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Used Toyota Highlander for Sale near Milton, WI

537 results
Milton, WI
2017 Toyota Highlander SE AWD Car Hunter Express Inc

2017 Toyota Highlander

SE AWD

93,226 miles

$23,300

Fair Deal
Highland Park, IL
68 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:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
93,226
Stock number:
1178
VIN:
5TDJZRFH6HS455942

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2023 Toyota Highlander L FWD

2023 Toyota Highlander

L FWD

32,263 miles

$33,688

Fair Deal
Greenfield, WI
51 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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
32,263
Stock number:
153411A
VIN:
5TDKDRAH1PS009738

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2022 Toyota Highlander XSE AWD

2022 Toyota Highlander

XSE AWD

22,116 miles

$37,490

Fair Deal
Chicago, IL
84 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
22,116
Stock number:
P16572
VIN:
5TDLZRBH7NS163646

Sponsored

2016 Toyota Highlander Limited AWD

2016 Toyota Highlander

Limited AWD

102,094 miles

$18,971

Great Deal
Ottawa, IL
98 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:
102,094
Stock number:
KI25608A
VIN:
5TDDKRFH1GS226276

2025 Toyota Highlander

2025 Toyota Highlander

19,072 miles

$34,900

Good Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
19,072
Stock number:
16673886
VIN:
5TDKDRAH2SS554968

2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

113,398 miles

$20,350

Good Deal
Waukesha, WI
41 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:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
Automatic
Mileage:
113,398
Stock number:
V26138A
VIN:
5TDJZRFH5JS911709

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2013 Toyota Highlander

Limited V6 AWD

170,813 miles

$11,850

Good Deal
Addison, IL
76 mi away
Year:
2013
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
270 hp 3.5L V6
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
Automatic
Mileage:
170,813
Stock number:
E224
VIN:
5TDDK3EH7DS245165

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2018 Toyota Highlander

Limited Platinum AWD

78,824 miles

$23,497

Great Deal
Orland Park, IL
99 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:
8-Speed Automatic
Mileage:
78,824
Stock number:
B10814
VIN:
5TDDZRFH5JS871256

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2022 Toyota Highlander

XLE AWD

51,046 miles

$33,989

Fair Deal
Certified Pre-Owned
Madison, WI
33 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:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,046
Stock number:
TS224990A
VIN:
5TDGZRBHXNS204935

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2025 Toyota Highlander

19,877 miles

$34,700

Great Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
19,877
Stock number:
16666481
VIN:
5TDKDRAHXSS554412

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2025 Toyota Highlander

26,802 miles

$33,600

Good Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,802
Stock number:
16657706
VIN:
5TDKDRAH2SS554100

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2010 Toyota Highlander

Limited 4WD

201,095 miles

$7,000

Good Deal
Monroe, WI
38 mi away
Year:
2010
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:
Brown (Sand Beige)
Transmission:
5-Speed Automatic Overdrive
Mileage:
201,095
Stock number:
NT25049B
VIN:
JTEDK3EH4A2162114

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2015 Toyota Highlander

LE Plus AWD

127,156 miles

$13,885

Great Deal
Sheboygan, WI
90 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:
Nautical Blue Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
127,156
Stock number:
U194340T
VIN:
5TDBKRFH6FS200911

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2019 Toyota Highlander

SE AWD

101,154 miles

$23,823

Good Deal
Dubuque, IA
93 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
Transmission:
8-Speed Automatic
Mileage:
101,154
Stock number:
Q52045C
VIN:
5TDJZRFH1KS931568

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2018 Toyota Highlander

XLE AWD

115,134 miles

$19,990

Good Deal
Mukwonago, WI
31 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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
115,134
Stock number:
J250827B
VIN:
5TDJZRFH4JS523869

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2011 Toyota Highlander

Base

132,500 miles

$10,799

Good Deal
Elgin, IL
62 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:
Gray
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
132,500
Stock number:
070624
VIN:
5TDBK3EH8BS070624

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2025 Toyota Highlander

22,042 miles

$34,300

Good Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
22,042
Stock number:
16652382
VIN:
5TDKDRAH0SS552930

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2025 Toyota Highlander

27,146 miles

$33,600

Good Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
27,146
Stock number:
16656619
VIN:
5TDKDRAH0SS551180

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2025 Toyota Highlander

25,203 miles

$33,800

Good Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,203
Stock number:
16657710
VIN:
5TDKDRAH9SS554028

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2019 Toyota Highlander

XLE AWD

88,520 miles

$21,995

Great Deal
West Allis, WI
47 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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Blk/Black
Transmission:
8-Speed Automatic
Mileage:
88,520
Stock number:
F93337
VIN:
5TDJZRFH9KS617795

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2014 Toyota Highlander

XLE AWD

142,658 miles

$14,490

Fair Deal
Chicago, IL
83 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:
Silver Sky Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
142,658
Stock number:
CV7038A
VIN:
5TDJKRFH9ES054742

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2023 Toyota Highlander

L FWD

34,254 miles

$28,995

Good Deal
Certified Pre-Owned
West Allis, WI
47 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:
Midnight Black Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,254
Stock number:
X52726
VIN:
5TDKDRAH6PS500807

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2025 Toyota Highlander

17,575 miles

$39,915

Fair Deal
75 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
17,575
Stock number:
16662379
VIN:
5TDKDRAHXSS553924

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  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Wisconsin
  5. / Milton
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.

Kristy E
5.0
Reviewed a 2010 Toyota Highlander on Jan 25, 2024

Great car that has a reputation for durability. Love the features.

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

Toyota Highlander FAQs

How much does the Toyota Highlander cost in Milton, WI?

The average Toyota Highlander costs about $27,035.82. The average price has decreased by -7.4% since last year. The 580 for sale near Milton, WI on CarGurus, range from $3,061 to $53,998 in price.

How many Toyota Highlander vehicles in Milton, WI have no reported accidents or damage?

580 out of 580 for sale near Milton, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

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