Skip to FiltersReport abuse
1,309 listings
- Price Drop$32,942good price$3,591 below market
- 33,422 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Gerald Toyota of Matteson (28 mi away)
Close
Located in Matteson, IL / 28 miles away from Naperville, IL
New Price! 2023 Toyota Highlander LE AWD Magnetic Gray Metallic *ONE OWNER, *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING, *AWD, ABS brakes, Active Cru...
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: 5TDKDRBH4PS503073
Stock: T403021
Certified Pre-Owned: No
Listed since: 03-27-2025 - Price Drop$37,490great price$2,647 below market
- 27,967 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Driveway (84 mi away)
- Home delivery*
Close
Located in West Allis, WI / 84 miles away from Naperville, IL
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satelli...
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: 5TDKDRBH3PS043954
Stock: G91891
Certified Pre-Owned: No - $35,000fair price$128 above market
- 18,938 miles
- No accidents, 3 owners, corporate fleet vehicle
- 4cyl automatic
- Zeigler Chevrolet Schaumburg (19 mi away)
Close
Located in Schaumburg, IL / 19 miles away from Naperville, IL
2023 Toyota Highlander L Black18" Painted Alloy Wheels, 3.329 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, A...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS001788
Stock: P1101
Certified Pre-Owned: No
Listed since: 03-20-2025 - Price Drop$43,699fair price$1,277 above market
- 24,035 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Napleton Buick GMC Crystal Lake (32 mi away)
Close
Located in Crystal Lake, IL / 32 miles away from Naperville, IL
The Napleton Auto Group promotes a no pressure buying experience that puts the customer in charge of the buying process, and for over 80 years, the Na...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6PS043822
Stock: P00843
Certified Pre-Owned: No
Listed since: 03-07-2025 - $34,595good price$1,806 below market
- 51,232 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Zeigler Subaru of Schererville (44 mi away)
Close
Located in Schererville, IN / 44 miles away from Naperville, IL
21/28 City/Highway MPG At Zeigler Subaru of Schererville, all our Pre-Owned vehicles are inspected for your safety. Our friendly, knowledgeable staff ...
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: 5TDKDRBH5PS002984
Stock: 1094SP
Certified Pre-Owned: No
Listed since: 02-13-2025 - New Listing$32,998fair price$1,204 below market
- 25,018 miles
- 4cyl automatic
- CarMax Schaumburg (19 mi away)
Close
Located in Schaumburg, IL / 19 miles away from Naperville, 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 Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS010368
Stock: 27266794
Certified Pre-Owned: No - Price Drop$38,174fair price$401 below market
- 47,835 miles
- No accidents, 2 owners, rental vehicle
- 4cyl automatic
- Zeigler Honda of Racine (65 mi away)
Close
Located in Mount Pleasant, WI / 65 miles away from Naperville, IL
Priced below KBB Fair Purchase Price!ABS brakes, Active Cruise Control, Electronic Stability Control, Four Wheels, Front dual zone A/C, Heated door...
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: 5TDKDRBH5PS018568
Stock: P12210
Certified Pre-Owned: No
Listed since: 02-17-2025 - $38,990fair price$296 above market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Zeigler Toyota of Racine (66 mi away)
Close
Located in Mount Pleasant, WI / 66 miles away from Naperville, IL
Snag a steal on this 2023 Toyota Highlander XLE while we have it. Roomy yet easy-moving, its worry-free Automatic transmission and its durable 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: 5TDKDRBH2PS511477
Stock: PS511477
Certified Pre-Owned: No
Listed since: 04-08-2025 - New Listing$32,273fair price$61 below market
- 52,521 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Umansky Toyota (93 mi away)
Close
Located in Milwaukee, WI / 93 miles away from Naperville, IL
2023 Toyota Highlander LE 4D Sport Utility FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 22/29 City/Highway MPG18" Pai...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1PS019086
Stock: P19086
Certified Pre-Owned: No
Listed since: 04-23-2025 - 12,533 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- CarMax Hillside (Eisenhower Expy) (14 mi away)
Close
Located in Hillside, IL / 14 miles away from Naperville, 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: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2PS025011
Stock: 26943950
Certified Pre-Owned: No- New Listing
- 12,287 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Orland Toyota (21 mi away)
Close
Located in Tinley Park, IL / 21 miles away from Naperville, IL
2023 Toyota Highlander Limited **LIKE BRAND NEW, **LOCAL TRADE, **TOYOTA CERTIFIED, **MILES ONLY 12287, **1 OWNER CLEAN CARFAX, **NAVIGATION, **BLUETO...
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: 5TDKDRBH1PS004621
Stock: 454891
Certified Pre-Owned: No
Listed since: 04-14-2025 - 44,797 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 4cyl automatic
- High Quality Auto Sales (23 mi away)
Close
Located in Chicago, IL / 23 miles away from Naperville, IL
Visit High Quality Auto Sales online at highqualityonline.com to see more pictures of this vehicle or call us at 773-675-1370 today to schedule your ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8PS037843
Stock: 13693
Certified Pre-Owned: No- New Listing$32,725fair price$519 above market
- 63,535 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Umansky Toyota (93 mi away)
Close
Located in Milwaukee, WI / 93 miles away from Naperville, IL
Midnight Black Metallic 2023 Toyota Highlander L 4D Sport Utility FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 22/29 Cit...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS509470
Stock: P09470
Certified Pre-Owned: No
Listed since: 04-23-2025 - Price Drop
- 11,956 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Schaumburg Toyota (18 mi away)
- Home delivery*
Close
Located in Schaumburg, IL / 18 miles away from Naperville, IL
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Automatic Emergency Braking, ** Backup Camera, ** Blue...
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: 5TDKDRBHXPS009669
Stock: Q9401
Certified Pre-Owned: Yes
Listed since: 04-19-2025 - New Listing
- 15,409 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Golf Mill Ford (25 mi away)
Close
Located in Niles, IL / 25 miles away from Naperville, IL
2023 Toyota Highlander XSE Midnight Black Metallic AWD 4D Sport Utility2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticClean CAR...
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: 5TDKDRBH3PS519930
Stock: X15026
Certified Pre-Owned: No
Listed since: 04-22-2025 - New Listing$31,998fair price$313 above market
- 41,089 miles
- 4cyl automatic
- Gerald Toyota of Matteson (28 mi away)
Close
Located in Matteson, IL / 28 miles away from Naperville, IL
Recent Arrival! 2023 Toyota Highlander LE AWD Magnetic Gray Metallic *BLUETOOTH, *BACKUP CAMERA, ABS brakes, Active Cruise Control, Alloy wheels, Elec...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3PS504247
Stock: 705772B
Certified Pre-Owned: No
Listed since: 04-25-2025 - 28,070 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Schaumburg Toyota (18 mi away)
- Home delivery*
Close
Located in Schaumburg, IL / 18 miles away from Naperville, 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: 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: 5TDKDRBH1PS021712
Stock: Q9381
Certified Pre-Owned: Yes
Listed since: 04-03-2025- 66,615 miles
- Frame damage reported, 1 owner, rental vehicle
- 4cyl automatic
- Guaranteed Motor Cars - Lansing (34 mi away)
Close
Located in Lansing, IL / 34 miles away from Naperville, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS004110
Stock: PH1062
Certified Pre-Owned: No
Listed since: 02-28-2025- New Listing
- 42,114 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Arlington Toyota Palatine (26 mi away)
Close
Located in Palatine, IL / 26 miles away from Naperville, IL
*ONE-OWNER LOCAL TRADE & 4.9% APR FOR 72 MONTHS & 2 YEARS MAINTENANCE INCLUDED ON CERTIFIED USED VEHICLES!! *Outside Temp Gauge, Window Grid Diversity...
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: 5TDKDRBH9PS016774
Stock: 63922A
Certified Pre-Owned: Yes
Listed since: 04-23-2025 - Price Drop$40,964great price$3,182 below market
- 25,017 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Hertz Car Sales Des Plaines (21 mi away)
Close
Located in Des Plaines, IL / 21 miles away from Naperville, IL
At Hertz Car Sales, view our thousands of vehicles with pricing often below market value! Take advantage of no-haggle pricing, our 7 day/250 mile Buy ...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5RS537995
Stock: 58739
Certified Pre-Owned: No
Listed since: 02-03-2025 - $39,991great price$3,066 below market
- 26,709 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Driveway (84 mi away)
- Home delivery*
Close
Located in West Allis, WI / 84 miles away from Naperville, IL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...
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: 5TDKDRBHXRS544259
Stock: G92271
Certified Pre-Owned: No
Showing 1 - 21 out of 1,309 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Love the vehicle, Infotainment is unusable
bbells, 04/16/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Love the gas mileage, 30+mpg in eco mode. Towing capacity. Comfort. Nice vehicle except the "drive connect" app advertisement makes the entertainment system unusable. It will lock up the system for 1 to 10 minutes so no music, no google maps, no phone, nothing, until it decides to clear itself. Toyota says you can pay $200 a year to remove the advertisement by subscribing to drive … connect. This makes it the definition of ransomware. But there is nothing in the app I need or want. Neither ToyotaUSA, their tech department, or the dealer can fix it. I will either be selling the vehicle or replacing the entertainment system when the free trial of drive connect ends in a couple months. For those of us who use their phone for maps, texts or communication the system makes the vehicle unusable. Update: Can't put in different infotainment system, it is integrated into the vehicle. Toyota gave me a free trial of drive connect. Unfortunately anytime i am in an area without internet the display is locked up asking for a password. Can't enter a password until i get into an internet area, then go s back to asking for a password when i leave it. Worthless and unusable. Toyota wouldn't fix it. After 7 months they bought it back from me. Last Toyota.
Used 2023 Toyota Highlander in Naperville, IL Values
Estimated values
2023 Toyota Highlander L 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,342 | $30,434 | $31,660 |
| Clean | $28,974 | $30,021 | $31,197 |
| Average | $28,362 | $29,332 | $30,425 |
| Rough | $27,565 | $28,436 | $29,422 |
The average list price of a used 2023 Toyota Highlander in Naperville, Illinois is $38,856. The average mileage on a used Toyota Highlander 2023 for sale in Naperville, Illinois is 33,956. Based on the average mileage of 33,956 for used 2023 Toyota Highlander for sale in Naperville, 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 Naperville, Illinois to be $28,362.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.