Used 2021 Toyota Highlander for Sale in Naperville, IL
Describe what you’re looking for
BETA
Skip to FiltersReport abuse
1,205 listings
- Price Drop
$34,171great price$2,650 below market20,454 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Celestial Silver Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Radio: Prem...
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: 5TDHZRBH1MS106668
Stock: PRS2371
Certified Pre-Owned: No
Listed since: 03-06-2024 - Price Drop
$32,894fair price$438 below market40,316 milesNo accidents, 1 Owner, Corporate fleet vehicle6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Blueprint 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 18" Machined Alloy Wheels, 3.003 Axle Ratio, 3rd row se...
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: 5TDGZRBH9MS533933
Stock: PRS2375
Certified Pre-Owned: No
Listed since: 03-11-2024 
$32,279good price$1,268 below market47,736 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Celestial Silver Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Radio: Prem...
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: 5TDHZRBH3MS536735
Stock: PML1130
Certified Pre-Owned: No
Listed since: 03-20-2024
$39,248good price$1,026 below market11,984 milesNo accidents, 1 Owner, Personal use6cyl AutomaticRosen Hyundai of Kenosha (58 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Leather Seats
- Sunroof/Moonroof
Close
Located in Kenosha, WI / 58 miles away from Naperville, IL
AWD. Odometer is 13437 miles below market average! CARFAX One-Owner. Black 2021 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC 20/27 Cit...
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: 5TDDZRBH0MS558576
Stock: K3687A
Certified Pre-Owned: No
Listed since: 02-19-2024- Price Drop
$34,994good price$1,178 below market20,142 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Radio: Premium...
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: 5TDHZRBHXMS102070
Stock: PML1153
Certified Pre-Owned: No
Listed since: 04-02-2024 - Price Drop
$35,373fair price$598 below market23,304 milesNo accidents, 1 Owner, Personal use6cyl AutomaticAdvantage Toyota of Rivers Oaks (30 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
Close
Located in Calumet City, IL / 30 miles away from Naperville, IL
Recent Arrival! 2021 Toyota Highlander XLE Magnetic Gray Metallic ** Bluetooth, Hands Free, ** USB Port, AWD, 18" Machined Alloy Wheels, AM/FM 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: 5TDGZRBH4MS088629
Stock: 5894A
Certified Pre-Owned: No
Listed since: 04-20-2024 - Price Drop
$38,905fair price$253 below market26,032 milesNo accidents, 1 Owner, Personal use6cyl AutomaticZeigler Buick GMC of Lincolnwood (28 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Leather Seats
- Sunroof/Moonroof
Close
Located in Lincolnwood, IL / 28 miles away from Naperville, IL
Recent Arrival! 2021 Toyota Highlander Limited Black AWD. 20/27 City/Highway MPG Odometer is 5487 miles below market average! At Zeigler Buick GMC of ...
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: 5TDDZRBH9MS157530
Stock: PA7151A
Certified Pre-Owned: No
Listed since: 04-05-2024 
$34,494good price$1,440 below market26,107 milesNo accidents, 1 Owner, Personal use6cyl AutomaticZeigler Honda of Racine (68 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Mount Pleasant, WI / 68 miles away from Naperville, IL
1 OWNER NO ACCIDENTS! Priced below KBB Fair Purchase Price! Odometer is 10602 miles below market average! AWD ++, APPLE CARPLAY, ANDROID AUTO, BLU...
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: 5TDHZRBH4MS539353
Stock: P11200
Certified Pre-Owned: No
Listed since: 04-04-2024
$33,744good price$1,458 below market35,037 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Radio: Premium...
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: 5TDHZRBH3MS100645
Stock: PJR1293
Certified Pre-Owned: No
Listed since: 04-04-2024- Price Drop
$34,900fair price$714 below market27,206 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Radio: Premium...
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: 5TDHZRBH1MS533543
Stock: PML1166
Certified Pre-Owned: No
Listed since: 04-04-2024 
$28,900fair price$530 below market78,842 milesNo accidents, 1 Owner, Personal use6cyl AutomaticBredemann Toyota (25 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Park Ridge, IL / 25 miles away from Naperville, IL
Recent Arrival!Black 2021 Toyota Highlander LE AWD 3.5L V6 DOHC 8-Speed AutomaticAWD.For 100 years, families have trusted the BREDEMANN family with al...
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: 5TDBZRBH0MS112953
Stock: TP7520
Certified Pre-Owned: Yes
Listed since: 04-02-2024
$29,990fair price$128 below market45,825 milesNo accidents, 2 Owners, Personal use only6cyl AutomaticMercedes-Benz of Westmont (9 mi away)Home delivery*- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Westmont, IL / 9 miles away from Naperville, IL
3rd Row Seat All Weather Floor & Cargo Liner (Tms) Lane Keeping Assist Keyless Start Rear Spoiler 50 State Emissions Black; Fabric Seat Trim Magnetic ...
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: 5TDBZRBH7MS073164
Stock: MS073164
Certified Pre-Owned: No
Listed since: 04-20-2024- New Listing
$30,990great price$2,104 below market107,912 miles6cyl AutomaticWilde Toyota (86 mi away)- AWD/4WD
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in West Allis, WI / 86 miles away from Naperville, IL
Moon Dust exterior and MOONSTONE interior. Heated Leather Seats, Third Row Seat, Nav System, Moonroof, Quad Bucket Seats, Panoramic Roof, Hitch, TOW H...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH0MS064579
Stock: N56118
Certified Pre-Owned: No
Listed since: 04-30-2024 - New Listing
$36,270good price$1,346 below market37,909 milesNo accidents, 1 Owner, Personal use6cyl AutomaticToyota of Brookfield (93 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Leather Seats
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 93 miles away from Naperville, IL
CARFAX One-Owner. Moon Dust 2021 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Apple CarPlay/Android Auto, Navigation system: Dyna...
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: 5TDDZRBH3MS103303
Stock: PJR1298
Certified Pre-Owned: No
Listed since: 04-12-2024 
$36,009good price$944 below market38,374 milesNo accidents, 1 Owner, Personal use only6cyl AutomaticLexus of Brookfield (89 mi away)Five Star Dealer- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Brookfield, WI / 89 miles away from Naperville, IL
Navigation System! JBL Audio System! 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM...
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: 5TDJZRBH3MS057488
Stock: 26572A
Certified Pre-Owned: No
Listed since: 03-27-2024
$34,400fair price$617 below market51,759 milesNo accidents, 1 Owner, Rental vehicle6cyl AutomaticOakbrook Toyota (10 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
Close
Located in Westmont, IL / 10 miles away from Naperville, IL
Clean CARFAX. CARFAX One-Owner. Certified. 2021 4D Sport Utility Toyota Highlander XLE Celestial Silver Metallic AWD 3.5L V6 DOHC 8-Speed Automatic BL...
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: 5TDGZRBH8MS545202
Stock: OT2136P
Certified Pre-Owned: Yes
Listed since: 04-18-2024
$34,200fair price$561 below market54,385 milesNo accidents, 1 Owner, Personal use only6cyl AutomaticOakbrook Toyota (10 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Sunroof/Moonroof
- Keyless Entry/Start
Close
Located in Westmont, IL / 10 miles away from Naperville, IL
Clean CARFAX. CARFAX One-Owner. Certified. 2021 4D Sport Utility Toyota Highlander XLE Midnight Black Metallic AWD 3.5L V6 DOHC 8-Speed Automatic 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXMS121956
Stock: OT2137P
Certified Pre-Owned: Yes
Listed since: 04-18-2024
$37,991fair price$629 below market35,287 milesNo accidents, 1 Owner, Personal use6cyl AutomaticLaurel BMW of Westmont (10 mi away)Home delivery*Five Star Dealer- AWD/4WD
- Back-up camera
- Bluetooth
- Leather Seats
- Sunroof/Moonroof
Close
Located in Westmont, IL / 10 miles away from Naperville, IL
12.3" Screen & Birds Eye View Sun/Moonroof Leather Seats Navigation System 3rd Row Seat All Weather Floor & Cargo Liner (Tms) Body Side Moldings (Tms)...
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: 5TDDZRBH6MS541944
Stock: MS541944
Certified Pre-Owned: No
Listed since: 04-24-2024- New Listing
$34,597good price$774 below market32,891 milesNo accidents, 1 Owner, Corporate fleet vehicle6cyl AutomaticZeigler Toyota of Racine (68 mi away)- AWD/4WD
- Back-up camera
- Bluetooth
- Navigation
- Sunroof/Moonroof
Close
Located in Mount Pleasant, WI / 68 miles away from Naperville, IL
Only 32,891 Miles! Boasts 27 Highway MPG and 20 City MPG! ALG Residual Value Awards, Residual Value Awards. This Toyota Highlander has a strong Regula...
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: 5TDHZRBH2MS098984
Stock: MS098984
Certified Pre-Owned: No
Listed since: 02-29-2024 
$29,900good price$1,437 below market35,703 milesNo accidents, 1 Owner, Personal use6cyl AutomaticEd Napleton Honda of Oak Lawn (19 mi away)Home delivery*- AWD/4WD
- Back-up camera
- Bluetooth
- Keyless Entry/Start
- Third-row seating
Close
Located in Oak Lawn, IL / 19 miles away from Naperville, IL
2021 Toyota Highlander LE Midnight Black Metallic 3.5L V6 DOHC AWD 3rd row seats: split-bench, ABS brakes, Apple CarPlay/Android Auto, Exterior Parkin...
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: 5TDBZRBH4MS532005
Stock: PJR3390
Certified Pre-Owned: No
Listed since: 04-23-2024- New Listing
$39,990good price$1,082 below market38,782 milesNo accidents, 1 Owner, Personal use only6cyl AutomaticDriveway (87 mi away)Home delivery*- AWD/4WD
- Bluetooth
- Navigation
- Leather Seats
- Sunroof/Moonroof
Close
Located in West Allis, WI / 87 miles away from Naperville, IL
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,He...
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: 5TDFZRBH7MS085610
Stock: N63822
Certified Pre-Owned: No
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Naperville, IL Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,812 | $32,514 | $35,337 |
| Clean | $29,311 | $31,943 | $34,689 |
| Average | $28,477 | $30,992 | $33,610 |
| Rough | $27,392 | $29,754 | $32,206 |
The average list price of a used 2021 Toyota Highlander in Naperville, Illinois is $34,488. The average mileage on a used Toyota Highlander 2021 for sale in Naperville, Illinois is 39,809. Based on the average mileage of 39,809 for used 2021 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 2021 in Naperville, Illinois to be $28,477.
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.