CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Highlander for Sale near Oconomowoc, WI

646 results
Oconomowoc, WI
2017 Toyota Highlander XLE AWD Antioch Chrysler Dodge Jeep Ram

2017 Toyota Highlander

XLE AWD

82,348 miles

$22,977

Fair Deal
Antioch, IL
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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
82,348
Stock number:
21033N
VIN:
5TDJZRFH4HS513336

Sponsored

2024 Toyota Highlander XLE FWD

2024 Toyota Highlander

XLE FWD

20,283 miles

$38,000

Good Deal
Milwaukee, WI
31 mi away
Year:
2024
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:
20,283
Stock number:
P22017
VIN:
5TDKDRAH3RS534349

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

114,793 miles

$24,194

Good Deal
Racine, WI
44 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
114,793
Stock number:
7864A
VIN:
5TDGZRBH0MS129757

Sponsored

2017 Toyota Highlander XLE AWD

2017 Toyota Highlander

XLE AWD

82,348 miles

$22,977

Fair Deal
Antioch, IL
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:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
82,348
Stock number:
21033N
VIN:
5TDJZRFH4HS513336

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

36,625 miles

$28,999

Good Deal
Mt Pleasant, WI
39 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:
Black
Transmission:
8-Speed Automatic
Mileage:
36,625
Stock number:
KS627018
VIN:
5TDJZRFH2KS627018

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

115,134 miles

$21,490

Fair Deal
Mukwonago, WI
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:
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

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE AWD

91,181 miles

$21,897

Fair Deal
Store transfer to Waukesha, WI
861 mi away • Price includes $899 shipping Price includes $899 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:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
91,181
Stock number:
27791514
VIN:
5TDJKRFH6GS269952

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE FWD

45,354 miles

$28,490

Good Deal
Milwaukee, WI
30 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:
Blue
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
45,354
Stock number:
V206100T
VIN:
5TDKDRAH4PS503804

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

24,474 miles

$37,997

Fair Deal
Store transfer to Waukesha, WI
1,704 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:
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:
24,474
Stock number:
27805419
VIN:
5TDLZRBH2MS157638

Preparing for a close up...

Photos coming soon

2017 Toyota Highlander

XLE AWD

95,306 miles

$22,997

Fair Deal
Store transfer to Waukesha, WI
912 mi away • Price includes $999 shipping Price includes $999 shipping
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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
95,306
Stock number:
27828429
VIN:
5TDJZRFH5HS466625

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

106,011 miles

$21,141

Good Deal
West Bend, WI
26 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:
Ash
Transmission:
8-Speed Automatic
Mileage:
106,011
Stock number:
PMD7203
VIN:
5TDJZRFH3JS548505

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L AWD

17,304 miles

$35,597

Good Deal
Store transfer to Waukesha, WI
1,394 mi away • Price includes $1,599 shipping Price includes $1,599 shipping
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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
17,304
Stock number:
28040001
VIN:
5TDKDRBH8PS514870

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

L AWD

73,261 miles

$23,995

Good Deal
Milwaukee, WI
31 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

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE FWD

60,355 miles

$30,797

Fair Deal
Store transfer to Waukesha, WI
879 mi away • Price includes $799 shipping Price includes $799 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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
60,355
Stock number:
27467561
VIN:
5TDLZRAH5MS067286

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum AWD

33,075 miles

$41,989

Fair Deal
Johnson Creek, WI
14 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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
33,075
Stock number:
9815
VIN:
5TDFZRBH6NS169015

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

Limited AWD

111,307 miles

$24,197

Good Deal
Store transfer to Waukesha, WI
287 mi away • Price includes $199 shipping Price includes $199 shipping
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:
Brown (TAN)
Transmission:
Automatic
Mileage:
111,307
Stock number:
27629000
VIN:
5TDDZRFH6KS956866

Preparing for a close up...

Photos coming soon

2016 Toyota Highlander

XLE AWD

110,987 miles

$19,650

Fair Deal
West Bend, WI
26 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:
Nautical Blue Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
6-Speed Automatic Overdrive
Mileage:
110,987
Stock number:
TPTK6604A
VIN:
5TDJKRFHXGS273339

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / Wisconsin
  5. / Oconomowoc
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 Oconomowoc, WI?

The average Toyota Highlander costs about $27,475.48. The average price has decreased by -5.9% since last year. The 650 for sale near Oconomowoc, WI on CarGurus, range from $4,027 to $48,504 in price.

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

650 out of 650 for sale near Oconomowoc, WI have no reported accidents or damage.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Highlander in Oconomowoc WI

  • 2025 Toyota Highlander in Oconomowoc WI

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • 2022 Toyota Highlander

  • 2021 Toyota Highlander

  • Used Toyota Highlander for Sale Under $10,000

  • Used Toyota Highlander for Sale Under $15,000

  • Used Toyota Highlander for Sale Under $20,000

  • Used Toyota Highlander for Sale Under $25,000

  • Used Toyota Highlander for Sale Under $30,000

  • Used Toyota Highlander for Sale Under $40,000

  • Used White Toyota Highlander for Sale

  • Used Blue Toyota Highlander for Sale

  • Used Red Toyota Highlander for Sale

  • Used Black Toyota Highlander for Sale

  • Used Silver Toyota Highlander for Sale

  • Used Gray Toyota Highlander for Sale

  • Toyota Highlander XLE AWD

  • Toyota Highlander XLE FWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander LE AWD

  • Toyota Highlander LE FWD

  • Toyota Highlander XLE

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Toyota Highlander L FWD

  • Toyota Highlander Limited FWD

  • Toyota Sedans for Sale in Oconomowoc WI

  • Toyota SUVs & Crossovers for Sale in Oconomowoc WI

  • Old Toyota Pickups for Sale in Oconomowoc WI

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Oconomowoc WI

  • Toyota Trucks for Sale in Oconomowoc WI

  • Best 3-Row SUVs For Sale in Oconomowoc WI

  • Used Toyota Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Highlander in Oconomowoc WI

  • Certified Used Toyota Highlander in Oconomowoc WI

  • Cadillac SRX in Oconomowoc WI

  • Ford Escape in Oconomowoc WI

  • Hyundai Veracruz in Oconomowoc WI

  • Toyota Highlander in Milwaukee WI

  • Toyota Highlander in Janesville WI

  • Toyota Highlander in Fond du Lac WI

  • Toyota Highlander in Madison WI

  • Toyota Highlander in Kenosha WI

  • Toyota Highlander in Rockford IL

  • Toyota Highlander in Palatine IL

  • Toyota Highlander in Appleton WI

  • Toyota Highlander in Aurora IL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Serra Toyota MKE

  • Kenosha Toyota

  • Heiser Toyota

  • Russ Darrow Toyota

  • Hesser Toyota

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.