Used Toyota Highlander for Sale in Oconomowoc, WI
Shop for a versatile Toyota Highlander in the city where Jane Wiedlin was born
Skip to Filters
972 listings
- Price Drop$31,200great price$3,265 below market
- 63,390 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Brookfield (16 mi away)
- Home delivery*
Close
Located in Brookfield, WI / 16 miles away from Oconomowoc, WI
Clean CARFAX. Certified. Celestial Silver Metallic 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Navigation System, Radio: Premiu...
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: 5TDHZRBH6MS557997
Stock: PSW1015
Certified Pre-Owned: Yes
Listed since: 07-24-2025 - Price Drop$37,699great price$3,070 below market
- 35,846 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Umansky Chevrolet (28 mi away)
Close
Located in Glendale, WI / 28 miles away from Oconomowoc, 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 - $36,990great price$2,925 below market
- 41,969 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Zeigler Toyota of Racine (37 mi away)
Close
Located in Mount Pleasant, WI / 37 miles away from Oconomowoc, 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 - $35,700fair price$690 below market
- 56,196 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Brookfield (16 mi away)
- Home delivery*
Close
Located in Brookfield, WI / 16 miles away from Oconomowoc, WI
CARFAX One-Owner. Clean CARFAX. Certified. Opulent Amber 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.20/27 City/Highway MPGT...
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: 5TDGZRBH5NS221397
Stock: PJR1432
Certified Pre-Owned: Yes
Listed since: 07-17-2025 - $40,063good price$2,621 below market
- 32,575 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Toyota of Brookfield (16 mi away)
- Home delivery*
Close
Located in Brookfield, WI / 16 miles away from Oconomowoc, 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 - $20,697good price$1,589 below market
- 84,291 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Zeigler Honda of Racine (38 mi away)
Close
Located in Mount Pleasant, WI / 38 miles away from Oconomowoc, WI
Odometer is 30306 miles below market average!AWD ++, NAVIGATION, POWER LIFTGATE, LEATHER INTERIOR, HEATED SEATS, 3RD ROW SEATING, ROOF RAILS, BACKUP...
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: 5TDJKRFH2GS288174
Stock: P12677
Certified Pre-Owned: No
Listed since: 07-25-2025 - Price Drop$35,998good price$1,713 below market
- 35,625 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lexus of Brookfield (17 mi away)
- Home delivery*Five Star Dealer
Close
Located in Brookfield, WI / 17 miles away from Oconomowoc, WI
Tow Hitch!All Wheel Drive!Clean CARFAX. CARFAX One-Owner. Celestial Silver Metallic 2022 Toyota Highlander XLE 8-Speed Automatic AWDOdometer is ...
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: 5TDGZRBH2NS587771
Stock: 28613A
Certified Pre-Owned: No
Listed since: 08-09-2025 - Price Drop$17,498good price$1,643 below market
- 134,775 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Lexus of Brookfield (17 mi away)
- Home delivery*Five Star Dealer
Close
Located in Brookfield, WI / 17 miles away from Oconomowoc, 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: 5TDDKRFH2FS219108
Stock: 28537A
Certified Pre-Owned: No
Listed since: 07-25-2025 - Price Drop$33,498fair price$568 above market
- 78,630 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Lexus of Brookfield (17 mi away)
- Home delivery*Five Star Dealer
Close
Located in Brookfield, WI / 17 miles away from Oconomowoc, WI
CARFAX One-Owner. Magnetic Gray Metallic 2022 Toyota Highlander XLE 8-Speed Automatic AWD20/27 City/Highway MPGWe are located 1 block East of the...
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: 5TDGZRBH4NS563441
Stock: PWS2753
Certified Pre-Owned: No
Listed since: 07-16-2025 - $47,930fair price$170 below market
- 11,121 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (23 mi away)
- Home delivery*
Close
Located in West Allis, WI / 23 miles away from Oconomowoc, WI
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheel...
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: 5TDKDRBH4RS553894
Stock: F92770
Certified Pre-Owned: No - Price Drop$34,897good price$1,799 below market
- 39,742 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (16 mi away)
- Home delivery*
Close
Located in Waukesha,, WI / 16 miles away from Oconomowoc, WI
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2NS587186
Stock: NS587186A
Certified Pre-Owned: No - $38,194good price$1,058 below market
- 27,713 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Honda of Racine (38 mi away)
Close
Located in Mount Pleasant, WI / 38 miles away from Oconomowoc, WI
1 OWNER CLEAN CARFAX!Priced below KBB Fair Purchase Price!Odometer is 18000 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 - $23,297good price$840 below market
- 77,323 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Zeigler Honda of Racine (38 mi away)
Close
Located in Mount Pleasant, WI / 38 miles away from Oconomowoc, WI
CLEAN CARFAX!Odometer is 42273 miles below market average!AWD ++, NAVIGATION, BLIND SPOT MONITOR, SUNROOF, PARKING SENSORS, POWER LIFTGATE, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH0HS521336
Stock: P12698
Certified Pre-Owned: No
Listed since: 08-06-2025 - $19,335fair price$130 below market
- 167,189 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 26 Hwy MPG
- Umansky Toyota (28 mi away)
Close
Located in Milwaukee, WI / 28 miles away from Oconomowoc, WI
Comfortable, capable, and family-ready—the 2019 Toyota Highlander XLE is available now at Umansky Toyota in Milwaukee, Wisconsin. Finished in Predawn ...
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: 5TDJZRFH3KS572269
Stock: T31602A
Certified Pre-Owned: No
Listed since: 07-31-2025 - $13,998fair price$641 below market
- 134,475 miles
- 2 accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Lexus of Brookfield (17 mi away)
- Home delivery*Five Star Dealer
Close
Located in Brookfield, WI / 17 miles away from Oconomowoc, 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: 5TDDK3EH1DS256808
Stock: 28504A
Certified Pre-Owned: No
Listed since: 07-31-2025 - Price Drop$29,928fair price$214 below market
- 37,747 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (16 mi away)
- Home delivery*
Close
Located in Waukesha, WI / 16 miles away from Oconomowoc, WI
CarFax No Accidents Reported,Low Mileage,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping...
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: 5TDJZRFH6JS844490
Stock: SSH595068A
Certified Pre-Owned: No - $31,989fair price$949 below market
- 46,593 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Raymond Chevrolet (48 mi away)
Close
Located in Antioch, IL / 48 miles away from Oconomowoc, 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: 5TDDZRFH8KS927210
Stock: K47085A
Certified Pre-Owned: No
Listed since: 08-09-2025 - New Listing$10,527good price$749 below market
- 184,948 miles
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (39 mi away)
- Home delivery*
Close
Located in Madison, WI / 39 miles away from Oconomowoc, 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 Unavailable.
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS183437
Stock: DS183437A
Certified Pre-Owned: No - $19,985good price$814 below market
- 117,438 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Napleton Chevy Buick GMC (32 mi away)
- Home delivery*
Close
Located in Beaver Dam, WI / 32 miles away from Oconomowoc, WI
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: 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: 5TDJZRFH0HS522521
Stock: 325085C
Certified Pre-Owned: No
Listed since: 08-08-2025 - Price Drop$20,980fair price$408 below market
- 126,028 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Zeigler Toyota of Racine (37 mi away)
Close
Located in Mount Pleasant, WI / 37 miles away from Oconomowoc, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFHXJS530745
Stock: JS530745
Certified Pre-Owned: No
Listed since: 07-31-2025 - $37,000fair price$363 above market
- 48,485 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Zimbrick Buick GMC Eastside (41 mi away)
Close
Located in Madison, WI / 41 miles away from Oconomowoc, WI
Gray 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCThanks for checking out our inventory! Please call with any questions at 608-241-112...
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: 5TDGZRBH8NS185527
Stock: UG35806
Certified Pre-Owned: No
Listed since: 07-30-2025
Showing 1 - 21 out of 972 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.