Used Toyota Highlander for Sale in Madison, WI
Buy a versatile Toyota Highlander in the Capital of Wisconsin
Skip to Filters
1,300 listings
- $42,580great price$4,148 below market
- 24,284 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (62 mi away)
Close
Located in Brookfield, WI / 62 miles away from Madison, WI
CARFAX One-Owner. Clean CARFAX. Certified. Wind Chill Pearl 2023 Toyota Highlander Platinum AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LE...
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: 5TDKDRBHXPS033292
Stock: PML1377
Certified Pre-Owned: Yes
Listed since: 07-10-2025 - $33,995great price$3,468 below market
- 38,527 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (68 mi away)
- Home delivery*
Close
Located in West Allis, WI / 68 miles away from Madison, WI
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...
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: 5TDKDRBH1RS547339
Stock: G92438
Certified Pre-Owned: No - $37,194great price$3,104 below market
- 27,713 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Honda of Racine (76 mi away)
Close
Located in Mount Pleasant, WI / 76 miles away from Madison, WI
1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!Odometer is 18022 miles below market average!AWD ++, APPLE CARPLAY, ANDROID AUTO, BLI...
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: 5TDLZRBH4NS178864
Stock: P12481
Certified Pre-Owned: No
Listed since: 05-02-2025 - Price Drop$34,995great price$3,320 below market
- 32,692 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Driveway (68 mi away)
- Home delivery*
Close
Located in West Allis, WI / 68 miles away from Madison, WI
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Kee...
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: 5TDKDRBH7RS533820
Stock: G92475
Certified Pre-Owned: No - $35,203great price$2,231 below market
- 74,249 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Umansky Toyota (74 mi away)
Close
Located in Milwaukee, WI / 74 miles away from Madison, WI
Elevate your driving experience with the gold certified pre-owned 2023 Toyota Highlander XLE that includes a 7 year/100,000 mile warranty available no...
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: 5TDKDRBH4PS044787
Stock: T74745A
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - Price Drop$32,975great price$2,919 below market
- 52,777 miles
- 1 accident, 1 owner, rental vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Toyota of Brookfield (62 mi away)
Close
Located in Brookfield, WI / 62 miles away from Madison, WI
CARFAX One-Owner. Magnetic Gray Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 2nd Row Bench Seat, Navigation System, Rad...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBHXNS212506
Stock: PJR1425
Certified Pre-Owned: No
Listed since: 06-18-2025 - Price Drop$35,749great price$3,107 below market
- 37,200 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (76 mi away)
Close
Located in Mount Pleasant, WI / 76 miles away from Madison, WI
One Owner - Clean History Report Showing No Accidents ++, 18" Painted Alloy Wheels, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, All...
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: 5TDKDRBHXRS535836
Stock: RS535836
Certified Pre-Owned: Yes
Listed since: 04-10-2025 - $8,995great price$1,492 below market
- 200,800 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (68 mi away)
- Home delivery*
Close
Located in West Allis, WI / 68 miles away from Madison, WI
CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,3rd Row Seat,4-Wheel Disc Brakes,5-Speed A/T,A/C,ABS,Adjustable Steering W...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH3DS249303
Stock: N91220
Certified Pre-Owned: No - Price Drop$35,777great price$2,426 below market
- 34,347 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (60 mi away)
- Home delivery*
Close
Located in Waukesha,, WI / 60 miles away from Madison, WI
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDGZRBH4NS567053
Stock: NS567053A
Certified Pre-Owned: No - New Listing$32,000great price$2,495 below market
- 61,275 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (86 mi away)
Close
Located in Gurnee, IL / 86 miles away from Madison, WI
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Bluetooth, Hands Free, ** Brake Ass...
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: 5TDGZRBH7NS573428
Stock: GM29023R
Certified Pre-Owned: No
Listed since: 06-03-2025 - Price Drop$37,679great price$2,594 below market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (76 mi away)
Close
Located in Mount Pleasant, WI / 76 miles away from Madison, WI
One Owner - Clean History Report Showing No Accidents ++, 3rd row seats: split-bench, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stab...
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: Yes
Listed since: 04-08-2025 - $14,995great price$1,313 below market
- 165,807 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Majeski Motors of Sterling (87 mi away)
Close
Located in Sterling, IL / 87 miles away from Madison, WI
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH3HS436284
Stock: 13069A
Certified Pre-Owned: No
Listed since: 02-08-2025 - $42,455good price$1,578 below market
- 28,925 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Autos of Chicago (98 mi away)
Close
Located in Arlington Heights, IL / 98 miles away from Madison, WI
Our One Owner 2024 Toyota Highlander XSE takes a fierce approach to family travel in Midnight Black Metallic! Powered by a TurboCharged 2.4 Liter 4 Cy...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6RS530294
Stock: 4097
Certified Pre-Owned: No
Listed since: 06-09-2025 - New Listing$38,998good price$1,778 below market
- 35,846 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Umansky Chevrolet (74 mi away)
Close
Located in Glendale, WI / 74 miles away from Madison, WI
includes 10 Year / 150,000 Mile Warrranty, Discover premium comfort and modern capability with this 2023 Toyota Highlander Limited, now available at U...
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: 5TDKDRAH8PS015603
Stock: P15603
Certified Pre-Owned: No
Listed since: 06-18-2025 - $39,949fair price$387 below market
- 56,068 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Libertyville (91 mi away)
- Five Star Dealer
Close
Located in Libertyville, IL / 91 miles away from Madison, WI
Panoramic RoofLeather SeatsNavigation System3rd Row SeatAll Weather Floor & Cargo Liner (Tms)Body Side Moldings (Tms)Door Edge Guards (Tms)Lane...
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: 5TDFZRBHXNS232374
Stock: NS232374
Certified Pre-Owned: No
Listed since: 06-14-2025 - New Listing$25,998good price$1,148 below market
- 99,924 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Umansky Chevrolet (74 mi away)
Close
Located in Glendale, WI / 74 miles away from Madison, WI
Command the road in this versatile and family-friendly AWD 2020 Toyota Highlander XLE, now available at Umansky Chevrolet Milwaukee. Featuring a bold ...
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: 5TDGZRBH7LS048687
Stock: P48687
Certified Pre-Owned: No
Listed since: 06-19-2025 - $37,980good price$733 below market
- 45,463 miles
- No accidents, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (86 mi away)
Close
Located in Gurnee, IL / 86 miles away from Madison, WI
** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Blind Spot Monitor, ** Bluetooth, H...
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: 5TDFZRBH2MS159564
Stock: GG29037
Certified Pre-Owned: No
Listed since: 06-17-2025 - $36,999fair price$209 above market
- 8,848 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Pauly Toyota (80 mi away)
Close
Located in Crystal Lake, IL / 80 miles away from Madison, WI
CARFAX One-Owner. Clean CARFAX. Certified. Celestial Silver Metallic 2023 Toyota Highlander L TOYOTA GOLD CERTIFIED FWD 8-Speed Automatic 2.4L I4 PDI ...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS500123
Stock: 40083B
Certified Pre-Owned: Yes
Listed since: 06-10-2025 - $23,590fair price$236 below market
- 110,269 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana - Chicago (83 mi away)
- Home delivery*
Close
Located in Chicago, IL / 83 miles away from Madison, WI
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH6KS610061
Stock: 2003831711
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$39,881good price$2,707 below market
- 32,575 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (62 mi away)
Close
Located in Brookfield, WI / 62 miles away from Madison, WI
CARFAX One-Owner. Certified. Blueprint 2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, ABS ...
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: 5TDKDRBH2PS009293
Stock: PML1364
Certified Pre-Owned: Yes
Listed since: 05-27-2025 - $43,590fair price$680 below market
- 12,301 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Chicago (83 mi away)
- Home delivery*
Close
Located in Chicago, IL / 83 miles away from Madison, WI
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDKDRBH0RS555481
Stock: 2003804096
Certified Pre-Owned: No
Listed since: 06-22-2025
Showing 1 - 21 out of 1,300 listings
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.