Used Toyota Highlander for Sale in Middleton, WI
Buy a versatile Toyota Highlander in the city where Nick Toon was born
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1,098 listings
- New Listing
- 15,657 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- CarMax Madison (4 mi away)
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Located in Madison, WI / 4 miles away from Middleton, WI
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH1MS537284
Stock: 27410841
Certified Pre-Owned: No - $37,163good price$987 below market
- 50,389 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Brookfield (68 mi away)
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Located in Brookfield, WI / 68 miles away from Middleton, WI
CARFAX One-Owner. Clean CARFAX. Certified. Midnight Black Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC Toyota Gold Certified...
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: 5TDGZRBH3NS580652
Stock: PRS2719
Certified Pre-Owned: Yes
Listed since: 05-12-2025 - $35,632good price$2,058 below market
- 52,709 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Umansky Toyota (80 mi away)
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Located in Milwaukee, WI / 80 miles away from Middleton, WI
Explore the perfect balance of luxury and versatility with the 2022 Toyota Highlander XLE in sophisticated Blueprint, available now at Umansky Toyota ...
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: 5TDHZRBH2NS596474
Stock: P96474
Certified Pre-Owned: No
Listed since: 05-20-2025 - New Listing$39,749fair price$31 below market
- 32,587 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (84 mi away)
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Located in Mount Pleasant, WI / 84 miles away from Middleton, WI
One Owner - Clean History Report Showing No Accidents ++, 18" Painted Alloy Wheels, ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stabil...
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: 5TDKDRBH8RS543644
Stock: RS543644
Certified Pre-Owned: Yes
Listed since: 04-10-2025 - 184,905 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (14 mi away)
- Home delivery*
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Located in Madison, WI / 14 miles away from Middleton, WI
CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Premium Sou...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS183437
Stock: DS183437A
Certified Pre-Owned: No- New Listing$39,849fair price$608 below market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (84 mi away)
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Located in Mount Pleasant, WI / 84 miles away from Middleton, 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 - Price Drop$22,938good price$1,434 below market
- 68,208 miles
- 2 accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Muller Honda of Gurnee (93 mi away)
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Located in Gurnee, IL / 93 miles away from Middleton, WI
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH1FS192922
Stock: H60603A
Certified Pre-Owned: No
Listed since: 04-12-2025 - Price Drop$41,991fair price$459 below market
- 47,138 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Liberty Auto Plaza Volkswagen (99 mi away)
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Located in Libertyville, IL / 99 miles away from Middleton, WI
Moon Dust 2024 Toyota Highlander Limited AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 1 OWNER CERTIFED CARFAX**, **LEATH...
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: 5TDKDRBH6RS555338
Stock: 250525A
Certified Pre-Owned: No
Listed since: 05-15-2025 - Price Drop$32,930fair price$92 below market
- 48,375 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Muller Honda of Gurnee (93 mi away)
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Located in Gurnee, IL / 93 miles away from Middleton, WI
Recent Arrival!GREAT VEHICLE HISTORY!, USED CAR INSPECTION COMPLETE & MAINTENANCE COMPLETED, Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed A...
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: 5TDHZRBH3LS506732
Stock: H60777A
Certified Pre-Owned: No
Listed since: 05-17-2025 - Price Drop$28,990good price$931 below market
- 84,448 miles
- No accidents, 3 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Lexus of Brookfield (69 mi away)
- Five Star Dealer
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Located in Brookfield, WI / 69 miles away from Middleton, WI
**AWD, Radio: Premium Audio w/Navigation, 18" Machined Alloy Wheels, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, AB...
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: 5TDHZRBH0LS510253
Stock: PJP2694
Certified Pre-Owned: No
Listed since: 05-12-2025 - New Listing$35,749good price$1,726 below market
- 32,375 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Toyota of Racine (84 mi away)
Close
Located in Mount Pleasant, WI / 84 miles away from Middleton, WI
One Owner ++, 18" Machined Alloy Wheels, 3rd row seats: split-bench, Heated Front Bucket Seats, Power driver seat, Remote keyless entry, Steering whee...
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: 5TDGZRBH2MS127119
Stock: MS127119
Certified Pre-Owned: Yes
Listed since: 05-08-2025 - New Listing
- 116,872 miles
- No accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- CarMax Kenosha (88 mi away)
Close
Located in Kenosha, WI / 88 miles away from Middleton, WI
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH5DS229277
Stock: 27344091
Certified Pre-Owned: No - $43,317fair price$339 above market
- 32,242 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Raymond Chevrolet (85 mi away)
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Located in Antioch, IL / 85 miles away from Middleton, WI
Clean CARFAX. Gray 2023 Toyota Highlander Limited AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp AWD, 11 Speakers, 3rd row...
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: 5TDKDRBH1PS000293
Stock: K47438A
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing
- 21,713 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Algonquin (89 mi away)
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Located in Algonquin, IL / 89 miles away from Middleton, WI
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBHXMS091434
Stock: 26911327
Certified Pre-Owned: No - New Listing
- 24,490 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Algonquin (89 mi away)
Close
Located in Algonquin, IL / 89 miles away from Middleton, WI
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH0MS159580
Stock: 26954429
Certified Pre-Owned: No - Price Drop$35,900fair price$537 below market
- 73,884 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarWise Gurnee (94 mi away)
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Located in Gurnee, IL / 94 miles away from Middleton, WI
AWD.Recent Arrival! CARFAX One-Owner. Black 2021 Toyota Highlander 4D Sport Utility Platinum 3.5L V6 DOHC 20/27 City/Highway MPG 8-Speed Automatic ...
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: 5TDFZRBH1MS067670
Stock: GL28864
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$18,365good price$1,134 below market
- 129,603 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Pauly Toyota (88 mi away)
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Located in Crystal Lake, IL / 88 miles away from Middleton, WI
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH9FS195986
Stock: 40046A
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing
- 72,431 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Driveway (75 mi away)
- Home delivery*
Close
Located in West Allis, WI / 75 miles away from Middleton, WI
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Satellite Radio,Tow Hitch,V6 Cylinder Engine,...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDBKRFH3GS279505
Stock: N85079
Certified Pre-Owned: No - Price Drop$17,882fair price$735 above market
- 97,798 miles
- 2 accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- CarsFor15K.com (92 mi away)
Close
Located in Plymouth, WI / 92 miles away from Middleton, WI
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: 5TDDK3EH2DS241573
Stock: G715333
Certified Pre-Owned: No
Listed since: 04-29-2025 - New Listing
- 95,116 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- CarMax Kenosha (88 mi away)
Close
Located in Kenosha, WI / 88 miles away from Middleton, WI
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH3FS081193
Stock: 26509985
Certified Pre-Owned: No - New Listing$40,894fair price$319 above market
- 27,713 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Honda of Racine (84 mi away)
Close
Located in Mount Pleasant, WI / 84 miles away from Middleton, WI
1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!Odometer is 13007 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
Showing 22 - 42 out of 1,098 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.