015 Highlander combines a competitive average price with an impressive user rating of 4.8/5 and a high percentage of good deals, making it a strong value proposition for those seeking reliability and satisfaction. Similarly, the 2021 model offers modern features at a reasonable price point while maintaining high user satisfaction ratings, positioning it well in today’s marketplace.

Other noteworthy alternatives include the 2019 Highlander, which offers solid user feedback and value for money, as well as the 2016 version, which has an appealing price point along with high user ratings. These models collectively provide diverse options that cater to different budgets while ensuring consistent quality and satisfaction among users.

Model years to approach with caution

The Toyota Highlander model years 2014, 2018, and 2011 should be approached with caution due to several financial and quality considerations. Despite decent user ratings, a significant percentage of these models are categorized as not providing good or great deals, indicating potential overpricing in the market. Furthermore, as newer models become available, availability constraints for earlier years may limit options for buyers seeking a balance between quality and price.

These recommendations are based on CarGurus' proprietary market data from December 17, 2025, 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 Winnebago, IL?

The average Toyota Highlander costs about $26,851.62. The average price has decreased by -7.6% since last year. The 560 for sale near Winnebago, IL on CarGurus, range from $3,071 to $47,998 in price.

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

560 out of 560 for sale near Winnebago, IL have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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