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1,049 listings
  • Price Drop
    $38,500
    fair price
    $281 below market
    • 32,414 miles
    • No accidents, 1 Owner, Personal use only
    • 4cyl Automatic
    • Driveway (80 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in West Allis, WI / 80 miles away from Chicago, IL

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless S...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH1PS034265
    Stock: G91172
    Certified Pre-Owned: No

  • $42,253
    fair price
    $246 above market
    • 22,273 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • The Chevrolet Exchange (30 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lake Bluff, IL / 30 miles away from Chicago, IL

    CARFAX One-Owner. Priced below KBB Fair Purchase Price!<br><br>Odometer is 20664 miles below market average! 20/27 City/Highway MPG<br><br>Black 2021 Toyota Highl...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBHXMS096665
    Stock: C6613A
    Certified Pre-Owned: No
    Listed since: 08-11-2024

  • Price Drop
    $37,977
    fair price
    $309 below market
    • 36,677 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Driveway (80 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in West Allis, WI / 80 miles away from Chicago, IL

    CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheels,Hands-Fr...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBH5MS538727
    Stock: J91236
    Certified Pre-Owned: No

  • $33,450
    fair price
    $654 below market
    • 46,031 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Clean CARFAX. Celestial Silver Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 18" Machined Alloy Wheels...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH7MS128122
    Stock: PML1261
    Certified Pre-Owned: No
    Listed since: 08-30-2024

  • New Listing
    $35,650
    fair price
    $754 below market
    • 71,295 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Schaumburg Toyota (27 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Schaumburg, IL / 27 miles away from Chicago, IL

    Comment/Memo

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBH4MS107795
    Stock: 241790A
    Certified Pre-Owned: Yes
    Listed since: 10-01-2024

  • Price Drop
    $36,000
    fair price
    $764 below market
    • 46,120 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Clean CARFAX. Certified. Blizzard Pearl 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC Toyota Gold Certified Certifie...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH6MS545560
    Stock: PML1274
    Certified Pre-Owned: Yes
    Listed since: 09-12-2024

  • New Listing
    $38,998
    fair price
    $972 below market
    • 22,944 miles
    • 1 Accident, 2 Owners, Personal use only
    • 4cyl Automatic
    • CarMax Naperville (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Naperville, IL / 30 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS501624
    Stock: 26515264
    Certified Pre-Owned: No

  • Price Drop
    $35,495
    good price
    $1,430 below market
    • 37,005 miles
    • 1 Accident, 1 Owner, Personal use
    • 6cyl Automatic
    • Ed Napleton's Kia Of Elmhurst (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Elmhurst, IL / 17 miles away from Chicago, IL

    CARFAX One-Owner. 2021 Toyota Highlander XSE AWD Magnetic Gray Metallic.Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Front dual zone A/C,...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDJZRBH5MS151162
    Stock: PKC15164
    Certified Pre-Owned: No
    Listed since: 09-16-2024

  • $45,900
    fair price
    $299 above market
    • 20,877 miles
    • No accidents, 1 Owner, Personal use only
    • 4cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Clean CARFAX. Certified. Celestial Silver Metallic 2023 Toyota Highlander Platinum AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DO...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS005570
    Stock: PRH1043
    Certified Pre-Owned: Yes
    Listed since: 08-15-2024

  • New Listing
    $28,900
    fair price
    $168 below market
    • 66,978 miles
    • No accidents, 2 Owners, Personal use
    • 6cyl Automatic
    • Oakbrook Toyota (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Westmont, IL / 18 miles away from Chicago, IL

    Recent Arrival! Priced below KBB Fair Purchase Price! 2021 4D Sport Utility Toyota Highlander LE Moon Dust AWD 3.5L V6 DOHC 8-Speed Automatic BLUE TOO...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBH5MS075592
    Stock: OBT3668B
    Certified Pre-Owned: No
    Listed since: 10-03-2024

  • $34,000
    good price
    $2,094 below market
    • 45,389 miles
    • 1 Accident, 1 Owner, Personal use
    • 6cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Certified. Ruby Flare Pearl 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC Toyota Gold Certified Certified, AWD, Radi...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH8MS535600
    Stock: PJR1333
    Certified Pre-Owned: Yes
    Listed since: 09-14-2024

  • Price Drop
    $27,200
    fair price
    $266 above market
    • 111,026 miles
    • No accidents, 1 Owner, Personal use only
    • 6cyl Automatic
    • Lexus of Brookfield (84 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 84 miles away from Chicago, IL

    Audio Plus - 8-in Touchscreen, HandsFree Bluetooth Phone/Music, USB Media Port, 4 USB Charge Ports, SiriusXM w/ 3-Month All Access Trial, Android Auto...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH4MS076075
    Stock: PWS2365
    Certified Pre-Owned: No
    Listed since: 07-16-2024

  • Price Drop
    $31,995
    fair price
    $399 below market
    • 61,222 miles
    • 2 Accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Ed Napleton's Kia Of Elmhurst (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Elmhurst, IL / 17 miles away from Chicago, IL

    CARFAX One-Owner. 2021 Toyota Highlander XLE AWD.Gray One Owner, Premium Audio, AWD, Apple CarPlay/Android Auto, Front dual zone A/C, Power Liftgate.A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH9MS102139
    Stock: PKC15123
    Certified Pre-Owned: No
    Listed since: 09-13-2024

  • $34,629
    fair price
    $551 above market
    • 35,441 miles
    • No accidents, 1 Owner, Corporate fleet vehicle
    • 4cyl Automatic
    • Zeigler Toyota of Racine (61 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Mount Pleasant, WI / 61 miles away from Chicago, IL

    Win a steal on this 2023 Toyota Highlander LE while we have it. Spacious yet easy-moving, its dependable Automatic transmission and its strong Interco...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS503283
    Stock: PS503283
    Certified Pre-Owned: No
    Listed since: 09-20-2024

  • Price Drop
    $35,800
    fair price
    $642 above market
    • 33,889 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Clean CARFAX. Magnetic Gray Metallic 2021 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 3.003 Axle Ratio, 3rd row se...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH4MS131512
    Stock: PML1264
    Certified Pre-Owned: No
    Listed since: 09-07-2024

  • $36,075
    fair price
    $400 above market
    • 35,066 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Toyota of Brookfield (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Brookfield, WI / 88 miles away from Chicago, IL

    CARFAX One-Owner. Clean CARFAX. Celestial Silver Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Navigation System, Radio:...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH7MS128805
    Stock: PML1256
    Certified Pre-Owned: No
    Listed since: 08-29-2024

  • Price Drop
    $34,991
    fair price
    $197 above market
    • 36,824 miles
    • No accidents, 1 Owner, Corporate fleet vehicle
    • 6cyl Automatic
    • Driveway (80 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in West Allis, WI / 80 miles away from Chicago, IL

    CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Remo...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH4MS549912
    Stock: J91194
    Certified Pre-Owned: No

  • $34,997
    fair price
    $645 above market
    • 44,605 miles
    • No accidents, 1 Owner, Personal use
    • 6cyl Automatic
    • Zeigler Toyota of Racine (61 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Mount Pleasant, WI / 61 miles away from Chicago, IL

    Snatch a steal on this 2021 Toyota Highlander XLE before someone else takes it home. Spacious yet easy-moving, its low maintenance Automatic transmiss...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH6MS558658
    Stock: MS558658
    Certified Pre-Owned: No
    Listed since: 09-16-2024

    • 21,682 miles
    • No accidents, 1 Owner, Rental vehicle
    • 4cyl Automatic
    • AutoNation Honda O'Hare (16 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Des Plaines, IL / 16 miles away from Chicago, IL

    3rd Row Seat<br>Lane Keeping Assist<br>Keyless Start<br>Rear Spoiler<br>50 State Emissions<br>Black; Fabric Seat Trim<br>Midnight Black Metallic<br><br><br>This vehicle includes...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH6PS042930
    Stock: PS042930
    Certified Pre-Owned: No
    Listed since: 09-16-2024

  • Price Drop
    $41,450
    fair price
    $969 above market
    • 25,218 miles
    • 1 Accident, 1 Owner, Rental vehicle
    • 4cyl Automatic
    • Schaumburg Toyota (27 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Schaumburg, IL / 27 miles away from Chicago, IL

    ** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Automatic Emergency Braking, ** Backup Camera, ** Blin...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH9PS511007
    Stock: P7439
    Certified Pre-Owned: Yes
    Listed since: 08-17-2024

    • 26,370 miles
    • No accidents, 1 Owner, Personal use only
    • 6cyl Automatic
    • CarMax Tinley Park (24 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Tinley Park, IL / 24 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDCZRAH3MS536147
    Stock: 25035357
    Certified Pre-Owned: No

Showing 43 - 63 out of 1,049 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4.4 out of 5 stars46 Reviews
Write a vehicle reviewSee all 46 reviews
  • 5 star
    (67%)
  • 4 star
    (11%)
  • 3 star
    (15%)
  • 2 star
    (4%)
  • 1 star
    (2%)
5 out of 5 stars

Phenomenal! Love my

Jess, 03/12/2022
2022 Toyota Highlander XLE 4dr SUV (3.5L 6cyl 8A)
I bought at the worst possible time in early 2022. I paid $3500 OVER sticker thanks to an added "up-charge" due to supply and demand issues. (All dealers are doing this, not just Toyota). My minivan was totaled and I needed something ASAP. My 2022 XLE with XP package is absolutely gorgeous with 20 inch gloss black rims, performance tires, blacked-out emblems, and running boards (perfect … for kids, older folks and the otherwise vertically challenged). Very roomy and comfortable for four adults or families with 2 or 3 kids. I have the 2nd row bench seat which offers maximum seating space. The rear captain’s chairs are nice but Toyota put drink holders in between the seats instead of incorporating them into the rear of the driver’s console. This limits storage space between the seats (was a perfect spot for a cooler in my minivan) and limits accessibility to the third row. I wouldn’t depend on the 3rd row for daily use. It’s undersized and tricky to access but that’s not an issue for us. Folded flat, it offers a ton of easily accessible rear storage space. Cargo space is otherwise pretty limited if 3rd row seat is in use. One problem is the button to close the back gate is located on the bottom of the tailgate. This makes it impossible to reach for anyone under 5’2” so kids will need the assistance of an adult (XLE and lower models, higher models have hands-free power liftgate). It’s loaded with safety features thanks to the Toyota Safety Sense (TSS 2.5+) that comes standard. Perfect for inexperienced or otherwise safety-challenged drivers but features can be disabled. Through the Toyota app, I can monitor driver behavior and location when someone else is using the car. I can even set up “guest driver” restrictions like speed and distance. I really love the way it drives! The ride is smooth, quiet, and comfortable with a luxury feel. For a mid-sized SUV, the turning radius is small, making u-turns and sharp or tight corners a breeze. Steering is very responsive making it easy to maneuver through city traffic and park in tricky spaces. And it is quite fast! Even in the Eco driving mode which adds 2 mpg. Gas mileage is amazing at 21 city/ 29 highway (my much slower minivan averaged 18 mpg). As another reviewer mentioned, the back window is quite small, making rear visibility poor. And the rear seat headrests are in the way which is frustrating. The pros more than make up for the very few cons. Additional features include a wireless charger, 14 cup holders, sunroof/moonroof, heated and power front seats, multiple Usb-A and C ports, and rear sunshades.
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Used 2023 Toyota Highlander in Chicago, IL Values

Estimated values
2023 Toyota Highlander XLE 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$30,359$32,543$35,204
Clean$30,097$32,220$34,810
Average$29,660$31,682$34,154
Rough$29,092$30,983$33,300

The average list price of a used 2023 Toyota Highlander in Chicago, Illinois is $35,941. The average mileage on a used Toyota Highlander 2023 for sale in Chicago, Illinois is 41,874. Based on the average mileage of 41,874 for used 2023 Toyota Highlander for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2023 in Chicago, Illinois to be $29,660.

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Edmunds Expert OpinionsThe Edmunds Vehicle Testing Team evaluates a fresh batch of vehicles every week, pairing objective assessments at our test track with real-world driving on city streets, freeways and winding roads. The data we gather results in our Expert Ratings. They’re based on 30-plus scores that cover every aspect of the automotive experience.

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